BEGIN IONS TITLE=CCMSLIB00000845086 PEPMASS=335.125977 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_GA8_01_3202.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00187465-02!(E)-1-(5,7-dihydroxy-2,2,6-trimethylchromen-8-yl)-3-phenylprop-2-en-1-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1=C(O)C(C(=O)\C=C\C2=CC=CC=C2)=C3OC(C)(C)C=CC3=C1O INCHI=InChI=1S/C21H20O4/c1-13-18(23)15-11-12-21(2,3)25-20(15)17(19(13)24)16(22)10-9-14-7-5-4-6-8-14/h4-12,23-24H,1-3H3/b10-9+ INCHIAUX=ADEFODYSLAAMOM-MDZDMXLPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845086 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845086 SCANS=504 188.0417938232422 204.0 189.0503387451172 226.0 265.7799987792969 160.0 291.1388244628906 203.0 307.3806457519531 254.0 335.1285400390625 2762.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845088 PEPMASS=407.130737 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_GA8_01_3202.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384676-01! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC1OC2(CC(O)=O)CC3=CC4=C(C(O)C(O)C(O)C4=O)C(O)=C3C(O2)C1C INCHI=InChI=1S/C20H24O9/c1-3-10-7(2)19-12-8(5-20(28-10,29-19)6-11(21)22)4-9-13(15(12)24)16(25)18(27)17(26)14(9)23/h4,7,10,16-19,24-27H,3,5-6H2,1-2H3,(H,21,22) INCHIAUX=XZIMIWQJQOVUFT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845088 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845088 SCANS=222 185.06060791015625 111.0 201.06138610839844 248.0 229.04287719726562 204.0 231.1389617919922 203.0 290.038818359375 176.0 291.1337890625 336.0 303.1294250488281 253.0 319.10614013671875 318.0 327.1379699707031 403.0 337.1272888183594 195.0 345.1363525390625 522.0 363.1434326171875 1356.0 407.09564208984375 177.0 407.1339111328125 1014.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845090 PEPMASS=459.089539 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_GA8_01_3202.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169680-02!(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(5-hydroxy-6-methoxy-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C3OC(=CC(=O)C3=C1O)C4=CC=CC=C4 INCHI=InChI=1S/C22H20O11/c1-30-19-13(32-22-18(27)16(25)17(26)20(33-22)21(28)29)8-12-14(15(19)24)10(23)7-11(31-12)9-5-3-2-4-6-9/h2-8,16-18,20,22,24-27H,1H3,(H,28,29)/t16-,17-,18+,20-,22+/m0/s1 INCHIAUX=QXIPXNZUEQYPLZ-QSUZLTIMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845090 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845090 SCANS=274 113.02410125732422 721.0 139.00160217285156 216.0 157.01727294921875 218.0 165.99368286132812 160.0 175.02688598632812 369.0 253.04998779296875 254.0 268.0404357910156 3252.0 282.2031555175781 97.0 283.0614013671875 5397.0 294.2739562988281 205.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845092 PEPMASS=549.156738 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_GA8_01_3202.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384671-01!2-[4-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-hydroxy-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2=CC=C(C=C2)C3CC(=O)C4=CC=C(O)C=C4O3)C(OC5OCC(O)(CO)C5O)C(O)C1O INCHI=InChI=1S/C26H30O13/c27-9-19-20(31)21(32)22(39-25-23(33)26(34,10-28)11-35-25)24(38-19)36-14-4-1-12(2-5-14)17-8-16(30)15-6-3-13(29)7-18(15)37-17/h1-7,17,19-25,27-29,31-34H,8-11H2 INCHIAUX=FTVKHUHJWDMWIR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845092 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845092 SCANS=192 93.99513244628906 97.0 107.01128387451172 272.0 109.57439422607422 97.0 119.0490493774414 1516.0 135.00860595703125 1952.0 149.02650451660156 175.0 153.0182647705078 1772.0 161.06324768066406 124.0 191.06236267089844 286.0 204.330078125 132.0 255.065185546875 10032.0 256.39813232421875 119.0 267.0468444824219 172.0 416.5622863769531 166.0 417.1153564453125 194.0 548.58203125 259.0 549.1615600585938 17203.0 549.2822265625 318.0 550.3721313476562 108.0 565.6862182617188 91.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845094 PEPMASS=531.162781 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_GA8_01_3202.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384671-01!2-[4-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-hydroxy-2,3-dihydrochromen-4-one [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2=CC=C(C=C2)C3CC(=O)C4=CC=C(O)C=C4O3)C(OC5OCC(O)(CO)C5O)C(O)C1O INCHI=InChI=1S/C26H30O13/c27-9-19-20(31)21(32)22(39-25-23(33)26(34,10-28)11-35-25)24(38-19)36-14-4-1-12(2-5-14)17-8-16(30)15-6-3-13(29)7-18(15)37-17/h1-7,17,19-25,27-29,31-34H,8-11H2 INCHIAUX=FTVKHUHJWDMWIR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845094 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845094 SCANS=492 95.34809112548828 114.0 129.06573486328125 251.0 177.02024841308594 310.0 181.0533447265625 1417.0 193.04884338378906 471.0 217.0446319580078 307.0 337.0971374511719 64.0 349.1085510253906 626.0 531.1646728515625 299.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845095 PEPMASS=579.16748 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_GA8_01_3202.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169359-03!5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=CC4=C(C(=O)CC(O4)C5=CC=C(O)C=C5)C(O)=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H32O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-7,10,16,18,20-29,31-36H,8-9H2,1H3/t10-,16?,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1 INCHIAUX=HXTFHSYLYXVTHC-TUURGLJWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845095 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845095 SCANS=236 151.00294494628906 1437.0 151.10169982910156 165.0 169.00906372070312 263.0 175.0035400390625 204.0 193.01690673828125 466.0 197.03724670410156 311.0 199.0780029296875 290.0 271.0641174316406 3196.0 313.0572204589844 136.0 459.12200927734375 287.0 579.1727905273438 821.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845097 PEPMASS=625.172302 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_GA8_01_3202.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169359-03!5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=CC4=C(C(=O)CC(O4)C5=CC=C(O)C=C5)C(O)=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H32O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-7,10,16,18,20-29,31-36H,8-9H2,1H3/t10-,16?,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1 INCHIAUX=HXTFHSYLYXVTHC-TUURGLJWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845097 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845097 SCANS=212 71.55046844482422 264.0 83.01595306396484 202.0 83.07075500488281 60.0 97.0293960571289 217.0 99.58890533447266 152.0 107.01781463623047 688.0 119.04969787597656 1750.0 149.0219268798828 673.0 150.7822723388672 74.0 151.00140380859375 4310.0 165.018310546875 215.0 175.00616455078125 402.0 177.02084350585938 545.0 185.05709838867188 170.0 187.0414581298828 203.0 191.03614807128906 118.0 193.01715087890625 428.0 195.99679565429688 348.0 217.01502990722656 150.0 219.03025817871094 207.0 227.07888793945312 176.0 268.68121337890625 195.0 269.93243408203125 150.0 270.0585632324219 316.0 270.4471435546875 65.0 270.7178955078125 139.0 270.7601623535156 79.0 271.0613098144531 31230.0 271.13372802734375 158.0 271.18768310546875 234.0 271.4170837402344 203.0 282.04290771484375 85.0 285.0938720703125 697.0 289.3221130371094 177.0 295.0622253417969 471.0 313.07745361328125 1420.0 459.10943603515625 355.0 459.14105224609375 208.0 579.170654296875 12426.0 623.8467407226562 115.0 1329.8726806640625 307.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845103 PEPMASS=431.097717 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E11_RE11_01_3000.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00178486-02!5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC3=C(C(=O)C=C(O3)C4=CC=C(O)C=C4)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1 INCHIAUX=KMOUJOKENFFTPU-QNDFHXLGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845103 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845103 SCANS=248 239.03546142578125 314.0 268.03662109375 499.0 269.0539245605469 490.0 431.0993347167969 3062.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845105 PEPMASS=755.239319 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E11_RE11_01_3000.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169000-02![(2R,3R,4R,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](OCCC3=CC(O)=C(O)C=C3)O[C@H](CO[C@@H]4OC[C@](O)(CO)[C@H]4O)[C@H]2OC(=O)\C=C\C5=CC(O)=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C34H44O19/c1-15-24(41)25(42)26(43)32(50-15)53-29-27(44)31(47-9-8-17-3-6-19(37)21(39)11-17)51-22(12-48-33-30(45)34(46,13-35)14-49-33)28(29)52-23(40)7-4-16-2-5-18(36)20(38)10-16/h2-7,10-11,15,22,24-33,35-39,41-46H,8-9,12-14H2,1H3/b7-4+/t15-,22+,24-,25+,26+,27+,28+,29+,30-,31+,32-,33+,34+/m0/s1 INCHIAUX=JMBINOWGIHWPJI-UNSOMVRXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845105 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845105 SCANS=217 80.41255187988281 94.0 80.67627716064453 78.0 83.52897644042969 185.0 83.57384490966797 67.0 84.09942626953125 168.0 85.96611785888672 162.0 89.02205657958984 367.0 91.41075134277344 248.0 109.02538299560547 260.0 112.1020736694336 245.0 113.02603912353516 1737.0 117.04792022705078 232.0 117.5058822631836 238.0 119.61137390136719 99.0 123.04488372802734 381.0 124.01969146728516 205.0 127.036376953125 257.0 131.03256225585938 195.0 132.02227783203125 530.0 133.02928161621094 4416.0 135.0463104248047 6401.0 136.0478057861328 752.0 153.05628967285156 447.0 160.81973266601562 103.0 160.9610595703125 113.0 161.02455139160156 31873.0 161.4292449951172 157.0 162.25091552734375 352.0 163.3748016357422 111.0 179.03488159179688 1784.0 179.1042938232422 92.0 191.06210327148438 274.0 229.5527801513672 63.0 231.07110595703125 267.0 245.04534912109375 276.0 282.0892639160156 87.0 293.0599365234375 387.0 297.09503173828125 229.0 315.1051025390625 769.0 323.07403564453125 244.0 357.17913818359375 192.0 361.12298583984375 303.0 406.2047119140625 196.0 439.1522521972656 376.0 461.1669006347656 1634.0 464.6661376953125 116.0 575.1483154296875 219.0 575.2175903320312 195.0 592.3775024414062 56.0 593.209228515625 3741.0 594.207763671875 513.0 595.1968383789062 120.0 597.38916015625 135.0 600.431884765625 173.0 623.21142578125 507.0 737.2294311523438 198.0 747.9309692382812 179.0 750.5040893554688 107.0 754.021240234375 61.0 754.1349487304688 69.0 754.3721313476562 107.0 754.7131958007812 94.0 755.238525390625 29156.0 755.4076538085938 101.0 756.240966796875 4475.0 756.3250732421875 58.0 757.2532348632812 403.0 757.6334838867188 98.0 759.8447265625 126.0 760.0657958984375 182.0 762.06201171875 117.0 768.9229736328125 152.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845107 PEPMASS=787.098938 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E11_RE11_01_3000.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385263-01![(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-4,5,6-tris[(3,4,5-trihydroxybenzoyl)oxy]oxan-3-yl] 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@@H](OC(=O)C4=CC(O)=C(O)C(O)=C4)[C@@H]1OC(=O)C5=CC(O)=C(O)C(O)=C5 INCHI=InChI=1S/C34H28O22/c35-9-22-27(53-30(48)10-1-14(36)23(44)15(37)2-10)28(54-31(49)11-3-16(38)24(45)17(39)4-11)29(55-32(50)12-5-18(40)25(46)19(41)6-12)34(52-22)56-33(51)13-7-20(42)26(47)21(43)8-13/h1-8,22,27-29,34-47H,9H2/t22-,27-,28+,29-,34+/m1/s1 INCHIAUX=XFLTYUCKJRFDOU-XPMKZLBQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845107 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845107 SCANS=196 85.0266342163086 179.0 113.02311706542969 250.0 123.0076675415039 516.0 124.01785278320312 764.0 125.02632141113281 1771.0 125.07917785644531 175.0 137.0337371826172 246.0 141.02294921875 275.0 142.98524475097656 351.0 149.02061462402344 756.0 151.00857543945312 709.0 161.0177459716797 184.0 163.03677368164062 249.0 166.9962158203125 1141.0 168.00157165527344 442.0 169.01466369628906 12104.0 170.01785278320312 198.0 171.1249542236328 201.0 181.00714111328125 204.0 191.03598022460938 446.0 193.01182556152344 360.0 205.0478515625 172.0 207.02647399902344 196.0 210.0167694091797 343.0 211.0301971435547 138.0 217.01258850097656 132.0 218.01759338378906 300.0 219.02696228027344 776.0 221.0419158935547 414.0 223.027587890625 366.0 229.01681518554688 619.0 232.0316925048828 161.0 235.06173706054688 250.0 237.66082763671875 219.0 271.04833984375 491.0 273.0144958496094 400.0 274.01666259765625 178.0 275.0246887207031 274.0 275.868408203125 155.0 276.0213317871094 333.0 277.03765869140625 489.0 279.04888916015625 484.0 295.0473327636719 1910.0 298.359619140625 214.0 299.9898986816406 162.0 300.62884521484375 112.0 301.0034484863281 1330.0 302.0116882324219 781.0 302.05816650390625 143.0 302.9935302734375 68.0 313.0671691894531 1077.0 314.0592041015625 130.0 321.0185852050781 164.0 327.5973815917969 403.0 329.0685729980469 437.0 345.02484130859375 273.0 374.3939208984375 256.0 403.06829833984375 83.0 447.0625305175781 328.0 447.1021728515625 213.0 449.0738525390625 387.0 450.06890869140625 204.0 465.06646728515625 2499.0 465.78656005859375 178.0 467.08050537109375 216.0 599.0675048828125 197.0 616.2555541992188 83.0 617.0789794921875 7802.0 618.0919799804688 776.0 620.0655517578125 161.0 630.5285034179688 625.0 633.052001953125 320.0 635.09228515625 552.0 636.0983276367188 191.0 785.0789794921875 637.0 787.1029663085938 3651.0 788.1010131835938 328.0 1430.3505859375 382.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845109 PEPMASS=521.203125 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_GC10_01_3313.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179791-03!1,7-bis(4-hydroxyphenyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-3-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC(CCC2=CC=C(O)C=C2)CC(=O)CCC3=CC=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C25H32O9/c26-14-21-22(30)23(31)24(32)25(34-21)33-20(12-6-16-3-9-18(28)10-4-16)13-19(29)11-5-15-1-7-17(27)8-2-15/h1-4,7-10,20-28,30-32H,5-6,11-14H2/t20?,21-,22-,23+,24-,25-/m1/s1 INCHIAUX=PVPDIJGSCANSAG-SRJJTFDTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845109 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845109 SCANS=222 88.60144805908203 164.0 101.02426147460938 138.0 119.0360107421875 894.0 179.05860900878906 1592.0 188.82772827148438 341.0 189.09197998046875 4653.0 189.2416534423828 195.0 295.1357421875 5813.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845114 PEPMASS=503.07724 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_GC10_01_3313.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00163378-03! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1=C2C3=C(C)C=C(O)C4=C3C5=C6C2=C(C(O)=C1)C(=O)C7=C6C(=C(O)C=C7O)C8=C5C(C4=O)=C(O)C=C8O INCHI=InChI=1S/C30H16O8/c1-7-3-9(31)19-23-15(7)16-8(2)4-10(32)20-24(16)28-26-18(12(34)6-14(36)22(26)30(20)38)17-11(33)5-13(35)21(29(19)37)25(17)27(23)28/h3-6,31-36H,1-2H3 INCHIAUX=BTXNYTINYBABQR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845114 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845114 SCANS=623 246.80807495117188 374.0 252.66380310058594 73.0 254.65048217773438 277.0 264.6470031738281 278.0 265.3380432128906 112.0 276.51641845703125 99.0 279.843994140625 240.0 433.07159423828125 268.0 458.08013916015625 247.0 487.0387878417969 212.0 500.2364196777344 129.0 500.86090087890625 41.0 501.3558349609375 146.0 501.88275146484375 163.0 501.934326171875 59.0 502.3332824707031 63.0 502.5260925292969 163.0 502.7024841308594 114.0 502.916748046875 384.0 502.97662353515625 108.0 503.08087158203125 25631.0 503.17913818359375 127.0 503.2650451660156 148.0 503.4107666015625 70.0 503.587890625 58.0 504.0860290527344 58.0 504.737060546875 65.0 504.87957763671875 54.0 505.81671142578125 96.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845115 PEPMASS=591.277039 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_GC10_01_3313.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347505-02! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1OC)C23CCNC2CC45OC6(O)CC7N4CCC7(C(C6)C5=C3)C8=CC=C(OC)C(OC)=C8 INCHI=InChI=1S/C32H38N2O6/c1-36-23-7-5-19(13-25(23)38-3)29-9-11-33-27(29)17-32-22(15-29)21-16-30(35,40-32)18-28-31(21,10-12-34(28)32)20-6-8-24(37-2)26(14-20)39-4/h5-8,13-15,21,27-28,33,35H,9-12,16-18H2,1-4H3 INCHIAUX=FOAPBJMMOXYHAN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845115 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845115 SCANS=334 83.05213165283203 179.0 188.08946228027344 265.0 189.0946807861328 2797.0 189.5528564453125 176.0 293.1245422363281 180.0 295.13726806640625 3770.0 299.0242919921875 102.0 1767.2581787109375 367.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845117 PEPMASS=577.154236 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_RE3_01_3173.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180396-02!6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2C3=C(O)C4=C(OC(=CC4=O)C5=CC=C(O)C=C5)C=C3O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O14/c1-9-19(32)22(35)24(37)27(38-9)41-26-23(36)20(33)16(8-28)40-25(26)18-13(31)7-15-17(21(18)34)12(30)6-14(39-15)10-2-4-11(29)5-3-10/h2-7,9,16,19-20,22-29,31-37H,8H2,1H3/t9-,16+,19-,20+,22+,23-,24+,25-,26+,27-/m0/s1 INCHIAUX=BGPMMCPSTAYIEL-UTKQBPCESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845117 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845117 SCANS=193 163.06085205078125 329.0 200.6931610107422 229.0 249.0599365234375 89.0 251.71009826660156 51.0 282.0535583496094 219.0 293.0473937988281 5042.0 311.053466796875 944.0 314.05078125 496.0 335.0576477050781 186.0 341.0646667480469 999.0 355.10052490234375 232.0 406.00830078125 117.0 413.0893249511719 3608.0 432.1202087402344 270.0 457.12994384765625 111.0 577.1558837890625 5079.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845119 PEPMASS=592.40509 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_RE3_01_3173.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381159-01!2-[[3,21-dihydroxy-20-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxydocosan-2-yl]amino]acetic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)C(CCCCCCCCCCCCCCCCC(O)C(C)NCC(O)=O)OC1OC(CO)C(O)C(O)C1O INCHI=InChI=1S/C30H59NO10/c1-21(31-19-26(35)36)23(34)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-24(22(2)33)40-30-29(39)28(38)27(37)25(20-32)41-30/h21-25,27-34,37-39H,3-20H2,1-2H3,(H,35,36) INCHIAUX=BFJZLVDYMQIIMI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845119 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845119 SCANS=306 101.0245361328125 597.0 283.3046569824219 166.0 309.28717041015625 250.0 317.36761474609375 87.0 398.76593017578125 268.0 410.33526611328125 57.0 412.2957458496094 65.0 412.33990478515625 736.0 430.34942626953125 370.0 430.47076416015625 163.0 574.3681030273438 136.0 574.409423828125 195.0 576.1024169921875 103.0 586.3189697265625 110.0 589.3868408203125 212.0 591.2991333007812 88.0 592.0159912109375 292.0 592.4052734375 17352.0 592.8424682617188 106.0 593.4193115234375 426.0 595.9278564453125 136.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845121 PEPMASS=877.323364 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_RE3_01_3173.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381158-01![2-[4-[7-acetyloxy-5-chloro-3-[(1E,3E)-3,5-dimethylhepta-1,3-dienyl]-7-methyl-6,8-dioxoisoquinolin-2-yl]butyl]-5-chloro-3-[(1E,3E)-3,5-dimethylhepta-1,3-dienyl]-7-methyl-6,8-dioxoisoquinolin-7-yl] acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)\C=C(C)\C=C\C1=CC2=C(Cl)C(=O)C(C)(OC(C)=O)C(=O)C2=CN1CCCCN3C=C4C(=O)C(C)(OC(C)=O)C(=O)C(Cl)=C4C=C3\C=C\C(C)=C\C(C)CC INCHI=InChI=1S/C46H54Cl2N2O8/c1-11-27(3)21-29(5)15-17-33-23-35-37(41(53)45(9,57-31(7)51)43(55)39(35)47)25-49(33)19-13-14-20-50-26-38-36(24-34(50)18-16-30(6)22-28(4)12-2)40(48)44(56)46(10,42(38)54)58-32(8)52/h15-18,21-28H,11-14,19-20H2,1-10H3/b17-15+,18-16+,29-21+,30-22+ INCHIAUX=GXUYGLKNAQMTRM-OHAXRXBPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845121 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845121 SCANS=504 116.0538558959961 251.0 208.0347900390625 98.0 266.0862121582031 214.0 268.1327209472656 139.0 284.1580810546875 197.0 291.1165771484375 123.0 292.128662109375 280.0 294.14581298828125 262.0 295.1192321777344 135.0 309.13897705078125 180.0 310.1441650390625 436.0 326.101806640625 146.0 327.1067199707031 260.0 327.63543701171875 117.0 328.1119079589844 1457.0 329.1165466308594 426.0 330.114013671875 274.0 330.14996337890625 84.0 346.1819763183594 167.0 388.1401672363281 1132.0 389.138671875 130.0 589.8917846679688 117.0 641.3155517578125 106.0 641.3540649414062 134.0 675.2924194335938 187.0 675.3346557617188 132.0 676.3078002929688 222.0 677.3285522460938 251.0 693.3223266601562 218.0 701.0204467773438 178.0 711.2650146484375 282.0 713.2962036132812 554.0 714.3123168945312 247.0 729.2650756835938 84.0 731.3059692382812 71.0 831.3248901367188 94.0 877.3421020507812 427.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845123 PEPMASS=519.144531 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C2_BC2_01_3077.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347746-02!1-[4,5-dihydroxy-6-(hydroxymethyl)-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-6-hydroxy-7-methylidene-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2OC=C(C3CC(O)C(=C)C23)C(O)=O)C(OC(=O)\C=C\C4=CC=C(O)C=C4)C(O)C1O INCHI=InChI=1S/C25H28O12/c1-11-16(28)8-14-15(23(32)33)10-34-24(19(11)14)37-25-22(21(31)20(30)17(9-26)35-25)36-18(29)7-4-12-2-5-13(27)6-3-12/h2-7,10,14,16-17,19-22,24-28,30-31H,1,8-9H2,(H,32,33)/b7-4+ INCHIAUX=QPNFBUARICHXGG-QPJJXVBHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845123 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845123 SCANS=182 113.02433776855469 315.0 123.04065704345703 297.0 145.0286865234375 2046.0 149.06063842773438 689.0 163.0355224609375 511.0 167.07083129882812 391.0 187.0395050048828 188.0 193.04360961914062 210.0 205.04080200195312 215.0 211.0717315673828 457.0 223.821044921875 114.0 325.09478759765625 141.0 468.5601501464844 204.0 519.1519775390625 865.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845125 PEPMASS=565.149658 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C2_BC2_01_3077.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347746-02!1-[4,5-dihydroxy-6-(hydroxymethyl)-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-6-hydroxy-7-methylidene-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2OC=C(C3CC(O)C(=C)C23)C(O)=O)C(OC(=O)\C=C\C4=CC=C(O)C=C4)C(O)C1O INCHI=InChI=1S/C25H28O12/c1-11-16(28)8-14-15(23(32)33)10-34-24(19(11)14)37-25-22(21(31)20(30)17(9-26)35-25)36-18(29)7-4-12-2-5-13(27)6-3-12/h2-7,10,14,16-17,19-22,24-28,30-31H,1,8-9H2,(H,32,33)/b7-4+ INCHIAUX=QPNFBUARICHXGG-QPJJXVBHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845125 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845125 SCANS=176 119.04966735839844 262.0 123.04119873046875 174.0 144.765380859375 303.0 145.0279998779297 1862.0 149.0563507080078 400.0 159.4808349609375 63.0 161.05105590820312 96.0 163.03968811035156 2051.0 167.06747436523438 144.0 193.04478454589844 367.0 205.04966735839844 118.0 211.05740356445312 403.0 235.06060791015625 162.0 325.0875549316406 102.0 355.0973205566406 140.0 355.1303405761719 160.0 475.1616516113281 114.0 519.1458740234375 2370.0 520.1513061523438 124.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845127 PEPMASS=461.177826 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_GC6_01_3212.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347678-02!7-(3,4-dihydroxyphenyl)-1-(4-hydroxyphenyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyheptan-3-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1CO[C@@H](OC(CCC2=CC=C(O)C(O)=C2)CC(=O)CCC3=CC=C(O)C=C3)[C@H](O)[C@H]1O INCHI=InChI=1S/C24H30O9/c25-16-6-1-14(2-7-16)3-8-17(26)12-18(9-4-15-5-10-19(27)20(28)11-15)33-24-23(31)22(30)21(29)13-32-24/h1-2,5-7,10-11,18,21-25,27-31H,3-4,8-9,12-13H2/t18?,21-,22+,23-,24+/m1/s1 INCHIAUX=KQQLSXWIDDTWRR-WUOZLOAJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845127 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845127 SCANS=256 104.21087646484375 121.0 121.02961730957031 1231.0 126.60552215576172 104.0 132.55538940429688 94.0 135.0448455810547 460.0 163.0418701171875 231.0 184.8613739013672 74.0 189.08889770507812 121.0 203.06655883789062 229.0 204.07614135742188 984.0 205.08937072753906 1411.0 309.1172180175781 383.0 310.1216125488281 1074.0 311.1279296875 7507.0 312.24041748046875 73.0 328.9777526855469 139.0 460.1725158691406 815.0 461.1640930175781 137.0 990.358154296875 361.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845129 PEPMASS=507.181763 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_GC6_01_3212.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347678-02!7-(3,4-dihydroxyphenyl)-1-(4-hydroxyphenyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyheptan-3-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1CO[C@@H](OC(CCC2=CC=C(O)C(O)=C2)CC(=O)CCC3=CC=C(O)C=C3)[C@H](O)[C@H]1O INCHI=InChI=1S/C24H30O9/c25-16-6-1-14(2-7-16)3-8-17(26)12-18(9-4-15-5-10-19(27)20(28)11-15)33-24-23(31)22(30)21(29)13-32-24/h1-2,5-7,10-11,18,21-25,27-31H,3-4,8-9,12-13H2/t18?,21-,22+,23-,24+/m1/s1 INCHIAUX=KQQLSXWIDDTWRR-WUOZLOAJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845129 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845129 SCANS=253 83.04951477050781 340.0 109.0284652709961 254.0 189.0908203125 988.0 205.08763122558594 877.0 207.62547302246094 192.0 311.1297912597656 6531.0 461.17022705078125 609.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845131 PEPMASS=545.146851 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_GC6_01_3212.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384547-01!6-methoxy-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(OC2OC(COC3OC(C)C(O)C(O)C3O)C(O)C(O)C2O)C=C4OC(=O)C=CC4=C1 INCHI=InChI=1S/C22H28O13/c1-8-15(24)17(26)19(28)21(32-8)31-7-13-16(25)18(27)20(29)22(35-13)34-12-6-10-9(5-11(12)30-2)3-4-14(23)33-10/h3-6,8,13,15-22,24-29H,7H2,1-2H3 INCHIAUX=FCIZPHNZRNLUJD-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845131 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845131 SCANS=170 102.89244079589844 108.0 148.0161590576172 489.0 175.72567749023438 131.0 176.0112762451172 4341.0 176.29501342773438 65.0 191.0348663330078 12165.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845133 PEPMASS=537.078491 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_GC6_01_3212.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384551-01!8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(C=C1)C2=CC(=O)C3=C(O)C(=C(O)C=C3O2)C4=C5OC(=CC(=O)C5=C(O)C=C4O)C6=CC=C(O)C=C6 INCHI=InChI=1S/C30H18O10/c31-15-5-1-13(2-6-15)22-11-20(36)26-24(39-22)12-21(37)27(29(26)38)28-18(34)9-17(33)25-19(35)10-23(40-30(25)28)14-3-7-16(32)8-4-14/h1-12,31-34,37-38H INCHIAUX=BACLASYRJRZXMY-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845133 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845133 SCANS=336 159.045654296875 240.0 213.6256561279297 81.0 306.8123779296875 102.0 306.9147644042969 204.0 307.0691223144531 380.0 318.0583801269531 181.0 333.03973388671875 338.0 374.03118896484375 186.0 374.9949645996094 170.0 375.0550842285156 1971.0 399.04815673828125 66.0 401.0287780761719 165.0 417.054443359375 478.0 443.0427551269531 932.0 537.0808715820312 4430.0 537.9759521484375 121.0 538.113525390625 264.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845135 PEPMASS=539.151672 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_GC6_01_3212.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384548-01![(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[7-hydroxy-5-methyl-4-oxo-2-(2-oxopropyl)chromen-8-yl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)CC1=CC(=O)C2=C(C)C=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3OC(=O)\C=C\C4=CC=C(O)C=C4)=C2O1 INCHI=InChI=1S/C28H28O11/c1-13-9-18(32)23(26-22(13)19(33)11-17(37-26)10-14(2)30)27-28(25(36)24(35)20(12-29)38-27)39-21(34)8-5-15-3-6-16(31)7-4-15/h3-9,11,20,24-25,27-29,31-32,35-36H,10,12H2,1-2H3/b8-5+/t20-,24-,25+,27+,28-/m1/s1 INCHIAUX=QACRJXSXSVUOFZ-HINKZNOMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845135 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845135 SCANS=241 78.93499755859375 110.0 119.04838562011719 3838.0 163.04042053222656 5465.0 164.04229736328125 243.0 171.04420471191406 271.0 188.71359252929688 426.0 189.05645751953125 469.0 189.14376831054688 97.0 202.06729125976562 163.0 203.0680389404297 277.0 211.07728576660156 95.0 212.04762268066406 247.0 213.055908203125 396.0 215.07508850097656 210.0 231.0693817138672 628.0 233.68846130371094 89.0 237.05531311035156 570.0 242.05593872070312 241.0 243.06715393066406 1553.0 244.07852172851562 200.0 245.08445739746094 150.0 255.06910705566406 1422.0 257.0875244140625 450.0 273.08355712890625 1266.0 276.068115234375 232.0 285.080322265625 1284.0 287.0938415527344 262.0 299.1003723144531 259.0 311.0977783203125 205.0 333.0983581542969 574.0 373.09503173828125 64.0 375.11083984375 6013.0 389.1007995605469 470.0 393.1148376464844 477.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845137 PEPMASS=691.204346 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_GC6_01_3212.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384546-01!7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-methoxychromen-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O[C@@H]2O[C@H](CO[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)C=C5OC(=O)C=CC5=C1 INCHI=InChI=1S/C28H38O17/c1-9-17(30)20(33)23(36)26(40-9)39-8-15-19(32)22(35)25(45-27-24(37)21(34)18(31)10(2)41-27)28(44-15)43-14-7-12-11(6-13(14)38-3)4-5-16(29)42-12/h4-7,9-10,15,17-28,30-37H,8H2,1-3H3/t9-,10-,15+,17-,18-,19+,20+,21+,22-,23+,24+,25+,26+,27-,28+/m0/s1 INCHIAUX=LLQBCHODNVGKSF-RVXDDWIJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845137 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845137 SCANS=175 109.55370330810547 80.0 116.10135650634766 262.0 120.02542114257812 466.0 143.0496826171875 287.0 148.0159454345703 335.0 156.9716796875 225.0 163.06309509277344 543.0 170.23550415039062 411.0 176.01121520996094 9492.0 181.6753387451172 101.0 185.89370727539062 149.0 190.41831970214844 75.0 191.03501892089844 30789.0 191.0839385986328 301.0 192.0389862060547 216.0 193.5152130126953 135.0 200.1751251220703 195.0 205.07644653320312 256.0 213.05267333984375 354.0 233.05914306640625 145.0 499.14801025390625 167.0 645.206298828125 4899.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845139 PEPMASS=483.077728 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_GA7_01_3022.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380553-01![3,4,5-trihydroxy-6-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1C(O)C(COC(=O)C2=CC(O)=C(O)C(O)=C2)OC(OC(=O)C3=CC(O)=C(O)C(O)=C3)C1O INCHI=InChI=1S/C20H20O14/c21-8-1-6(2-9(22)13(8)25)18(30)32-5-12-15(27)16(28)17(29)20(33-12)34-19(31)7-3-10(23)14(26)11(24)4-7/h1-4,12,15-17,20-29H,5H2 INCHIAUX=LYGRISUQIZNHGM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845139 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845139 SCANS=158 121.0262222290039 288.0 125.02133178710938 171.0 137.2294158935547 237.0 139.2347412109375 73.0 150.9983673095703 286.0 168.0057373046875 183.0 169.0117645263672 2821.0 211.02708435058594 2062.0 271.04541015625 5140.0 295.04364013671875 98.0 313.052001953125 1577.0 331.06549072265625 648.0 341.1761779785156 130.0 482.9908447265625 142.0 483.0762939453125 8271.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845142 PEPMASS=505.186462 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_GA7_01_3022.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169840-02![2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(CC2COC(C2COC(=O)\C=C\C3=CC=C(O)C=C3)C4=CC(OC)=C(O)C=C4)=C1 INCHI=InChI=1S/C29H30O8/c1-34-26-14-19(5-10-24(26)31)13-21-16-37-29(20-7-11-25(32)27(15-20)35-2)23(21)17-36-28(33)12-6-18-3-8-22(30)9-4-18/h3-12,14-15,21,23,29-32H,13,16-17H2,1-2H3/b12-6+ INCHIAUX=ZNVUQZAVBXKEGF-WUXMJOGZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845142 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845142 SCANS=394 119.04589080810547 132.0 123.04241180419922 182.0 137.02532958984375 224.0 145.02978515625 1254.0 151.04212951660156 188.0 162.03158569335938 149.0 163.03932189941406 2304.0 169.7855224609375 109.0 244.2175750732422 251.0 252.88211059570312 113.0 301.01043701171875 209.0 310.1273193359375 62.0 327.1299133300781 239.0 341.1473388671875 227.0 505.043212890625 109.0 505.1842346191406 6481.0 505.76593017578125 64.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845143 PEPMASS=507.113678 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_GA7_01_3022.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380543-01![(2R,3S,4S,5R,6R)-6-[(5,8-dihydroxy-4-oxo-2,3-dihydro-1H-naphthalen-1-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@H](O)[C@@H](COC(=O)C2=CC(O)=C(O)C(O)=C2)O[C@@H](OC3CCC(=O)C4=C(O)C=CC(O)=C34)[C@@H]1O INCHI=InChI=1S/C23H24O13/c24-9-1-2-11(26)17-14(4-3-10(25)16(9)17)35-23-21(32)20(31)19(30)15(36-23)7-34-22(33)8-5-12(27)18(29)13(28)6-8/h1-2,5-6,14-15,19-21,23-24,26-32H,3-4,7H2/t14?,15-,19-,20+,21-,23-/m1/s1 INCHIAUX=LWONLPZQFYNCMG-ATSIEDNJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845143 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845143 SCANS=235 99.77877807617188 219.0 99.92366027832031 158.0 138.99974060058594 349.0 140.00979614257812 412.0 151.00250244140625 161.0 163.1448211669922 262.0 169.0138397216797 1361.0 175.0381317138672 1056.0 175.6855926513672 89.0 182.0422821044922 217.0 197.8126678466797 69.0 211.0203857421875 2589.0 241.0457763671875 973.0 269.8875427246094 198.0 270.8321533203125 85.0 271.044921875 15456.0 271.1107177734375 238.0 271.42779541015625 67.0 329.20697021484375 182.0 330.4289855957031 178.0 331.0683288574219 2516.0 507.1131286621094 227.0 507.1498718261719 201.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845146 PEPMASS=555.317078 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_GA7_01_3022.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380113-01!2,3,14-trihydroxy-10,13-dimethyl-17-(2,3,6,7-tetrahydroxy-5,6-dimethylheptan-2-yl)-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CC(O)C(C)(O)C1CCC2(O)C3=CC(=O)C4CC(O)C(O)CC4(C)C3CCC12C)C(C)(O)CO INCHI=InChI=1S/C28H46O8/c1-15(26(4,34)14-29)10-23(33)27(5,35)22-7-9-28(36)17-11-19(30)18-12-20(31)21(32)13-24(18,2)16(17)6-8-25(22,28)3/h11,15-16,18,20-23,29,31-36H,6-10,12-14H2,1-5H3 INCHIAUX=GGLFMIALTLLMEJ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845146 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845146 SCANS=216 74.66216278076172 270.0 87.04631042480469 206.0 97.0646743774414 308.0 111.97261047363281 112.0 113.87332916259766 157.0 115.07586669921875 310.0 127.07449340820312 276.0 136.98829650878906 293.0 145.08566284179688 168.0 153.08782958984375 265.0 163.36163330078125 144.0 171.1050262451172 201.0 188.49375915527344 81.0 189.1136474609375 7080.0 233.15676879882812 189.0 239.53025817871094 182.0 241.83973693847656 149.0 249.1411895751953 304.0 258.8784484863281 114.0 263.2968444824219 110.0 291.2139587402344 366.0 301.180419921875 1015.0 319.18731689453125 1770.0 343.2049255371094 146.0 391.21612548828125 231.0 399.25732421875 448.0 417.26409912109375 86.0 473.2228698730469 130.0 491.29901123046875 286.0 501.64483642578125 79.0 508.56658935546875 247.0 508.6046447753906 305.0 508.74395751953125 161.0 509.3114318847656 22784.0 510.1620788574219 158.0 510.3195495605469 112.0 555.3015747070312 290.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845147 PEPMASS=429.133423 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C8_GC8_01_3118.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169275-02!5-chloro-3-[(E)-3,4-dihydroxy-3,5-dimethylhept-1-enyl]-7,8-dihydroxy-7-methyl-8H-isochromen-6-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(O)C(C)(O)\C=C\C1=CC2=C(Cl)C(=O)C(C)(O)C(O)C2=CO1 INCHI=InChI=1S/C19H25ClO6/c1-5-10(2)15(21)18(3,24)7-6-11-8-12-13(9-26-11)16(22)19(4,25)17(23)14(12)20/h6-10,15-16,21-22,24-25H,5H2,1-4H3/b7-6+ INCHIAUX=BRELKNNWUMEGDN-VOTSOKGWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845147 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845147 SCANS=278 130.04310607910156 444.0 228.03585815429688 278.0 235.0574493408203 1389.0 237.03990173339844 216.0 243.06259155273438 307.0 297.05364990234375 1353.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845150 PEPMASS=599.342896 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C8_GC8_01_3118.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180673-03!1,12,23-trihydroxy-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=ON1CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC1=O INCHI=InChI=1S/C27H48N6O9/c34-22-10-14-26(38)32(41)20-8-3-6-18-30-24(36)12-15-27(39)33(42)21-9-2-5-17-29-23(35)11-13-25(37)31(40)19-7-1-4-16-28-22/h40-42H,1-21H2,(H,28,34)(H,29,35)(H,30,36) INCHIAUX=NHKCCADZVLTPPO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845150 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845150 SCANS=203 72.04558563232422 332.0 74.2383041381836 183.0 90.55846405029297 110.0 94.29841613769531 145.0 98.0243911743164 1859.0 99.13690948486328 98.0 101.85154724121094 54.0 102.0348129272461 130.0 108.08197021484375 257.0 109.85453033447266 161.0 123.05953216552734 301.0 126.15287780761719 78.0 136.07676696777344 391.0 138.0601806640625 157.0 142.04930114746094 61.0 148.56846618652344 249.0 151.08921813964844 826.0 153.10169982910156 666.0 154.08837890625 423.0 155.11740112304688 1603.0 157.09481811523438 226.0 161.06800842285156 280.0 163.08837890625 728.0 167.12081909179688 313.0 170.07855224609375 191.0 179.0809783935547 386.0 181.0983428955078 10231.0 183.11627197265625 307.0 199.1075897216797 11388.0 203.07557678222656 179.0 209.0977020263672 259.0 211.11209106445312 173.0 216.1075439453125 256.0 217.11875915527344 6779.0 217.18463134765625 52.0 232.11962890625 102.0 239.09579467773438 297.0 241.13124084472656 179.0 255.13894653320312 233.0 264.6968688964844 147.0 265.1217346191406 225.0 280.9302062988281 81.0 281.1141662597656 374.0 283.67034912109375 169.0 299.2213134765625 313.0 306.34295654296875 48.0 308.152587890625 149.0 333.59954833984375 269.0 339.2426452636719 138.0 363.1980895996094 454.0 363.2403564453125 279.0 365.2210388183594 642.0 381.21319580078125 540.0 399.2284240722656 6674.0 401.2375793457031 461.0 414.50372314453125 58.0 415.9483642578125 118.0 416.04302978515625 203.0 416.23040771484375 275.0 417.24627685546875 252.0 417.29852294921875 129.0 427.2248229980469 219.0 455.2507019042969 225.0 597.8840942382812 51.0 598.3200073242188 43.0 598.4207153320312 113.0 598.89697265625 114.0 599.3450927734375 9502.0 599.4642333984375 73.0 935.4351196289062 69.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845151 PEPMASS=635.319763 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C8_GC8_01_3118.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180673-03!1,12,23-trihydroxy-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=ON1CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC1=O INCHI=InChI=1S/C27H48N6O9/c34-22-10-14-26(38)32(41)20-8-3-6-18-30-24(36)12-15-27(39)33(42)21-9-2-5-17-29-23(35)11-13-25(37)31(40)19-7-1-4-16-28-22/h40-42H,1-21H2,(H,28,34)(H,29,35)(H,30,36) INCHIAUX=NHKCCADZVLTPPO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845151 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845151 SCANS=209 163.08998107910156 330.0 179.07940673828125 226.0 181.1051483154297 558.0 199.10850524902344 993.0 201.11997985839844 325.0 217.12118530273438 575.0 265.1103820800781 199.0 399.220458984375 667.0 599.3523559570312 1562.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845153 PEPMASS=887.310852 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_GG11_01_3241.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180448-02!bis[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] (2R)-2-(2-methylpropyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanedioate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C[C@](CC(=O)OCC1=CC=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1)(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(=O)OCC4=CC=C(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C=C4 INCHI=InChI=1S/C40H56O22/c1-18(2)11-40(62-38-35(53)32(50)29(47)25(15-43)61-38,39(54)56-17-20-5-9-22(10-6-20)58-37-34(52)31(49)28(46)24(14-42)60-37)12-26(44)55-16-19-3-7-21(8-4-19)57-36-33(51)30(48)27(45)23(13-41)59-36/h3-10,18,23-25,27-38,41-43,45-53H,11-17H2,1-2H3/t23-,24-,25-,27-,28-,29-,30+,31+,32+,33-,34-,35-,36-,37-,38+,40-/m1/s1 INCHIAUX=QUCKZYFUROTIBC-HDQVGPIMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845153 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845153 SCANS=212 71.01885223388672 375.0 89.0195083618164 74.0 109.06328582763672 241.0 113.02176666259766 178.0 123.04645538330078 1161.0 125.06233215332031 199.0 127.07756805419922 2326.0 138.03172302246094 435.0 149.045166015625 174.0 149.8731689453125 214.0 153.0551300048828 13063.0 154.06069946289062 231.0 155.1343536376953 285.0 155.76882934570312 90.0 156.08453369140625 134.0 161.05296325683594 264.0 161.7899627685547 96.0 171.06629943847656 3584.0 172.06800842285156 150.0 179.0553741455078 1735.0 180.05633544921875 477.0 274.1019592285156 222.0 334.139892578125 299.0 439.1617431640625 12841.0 440.1643981933594 1341.0 457.17437744140625 151.0 496.17572021484375 232.0 619.2266235351562 3537.0 620.2101440429688 625.0 621.5516357421875 122.0 707.2611083984375 149.0 981.4888305664062 267.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845155 PEPMASS=933.315979 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_GG11_01_3241.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180448-02!bis[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] (2R)-2-(2-methylpropyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanedioate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C[C@](CC(=O)OCC1=CC=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1)(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(=O)OCC4=CC=C(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C=C4 INCHI=InChI=1S/C40H56O22/c1-18(2)11-40(62-38-35(53)32(50)29(47)25(15-43)61-38,39(54)56-17-20-5-9-22(10-6-20)58-37-34(52)31(49)28(46)24(14-42)60-37)12-26(44)55-16-19-3-7-21(8-4-19)57-36-33(51)30(48)27(45)23(13-41)59-36/h3-10,18,23-25,27-38,41-43,45-53H,11-17H2,1-2H3/t23-,24-,25-,27-,28-,29-,30+,31+,32+,33-,34-,35-,36-,37-,38+,40-/m1/s1 INCHIAUX=QUCKZYFUROTIBC-HDQVGPIMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845155 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845155 SCANS=210 70.79570770263672 92.0 79.93925476074219 139.0 85.02027130126953 91.0 86.44941711425781 82.0 89.02831268310547 701.0 95.05827331542969 403.0 101.02507019042969 423.0 101.73990631103516 122.0 105.50711822509766 70.0 109.41449737548828 122.0 113.02291870117188 1850.0 114.02994537353516 201.0 119.03384399414062 1465.0 119.49675750732422 71.0 121.02933502197266 266.0 121.6611328125 182.0 123.04425048828125 2571.0 125.38575744628906 157.0 126.44537353515625 148.0 127.07647705078125 5833.0 130.21017456054688 208.0 138.03305053710938 602.0 139.0770263671875 363.0 149.0472869873047 310.0 153.05516052246094 38015.0 153.7451629638672 87.0 154.0584716796875 542.0 154.16018676757812 108.0 155.11929321289062 158.0 160.67906188964844 89.0 161.04470825195312 605.0 161.1002655029297 274.0 164.35276794433594 78.0 166.10020446777344 140.0 171.06529235839844 12732.0 171.12535095214844 53.0 171.43821716308594 247.0 175.63507080078125 158.0 178.78016662597656 335.0 178.82211303710938 240.0 179.05496215820312 7401.0 180.06202697753906 460.0 180.1807098388672 79.0 195.42359924316406 295.0 209.05152893066406 73.0 211.28594970703125 152.0 213.98521423339844 170.0 214.49285888671875 272.0 217.37432861328125 223.0 229.91311645507812 225.0 233.11375427246094 163.0 240.98007202148438 188.0 245.18785095214844 196.0 251.47718811035156 338.0 251.92437744140625 250.0 269.8683776855469 299.0 275.2804260253906 143.0 275.422119140625 71.0 280.75323486328125 88.0 285.0993957519531 603.0 286.0620422363281 57.0 288.954345703125 162.0 293.9344482421875 78.0 294.66461181640625 73.0 297.46185302734375 90.0 298.1527404785156 143.0 300.0521545410156 151.0 310.91619873046875 366.0 312.82977294921875 266.0 327.1068115234375 85.0 347.0868225097656 58.0 351.1324157714844 354.0 352.13427734375 382.0 358.10699462890625 182.0 375.00994873046875 356.0 383.4505615234375 224.0 405.14398193359375 438.0 427.3280334472656 161.0 436.2406005859375 121.0 437.1412048339844 154.0 438.07806396484375 114.0 439.16119384765625 39260.0 440.0418395996094 129.0 440.1647033691406 6827.0 441.162841796875 310.0 441.5925598144531 68.0 443.0599365234375 192.0 452.8049011230469 102.0 457.1875305175781 311.0 458.17120361328125 140.0 464.9837951660156 136.0 487.824951171875 122.0 607.1836547851562 67.0 609.8334350585938 89.0 613.5858764648438 207.0 613.9785766601562 217.0 618.2855834960938 91.0 619.2262573242188 21797.0 619.4570922851562 241.0 619.9016723632812 95.0 620.2313842773438 2460.0 620.3419799804688 78.0 627.0174560546875 90.0 707.2365112304688 573.0 708.2581176757812 236.0 887.32080078125 330.0 888.3310546875 176.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845157 PEPMASS=347.074219 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G4_GG4_01_3234.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00095460-07!7,11b-dihydro-6H-indeno[2,1-c]chromene-3,4,6a,9,10-pentol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC2=C(C=C1O)C3C4=C(OCC3(O)C2)C(O)=C(O)C=C4 INCHI=InChI=1S/C16H14O6/c17-10-2-1-8-13-9-4-12(19)11(18)3-7(9)5-16(13,21)6-22-15(8)14(10)20/h1-4,13,17-21H,5-6H2 INCHIAUX=WZUVPPKBWHMQCE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845157 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845157 SCANS=148 163.0345458984375 202.0 175.03623962402344 316.0 179.03494262695312 109.0 301.0713195800781 2953.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845159 PEPMASS=393.131226 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G4_GG4_01_3234.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00160168-03!5,9,10-trihydroxy-2,2-dimethyl-12-(2-methylbut-3-en-2-yl)pyrano[3,2-b]xanthen-6-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(C=C)C1=C2OC3=C(C=CC(O)=C3O)C(=O)C2=C(O)C4=C1OC(C)(C)C=C4 INCHI=InChI=1S/C23H22O6/c1-6-22(2,3)15-19-12(9-10-23(4,5)29-19)17(26)14-16(25)11-7-8-13(24)18(27)20(11)28-21(14)15/h6-10,24,26-27H,1H2,2-5H3 INCHIAUX=XRVLGJCHUWXTDX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845159 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845159 SCANS=554 199.1017608642578 202.0 377.0970458984375 131.0 378.1419982910156 324.0 393.1328430175781 3462.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845161 PEPMASS=429.107056 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G4_GG4_01_3234.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00160168-03!5,9,10-trihydroxy-2,2-dimethyl-12-(2-methylbut-3-en-2-yl)pyrano[3,2-b]xanthen-6-one [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(C=C)C1=C2OC3=C(C=CC(O)=C3O)C(=O)C2=C(O)C4=C1OC(C)(C)C=C4 INCHI=InChI=1S/C23H22O6/c1-6-22(2,3)15-19-12(9-10-23(4,5)29-19)17(26)14-16(25)11-7-8-13(24)18(27)20(11)28-21(14)15/h6-10,24,26-27H,1H2,2-5H3 INCHIAUX=XRVLGJCHUWXTDX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845161 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845161 SCANS=560 271.0899963378906 254.0 359.0859069824219 210.0 363.0967712402344 291.0 393.1351623535156 3581.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845163 PEPMASS=465.155701 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_RE10_01_2999.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00013053-07!3-(3,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=C(O)C2=C(OC=C(C2=O)C3=CC(O)=C(O)C=C3)C4=C1OC(C)(C)C=C4 INCHI=InChI=1S/C25H24O6/c1-13(2)5-7-15-21(28)20-22(29)17(14-6-8-18(26)19(27)11-14)12-30-24(20)16-9-10-25(3,4)31-23(15)16/h5-6,8-12,26-28H,7H2,1-4H3 INCHIAUX=GHCZYXUOYFOXIP-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845163 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845163 SCANS=573 137.2598419189453 177.0 150.0323028564453 246.0 231.06365966796875 204.0 241.12234497070312 114.0 255.07754516601562 183.0 258.05633544921875 214.0 363.0931091308594 232.0 419.15118408203125 4508.0 420.1644592285156 323.0 505.4305114746094 82.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845165 PEPMASS=467.118408 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_RE10_01_2999.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385223-01!(2R,3S)-7-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5-diol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@@]1(O)CO[C@@H](OC2=CC(O)=C3C[C@H](O)[C@H](OC3=C2)C4=CC(O)=C(O)C=C4)[C@@H]1O INCHI=InChI=1S/C20H22O10/c21-7-20(27)8-28-19(18(20)26)29-10-4-13(23)11-6-15(25)17(30-16(11)5-10)9-1-2-12(22)14(24)3-9/h1-5,15,17-19,21-27H,6-8H2/t15-,17+,18-,19-,20+/m0/s1 INCHIAUX=OZEIRJMOKXRLCR-AXDKOMKPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845165 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845165 SCANS=216 109.03035736083984 260.0 137.0242462158203 2136.0 149.02610778808594 274.0 164.0159149169922 210.0 189.0572052001953 325.0 199.08407592773438 233.0 201.5587615966797 195.0 202.05906677246094 235.0 245.08314514160156 846.0 289.0735778808594 4479.0 419.3156433105469 97.0 421.1204833984375 2246.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845167 PEPMASS=445.076935 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_RE10_01_2999.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169746-02!(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@H](OC2=CC3=C(C(=O)C=C(O3)C4=CC=C(O)C=C4)C(O)=C2)O[C@@H]([C@@H](O)[C@@H]1O)C(O)=O INCHI=InChI=1S/C21H18O11/c22-9-3-1-8(2-4-9)13-7-12(24)15-11(23)5-10(6-14(15)31-13)30-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21-23,25-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1 INCHIAUX=JBFOLLJCGUCDQP-ZFORQUDYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845167 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845167 SCANS=305 225.0697021484375 203.0 269.0468444824219 5726.0 269.2352294921875 357.0 445.0811462402344 312.0 1971.8560791015625 245.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845170 PEPMASS=475.086884 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_RE10_01_2999.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385228-01!(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(2-hydroxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C3OC(=CC(=O)C3=C1O)C4=C(O)C=CC=C4 INCHI=InChI=1S/C22H20O12/c1-31-19-13(33-22-18(28)16(26)17(27)20(34-22)21(29)30)7-12-14(15(19)25)10(24)6-11(32-12)8-4-2-3-5-9(8)23/h2-7,16-18,20,22-23,25-28H,1H3,(H,29,30)/t16-,17-,18+,20-,22+/m0/s1 INCHIAUX=KZMZTZKFLKRTMB-QSUZLTIMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845170 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845170 SCANS=311 113.0263671875 213.0 153.9900360107422 312.0 168.05274963378906 266.0 284.03363037109375 1494.0 299.0538330078125 4476.0 299.2043151855469 145.0 475.0921630859375 375.0 698.4329833984375 199.0 1723.9661865234375 143.0 1974.5887451171875 314.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845171 PEPMASS=525.305542 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_RE10_01_2999.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168839-02!(2S,3R,5R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O)CC[C@@H](O)[C@](C)(O)[C@H]1CC[C@@]2(O)C3=CC(=O)[C@@H]4C[C@@H](O)[C@@H](O)C[C@]4(C)C3CC[C@]12C INCHI=InChI=1S/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15?,17-,19+,20-,21-,22+,24+,25+,26+,27+/m0/s1 INCHIAUX=NKDFYOWSKOHCCO-MQMWGCQISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845171 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845171 SCANS=285 78.90193176269531 397.0 159.1046142578125 754.0 265.03143310546875 109.0 267.1359558105469 173.0 319.1960144042969 489.0 331.179443359375 125.0 479.30810546875 2853.0 525.3048095703125 770.0 525.3514404296875 152.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845173 PEPMASS=1063.294434 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_RE10_01_2999.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385260-01![(2S,3R,4S,5R,6R)-2-[3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@H]2[C@H](OC3=C(OC4=CC(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@H]5OC(=O)\C=C\C7=CC=C(O)C=C7)=CC(O)=C4C3=O)C8=CC=C(O)C=C8)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C48H56O27/c1-17-30(56)35(61)38(64)45(66-17)75-43-37(63)32(58)26(15-50)70-47(43)74-42-34(60)29-23(54)12-22(13-24(29)68-40(42)19-5-9-21(53)10-6-19)67-48-44(72-28(55)11-4-18-2-7-20(52)8-3-18)41(33(59)27(16-51)71-48)73-46-39(65)36(62)31(57)25(14-49)69-46/h2-13,17,25-27,30-33,35-39,41,43-54,56-59,61-65H,14-16H2,1H3/b11-4+/t17-,25+,26+,27+,30-,31+,32+,33+,35+,36-,37-,38+,39+,41-,43+,44+,45-,46-,47-,48+/m0/s1 INCHIAUX=OUYDFTJZSVOQJE-QQXREOSWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845173 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845173 SCANS=258 78.48966979980469 95.0 85.02904510498047 282.0 92.56611633300781 199.0 95.01880645751953 107.0 113.0267562866211 257.0 121.20632934570312 296.0 127.05752563476562 368.0 145.02841186523438 4756.0 146.03343200683594 127.0 147.04513549804688 224.0 151.00550842285156 218.0 159.17799377441406 156.0 163.0396270751953 488.0 169.01922607421875 543.0 178.9989013671875 282.0 179.5235595703125 73.0 187.0439910888672 200.0 204.0141143798828 328.0 209.05812072753906 164.0 210.73316955566406 105.0 225.61923217773438 204.0 226.1642303466797 79.0 227.03598022460938 2735.0 228.0379638671875 1116.0 228.6029815673828 102.0 229.0548858642578 318.0 241.05673217773438 295.0 255.0298614501953 6820.0 256.0354919433594 2384.0 257.0406494140625 234.0 258.13427734375 150.0 269.04180908203125 210.0 270.0885009765625 282.0 279.35009765625 73.0 281.0351867675781 199.0 281.99957275390625 180.0 283.02447509765625 2682.0 283.0805358886719 137.0 283.3149719238281 216.0 283.4974365234375 140.0 283.70709228515625 218.0 284.03436279296875 36010.0 284.13348388671875 118.0 284.21429443359375 83.0 284.7626647949219 213.0 285.0393371582031 7781.0 285.1971740722656 348.0 286.0425109863281 731.0 286.8802795410156 118.0 287.0339660644531 105.0 287.2142639160156 267.0 288.7549743652344 114.0 293.0102844238281 189.0 295.2303466796875 141.0 298.56268310546875 295.0 299.0449523925781 284.0 303.25250244140625 97.0 310.5566711425781 203.0 311.12762451171875 170.0 314.5848693847656 127.0 321.05059814453125 91.0 326.0301208496094 237.0 326.0625305175781 189.0 327.0475769042969 353.0 350.04278564453125 156.0 381.0632019042969 152.0 393.0716552734375 146.0 428.08612060546875 326.0 445.1098937988281 140.0 446.10418701171875 328.0 447.0973815917969 135.0 469.1319274902344 189.0 480.1925048828125 97.0 499.3241271972656 73.0 523.7711181640625 109.0 591.3928833007812 177.0 591.6853637695312 230.0 592.7186889648438 306.0 592.810791015625 120.0 593.1513061523438 26303.0 594.1556396484375 6518.0 595.1676025390625 510.0 597.1978149414062 195.0 597.5247802734375 192.0 608.1514282226562 234.0 633.1486206054688 164.0 722.41162109375 250.0 739.1875 318.0 740.1885375976562 129.0 754.1820068359375 817.0 755.1807250976562 118.0 780.2005615234375 242.0 834.50048828125 126.0 901.1995849609375 260.0 901.2698974609375 128.0 917.218017578125 128.0 917.2813110351562 431.0 919.2627563476562 118.0 1046.4375 374.0 1051.315673828125 238.0 1061.5731201171875 80.0 1062.5826416015625 136.0 1063.3045654296875 7199.0 1063.880126953125 96.0 1064.294677734375 1665.0 1065.306396484375 842.0 1065.7755126953125 196.0 1346.3792724609375 128.0 1477.07275390625 79.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845176 PEPMASS=519.189331 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C9_GC9_01_3119.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380861-01! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC[C@H](O)[C@@H]1[C@H](O)C2=C(C[C@H](CC3=C1C(=O)OC3O)[C@@H](O)C4CC=CC(=O)O4)C(=O)OC2=O INCHI=InChI=1S/C26H32O11/c1-2-3-4-5-7-15(27)20-18-13(23(31)36-25(18)33)10-12(21(29)16-8-6-9-17(28)35-16)11-14-19(22(20)30)26(34)37-24(14)32/h6,9,12,15-16,20-23,27,29-31H,2-5,7-8,10-11H2,1H3/t12-,15-,16?,20-,21+,22+,23?/m0/s1 INCHIAUX=XOEFANNJIKAWGX-BTBZVGSOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845176 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845176 SCANS=268 102.37132263183594 208.0 123.04048156738281 184.0 137.5554962158203 123.0 141.02037048339844 182.0 145.06417846679688 186.0 147.08023071289062 130.0 151.03610229492188 197.0 152.00604248046875 125.0 155.1034393310547 330.0 161.05726623535156 311.0 163.0874481201172 146.0 173.09927368164062 193.0 179.03634643554688 146.0 181.05209350585938 283.0 201.1330108642578 163.0 203.11256408691406 268.0 211.11343383789062 321.0 215.07293701171875 168.0 227.10548400878906 589.0 229.1202850341797 173.0 232.033935546875 227.0 239.1595458984375 276.0 245.1183624267578 761.0 247.17141723632812 217.0 255.10450744628906 789.0 257.17510986328125 124.0 279.08819580078125 117.0 281.1984558105469 333.0 287.1020202636719 166.0 287.1641540527344 158.0 289.1127624511719 442.0 305.07171630859375 173.0 307.20556640625 196.0 343.19708251953125 86.0 361.0877380371094 192.0 369.20428466796875 144.0 403.2061462402344 225.0 405.114013671875 113.0 413.18408203125 306.0 474.144287109375 57.0 474.3033447265625 57.0 474.3993835449219 130.0 475.2038879394531 285.0 519.19873046875 179.0 1359.9815673828125 956.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845177 PEPMASS=565.19574 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C9_GC9_01_3119.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380861-01! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC[C@H](O)[C@@H]1[C@H](O)C2=C(C[C@H](CC3=C1C(=O)OC3O)[C@@H](O)C4CC=CC(=O)O4)C(=O)OC2=O INCHI=InChI=1S/C26H32O11/c1-2-3-4-5-7-15(27)20-18-13(23(31)36-25(18)33)10-12(21(29)16-8-6-9-17(28)35-16)11-14-19(22(20)30)26(34)37-24(14)32/h6,9,12,15-16,20-23,27,29-31H,2-5,7-8,10-11H2,1H3/t12-,15-,16?,20-,21+,22+,23?/m0/s1 INCHIAUX=XOEFANNJIKAWGX-BTBZVGSOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845177 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845177 SCANS=326 127.12249755859375 87.0 133.05763244628906 80.0 149.02503967285156 295.0 149.52133178710938 120.0 151.04800415039062 218.0 157.0634002685547 325.0 161.0706024169922 451.0 163.0343475341797 147.0 171.0810089111328 143.0 189.05322265625 221.0 191.06483459472656 119.0 211.10748291015625 382.0 213.09613037109375 252.0 214.10638427734375 327.0 229.11904907226562 145.0 235.06495666503906 244.0 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NAME=NCGC00380864-01!7-[4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2C(O)C(O)C(CO)OC2OC3=CC(O)=C4C(=O)CC(OC4=C3)C5=CC=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16?,18?,20-,21?,22+,23?,24+,25?,26-,27?/m0/s1 INCHIAUX=DFPMSGMNTNDNHN-GORRZPGTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845179 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845179 SCANS=222 107.01154327392578 337.0 149.02220153808594 157.0 151.00123596191406 1745.0 177.01571655273438 344.0 193.014404296875 433.0 235.02105712890625 237.0 271.061279296875 3789.0 284.30438232421875 66.0 339.0851135253906 232.0 417.11456298828125 181.0 433.10308837890625 177.0 459.11907958984375 1385.0 501.1339111328125 313.0 579.1712036132812 5192.0 1143.836181640625 216.0 1162.9384765625 228.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845182 PEPMASS=625.179443 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C9_GC9_01_3119.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380864-01!7-[4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2C(O)C(O)C(CO)OC2OC3=CC(O)=C4C(=O)CC(OC4=C3)C5=CC=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16?,18?,20-,21?,22+,23?,24+,25?,26-,27?/m0/s1 INCHIAUX=DFPMSGMNTNDNHN-GORRZPGTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845182 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845182 SCANS=220 93.03286743164062 274.0 98.42294311523438 190.0 105.27452087402344 88.0 119.04969787597656 641.0 125.02593994140625 302.0 135.60595703125 143.0 135.67578125 170.0 145.03009033203125 634.0 151.00270080566406 3608.0 164.0191192626953 259.0 169.01390075683594 448.0 187.04000854492188 230.0 195.99913024902344 596.0 227.07188415527344 167.0 242.05287170410156 141.0 269.5960388183594 82.0 270.38427734375 88.0 271.0597839355469 4253.0 273.2430725097656 116.0 274.6434020996094 119.0 276.72137451171875 170.0 280.59375 111.0 290.557861328125 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INCHI=InChI=1S/C27H24O18/c28-11-1-8(2-12(29)18(11)34)24(39)42-7-17-21(37)23(44-25(40)9-3-13(30)19(35)14(31)4-9)22(38)27(43-17)45-26(41)10-5-15(32)20(36)16(33)6-10/h1-6,17,21-23,27-38H,7H2/t17-,21-,22-,23+,27+/m1/s1 INCHIAUX=RNKMOGIPOMVCHO-SJMVAQJGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845184 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845184 SCANS=170 86.40744018554688 195.0 107.01207733154297 182.0 110.5393295288086 212.0 113.02271270751953 342.0 123.00670623779297 557.0 125.02587890625 2716.0 139.00628662109375 176.0 139.03985595703125 249.0 141.01397705078125 240.0 143.03416442871094 496.0 151.00546264648438 342.0 167.66702270507812 79.0 169.01348876953125 10045.0 169.1619415283203 76.0 171.00796508789062 52.0 171.04537963867188 401.0 175.03858947753906 298.0 178.9981689453125 332.0 192.0457305908203 163.0 193.01351928710938 211.0 193.65658569335938 96.0 195.029052734375 481.0 195.04771423339844 386.0 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143.0 659.121337890625 55.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845185 PEPMASS=739.212463 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C9_GC9_01_3119.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380802-01!3-[4,5-dihydroxy-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OCC2OC(OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC=C(O)C=C5)C(O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)C(O)C2O)[C@H](O)[C@H](O)[C@H]1O 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196.40150451660156 262.0 199.03797912597656 493.0 200.05133056640625 415.0 201.04859924316406 147.0 204.04067993164062 133.0 211.04161071777344 600.0 213.01446533203125 189.0 213.0535430908203 148.0 227.03541564941406 8498.0 228.04161071777344 415.0 229.05323791503906 756.0 239.82374572753906 237.0 241.05006408691406 228.0 255.02989196777344 16271.0 255.1384735107422 84.0 255.9984588623047 221.0 256.03759765625 1933.0 257.0453796386719 765.0 257.6346740722656 141.0 257.8326721191406 198.0 259.06146240234375 128.0 269.0635986328125 315.0 281.05194091796875 289.0 283.0310974121094 821.0 284.03240966796875 42008.0 284.0918884277344 257.0 284.715087890625 102.0 285.0397033691406 5986.0 299.04986572265625 225.0 330.062744140625 262.0 339.0521545410156 146.0 347.685546875 242.0 351.0453796386719 244.0 363.10406494140625 156.0 394.9515380859375 75.0 429.06024169921875 246.0 516.74267578125 117.0 575.147705078125 327.0 576.1511840820312 146.0 593.1585693359375 214.0 593.2695922851562 204.0 734.1437377929688 80.0 735.3842163085938 102.0 737.2125854492188 204.0 738.362060546875 104.0 738.4240112304688 259.0 738.4814453125 225.0 738.8367309570312 93.0 739.2080078125 24828.0 739.3361206054688 85.0 739.9481811523438 152.0 740.2188720703125 3740.0 741.7445678710938 180.0 746.83447265625 59.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845187 PEPMASS=511.143188 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_RC5_01_2982.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385319-01!4-[2-hydroxy-3-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutoxy]furo[3,2-g]chromen-7-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(O)COC2=C3C=CC(=O)OC3=CC4=C2C=CO4 INCHI=InChI=1S/C22H26O11/c1-22(2,33-21-19(28)18(27)17(26)14(8-23)32-21)15(24)9-30-20-10-3-4-16(25)31-13(10)7-12-11(20)5-6-29-12/h3-7,14-15,17-19,21,23-24,26-28H,8-9H2,1-2H3/t14-,15?,17-,18+,19-,21+/m1/s1 INCHIAUX=VCJBNRNRYLKSGX-NUTNSJPXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845187 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845187 SCANS=234 74.06108856201172 153.0 101.64301300048828 147.0 102.26812744140625 243.0 145.03114318847656 207.0 201.02056884765625 14822.0 201.87091064453125 77.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845190 PEPMASS=579.169678 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_RC5_01_2982.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169359-04!5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=CC4=C(C(=O)CC(O4)C5=CC=C(O)C=C5)C(O)=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H32O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-7,10,16,18,20-29,31-36H,8-9H2,1H3/t10-,16?,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1 INCHIAUX=HXTFHSYLYXVTHC-TUURGLJWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845190 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845190 SCANS=212 111.76836395263672 199.0 119.05006408691406 256.0 151.0029296875 1521.0 169.0140838623047 302.0 177.02259826660156 240.0 187.03465270996094 770.0 270.054931640625 361.0 270.43365478515625 178.0 271.0631408691406 2490.0 271.53045654296875 128.0 280.60687255859375 156.0 433.1341552734375 210.0 455.144287109375 181.0 459.1190185546875 1377.0 481.5193176269531 116.0 579.17626953125 3301.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845191 PEPMASS=561.152954 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_RC5_01_2982.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169359-04!5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=CC4=C(C(=O)CC(O4)C5=CC=C(O)C=C5)C(O)=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H32O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-7,10,16,18,20-29,31-36H,8-9H2,1H3/t10-,16?,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1 INCHIAUX=HXTFHSYLYXVTHC-TUURGLJWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845191 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845191 SCANS=405 136.27635192871094 116.0 210.06956481933594 1618.0 225.09315490722656 3604.0 269.08233642578125 5436.0 269.1290588378906 76.0 561.1743774414062 180.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845193 PEPMASS=625.175171 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_RC5_01_2982.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169359-04!5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=CC4=C(C(=O)CC(O4)C5=CC=C(O)C=C5)C(O)=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H32O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-7,10,16,18,20-29,31-36H,8-9H2,1H3/t10-,16?,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1 INCHIAUX=HXTFHSYLYXVTHC-TUURGLJWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845193 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845193 SCANS=213 82.6008071899414 225.0 130.9607696533203 177.0 135.0435333251953 164.0 145.0216064453125 171.0 151.00521850585938 3362.0 181.0896453857422 164.0 196.001708984375 202.0 212.16732788085938 180.0 227.08897399902344 146.0 241.05447387695312 247.0 247.02976989746094 155.0 255.03408813476562 206.0 268.04913330078125 136.0 269.0440368652344 1284.0 270.0542907714844 1361.0 271.0618896484375 5126.0 291.21051025390625 215.0 373.083251953125 164.0 459.13018798828125 1307.0 460.1273498535156 285.0 509.2797546386719 279.0 575.7779541015625 59.0 576.8382568359375 123.0 577.4916381835938 90.0 578.1644287109375 832.0 579.1729125976562 12830.0 579.5037231445312 135.0 580.171142578125 509.0 580.9369506835938 118.0 581.6883544921875 83.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845204 PEPMASS=643.186096 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_RC5_01_2982.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385154-02!4-[3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-hydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O[C@@H]1O[C@H](CO[C@@H]2OC[C@](O)(CO)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)C(O)COC3=C4C=CC(=O)OC4=CC5=C3C=CO5 INCHI=InChI=1S/C27H34O15/c1-26(2,17(29)9-37-22-12-3-4-18(30)40-15(12)7-14-13(22)5-6-36-14)42-24-21(33)20(32)19(31)16(41-24)8-38-25-23(34)27(35,10-28)11-39-25/h3-7,16-17,19-21,23-25,28-29,31-35H,8-11H2,1-2H3/t16-,17?,19-,20+,21-,23+,24+,25-,27-/m1/s1 INCHIAUX=WHICJDPSYBJDEN-NQXQTLPHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845204 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845204 SCANS=217 88.13579559326172 241.0 89.8296890258789 104.0 145.02694702148438 190.0 163.03543090820312 542.0 200.02084350585938 262.0 200.75729370117188 103.0 201.01966857910156 30108.0 202.0156707763672 277.0 203.05532836914062 218.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845210 PEPMASS=609.179077 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_RC5_01_2982.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385327-01!(2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(C=C1)[C@@H]2CC(=O)C3=C(O)C=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)C=C3O2 INCHI=InChI=1S/C28H34O15/c1-10-21(33)23(35)25(37)27(39-10)43-26-24(36)22(34)19(9-29)42-28(26)40-12-6-14(31)20-15(32)8-17(41-18(20)7-12)11-3-4-16(38-2)13(30)5-11/h3-7,10,17,19,21-31,33-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1 INCHIAUX=ARGKVCXINMKCAZ-UZRWAPQLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845210 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845210 SCANS=223 108.0242919921875 291.0 112.88052368164062 109.0 125.02531433105469 549.0 134.03164672851562 210.0 136.01498413085938 147.0 151.00621032714844 237.0 160.0200958251953 134.0 164.01710510253906 281.0 188.04676818847656 176.0 195.99977111816406 412.0 199.03282165527344 334.0 217.04356384277344 313.0 255.06842041015625 221.0 283.071044921875 295.0 284.0511474609375 161.0 285.0334777832031 359.0 286.032958984375 81.0 286.0771179199219 246.0 301.0736389160156 5061.0 313.36175537109375 114.0 325.0652160644531 229.0 333.9463195800781 202.0 337.0692138671875 113.0 489.1438293457031 277.0 608.2965087890625 216.0 609.1862182617188 7124.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845211 PEPMASS=655.184937 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_RC5_01_2982.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385327-01!(2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(C=C1)[C@@H]2CC(=O)C3=C(O)C=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)C=C3O2 INCHI=InChI=1S/C28H34O15/c1-10-21(33)23(35)25(37)27(39-10)43-26-24(36)22(34)19(9-29)42-28(26)40-12-6-14(31)20-15(32)8-17(41-18(20)7-12)11-3-4-16(38-2)13(30)5-11/h3-7,10,17,19,21-31,33-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1 INCHIAUX=ARGKVCXINMKCAZ-UZRWAPQLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845211 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845211 SCANS=225 187.09841918945312 193.0 300.05621337890625 206.0 301.0753479003906 1224.0 459.1026916503906 198.0 459.13165283203125 219.0 609.1846313476562 1391.0 609.2340087890625 348.0 697.6110229492188 356.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845213 PEPMASS=397.033844 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_GC5_01_3115.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380847-01!(1R)-2-chloro-1,7-dihydroxy-3,9-dimethoxy-1-methylbenzo[c]chromene-4,6-dione [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)OC3=C(C2=C1)[C@@](C)(O)C(Cl)=C(OC)C3=O INCHI=InChI=1S/C16H13ClO7/c1-16(21)10-7-4-6(22-2)5-8(18)9(7)15(20)24-12(10)11(19)13(23-3)14(16)17/h4-5,18,21H,1-3H3/t16-/m1/s1 INCHIAUX=UMKWAHOXPWRVRW-MRXNPFEDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845213 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845213 SCANS=368 213.02700805664062 217.0 272.0276184082031 307.0 273.0596923828125 168.0 291.002685546875 252.0 292.0125732421875 299.0 320.9766845703125 181.0 335.2433776855469 88.0 335.3692321777344 76.0 336.0024719238281 890.0 351.0288391113281 1333.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845215 PEPMASS=577.156799 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_GC5_01_3115.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00170012-03!5-hydroxy-3-[(2S,3R,4S,5S)-4-hydroxy-5-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxolan-2-yl]oxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC2=C(C(=O)C(O[C@@H]3O[C@@H](CO)[C@H](O)[C@H]3O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)=C(O2)C5=CC=C(O)C=C5)C(O)=C1 INCHI=InChI=1S/C27H30O14/c1-10-18(31)21(34)22(35)26(37-10)41-25-19(32)16(9-28)39-27(25)40-24-20(33)17-14(30)7-13(36-2)8-15(17)38-23(24)11-3-5-12(29)6-4-11/h3-8,10,16,18-19,21-22,25-32,34-35H,9H2,1-2H3/t10-,16-,18-,19-,21+,22+,25+,26-,27-/m0/s1 INCHIAUX=TXCAFRVNHJUDMI-AOHWRSHGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845215 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845215 SCANS=276 132.42355346679688 88.0 148.67872619628906 113.0 165.01719665527344 64.0 193.01637268066406 581.0 227.04087829589844 185.0 255.0330047607422 446.0 271.0586853027344 251.0 283.0254821777344 4834.0 283.4049072265625 58.0 298.049560546875 11052.0 298.5138854980469 150.0 299.05694580078125 1011.0 301.1174011230469 219.0 487.1363220214844 241.0 564.6300659179688 95.0 574.5308837890625 107.0 577.1599731445312 6701.0 578.623779296875 63.0 581.4754028320312 66.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845217 PEPMASS=755.424255 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_GC5_01_3115.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169209-03![17-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-3-hydroxy-4,4,9,13,14-pentamethyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-16-yl] acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)OC1CC2(C)C3CC=C4C(CC(OC5OC(CO)C(O)C(O)C5O)C(O)C4(C)C)C3(C)CCC2(C)C1C(C)(O)C(=O)CCC(C)(C)O INCHI=InChI=1S/C38H62O12/c1-19(40)48-23-17-37(8)25-11-10-20-21(16-22(31(45)34(20,4)5)49-32-29(44)28(43)27(42)24(18-39)50-32)35(25,6)14-15-36(37,7)30(23)38(9,47)26(41)12-13-33(2,3)46/h10,21-25,27-32,39,42-47H,11-18H2,1-9H3 INCHIAUX=VJWYQRXPCZNDKS-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845217 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845217 SCANS=325 101.0252456665039 874.0 161.04550170898438 1349.0 329.2367858886719 215.0 337.20501708984375 280.0 340.68267822265625 180.0 340.7605285644531 84.0 340.8028564453125 50.0 341.21673583984375 399.0 345.2391662597656 160.0 371.25384521484375 70.0 425.2970275878906 141.0 469.3338317871094 562.0 473.3028869628906 206.0 487.3269958496094 318.0 589.385009765625 179.0 612.3402099609375 331.0 631.3821411132812 1328.0 632.384765625 104.0 649.2658081054688 271.0 649.4000244140625 6181.0 650.41552734375 621.0 651.4029541015625 115.0 653.4046020507812 121.0 686.9863891601562 244.0 691.4210815429688 348.0 709.41748046875 1770.0 709.5042114257812 142.0 755.4238891601562 2200.0 980.2237548828125 809.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845220 PEPMASS=1097.540039 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_GC5_01_3115.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380848-01!(2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[(2R,3R,4R,5S,6S)-2-[[(1S,3R,4S,4aR,8aR)-4-[(3S)-3-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-methylpent-4-enyl]-3,4,8,8a-tetramethyl-1,2,3,4a,5,6-hexahydronaphthalen-1-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](O[C@@H]3[C@@H](O)[C@H](C)O[C@@H](O[C@H]4C[C@@H](C)[C@](C)(CC[C@](C)(O[C@@H]5O[C@H](C)[C@H](O)[C@H](O)[C@H]5O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)C=C)[C@H]7CCC=C(C)[C@]47C)[C@@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C50H84O23/c1-11-48(8,73-47-42(36(59)30(53)23(6)68-47)72-44-38(61)34(57)29(52)22(5)66-44)15-16-49(9)20(3)17-27(50(10)19(2)13-12-14-26(49)50)70-46-40(63)41(31(54)24(7)67-46)71-45-39(62)35(58)32(55)25(69-45)18-64-43-37(60)33(56)28(51)21(4)65-43/h11,13,20-47,51-63H,1,12,14-18H2,2-10H3/t20-,21+,22+,23-,24+,25-,26-,27+,28+,29+,30+,31+,32-,33-,34-,35+,36+,37-,38-,39-,40-,41-,42-,43-,44+,45+,46+,47+,48-,49+,50+/m1/s1 INCHIAUX=MERWGCAXAUTKAC-JOGZPFRESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845220 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845220 SCANS=271 72.0230941772461 205.0 73.03003692626953 744.0 73.90579986572266 87.0 84.02262115478516 319.0 85.03034973144531 1575.0 85.52141571044922 74.0 87.00732421875 296.0 89.0226058959961 261.0 89.91172790527344 84.0 97.0284652709961 322.0 100.02294921875 88.0 101.02471923828125 3522.0 103.0394058227539 451.0 109.02951049804688 505.0 111.00794219970703 288.0 113.03076934814453 656.0 114.93606567382812 152.0 115.03821563720703 205.0 116.93995666503906 82.0 119.71977233886719 94.0 125.022705078125 770.0 125.95703125 157.0 126.0310287475586 2055.0 127.03985595703125 874.0 145.05335998535156 1594.0 146.0550537109375 242.0 146.96095275878906 260.0 147.08883666992188 229.0 148.5076141357422 104.0 149.0240936279297 131.0 159.02491760253906 214.0 161.0468292236328 2326.0 163.05711364746094 464.0 171.86558532714844 148.0 205.0359649658203 246.0 205.0797576904297 514.0 205.2199249267578 173.0 233.18545532226562 221.0 235.16798400878906 318.0 235.20880126953125 223.0 237.42237854003906 734.0 245.0642852783203 167.0 268.1721496582031 102.0 276.5151062011719 136.0 283.1709289550781 221.0 287.2061767578125 331.0 299.1796569824219 359.0 302.8752136230469 102.0 303.2289123535156 192.0 305.2580871582031 165.0 310.8818359375 209.0 319.2337951660156 379.0 321.2193298339844 199.0 321.24609375 384.0 333.2502136230469 211.0 335.2212219238281 209.0 341.2306823730469 116.0 343.23779296875 260.0 345.2569274902344 81.0 349.88970947265625 289.0 362.3794860839844 96.0 362.4725646972656 73.0 367.2167663574219 90.0 385.2549743652344 217.0 391.25677490234375 174.0 401.27032470703125 210.0 415.7848815917969 207.0 425.9649353027344 125.0 437.2875671386719 178.0 449.2899475097656 2225.0 451.30291748046875 565.0 467.29241943359375 646.0 468.2691345214844 276.0 469.33099365234375 221.0 479.29119873046875 134.0 485.74261474609375 204.0 489.4969177246094 90.0 491.31121826171875 263.0 492.1649475097656 214.0 494.20318603515625 430.0 494.66693115234375 232.0 499.06378173828125 168.0 500.464599609375 78.0 502.33935546875 188.0 507.4206237792969 133.0 509.0106506347656 193.0 511.3348693847656 142.0 512.2935791015625 88.0 515.3070678710938 356.0 516.7359008789062 154.0 523.31884765625 428.0 541.3392944335938 345.0 545.9574584960938 100.0 550.7538452148438 176.0 559.3418579101562 296.0 560.3306884765625 87.0 571.2365112304688 121.0 577.1561889648438 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108.0 1046.71875 81.0 1048.6573486328125 91.0 1049.47216796875 304.0 1049.525634765625 464.0 1049.718017578125 78.0 1050.032470703125 405.0 1050.1541748046875 153.0 1050.473388671875 110.0 1051.0272216796875 104.0 1051.090087890625 83.0 1051.163330078125 253.0 1051.3134765625 103.0 1051.532958984375 35206.0 1051.6778564453125 78.0 1051.9090576171875 236.0 1052.4493408203125 348.0 1052.5338134765625 13674.0 1052.7598876953125 131.0 1053.0579833984375 249.0 1053.552001953125 1420.0 1054.8665771484375 203.0 1058.6279296875 88.0 1059.31884765625 194.0 1074.0045166015625 62.0 1076.8455810546875 105.0 1513.7369384765625 90.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845222 PEPMASS=447.089935 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_RG2_01_3184.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168934-02!2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1OC([C@H](O)[C@@H](O)[C@H]1O)C2=C3OC(=CC(=O)C3=C(O)C=C2O)C4=CC(O)=C(O)C=C4 INCHI=InChI=1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2/t14-,17+,18+,19-,21?/m1/s1 INCHIAUX=PLAPMLGJVGLZOV-RKNSFIPESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845222 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845222 SCANS=174 173.89120483398438 131.0 174.34629821777344 115.0 175.03433227539062 88.0 175.686767578125 116.0 190.1978759765625 498.0 285.0318908691406 427.0 297.035400390625 495.0 298.0528869628906 482.0 299.0508117675781 292.0 302.0432434082031 193.0 327.0521545410156 1354.0 327.0986022949219 58.0 339.0515441894531 460.0 357.0610656738281 2077.0 411.0721435546875 368.0 429.0801696777344 720.0 447.0931396484375 1921.0 450.8728942871094 214.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845224 PEPMASS=493.094971 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_RG2_01_3184.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168934-02!2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1OC([C@H](O)[C@@H](O)[C@H]1O)C2=C3OC(=CC(=O)C3=C(O)C=C2O)C4=CC(O)=C(O)C=C4 INCHI=InChI=1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2/t14-,17+,18+,19-,21?/m1/s1 INCHIAUX=PLAPMLGJVGLZOV-RKNSFIPESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845224 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845224 SCANS=180 146.01364135742188 169.0 176.04299926757812 90.0 285.0208740234375 301.0 297.0401611328125 854.0 299.05810546875 150.0 327.0487976074219 3885.0 357.03759765625 264.0 357.070556640625 986.0 363.06890869140625 259.0 369.08001708984375 168.0 393.0574035644531 172.0 399.0572509765625 229.0 447.0986328125 3213.0 512.91064453125 1010.0 792.5380249023438 149.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845226 PEPMASS=541.110413 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_RG2_01_3184.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385136-01!3-[1,1-bis(4-hydroxyphenyl)-3-oxo-3-(2,4,6-trihydroxyphenyl)propan-2-yl]-5,7-dihydroxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(C=C1)C(C(C(=O)C2=C(O)C=C(O)C=C2O)C3=COC4=CC(O)=CC(O)=C4C3=O)C5=CC=C(O)C=C5 INCHI=InChI=1S/C30H22O10/c31-16-5-1-14(2-6-16)25(15-3-7-17(32)8-4-15)26(30(39)27-21(35)9-18(33)10-22(27)36)20-13-40-24-12-19(34)11-23(37)28(24)29(20)38/h1-13,25-26,31-37H INCHIAUX=KLKLIUIRQAMTAJ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845226 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845226 SCANS=299 101.06185913085938 55.0 125.02501678466797 5063.0 132.0928192138672 115.0 133.02755737304688 210.0 137.03245544433594 249.0 146.03549194335938 562.0 151.0033416748047 863.0 152.0066680908203 226.0 161.02392578125 409.0 163.04246520996094 212.0 167.0521697998047 133.0 177.03244018554688 205.0 190.02642822265625 463.0 195.04452514648438 236.0 197.06211853027344 3183.0 213.0552520751953 230.0 214.06146240234375 202.0 217.01547241210938 4872.0 233.04742431640625 575.0 244.03553771972656 178.0 251.06973266601562 176.0 256.0323181152344 104.0 257.0492248535156 232.0 271.0539245605469 174.0 276.0246887207031 210.0 279.03277587890625 206.0 298.0506286621094 809.0 299.0557861328125 927.0 299.7679443359375 105.0 308.02880859375 354.0 314.037109375 745.0 315.0572204589844 298.0 316.0785217285156 203.0 329.08685302734375 176.0 341.0428161621094 226.0 342.0389709472656 2192.0 343.0484313964844 9798.0 343.4049377441406 91.0 389.1051330566406 112.0 415.08648681640625 548.0 497.1126403808594 177.0 541.1170043945312 1314.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845228 PEPMASS=569.141052 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_RG2_01_3184.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384830-02!3-[5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2OC3=CC(O)=CC(O)=C3C(=O)C2C4C(OC5=CC(O)=CC(O)=C5C4=O)C6=CC=C(OC)C=C6 INCHI=InChI=1S/C32H26O10/c1-39-19-7-3-15(4-8-19)31-27(29(37)25-21(35)11-17(33)13-23(25)41-31)28-30(38)26-22(36)12-18(34)14-24(26)42-32(28)16-5-9-20(40-2)10-6-16/h3-14,27-28,31-36H,1-2H3 INCHIAUX=BTCICADMSGBCKA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845228 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845228 SCANS=398 125.02474212646484 4495.0 151.00341796875 2752.0 177.1103515625 255.0 195.04444885253906 178.0 210.0653533935547 374.0 215.06471252441406 252.0 257.08306884765625 299.0 266.0531005859375 255.0 269.080322265625 309.0 278.0557861328125 239.0 283.060302734375 323.0 285.0795593261719 260.0 290.0899353027344 262.0 293.0438537597656 164.0 294.0451965332031 217.0 307.0224304199219 380.0 315.1004943847656 242.0 319.0538024902344 112.0 322.0533752441406 540.0 323.0539855957031 192.0 325.0714111328125 166.0 331.0599365234375 324.0 331.1270751953125 269.0 339.1131591796875 98.0 347.0552978515625 109.0 350.0784912109375 166.0 357.10467529296875 151.0 360.0980224609375 218.0 372.57562255859375 55.0 373.1471862792969 526.0 375.138671875 242.0 383.1111145019531 159.0 384.0986633300781 215.0 387.1197204589844 91.0 405.1108703613281 253.0 415.12664794921875 243.0 420.0853576660156 184.0 443.115478515625 2563.0 446.05584716796875 225.0 459.1391906738281 531.0 483.1501159667969 587.0 483.1905517578125 338.0 525.1646118164062 331.0 565.6785278320312 111.0 566.57421875 140.0 568.3477783203125 101.0 569.1531982421875 2398.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845232 PEPMASS=615.095032 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_RG2_01_3184.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385142-01![(2S,3R,4R,5R,6S)-2-[5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C4=CC(O)=C(O)C(O)=C4)[C@H](OC(=O)C5=CC(O)=C(O)C(O)=C5)[C@H](O)[C@H]1O INCHI=InChI=1S/C28H24O16/c1-8-19(35)23(39)26(43-27(40)10-4-15(33)21(37)16(34)5-10)28(41-8)44-25-22(38)18-12(30)6-11(29)7-17(18)42-24(25)9-2-13(31)20(36)14(32)3-9/h2-8,19,23,26,28-37,39H,1H3/t8-,19-,23+,26+,28-/m0/s1 INCHIAUX=IXDHJNNHLVGCLC-MXXRNXGISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845232 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845232 SCANS=232 81.17949676513672 347.0 93.03897094726562 218.0 111.47942352294922 88.0 115.60248565673828 258.0 116.81206512451172 108.0 117.48641967773438 148.0 125.0245590209961 789.0 134.22816467285156 143.0 137.0235595703125 1546.0 151.0027313232422 4870.0 157.0674285888672 253.0 163.0043182373047 438.0 164.00367736816406 152.0 165.0220489501953 568.0 169.01422119140625 1710.0 178.43246459960938 188.0 178.64968872070312 185.0 178.83230590820312 314.0 178.99815368652344 3977.0 179.17225646972656 90.0 179.36907958984375 129.0 180.46266174316406 130.0 191.0158233642578 353.0 192.0155487060547 329.0 199.0421600341797 379.0 200.5226287841797 145.0 201.06008911132812 184.0 218.01834106445312 146.0 219.03164672851562 343.0 221.0410919189453 221.0 243.02906799316406 237.0 256.03631591796875 246.0 259.0232238769531 179.0 261.03887939453125 695.0 270.0193176269531 342.0 271.0206298828125 349.0 288.01519775390625 206.0 289.0303955078125 375.0 297.06201171875 269.0 299.02178955078125 416.0 301.0318603515625 203.0 314.3667907714844 125.0 315.01416015625 675.0 316.0235595703125 1759.0 317.0298156738281 44425.0 317.1568298339844 111.0 339.3070373535156 123.0 424.9278259277344 183.0 463.0875244140625 1333.0 615.0986328125 10526.0 616.1007080078125 161.0 619.6029663085938 276.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845234 PEPMASS=563.134583 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_BA3_01_3066.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180115-02!5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-(3,4,5-trihydroxyoxan-2-yl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2=C(O)C3=C(OC(=CC3=O)C4=CC=C(O)C=C4)C(C5OCC(O)C(O)C5O)=C2O INCHI=InChI=1S/C26H28O14/c27-6-13-18(32)21(35)23(37)26(40-13)15-19(33)14-10(29)5-12(8-1-3-9(28)4-2-8)39-24(14)16(20(15)34)25-22(36)17(31)11(30)7-38-25/h1-5,11,13,17-18,21-23,25-28,30-37H,6-7H2 INCHIAUX=MMDUKUSNQNWVET-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845234 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845234 SCANS=173 135.04049682617188 265.0 159.0413818359375 413.0 164.03897094726562 266.0 195.75869750976562 237.0 221.03880310058594 259.0 262.0431213378906 194.0 267.0634765625 176.0 268.0618591308594 58.0 269.03887939453125 210.0 271.6112976074219 376.0 297.0666198730469 149.0 325.0693054199219 420.0 328.0618591308594 271.0 337.064453125 100.0 350.0276794433594 345.0 353.0663146972656 2264.0 355.080810546875 395.0 356.0567626953125 431.0 368.06951904296875 206.0 383.0758972167969 2461.0 395.08221435546875 1056.0 413.10272216796875 174.0 425.0931091308594 495.0 443.0942687988281 968.0 443.1602783203125 101.0 467.0986328125 307.0 473.1092224121094 1748.0 503.1553039550781 323.0 533.1463623046875 62.0 562.142333984375 157.0 563.1455688476562 8905.0 564.121337890625 150.0 564.1639404296875 311.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845236 PEPMASS=609.174744 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_BA3_01_3066.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384704-01![(2R,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1CO[C@@H](OC[C@H]2O[C@@H](OCCC3=CC=C(O)C(O)=C3)[C@H](O)[C@@H](O)[C@@H]2OC(=O)\C=C\C4=CC(O)=C(O)C=C4)[C@H](O)[C@H]1O INCHI=InChI=1S/C28H34O15/c29-15-4-1-13(9-17(15)31)3-6-21(34)43-26-20(12-41-27-24(37)22(35)19(33)11-40-27)42-28(25(38)23(26)36)39-8-7-14-2-5-16(30)18(32)10-14/h1-6,9-10,19-20,22-33,35-38H,7-8,11-12H2/b6-3+/t19-,20-,22+,23-,24-,25-,26-,27+,28-/m1/s1 INCHIAUX=GNDDBOHLMOANGU-TYGLCWKWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845236 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845236 SCANS=190 113.02796173095703 189.0 133.02621459960938 473.0 135.0419158935547 723.0 140.47154235839844 94.0 149.0488739013672 275.0 160.99658203125 63.0 161.0228271484375 8319.0 179.03469848632812 819.0 182.71788024902344 176.0 191.04957580566406 222.0 315.1142272949219 241.0 429.14508056640625 188.0 447.1412658691406 734.0 608.0913696289062 97.0 608.9105224609375 319.0 609.1786499023438 8459.0 609.3401489257812 218.0 609.913330078125 94.0 610.1640014648438 158.0 613.6600341796875 140.0 613.7730712890625 159.0 616.0307006835938 145.0 1720.306640625 216.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845238 PEPMASS=623.133362 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_BA3_01_3066.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384697-01![(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-6-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl] 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC=C(O)C=C2)O[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](OC(=O)\C=C\C4=CC=C(O)C=C4)[C@H]1O INCHI=InChI=1S/C31H28O14/c32-19-7-1-16(2-8-19)5-11-24(36)42-15-23-27(39)28(40)29(44-25(37)12-6-17-3-9-20(33)10-4-17)31(43-23)45-30(41)18-13-21(34)26(38)22(35)14-18/h1-14,23,27-29,31-35,38-40H,15H2/b11-5+,12-6+/t23-,27-,28+,29-,31+/m1/s1 INCHIAUX=QZONBCFTKCIUKE-MFSLTXMHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845238 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845238 SCANS=273 95.97669219970703 213.0 97.09184265136719 140.0 107.01304626464844 184.0 119.04664611816406 228.0 123.01253509521484 768.0 125.02621459960938 479.0 131.04983520507812 116.0 132.0564422607422 220.0 144.92835998535156 78.0 145.02723693847656 4684.0 145.07432556152344 281.0 146.0360107421875 212.0 151.00735473632812 331.0 153.027099609375 304.0 158.03326416015625 459.0 159.03829956054688 596.0 163.04122924804688 2095.0 167.99978637695312 542.0 169.0126190185547 3364.0 169.59246826171875 189.0 177.01486206054688 151.0 181.0119171142578 282.0 186.48985290527344 113.0 187.03770446777344 313.0 195.03228759765625 240.0 205.05801391601562 337.0 211.02322387695312 980.0 211.06617736816406 211.0 211.10250854492188 114.0 220.33279418945312 89.0 221.047607421875 256.0 223.01870727539062 219.0 233.5220489501953 113.0 241.03138732910156 477.0 271.0396728515625 1529.0 295.0451354980469 1372.0 296.0585021972656 196.0 297.0797119140625 161.0 313.0561218261719 1259.0 328.315185546875 61.0 329.64007568359375 57.0 331.0693054199219 255.0 459.0906677246094 10288.0 477.0989990234375 999.0 623.138427734375 3791.0 624.1360473632812 225.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845240 PEPMASS=659.109192 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_BA3_01_3066.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384697-01![(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-6-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl] 3,4,5-trihydroxybenzoate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC=C(O)C=C2)O[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](OC(=O)\C=C\C4=CC=C(O)C=C4)[C@H]1O INCHI=InChI=1S/C31H28O14/c32-19-7-1-16(2-8-19)5-11-24(36)42-15-23-27(39)28(40)29(44-25(37)12-6-17-3-9-20(33)10-4-17)31(43-23)45-30(41)18-13-21(34)26(38)22(35)14-18/h1-14,23,27-29,31-35,38-40H,15H2/b11-5+,12-6+/t23-,27-,28+,29-,31+/m1/s1 INCHIAUX=QZONBCFTKCIUKE-MFSLTXMHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845240 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845240 SCANS=270 117.03437805175781 338.0 145.0281524658203 585.0 168.0113525390625 297.0 217.71177673339844 115.0 220.97061157226562 125.0 253.03167724609375 137.0 271.0228271484375 133.0 271.0429382324219 183.0 459.09136962890625 993.0 459.1376953125 261.0 477.0915222167969 522.0 623.153076171875 612.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845242 PEPMASS=767.377686 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_BA3_01_3066.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384698-01![(6R)-6-hydroxy-6-[(2S,8S,9R,10R,13R,14S,16R)-16-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxoheptan-2-yl] acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)OC(C)(C)CCC(=O)[C@](C)(O)C1[C@H](O)C[C@@]2(C)[C@@H]3CC=C4[C@@H](C[C@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C(=O)C4(C)C)[C@]3(C)C(=O)C[C@]12C INCHI=InChI=1S/C38H58O13/c1-18(40)51-33(2,3)13-12-25(42)38(9,48)30-21(41)15-35(6)24-11-10-19-20(37(24,8)26(43)16-36(30,35)7)14-22(31(47)34(19,4)5)49-32-29(46)28(45)27(44)23(17-39)50-32/h10,20-24,27-30,32,39,41,44-46,48H,11-17H2,1-9H3/t20-,21-,22+,23-,24+,27-,28+,29-,30?,32-,35+,36-,37+,38+/m1/s1 INCHIAUX=KSENPDOZJGRJHR-SSCDAPBNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845242 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845242 SCANS=305 111.08294677734375 394.0 113.02392578125 330.0 135.0809326171875 244.0 137.05889892578125 559.0 155.10398864746094 231.0 159.02293395996094 366.0 161.04527282714844 1125.0 165.1046905517578 239.0 165.97584533691406 122.0 175.0271453857422 229.0 179.0530548095703 383.0 191.10560607910156 175.0 201.1261749267578 191.0 225.11587524414062 204.0 236.0183563232422 139.0 268.7790832519531 85.0 269.6927490234375 169.0 299.20635986328125 238.0 315.19146728515625 170.0 325.1792907714844 517.0 327.18560791015625 230.0 327.9028625488281 276.0 334.2318115234375 311.0 337.1919860839844 70.0 343.1929626464844 281.0 365.8470153808594 121.0 376.53411865234375 86.0 394.224365234375 116.0 397.1461181640625 170.0 439.2566833496094 77.0 463.29412841796875 172.0 466.26556396484375 85.0 481.3022155761719 518.0 487.22198486328125 321.0 497.2878112792969 155.0 499.30572509765625 186.0 505.2420654296875 1143.0 505.28656005859375 622.0 507.31268310546875 124.0 525.336669921875 449.0 545.2736206054688 101.0 553.3096313476562 184.0 553.3555297851562 205.0 555.3236694335938 238.0 557.10107421875 56.0 563.2784423828125 204.0 569.31787109375 177.0 571.32275390625 863.0 573.2651977539062 145.0 591.2769775390625 123.0 592.2808227539062 108.0 603.2997436523438 70.0 606.2449951171875 351.0 609.2794189453125 1780.0 617.3336791992188 122.0 623.3361206054688 125.0 643.351806640625 2965.0 644.3372802734375 256.0 646.9491577148438 130.0 657.3304443359375 264.0 661.3638305664062 4453.0 662.3594360351562 538.0 678.3732299804688 283.0 679.37451171875 261.0 680.3619995117188 100.0 701.3466186523438 271.0 703.3603515625 2091.0 704.3411865234375 276.0 705.3403930664062 233.0 719.3765258789062 143.0 719.8694458007812 105.0 720.8357543945312 80.0 720.9298095703125 80.0 721.1243896484375 103.0 721.388671875 1560.0 722.3833618164062 641.0 739.569580078125 150.0 765.382568359375 142.0 767.38232421875 656.0 768.4119873046875 212.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845244 PEPMASS=423.179779 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C8_RC8_01_3166.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385788-01!3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OCC(C(=O)C2=C1O)C3=CC=C(O)C=C3O INCHI=InChI=1S/C25H28O6/c1-13(2)5-8-17-22(28)18(9-6-14(3)4)25-21(23(17)29)24(30)19(12-31-25)16-10-7-15(26)11-20(16)27/h5-7,10-11,19,26-29H,8-9,12H2,1-4H3 INCHIAUX=LYELCCACUCFABR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845244 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845244 SCANS=476 133.03005981445312 963.0 133.08628845214844 404.0 135.05087280273438 308.0 149.0319061279297 190.0 161.02439880371094 3060.0 163.0362091064453 197.0 189.06143188476562 191.0 192.08432006835938 540.0 194.09144592285156 324.0 216.7348175048828 106.0 216.77903747558594 138.0 216.83413696289062 177.0 216.9146270751953 134.0 219.13804626464844 236.0 261.1504211425781 4169.0 273.1564025878906 201.0 286.04949951171875 185.0 420.347900390625 152.0 422.1748962402344 214.0 422.3493347167969 127.0 423.1859436035156 2015.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845246 PEPMASS=469.18573 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C8_RC8_01_3166.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385788-01!3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OCC(C(=O)C2=C1O)C3=CC=C(O)C=C3O INCHI=InChI=1S/C25H28O6/c1-13(2)5-8-17-22(28)18(9-6-14(3)4)25-21(23(17)29)24(30)19(12-31-25)16-10-7-15(26)11-20(16)27/h5-7,10-11,19,26-29H,8-9,12H2,1-4H3 INCHIAUX=LYELCCACUCFABR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845246 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845246 SCANS=481 123.7261962890625 92.0 136.01260375976562 122.0 161.02481079101562 201.0 191.0679473876953 346.0 219.06748962402344 334.0 261.0493469238281 282.0 261.0758056640625 327.0 275.0910339355469 896.0 276.092041015625 141.0 276.9283142089844 236.0 277.0783386230469 255.0 277.105712890625 752.0 437.1584777832031 182.0 437.19293212890625 146.0 469.1396484375 231.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845248 PEPMASS=459.091461 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C8_RC8_01_3166.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169296-02!(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(5-hydroxy-8-methoxy-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2OC(=CC(=O)C2=C(O)C=C1O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)C4=CC=CC=C4 INCHI=InChI=1S/C22H20O11/c1-30-18-13(32-22-17(27)15(25)16(26)20(33-22)21(28)29)8-11(24)14-10(23)7-12(31-19(14)18)9-5-3-2-4-6-9/h2-8,15-17,20,22,24-27H,1H3,(H,28,29)/t15-,16-,17+,20-,22+/m0/s1 INCHIAUX=LNOHXHDWGCMVCO-NTKSAMNMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845248 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845248 SCANS=254 103.83666229248047 84.0 113.02287292480469 227.0 125.07048797607422 127.0 163.0079345703125 297.0 198.02491760253906 186.0 268.03802490234375 3325.0 283.0624084472656 5118.0 285.5125427246094 228.0 285.88311767578125 217.0 293.7344055175781 71.0 459.079833984375 78.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845250 PEPMASS=592.3349 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C8_RC8_01_3166.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381110-01!13-hydroxy-6-(1-hydroxyethyl)-3-(hydroxymethyl)-12,14-dimethyl-15-nonyl-9-propan-2-yl-1-oxa-4,7,10-triazacyclopentadecane-2,5,8,11-tetrone [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCC1OC(=O)C(CO)NC(=O)C(NC(=O)C(NC(=O)C(C)C(O)C1C)C(C)C)C(C)O INCHI=InChI=1S/C28H51N3O8/c1-7-8-9-10-11-12-13-14-21-17(4)24(34)18(5)25(35)30-22(16(2)3)26(36)31-23(19(6)33)27(37)29-20(15-32)28(38)39-21/h16-24,32-34H,7-15H2,1-6H3,(H,29,37)(H,30,35)(H,31,36) INCHIAUX=CBEIHVWVTGRGDR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845250 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845250 SCANS=411 113.0433349609375 189.0 115.0859146118164 218.0 153.10414123535156 178.0 168.14356994628906 147.0 171.11148071289062 610.0 172.1050262451172 250.0 212.11029052734375 85.0 294.1859130859375 339.0 326.1748352050781 259.0 385.2903747558594 240.0 482.3221740722656 591.0 494.3290710449219 208.0 526.3545532226562 235.0 556.3720092773438 251.0 592.3363037109375 412.0 1290.3768310546875 150.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845252 PEPMASS=602.363342 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C8_RC8_01_3166.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381110-01!13-hydroxy-6-(1-hydroxyethyl)-3-(hydroxymethyl)-12,14-dimethyl-15-nonyl-9-propan-2-yl-1-oxa-4,7,10-triazacyclopentadecane-2,5,8,11-tetrone [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCC1OC(=O)C(CO)NC(=O)C(NC(=O)C(NC(=O)C(C)C(O)C1C)C(C)C)C(C)O INCHI=InChI=1S/C28H51N3O8/c1-7-8-9-10-11-12-13-14-21-17(4)24(34)18(5)25(35)30-22(16(2)3)26(36)31-23(19(6)33)27(37)29-20(15-32)28(38)39-21/h16-24,32-34H,7-15H2,1-6H3,(H,29,37)(H,30,35)(H,31,36) INCHIAUX=CBEIHVWVTGRGDR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845252 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845252 SCANS=404 86.33293151855469 162.0 92.63424682617188 182.0 110.09848022460938 261.0 112.07669830322266 297.0 113.03604125976562 958.0 115.08956909179688 1427.0 125.03701782226562 1305.0 128.03607177734375 277.0 131.04673767089844 341.0 138.05596923828125 378.0 138.09066772460938 193.0 139.09381103515625 113.0 141.06851196289062 179.0 143.0489044189453 454.0 150.12200927734375 500.0 150.28631591796875 308.0 153.10440063476562 812.0 154.08753967285156 1192.0 155.08233642578125 164.0 157.0623779296875 519.0 168.11471557617188 760.0 170.5296173095703 133.0 170.822998046875 195.0 170.88597106933594 72.0 171.1138153076172 18105.0 171.17843627929688 183.0 171.21202087402344 63.0 172.1012725830078 948.0 173.225830078125 122.0 175.07215881347656 170.0 177.0493621826172 82.0 186.12643432617188 3208.0 187.0679473876953 351.0 193.0963592529297 172.0 194.11123657226562 184.0 195.11956787109375 340.0 197.09559631347656 115.0 207.5909423828125 154.0 209.59507751464844 74.0 211.10983276367188 615.0 211.1450958251953 979.0 213.58438110351562 93.0 224.10775756835938 442.0 224.14202880859375 718.0 225.1267547607422 761.0 225.16481018066406 400.0 230.11874389648438 80.0 236.1378173828125 110.0 242.1527099609375 1210.0 244.8085174560547 310.0 250.21913146972656 276.0 254.16098022460938 340.0 255.84275817871094 77.0 264.19281005859375 313.0 267.6925964355469 403.0 268.1319885253906 885.0 270.72943115234375 123.0 275.70440673828125 176.0 280.1260986328125 574.0 282.17596435546875 600.0 285.84503173828125 144.0 286.1416015625 8280.0 286.2221984863281 38.0 286.2727966308594 93.0 287.15008544921875 255.0 294.17633056640625 168.0 294.20196533203125 353.0 298.1350402832031 652.0 309.2059020996094 163.0 316.1578063964844 103.0 322.9239807128906 48.0 326.17230224609375 3177.0 330.16998291015625 1281.0 360.1799621582031 139.0 368.0091552734375 158.0 368.282958984375 5799.0 369.00262451171875 55.0 370.19854736328125 335.0 385.3079528808594 2842.0 386.28363037109375 358.0 420.3262023925781 591.0 425.2987976074219 181.0 450.3269348144531 143.0 453.5256652832031 121.0 464.3144836425781 786.0 480.896484375 142.0 481.67449951171875 81.0 481.9550476074219 129.0 482.07861328125 140.0 482.3220520019531 13210.0 482.4462585449219 57.0 483.3232727050781 292.0 494.31280517578125 842.0 512.3289184570312 2185.0 513.324951171875 151.0 526.350830078125 9007.0 527.3571166992188 265.0 538.3504638671875 668.0 556.3612060546875 3680.0 556.9241943359375 172.0 556.9956665039062 81.0 557.3676147460938 115.0 1073.8262939453125 291.0 1355.5455322265625 418.0 1368.5030517578125 70.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845254 PEPMASS=403.062103 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_BA10_01_3073.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384813-01!6-[(E)-2-carboxyethenyl]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-1,4-benzodioxine-3-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC(=O)\C=C\C1=CC2=C(OC(C(O2)C(O)=O)C3=CC=C(O)C(O)=C3)C=C1 INCHI=InChI=1S/C18H14O8/c19-11-4-3-10(8-12(11)20)16-17(18(23)24)26-14-7-9(2-6-15(21)22)1-5-13(14)25-16/h1-8,16-17,19-20H,(H,21,22)(H,23,24)/b6-2+ INCHIAUX=XOLNJKHCNSNACU-QHHAFSJGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845254 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845254 SCANS=237 133.0275421142578 612.0 134.0352020263672 266.0 135.04029846191406 443.0 175.9250030517578 288.0 176.31936645507812 227.0 176.4535369873047 105.0 176.98062133789062 142.0 177.01678466796875 688.0 178.02337646484375 1281.0 179.0334930419922 3331.0 181.32798767089844 64.0 313.0790710449219 529.0 383.1022033691406 191.0 433.0743408203125 153.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845260 PEPMASS=421.165009 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_GA7_01_3298.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380926-01![5-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]-2-hydroxyphenyl] 4-hydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CC1=CC(O)=C(O)C=C1)C(C)CC2=CC(OC(=O)C3=CC=C(O)C=C3)=C(O)C=C2 INCHI=InChI=1S/C25H26O6/c1-15(11-17-3-9-21(27)23(29)13-17)16(2)12-18-4-10-22(28)24(14-18)31-25(30)19-5-7-20(26)8-6-19/h3-10,13-16,26-29H,11-12H2,1-2H3 INCHIAUX=ORMBYUPZHHWUEM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845260 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845260 SCANS=392 108.02166748046875 257.0 297.6436767578125 137.0 300.1573486328125 277.0 301.0209045410156 237.0 301.14471435546875 10657.0 421.1628112792969 480.0 1694.675048828125 185.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845262 PEPMASS=625.176819 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_GA7_01_3298.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169797-03![3,4,5-trihydroxy-6-[4-hydroxy-2-[(1,2,3,6-tetrahydroxycyclohexanecarbonyl)oxymethyl]phenoxy]oxan-2-yl]methyl benzoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1CCC(O)C(O)(C1O)C(=O)OCC2=C(OC3OC(COC(=O)C4=CC=CC=C4)C(O)C(O)C3O)C=CC(O)=C2 INCHI=InChI=1S/C27H32O14/c28-15-6-8-17(14(10-15)11-39-26(36)27(37)19(30)9-7-16(29)23(27)34)40-25-22(33)21(32)20(31)18(41-25)12-38-24(35)13-4-2-1-3-5-13/h1-6,8,10,16,18-23,25,28-34,37H,7,9,11-12H2 INCHIAUX=JMCVYQUHLKARLD-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845262 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845262 SCANS=204 80.82006072998047 54.0 83.05335235595703 254.0 87.0130615234375 125.0 109.03076171875 472.0 111.00968170166016 1171.0 111.04550170898438 379.0 121.0303955078125 811.0 127.0369644165039 750.0 135.04417419433594 178.0 136.01239013671875 306.0 137.0237579345703 2687.0 138.03199768066406 8398.0 139.04075622558594 5756.0 140.16024780273438 119.0 145.05328369140625 410.0 151.0388641357422 1003.0 152.04417419433594 177.0 154.25540161132812 266.0 155.03392028808594 4647.0 158.89122009277344 64.0 163.04006958007812 863.0 166.02169799804688 109.0 173.0465850830078 15937.0 175.24618530273438 321.0 179.65634155273438 62.0 181.05047607421875 1145.0 189.0367889404297 152.0 191.05807495117188 12367.0 193.0648956298828 165.0 193.37481689453125 79.0 206.5581512451172 123.0 283.0779724121094 213.0 375.1087646484375 129.0 405.1214904785156 6171.0 558.0879516601562 89.0 579.1716918945312 227.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845264 PEPMASS=593.129334 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_GA7_01_3298.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380922-01![6-[2-(3,4-dihydroxyphenyl)-8-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1C(COC(=O)\C=C\C2=CC=C(O)C=C2)OC(OC3=CC=C4C(=O)C=C(OC4=C3O)C5=CC(O)=C(O)C=C5)C(O)C1O INCHI=InChI=1S/C30H26O13/c31-16-5-1-14(2-6-16)3-10-24(35)40-13-23-25(36)27(38)28(39)30(43-23)42-21-9-7-17-19(33)12-22(41-29(17)26(21)37)15-4-8-18(32)20(34)11-15/h1-12,23,25,27-28,30-32,34,36-39H,13H2/b10-3+ INCHIAUX=VXAHTPDZSOTOPQ-XCVCLJGOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845264 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845264 SCANS=265 133.0286102294922 247.0 135.04388427734375 868.0 158.63165283203125 76.0 158.8540802001953 205.0 197.027587890625 144.0 229.04652404785156 310.0 255.03506469726562 391.0 257.04736328125 481.0 281.73175048828125 437.0 284.03546142578125 758.0 285.04095458984375 14279.0 288.0618591308594 130.0 429.0957946777344 807.0 432.87646484375 219.0 447.1011047363281 912.0 465.0966491699219 565.0 592.7837524414062 56.0 593.1370239257812 2374.0 594.0372924804688 110.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845266 PEPMASS=639.134949 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_GA7_01_3298.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380922-01![6-[2-(3,4-dihydroxyphenyl)-8-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1C(COC(=O)\C=C\C2=CC=C(O)C=C2)OC(OC3=CC=C4C(=O)C=C(OC4=C3O)C5=CC(O)=C(O)C=C5)C(O)C1O INCHI=InChI=1S/C30H26O13/c31-16-5-1-14(2-6-16)3-10-24(35)40-13-23-25(36)27(38)28(39)30(43-23)42-21-9-7-17-19(33)12-22(41-29(17)26(21)37)15-4-8-18(32)20(34)11-15/h1-12,23,25,27-28,30-32,34,36-39H,13H2/b10-3+ INCHIAUX=VXAHTPDZSOTOPQ-XCVCLJGOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845266 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845266 SCANS=263 135.04666137695312 265.0 140.69854736328125 91.0 141.9214324951172 86.0 162.6899871826172 197.0 227.0395965576172 403.0 229.05409240722656 234.0 257.0437927246094 280.0 285.04034423828125 9449.0 287.94793701171875 277.0 288.00872802734375 176.0 298.0489807128906 102.0 311.956787109375 121.0 374.4334411621094 70.0 429.0933837890625 282.0 447.1015625 748.0 588.4775390625 138.0 590.8567504882812 221.0 593.12744140625 1975.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845268 PEPMASS=433.113708 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3307.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169631-03!(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C2=C(O)C3=C(O[C@@H](CC3=O)C4=CC=C(O)C=C4)C=C2O INCHI=InChI=1S/C21H22O10/c22-7-14-17(26)19(28)20(29)21(31-14)16-11(25)6-13-15(18(16)27)10(24)5-12(30-13)8-1-3-9(23)4-2-8/h1-4,6,12,14,17,19-23,25-29H,5,7H2/t12-,14+,17+,19-,20+,21-/m0/s1 INCHIAUX=QKPKGDDHOGIEOO-JVVVWQBKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845268 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845268 SCANS=183 137.02227783203125 231.0 187.04710388183594 195.0 197.07240295410156 185.0 204.66473388671875 74.0 219.02679443359375 280.0 271.0701599121094 177.0 313.07171630859375 3936.0 343.084716796875 626.0 343.11505126953125 343.0 433.11578369140625 102.0 443.8747863769531 138.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845270 PEPMASS=517.171082 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3307.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169323-02!(2R,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=C2O[C@@H]([C@@H](O)C(=O)C2=C(O)C=C1O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C4=CC=C(O)C=C4 INCHI=InChI=1S/C26H30O11/c1-11(2)3-8-14-16(35-26-23(34)21(32)19(30)17(10-27)36-26)9-15(29)18-20(31)22(33)24(37-25(14)18)12-4-6-13(28)7-5-12/h3-7,9,17,19,21-24,26-30,32-34H,8,10H2,1-2H3/t17-,19-,21+,22+,23-,24-,26-/m1/s1 INCHIAUX=GRDZTDZJQRPNCN-YIANMRPHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845270 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845270 SCANS=256 153.34613037109375 244.0 214.54457092285156 141.0 219.0565948486328 312.0 256.07403564453125 362.0 327.1262512207031 1136.0 327.23590087890625 70.0 337.10675048828125 176.0 355.1243591308594 1418.0 489.2027282714844 196.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845272 PEPMASS=563.17688 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3307.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169323-02!(2R,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=C2O[C@@H]([C@@H](O)C(=O)C2=C(O)C=C1O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C4=CC=C(O)C=C4 INCHI=InChI=1S/C26H30O11/c1-11(2)3-8-14-16(35-26-23(34)21(32)19(30)17(10-27)36-26)9-15(29)18-20(31)22(33)24(37-25(14)18)12-4-6-13(28)7-5-12/h3-7,9,17,19,21-24,26-30,32-34H,8,10H2,1-2H3/t17-,19-,21+,22+,23-,24-,26-/m1/s1 INCHIAUX=GRDZTDZJQRPNCN-YIANMRPHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845272 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845272 SCANS=257 151.07879638671875 233.0 167.03887939453125 164.0 175.07139587402344 283.0 193.0845947265625 325.0 215.07789611816406 659.0 219.065185546875 736.0 233.08229064941406 237.0 237.08230590820312 197.0 243.0697479248047 195.0 247.0619659423828 977.0 267.1019287109375 231.0 269.1313781738281 95.0 283.13470458984375 347.0 311.13580322265625 510.0 327.1243591308594 5175.0 335.1371154785156 114.0 351.1188659667969 639.0 355.1191101074219 8085.0 356.1204528808594 114.0 369.1363525390625 731.0 411.12860107421875 143.0 423.0383605957031 79.0 487.5703430175781 66.0 489.17962646484375 1942.0 517.1718139648438 2728.0 517.2428588867188 205.0 520.9697875976562 229.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845274 PEPMASS=567.207336 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3307.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169787-02!(2R,3R,4S,5S,6R)-2-[[7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC2=C(C=C1O)C(C(CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(CO)C2)C4=CC(OC)=C(O)C=C4 INCHI=InChI=1S/C26H34O11/c1-34-19-6-12(3-4-17(19)29)22-15-8-18(30)20(35-2)7-13(15)5-14(9-27)16(22)11-36-26-25(33)24(32)23(31)21(10-28)37-26/h3-4,6-8,14,16,21-33H,5,9-11H2,1-2H3/t14?,16?,21-,22?,23-,24+,25-,26-/m1/s1 INCHIAUX=AHYOMNWKYGMYMB-CIEFDVMPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845274 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845274 SCANS=196 91.56184387207031 160.0 113.02519226074219 305.0 155.46209716796875 77.0 161.04307556152344 127.0 311.06549072265625 161.0 311.09857177734375 158.0 313.1798095703125 330.0 323.99871826171875 105.0 326.1176452636719 396.0 329.1393127441406 280.0 359.15283203125 1606.0 446.13238525390625 66.0 519.80322265625 141.0 520.2445678710938 292.0 521.1012573242188 315.0 521.2044677734375 3064.0 521.3275146484375 188.0 522.1966552734375 98.0 522.9794311523438 98.0 1266.953125 66.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845276 PEPMASS=609.181702 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3307.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384722-02!5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(C=C1)C2CC(=O)C3=C(O)C=C(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)C=C3O2 INCHI=InChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17?,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 INCHIAUX=QUQPHWDTPGMPEX-LLHRBZKSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845276 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845276 SCANS=240 147.14366149902344 145.0 148.18423461914062 168.0 150.6809539794922 286.0 150.99951171875 602.0 152.01416015625 252.0 152.42398071289062 153.0 163.05702209472656 264.0 164.0121307373047 389.0 171.65554809570312 244.0 185.02017211914062 371.0 201.0176544189453 429.0 206.02040100097656 184.0 214.02642822265625 191.0 239.07418823242188 256.0 257.089111328125 127.0 258.05096435546875 242.0 269.04632568359375 210.0 286.04718017578125 138.0 292.7744445800781 229.0 295.4554748535156 130.0 301.0711669921875 9656.0 306.49310302734375 112.0 307.8283386230469 162.0 315.1068115234375 231.0 317.04705810546875 335.0 322.7782897949219 315.0 322.91033935546875 161.0 325.0674133300781 221.0 343.0765075683594 393.0 447.1407775878906 165.0 448.1280822753906 252.0 459.129638671875 196.0 463.1225280761719 151.0 489.13671875 622.0 594.1504516601562 222.0 607.06298828125 98.0 609.1829833984375 12128.0 610.1920166015625 73.0 610.799560546875 116.0 636.4837646484375 238.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845278 PEPMASS=655.187134 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3307.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384722-02!5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(C=C1)C2CC(=O)C3=C(O)C=C(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)C=C3O2 INCHI=InChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17?,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 INCHIAUX=QUQPHWDTPGMPEX-LLHRBZKSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845278 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845278 SCANS=247 242.0653076171875 293.0 257.0772705078125 257.0 272.5774230957031 73.0 301.07379150390625 2336.0 343.095458984375 168.0 489.1392517089844 305.0 608.1829223632812 601.0 609.180908203125 2593.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845284 PEPMASS=711.251831 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3307.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385303-01!(2R,3S,4S,5R,6S)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[4-[(3R,6S)-3-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-2-(hydroxymethyl)oxane-3,4-diol [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O)[C@@H]2OCC3C2CO[C@@H]3C4=CC(OC)=C(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O[C@@H]6OC[C@](O)(CO)[C@H]6O)C(OC)=C4 INCHI=InChI=1S/C33H44O17/c1-41-18-5-14(6-19(42-2)23(18)36)26-16-10-46-27(17(16)11-45-26)15-7-20(43-3)28(21(8-15)44-4)49-31-29(25(38)24(37)22(9-34)48-31)50-32-30(39)33(40,12-35)13-47-32/h5-8,16-17,22,24-27,29-32,34-40H,9-13H2,1-4H3/t16?,17?,22-,24-,25+,26+,27-,29-,30+,31+,32+,33-/m1/s1 INCHIAUX=BUBVKRMIMSPLND-YTDPHAJHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845284 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845284 SCANS=222 73.00203704833984 161.0 161.04856872558594 253.0 166.02647399902344 440.0 179.0758819580078 287.0 181.04827880859375 878.0 341.10467529296875 181.0 344.0417785644531 136.0 356.112548828125 273.0 387.139892578125 526.0 399.1490783691406 492.0 417.1555480957031 1087.0 543.204345703125 152.0 681.2622680664062 140.0 693.2495727539062 278.0 696.2307739257812 178.0 711.25439453125 634.0 712.265869140625 70.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845286 PEPMASS=757.255981 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3307.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385303-01!(2R,3S,4S,5R,6S)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[4-[(3R,6S)-3-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-2-(hydroxymethyl)oxane-3,4-diol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O)[C@@H]2OCC3C2CO[C@@H]3C4=CC(OC)=C(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O[C@@H]6OC[C@](O)(CO)[C@H]6O)C(OC)=C4 INCHI=InChI=1S/C33H44O17/c1-41-18-5-14(6-19(42-2)23(18)36)26-16-10-46-27(17(16)11-45-26)15-7-20(43-3)28(21(8-15)44-4)49-31-29(25(38)24(37)22(9-34)48-31)50-32-30(39)33(40,12-35)13-47-32/h5-8,16-17,22,24-27,29-32,34-40H,9-13H2,1-4H3/t16?,17?,22-,24-,25+,26+,27-,29-,30+,31+,32+,33-/m1/s1 INCHIAUX=BUBVKRMIMSPLND-YTDPHAJHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845286 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845286 SCANS=220 81.01728057861328 227.0 87.8818130493164 86.0 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[M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C2C(=O)OC3=C(OC)C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=CC5=C3C2=C1OC5=O INCHI=InChI=1S/C22H20O13/c1-30-16-8(24)3-6-11-12-7(21(29)34-18(11)16)4-9(17(31-2)19(12)35-20(6)28)32-22-15(27)14(26)13(25)10(5-23)33-22/h3-4,10,13-15,22-27H,5H2,1-2H3/t10-,13-,14+,15-,22-/m1/s1 INCHIAUX=PNYQFRZBMVRYFC-CGWYSGAGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845290 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845290 SCANS=201 159.49810791015625 131.0 285.0042724609375 346.0 287.794189453125 158.0 297.9753723144531 287.0 313.00347900390625 2407.0 328.0166320800781 3694.0 476.0693054199219 117.0 491.0940856933594 1615.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845292 PEPMASS=609.144165 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_GA9_01_3024.mzXML 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165.01748657226562 512.0 167.0305938720703 233.0 174.6368865966797 249.0 193.0174560546875 1053.0 269.0476989746094 367.0 271.0235595703125 570.0 299.0177917480469 3600.0 300.0170593261719 269.0 313.2749938964844 95.0 314.04461669921875 16992.0 314.15167236328125 85.0 315.0476379394531 1014.0 316.92242431640625 128.0 317.12078857421875 70.0 319.5844421386719 275.0 348.9678649902344 148.0 357.0580139160156 182.0 387.6446228027344 125.0 606.2788696289062 139.0 607.7832641601562 236.0 609.1473999023438 10174.0 610.164794921875 133.0 610.397216796875 167.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845294 PEPMASS=751.206299 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_GA9_01_3024.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE 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NAME=NCGC00169619-02![(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-6-[[(1S,3R,4S,4aR,8aR)-4-[(3S)-3-[(2S,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-methylpent-4-enyl]-3,4,8,8a-tetramethyl-1,2,3,4a,5,6-hexahydronaphthalen-1-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@H]2[C@@H](C)O[C@@H](O[C@@](C)(CC[C@@]3(C)[C@H](C)C[C@H](O[C@@H]4O[C@@H](C)[C@H](O[C@@H]5O[C@H](COC(C)=O)[C@@H](O)[C@H](O)[C@H]5O)[C@@H](O)[C@H]4O)[C@]6(C)[C@@H]3CCC=C6C)C=C)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O 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905.2433471679688 194.0 905.3367309570312 154.0 905.4725952148438 12427.0 905.9491577148438 119.0 906.211181640625 145.0 906.4730834960938 4293.0 907.4837646484375 696.0 908.8052368164062 133.0 908.8643798828125 174.0 910.9523315429688 96.0 929.2130126953125 292.0 945.41845703125 205.0 946.5271606445312 319.0 946.6286010742188 162.0 946.7095336914062 59.0 947.4843139648438 18691.0 947.6524047851562 114.0 947.7761840820312 184.0 948.3291015625 69.0 948.4880981445312 6434.0 948.597900390625 120.0 948.6636352539062 78.0 949.296142578125 61.0 949.4829711914062 802.0 949.5742797851562 94.0 952.3244018554688 112.0 952.47509765625 66.0 968.0802001953125 175.0 989.94970703125 163.0 994.3580932617188 155.0 1302.2825927734375 221.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845300 PEPMASS=301.069397 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_GA2_01_3196.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347394-02!(2R)-5,8-dihydroxy-2-(2-hydroxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C[C@@H](OC2=C1O)C3=CC=CC=C3O INCHI=InChI=1S/C16H14O6/c1-21-13-7-11(19)14-10(18)6-12(22-16(14)15(13)20)8-4-2-3-5-9(8)17/h2-5,7,12,17,19-20H,6H2,1H3/t12-/m1/s1 INCHIAUX=NJUWLUPGDQOJCR-GFCCVEGCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845300 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845300 SCANS=323 111.01095581054688 435.0 137.1845245361328 91.0 140.0088653564453 1167.0 155.0308074951172 1122.0 165.9908447265625 157.0 286.0562744140625 296.0 301.0850524902344 298.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845302 PEPMASS=367.115875 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_GA2_01_3196.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384488-01!5,7-dihydroxy-3-[3-hydroxy-4-methoxy-5-(3-methylbut-2-enyl)phenyl]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(CC=C(C)C)C=C(C=C1O)C2=COC3=CC(O)=CC(O)=C3C2=O INCHI=InChI=1S/C21H20O6/c1-11(2)4-5-12-6-13(7-17(24)21(12)26-3)15-10-27-18-9-14(22)8-16(23)19(18)20(15)25/h4,6-10,22-24H,5H2,1-3H3 INCHIAUX=ONLZHAOKMQJPIC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845302 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845302 SCANS=434 284.02899169921875 294.0 297.04913330078125 560.0 309.03643798828125 198.0 351.0721740722656 231.0 352.09295654296875 859.0 367.11944580078125 869.0 367.1622619628906 342.0 917.6427001953125 313.0 1074.6383056640625 1141.0 1079.8841552734375 55.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845304 PEPMASS=391.115387 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G9_GG9_01_3239.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386038-01!(E)-1-[3-[(2,3-dihydroxyphenyl)methyl]-2,4-dihydroxy-6-methoxyphenyl]-3-phenylprop-2-en-1-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C(=O)\C=C\C2=CC=CC=C2)C(O)=C(CC3=CC=CC(O)=C3O)C(O)=C1 INCHI=InChI=1S/C23H20O6/c1-29-20-13-19(26)16(12-15-8-5-9-18(25)22(15)27)23(28)21(20)17(24)11-10-14-6-3-2-4-7-14/h2-11,13,25-28H,12H2,1H3/b11-10+ INCHIAUX=WEHFIEZHFRETHH-ZHACJKMWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845304 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845304 SCANS=346 97.03013610839844 254.0 208.00607299804688 311.0 253.05386352539062 171.0 254.0567169189453 184.0 269.083984375 2371.0 391.11480712890625 1922.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845306 PEPMASS=425.11972 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G9_GG9_01_3239.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385215-01! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC2=C(C=C1OC)[C@@]3(O)[C@@H](CO2)OC4=C(C(O)=CC5=C4C=CC(C)(C)O5)C3=O INCHI=InChI=1S/C23H22O8/c1-22(2)6-5-11-14(31-22)8-13(24)19-20(11)30-18-10-29-15-9-17(28-4)16(27-3)7-12(15)23(18,26)21(19)25/h5-9,18,24,26H,10H2,1-4H3/t18-,23-/m1/s1 INCHIAUX=OFLCPNIRDVOOEZ-WZONZLPQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845306 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845306 SCANS=455 81.9138412475586 293.0 107.053955078125 205.0 149.05809020996094 428.0 150.03128051757812 315.0 159.04200744628906 282.0 217.04969787597656 4301.0 367.0882568359375 210.0 381.0981750488281 427.0 382.1086120605469 127.0 394.1157531738281 171.0 425.12078857421875 2006.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845308 PEPMASS=593.146179 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G9_GG9_01_3239.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179752-02!5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=C(C3=O)C(O)=CC(O)=C4)C5=CC=C(O)C=C5)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O15/c1-9-17(31)20(34)22(36)26(39-9)38-8-15-18(32)21(35)23(37)27(41-15)42-25-19(33)16-13(30)6-12(29)7-14(16)40-24(25)10-2-4-11(28)5-3-10/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3/t9-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1 INCHIAUX=RTATXGUCZHCSNG-QHWHWDPRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845308 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845308 SCANS=217 140.47706604003906 235.0 148.04400634765625 193.0 151.0033416748047 608.0 163.0104217529297 236.0 167.05401611328125 197.0 209.00753784179688 231.0 227.0347442626953 429.0 229.0524444580078 400.0 241.06195068359375 209.0 243.78964233398438 209.0 255.02931213378906 837.0 256.0648193359375 228.0 267.03948974609375 160.0 283.2184143066406 178.0 283.29248046875 76.0 284.0316162109375 10562.0 285.04144287109375 8415.0 285.2228088378906 131.0 287.0432434082031 272.0 289.2154235839844 264.0 327.0605163574219 456.0 593.1495361328125 14400.0 597.4152221679688 134.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845310 PEPMASS=391.136169 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_BC12_01_3266.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385065-01!4-[4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]benzene-1,2-diol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(CC2COC(C2CO)C3=CC=C(O)C(O)=C3)=C1 INCHI=InChI=1S/C19H22O6/c1-24-18-7-11(2-4-16(18)22)6-13-10-25-19(14(13)9-20)12-3-5-15(21)17(23)8-12/h2-5,7-8,13-14,19-23H,6,9-10H2,1H3 INCHIAUX=SNZZAHRDXCGWEM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845310 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845310 SCANS=228 123.0447006225586 274.0 175.08265686035156 230.0 178.06324768066406 254.0 315.1206359863281 3656.0 345.1361999511719 503.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845312 PEPMASS=447.08847 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_BC12_01_3266.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00163580-03!5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(OC3=C(C2=O)C(O)=CC(O)=C3)C4=CC=C(O)C=C4)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H20O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-18,21-26,28-29H,7H2/t13-,15-,17+,18-,21+/m1/s1 INCHIAUX=JPUKWEQWGBDDQB-QSOFNFLRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845312 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845312 SCANS=235 147.05052185058594 176.0 150.99681091308594 259.0 257.0431213378906 190.0 269.047119140625 217.0 284.00872802734375 261.0 284.0410461425781 646.0 285.0478820800781 1315.0 447.0979309082031 1554.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845314 PEPMASS=555.260376 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_BC12_01_3266.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381416-01![3-methyl-1-[3-methyl-1-oxo-1-(2,3,4,5,6-pentahydroxyhexoxy)pentan-2-yl]oxy-1-oxobutan-2-yl] 2-hydroxy-3-methylpentanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(O)C(=O)OC(C(C)C)C(=O)OC(C(C)CC)C(=O)OCC(O)C(O)C(O)C(O)CO INCHI=InChI=1S/C23H42O12/c1-7-12(5)16(27)21(30)34-19(11(3)4)23(32)35-20(13(6)8-2)22(31)33-10-15(26)18(29)17(28)14(25)9-24/h11-20,24-29H,7-10H2,1-6H3 INCHIAUX=NJYYDRBRLSOFNG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845314 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845314 SCANS=336 116.06207275390625 161.0 116.8508071899414 233.0 116.89745330810547 378.0 116.93692779541016 143.0 116.98265075683594 193.0 117.05543518066406 6732.0 117.12074279785156 163.0 130.01107788085938 356.0 130.66259765625 164.0 130.8313751220703 124.0 131.07127380371094 36941.0 132.07330322265625 72.0 132.9733123779297 64.0 137.44418334960938 56.0 138.20387268066406 130.0 138.7935028076172 139.0 153.58250427246094 142.0 177.2040557861328 65.0 181.0694580078125 301.0 213.62509155273438 250.0 216.98251342773438 114.0 230.05690002441406 136.0 230.98794555664062 106.0 231.08554077148438 102.0 231.1244659423828 23341.0 231.30093383789062 111.0 233.88865661621094 200.0 245.13125610351562 425.0 245.16339111328125 439.0 295.1416931152344 275.0 304.06329345703125 97.0 345.1938171386719 5724.0 345.306884765625 232.0 345.3505554199219 125.0 345.9468688964844 231.0 346.0321044921875 61.0 347.54718017578125 57.0 349.1534423828125 240.0 1862.243896484375 235.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845316 PEPMASS=437.162354 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_RG6_01_3009.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380596-01!2-[3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,6-dihydroxybenzoyl]-5-formyl-3-hydroxybenzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC\C(C)=C\CC1=C(O)C(C(=O)C2=C(C=C(C=O)C=C2O)C(O)=O)=C(O)C=C1 INCHI=InChI=1S/C25H26O7/c1-14(2)5-4-6-15(3)7-8-17-9-10-19(27)22(23(17)29)24(30)21-18(25(31)32)11-16(13-26)12-20(21)28/h5,7,9-13,27-29H,4,6,8H2,1-3H3,(H,31,32)/b15-7+ INCHIAUX=HTPFCQBRMHUAEU-VIZOYTHASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845316 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845316 SCANS=498 107.85753631591797 281.0 119.01029968261719 256.0 121.02908325195312 746.0 125.30994415283203 144.0 147.00897216796875 750.0 157.0615234375 194.0 159.0812530517578 265.0 165.0177001953125 1507.0 191.00003051757812 772.0 202.06089782714844 196.0 221.10580444335938 124.0 245.1616973876953 408.0 263.1254577636719 333.0 265.0572204589844 205.0 269.8269348144531 194.0 271.13299560546875 2002.0 279.10577392578125 181.0 289.1449279785156 464.0 296.03204345703125 194.0 303.04315185546875 400.0 306.0835876464844 365.0 349.0721435546875 122.0 349.1744689941406 166.0 350.08544921875 245.0 374.72503662109375 56.0 375.1558837890625 1811.0 375.22320556640625 173.0 391.15966796875 148.0 393.1642761230469 203.0 419.0907287597656 149.0 419.14556884765625 849.0 437.1572570800781 2998.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845318 PEPMASS=483.167175 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_RG6_01_3009.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380596-01!2-[3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,6-dihydroxybenzoyl]-5-formyl-3-hydroxybenzoic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC\C(C)=C\CC1=C(O)C(C(=O)C2=C(C=C(C=O)C=C2O)C(O)=O)=C(O)C=C1 INCHI=InChI=1S/C25H26O7/c1-14(2)5-4-6-15(3)7-8-17-9-10-19(27)22(23(17)29)24(30)21-18(25(31)32)11-16(13-26)12-20(21)28/h5,7,9-13,27-29H,4,6,8H2,1-3H3,(H,31,32)/b15-7+ INCHIAUX=HTPFCQBRMHUAEU-VIZOYTHASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845318 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845318 SCANS=435 173.0593719482422 306.0 174.06057739257812 283.0 201.04833984375 207.0 213.05162048339844 215.0 215.07083129882812 298.0 225.0648193359375 200.0 227.07225036621094 258.0 237.1287841796875 209.0 279.0916442871094 114.0 280.1275939941406 155.0 306.08270263671875 197.0 322.4095458984375 295.0 324.1050720214844 271.0 325.14276123046875 180.0 331.16375732421875 334.0 349.1797180175781 587.0 392.51837158203125 137.0 393.1720886230469 3501.0 395.7538757324219 103.0 419.14825439453125 98.0 437.1568603515625 926.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845320 PEPMASS=541.116821 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_RG6_01_3009.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380474-01!5-hydroxy-2-(4-hydroxyphenyl)-7-[[(2R,3S)-3,5,8-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-yl]oxy]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1CC2=C(O)C=C(OC3=CC(O)=C4C(=O)C=C(OC4=C3)C5=CC=C(O)C=C5)C(O)=C2O[C@@H]1C6=CC=C(O)C=C6 INCHI=InChI=1S/C30H22O10/c31-16-5-1-14(2-6-16)24-13-22(35)27-21(34)9-18(10-25(27)39-24)38-26-12-20(33)19-11-23(36)29(40-30(19)28(26)37)15-3-7-17(32)8-4-15/h1-10,12-13,23,29,31-34,36-37H,11H2/t23-,29+/m0/s1 INCHIAUX=JDRLMOFOBWKOPI-MUAVYFROSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845320 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845320 SCANS=255 151.00291442871094 2925.0 169.0099334716797 225.0 187.0297393798828 190.0 188.1786651611328 211.0 190.81439208984375 94.0 203.0294189453125 74.0 225.04786682128906 225.0 227.03704833984375 319.0 239.0681915283203 266.0 240.04380798339844 577.0 241.0493621826172 516.0 253.06298828125 166.0 254.675048828125 347.0 270.0456848144531 67.0 274.0539855957031 262.0 279.0788269042969 61.0 280.0417785644531 339.0 282.056640625 266.0 292.0652770996094 210.0 293.0804138183594 56.0 304.0406188964844 220.0 306.0511169433594 538.0 307.0567932128906 433.0 309.0404052734375 191.0 319.06036376953125 120.0 319.0916748046875 366.0 322.0216979980469 130.0 322.05059814453125 225.0 324.0612487792969 166.0 337.0687255859375 155.0 340.0182800292969 181.0 345.1134338378906 168.0 347.051025390625 396.0 348.08380126953125 287.0 349.26416015625 433.0 356.3525390625 240.0 389.1013488769531 1489.0 411.12176513671875 165.0 413.11541748046875 211.0 427.13763427734375 162.0 431.11297607421875 1282.0 447.07147216796875 2038.0 453.13946533203125 104.0 453.1665954589844 173.0 455.11273193359375 604.0 469.12451171875 590.0 473.1106262207031 927.0 497.1275329589844 1197.0 541.1159057617188 2970.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845322 PEPMASS=427.235443 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_GC7_01_3117.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347585-02!(1,9,9b-trihydroxy-6,6,9a-trimethyl-3,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-5-yl) hexanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC(=O)OC1C=C2COC(O)C2(O)C3(C)C(O)CCC(C)(C)C13 INCHI=InChI=1S/C21H34O6/c1-5-6-7-8-16(23)27-14-11-13-12-26-18(24)21(13,25)20(4)15(22)9-10-19(2,3)17(14)20/h11,14-15,17-18,22,24-25H,5-10,12H2,1-4H3 INCHIAUX=GFMGOVRWOOAPMN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845322 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845322 SCANS=390 115.07586669921875 1912.0 123.31343078613281 117.0 163.1107177734375 109.0 191.105224609375 175.0 237.14901733398438 1577.0 265.1466064453125 776.0 380.50909423828125 65.0 380.77972412109375 81.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845324 PEPMASS=607.169434 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_GC7_01_3117.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180205-02!5-hydroxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=CC=C(C=C2)C3=COC4=C(C(O)=CC(O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)=C4)C3=O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O13/c1-10-19(29)22(32)24(34)26(37-10)39-13-5-3-12(4-6-13)15-9-36-17-8-14(7-16(28)18(17)21(15)31)40-27-25(35)23(33)20(30)11(2)38-27/h3-11,19-20,22-30,32-35H,1-2H3/t10-,11-,19-,20-,22+,23+,24+,25+,26-,27-/m0/s1 INCHIAUX=GJBRADPPUCQNGC-PQURZFQKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845324 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845324 SCANS=220 157.11753845214844 159.0 176.75653076171875 294.0 180.05722045898438 162.0 193.17604064941406 230.0 200.4532012939453 152.0 201.05123901367188 161.0 201.8782196044922 107.0 202.75331115722656 177.0 204.47366333007812 306.0 205.63919067382812 140.0 224.0491943359375 338.0 225.04898071289062 139.0 235.04470825195312 108.0 239.03343200683594 135.0 240.0446319580078 477.0 241.04022216796875 173.0 251.0231170654297 142.0 268.03948974609375 4353.0 269.04974365234375 889.0 277.41302490234375 65.0 287.5888366699219 57.0 311.0597229003906 233.0 387.11175537109375 171.0 413.9298400878906 49.0 414.46099853515625 279.0 415.103515625 31952.0 416.0375671386719 165.0 416.1149597167969 1130.0 417.11358642578125 205.0 418.6656494140625 183.0 552.8345336914062 91.0 559.7103881835938 106.0 560.0591430664062 160.0 560.2415771484375 73.0 560.51025390625 164.0 561.1630859375 8137.0 561.2813110351562 63.0 562.1488647460938 177.0 564.661865234375 153.0 746.8571166992188 90.0 1608.0411376953125 431.0 1608.2352294921875 258.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845326 PEPMASS=417.115204 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_BC5_01_3259.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385090-01!2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC=C3C(=O)CC(OC3=C2)C4=CC=C(O)C=C4)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H22O9/c22-9-17-18(25)19(26)20(27)21(30-17)28-12-5-6-13-14(24)8-15(29-16(13)7-12)10-1-3-11(23)4-2-10/h1-7,15,17-23,25-27H,8-9H2/t15?,17-,18-,19+,20-,21-/m1/s1 INCHIAUX=HJBUYKZTEBZNSH-UZQFATADSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845326 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845326 SCANS=294 119.04869842529297 446.0 123.28718566894531 202.0 252.09234619140625 130.0 253.5200653076172 233.0 255.06716918945312 2959.0 417.11663818359375 447.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845328 PEPMASS=463.119629 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_BC5_01_3259.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385090-01!2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC=C3C(=O)CC(OC3=C2)C4=CC=C(O)C=C4)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H22O9/c22-9-17-18(25)19(26)20(27)21(30-17)28-12-5-6-13-14(24)8-15(29-16(13)7-12)10-1-3-11(23)4-2-10/h1-7,15,17-23,25-27H,8-9H2/t15?,17-,18-,19+,20-,21-/m1/s1 INCHIAUX=HJBUYKZTEBZNSH-UZQFATADSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845328 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845328 SCANS=235 95.27949523925781 60.0 119.0515365600586 2874.0 135.00967407226562 991.0 144.31480407714844 151.0 144.85655212402344 196.0 146.21075439453125 459.0 153.0194549560547 971.0 180.00941467285156 113.0 254.05564880371094 231.0 255.068359375 16412.0 255.69363403320312 65.0 256.0838928222656 325.0 271.024169921875 307.0 297.0783996582031 132.0 316.01422119140625 271.0 417.1182861328125 2500.0 417.20318603515625 246.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845330 PEPMASS=463.083954 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_BC5_01_3259.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00163625-02!3,5,7-trihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(O)C=C(C=C2)C3=C(O)C(=O)C4=C(O3)C=C(O)C=C4O)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H20O12/c22-6-13-15(26)17(28)19(30)21(33-13)32-11-2-1-7(3-9(11)24)20-18(29)16(27)14-10(25)4-8(23)5-12(14)31-20/h1-5,13,15,17,19,21-26,28-30H,6H2/t13-,15-,17+,19-,21-/m1/s1 INCHIAUX=OIUBYZLTFSLSBY-HMGRVEAOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845330 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845330 SCANS=265 143.63414001464844 222.0 151.0005645751953 1066.0 178.99534606933594 630.0 297.1654968261719 101.0 297.8258056640625 223.0 300.0287780761719 1030.0 301.0346984863281 7652.0 303.51995849609375 198.0 330.1141357421875 252.0 463.08856201171875 768.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845332 PEPMASS=579.130554 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_BC5_01_3259.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385085-01!5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1CO[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC=C(O)C=C5)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H]1O INCHI=InChI=1S/C26H28O15/c27-10-3-1-9(2-4-10)23-24(19(33)16-12(29)5-11(28)6-14(16)39-23)41-26-22(36)20(34)18(32)15(40-26)8-38-25-21(35)17(31)13(30)7-37-25/h1-6,13,15,17-18,20-22,25-32,34-36H,7-8H2/t13-,15+,17-,18+,20-,21+,22+,25-,26-/m0/s1 INCHIAUX=YJPZWZRYHLEDNA-KSPKLRDJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845332 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845332 SCANS=239 144.06053161621094 104.0 151.00022888183594 187.0 162.3601837158203 202.0 224.62353515625 98.0 227.03781127929688 725.0 229.0477752685547 258.0 235.03025817871094 145.0 255.0286102294922 2800.0 257.03863525390625 240.0 266.1601257324219 408.0 283.5389404296875 110.0 284.03411865234375 5325.0 284.2165832519531 119.0 284.3011169433594 130.0 284.6370849609375 137.0 285.041259765625 1463.0 285.11480712890625 78.0 291.4188232421875 137.0 321.5008544921875 158.0 429.0880126953125 122.0 578.1870727539062 330.0 579.1394653320312 3581.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845334 PEPMASS=625.13501 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_BC5_01_3259.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385085-01!5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1CO[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC=C(O)C=C5)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H]1O INCHI=InChI=1S/C26H28O15/c27-10-3-1-9(2-4-10)23-24(19(33)16-12(29)5-11(28)6-14(16)39-23)41-26-22(36)20(34)18(32)15(40-26)8-38-25-21(35)17(31)13(30)7-37-25/h1-6,13,15,17-18,20-22,25-32,34-36H,7-8H2/t13-,15+,17-,18+,20-,21+,22+,25-,26-/m0/s1 INCHIAUX=YJPZWZRYHLEDNA-KSPKLRDJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845334 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845334 SCANS=246 178.9937286376953 291.0 211.04295349121094 404.0 227.03219604492188 426.0 255.03213500976562 1840.0 256.04327392578125 373.0 257.0472412109375 468.0 283.29315185546875 164.0 284.0313415527344 5590.0 285.00921630859375 91.0 285.0416259765625 1134.0 339.0447692871094 207.0 432.3744812011719 186.0 433.010009765625 114.0 576.626708984375 119.0 576.8186645507812 143.0 576.9486694335938 87.0 577.64306640625 73.0 578.3560791015625 187.0 578.651123046875 104.0 578.7254638671875 146.0 579.1353149414062 8166.0 580.1547241210938 442.0 582.4505004882812 67.0 583.8285522460938 90.0 624.1107177734375 184.0 1134.28173828125 219.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845336 PEPMASS=517.170532 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_GE4_01_3222.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347865-02!4-[7-acetyloxy-5-chloro-3-[(1E,3E)-3,5-dimethylhepta-1,3-dienyl]-7-methyl-6,8-dioxoisoquinolin-2-yl]-5-amino-5-oxopentanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)\C=C(C)\C=C\C1=CC2=C(Cl)C(=O)C(C)(OC(C)=O)C(=O)C2=CN1C(CCC(O)=O)C(N)=O INCHI=InChI=1S/C26H31ClN2O7/c1-6-14(2)11-15(3)7-8-17-12-18-19(13-29(17)20(25(28)35)9-10-21(31)32)23(33)26(5,36-16(4)30)24(34)22(18)27/h7-8,11-14,20H,6,9-10H2,1-5H3,(H2,28,35)(H,31,32)/b8-7+,15-11+ INCHIAUX=QARZACKHGQBZLP-XHBXSBNISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845336 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845336 SCANS=326 120.69136810302734 236.0 158.78248596191406 189.0 160.86880493164062 141.0 173.05819702148438 248.0 192.39073181152344 122.0 196.00277709960938 469.0 198.2894744873047 71.0 204.99191284179688 265.0 205.4954071044922 231.0 219.0055694580078 321.0 220.70782470703125 291.0 266.0795593261719 135.0 280.17498779296875 107.0 292.1437072753906 137.0 298.05950927734375 177.0 310.00189208984375 379.0 310.137939453125 530.0 324.1642761230469 387.0 327.12469482421875 220.0 327.41107177734375 413.0 328.111328125 5335.0 328.321044921875 195.0 329.1226501464844 239.0 341.7937316894531 97.0 342.14453125 301.0 346.11956787109375 1452.0 349.20355224609375 182.0 350.73193359375 329.0 354.1203918457031 611.0 370.1240234375 332.0 370.1606750488281 985.0 387.6451721191406 156.0 388.13201904296875 16513.0 389.16632080078125 100.0 413.16998291015625 3116.0 431.16094970703125 148.0 473.1741638183594 244.0 840.6278686523438 47.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845338 PEPMASS=538.298157 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_GE4_01_3222.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386096-01!(9E,15E,19E)-3-(2-amino-2-oxoethyl)-11,13-dihydroxy-14,21-dimethoxy-8,10,12-trimethyl-7,21-dioxohenicosa-9,15,19-trienoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(\C=C\CC\C=C\C(=O)OC)C(O)C(C)C(O)C(\C)=C\C(C)C(=O)CCCC(CC(N)=O)CC(O)=O INCHI=InChI=1S/C28H45NO9/c1-18(22(30)12-10-11-21(16-24(29)31)17-25(32)33)15-19(2)27(35)20(3)28(36)23(37-4)13-8-6-7-9-14-26(34)38-5/h8-9,13-15,18,20-21,23,27-28,35-36H,6-7,10-12,16-17H2,1-5H3,(H2,29,31)(H,32,33)/b13-8+,14-9+,19-15+ INCHIAUX=RSNBAEGFNZIXPM-VDKFNAMPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845338 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845338 SCANS=281 133.10501098632812 344.0 136.07723999023438 175.0 138.09158325195312 235.0 180.06723022460938 154.0 191.11264038085938 669.0 207.13507080078125 213.0 224.16371154785156 295.0 232.14149475097656 197.0 247.16839599609375 234.0 249.4436798095703 213.0 250.1451416015625 971.0 250.45083618164062 158.0 251.136474609375 412.0 268.156494140625 3580.0 269.1170349121094 380.0 278.1445617675781 293.0 290.180908203125 972.0 291.15875244140625 373.0 291.190185546875 240.0 296.1510925292969 395.0 308.1943054199219 1715.0 372.226318359375 208.0 377.217529296875 96.0 431.2514343261719 130.0 461.2442932128906 215.0 474.24505615234375 136.0 488.26959228515625 151.0 506.2837829589844 381.0 517.6557006835938 58.0 538.3017578125 2589.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845340 PEPMASS=689.312439 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_GE4_01_3222.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386053-01!6-[4-(4-carboxy-3-hydroxy-5-methylphenoxy)carbonyl-3-hydroxy-5-pentadecylphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCCCCCCCC1=C(C(=O)OC2=CC(O)=C(C(O)=O)C(C)=C2)C(O)=CC(OC3OC(C(O)C(O)C3O)C(O)=O)=C1 INCHI=InChI=1S/C36H50O13/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-22-18-24(48-36-31(41)29(39)30(40)32(49-36)34(44)45)20-26(38)28(22)35(46)47-23-17-21(2)27(33(42)43)25(37)19-23/h17-20,29-32,36-41H,3-16H2,1-2H3,(H,42,43)(H,44,45) INCHIAUX=PNRVAHOSWLWYPO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845340 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845340 SCANS=541 112.85406494140625 167.0 113.0296630859375 308.0 123.04713439941406 489.0 129.02154541015625 232.0 149.0249786376953 755.0 165.9080352783203 119.0 166.138916015625 191.0 166.29794311523438 151.0 167.03497314453125 3996.0 167.15184020996094 141.0 167.18980407714844 256.0 167.85484313964844 85.0 168.03785705566406 460.0 173.15762329101562 100.0 175.02310180664062 1438.0 301.25360107421875 268.0 319.2660827636719 239.0 345.2442626953125 5118.0 346.2607116699219 381.0 363.2480773925781 388.0 425.3243713378906 325.0 520.784423828125 84.0 521.280029296875 2057.0 521.7158203125 123.0 522.2792358398438 88.0 539.3155517578125 765.0 645.3389282226562 113.0 689.3453369140625 105.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845342 PEPMASS=815.377014 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_GE4_01_3222.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386091-01!2,3,4,5,6-pentahydroxyhexyl 2-[2-[2-[2-(2-acetyloxy-3-methylbutanoyl)oxy-3-methylpentanoyl]oxy-3-methylpentanoyl]oxy-3-methylpentanoyl]oxy-3-methylpentanoate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(OC(=O)C(OC(=O)C(OC(=O)C(OC(=O)C(OC(C)=O)C(C)C)C(C)CC)C(C)CC)C(C)CC)C(=O)OCC(O)C(O)C(O)C(O)CO INCHI=InChI=1S/C37H64O17/c1-12-19(7)29(33(44)49-17-25(41)27(43)26(42)24(40)16-38)51-35(46)31(21(9)14-3)53-37(48)32(22(10)15-4)54-36(47)30(20(8)13-2)52-34(45)28(18(5)6)50-23(11)39/h18-22,24-32,38,40-43H,12-17H2,1-11H3 INCHIAUX=OXQSHEREUUUCEE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845342 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845342 SCANS=528 131.0718536376953 696.0 172.36512756347656 202.0 173.08197021484375 1547.0 189.09352111816406 189.0 287.15313720703125 952.0 303.19964599609375 218.0 321.165771484375 182.0 387.2042236328125 677.0 401.2266845703125 217.0 501.2816467285156 351.0 1322.4599609375 126.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845344 PEPMASS=825.406677 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_GE4_01_3222.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386091-01!2,3,4,5,6-pentahydroxyhexyl 2-[2-[2-[2-(2-acetyloxy-3-methylbutanoyl)oxy-3-methylpentanoyl]oxy-3-methylpentanoyl]oxy-3-methylpentanoyl]oxy-3-methylpentanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(OC(=O)C(OC(=O)C(OC(=O)C(OC(=O)C(OC(C)=O)C(C)C)C(C)CC)C(C)CC)C(C)CC)C(=O)OCC(O)C(O)C(O)C(O)CO INCHI=InChI=1S/C37H64O17/c1-12-19(7)29(33(44)49-17-25(41)27(43)26(42)24(40)16-38)51-35(46)31(21(9)14-3)53-37(48)32(22(10)15-4)54-36(47)30(20(8)13-2)52-34(45)28(18(5)6)50-23(11)39/h18-22,24-32,38,40-43H,12-17H2,1-11H3 INCHIAUX=OXQSHEREUUUCEE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845344 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845344 SCANS=536 86.4129409790039 173.0 89.65936279296875 144.0 89.76017761230469 195.0 99.04916381835938 495.0 99.18247985839844 169.0 106.17342376708984 139.0 112.64286804199219 322.0 113.06012725830078 3679.0 129.9009246826172 239.0 130.72328186035156 309.0 130.8075408935547 124.0 131.07118225097656 23233.0 131.3978271484375 85.0 147.8730010986328 86.0 159.06463623046875 1711.0 171.267822265625 263.0 172.47708129882812 222.0 172.66358947753906 137.0 172.9070281982422 93.0 173.0272674560547 239.0 173.082275390625 78511.0 173.2647705078125 145.0 173.3695526123047 103.0 174.3865203857422 80.0 174.43125915527344 94.0 174.80799865722656 110.0 175.25962829589844 83.0 185.92396545410156 139.0 186.1321563720703 163.0 186.80259704589844 48.0 188.17794799804688 213.0 190.22181701660156 303.0 192.490234375 86.0 194.67933654785156 419.0 197.60684204101562 93.0 198.5061798095703 159.0 202.53135681152344 104.0 203.94436645507812 187.0 217.90036010742188 481.0 230.99310302734375 267.0 231.12820434570312 171.0 239.3893585205078 145.0 241.96453857421875 245.0 245.1412353515625 330.0 272.0163879394531 134.0 273.135009765625 26249.0 273.238525390625 110.0 274.1668395996094 320.0 286.3763427734375 85.0 286.6175537109375 221.0 287.15093994140625 37710.0 287.2110595703125 276.0 287.6135559082031 140.0 288.15618896484375 2258.0 289.6077575683594 250.0 315.8033752441406 170.0 336.965576171875 219.0 386.740478515625 127.0 387.203857421875 24358.0 387.3127136230469 170.0 388.210693359375 1445.0 388.41961669921875 139.0 390.657470703125 100.0 390.741943359375 164.0 395.3099670410156 184.0 398.1078796386719 107.0 400.12652587890625 82.0 400.50946044921875 184.0 401.0080261230469 56.0 401.2185974121094 23650.0 401.7161865234375 172.0 402.2215881347656 1722.0 402.4623718261719 185.0 403.4136657714844 108.0 404.1802978515625 134.0 405.8459777832031 93.0 501.27459716796875 13217.0 502.25341796875 695.0 502.29852294921875 386.0 515.281494140625 3406.0 516.2837524414062 173.0 565.0114135742188 119.0 615.341552734375 3254.0 615.9410400390625 75.0 1092.6661376953125 176.0 1649.696533203125 309.0 1772.176513671875 57.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845346 PEPMASS=459.241699 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G3_GG3_01_3054.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380283-01!4-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentylamino]-4-oxobutanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(O)=O INCHI=InChI=1S/C20H36N4O8/c1-16(25)23(31)14-6-2-4-12-21-17(26)8-10-19(28)24(32)15-7-3-5-13-22-18(27)9-11-20(29)30/h31-32H,2-15H2,1H3,(H,21,26)(H,22,27)(H,29,30) INCHIAUX=VJQANBSDAGCDJE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845346 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845346 SCANS=228 89.01403045654297 233.0 98.02468872070312 894.0 142.0547637939453 394.0 153.10340881347656 642.0 155.11610412597656 614.0 163.08689880371094 242.0 169.14817810058594 203.0 171.1004180908203 79.0 181.0955810546875 3076.0 183.1100616455078 128.0 198.12448120117188 331.0 199.1087188720703 2090.0 217.12005615234375 3614.0 223.10984802246094 104.0 224.77244567871094 203.0 225.1276092529297 161.0 241.1192169189453 2368.0 241.1947479248047 82.0 255.1364288330078 173.0 259.1246337890625 1752.0 390.18206787109375 134.0 400.2472229003906 316.0 417.2379150390625 247.0 441.2477111816406 514.0 459.2457580566406 6615.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845348 PEPMASS=743.436096 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G3_GG3_01_3054.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380322-01!2-[3,21-dihydroxy-20-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxydocosan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)C(CCCCCCCCCCCCCCCCC(O)C(C)OC1OC(CO)C(O)C(O)C1O)OC2OC(CO)C(O)C(O)C2O INCHI=InChI=1S/C34H66O14/c1-21(37)24(46-34-32(44)30(42)28(40)26(20-36)48-34)18-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-23(38)22(2)45-33-31(43)29(41)27(39)25(19-35)47-33/h21-44H,3-20H2,1-2H3 INCHIAUX=LJMPEBJKUBHVKR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845348 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845348 SCANS=373 74.92035675048828 205.0 85.02436828613281 345.0 89.02322387695312 592.0 107.5530776977539 120.0 112.60951232910156 362.0 113.02310943603516 730.0 119.03382110595703 1920.0 143.0281524658203 127.0 149.04148864746094 344.0 161.0447998046875 1423.0 179.05389404296875 2603.0 182.4729766845703 148.0 259.615234375 105.0 266.3036804199219 119.0 332.1302795410156 273.0 332.6929016113281 80.0 333.9025573730469 258.0 373.33917236328125 318.0 456.37042236328125 208.0 486.35595703125 294.0 517.3770751953125 836.0 535.38037109375 866.0 536.3842163085938 102.0 564.1549072265625 128.0 688.2431640625 231.0 694.669921875 120.0 695.0291137695312 83.0 695.1614990234375 108.0 695.8224487304688 118.0 696.3904418945312 132.0 696.466796875 496.0 696.9734497070312 184.0 697.0581665039062 193.0 697.2382202148438 164.0 697.4385375976562 19670.0 697.6328735351562 166.0 697.6770629882812 149.0 697.9253540039062 224.0 698.4386596679688 2832.0 701.5044555664062 132.0 704.5439453125 103.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845350 PEPMASS=465.144623 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_GE3_01_3125.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180155-02!3-(4-hydroxyphenyl)-1-[2-hydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC(O)=C(C=C2)C(=O)CCC3=CC=C(O)C=C3)[C@H](O)[C@@H](O)[C@H]1O INCHI=InChI=1S/C21H24O9/c22-10-17-18(26)19(27)20(28)21(30-17)29-13-6-7-14(16(25)9-13)15(24)8-3-11-1-4-12(23)5-2-11/h1-2,4-7,9,17-23,25-28H,3,8,10H2/t17-,18+,19+,20-,21-/m1/s1 INCHIAUX=BIZAJDCIOZNYLQ-XDWAVFMPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845350 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845350 SCANS=248 136.00775146484375 173.0 151.03883361816406 4880.0 152.83200073242188 224.0 156.09669494628906 83.0 163.85452270507812 278.0 193.04745483398438 216.0 194.05404663085938 199.0 257.0828857421875 13023.0 257.23272705078125 210.0 419.1561584472656 192.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845352 PEPMASS=447.096588 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_GE3_01_3125.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169402-02!2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2=C(O)C3=C(OC(=CC3=O)C4=CC(O)=C(O)C=C4)C=C2O INCHI=InChI=1S/C21H20O11/c22-6-14-17(27)19(29)20(30)21(32-14)16-11(26)5-13-15(18(16)28)10(25)4-12(31-13)7-1-2-8(23)9(24)3-7/h1-5,14,17,19-24,26-30H,6H2 INCHIAUX=ODBRNZZJSYPIDI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845352 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845352 SCANS=198 201.5665283203125 142.0 285.0456237792969 533.0 297.04144287109375 306.0 326.5481872558594 206.0 327.056884765625 1700.0 339.04656982421875 118.0 357.0579833984375 1398.0 429.0808410644531 159.0 447.0962829589844 890.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845354 PEPMASS=483.082123 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_GE3_01_3125.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169402-02!2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2=C(O)C3=C(OC(=CC3=O)C4=CC(O)=C(O)C=C4)C=C2O INCHI=InChI=1S/C21H20O11/c22-6-14-17(27)19(29)20(30)21(32-14)16-11(26)5-13-15(18(16)28)10(25)4-12(31-13)7-1-2-8(23)9(24)3-7/h1-5,14,17,19-24,26-30H,6H2 INCHIAUX=ODBRNZZJSYPIDI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845354 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845354 SCANS=151 95.51167297363281 342.0 125.02476501464844 463.0 137.0254364013672 184.0 151.00286865234375 307.0 168.4540252685547 241.0 168.56382751464844 70.0 168.92591857910156 73.0 169.01565551757812 1083.0 169.4805450439453 61.0 173.7728271484375 93.0 201.7264404296875 98.0 211.02490234375 374.0 271.04351806640625 2647.0 313.0594177246094 891.0 331.06915283203125 1378.0 332.0700378417969 196.0 439.0927429199219 160.0 483.0793762207031 3735.0 1952.4366455078125 197.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845356 PEPMASS=465.107819 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_GE3_01_3125.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384929-01!(2S,3S)-3,5,7-trihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(O)C=CC(=C2)[C@@H]3OC4=CC(O)=CC(O)=C4C(=O)[C@H]3O)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H22O12/c22-6-13-15(26)17(28)19(30)21(33-13)32-11-3-7(1-2-9(11)24)20-18(29)16(27)14-10(25)4-8(23)5-12(14)31-20/h1-5,13,15,17-26,28-30H,6H2/t13-,15-,17+,18-,19-,20+,21-/m1/s1 INCHIAUX=CZOXIGOPZRIBJM-TZWBTVLISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845356 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845356 SCANS=204 125.02471160888672 630.0 133.03256225585938 291.0 149.02133178710938 267.0 150.9994659423828 222.0 152.01190185546875 708.0 153.01834106445312 307.0 159.05142211914062 137.0 169.0089874267578 152.0 175.03538513183594 132.0 178.99522399902344 567.0 217.05625915527344 405.0 231.06748962402344 290.0 256.0227355957031 106.0 257.03863525390625 202.0 258.0545654296875 175.0 259.0638427734375 191.0 275.0561218261719 937.0 284.02777099609375 273.0 285.0416259765625 1138.0 303.0511779785156 1070.0 379.1026611328125 294.0 421.1001281738281 398.0 437.1108093261719 2015.0 447.086669921875 601.0 447.4102783203125 83.0 465.1080322265625 5031.0 469.4795837402344 66.0 1190.7569580078125 116.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845362 PEPMASS=563.145264 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_GE3_01_3125.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384957-01!8-[3,5-dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]-5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(OC2OCC(O)C(O)C2O)C1O)C3=C4OC=C(C(=O)C4=C(O)C=C3O)C5=CC=C(O)C=C5 INCHI=InChI=1S/C26H28O14/c27-6-15-20(34)25(40-26-21(35)19(33)14(31)8-38-26)22(36)24(39-15)17-13(30)5-12(29)16-18(32)11(7-37-23(16)17)9-1-3-10(28)4-2-9/h1-5,7,14-15,19-22,24-31,33-36H,6,8H2 INCHIAUX=RUULGHDZDIUGRT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845362 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845362 SCANS=189 83.75800323486328 121.0 149.02357482910156 192.0 168.9291534423828 303.0 238.06158447265625 140.0 281.04071044921875 173.0 283.06103515625 2719.0 289.55340576171875 89.0 308.6871032714844 180.0 309.8548278808594 166.0 310.0614013671875 73.0 310.99249267578125 268.0 311.05609130859375 9690.0 315.53314208984375 91.0 323.0602111816406 258.0 329.8879699707031 98.0 371.0842590332031 177.0 413.0829162597656 322.0 518.1498413085938 150.0 562.0480346679688 54.0 563.14208984375 9529.0 564.140625 130.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845364 PEPMASS=343.115631 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_GA9_01_3203.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384644-01!(E)-1-(2-hydroxy-3,4,5,6-tetramethoxyphenyl)-3-phenylprop-2-en-1-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C(C(=O)\C=C\C2=CC=CC=C2)=C(OC)C(OC)=C1OC INCHI=InChI=1S/C19H20O6/c1-22-16-14(13(20)11-10-12-8-6-5-7-9-12)15(21)17(23-2)19(25-4)18(16)24-3/h5-11,21H,1-4H3/b11-10+ INCHIAUX=LETBAZLAGJPEIM-ZHACJKMWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845364 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845364 SCANS=429 227.03125 165.0 255.03330993652344 489.0 270.04046630859375 239.0 283.0203552246094 137.0 298.0438232421875 249.0 313.0735778808594 1138.0 328.0909118652344 839.0 343.1137390136719 468.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845366 PEPMASS=577.202515 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_GA9_01_3203.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180451-03!(3S,4S)-5-[(3S,4S)-4,10-dihydroxy-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromene-4,10-diol [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC2=C(C3=C(CO[C@@H](C)[C@H]3O)C(O)=C2C(OC)=C1)C4=C5C=C(OC)C=C(OC)C5=C(O)C6=C4[C@H](O)[C@H](C)OC6 INCHI=InChI=1S/C32H34O10/c1-13-29(33)27-19(11-41-13)31(35)23-17(7-15(37-3)9-21(23)39-5)25(27)26-18-8-16(38-4)10-22(40-6)24(18)32(36)20-12-42-14(2)30(34)28(20)26/h7-10,13-14,29-30,33-36H,11-12H2,1-6H3/t13-,14-,29+,30+/m0/s1 INCHIAUX=AVAQRWVGWWNBIN-CUAUGLLKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845366 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845366 SCANS=398 202.0265655517578 215.0 223.03826904296875 274.0 230.05987548828125 175.0 245.07957458496094 582.0 257.0821228027344 195.0 258.0885009765625 280.0 267.96453857421875 175.0 273.0743103027344 814.0 274.23114013671875 174.0 358.0783386230469 177.0 370.0802001953125 167.0 383.05841064453125 189.0 413.0691223144531 228.0 439.0862731933594 103.0 440.06494140625 389.0 445.11553955078125 223.0 447.13470458984375 259.0 473.17901611328125 277.0 475.13067626953125 449.0 487.15008544921875 214.0 490.16204833984375 773.0 503.0983581542969 177.0 505.1824035644531 291.0 518.1699829101562 496.0 529.1322631835938 380.0 533.1336059570312 175.0 533.184814453125 2038.0 562.171630859375 291.0 562.2308349609375 166.0 575.185546875 173.0 577.20849609375 2882.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845367 PEPMASS=639.166748 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_GA9_01_3203.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384507-01! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CO[C@@H]1[C@H](O)[C@H](C)O[C@@H](O[C@H]2[C@H](OC3=CC=CC4=C(O)C5=C6C(OC(=O)C7=C(C)C=CC(OC5=O)=C67)=C34)O[C@H](C)[C@H](O)[C@@H]2O)[C@H]1O INCHI=InChI=1S/C32H32O14/c1-10-8-9-15-18-16(10)29(38)45-26-17-13(23(35)20(19(18)26)30(39)43-15)6-5-7-14(17)44-32-28(24(36)21(33)11(2)42-32)46-31-25(37)27(40-4)22(34)12(3)41-31/h5-9,11-12,21-22,24-25,27-28,31-37H,1-4H3/t11-,12+,21+,22-,24+,25+,27-,28-,31+,32+/m1/s1 INCHIAUX=PONPPNYZKHNPKZ-BAHCCNBTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845367 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845367 SCANS=337 165.4051513671875 210.0 168.85098266601562 315.0 237.05067443847656 278.0 240.0380859375 167.0 288.0463562011719 166.0 294.0590515136719 217.0 303.8647155761719 82.0 304.0381774902344 409.0 304.5034484863281 64.0 306.6924133300781 220.0 329.2247009277344 309.0 331.041748046875 395.0 331.3669738769531 98.0 332.0320129394531 18897.0 332.6122131347656 144.0 333.0443420410156 883.0 333.1997985839844 196.0 333.6689147949219 75.0 357.0338134765625 198.0 418.0335388183594 124.0 444.4560546875 109.0 479.10748291015625 218.0 639.1727294921875 14641.0 640.1889038085938 432.0 643.3053588867188 143.0 1041.3544921875 213.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845370 PEPMASS=720.374451 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_GA9_01_3203.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384508-01!2-[2-[(5R,6R,7S,9S,11R,18S,19S)-19-amino-6-(3,4-dicarboxybutanoyloxy)-11,16,18-trihydroxy-5,9-dimethylicosan-7-yl]oxy-2-oxoethyl]butanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCC[C@@H](C)[C@@H](OC(=O)CC(CC(O)=O)C(O)=O)[C@H](C[C@@H](C)C[C@H](O)CCCCC(O)C[C@H](O)[C@H](C)N)OC(=O)CC(CC(O)=O)C(O)=O INCHI=InChI=1S/C34H59NO15/c1-5-6-9-20(3)32(50-31(44)17-23(34(47)48)15-29(41)42)27(49-30(43)16-22(33(45)46)14-28(39)40)13-19(2)12-24(36)10-7-8-11-25(37)18-26(38)21(4)35/h19-27,32,36-38H,5-18,35H2,1-4H3,(H,39,40)(H,41,42)(H,45,46)(H,47,48)/t19-,20+,21-,22?,23?,24+,25?,26-,27-,32+/m0/s1 INCHIAUX=UVBUBMSSQKOIBE-SDFZSQMVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845370 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845370 SCANS=277 70.47055053710938 100.0 70.53117370605469 218.0 71.01618957519531 248.0 89.08516693115234 238.0 97.15744018554688 279.0 110.31554412841797 263.0 113.02384185791016 4219.0 115.00086212158203 229.0 116.83323669433594 126.0 119.58335876464844 160.0 127.07044219970703 142.0 127.26516723632812 154.0 131.02989196777344 483.0 153.4192657470703 122.0 156.22998046875 127.0 157.01377868652344 57489.0 157.070556640625 92.0 157.2091064453125 276.0 157.2572479248047 79.0 158.01820373535156 533.0 158.67649841308594 125.0 158.917236328125 108.0 159.1766815185547 78.0 159.82058715820312 49.0 166.123779296875 184.0 169.4537353515625 113.0 175.02549743652344 1995.0 237.94595336914062 188.0 268.8480224609375 319.0 282.0153503417969 299.0 283.1915588378906 275.0 342.29205322265625 211.0 344.2408447265625 280.0 346.7209777832031 148.0 347.052001953125 239.0 348.7671203613281 377.0 360.05584716796875 260.0 369.1098937988281 59.0 371.3663024902344 166.0 402.31982421875 233.0 404.3475341796875 420.0 412.67938232421875 419.0 491.5411682128906 157.0 559.633544921875 165.0 560.33056640625 166.0 562.2776489257812 72.0 562.3593139648438 14773.0 563.3751831054688 1637.0 566.6272583007812 202.0 700.344970703125 272.0 701.7279663085938 151.0 702.36767578125 1279.0 703.3748779296875 195.0 712.2886962890625 132.0 720.3804931640625 12850.0 721.3822021484375 949.0 725.0673828125 69.0 726.099853515625 76.0 953.477783203125 87.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845371 PEPMASS=702.36499 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_GA9_01_3203.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384508-01!2-[2-[(5R,6R,7S,9S,11R,18S,19S)-19-amino-6-(3,4-dicarboxybutanoyloxy)-11,16,18-trihydroxy-5,9-dimethylicosan-7-yl]oxy-2-oxoethyl]butanedioic acid [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCC[C@@H](C)[C@@H](OC(=O)CC(CC(O)=O)C(O)=O)[C@H](C[C@@H](C)C[C@H](O)CCCCC(O)C[C@H](O)[C@H](C)N)OC(=O)CC(CC(O)=O)C(O)=O INCHI=InChI=1S/C34H59NO15/c1-5-6-9-20(3)32(50-31(44)17-23(34(47)48)15-29(41)42)27(49-30(43)16-22(33(45)46)14-28(39)40)13-19(2)12-24(36)10-7-8-11-25(37)18-26(38)21(4)35/h19-27,32,36-38H,5-18,35H2,1-4H3,(H,39,40)(H,41,42)(H,45,46)(H,47,48)/t19-,20+,21-,22?,23?,24+,25?,26-,27-,32+/m0/s1 INCHIAUX=UVBUBMSSQKOIBE-SDFZSQMVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845371 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845371 SCANS=340 80.53274536132812 299.0 111.08073425292969 400.0 112.04122924804688 1161.0 157.01382446289062 5121.0 157.04266357421875 361.0 166.08914184570312 234.0 175.02732849121094 300.0 326.1405944824219 120.0 354.40594482421875 508.0 518.3579711914062 114.0 526.3464965820312 590.0 543.33642578125 145.0 543.7914428710938 98.0 544.3418579101562 3423.0 639.1658935546875 90.0 684.3801879882812 381.0 702.3695068359375 5251.0 703.3682861328125 351.0 729.0257568359375 219.0 907.3333740234375 86.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845373 PEPMASS=769.248779 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_GA9_01_3203.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384651-01![(2R,3R,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-2-(hydroxymethyl)-4,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@H]2[C@H](OCCC3=CC=C(O)C(O)=C3)O[C@H](CO)[C@@H](OC(=O)\C=C\C4=CC=C(O)C(O)=C4)[C@@H]2O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C35H46O19/c1-14-24(42)26(44)28(46)33(49-14)53-31-30(52-23(41)8-5-16-3-6-18(37)20(39)11-16)22(13-36)51-35(48-10-9-17-4-7-19(38)21(40)12-17)32(31)54-34-29(47)27(45)25(43)15(2)50-34/h3-8,11-12,14-15,22,24-40,42-47H,9-10,13H2,1-2H3/b8-5+/t14-,15-,22+,24-,25-,26+,27+,28+,29+,30+,31-,32+,33-,34-,35+/m0/s1 INCHIAUX=IGQSSJMCEJLHAO-POHHJEECSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845373 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845373 SCANS=203 80.6722183227539 95.0 84.17098236083984 102.0 86.62665557861328 293.0 89.8302993774414 66.0 105.03311920166016 416.0 113.02375793457031 2142.0 123.04243469238281 325.0 131.02984619140625 218.0 132.0226287841797 281.0 133.02932739257812 6163.0 133.0829315185547 122.0 134.04299926757812 149.0 135.04420471191406 1800.0 136.77003479003906 173.0 137.02099609375 256.0 139.0343780517578 288.0 143.0303192138672 302.0 145.04408264160156 311.0 146.71409606933594 185.0 153.0552978515625 2541.0 161.02389526367188 36246.0 161.17562866210938 62.0 162.03286743164062 380.0 163.06004333496094 326.0 164.46185302734375 51.0 164.76968383789062 108.0 173.32395935058594 89.0 179.0400390625 1031.0 195.24166870117188 55.0 205.0589141845703 247.0 227.61212158203125 110.0 245.0437774658203 234.0 249.07748413085938 462.0 279.0990295410156 188.0 287.8307189941406 139.0 295.2436218261719 109.0 299.1141357421875 204.0 315.10369873046875 615.0 369.50738525390625 179.0 369.8257141113281 65.0 391.0389099121094 279.0 399.9444580078125 188.0 443.1658935546875 216.0 461.1660461425781 2881.0 466.69879150390625 288.0 469.1268310546875 198.0 589.2139282226562 381.0 607.2240600585938 8082.0 610.4312744140625 93.0 623.211669921875 221.0 624.2052001953125 75.0 725.2505493164062 137.0 731.0406494140625 190.0 766.3380126953125 94.0 767.9736328125 108.0 768.2293090820312 159.0 768.4039916992188 122.0 768.626220703125 79.0 768.7870483398438 114.0 768.8873901367188 127.0 769.2560424804688 23985.0 769.465087890625 133.0 769.5781860351562 153.0 770.2570190429688 2838.0 770.3444213867188 273.0 770.4085083007812 105.0 770.9697265625 121.0 771.6211547851562 108.0 774.0689697265625 72.0 774.2158813476562 157.0 774.2907104492188 86.0 797.120849609375 184.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845375 PEPMASS=381.081055 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_RA4_01_2966.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380391-01!2-(4a,9,10a-trihydroxy-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl)acetic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(CC(O)=O)CC2(O)C(=O)C3=CC=CC(O)=C3C(=O)C12O INCHI=InChI=1S/C16H16O8/c1-7-16(23)14(21)12-9(3-2-4-10(12)17)13(20)15(16,22)6-8(24-7)5-11(18)19/h2-4,7-8,17,22-23H,5-6H2,1H3,(H,18,19) INCHIAUX=JJKCJXIYVNHIOS-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845375 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845375 SCANS=218 161.020263671875 514.0 163.83648681640625 130.0 191.03521728515625 210.0 191.06578063964844 251.0 205.022705078125 203.0 206.01901245117188 676.0 216.04202270507812 141.0 219.0619354248047 226.0 229.04742431640625 1220.0 247.05902099609375 489.0 258.1872863769531 152.0 273.0840759277344 278.0 278.03326416015625 215.0 291.09552001953125 254.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845377 PEPMASS=527.23291 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_GC7_01_3034.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380191-01![(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl 7-methyloctanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CCCCCC(=O)OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H38O12/c1-10(2)6-4-3-5-7-13(23)30-9-12-15(25)17(27)19(29)21(32-12)33-20-18(28)16(26)14(24)11(8-22)31-20/h10-12,14-22,24-29H,3-9H2,1-2H3/t11-,12-,14-,15-,16+,17+,18-,19-,20-,21-/m1/s1 INCHIAUX=MGQMHWZXSBFPMH-PEQRZCQJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845377 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845377 SCANS=282 113.0251693725586 720.0 125.02531433105469 366.0 143.0420684814453 109.0 157.12217712402344 4182.0 157.48097229003906 160.0 161.0481414794922 804.0 179.05055236816406 149.0 181.11773681640625 173.0 323.098876953125 6526.0 341.0951232910156 378.0 341.1515808105469 274.0 481.2059631347656 478.0 481.2348937988281 640.0 527.242919921875 283.0 1969.8106689453125 247.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845379 PEPMASS=504.140991 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_GC7_01_3034.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380196-01!2-[5-chloro-7-(3,5-dihydroxyhexanoyloxy)-3-[(1E,3E,5E)-hepta-1,3,5-trienyl]-7-methyl-6,8-dioxoisoquinolin-2-yl]acetic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C\C=C\C=C\C1=CC2=C(Cl)C(=O)C(C)(OC(=O)CC(O)CC(C)O)C(=O)C2=CN1CC(O)=O INCHI=InChI=1S/C25H28ClNO8/c1-4-5-6-7-8-9-16-11-18-19(13-27(16)14-20(30)31)23(33)25(3,24(34)22(18)26)35-21(32)12-17(29)10-15(2)28/h4-9,11,13,15,17,28-29H,10,12,14H2,1-3H3,(H,30,31)/b5-4+,7-6+,9-8+ INCHIAUX=JFTUBAXWPXSZEH-ZAJAATJQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845379 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845379 SCANS=305 115.62010955810547 187.0 147.06939697265625 689.0 152.1265869140625 139.0 178.05770874023438 225.0 217.02474975585938 240.0 220.0352783203125 278.0 232.1109161376953 173.0 251.05076599121094 236.0 266.12738037109375 315.0 273.05194091796875 354.0 274.0813293457031 247.0 274.12005615234375 225.0 288.0798034667969 342.0 297.0465393066406 221.0 309.05023193359375 148.0 311.37237548828125 170.0 311.4231262207031 122.0 311.6201171875 312.0 311.95513916015625 84.0 312.0755920410156 2303.0 336.10772705078125 423.0 354.0928039550781 587.0 372.0989074707031 388.0 442.136962890625 123.0 1334.56787109375 252.0 1612.3394775390625 66.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845382 PEPMASS=532.172607 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_GC7_01_3034.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380198-01!4-[5-chloro-7-(3,5-dihydroxyhexanoyloxy)-3-[(1E,3E,5E)-hepta-1,3,5-trienyl]-7-methyl-6,8-dioxoisoquinolin-2-yl]butanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C\C=C\C=C\C1=CC2=C(Cl)C(=O)C(C)(OC(=O)CC(O)CC(C)O)C(=O)C2=CN1CCCC(O)=O INCHI=InChI=1S/C27H32ClNO8/c1-4-5-6-7-8-10-18-14-20-21(16-29(18)12-9-11-22(32)33)25(35)27(3,26(36)24(20)28)37-23(34)15-19(31)13-17(2)30/h4-8,10,14,16-17,19,30-31H,9,11-13,15H2,1-3H3,(H,32,33)/b5-4+,7-6+,10-8+ INCHIAUX=LREHNMAHTSUHBC-JWVJYVHFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845382 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845382 SCANS=327 139.1580047607422 251.0 147.0676727294922 895.0 152.57980346679688 218.0 188.0440673828125 269.0 235.0946502685547 283.0 236.09884643554688 142.0 254.1188507080078 202.0 280.09832763671875 1901.0 298.06585693359375 1887.0 384.13897705078125 252.0 446.14227294921875 1006.0 1616.6798095703125 202.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845383 PEPMASS=625.273987 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_GC7_01_3034.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380197-01!2-[[2-(1,3-dicarboxypropyl)-6,6,9a-trimethyl-5-[(2E,4E,6E)-octa-2,4,6-trienoyl]oxy-1-oxo-4,5,5a,7,8,9-hexahydro-3H-benzo[e]isoindol-4-yl]amino]pentanedioic acid [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C\C=C\C=C\C(=O)OC1C(NC(CCC(O)=O)C(O)=O)C2=C(C(=O)N(C2)C(CCC(O)=O)C(O)=O)C3(C)CCCC(C)(C)C13 INCHI=InChI=1S/C33H44N2O11/c1-5-6-7-8-9-11-24(40)46-27-26(34-20(30(42)43)12-14-22(36)37)19-18-35(21(31(44)45)13-15-23(38)39)29(41)25(19)33(4)17-10-16-32(2,3)28(27)33/h5-9,11,20-21,26-28,34H,10,12-18H2,1-4H3,(H,36,37)(H,38,39)(H,42,43)(H,44,45)/b6-5+,8-7+,11-9+ INCHIAUX=QBDBVPLPOMHRPN-DWRCERIWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845383 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845383 SCANS=413 102.05437469482422 177.0 128.034912109375 2311.0 156.0666961669922 206.0 187.15126037597656 933.0 213.11827087402344 535.0 215.8533477783203 60.0 224.13665771484375 107.0 228.13746643066406 171.0 228.9817657470703 188.0 230.68980407714844 46.0 239.74595642089844 82.0 243.48094177246094 130.0 248.2583770751953 403.0 248.3251190185547 120.0 249.1340789794922 266.0 254.1457977294922 120.0 255.12835693359375 199.0 258.1864318847656 262.0 259.1820983886719 403.0 267.0709533691406 142.0 268.16033935546875 257.0 269.1281433105469 263.0 270.1859130859375 994.0 272.2024230957031 690.0 280.1441345214844 347.0 287.20697021484375 561.0 288.19464111328125 136.0 295.166259765625 208.0 296.1684265136719 350.0 297.15966796875 287.0 297.19830322265625 82.0 299.1484680175781 410.0 311.1269836425781 75.0 311.6708679199219 101.0 313.1900634765625 3146.0 313.2347717285156 149.0 314.1612548828125 269.0 314.7642517089844 115.0 315.2099609375 187.0 320.1988830566406 174.0 327.2079772949219 178.0 329.1793518066406 195.0 338.20245361328125 199.0 339.163818359375 554.0 339.1935729980469 447.0 339.2456970214844 155.0 353.0884704589844 107.0 353.22186279296875 235.0 355.238037109375 391.0 355.8011474609375 80.0 356.9940185546875 113.0 357.18060302734375 143.0 381.21612548828125 1455.0 383.20001220703125 567.0 388.1625671386719 149.0 399.2291564941406 1675.0 399.91082763671875 119.0 407.1965026855469 294.0 413.1810607910156 190.0 418.1018371582031 193.0 424.39813232421875 306.0 425.20965576171875 4181.0 443.2171630859375 8974.0 451.2292785644531 279.0 455.907470703125 108.0 469.20111083984375 5371.0 470.208984375 344.0 485.6667785644531 55.0 485.72174072265625 64.0 486.2748107910156 81.0 486.5115661621094 61.0 486.6602478027344 214.0 486.95745849609375 267.0 487.1121826171875 170.0 487.20892333984375 27395.0 487.8365783691406 158.0 487.89483642578125 79.0 488.2152099609375 279.0 510.7576599121094 109.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845386 PEPMASS=853.440247 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_GC7_01_3034.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380193-01!16-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-acetyloxy-5-hydroxy-6-(hydroxymethyl)-3-(3-hydroxyoctanoyloxy)oxan-2-yl]oxy-6-(acetyloxymethyl)-3,4-dihydroxyoxan-2-yl]oxy-3,15-dihydroxyhexadecanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC(O)CC(=O)O[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](OCC(O)CCCCCCCCCCCC(O)CC(O)=O)O[C@@H]2COC(C)=O)O[C@H](CO)[C@@H](O)[C@@H]1OC(C)=O INCHI=InChI=1S/C40H70O19/c1-4-5-13-16-27(45)20-32(49)58-38-37(55-25(3)43)33(50)29(21-41)56-40(38)59-36-30(23-53-24(2)42)57-39(35(52)34(36)51)54-22-28(46)18-15-12-10-8-6-7-9-11-14-17-26(44)19-31(47)48/h26-30,33-41,44-46,50-52H,4-23H2,1-3H3,(H,47,48)/t26?,27?,28?,29-,30-,33-,34-,35-,36-,37+,38-,39-,40+/m1/s1 INCHIAUX=AERAMEUFSDVACO-BNDUWSGGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845386 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845386 SCANS=398 73.03121185302734 289.0 75.00897216796875 256.0 75.26871490478516 170.0 81.03606414794922 374.0 83.0161361694336 195.0 85.02983093261719 778.0 87.00814819335938 494.0 95.01234436035156 995.0 97.02970123291016 291.0 107.04820251464844 217.0 111.0452651977539 442.0 113.0237808227539 2012.0 115.04205322265625 188.0 119.03043365478516 581.0 124.0169677734375 858.0 125.02362060546875 925.0 135.0408935546875 235.0 139.0358123779297 420.0 141.0904541015625 366.0 143.03236389160156 1095.0 147.042236328125 387.0 159.03070068359375 326.0 159.10311889648438 1797.0 161.0425262451172 592.0 164.04202270507812 243.0 172.96778869628906 171.0 179.05502319335938 226.0 191.0218048095703 223.0 195.06295776367188 65.0 203.060791015625 200.0 205.03187561035156 171.0 209.04261779785156 219.0 213.18324279785156 193.0 225.1904296875 219.0 235.45074462890625 58.0 239.20431518554688 608.0 240.1788330078125 170.0 241.17843627929688 234.0 243.1962432861328 1707.0 251.19834899902344 202.0 259.2313232421875 218.0 263.07525634765625 168.0 267.1758117675781 263.0 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123.0 669.3348388671875 2356.0 669.4559936523438 154.0 670.3248901367188 359.0 675.3115234375 244.0 676.3103637695312 140.0 691.2189331054688 117.0 693.3409423828125 3666.0 694.3403930664062 211.0 708.22216796875 69.0 710.6199340820312 122.0 711.2034912109375 49.0 711.345703125 13396.0 711.484619140625 216.0 712.2047119140625 64.0 712.3494873046875 1793.0 722.3453369140625 89.0 735.3668823242188 219.0 752.3031005859375 120.0 752.5311279296875 81.0 752.88818359375 211.0 753.356201171875 4330.0 754.3761596679688 508.0 773.369384765625 140.0 775.4265747070312 319.0 776.4188842773438 91.0 793.3436279296875 138.0 793.4169311523438 571.0 817.4156494140625 241.0 835.4323120117188 4404.0 836.451904296875 705.0 849.0454711914062 116.0 850.6821899414062 65.0 851.9708862304688 63.0 852.7266845703125 251.0 853.1778564453125 145.0 853.3368530273438 195.0 853.4451904296875 17842.0 854.448974609375 3737.0 855.0588989257812 143.0 855.3872680664062 140.0 858.4789428710938 173.0 858.6671142578125 201.0 1696.78759765625 402.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845387 PEPMASS=373.200989 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_RC5_01_3163.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347544-02!4-hydroxy-3-[(E)-7-hydroxy-3,7-dimethyl-4-oxooct-5-enyl]-5-(3-methylbut-2-enyl)benzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CCC1=CC(=CC(CC=C(C)C)=C1O)C(O)=O)C(=O)\C=C\C(C)(C)O INCHI=InChI=1S/C22H30O5/c1-14(2)6-8-16-12-18(21(25)26)13-17(20(16)24)9-7-15(3)19(23)10-11-22(4,5)27/h6,10-13,15,24,27H,7-9H2,1-5H3,(H,25,26)/b11-10+ INCHIAUX=LQMRAHHWCLZHQD-ZHACJKMWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845387 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845387 SCANS=394 120.0546646118164 224.0 123.08028411865234 57.0 132.0572052001953 196.0 138.03726196289062 153.0 138.47592163085938 205.0 175.1059112548828 159.0 187.11302185058594 540.0 231.09646606445312 94.0 250.0854949951172 269.0 272.7808837890625 177.0 331.2325744628906 109.0 373.20294189453125 3400.0 389.6843566894531 49.0 1570.0872802734375 103.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845390 PEPMASS=497.128052 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_RC5_01_3163.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385785-01!(2R,3R,4S,5S,6R)-2-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2CC3=C(O)C=C(O)C=C3OC2C4=CC(O)=C(O)C=C4)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H24O11/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8/h1-5,15-29H,6-7H2/t15?,16-,17-,18+,19-,20?,21-/m1/s1 INCHIAUX=YOVYWMDLYSJYPO-ANWIJZKESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845390 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845390 SCANS=143 125.0235366821289 1011.0 137.02383422851562 6204.0 138.02398681640625 318.0 144.14700317382812 138.0 145.02378845214844 215.0 150.0344696044922 552.0 151.0372314453125 1049.0 161.05859375 186.0 166.02359008789062 272.0 179.0343017578125 206.0 185.0620574951172 247.0 203.0696563720703 195.0 253.050537109375 397.0 271.0601501464844 1679.0 288.97332763671875 117.0 289.0727844238281 296.0 313.0904235839844 215.0 325.09820556640625 276.0 329.090576171875 476.0 450.8236083984375 123.0 450.9074401855469 143.0 450.9784851074219 149.0 451.04010009765625 121.0 451.1276550292969 5376.0 798.6439819335938 56.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845392 PEPMASS=507.113159 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_RC5_01_3163.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385786-01!5,8-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C(O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)=C(OC2=C1O)C4=CC=C(O)C=C4 INCHI=InChI=1S/C22H22O11/c1-8-14(25)17(28)18(29)22(31-8)33-21-16(27)13-11(24)7-12(30-2)15(26)20(13)32-19(21)9-3-5-10(23)6-4-9/h3-8,14,17-18,22-26,28-29H,1-2H3/t8-,14-,17+,18+,22-/m0/s1 INCHIAUX=SSVHQKZUFBBLJY-OELQVNMVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845392 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845392 SCANS=254 226.191162109375 129.0 243.0336151123047 158.0 255.03009033203125 239.0 265.6096496582031 79.0 271.0199279785156 439.0 272.0308837890625 681.0 299.0218200683594 1184.0 300.0281982421875 906.0 314.04229736328125 2256.0 315.0518493652344 5142.0 330.202880859375 58.0 357.0605163574219 151.0 461.1117858886719 5667.0 461.1823425292969 293.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845393 PEPMASS=625.248413 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_RC5_01_3163.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385791-01! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC12CCC3C(CCC5(OC4OC(CO)C(O)C(O)C4O)C6OC6CCC35O)C1(O)CC(O)C2C7=COC(=O)C=C7 INCHI=InChI=1S/C29H40O12/c1-26-7-4-14-15(28(26,37)10-16(31)20(26)13-2-3-19(32)38-12-13)5-9-29(24-17(39-24)6-8-27(14,29)36)41-25-23(35)22(34)21(33)18(11-30)40-25/h2-3,12,14-18,20-25,30-31,33-37H,4-11H2,1H3 INCHIAUX=XYUXECAMXQZDMY-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845393 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845393 SCANS=187 83.01469421386719 315.0 110.03572082519531 161.0 113.021484375 656.0 123.04348754882812 225.0 131.0231170654297 207.0 135.0742645263672 173.0 145.06036376953125 113.0 159.03103637695312 433.0 161.04396057128906 1197.0 170.2718963623047 68.0 209.09654235839844 176.0 211.1200714111328 127.0 259.1737976074219 177.0 265.16314697265625 172.0 274.4615173339844 503.0 292.9454040527344 119.0 309.185302734375 1152.0 313.1808776855469 143.0 319.168212890625 155.0 335.1989440917969 345.0 337.1856689453125 386.0 355.1939697265625 1263.0 371.173828125 220.0 373.205810546875 1493.0 389.1930236816406 711.0 405.8756408691406 140.0 413.2025146484375 329.0 417.19354248046875 2754.0 420.6115417480469 99.0 423.2066955566406 113.0 533.2310180664062 261.0 535.2570190429688 1172.0 551.2325439453125 171.0 577.3693237304688 98.0 578.6680908203125 134.0 579.2459106445312 28982.0 579.4375 89.0 579.4857788085938 126.0 580.2470703125 216.0 580.6875 93.0 583.6903076171875 132.0 603.2220458984375 61.0 625.2544555664062 124.0 1518.5814208984375 142.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845396 PEPMASS=519.110291 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_GE8_01_3047.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385209-01![2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-4-oxo-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-8-yl] acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C(O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)=C(OC2=C1OC(C)=O)C4=CC(O)=C(O)C=C4 INCHI=InChI=1S/C24H24O13/c1-8-16(29)18(31)19(32)24(34-8)37-23-17(30)15-13(28)7-14(33-3)21(35-9(2)25)22(15)36-20(23)10-4-5-11(26)12(27)6-10/h4-8,16,18-19,24,26-29,31-32H,1-3H3/t8-,16-,18+,19+,24-/m0/s1 INCHIAUX=XCQNRWMPPLJRCM-PZSVWFBASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845396 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845396 SCANS=291 107.31006622314453 223.0 163.03781127929688 234.0 165.98863220214844 255.0 181.63893127441406 454.0 185.98269653320312 56.0 195.45474243164062 93.0 206.99017333984375 363.0 213.02093505859375 256.0 217.01487731933594 294.0 245.00245666503906 132.0 270.0103454589844 219.0 301.0362854003906 320.0 315.01263427734375 2248.0 316.0272521972656 757.0 330.0361328125 709.0 331.0408630371094 460.0 357.0185852050781 285.0 372.046630859375 6069.0 373.05767822265625 5588.0 477.1074523925781 2087.0 519.1109619140625 2633.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845397 PEPMASS=555.085999 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_GE8_01_3047.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385209-01![2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-4-oxo-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-8-yl] acetate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C(O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)=C(OC2=C1OC(C)=O)C4=CC(O)=C(O)C=C4 INCHI=InChI=1S/C24H24O13/c1-8-16(29)18(31)19(32)24(34-8)37-23-17(30)15-13(28)7-14(33-3)21(35-9(2)25)22(15)36-20(23)10-4-5-11(26)12(27)6-10/h4-8,16,18-19,24,26-29,31-32H,1-3H3/t8-,16-,18+,19+,24-/m0/s1 INCHIAUX=XCQNRWMPPLJRCM-PZSVWFBASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845397 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845397 SCANS=294 222.01336669921875 154.0 287.0140686035156 173.0 329.0873107910156 118.0 329.5469970703125 139.0 330.029541015625 169.0 372.049072265625 683.0 373.050537109375 276.0 464.2458801269531 100.0 477.1547546386719 305.0 516.75830078125 143.0 519.044677734375 82.0 519.1134033203125 1356.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845399 PEPMASS=521.125793 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_GE8_01_3047.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385512-01!5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6-dimethoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(C=C1)C2=C(OC)C(=O)C3=C(O)C(OC)=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3O2 INCHI=InChI=1S/C24H26O13/c1-32-11-5-4-9(6-10(11)26)21-23(34-3)18(29)15-12(35-21)7-13(22(33-2)17(15)28)36-24-20(31)19(30)16(27)14(8-25)37-24/h4-7,14,16,19-20,24-28,30-31H,8H2,1-3H3/t14-,16-,19+,20-,24-/m1/s1 INCHIAUX=GGMCFLXPZMBJMV-NPVWYNPDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845399 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845399 SCANS=260 106.3387451171875 282.0 179.58755493164062 192.0 242.96499633789062 212.0 300.02783203125 538.0 301.03045654296875 178.0 328.0080261230469 372.0 343.0443115234375 2182.0 346.2749328613281 137.0 358.0782470703125 219.0 359.0780334472656 293.0 506.10809326171875 1793.0 521.1260986328125 1826.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845402 PEPMASS=567.130249 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_GE8_01_3047.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385512-01!5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6-dimethoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(C=C1)C2=C(OC)C(=O)C3=C(O)C(OC)=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3O2 INCHI=InChI=1S/C24H26O13/c1-32-11-5-4-9(6-10(11)26)21-23(34-3)18(29)15-12(35-21)7-13(22(33-2)17(15)28)36-24-20(31)19(30)16(27)14(8-25)37-24/h4-7,14,16,19-20,24-28,30-31H,8H2,1-3H3/t14-,16-,19+,20-,24-/m1/s1 INCHIAUX=GGMCFLXPZMBJMV-NPVWYNPDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845402 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845402 SCANS=262 283.0281066894531 108.0 300.0194091796875 322.0 328.0198059082031 563.0 329.0304260253906 127.0 343.0453186035156 3675.0 344.0514831542969 209.0 345.0621032714844 251.0 346.12310791015625 100.0 359.0768737792969 4071.0 366.06488037109375 139.0 371.0586853027344 309.0 381.101318359375 274.0 401.081298828125 90.0 491.0777893066406 288.0 506.1122131347656 846.0 507.1065673828125 145.0 517.4522705078125 92.0 520.3137817382812 101.0 521.1304931640625 5033.0 525.8150024414062 81.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845407 PEPMASS=655.146545 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_GE8_01_3047.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385199-01!2-[3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]phenyl]-5,7-dihydroxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C=C(C=C2)C4=CC(=O)C5=C(O)C=C(O)C=C5O4)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C27H30O16/c28-7-17-20(33)22(35)24(37)26(42-17)40-13-2-1-9(14-6-12(32)19-11(31)4-10(30)5-16(19)39-14)3-15(13)41-27-25(38)23(36)21(34)18(8-29)43-27/h1-6,17-18,20-31,33-38H,7-8H2/t17-,18-,20-,21-,22+,23+,24-,25-,26-,27-/m1/s1 INCHIAUX=XKAYFELZCPZDEK-IPOZFMEPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845407 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845407 SCANS=206 133.0303192138672 217.0 140.40975952148438 310.0 142.0880584716797 58.0 151.04627990722656 224.0 152.4215087890625 95.0 198.0312957763672 153.0 217.05331420898438 231.0 220.18226623535156 173.0 284.0339050292969 434.0 284.5461120605469 56.0 285.0391845703125 12724.0 285.80072021484375 163.0 327.050048828125 97.0 330.0169677734375 159.0 360.7130432128906 188.0 447.0933532714844 13979.0 447.7041931152344 94.0 448.065185546875 215.0 806.489990234375 54.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845409 PEPMASS=345.133514 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_RC10_01_2987.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385444-01!5-(3,4-dihydroxyphenyl)-6,7-dimethyl-5,6,7,8-tetrahydronaphthalene-2,3-diol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CC2=CC(O)=C(O)C=C2C(C1C)C3=CC=C(O)C(O)=C3 INCHI=InChI=1S/C18H20O4/c1-9-5-12-7-16(21)17(22)8-13(12)18(10(9)2)11-3-4-14(19)15(20)6-11/h3-4,6-10,18-22H,5H2,1-2H3 INCHIAUX=MUBLYIKZGKHTMF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845409 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845409 SCANS=335 148.0740203857422 263.0 241.0563507080078 309.0 299.1276550292969 3717.0 301.9727783203125 103.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845411 PEPMASS=404.098206 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_RC10_01_2987.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385443-01!(2S)-3-(3,4-dihydroxyphenyl)-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]propanoic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC(=O)[C@H](CC1=CC(O)=C(O)C=C1)NC(=O)\C=C\C2=CC(O)=C(O)C=C2 INCHI=InChI=1S/C18H17NO7/c20-13-4-1-10(8-15(13)22)3-6-17(24)19-12(18(25)26)7-11-2-5-14(21)16(23)9-11/h1-6,8-9,12,20-23H,7H2,(H,19,24)(H,25,26)/b6-3+/t12-/m0/s1 INCHIAUX=GPZFXSWMDFBRGS-UXONFWTHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845411 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845411 SCANS=193 135.0443878173828 1226.0 139.29171752929688 163.0 160.0393524169922 239.0 161.0234375 704.0 178.0531463623047 798.0 222.0464324951172 1200.0 230.2557373046875 243.0 314.1018371582031 179.0 358.0964660644531 1995.0 361.2608337402344 118.0 1371.6436767578125 245.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845413 PEPMASS=787.096863 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_RC10_01_2987.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385468-01![(2R,3S,4S,5R,6S)-4-hydroxy-3,5,6-tris[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@@H](COC(=O)C3=CC(O)=C(O)C(O)=C3)O[C@@H](OC(=O)C4=CC(O)=C(O)C(O)=C4)[C@@H]1OC(=O)C5=CC(O)=C(O)C(O)=C5 INCHI=InChI=1S/C34H28O22/c35-14-1-10(2-15(36)23(14)43)30(48)52-9-22-28(54-31(49)11-3-16(37)24(44)17(38)4-11)27(47)29(55-32(50)12-5-18(39)25(45)19(40)6-12)34(53-22)56-33(51)13-7-20(41)26(46)21(42)8-13/h1-8,22,27-29,34-47H,9H2/t22-,27+,28-,29-,34+/m1/s1 INCHIAUX=YXZYFHXWEOAXLF-UGAZNADUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845413 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845413 SCANS=211 73.81291961669922 233.0 85.02996063232422 237.0 106.34493255615234 286.0 111.40177917480469 234.0 113.0224838256836 229.0 119.01187133789062 232.0 123.01151275634766 1490.0 124.0171890258789 168.0 125.02566528320312 4512.0 126.03446197509766 159.0 131.85299682617188 60.0 135.04263305664062 149.0 139.00350952148438 667.0 141.5612335205078 111.0 151.04330444335938 237.0 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300.0603942871094 66.0 301.02239990234375 358.0 313.0521545410156 682.0 316.7782897949219 185.0 317.420654296875 140.0 332.20526123046875 119.0 344.9549560546875 622.0 386.8111572265625 432.0 423.0569152832031 451.0 429.0520324707031 355.0 447.064453125 1460.0 448.0632019042969 536.0 449.07415771484375 917.0 450.08343505859375 192.0 465.07122802734375 3631.0 603.6106567382812 50.0 612.4354858398438 113.0 612.5552368164062 65.0 613.6201171875 133.0 615.7247924804688 124.0 615.9674682617188 192.0 616.3094482421875 112.0 616.8587036132812 113.0 616.97216796875 172.0 617.0805053710938 24074.0 617.31591796875 139.0 618.0791015625 2961.0 618.1481323242188 126.0 618.7826538085938 70.0 619.0858154296875 142.0 635.0960693359375 122.0 701.42529296875 297.0 785.2955932617188 95.0 786.7288208007812 53.0 786.9268188476562 187.0 787.029541015625 165.0 787.1080322265625 4263.0 788.0936889648438 220.0 789.1336669921875 258.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845415 PEPMASS=919.26825 CHARGE=1 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SMILES=OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](CO)O[C@@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC(O)=C(O)C=C5)[C@@H]2O)[C@H](O[C@@H]6OC[C@@H](O)[C@H](O)[C@H]6O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C32H38O21/c33-6-16-20(41)23(44)29(53-30-24(45)19(40)14(39)8-47-30)32(50-16)51-27-21(42)17(7-34)49-31(25(27)46)52-28-22(43)18-13(38)4-10(35)5-15(18)48-26(28)9-1-2-11(36)12(37)3-9/h1-5,14,16-17,19-21,23-25,27,29-42,44-46H,6-8H2/t14-,16-,17-,19+,20-,21-,23+,24-,25-,27+,29-,30+,31+,32+/m1/s1 INCHIAUX=RWMOXJYSVNRRGE-UKBOIMOLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845421 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845421 SCANS=174 151.00262451171875 552.0 178.9954376220703 247.0 215.0338592529297 213.0 243.0352020263672 272.0 255.0305938720703 352.0 271.0240783691406 1205.0 273.04302978515625 190.0 299.0199279785156 2197.0 300.02410888671875 7873.0 301.03375244140625 1194.0 302.1126708984375 91.0 329.0162048339844 332.0 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NAME=NCGC00384600-01![(2S,3R,4S,5S,6R)-2-[3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@H]2[C@H](OC3=C(OC4=CC(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5OC(=O)\C=C\C6=CC=C(O)C=C6)=CC(O)=C4C3=O)C7=CC=C(O)C=C7)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C42H46O22/c1-16-28(49)32(53)35(56)40(57-16)64-39-34(55)30(51)25(15-44)61-42(39)63-37-31(52)27-22(47)12-21(13-23(27)59-36(37)18-5-9-20(46)10-6-18)58-41-38(33(54)29(50)24(14-43)60-41)62-26(48)11-4-17-2-7-19(45)8-3-17/h2-13,16,24-25,28-30,32-35,38-47,49-51,53-56H,14-15H2,1H3/b11-4+/t16-,24+,25+,28-,29+,30+,32+,33-,34-,35+,38+,39+,40-,41+,42-/m0/s1 INCHIAUX=UDSPVVBVMAWQTL-ZPEFJKHXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 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283.52783203125 314.0 284.032470703125 45430.0 284.09423828125 156.0 284.79754638671875 220.0 285.0401306152344 5907.0 286.7781982421875 122.0 295.1376037597656 206.0 297.0430908203125 330.0 303.1830139160156 155.0 308.02984619140625 325.0 309.04608154296875 356.0 323.0496520996094 218.0 326.0455322265625 345.0 327.0474853515625 417.0 357.07928466796875 289.0 360.2358703613281 60.0 369.054931640625 104.0 387.0601806640625 102.0 399.47332763671875 69.0 411.0877990722656 212.0 428.0733337402344 400.0 429.0928649902344 745.0 447.0994567871094 429.0 471.08587646484375 226.0 473.1040344238281 75.0 580.4540405273438 249.0 584.6199340820312 114.0 591.414306640625 90.0 592.0701904296875 510.0 592.1233520507812 1376.0 593.1499633789062 28798.0 593.4185791015625 60.0 593.8543090820312 93.0 594.153076171875 2653.0 595.1509399414062 114.0 597.3200073242188 131.0 598.424072265625 131.0 606.267822265625 136.0 737.198974609375 295.0 738.2268676757812 153.0 877.5651245117188 132.0 898.4562377929688 79.0 899.9278564453125 120.0 900.20458984375 77.0 900.7894897460938 81.0 901.148681640625 255.0 901.2421875 8332.0 902.0267333984375 107.0 902.2471313476562 2214.0 903.3951416015625 125.0 904.0021362304688 107.0 907.44921875 205.0 1879.02783203125 107.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845426 PEPMASS=483.147827 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_RA11_01_2973.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168898-03!4-hydroxy-7-methyl-2-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-2,3-dihydrofuro[3,2-g]chromen-5-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1=CC(=O)C2=C(O1)C=C3OC(CC3=C2O)C(C)(C)OC4OC(CO)C(O)C(O)C4O INCHI=InChI=1S/C21H26O10/c1-8-4-10(23)15-12(28-8)6-11-9(16(15)24)5-14(29-11)21(2,3)31-20-19(27)18(26)17(25)13(7-22)30-20/h4,6,13-14,17-20,22,24-27H,5,7H2,1-3H3 INCHIAUX=KHWKLNXMSVVKCH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845426 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845426 SCANS=265 101.02339935302734 275.0 141.01876831054688 351.0 257.08331298828125 2621.0 275.09100341796875 796.0 282.08197021484375 172.0 298.12750244140625 172.0 437.1466064453125 2343.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845428 PEPMASS=497.106293 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_RA11_01_2973.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169854-03!4,4-bis(6,8-dihydroxy-3-methyl-1-oxoisochromen-7-yl)-2-methoxybutanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(CC(C1=C(O)C2=C(C=C(C)OC2=O)C=C1O)C3=C(O)C4=C(C=C(C)OC4=O)C=C3O)C(O)=O INCHI=InChI=1S/C25H22O11/c1-9-4-11-6-14(26)19(21(28)17(11)24(32)35-9)13(8-16(34-3)23(30)31)20-15(27)7-12-5-10(2)36-25(33)18(12)22(20)29/h4-7,13,16,26-29H,8H2,1-3H3,(H,30,31) INCHIAUX=DYFXVIVUWANJGN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845428 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845428 SCANS=361 146.69471740722656 245.0 149.06478881835938 274.0 187.03848266601562 206.0 191.03504943847656 12894.0 201.05422973632812 548.0 214.0299835205078 326.0 215.0333251953125 174.0 216.35255432128906 255.0 217.05014038085938 1127.0 218.05673217773438 116.0 227.03250122070312 242.0 227.063232421875 98.0 229.0513458251953 10965.0 230.07057189941406 307.0 231.06820678710938 1602.0 240.62802124023438 83.0 246.2180938720703 188.0 250.04344177246094 229.0 257.4383239746094 305.0 259.9465026855469 85.0 260.972900390625 70.0 261.0772399902344 13597.0 271.0635986328125 120.0 271.5422058105469 67.0 272.8349609375 285.0 273.0384216308594 5558.0 273.1078186035156 103.0 274.0451965332031 111.0 305.06854248046875 3474.0 359.06494140625 375.0 359.152587890625 60.0 377.067626953125 229.0 403.0840759277344 1027.0 465.08721923828125 468.0 479.0896301269531 156.0 497.0538635253906 255.0 497.1101989746094 11044.0 512.7562866210938 67.0 530.4861450195312 74.0 1915.5345458984375 48.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845430 PEPMASS=579.131897 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_RA11_01_2973.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380485-01!4-(3,4-dihydroxyphenyl)-7-hydroxy-5-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-2-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1COC(OCC2OC(OC3=C4C(OC(=O)C=C4C5=CC=C(O)C(O)=C5)=CC(O)=C3)C(O)C(O)C2O)C(O)C1O INCHI=InChI=1S/C26H28O15/c27-10-4-15-19(11(6-18(31)39-15)9-1-2-12(28)13(29)3-9)16(5-10)40-26-24(36)22(34)21(33)17(41-26)8-38-25-23(35)20(32)14(30)7-37-25/h1-6,14,17,20-30,32-36H,7-8H2 INCHIAUX=XSUATNGSAZMWRU-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845430 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845430 SCANS=176 141.11569213867188 227.0 142.21583557128906 230.0 150.5845489501953 74.0 175.0420684814453 1178.0 177.0210723876953 409.0 178.68896484375 76.0 187.04086303710938 305.0 189.0550994873047 99.0 199.03765869140625 594.0 201.01864624023438 642.0 213.05630493164062 239.0 215.89280700683594 119.0 243.0331573486328 400.0 257.0508728027344 466.0 267.02935791015625 166.0 285.04022216796875 33870.0 285.1089172363281 87.0 285.30218505859375 103.0 288.1781311035156 128.0 402.04107666015625 163.0 577.5149536132812 344.0 579.13134765625 5482.0 579.578857421875 234.0 593.8046875 100.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845432 PEPMASS=625.154419 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_RA11_01_2973.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380485-01!4-(3,4-dihydroxyphenyl)-7-hydroxy-5-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1COC(OCC2OC(OC3=C4C(OC(=O)C=C4C5=CC=C(O)C(O)=C5)=CC(O)=C3)C(O)C(O)C2O)C(O)C1O INCHI=InChI=1S/C26H28O15/c27-10-4-15-19(11(6-18(31)39-15)9-1-2-12(28)13(29)3-9)16(5-10)40-26-24(36)22(34)21(33)17(41-26)8-38-25-23(35)20(32)14(30)7-37-25/h1-6,14,17,20-30,32-36H,7-8H2 INCHIAUX=XSUATNGSAZMWRU-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845432 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845432 SCANS=419 215.03062438964844 161.0 229.0572967529297 789.0 239.09039306640625 267.0 255.0298614501953 507.0 261.0734558105469 1597.0 273.0439453125 661.0 305.071533203125 155.0 319.0785827636719 924.0 320.0846252441406 148.0 388.5647277832031 352.0 389.12335205078125 79.0 549.1366577148438 186.0 619.6646728515625 62.0 625.1437377929688 287.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845433 PEPMASS=737.334534 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_RA11_01_2973.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169308-03!5-[(3S,8R,10R,13R,14S,17R)-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@H]3CC[C@]4(C)C5CC[C@]6(C)[C@H](CC[C@]6(O)[C@@H]5CCC4=C3)C7=COC(=O)C=C7)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C36H52O13/c1-17-26(39)27(40)29(42)32(46-17)49-31-24(15-37)48-33(30(43)28(31)41)47-20-8-11-34(2)19(14-20)5-6-23-22(34)9-12-35(3)21(10-13-36(23,35)44)18-4-7-25(38)45-16-18/h4,7,14,16-17,20-24,26-33,37,39-44H,5-6,8-13,15H2,1-3H3/t17-,20-,21+,22?,23+,24+,26-,27+,28+,29+,30+,31+,32-,33+,34-,35+,36-/m0/s1 INCHIAUX=KKOLMSSIDZXPLS-YIWDLVGLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845433 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845433 SCANS=315 83.01750946044922 286.0 85.03243255615234 927.0 85.20649719238281 70.0 93.03482818603516 371.0 99.01203918457031 153.0 101.02629852294922 1354.0 113.022705078125 570.0 127.0418472290039 271.0 144.03802490234375 209.0 145.0531005859375 335.0 161.0458526611328 2251.0 163.05776977539062 383.0 179.05577087402344 590.0 188.2091064453125 373.0 188.31370544433594 63.0 221.0653076171875 479.0 247.08499145507812 401.0 263.0751037597656 229.0 265.091796875 95.0 297.184326171875 347.0 319.19805908203125 130.0 324.9145812988281 77.0 326.5169982910156 109.0 329.6147766113281 117.0 332.1918029785156 183.0 339.2374572753906 633.0 350.25054931640625 321.0 365.3817443847656 79.0 374.1637878417969 151.0 383.2242736816406 3220.0 384.2369689941406 190.0 386.75543212890625 219.0 485.28741455078125 112.0 507.3992919921875 84.0 529.2738647460938 3335.0 530.2762451171875 314.0 573.2572021484375 133.0 599.2911987304688 112.0 682.282470703125 109.0 688.8775634765625 151.0 690.1068115234375 309.0 690.3394165039062 96.0 690.4702758789062 104.0 690.5441284179688 191.0 691.3345336914062 30458.0 691.4711303710938 131.0 691.6075439453125 81.0 692.1689453125 105.0 692.34423828125 2529.0 693.3297729492188 109.0 694.2444458007812 91.0 695.8063354492188 153.0 695.93505859375 169.0 696.1492309570312 151.0 702.3321533203125 55.0 782.3132934570312 89.0 886.774658203125 142.0 949.5843505859375 227.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845436 PEPMASS=365.085938 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_RA3_01_2965.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169441-02!1-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalene-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C3C=CC=CC3=C(O)C(=C2)C(O)=O)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C17H18O9/c18-6-11-13(20)14(21)15(22)17(26-11)25-10-5-9(16(23)24)12(19)8-4-2-1-3-7(8)10/h1-5,11,13-15,17-22H,6H2,(H,23,24)/t11-,13-,14+,15-,17-/m1/s1 INCHIAUX=SGTNXGSCHXKQJX-OQAPJDJNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845436 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845436 SCANS=245 158.04420471191406 268.0 171.04615783691406 284.0 183.2364501953125 61.0 201.05462646484375 231.0 202.02737426757812 1780.0 223.2429962158203 239.0 244.154052734375 75.0 365.091796875 1047.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845438 PEPMASS=451.085968 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_RA3_01_2965.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380244-01!1,5,8-trihydroxy-4-methoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C(O)C3=C1OC4=C(O)C=CC(O)=C4C3=O INCHI=InChI=1S/C20H20O12/c1-29-18-9(30-20-16(28)15(27)13(25)10(5-21)31-20)4-8(24)12-14(26)11-6(22)2-3-7(23)17(11)32-19(12)18/h2-4,10,13,15-16,20-25,27-28H,5H2,1H3/t10-,13-,15+,16-,20-/m1/s1 INCHIAUX=YLXVKDCXOBNAQO-SGVZLWMLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845438 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845438 SCANS=233 115.69864654541016 82.0 245.00645446777344 629.0 272.99859619140625 1044.0 274.0027160644531 105.0 289.0392150878906 505.0 436.0597229003906 1268.0 449.0343017578125 163.0 449.5025939941406 85.0 451.0906677246094 5134.0 452.54791259765625 52.0 452.64581298828125 115.0 453.2799377441406 114.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845440 PEPMASS=459.200592 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_RA3_01_2965.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380385-01!methyl 4,10-diacetyloxy-5-hydroxy-1,4a-dimethyl-9-oxo-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthrene-1-carboxylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1(C)CCC(OC(C)=O)C2(C)C1C(OC(C)=O)C(=O)C3=C2C(O)=CC(=C3)C(C)C INCHI=InChI=1S/C25H32O8/c1-12(2)15-10-16-19(17(28)11-15)25(6)18(32-13(3)26)8-9-24(5,23(30)31-7)22(25)21(20(16)29)33-14(4)27/h10-12,18,21-22,28H,8-9H2,1-7H3 INCHIAUX=FQBKTTHDWBBWHB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845440 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845440 SCANS=457 203.1105194091797 248.0 213.0929718017578 139.0 240.82212829589844 185.0 257.1585998535156 237.0 269.114990234375 326.0 291.8621826171875 143.0 301.1434326171875 879.0 329.13482666015625 254.0 361.1659240722656 529.0 371.1770324707031 90.0 413.1659240722656 195.0 415.1767272949219 278.0 416.68145751953125 267.0 417.19256591796875 7318.0 418.32965087890625 228.0 458.9792785644531 97.0 459.1913146972656 1185.0 479.87646484375 152.0 503.74737548828125 241.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845441 PEPMASS=505.205597 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_RA3_01_2965.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380385-01!methyl 4,10-diacetyloxy-5-hydroxy-1,4a-dimethyl-9-oxo-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthrene-1-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1(C)CCC(OC(C)=O)C2(C)C1C(OC(C)=O)C(=O)C3=C2C(O)=CC(=C3)C(C)C INCHI=InChI=1S/C25H32O8/c1-12(2)15-10-16-19(17(28)11-15)25(6)18(32-13(3)26)8-9-24(5,23(30)31-7)22(25)21(20(16)29)33-14(4)27/h10-12,18,21-22,28H,8-9H2,1-7H3 INCHIAUX=FQBKTTHDWBBWHB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845441 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845441 SCANS=460 171.1638946533203 250.0 200.86314392089844 180.0 213.09698486328125 180.0 214.105224609375 358.0 220.91481018066406 193.0 228.11805725097656 231.0 251.11119079589844 121.0 268.63421630859375 178.0 269.1214599609375 1054.0 286.12396240234375 213.0 301.1476745605469 284.0 324.6947326660156 304.0 329.1405944824219 326.0 355.1447448730469 156.0 361.16741943359375 939.0 398.1517333984375 97.0 398.1817626953125 274.0 416.8572082519531 270.0 416.9415283203125 82.0 416.9740905761719 116.0 417.19158935546875 14376.0 417.2962646484375 72.0 418.1981506347656 318.0 459.2031555175781 4673.0 462.8432922363281 179.0 1004.0784301757812 223.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845444 PEPMASS=461.215485 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_RA3_01_2965.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380383-01!methyl 4,10-diacetyloxy-5,9-dihydroxy-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1(C)CCC(OC(C)=O)C2(C)C1C(OC(C)=O)C(O)C3=C2C(O)=CC(=C3)C(C)C INCHI=InChI=1S/C25H34O8/c1-12(2)15-10-16-19(17(28)11-15)25(6)18(32-13(3)26)8-9-24(5,23(30)31-7)22(25)21(20(16)29)33-14(4)27/h10-12,18,20-22,28-29H,8-9H2,1-7H3 INCHIAUX=FEMTVABTBAWCEK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845444 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845444 SCANS=411 111.04698181152344 228.0 215.11048889160156 204.0 271.1322326660156 269.0 283.075439453125 226.0 285.14825439453125 164.0 341.1701965332031 203.0 359.1841125488281 507.0 419.20660400390625 1987.0 461.0714111328125 250.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845445 PEPMASS=507.221405 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_RA3_01_2965.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380383-01!methyl 4,10-diacetyloxy-5,9-dihydroxy-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1(C)CCC(OC(C)=O)C2(C)C1C(OC(C)=O)C(O)C3=C2C(O)=CC(=C3)C(C)C INCHI=InChI=1S/C25H34O8/c1-12(2)15-10-16-19(17(28)11-15)25(6)18(32-13(3)26)8-9-24(5,23(30)31-7)22(25)21(20(16)29)33-14(4)27/h10-12,18,20-22,28-29H,8-9H2,1-7H3 INCHIAUX=FEMTVABTBAWCEK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845445 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845445 SCANS=412 187.1049346923828 175.0 215.10202026367188 508.0 218.7865753173828 243.0 231.17388916015625 120.0 231.25282287597656 428.0 253.12416076660156 940.0 259.0957336425781 164.0 265.1266784667969 229.0 268.5703430175781 225.0 268.8112487792969 126.0 269.3861999511719 61.0 271.167724609375 181.0 285.1492919921875 988.0 309.1485595703125 153.0 309.1804504394531 285.0 339.1705627441406 242.0 341.18206787109375 316.0 359.18658447265625 3997.0 363.17730712890625 227.0 400.18316650390625 155.0 401.19805908203125 671.0 413.5566711425781 121.0 418.5926818847656 106.0 419.0743408203125 95.0 419.2098693847656 10458.0 419.355712890625 147.0 419.98193359375 104.0 429.7264709472656 113.0 430.8553771972656 318.0 443.2223205566406 242.0 461.2203063964844 3561.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845448 PEPMASS=574.323181 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_RA3_01_2965.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380386-01!13-hydroxy-6-(1-hydroxyethyl)-12,14-dimethyl-3-methylidene-15-nonyl-9-propan-2-yl-1-oxa-4,7,10-triazacyclopentadecane-2,5,8,11-tetrone [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCC1OC(=O)C(=C)NC(=O)C(NC(=O)C(NC(=O)C(C)C(O)C1C)C(C)C)C(C)O INCHI=InChI=1S/C28H49N3O7/c1-8-9-10-11-12-13-14-15-21-17(4)24(33)18(5)25(34)30-22(16(2)3)26(35)31-23(20(7)32)27(36)29-19(6)28(37)38-21/h16-18,20-24,32-33H,6,8-15H2,1-5,7H3,(H,29,36)(H,30,34)(H,31,35) INCHIAUX=FVHOUXKYAQHQLA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845448 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845448 SCANS=550 98.06257629394531 309.0 125.03392028808594 527.0 141.07122802734375 228.0 143.049072265625 203.0 198.11245727539062 524.0 280.13787841796875 154.0 294.1903076171875 987.0 298.14263916015625 147.0 313.075927734375 113.0 355.25225830078125 174.0 450.3494873046875 217.0 494.3287353515625 737.0 538.353271484375 187.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845450 PEPMASS=584.352844 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_RA3_01_2965.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380386-01!13-hydroxy-6-(1-hydroxyethyl)-12,14-dimethyl-3-methylidene-15-nonyl-9-propan-2-yl-1-oxa-4,7,10-triazacyclopentadecane-2,5,8,11-tetrone [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCC1OC(=O)C(=C)NC(=O)C(NC(=O)C(NC(=O)C(C)C(O)C1C)C(C)C)C(C)O INCHI=InChI=1S/C28H49N3O7/c1-8-9-10-11-12-13-14-15-21-17(4)24(33)18(5)25(34)30-22(16(2)3)26(35)31-23(20(7)32)27(36)29-19(6)28(37)38-21/h16-18,20-24,32-33H,6,8-15H2,1-5,7H3,(H,29,36)(H,30,34)(H,31,35) INCHIAUX=FVHOUXKYAQHQLA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845450 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845450 SCANS=531 72.90884399414062 104.0 75.40162658691406 192.0 82.75550842285156 379.0 96.04413604736328 59.0 98.02393341064453 415.0 98.92333984375 386.0 99.06163024902344 616.0 100.0701904296875 125.0 111.09345245361328 319.0 112.07549285888672 353.0 116.0726318359375 648.0 123.81137084960938 139.0 124.7509994506836 157.0 124.98955535888672 115.0 125.03604125976562 12156.0 125.07149505615234 143.0 126.01859283447266 163.0 126.03863525390625 232.0 126.83296966552734 91.0 128.0749053955078 261.0 129.33023071289062 111.0 138.05416870117188 634.0 138.08248901367188 360.0 141.06582641601562 1445.0 142.0163116455078 259.0 142.97561645507812 87.0 143.04425048828125 763.0 145.68310546875 161.0 151.4449005126953 99.0 154.08755493164062 987.0 155.0828094482422 653.0 159.48487854003906 82.0 167.90867614746094 130.0 169.0615997314453 1429.0 171.1161346435547 217.0 171.85617065429688 223.0 172.09735107421875 1010.0 174.7018585205078 154.0 180.1148223876953 3806.0 181.1023406982422 323.0 187.07510375976562 393.0 193.1290283203125 250.0 194.12342834472656 432.0 198.063232421875 246.0 198.12567138671875 6574.0 198.2259521484375 72.0 200.4674835205078 87.0 205.1368408203125 329.0 207.03164672851562 150.0 211.1123046875 203.0 211.14122009277344 287.0 222.0752716064453 155.0 223.14891052246094 291.0 224.10377502441406 1001.0 225.15245056152344 96.0 236.1397705078125 1459.0 238.15731811523438 167.0 250.12063598632812 210.0 251.17910766601562 247.0 252.93910217285156 142.0 253.61143493652344 71.0 253.8839569091797 223.0 254.15196228027344 946.0 254.5712432861328 125.0 263.10589599609375 239.0 268.09417724609375 140.0 268.1228332519531 315.0 268.23297119140625 173.0 276.16864013671875 206.0 279.82208251953125 57.0 280.13427734375 2251.0 284.4641418457031 307.0 287.1934509277344 92.0 294.18280029296875 18605.0 294.3167724609375 93.0 295.195556640625 213.0 298.1363830566406 1164.0 312.12335205078125 211.0 320.4699401855469 147.0 338.17120361328125 454.0 355.2626647949219 3900.0 365.2802429199219 302.0 367.7531433105469 296.0 367.8106384277344 63.0 368.2813415527344 5849.0 386.2929992675781 1687.0 388.9753723144531 57.0 407.2746276855469 246.0 407.3051452636719 383.0 432.3313903808594 344.0 433.3064270019531 235.0 450.03399658203125 216.0 450.33935546875 1099.0 451.3325500488281 372.0 454.2519226074219 97.0 476.2974853515625 256.0 476.3369140625 371.0 489.0281066894531 78.0 491.1758728027344 204.0 493.3018493652344 152.0 493.3994445800781 50.0 493.5993957519531 189.0 493.8122253417969 248.0 494.2488098144531 275.0 494.32586669921875 22495.0 494.4330139160156 60.0 495.3704833984375 84.0 495.7888488769531 241.0 520.3397216796875 246.0 537.1449584960938 53.0 537.1937866210938 91.0 537.4840087890625 68.0 537.5343627929688 140.0 537.6370849609375 231.0 537.9879150390625 127.0 538.3504028320312 15382.0 539.355224609375 73.0 540.0741577148438 113.0 542.3377685546875 138.0 776.1121826171875 98.0 781.1470336914062 228.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845452 PEPMASS=903.419739 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_RA3_01_2965.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380245-01!3-[(3S,10S,13R,16S,17R)-14,16-dihydroxy-3-[4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1CC(O[C@H]2CC[C@@]3(C)C(CCC4C3CC[C@]5(C)[C@H]([C@@H](O)CC45O)C6=CC(=O)OC6)C2)OC(C)C1OC7OC(COC8OC(CO)C(O)C(O)C8O)C(O)C(O)C7O INCHI=InChI=1S/C42H66O18/c1-18-37(60-39-36(51)34(49)32(47)27(59-39)17-55-38-35(50)33(48)31(46)26(15-43)58-38)25(53-4)13-29(56-18)57-21-7-9-40(2)20(12-21)5-6-23-22(40)8-10-41(3)30(19-11-28(45)54-16-19)24(44)14-42(23,41)52/h11,18,20-27,29-39,43-44,46-52H,5-10,12-17H2,1-4H3/t18?,20?,21-,22?,23?,24-,25?,26?,27?,29?,30-,31?,32?,33?,34?,35?,36?,37?,38?,39?,40-,41+,42?/m0/s1 INCHIAUX=BMHIJFUMNIBEFW-APCGUEJZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845452 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845452 SCANS=287 71.01765441894531 582.0 71.79344177246094 338.0 72.37882995605469 118.0 79.22792053222656 72.0 85.03107452392578 1652.0 86.2863998413086 253.0 88.98357391357422 72.0 89.02571105957031 545.0 91.1422119140625 196.0 95.01620483398438 538.0 99.00680541992188 470.0 99.04194641113281 226.0 100.88905334472656 216.0 101.02410888671875 3949.0 109.02923583984375 962.0 111.01718139648438 680.0 111.04866027832031 191.0 113.02606964111328 3656.0 113.05685424804688 327.0 113.09160614013672 94.0 119.03553009033203 1418.0 120.03717041015625 327.0 121.03104400634766 218.0 123.00697326660156 213.0 123.0409164428711 279.0 125.02458953857422 1880.0 127.03895568847656 9268.0 127.09534454345703 70.0 128.04074096679688 102.0 128.44761657714844 102.0 129.0184783935547 255.0 133.33995056152344 114.0 139.0028839111328 346.0 141.01995849609375 298.0 141.05230712890625 266.0 143.0333709716797 1897.0 145.05601501464844 749.0 155.03578186035156 241.0 155.06912231445312 277.0 159.0281982421875 1575.0 159.0642547607422 547.0 161.04464721679688 9385.0 167.03884887695312 391.0 167.6161346435547 72.0 169.05014038085938 351.0 172.7173309326172 101.0 179.05528259277344 3826.0 180.05673217773438 180.0 185.0454559326172 829.0 199.05648803710938 190.0 205.02992248535156 218.0 205.06930541992188 268.0 209.04525756835938 337.0 221.06350708007812 897.0 225.072509765625 162.0 233.06768798828125 1315.0 245.062255859375 766.0 263.0763244628906 2270.0 264.07928466796875 207.0 281.0812683105469 260.0 282.05322265625 203.0 319.4044189453125 140.0 321.76318359375 135.0 323.0980529785156 3265.0 325.0204162597656 157.0 337.53033447265625 258.0 341.10772705078125 173.0 371.2172546386719 183.0 372.25665283203125 83.0 373.2586975097656 397.0 399.3597106933594 94.0 411.68603515625 199.0 427.28607177734375 113.0 428.0796203613281 87.0 439.2560729980469 187.0 451.155029296875 360.0 460.427490234375 325.0 460.5824279785156 58.0 483.243896484375 360.0 505.12408447265625 57.0 532.3005981445312 113.0 533.3118896484375 3374.0 534.3240356445312 256.0 675.3403930664062 172.0 676.345458984375 240.0 677.3617553710938 142.0 693.3411254882812 495.0 694.3602905273438 180.0 694.3999633789062 189.0 695.245849609375 201.0 695.3646850585938 3380.0 695.4727172851562 100.0 696.3814086914062 703.0 697.374267578125 208.0 808.4005737304688 188.0 813.462646484375 91.0 821.3826293945312 137.0 821.4325561523438 212.0 837.4092407226562 545.0 838.3944091796875 210.0 855.4024047851562 651.0 856.103759765625 79.0 856.1580810546875 177.0 856.3067016601562 347.0 856.40771484375 503.0 856.4468383789062 583.0 857.1626586914062 123.0 857.4202270507812 26610.0 857.6484985351562 204.0 857.7020263671875 73.0 857.8308715820312 212.0 858.4223022460938 7664.0 859.4067993164062 93.0 860.8460693359375 86.0 861.3063354492188 75.0 901.38671875 110.0 903.4254150390625 782.0 904.4263916015625 438.0 905.6044311523438 93.0 1453.45849609375 216.0 1815.948974609375 287.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845454 PEPMASS=411.271942 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_GG2_01_3053.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380316-01!(2Z)-2-[(E)-11-hydroxy-6-(hydroxymethyl)-2,4,8,10-tetramethyldodec-2-enylidene]-4-methylpentanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CC(C)C(C)O)CC(CO)CC(C)\C=C(C)\C=C(\CC(C)C(O)=O)C(O)=O INCHI=InChI=1S/C23H40O6/c1-14(9-20(13-24)10-16(3)8-17(4)19(6)25)7-15(2)11-21(23(28)29)12-18(5)22(26)27/h7,11,14,16-20,24-25H,8-10,12-13H2,1-6H3,(H,26,27)(H,28,29)/b15-7+,21-11- INCHIAUX=YOSAXDOXINGSJA-IEDLQYJHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845454 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845454 SCANS=364 209.8041229248047 95.0 231.2490692138672 178.0 365.6352844238281 179.0 367.2796630859375 1148.0 367.9045104980469 119.0 410.68524169921875 232.0 411.27490234375 2924.0 411.3173828125 820.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845456 PEPMASS=451.084015 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_GG2_01_3053.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380291-01![(2R,3S,4S,5R,6S)-6-(3,4-dihydroxybenzoyl)oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,4-dihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)C2=CC(O)=C(O)C=C2)O[C@@H](OC(=O)C3=CC(O)=C(O)C=C3)[C@H](O)[C@H]1O INCHI=InChI=1S/C20H20O12/c21-10-3-1-8(5-12(10)23)18(28)30-7-14-15(25)16(26)17(27)20(31-14)32-19(29)9-2-4-11(22)13(24)6-9/h1-6,14-17,20-27H,7H2/t14-,15-,16+,17-,20+/m1/s1 INCHIAUX=VNQNUULCMPXFER-XDCWJTEKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845456 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845456 SCANS=189 109.02899932861328 857.0 153.0176544189453 8691.0 156.5854949951172 268.0 177.552734375 180.0 218.26576232910156 282.0 225.03018188476562 175.0 297.06280517578125 3673.0 300.27105712890625 130.0 407.08905029296875 78.0 451.0846862792969 1717.0 1850.2891845703125 88.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845458 PEPMASS=555.260925 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_GG2_01_3053.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380318-01![(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl 9-methyldecanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CCCCCCCC(=O)OC[C@H]1O[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C23H42O12/c1-12(2)8-6-4-3-5-7-9-15(25)32-11-14-17(27)19(29)21(31)23(34-14)35-22-20(30)18(28)16(26)13(10-24)33-22/h12-14,16-24,26-31H,3-11H2,1-2H3/t13-,14-,16-,17-,18+,19+,20-,21-,22+,23+/m1/s1 INCHIAUX=VTEOBBGFBSSFNH-HIUXYCDVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845458 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845458 SCANS=352 87.00607299804688 258.0 101.02438354492188 277.0 113.01904296875 121.0 125.01956939697266 207.0 142.84585571289062 57.0 143.0338897705078 475.0 162.0980682373047 77.0 163.4896240234375 57.0 177.25148010253906 207.0 178.3948516845703 61.0 179.04393005371094 110.0 185.1531219482422 7079.0 203.0555419921875 368.0 227.1856231689453 354.0 287.1827392578125 109.0 323.0972900390625 10673.0 340.6424255371094 156.0 341.10546875 1203.0 509.26556396484375 1170.0 555.26611328125 136.0 1054.598388671875 70.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845459 PEPMASS=457.278503 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_RE2_01_3172.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381153-01![4,5-dihydroxy-3,4-bis(hydroxymethyl)-4a,8,8-trimethyl-5,6,7,8a-tetrahydro-1H-naphthalen-1-yl] octanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCC(=O)OC1C=C(CO)C(O)(CO)C2(C)C(O)CCC(C)(C)C12 INCHI=InChI=1S/C23H40O6/c1-5-6-7-8-9-10-19(27)29-17-13-16(14-24)23(28,15-25)22(4)18(26)11-12-21(2,3)20(17)22/h13,17-18,20,24-26,28H,5-12,14-15H2,1-4H3 INCHIAUX=ROWCOMZNXJCEGO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845459 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845459 SCANS=408 74.31726837158203 90.0 74.36051940917969 121.0 74.77644348144531 67.0 77.19915771484375 67.0 112.60073852539062 112.0 143.10784912109375 41547.0 143.14349365234375 331.0 143.17164611816406 69.0 144.1119384765625 243.0 144.98126220703125 118.0 155.93519592285156 200.0 171.12142944335938 257.0 185.12928771972656 177.0 213.1307830810547 226.0 237.14691162109375 184.0 245.11184692382812 291.0 267.1743469238281 222.0 411.2820739746094 819.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845462 PEPMASS=583.343201 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_RE2_01_3172.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381071-01!1,12-dihydroxy-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=ON1CCCCCNC(=O)CCC(=O)NCCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC1=O INCHI=InChI=1S/C27H48N6O8/c34-22-10-11-23(35)29-18-6-2-8-20-32(40)27(39)15-13-25(37)31-19-7-3-9-21-33(41)26(38)14-12-24(36)30-17-5-1-4-16-28-22/h40-41H,1-21H2,(H,28,34)(H,29,35)(H,30,36)(H,31,37) INCHIAUX=ABHHIGWFFMCQOC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845462 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845462 SCANS=183 71.99945831298828 148.0 73.572021484375 211.0 75.24139404296875 283.0 98.02558898925781 1645.0 99.21607208251953 149.0 117.49850463867188 311.0 155.11557006835938 340.0 163.08831787109375 198.0 181.09945678710938 2835.0 183.114501953125 648.0 194.11538696289062 71.0 199.10470581054688 1082.0 201.12783813476562 291.0 209.12460327148438 303.0 216.1335906982422 356.0 216.22210693359375 62.0 217.11834716796875 685.0 218.48260498046875 71.0 237.1277313232422 386.0 239.13780212402344 419.0 265.1199951171875 2011.0 267.18060302734375 213.0 278.33404541015625 99.0 282.15283203125 303.0 323.208740234375 509.0 329.1983642578125 653.0 342.1553955078125 51.0 348.1974182128906 212.0 363.1969299316406 128.0 364.77227783203125 146.0 365.2186279296875 4053.0 367.2357177734375 403.0 383.2312927246094 9543.0 384.2351989746094 165.0 400.2380676269531 252.0 401.2442321777344 587.0 421.23992919921875 164.0 510.2955322265625 175.0 539.3390502929688 156.0 547.3705444335938 218.0 582.0322875976562 121.0 582.578369140625 157.0 582.729736328125 132.0 583.3466186523438 8238.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845464 PEPMASS=619.321472 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_RE2_01_3172.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381071-01!1,12-dihydroxy-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=ON1CCCCCNC(=O)CCC(=O)NCCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC1=O INCHI=InChI=1S/C27H48N6O8/c34-22-10-11-23(35)29-18-6-2-8-20-32(40)27(39)15-13-25(37)31-19-7-3-9-21-33(41)26(38)14-12-24(36)30-17-5-1-4-16-28-22/h40-41H,1-21H2,(H,28,34)(H,29,35)(H,30,36)(H,31,37) INCHIAUX=ABHHIGWFFMCQOC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845464 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845464 SCANS=184 98.02407836914062 273.0 99.02947998046875 273.0 134.05975341796875 197.0 163.0899658203125 268.0 181.0953369140625 277.0 199.1092071533203 325.0 237.13031005859375 281.0 250.99765014648438 286.0 265.1192932128906 724.0 323.2155456542969 170.0 365.2158203125 604.0 382.2181701660156 390.0 383.2355651855469 261.0 439.2343444824219 338.0 583.34814453125 700.0 584.396728515625 160.0 600.3270874023438 488.0 601.3344116210938 155.0 619.3519287109375 238.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845465 PEPMASS=635.085449 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_RG6_01_3188.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385134-01![(2R,3R,4S,5R,6S)-3-hydroxy-2-(hydroxymethyl)-5,6-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-4-yl] 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@@H](OC(=O)C4=CC(O)=C(O)C(O)=C4)[C@@H]1O INCHI=InChI=1S/C27H24O18/c28-7-17-21(38)22(43-24(39)8-1-11(29)18(35)12(30)2-8)23(44-25(40)9-3-13(31)19(36)14(32)4-9)27(42-17)45-26(41)10-5-15(33)20(37)16(34)6-10/h1-6,17,21-23,27-38H,7H2/t17-,21-,22+,23-,27+/m1/s1 INCHIAUX=MACFXELYCBWKGT-VFTFQOQOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845465 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845465 SCANS=160 90.75736236572266 85.0 113.02278137207031 469.0 124.01619720458984 415.0 124.99075317382812 318.0 125.02373504638672 2240.0 141.01422119140625 179.0 143.03414916992188 203.0 145.03225708007812 219.0 149.02102661132812 254.0 150.99664306640625 430.0 161.01895141601562 301.0 161.04229736328125 296.0 165.03350830078125 196.0 165.05743408203125 184.0 166.9948272705078 425.0 167.03604125976562 165.0 168.00933837890625 768.0 169.01388549804688 10381.0 173.98602294921875 139.0 179.03652954101562 575.0 181.01541137695312 219.0 189.0226287841797 202.0 189.77389526367188 55.0 193.0118865966797 589.0 199.4821014404297 108.0 205.05477905273438 318.0 207.02577209472656 563.0 211.02398681640625 214.0 218.0258026123047 141.0 221.00404357910156 466.0 223.02101135253906 243.0 223.06536865234375 145.0 240.3795166015625 77.0 241.0428924560547 207.0 269.05877685546875 278.0 271.0428466796875 173.0 272.20001220703125 100.0 277.04461669921875 291.0 288.862548828125 291.0 295.0453796386719 1332.0 312.9886169433594 116.0 313.0564270019531 5917.0 316.9983825683594 71.0 405.0696716308594 142.0 421.07568359375 1534.0 463.34295654296875 112.0 463.9247131347656 167.0 464.406982421875 234.0 464.8883056640625 96.0 464.9714050292969 79.0 465.06787109375 7994.0 466.8897705078125 82.0 468.84527587890625 160.0 483.07073974609375 1115.0 635.089111328125 4826.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845467 PEPMASS=755.200012 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_RG6_01_3188.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385127-01!3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2C(O)C(O)C(CO)OC2OC3=C(OC4=CC(OC5OC(CO)C(O)C(O)C5O)=CC(O)=C4C3=O)C6=CC=C(O)C=C6)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C33H40O20/c1-10-19(38)23(42)26(45)31(47-10)53-30-25(44)21(40)17(9-35)51-33(30)52-29-22(41)18-14(37)6-13(48-32-27(46)24(43)20(39)16(8-34)50-32)7-15(18)49-28(29)11-2-4-12(36)5-3-11/h2-7,10,16-17,19-21,23-27,30-40,42-46H,8-9H2,1H3/t10-,16?,17?,19-,20?,21?,23+,24?,25?,26+,27?,30?,31-,32?,33?/m0/s1 INCHIAUX=IYFMBSVAOKIIHT-FENIPWANSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845467 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845467 SCANS=154 104.26335144042969 202.0 113.48514556884766 386.0 169.00979614257812 150.0 227.0382080078125 1455.0 239.04412841796875 302.0 255.0329132080078 2040.0 256.0388488769531 91.0 281.0370178222656 140.0 282.796630859375 87.0 283.0259704589844 15371.0 283.1338195800781 127.0 284.030517578125 3949.0 285.03790283203125 3054.0 285.28338623046875 116.0 296.0315246582031 229.0 297.04644775390625 435.0 298.0516662597656 108.0 308.0302734375 143.0 309.0386657714844 340.0 326.0420227050781 286.0 327.0647277832031 370.0 376.0160217285156 267.0 405.1174011230469 157.0 444.9099426269531 178.0 445.57275390625 89.0 445.7835998535156 213.0 445.9242248535156 320.0 446.08831787109375 6363.0 446.19134521484375 85.0 447.0964050292969 566.0 448.1010437011719 267.0 472.0993347167969 162.0 593.1504516601562 8300.0 594.14599609375 930.0 603.115966796875 269.0 617.1903686523438 213.0 635.1463012695312 366.0 635.2094116210938 122.0 755.1968994140625 2803.0 756.1985473632812 358.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845469 PEPMASS=801.206421 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_RG6_01_3188.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385127-01!3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2C(O)C(O)C(CO)OC2OC3=C(OC4=CC(OC5OC(CO)C(O)C(O)C5O)=CC(O)=C4C3=O)C6=CC=C(O)C=C6)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C33H40O20/c1-10-19(38)23(42)26(45)31(47-10)53-30-25(44)21(40)17(9-35)51-33(30)52-29-22(41)18-14(37)6-13(48-32-27(46)24(43)20(39)16(8-34)50-32)7-15(18)49-28(29)11-2-4-12(36)5-3-11/h2-7,10,16-17,19-21,23-27,30-40,42-46H,8-9H2,1H3/t10-,16?,17?,19-,20?,21?,23+,24?,25?,26+,27?,30?,31-,32?,33?/m0/s1 INCHIAUX=IYFMBSVAOKIIHT-FENIPWANSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845469 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845469 SCANS=157 103.20954895019531 72.0 150.997802734375 115.0 229.05355834960938 187.0 255.03138732910156 792.0 283.02301025390625 4625.0 284.0336608886719 2618.0 285.0491943359375 724.0 286.10247802734375 119.0 304.2081298828125 150.0 318.8399963378906 155.0 326.0428161621094 280.0 429.0775146484375 435.0 444.851318359375 78.0 445.48321533203125 60.0 446.0885925292969 1812.0 593.1498413085938 4161.0 594.165283203125 235.0 595.175537109375 197.0 635.088623046875 155.0 754.280517578125 191.0 754.9200439453125 63.0 755.2013549804688 1643.0 755.2858276367188 250.0 755.4959716796875 65.0 755.6541137695312 160.0 756.1981201171875 346.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845472 PEPMASS=563.259399 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G9_GG9_01_3143.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347816-02! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(=O)C2C3(C)C(CC4C(C)(C3CC(=C)C2(C)C1=O)C(CC(=O)OC4(C)C)OC(C)=O)OC(C)=O INCHI=InChI=1S/C28H38O9/c1-13-10-18-27(8)17(25(5,6)37-21(31)12-20(27)36-16(4)30)11-19(35-15(3)29)28(18,9)22-24(33)34-14(2)23(32)26(13,22)7/h14,17-20,22H,1,10-12H2,2-9H3 INCHIAUX=CLYLZXCYEKJUEK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845472 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845472 SCANS=407 102.40201568603516 305.0 218.62109375 213.0 219.82040405273438 79.0 337.1891174316406 292.0 397.2071533203125 391.0 415.217041015625 668.0 416.2309265136719 194.0 431.21600341796875 254.0 442.207275390625 225.0 457.2335510253906 244.0 460.2265625 246.0 475.23638916015625 1389.0 517.2529296875 519.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845473 PEPMASS=627.240234 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G9_GG9_01_3143.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180141-02!2-[[7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O)C2C(COC3OC(CO)C(O)C(O)C3O)C(CO)CC4=C2C(OC)=C(O)C(OC)=C4 INCHI=InChI=1S/C28H38O13/c1-36-16-7-13(8-17(37-2)22(16)31)20-15(11-40-28-26(35)25(34)23(32)19(10-30)41-28)14(9-29)5-12-6-18(38-3)24(33)27(39-4)21(12)20/h6-8,14-15,19-20,23,25-26,28-35H,5,9-11H2,1-4H3 INCHIAUX=PQQRNPDHSJDAGV-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845473 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845473 SCANS=187 85.02970123291016 261.0 89.02369689941406 384.0 111.01018524169922 390.0 113.02654266357422 315.0 119.02767944335938 242.0 136.75637817382812 169.0 138.03712463378906 446.0 139.04379272460938 254.0 148.40650939941406 162.0 153.05404663085938 879.0 159.66175842285156 151.0 179.05435180664062 724.0 187.30311584472656 590.0 202.06234741210938 537.0 203.0700225830078 604.0 217.096435546875 502.0 218.05612182617188 229.0 254.02294921875 290.0 272.250244140625 140.0 311.05889892578125 394.0 312.07318115234375 194.0 325.12017822265625 186.0 327.08404541015625 197.0 338.091552734375 103.0 339.0796813964844 112.0 355.1127014160156 200.0 359.1211853027344 224.0 371.125732421875 791.0 373.1346130371094 614.0 375.14129638671875 184.0 386.13629150390625 1065.0 389.0943603515625 355.0 389.13055419921875 421.0 401.1607971191406 1313.0 402.14666748046875 296.0 403.8169860839844 188.0 404.15252685546875 854.0 405.1630859375 302.0 418.6317443847656 206.0 418.83551025390625 79.0 419.1714782714844 3944.0 420.8447570800781 131.0 421.36920166015625 110.0 433.1611328125 129.0 474.14361572265625 277.0 535.1693725585938 253.0 562.9572143554688 277.0 566.2003784179688 859.0 581.2239990234375 16851.0 581.3829956054688 96.0 582.2412109375 321.0 585.69775390625 80.0 627.1412353515625 227.0 627.1785888671875 162.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845475 PEPMASS=599.114014 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G9_GG9_01_3143.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169759-02![(2S,3R,4R,5S,6S)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl] 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=C(OC3=C(C(O)=CC(O)=C3)C2=O)C4=CC(O)=C(O)C=C4)[C@H](O)[C@H](OC(=O)C5=CC(O)=C(O)C(O)=C5)[C@H]1O INCHI=InChI=1S/C28H24O15/c1-9-20(35)25(42-27(39)11-5-16(33)21(36)17(34)6-11)23(38)28(40-9)43-26-22(37)19-15(32)7-12(29)8-18(19)41-24(26)10-2-3-13(30)14(31)4-10/h2-9,20,23,25,28-36,38H,1H3/t9-,20-,23+,25+,28-/m0/s1 INCHIAUX=JFLAOPHOUGDFGC-ILADGKKJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845475 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845475 SCANS=248 89.84986877441406 98.0 107.0133285522461 353.0 109.0281982421875 393.0 112.30970001220703 262.0 112.84530639648438 52.0 112.86436462402344 118.0 121.03215789794922 969.0 124.02661895751953 252.0 125.0229721069336 647.0 136.98667907714844 208.0 138.99945068359375 158.0 141.02001953125 364.0 149.021240234375 318.0 149.11863708496094 164.0 150.16314697265625 234.0 151.00250244140625 2338.0 163.00489807128906 233.0 168.005859375 1531.0 169.0130157470703 5120.0 175.0501251220703 239.0 178.99777221679688 2696.0 182.92779541015625 126.0 189.05128479003906 208.0 189.78395080566406 98.0 193.0088348388672 101.0 200.73309326171875 73.0 201.05491638183594 198.0 203.03334045410156 180.0 211.02877807617188 148.0 213.0159149169922 373.0 229.0198516845703 310.0 229.05320739746094 135.0 239.04307556152344 187.0 240.04014587402344 172.0 243.0266571044922 162.0 245.03785705566406 281.0 255.02914428710938 647.0 257.04412841796875 126.0 271.0308837890625 443.0 273.0450744628906 571.0 283.0226745605469 620.0 284.0283203125 215.0 288.0049743652344 89.0 297.0600280761719 2385.0 297.53033447265625 321.0 299.010009765625 268.0 299.2303161621094 174.0 299.84759521484375 357.0 300.02532958984375 1935.0 301.03485107421875 40130.0 301.1193542480469 81.0 301.1982727050781 381.0 301.44708251953125 105.0 301.4931640625 108.0 302.031494140625 153.0 307.4044189453125 100.0 311.7139587402344 108.0 319.7991638183594 54.0 324.33551025390625 84.0 419.1042175292969 229.0 429.0817565917969 138.0 447.0941467285156 2624.0 598.1991577148438 186.0 598.3305053710938 167.0 598.523681640625 113.0 598.9893188476562 109.0 599.1053466796875 15788.0 600.1043701171875 661.0 610.01416015625 127.0 1080.197021484375 95.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845477 PEPMASS=517.094177 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_BA2_01_3244.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385542-01!3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]propanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)CC(O)=O)O[C@@H](OC2=CC(O)=C3C(=O)C(=COC3=C2)C4=CC=C(O)C=C4)[C@H](O)[C@H]1O INCHI=InChI=1S/C24H22O13/c25-11-3-1-10(2-4-11)13-8-34-15-6-12(5-14(26)19(15)20(13)30)36-24-23(33)22(32)21(31)16(37-24)9-35-18(29)7-17(27)28/h1-6,8,16,21-26,31-33H,7,9H2,(H,27,28)/t16-,21-,22+,23-,24-/m1/s1 INCHIAUX=FRAUJUKWSKMNJY-RSEYPYQYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845477 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845477 SCANS=229 197.06509399414062 196.0 268.04541015625 436.0 269.045166015625 3659.0 283.06671142578125 188.0 291.0670471191406 135.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845480 PEPMASS=605.329285 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_BA2_01_3244.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385539-01! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCCCC12O[C@@H]3C4C5O[C@]5(CO)[C@@H](O)[C@@]6(O)C(C=C(C)C6=O)[C@@]4(O1)[C@H](C)C[C@@]3(O2)C(C)=C INCHI=InChI=1S/C32H48O8/c1-6-7-8-9-10-11-12-13-14-15-30-38-25-23-26-29(18-33,37-26)27(35)31(36)22(16-20(4)24(31)34)32(23,40-30)21(5)17-28(25,39-30)19(2)3/h16,21-23,25-27,33,35-36H,2,6-15,17-18H2,1,3-5H3/t21-,22?,23?,25-,26?,27-,28-,29+,30?,31-,32+/m1/s1 INCHIAUX=SNFRINMTRPQQLE-CSKYJTDISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845480 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845480 SCANS=610 100.94183349609375 125.0 102.30644226074219 99.0 135.08595275878906 270.0 139.03665161132812 782.0 189.09539794921875 318.0 199.1693115234375 1266.0 203.13668823242188 239.0 209.14259338378906 215.0 217.0834503173828 886.0 219.05918884277344 231.0 219.1063232421875 414.0 225.12911987304688 123.0 229.13075256347656 222.0 239.1378936767578 197.0 243.1389923095703 138.0 253.13046264648438 240.0 255.0973663330078 189.0 257.151123046875 162.0 259.1376953125 111.0 265.1076965332031 81.0 273.11444091796875 279.0 283.13812255859375 397.0 285.1620788574219 237.0 293.11822509765625 286.0 311.1282043457031 133.0 329.1363220214844 203.0 359.1408996582031 129.0 365.3102722167969 216.0 432.9851989746094 206.0 461.2771911621094 92.0 511.3111572265625 125.0 607.9163208007812 175.0 774.377197265625 416.0 774.5402221679688 68.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845482 PEPMASS=945.430237 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_BA2_01_3244.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179823-03![14-hydroxy-3-[4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1CC(OC2CCC3(C)C(CCC4C3CCC5(C)C(C(CC45O)OC(C)=O)C6=CC(=O)OC6)C2)OC(C)C1OC7OC(COC8OC(CO)C(O)C(O)C8O)C(O)C(O)C7O INCHI=InChI=1S/C44H68O19/c1-19-39(63-41-38(53)36(51)34(49)29(62-41)18-57-40-37(52)35(50)33(48)28(16-45)61-40)26(55-5)14-31(58-19)60-23-8-10-42(3)22(13-23)6-7-25-24(42)9-11-43(4)32(21-12-30(47)56-17-21)27(59-20(2)46)15-44(25,43)54/h12,19,22-29,31-41,45,48-54H,6-11,13-18H2,1-5H3 INCHIAUX=PKZLCDIEFSFXDK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845482 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845482 SCANS=271 71.01629638671875 889.0 73.02782440185547 358.0 75.23371887207031 218.0 81.0400161743164 358.0 83.01366424560547 417.0 83.08141326904297 48.0 85.02879333496094 1630.0 87.00696563720703 289.0 89.02427673339844 1302.0 97.03030395507812 785.0 99.00642395019531 1058.0 101.02470397949219 4093.0 111.00955963134766 267.0 113.02379608154297 7231.0 114.98295593261719 93.0 115.03697967529297 238.0 119.03548431396484 2908.0 125.02346801757812 4632.0 125.84661865234375 143.0 127.00487518310547 329.0 127.03941345214844 907.0 129.016845703125 174.0 131.0394744873047 872.0 132.0336151123047 144.0 136.62562561035156 161.0 137.0180206298828 371.0 141.0218048095703 276.0 141.05543518066406 619.0 141.79359436035156 138.0 142.63096618652344 130.0 142.78204345703125 185.0 142.80178833007812 136.0 142.9462432861328 130.0 143.03411865234375 2876.0 145.04884338378906 156.0 147.04940795898438 285.0 149.02679443359375 231.0 149.0468292236328 213.0 151.04112243652344 297.0 153.0591278076172 482.0 158.06143188476562 137.0 159.02711486816406 396.0 161.04542541503906 9894.0 161.36407470703125 166.0 161.7254638671875 148.0 161.75157165527344 121.0 163.06390380859375 1240.0 167.03822326660156 905.0 169.05551147460938 183.0 179.0563201904297 6802.0 180.06201171875 695.0 185.4166717529297 100.0 189.05406188964844 256.0 203.0590057373047 602.0 205.0722198486328 1828.0 205.5772705078125 130.0 214.0853271484375 212.0 221.06837463378906 3649.0 222.02386474609375 201.0 227.052490234375 261.0 233.0696563720703 521.0 235.08151245117188 236.0 245.06591796875 1313.0 247.08551025390625 1040.0 257.3406982421875 122.0 263.0777893066406 2393.0 264.0805358886719 207.0 288.0743408203125 367.0 305.0896911621094 785.0 306.0862121582031 192.0 307.107666015625 219.0 323.1002502441406 4901.0 324.10247802734375 393.0 325.1002502441406 137.0 334.1199035644531 90.0 373.2322692871094 622.0 386.9554138183594 50.0 398.7727966308594 102.0 401.77545166015625 114.0 405.3529052734375 276.0 405.4556579589844 101.0 408.0379638671875 261.0 414.8307189941406 114.0 418.82012939453125 140.0 420.68511962890625 223.0 423.6882629394531 100.0 424.3215637207031 192.0 450.39508056640625 90.0 450.8085021972656 243.0 452.06146240234375 306.0 475.14581298828125 344.0 482.7882385253906 205.0 516.3017578125 189.0 533.219970703125 159.0 533.3104248046875 4180.0 534.3097534179688 402.0 546.6360473632812 56.0 575.3250732421875 1178.0 575.379150390625 268.0 591.337890625 164.0 597.06103515625 59.0 603.3177490234375 236.0 616.745361328125 63.0 629.2622680664062 220.0 660.3480834960938 111.0 677.3411865234375 462.0 678.3609619140625 611.0 695.3599853515625 2760.0 696.3663940429688 874.0 719.3687133789062 135.0 722.0960693359375 77.0 735.3661499023438 102.0 737.2183227539062 187.0 737.37353515625 1055.0 737.4298095703125 218.0 737.90771484375 89.0 738.4166870117188 530.0 742.3704833984375 210.0 744.9453735351562 97.0 751.393798828125 252.0 753.4052734375 1397.0 754.4092407226562 366.0 769.4526977539062 113.0 771.6217651367188 115.0 791.3563232421875 89.0 791.4039916992188 288.0 803.3923950195312 124.0 809.412841796875 54.0 825.86181640625 203.0 825.9732666015625 72.0 839.4050903320312 4799.0 840.40966796875 1755.0 844.6710815429688 148.0 855.9993286132812 90.0 856.0615234375 112.0 856.2760009765625 122.0 857.4237060546875 11689.0 858.4215087890625 2892.0 859.1194458007812 65.0 859.4043579101562 351.0 861.40234375 75.0 897.6550903320312 82.0 898.0455932617188 68.0 898.1126098632812 118.0 898.3176879882812 48.0 898.5458374023438 147.0 899.4497680664062 23902.0 899.9248657226562 48.0 900.4526977539062 7704.0 901.3067016601562 86.0 901.4435424804688 770.0 901.8990478515625 51.0 904.1177978515625 111.0 942.3094482421875 130.0 944.0609741210938 98.0 945.4451293945312 493.0 965.3927001953125 187.0 1297.1939697265625 178.0 1336.4365234375 197.0 1433.8660888671875 138.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845483 PEPMASS=405.110107 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G7_GG7_01_3141.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381018-01![3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3-hydroxy-4,5-dimethoxybenzoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(O)=C1OC)C(=O)OC2OC(CO)C(O)C(O)C2O INCHI=InChI=1S/C15H20O10/c1-22-8-4-6(3-7(17)13(8)23-2)14(21)25-15-12(20)11(19)10(18)9(5-16)24-15/h3-4,9-12,15-20H,5H2,1-2H3 INCHIAUX=CXFDTBRNJQYDLK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845483 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845483 SCANS=159 114.07381439208984 201.0 166.99256896972656 276.0 181.01080322265625 595.0 182.0219268798828 862.0 183.0260467529297 202.0 197.04627990722656 7458.0 344.0765686035156 191.0 359.0907287597656 335.0 789.772216796875 121.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845485 PEPMASS=509.175934 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G7_GG7_01_3141.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380980-01!methyl 3-(3,4-dihydroxy-2,2-dimethyl-1-oxo-3aH-imidazo[1,2-a]indol-4-yl)-2-(4-oxoquinazolin-3-yl)propanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C(CC1(O)C2N(O)C(C)(C)C(=O)N2C3=CC=CC=C13)N4C=NC5=C(C=CC=C5)C4=O INCHI=InChI=1S/C24H24N4O6/c1-23(2)22(31)27-17-11-7-5-9-15(17)24(32,21(27)28(23)33)12-18(20(30)34-3)26-13-25-16-10-6-4-8-14(16)19(26)29/h4-11,13,18,21,32-33H,12H2,1-3H3 INCHIAUX=PDUNPLZHIQQDAD-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845485 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845485 SCANS=355 75.04130554199219 90.0 104.5093765258789 105.0 132.0412139892578 223.0 140.04612731933594 227.0 141.05697631835938 214.0 143.06898498535156 149.0 145.0402374267578 18201.0 147.30288696289062 105.0 156.037353515625 232.0 156.07177734375 305.0 159.05587768554688 1397.0 170.10830688476562 225.0 171.0606689453125 697.0 171.0913848876953 2382.0 172.04359436035156 97.0 173.07156372070312 298.0 173.90626525878906 139.0 176.57785034179688 285.0 182.04840087890625 288.0 184.04049682617188 138.0 185.04132080078125 503.0 186.05410766601562 135.0 203.05165100097656 735.0 213.0679931640625 309.0 213.10011291503906 1202.0 215.04507446289062 250.0 215.08050537109375 945.0 224.08375549316406 265.0 226.06707763671875 272.0 229.03768920898438 162.0 229.0642852783203 255.0 241.09762573242188 231.0 284.3906555175781 187.0 284.8337707519531 255.0 285.0870361328125 315.0 286.0939025878906 295.0 287.0802001953125 242.0 287.10076904296875 251.0 288.11663818359375 313.0 343.14990234375 364.0 387.14556884765625 391.0 400.129638671875 141.0 401.1409912109375 1043.0 430.1427917480469 64.0 431.13775634765625 1757.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845487 PEPMASS=709.246582 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G7_GG7_01_3141.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347764-02![4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-3-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(OC(=O)\C=C\C2=CC=C(O)C=C2)C(=O)OCC3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3 INCHI=InChI=1S/C33H42O17/c1-33(2,50-32-28(43)26(41)24(39)21(14-35)48-32)29(49-22(37)12-7-16-3-8-18(36)9-4-16)30(44)45-15-17-5-10-19(11-6-17)46-31-27(42)25(40)23(38)20(13-34)47-31/h3-12,20-21,23-29,31-32,34-36,38-43H,13-15H2,1-2H3/b12-7+/t20-,21-,23-,24-,25+,26+,27-,28-,29?,31-,32+/m1/s1 INCHIAUX=LZXXRASHAINSDN-XEHIIEKUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845487 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845487 SCANS=232 81.01832580566406 133.0 101.02214813232422 212.0 113.02415466308594 770.0 117.03364562988281 2395.0 119.0345687866211 956.0 121.02539825439453 180.0 123.04134368896484 931.0 131.0122528076172 200.0 137.36065673828125 86.0 139.03497314453125 235.0 143.03330993652344 576.0 144.71707153320312 249.0 145.0280303955078 25238.0 145.28240966796875 54.0 149.0434112548828 419.0 155.0677947998047 592.0 157.31753540039062 78.0 161.04811096191406 247.0 162.368408203125 181.0 163.03793334960938 1305.0 179.05714416503906 899.0 189.08912658691406 2580.0 205.04562377929688 224.0 214.38125610351562 187.0 215.9755096435547 176.0 216.02996826171875 122.0 216.72265625 57.0 217.08590698242188 8520.0 220.7744903564453 127.0 243.06060791015625 857.0 261.07830810546875 2645.0 277.0938415527344 762.0 279.08648681640625 102.0 293.30511474609375 133.0 295.1031799316406 11807.0 304.59075927734375 71.0 314.9776306152344 136.0 319.117431640625 284.0 332.9651184082031 252.0 384.37310791015625 68.0 397.16778564453125 100.0 397.2308349609375 163.0 423.13018798828125 1280.0 439.8367614746094 137.0 441.1402893066406 11588.0 442.14166259765625 403.0 505.0096130371094 110.0 529.1774291992188 2087.0 530.176513671875 306.0 603.1963500976562 130.0 706.5719604492188 62.0 707.6185913085938 83.0 709.2341918945312 9905.0 710.2173461914062 705.0 710.44091796875 135.0 714.0215454101562 122.0 1858.9384765625 162.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845490 PEPMASS=745.221741 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G7_GG7_01_3141.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347764-02![4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-3-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanoate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(OC(=O)\C=C\C2=CC=C(O)C=C2)C(=O)OCC3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3 INCHI=InChI=1S/C33H42O17/c1-33(2,50-32-28(43)26(41)24(39)21(14-35)48-32)29(49-22(37)12-7-16-3-8-18(36)9-4-16)30(44)45-15-17-5-10-19(11-6-17)46-31-27(42)25(40)23(38)20(13-34)47-31/h3-12,20-21,23-29,31-32,34-36,38-43H,13-15H2,1-2H3/b12-7+/t20-,21-,23-,24-,25+,26+,27-,28-,29?,31-,32+/m1/s1 INCHIAUX=LZXXRASHAINSDN-XEHIIEKUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845490 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845490 SCANS=238 85.02655029296875 271.0 145.02720642089844 1651.0 187.07867431640625 245.0 259.1038513183594 76.0 295.10345458984375 1046.0 362.61981201171875 556.0 385.1902160644531 135.0 401.03253173828125 107.0 709.2333984375 981.0 710.2086181640625 131.0 710.2551879882812 264.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845492 PEPMASS=617.291382 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_GE7_01_3225.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386086-01![9-[(E)-3-acetyloxy-4-methylhex-4-en-2-yl]-12-hydroxy-3-(2-hydroxypropan-2-yl)-10-methoxy-6a,12b-dimethyl-8,11-dioxo-1,2,3,4a,5,6,12,12a-octahydropyrano[3,2-a]xanthen-1-yl] acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C(C)C(OC(C)=O)C(\C)=C\C)C(=O)C2=C(C(O)C3C(C)(CCC4OC(CC(OC(C)=O)C34C)C(C)(C)O)O2)C1=O INCHI=InChI=1S/C33H46O11/c1-11-15(2)27(42-18(5)35)16(3)22-24(36)29-23(25(37)28(22)40-10)26(38)30-32(8,44-29)13-12-19-33(30,9)21(41-17(4)34)14-20(43-19)31(6,7)39/h11,16,19-21,26-27,30,38-39H,12-14H2,1-10H3/b15-11+ INCHIAUX=SOJLUKNFWGXUFS-RVDMUPIBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845492 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845492 SCANS=490 142.36407470703125 230.0 204.8721466064453 64.0 211.08468627929688 313.0 260.0635070800781 168.0 319.13543701171875 206.0 343.1257629394531 205.0 357.0936279296875 151.0 368.93304443359375 104.0 438.2861633300781 150.0 442.2887268066406 90.0 470.1946716308594 220.0 515.2673950195312 1265.0 524.2101440429688 174.0 542.2699584960938 1181.0 557.2908935546875 744.0 575.26806640625 61.0 602.2709350585938 806.0 617.2955932617188 1760.0 678.5635986328125 186.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845494 PEPMASS=741.181763 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_GE7_01_3225.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180410-02!3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R,6S)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=C(C3=O)C(O)=CC(O)=C4)C5=CC(O)=C(O)C=C5)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O[C@@H]6OC[C@](O)(CO)[C@H]6O)[C@H](O)[C@H]1O INCHI=InChI=1S/C32H38O20/c1-10-19(38)23(42)27(52-31-28(44)32(45,8-33)9-47-31)30(48-10)46-7-17-20(39)22(41)24(43)29(50-17)51-26-21(40)18-15(37)5-12(34)6-16(18)49-25(26)11-2-3-13(35)14(36)4-11/h2-6,10,17,19-20,22-24,27-31,33-39,41-45H,7-9H2,1H3/t10-,17+,19-,20+,22-,23+,24+,27+,28-,29-,30+,31-,32+/m0/s1 INCHIAUX=KZJQLAODESHSCC-LCGCZILPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845494 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845494 SCANS=192 93.92008972167969 82.0 95.523193359375 223.0 100.05592346191406 175.0 107.0152587890625 526.0 132.66937255859375 233.0 142.1629180908203 187.0 144.27252197265625 106.0 147.56924438476562 86.0 148.538818359375 60.0 148.59664916992188 55.0 148.6632843017578 145.0 151.00265502929688 1385.0 153.66229248046875 96.0 161.98785400390625 186.0 163.029296875 307.0 164.0079345703125 72.0 167.9328155517578 156.0 169.01852416992188 263.0 174.0401153564453 196.0 175.00994873046875 136.0 179.00177001953125 1228.0 182.2974090576172 196.0 188.00759887695312 61.0 189.0182342529297 310.0 202.03045654296875 195.0 207.02938842773438 181.0 211.05215454101562 295.0 216.04287719726562 76.0 226.02947998046875 599.0 229.0524444580078 191.0 232.68539428710938 215.0 240.8758087158203 167.0 243.0327911376953 1546.0 244.03973388671875 64.0 245.04461669921875 256.0 254.01986694335938 177.0 255.0308074951172 4451.0 270.268798828125 165.0 271.02362060546875 6287.0 271.1326599121094 256.0 272.0321044921875 396.0 273.0142517089844 173.0 283.0235595703125 266.0 284.0340576171875 198.0 298.6792297363281 94.0 299.0261535644531 588.0 299.41943359375 105.0 299.58367919921875 176.0 299.6255187988281 69.0 299.8276672363281 276.0 299.9367980957031 133.0 300.0289001464844 47161.0 301.03631591796875 2571.0 301.0806579589844 172.0 302.04925537109375 152.0 303.1437683105469 207.0 310.8939514160156 64.0 340.19189453125 47.0 348.11236572265625 132.0 349.3096618652344 173.0 352.74993896484375 171.0 354.03594970703125 216.0 357.3621826171875 82.0 420.0462341308594 271.0 475.0711364746094 285.0 547.1734619140625 167.0 591.1276245117188 107.0 609.1521606445312 223.0 687.4522094726562 73.0 723.17138671875 89.0 739.7619018554688 76.0 739.9697265625 349.0 740.1986083984375 67.0 740.3139038085938 70.0 740.4373168945312 106.0 741.052001953125 114.0 741.187255859375 40421.0 741.5231323242188 150.0 741.6409301757812 337.0 742.0203247070312 111.0 742.1993408203125 2533.0 746.7459716796875 110.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845496 PEPMASS=535.302002 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_GG2_01_3136.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168955-03![3-hydroxy-1-oxo-1-(2,3,4,5,6-pentahydroxyhexoxy)decan-5-yl] 3,5-dihydroxydecanoate [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC(O)CC(O)CC(=O)OC(CCCCC)CC(O)CC(=O)OCC(O)C(O)C(O)C(O)CO INCHI=InChI=1S/C26H50O12/c1-3-5-7-9-17(28)11-18(29)14-24(34)38-20(10-8-6-4-2)12-19(30)13-23(33)37-16-22(32)26(36)25(35)21(31)15-27/h17-22,25-32,35-36H,3-16H2,1-2H3 INCHIAUX=JPGYRFJJNVYGPI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845496 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845496 SCANS=438 163.1463623046875 705.0 207.13780212402344 870.0 239.1269989013672 98.0 251.1260223388672 324.0 269.1411437988281 1822.0 272.0902404785156 90.0 427.16162109375 135.0 1101.295166015625 74.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845497 PEPMASS=599.338379 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_GG2_01_3136.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168955-03![3-hydroxy-1-oxo-1-(2,3,4,5,6-pentahydroxyhexoxy)decan-5-yl] 3,5-dihydroxydecanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC(O)CC(O)CC(=O)OC(CCCCC)CC(O)CC(=O)OCC(O)C(O)C(O)C(O)CO INCHI=InChI=1S/C26H50O12/c1-3-5-7-9-17(28)11-18(29)14-24(34)38-20(10-8-6-4-2)12-19(30)13-23(33)37-16-22(32)26(36)25(35)21(31)15-27/h17-22,25-32,35-36H,3-16H2,1-2H3 INCHIAUX=JPGYRFJJNVYGPI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845497 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845497 SCANS=326 101.02899169921875 194.0 123.91187286376953 157.0 149.03805541992188 286.0 163.06163024902344 3363.0 167.10897827148438 440.0 169.18258666992188 144.0 181.07142639160156 9459.0 181.1667938232422 118.0 183.13697814941406 146.0 185.1190643310547 2256.0 202.46707153320312 91.0 202.81683349609375 171.0 203.12744140625 19944.0 203.18145751953125 314.0 203.2376251220703 109.0 203.48846435546875 81.0 207.00123596191406 266.0 223.08006286621094 1733.0 227.12445068359375 135.0 245.1387176513672 873.0 271.1544494628906 309.0 371.2046203613281 255.0 371.2470397949219 685.0 389.2579650878906 2002.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845499 PEPMASS=767.471069 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_GG2_01_3136.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169102-02!2-[5-[2-[2-[5-[2-[2-[5-[2-[2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoyloxy]propyl]oxolan-2-yl]propanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(O)CC1CCC(O1)C(C)C(=O)OC(C)CC2CCC(O2)C(C)C(=O)OC(C)CC3CCC(O3)C(C)C(=O)OC(C)CC4CCC(O4)C(C)C(O)=O INCHI=InChI=1S/C41H68O13/c1-9-29(42)21-33-13-17-37(54-33)28(8)41(47)50-24(4)20-32-12-16-36(53-32)27(7)40(46)49-23(3)19-31-11-15-35(52-31)26(6)39(45)48-22(2)18-30-10-14-34(51-30)25(5)38(43)44/h22-37,42H,9-21H2,1-8H3,(H,43,44) INCHIAUX=VNBPNPCSBYXRNC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845499 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845499 SCANS=519 95.08502197265625 304.0 101.05911254882812 338.0 111.07967376708984 510.0 114.8764419555664 146.0 119.08525085449219 185.0 121.0636978149414 363.0 139.07557678222656 344.0 139.1072998046875 96.0 147.0804901123047 173.0 155.05416870117188 355.0 171.13912963867188 2019.0 183.10153198242188 4957.0 187.00048828125 118.0 197.1194610595703 692.0 199.92962646484375 91.0 200.87030029296875 227.0 201.11184692382812 2456.0 215.12762451171875 5597.0 266.1579895019531 221.0 353.2684020996094 483.0 367.2101135253906 466.0 367.23944091796875 382.0 380.622314453125 164.0 381.1141357421875 107.0 385.2235107421875 985.0 386.228271484375 333.0 399.2406921386719 4162.0 400.24896240234375 569.0 412.9906005859375 101.0 551.3316650390625 482.0 552.3150024414062 235.0 569.3359985351562 325.0 583.3504028320312 3408.0 584.3612670898438 107.0 597.4000244140625 78.0 767.4560546875 6603.0 768.461669921875 990.0 1130.6273193359375 353.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845501 PEPMASS=337.141785 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E11_BE11_01_3277.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380083-01!(E)-3-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-1-(4-methoxyphenyl)prop-2-en-1-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C(=O)\C=C\C2=CC(=C(O)C=C2O)C(C)(C)C=C INCHI=InChI=1S/C21H22O4/c1-5-21(2,3)17-12-15(19(23)13-20(17)24)8-11-18(22)14-6-9-16(25-4)10-7-14/h5-13,23-24H,1H2,2-4H3/b11-8+ INCHIAUX=TZHSNGXLLUGMMD-DHZHZOJOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845501 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845501 SCANS=401 108.02195739746094 323.0 243.10678100585938 255.0 305.0998840332031 195.0 322.12127685546875 95.0 337.1418762207031 3013.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845504 PEPMASS=397.088867 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E11_BE11_01_3277.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380078-01!(12S,12aS,12bR)-4,9,12,12b-tetrahydroxy-2,11,12,12a-tetrahydro-1H-perylene-3,10-dione [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1CC(=O)C2=C(O)C=CC3=C2[C@@H]1[C@]4(O)CCC(=O)C5=C4C3=CC=C5O INCHI=InChI=1S/C20H16O6/c21-10-3-1-8-9-2-4-11(22)17-12(23)5-6-20(26,18(9)17)19-14(25)7-13(24)16(10)15(8)19/h1-4,14,19,21-22,25-26H,5-7H2/t14-,19+,20-/m0/s1 INCHIAUX=GJIALGLHOBXNAT-KPOBHBOGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845504 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845504 SCANS=297 263.0759582519531 114.0 315.06536865234375 1692.0 333.08477783203125 935.0 351.08795166015625 1472.0 417.36572265625 283.0 1004.4482421875 63.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845506 PEPMASS=549.146423 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E11_BE11_01_3277.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384611-01!2-[2,6-dihydroxy-4-[(3R,4R)-3-[(4-hydroxybenzoyl)amino]azepan-4-yl]oxycarbonylbenzoyl]-3-hydroxybenzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC(=O)C1=CC=CC(O)=C1C(=O)C2=C(O)C=C(C=C2O)C(=O)O[C@@H]3CCCNC[C@H]3NC(=O)C4=CC=C(O)C=C4 INCHI=InChI=1S/C28H26N2O10/c31-16-8-6-14(7-9-16)26(36)30-18-13-29-10-2-5-22(18)40-28(39)15-11-20(33)24(21(34)12-15)25(35)23-17(27(37)38)3-1-4-19(23)32/h1,3-4,6-9,11-12,18,22,29,31-34H,2,5,10,13H2,(H,30,36)(H,37,38)/t18-,22-/m1/s1 INCHIAUX=XYUFCXJZFZPEJD-XMSQKQJNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845506 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845506 SCANS=183 123.31620025634766 267.0 134.05810546875 226.0 135.0089569091797 135.0 153.0210418701172 3115.0 160.0673370361328 145.0 161.0216064453125 227.0 163.00257873535156 7471.0 167.04620361328125 188.0 179.00119018554688 1428.0 204.09925842285156 229.0 211.04116821289062 2514.0 229.05078125 4398.0 231.11331176757812 3495.0 231.61740112304688 227.0 232.93844604492188 114.0 255.02981567382812 7214.0 273.0506896972656 269.0 299.0194091796875 598.0 302.1881408691406 158.0 385.14788818359375 116.0 411.1040344238281 158.0 487.18218994140625 174.0 505.15728759765625 407.0 531.1450805664062 731.0 535.4092407226562 204.0 549.1474609375 197.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845508 PEPMASS=357.203888 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_GA10_01_3204.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169961-02!4-hydroxy-3-[(2E,6E)-4-hydroxy-3,7,11-trimethyldodeca-2,6,10-trienyl]benzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC\C(C)=C\CC(O)C(\C)=C\CC1=C(O)C=CC(=C1)C(O)=O INCHI=InChI=1S/C22H30O4/c1-15(2)6-5-7-16(3)8-12-20(23)17(4)9-10-18-14-19(22(25)26)11-13-21(18)24/h6,8-9,11,13-14,20,23-24H,5,7,10,12H2,1-4H3,(H,25,26)/b16-8+,17-9+ INCHIAUX=LSQRGMPMJOCLHX-GONBZBRSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845508 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845508 SCANS=439 106.04452514648438 159.0 147.0812530517578 1436.0 150.02975463867188 470.0 175.09091186523438 318.0 182.0265350341797 233.0 191.06826782226562 1252.0 216.08853149414062 187.0 339.1993408203125 863.0 355.7663879394531 59.0 357.2065124511719 2980.0 357.25738525390625 461.0 948.711181640625 100.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845510 PEPMASS=373.162506 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_GA10_01_3204.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180317-02!1,7-bis(3,4-dihydroxyphenyl)heptan-3-yl acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)OC(CCCCC1=CC(O)=C(O)C=C1)CCC2=CC(O)=C(O)C=C2 INCHI=InChI=1S/C21H26O6/c1-14(22)27-17(9-6-16-8-11-19(24)21(26)13-16)5-3-2-4-15-7-10-18(23)20(25)12-15/h7-8,10-13,17,23-26H,2-6,9H2,1H3 INCHIAUX=UWNADLMLMRTPFL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845510 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845510 SCANS=355 122.03536987304688 369.0 286.157958984375 148.0 295.1329650878906 240.0 310.9816589355469 228.0 313.14422607421875 1571.0 313.7483825683594 139.0 373.1645202636719 1597.0 705.12548828125 56.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845512 PEPMASS=475.23642 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_GA10_01_3204.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179731-03!4-[5-[acetyl(hydroxy)amino]pentylamino]-2-[2-[5-[acetyl(hydroxy)amino]pentylamino]-2-oxoethyl]-2-hydroxy-4-oxobutanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)N(O)CCCCCNC(=O)CC(O)(CC(=O)NCCCCCN(O)C(C)=O)C(O)=O INCHI=InChI=1S/C20H36N4O9/c1-15(25)23(32)11-7-3-5-9-21-17(27)13-20(31,19(29)30)14-18(28)22-10-6-4-8-12-24(33)16(2)26/h31-33H,3-14H2,1-2H3,(H,21,27)(H,22,28)(H,29,30) INCHIAUX=BPEXJHGGARTCIR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845512 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845512 SCANS=172 110.0270004272461 286.0 133.83370971679688 173.0 167.082763671875 161.0 187.10569763183594 219.0 193.0966796875 453.0 193.24288940429688 142.0 211.1137237548828 235.0 228.75286865234375 161.0 228.77830505371094 156.0 228.99342346191406 184.0 229.11972045898438 2951.0 231.6578826904297 56.0 253.1195068359375 5125.0 255.0887908935547 629.0 373.20166015625 158.0 413.2338562011719 189.0 415.1280212402344 285.0 415.2232666015625 850.0 421.21063232421875 80.0 439.224853515625 2377.0 457.23138427734375 280.0 475.2459411621094 5543.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845514 PEPMASS=457.226624 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_GA10_01_3204.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179731-03!4-[5-[acetyl(hydroxy)amino]pentylamino]-2-[2-[5-[acetyl(hydroxy)amino]pentylamino]-2-oxoethyl]-2-hydroxy-4-oxobutanoic acid [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)N(O)CCCCCNC(=O)CC(O)(CC(=O)NCCCCCN(O)C(C)=O)C(O)=O INCHI=InChI=1S/C20H36N4O9/c1-15(25)23(32)11-7-3-5-9-21-17(27)13-20(31,19(29)30)14-18(28)22-10-6-4-8-12-24(33)16(2)26/h31-33H,3-14H2,1-2H3,(H,21,27)(H,22,28)(H,29,30) INCHIAUX=BPEXJHGGARTCIR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845514 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845514 SCANS=192 117.710205078125 210.0 253.1184844970703 4189.0 439.2143249511719 577.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845515 PEPMASS=405.135895 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C9_BC9_01_3263.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169586-02!7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC2C1C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)OC=C2C(O)=O INCHI=InChI=1S/C16H24O9/c1-6-2-3-7-8(14(21)22)5-23-15(10(6)7)25-16-13(20)12(19)11(18)9(4-17)24-16/h5-7,9-13,15-20H,2-4H2,1H3,(H,21,22)/t6?,7?,9-,10?,11-,12+,13-,15?,16+/m1/s1 INCHIAUX=DSXFHNSGLYXPNG-WUBGXZNDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845515 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845515 SCANS=188 99.29020690917969 106.0 153.0968475341797 1150.0 181.0773468017578 221.0 197.08148193359375 1168.0 359.14178466796875 2050.0 1255.481201171875 889.0 1287.2408447265625 162.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845518 PEPMASS=365.270905 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_BC4_01_3332.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386000-01!3-pentadecylbenzene-1,2-diol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCCCCCCCC1=C(O)C(O)=CC=C1 INCHI=InChI=1S/C21H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-17-15-18-20(22)21(19)23/h15,17-18,22-23H,2-14,16H2,1H3 INCHIAUX=DQTMTQZSOJMZSF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845518 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845518 SCANS=635 319.2648010253906 5845.0 322.6343078613281 128.0 331.37115478515625 99.0 364.24859619140625 283.0 605.7850952148438 338.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845519 PEPMASS=369.204163 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_BE10_01_3276.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347666-02!2,4-dihydroxy-6-methyl-3-[(2E,4E)-3-methyl-5-[(1R,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]penta-2,4-dienyl]benzaldehyde [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CCC(=O)[C@H](C)[C@@]1(C)\C=C\C(C)=C\CC2=C(O)C=C(C)C(C=O)=C2O INCHI=InChI=1S/C23H30O4/c1-14(10-11-23(5)16(3)7-9-20(25)17(23)4)6-8-18-21(26)12-15(2)19(13-24)22(18)27/h6,10-13,16-17,26-27H,7-9H2,1-5H3/b11-10+,14-6+/t16-,17+,23+/m1/s1 INCHIAUX=AQCKKGIVKOHRLM-HBFAXEOFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845519 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845519 SCANS=467 163.11181640625 190.0 175.0372314453125 620.0 193.69735717773438 46.0 201.05445861816406 88.0 369.20794677734375 3177.0 369.34613037109375 216.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845521 PEPMASS=485.140381 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_BE10_01_3276.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179715-03!methyl 2-[[3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl]methyl]-4-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C3(CC1=CC(CC2OC2(C)C)=C(O)C=C1)OC(=O)C(O)=C3C4=CC=C(O)C=C4 INCHI=InChI=1S/C24H24O8/c1-23(2)18(31-23)11-15-10-13(4-9-17(15)26)12-24(22(29)30-3)19(20(27)21(28)32-24)14-5-7-16(25)8-6-14/h4-10,18,25-27H,11-12H2,1-3H3 INCHIAUX=FWHAYHIGJSFGKO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845521 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845521 SCANS=319 132.01461791992188 364.0 145.02902221679688 430.0 188.3995361328125 152.0 189.01809692382812 985.0 190.023681640625 164.0 199.47958374023438 102.0 204.03961181640625 1138.0 236.0821990966797 132.0 295.0924377441406 149.0 308.07806396484375 658.0 309.1189270019531 149.0 349.1472473144531 433.0 367.1557922363281 855.0 377.1424865722656 504.0 379.1191101074219 5232.0 380.12646484375 5166.0 380.3083801269531 100.0 381.1233215332031 164.0 383.4443054199219 148.0 391.6944274902344 140.0 395.1527404785156 1198.0 398.6109924316406 236.0 412.1143493652344 4864.0 414.1214904785156 99.0 439.1393737792969 3424.0 440.152587890625 122.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845524 PEPMASS=579.130005 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_BE10_01_3276.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384592-01!3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C4=CC=C(O)C=C4)[C@H](O[C@@H]5OC[C@@H](O)[C@H](O)[C@H]5O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C26H28O15/c27-7-15-18(33)20(35)24(41-25-21(36)17(32)13(31)8-37-25)26(39-15)40-23-19(34)16-12(30)5-11(29)6-14(16)38-22(23)9-1-3-10(28)4-2-9/h1-6,13,15,17-18,20-21,24-33,35-36H,7-8H2/t13-,15-,17+,18-,20+,21-,24-,25+,26+/m1/s1 INCHIAUX=RXAXTTGJEMODPY-CJNLAGEVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845524 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845524 SCANS=197 95.80744171142578 53.0 98.23480224609375 355.0 145.02633666992188 247.0 163.0069122314453 327.0 164.43154907226562 202.0 227.0350341796875 796.0 228.04437255859375 288.0 255.03443908691406 1108.0 256.0379943847656 152.0 266.8185729980469 233.0 281.5918273925781 225.0 283.0174865722656 215.0 283.0462646484375 224.0 284.034912109375 7748.0 285.0020446777344 94.0 285.0364685058594 943.0 286.9035339355469 158.0 393.6971740722656 97.0 429.0867919921875 233.0 579.137939453125 5021.0 580.14501953125 172.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845526 PEPMASS=625.13501 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_BE10_01_3276.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384592-01!3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C4=CC=C(O)C=C4)[C@H](O[C@@H]5OC[C@@H](O)[C@H](O)[C@H]5O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C26H28O15/c27-7-15-18(33)20(35)24(41-25-21(36)17(32)13(31)8-37-25)26(39-15)40-23-19(34)16-12(30)5-11(29)6-14(16)38-22(23)9-1-3-10(28)4-2-9/h1-6,13,15,17-18,20-21,24-33,35-36H,7-8H2/t13-,15-,17+,18-,20+,21-,24-,25+,26+/m1/s1 INCHIAUX=RXAXTTGJEMODPY-CJNLAGEVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845526 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845526 SCANS=198 76.98848724365234 181.0 108.21430206298828 280.0 163.00396728515625 282.0 169.01303100585938 500.0 172.60728454589844 238.0 178.99766540527344 435.0 186.691650390625 268.0 227.03550720214844 2003.0 229.71897888183594 244.0 255.03482055664062 1063.0 256.03338623046875 346.0 270.4949035644531 116.0 284.0352783203125 14317.0 284.1039123535156 62.0 285.03802490234375 2478.0 296.0302734375 75.0 302.3307800292969 62.0 342.93487548828125 55.0 401.0828857421875 272.0 429.0836181640625 782.0 544.5195922851562 121.0 572.7054443359375 57.0 577.7420654296875 138.0 577.8943481445312 270.0 578.0988159179688 120.0 578.7798461914062 122.0 578.8755493164062 100.0 579.1360473632812 18530.0 580.1340942382812 415.0 580.4931030273438 138.0 584.1424560546875 219.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845528 PEPMASS=1077.564331 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_BE10_01_3276.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347717-02! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)CC(C)CCCCCCCCC(=O)N[C@H]1C[C@@H](O)[C@@H](O)NC(=O)[C@@H]2[C@@H](O)[C@@H](C)CN2C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]3C[C@@H](O)CN3C(=O)[C@@H](NC1=O)[C@@H](C)O)[C@H](O)[C@@H](O)C4=CC=C(O)C=C4)[C@H](O)CC(N)=O INCHI=InChI=1S/C51H82N8O17/c1-6-25(2)19-26(3)13-11-9-7-8-10-12-14-37(66)53-32-21-35(64)47(72)57-49(74)41-42(67)27(4)23-59(41)51(76)39(34(63)22-36(52)65)55-48(73)40(44(69)43(68)29-15-17-30(61)18-16-29)56-46(71)33-20-31(62)24-58(33)50(75)38(28(5)60)54-45(32)70/h15-18,25-28,31-35,38-44,47,60-64,67-69,72H,6-14,19-24H2,1-5H3,(H2,52,65)(H,53,66)(H,54,70)(H,55,73)(H,56,71)(H,57,74)/t25?,26?,27-,28+,31+,32-,33-,34+,35+,38-,39-,40-,41-,42-,43-,44-,47+/m0/s1 INCHIAUX=DFQUSLQYURJBIT-MFKXNLKNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845528 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845528 SCANS=392 73.04613494873047 269.0 82.03091430664062 372.0 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BEGIN IONS TITLE=CCMSLIB00000845529 PEPMASS=1123.568726 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_BE10_01_3276.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347717-02! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)CC(C)CCCCCCCCC(=O)N[C@H]1C[C@@H](O)[C@@H](O)NC(=O)[C@@H]2[C@@H](O)[C@@H](C)CN2C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]3C[C@@H](O)CN3C(=O)[C@@H](NC1=O)[C@@H](C)O)[C@H](O)[C@@H](O)C4=CC=C(O)C=C4)[C@H](O)CC(N)=O INCHI=InChI=1S/C51H82N8O17/c1-6-25(2)19-26(3)13-11-9-7-8-10-12-14-37(66)53-32-21-35(64)47(72)57-49(74)41-42(67)27(4)23-59(41)51(76)39(34(63)22-36(52)65)55-48(73)40(44(69)43(68)29-15-17-30(61)18-16-29)56-46(71)33-20-31(62)24-58(33)50(75)38(28(5)60)54-45(32)70/h15-18,25-28,31-35,38-44,47,60-64,67-69,72H,6-14,19-24H2,1-5H3,(H2,52,65)(H,53,66)(H,54,70)(H,55,73)(H,56,71)(H,57,74)/t25?,26?,27-,28+,31+,32-,33-,34+,35+,38-,39-,40-,41-,42-,43-,44-,47+/m0/s1 INCHIAUX=DFQUSLQYURJBIT-MFKXNLKNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845529 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845529 SCANS=385 72.6889877319336 315.0 85.5277099609375 202.0 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798.7471313476562 137.0 811.4479370117188 129.0 816.6845703125 229.0 821.462158203125 124.0 822.4749145507812 120.0 834.4498901367188 228.0 840.447509765625 238.0 852.4810791015625 438.0 853.4697265625 241.0 876.477294921875 355.0 877.45654296875 250.0 881.5137939453125 146.0 882.5133666992188 204.0 910.4945068359375 1123.0 911.503662109375 844.0 912.5061645507812 393.0 928.47607421875 133.0 928.5172119140625 245.0 929.5760498046875 122.0 945.2652587890625 91.0 946.5166625976562 4680.0 946.5928955078125 371.0 946.9379272460938 127.0 947.5073852539062 951.0 948.5376586914062 616.0 951.706787109375 229.0 956.5073852539062 159.0 963.5126342773438 141.0 991.5288696289062 71.0 997.5262451171875 244.0 1033.5462646484375 513.0 1034.5035400390625 62.0 1034.57421875 234.0 1035.5721435546875 347.0 1060.6131591796875 136.0 1077.570068359375 199.0 1078.56494140625 129.0 1956.66015625 279.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845531 PEPMASS=353.136444 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_GE7_01_3046.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180304-03!(E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C(=O)\C=C\C2=CC=C(O)C=C2)C(O)=C(CC=C(C)C)C(O)=C1 INCHI=InChI=1S/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+ INCHIAUX=ORXQGKIUCDPEAJ-YRNVUSSQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845531 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845531 SCANS=447 119.05180358886719 922.0 165.09034729003906 285.0 175.04367065429688 217.0 233.0791473388672 721.0 251.09039306640625 193.0 295.0528869628906 205.0 352.4332275390625 122.0 353.138427734375 1186.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845533 PEPMASS=387.178314 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_GE7_01_3046.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385511-01!3-[(2R,3S)-5-hydroxy-2,3,8,8-tetramethyl-4-oxo-2,3-dihydropyrano[2,3-h]chromen-6-yl]hexanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCC(CC(O)=O)C1=C(O)C2=C(O[C@H](C)[C@H](C)C2=O)C3=C1OC(C)(C)C=C3 INCHI=InChI=1S/C22H28O6/c1-6-7-13(10-15(23)24)16-19(26)17-18(25)11(2)12(3)27-20(17)14-8-9-22(4,5)28-21(14)16/h8-9,11-13,26H,6-7,10H2,1-5H3,(H,23,24)/t11-,12+,13?/m0/s1 INCHIAUX=MXFUJXIOAUPXPT-LAGVYOHYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845533 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845533 SCANS=516 273.117919921875 163.0 341.8104553222656 159.0 343.19140625 1333.0 369.175048828125 521.0 387.18218994140625 5455.0 388.1804504394531 142.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845536 PEPMASS=441.078857 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_GE7_01_3046.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179135-03![(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](O2)C4=CC(O)=C(O)C=C4)C(O)=C1 INCHI=InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21-/m1/s1 INCHIAUX=LSHVYAFMTMFKBA-TZIWHRDSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845536 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845536 SCANS=233 125.02351379394531 1139.0 153.9711151123047 236.0 168.00466918945312 206.0 169.0161590576172 1796.0 170.5107879638672 117.0 174.49261474609375 123.0 179.03526306152344 310.0 185.05978393554688 230.0 221.08421325683594 297.0 243.0624542236328 420.0 245.0741729736328 79.0 271.0584716796875 387.0 273.7105407714844 150.0 289.0702819824219 1035.0 441.0821228027344 349.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845538 PEPMASS=487.085541 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_GE7_01_3046.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179135-03![(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](O2)C4=CC(O)=C(O)C=C4)C(O)=C1 INCHI=InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21-/m1/s1 INCHIAUX=LSHVYAFMTMFKBA-TZIWHRDSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845538 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845538 SCANS=235 87.10538482666016 187.0 109.02678680419922 515.0 123.00831604003906 261.0 124.01538848876953 529.0 125.02349853515625 591.0 148.65293884277344 106.0 159.04086303710938 313.0 168.00743103027344 248.0 169.0132293701172 7337.0 193.0108642578125 213.0 205.05943298339844 416.0 245.08250427246094 248.0 253.07110595703125 262.0 259.0561218261719 215.0 271.0591735839844 173.0 289.0702209472656 3202.0 303.04949951171875 244.0 437.1112976074219 191.0 438.8470764160156 83.0 441.0794677734375 2608.0 441.285888671875 92.0 441.9254150390625 111.0 442.07476806640625 131.0 444.1075744628906 139.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845539 PEPMASS=491.115631 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_GE7_01_3046.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385204-01!5-hydroxy-2-[2-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7,8-dimethoxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C=C(OC2=C1OC)C3=C(O)C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=CC=C3 INCHI=InChI=1S/C23H24O12/c1-31-14-7-11(26)16-10(25)6-13(33-22(16)21(14)32-2)9-4-3-5-12(17(9)27)34-23-20(30)19(29)18(28)15(8-24)35-23/h3-7,15,18-20,23-24,26-30H,8H2,1-2H3/t15-,18-,19+,20-,23-/m1/s1 INCHIAUX=JCUIPEIMZRLNKQ-BSTKLLGTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845539 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845539 SCANS=256 116.34867095947266 77.0 124.99373626708984 127.0 150.9993133544922 215.0 173.1632080078125 114.0 184.2997589111328 195.0 193.01119995117188 356.0 201.0180206298828 837.0 213.0371856689453 230.0 227.05123901367188 228.0 237.02651977539062 141.0 255.0322723388672 207.0 257.0461120605469 187.0 270.019287109375 114.0 271.0201416015625 227.0 298.0088806152344 231.0 299.01580810546875 2069.0 313.00836181640625 234.0 314.0478820800781 1340.0 328.0545959472656 529.0 328.59136962890625 134.0 329.0665588378906 10732.0 331.9329833984375 251.0 341.677734375 120.0 353.01776123046875 191.0 353.06671142578125 199.0 356.0459289550781 113.0 476.0985107421875 138.0 491.1211853027344 4657.0 1942.799560546875 436.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845541 PEPMASS=655.146484 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_GE7_01_3046.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385194-01!2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=C(OC3=CC(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=CC(O)=C3C2=O)C5=CC(O)=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(39-8)43-25-19(34)16-13(31)5-10(40-27-23(38)21(36)18(33)15(7-28)42-27)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,18+,20+,21-,22+,23+,26-,27+/m0/s1 INCHIAUX=MCTZMXCUYPDYNE-AHHFARBASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845541 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845541 SCANS=180 127.21577453613281 228.0 173.0167694091797 358.0 299.0225830078125 632.0 300.02337646484375 571.0 301.03228759765625 1235.0 447.1024169921875 273.0 462.0798645019531 587.0 463.08270263671875 905.0 465.5762023925781 204.0 482.5893859863281 84.0 489.1031188964844 145.0 609.1524658203125 1375.0 610.1636962890625 379.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845544 PEPMASS=435.090424 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G8_RG8_01_3190.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347387-02!1,3,6-trihydroxy-5-methoxy-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC2=C1OC3=CC(O)=C([C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(O)=C3C2=O INCHI=InChI=1S/C20H20O11/c1-29-19-7(22)3-2-6-13(24)12-9(30-18(6)19)4-8(23)11(15(12)26)20-17(28)16(27)14(25)10(5-21)31-20/h2-4,10,14,16-17,20-23,25-28H,5H2,1H3/t10-,14-,16+,17-,20+/m1/s1 INCHIAUX=MTQVPZUZBBTLNO-HSLVGEKZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845544 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845544 SCANS=184 259.0425109863281 323.0 272.033447265625 2650.0 282.0146789550781 175.0 287.01861572265625 451.0 300.02349853515625 379.0 301.04840087890625 129.0 315.052490234375 5189.0 315.2441711425781 89.0 318.24005126953125 135.0 327.0548095703125 121.0 345.0660095214844 1620.0 357.06396484375 419.0 387.0746765136719 277.0 389.0917053222656 190.0 420.06634521484375 134.0 434.96856689453125 269.0 435.0882568359375 1073.0 436.0921630859375 105.0 438.7693176269531 201.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845545 PEPMASS=669.16272 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G8_RG8_01_3190.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385367-01!5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2=C(O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)C(=O)C5=C(O)C(OC)=C(O)C=C5O2 INCHI=InChI=1S/C29H34O18/c1-41-12-5-9(3-4-10(12)31)25-27(20(36)16-13(44-25)6-11(32)26(42-2)19(16)35)47-29-24(40)22(38)18(34)15(46-29)8-43-28-23(39)21(37)17(33)14(7-30)45-28/h3-6,14-15,17-18,21-24,28-35,37-40H,7-8H2,1-2H3/t14-,15-,17-,18-,21+,22+,23-,24-,28-,29+/m1/s1 INCHIAUX=ZZNVCZGRNCQHCQ-JZSCMRTJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845545 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845545 SCANS=204 165.99423217773438 422.0 166.05609130859375 91.0 187.13555908203125 176.0 258.0209045410156 199.0 285.0601806640625 289.0 287.021240234375 186.0 302.0463562011719 185.0 329.0410461425781 117.0 345.0616760253906 1635.0 669.1701049804688 660.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845547 PEPMASS=755.235779 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G8_RG8_01_3190.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180365-02![6-[2-(3,4-dihydroxyphenyl)ethoxy]-2-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(OC(=O)\C=C\C3=CC(O)=C(O)C=C3)C(CO)OC(OCCC4=CC(O)=C(O)C=C4)C2OC5OCC(O)C(O)C5O)C(O)C(O)C1O INCHI=InChI=1S/C34H44O19/c1-14-24(42)26(44)28(46)33(49-14)52-30-29(51-23(41)7-4-15-2-5-17(36)19(38)10-15)22(12-35)50-34(47-9-8-16-3-6-18(37)20(39)11-16)31(30)53-32-27(45)25(43)21(40)13-48-32/h2-7,10-11,14,21-22,24-40,42-46H,8-9,12-13H2,1H3/b7-4+ INCHIAUX=HZUURLOSYMEMET-QPJJXVBHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845547 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845547 SCANS=181 83.19239044189453 117.0 84.52278900146484 141.0 89.02103424072266 662.0 94.13267517089844 78.0 109.03038787841797 134.0 119.03447723388672 203.0 125.02287292480469 922.0 132.0214080810547 585.0 133.0303192138672 4180.0 134.04820251464844 317.0 135.0442352294922 2693.0 135.09616088867188 86.0 137.66664123535156 155.0 149.04457092285156 1024.0 153.0547637939453 1002.0 161.02337646484375 26430.0 161.08804321289062 75.0 161.30523681640625 72.0 162.02320861816406 951.0 164.66062927246094 51.0 179.0343780517578 608.0 182.21995544433594 197.0 191.0556640625 869.0 221.0712432861328 346.0 237.07847595214844 195.0 243.0673828125 418.0 275.0699157714844 489.0 276.08306884765625 229.0 279.0888366699219 71.0 315.1114196777344 347.0 358.7263488769531 111.0 359.9444274902344 88.0 380.68646240234375 125.0 384.33941650390625 191.0 400.12274169921875 235.0 411.0180358886719 158.0 416.43304443359375 90.0 429.1429138183594 563.0 447.151123046875 625.0 461.171142578125 822.0 493.3309020996094 83.0 589.9007568359375 65.0 593.2080688476562 8559.0 593.440673828125 233.0 594.22119140625 305.0 617.7238159179688 80.0 619.1825561523438 108.0 754.8779907226562 54.0 755.2395629882812 22857.0 755.36767578125 171.0 756.238037109375 2844.0 757.2650756835938 182.0 760.2916259765625 162.0 772.6766967773438 156.0 776.2891845703125 124.0 786.4966430664062 170.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845550 PEPMASS=799.22699 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_RA7_01_2969.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380495-01!3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2=C(O[C@@H]3O[C@H](CO[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)C(=O)C6=C(O)C(OC)=C(O)C=C6O2 INCHI=InChI=1S/C35H44O21/c1-10-19(38)24(43)27(46)33(51-10)50-9-17-21(40)26(45)32(56-34-28(47)25(44)20(39)11(2)52-34)35(54-17)55-31-23(42)18-16(8-14(37)30(49-4)22(18)41)53-29(31)12-5-6-13(36)15(7-12)48-3/h5-8,10-11,17,19-21,24-28,32-41,43-47H,9H2,1-4H3/t10-,11-,17+,19-,20-,21+,24+,25+,26-,27+,28+,32+,33+,34-,35-/m0/s1 INCHIAUX=SEYOLRVULPTURM-IQXADPPTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845550 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845550 SCANS=244 72.67668151855469 263.0 109.99821472167969 273.0 148.01654052734375 264.0 152.0115966796875 216.0 165.98873901367188 489.0 166.17141723632812 134.0 169.29763793945312 198.0 170.81105041503906 261.0 176.0090789794922 254.0 176.80995178222656 303.0 178.99244689941406 890.0 181.01348876953125 218.0 199.04290771484375 314.0 202.0257568359375 294.0 209.01950073242188 454.0 219.07379150390625 254.0 230.02389526367188 177.0 237.78146362304688 78.0 242.0272216796875 274.0 247.8846435546875 238.0 257.00665283203125 215.0 258.0143737792969 1935.0 259.0201110839844 193.0 270.0419616699219 255.0 271.03265380859375 171.0 272.0350036621094 292.0 274.2484130859375 394.0 278.53192138671875 90.0 285.0444030761719 441.0 286.0127258300781 3480.0 287.021484375 1043.0 300.0312194824219 113.0 301.03619384765625 2997.0 302.043701171875 1017.0 314.0081481933594 1099.0 315.01019287109375 156.0 315.04559326171875 315.0 317.0589904785156 516.0 327.8522644042969 119.0 329.03265380859375 16810.0 329.1693420410156 62.0 330.03631591796875 3188.0 332.2070007324219 125.0 340.1490173339844 225.0 343.0363464355469 261.0 344.0550231933594 19867.0 344.1712951660156 64.0 345.0655212402344 6037.0 346.0560302734375 157.0 347.2097473144531 110.0 347.23834228515625 214.0 347.3148193359375 121.0 347.36846923828125 72.0 357.1811218261719 239.0 379.80499267578125 142.0 380.2728271484375 72.0 381.26312255859375 244.0 381.8097839355469 264.0 386.0781555175781 537.0 399.070068359375 178.0 459.441162109375 204.0 507.1012878417969 154.0 533.1270751953125 162.0 537.397705078125 136.0 635.1671142578125 172.0 635.2085571289062 185.0 767.1947631835938 215.0 768.2598876953125 371.0 784.2259521484375 357.0 793.5390014648438 96.0 798.539794921875 195.0 799.2291870117188 21702.0 800.2474975585938 2582.0 801.2062377929688 115.0 804.0264892578125 52.0 829.3312377929688 128.0 946.3740844726562 294.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845551 PEPMASS=901.257263 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_RA7_01_2969.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380496-01!7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=CC(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)=CC(O)=C4C3=O)C7=CC=C(O)C=C7)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C39H50O24/c1-11-21(43)26(48)30(52)36(56-11)55-10-19-24(46)28(50)32(54)38(61-19)62-34-25(47)20-16(42)7-15(8-17(20)59-33(34)13-3-5-14(41)6-4-13)58-39-35(29(51)23(45)18(9-40)60-39)63-37-31(53)27(49)22(44)12(2)57-37/h3-8,11-12,18-19,21-24,26-32,35-46,48-54H,9-10H2,1-2H3/t11-,12-,18+,19+,21-,22-,23+,24+,26+,27+,28-,29-,30+,31+,32+,35+,36+,37-,38-,39+/m0/s1 INCHIAUX=UKLPMOHKLUPGON-JEXZMAAQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845551 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845551 SCANS=180 101.02572631835938 328.0 112.70470428466797 146.0 140.4633026123047 98.0 169.01376342773438 200.0 169.1086883544922 119.0 197.0293731689453 233.0 199.03761291503906 200.0 200.0414581298828 133.0 227.03326416015625 1372.0 253.0586700439453 229.0 255.0286102294922 1864.0 256.0229797363281 464.0 257.04205322265625 430.0 258.05755615234375 276.0 281.03729248046875 166.0 282.05084228515625 161.0 283.0252685546875 8504.0 284.03375244140625 10594.0 284.19732666015625 88.0 285.03631591796875 4036.0 286.0278625488281 331.0 286.0846862792969 174.0 287.0603332519531 202.0 294.75164794921875 65.0 296.507568359375 284.0 309.044189453125 594.0 327.049560546875 266.0 348.1330871582031 175.0 357.06396484375 223.0 357.09716796875 182.0 387.4945068359375 331.0 431.1405334472656 97.0 446.0367126464844 356.0 446.088134765625 3447.0 447.09417724609375 1081.0 473.1127014160156 150.0 575.1334228515625 364.0 737.321044921875 57.0 739.2125244140625 18208.0 740.2112426757812 3523.0 740.8424682617188 109.0 741.2053833007812 170.0 741.6124877929688 75.0 742.0389404296875 63.0 744.4907836914062 183.0 749.94873046875 62.0 781.2271118164062 211.0 782.2278442382812 111.0 901.2503662109375 1507.0 902.2744140625 492.0 903.2592163085938 259.0 907.0455932617188 173.0 965.2284545898438 123.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845553 PEPMASS=589.368835 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G3_BG3_01_3281.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179860-02!6-[(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-3-methyloxolan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxononyl]-2-hydroxy-3-methylbenzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC[C@H]([C@H]1O[C@@](CC)(C[C@@H]1C)[C@H]2CC[C@](O)(CC)[C@H](C)O2)C(=O)[C@@H](C)[C@@H](O)[C@H](C)CCC3=C(C(O)=O)C(O)=C(C)C=C3 INCHI=InChI=1S/C34H54O8/c1-9-25(31-21(6)18-34(11-3,42-31)26-16-17-33(40,10-2)23(8)41-26)30(37)22(7)28(35)19(4)12-14-24-15-13-20(5)29(36)27(24)32(38)39/h13,15,19,21-23,25-26,28,31,35-36,40H,9-12,14,16-18H2,1-8H3,(H,38,39)/t19-,21+,22+,23+,25+,26-,28+,31+,33-,34+/m1/s1 INCHIAUX=BBMULGJBVDDDNI-OWKLGTHSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845553 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845553 SCANS=553 99.08202362060547 382.0 117.5440673828125 128.0 119.84342193603516 173.0 121.06358337402344 304.0 126.13724517822266 103.0 134.8554229736328 89.0 153.12510681152344 258.0 157.06239318847656 181.0 173.1112060546875 278.0 179.1071319580078 111.0 189.09706115722656 325.0 191.1070556640625 1842.0 232.0356903076172 143.0 233.80029296875 107.0 233.9891815185547 145.0 235.09617614746094 10450.0 235.1531524658203 83.0 282.0099182128906 159.0 294.8919677734375 101.0 327.2351379394531 507.0 353.256103515625 183.0 353.29248046875 365.0 571.3556518554688 120.0 571.4052734375 156.0 589.373291015625 15851.0 589.7404174804688 192.0 589.9005126953125 188.0 598.6604614257812 100.0 600.3820190429688 108.0 613.1917724609375 139.0 855.0735473632812 52.0 1012.4630126953125 138.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845555 PEPMASS=477.176666 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_GC6_01_3309.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179935-02!(5S)-1,7-bis(3,4-dihydroxyphenyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyheptan-3-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1CO[C@@H](O[C@@H](CCC2=CC(O)=C(O)C=C2)CC(=O)CCC3=CC(O)=C(O)C=C3)[C@H](O)[C@H]1O INCHI=InChI=1S/C24H30O10/c25-15(5-1-13-3-7-17(26)19(28)9-13)11-16(6-2-14-4-8-18(27)20(29)10-14)34-24-23(32)22(31)21(30)12-33-24/h3-4,7-10,16,21-24,26-32H,1-2,5-6,11-12H2/t16-,21+,22-,23+,24-/m0/s1 INCHIAUX=AQRNEKDRSXYJIN-IRFILORWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845555 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845555 SCANS=224 109.02827453613281 116.0 121.03099060058594 1149.0 122.5555419921875 198.0 122.9198226928711 98.0 128.09036254882812 167.0 128.94622802734375 195.0 131.11019897460938 109.0 149.42323303222656 69.0 179.06857299804688 182.0 205.09197998046875 2099.0 206.0825653076172 235.0 257.9161682128906 315.0 326.5614013671875 95.0 327.12548828125 10613.0 477.1774597167969 1814.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845557 PEPMASS=619.385132 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_GC6_01_3309.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385498-01!3-[[12-acetyloxy-17-(2,5-dihydroxy-6-methylhept-6-en-2-yl)-17-hydroxy-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3-oxopropanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=C)C(O)CCC(C)(O)C1(O)CCC2(C)C1C(CC3C4(C)CCC(OC(=O)CC(O)=O)C(C)(C)C4CCC23C)OC(C)=O INCHI=InChI=1S/C35H56O9/c1-20(2)22(37)10-15-34(9,41)35(42)17-16-33(8)29(35)23(43-21(3)36)18-25-31(6)13-12-26(44-28(40)19-27(38)39)30(4,5)24(31)11-14-32(25,33)7/h22-26,29,37,41-42H,1,10-19H2,2-9H3,(H,38,39) INCHIAUX=RSTYWOGTSWZRCI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845557 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845557 SCANS=456 365.2789611816406 391.0 373.2717590332031 155.0 393.3023986816406 269.0 457.3368835449219 196.0 491.38043212890625 6272.0 491.6466979980469 243.0 492.3654479980469 279.0 505.4427795410156 63.0 524.0103759765625 116.0 533.3892822265625 101.0 575.4312133789062 106.0 686.2474975585938 160.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845559 PEPMASS=665.390991 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_GC6_01_3309.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385498-01!3-[[12-acetyloxy-17-(2,5-dihydroxy-6-methylhept-6-en-2-yl)-17-hydroxy-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3-oxopropanoic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=C)C(O)CCC(C)(O)C1(O)CCC2(C)C1C(CC3C4(C)CCC(OC(=O)CC(O)=O)C(C)(C)C4CCC23C)OC(C)=O INCHI=InChI=1S/C35H56O9/c1-20(2)22(37)10-15-34(9,41)35(42)17-16-33(8)29(35)23(43-21(3)36)18-25-31(6)13-12-26(44-28(40)19-27(38)39)30(4,5)24(31)11-14-32(25,33)7/h22-26,29,37,41-42H,1,10-19H2,2-9H3,(H,38,39) INCHIAUX=RSTYWOGTSWZRCI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845559 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845559 SCANS=455 99.0478286743164 276.0 125.10050964355469 250.0 141.09169006347656 363.0 233.6500701904297 123.0 255.30348205566406 540.0 265.3096923828125 119.0 315.22564697265625 198.0 347.262939453125 765.0 353.2694091796875 623.0 373.2473449707031 156.0 391.2789611816406 479.0 393.3017578125 141.0 427.3329772949219 240.0 457.34686279296875 285.0 471.3407897949219 161.0 473.3636779785156 203.0 475.6867370605469 153.0 488.0389709472656 66.0 488.9653625488281 78.0 490.2320556640625 126.0 490.3642578125 108.0 490.5807800292969 56.0 491.3753967285156 24750.0 492.380615234375 112.0 532.3771362304688 232.0 533.3800659179688 1069.0 537.1737060546875 213.0 575.392822265625 578.0 576.3890380859375 173.0 619.3745727539062 156.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845562 PEPMASS=427.099976 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E11_GE11_01_3050.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384996-01! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O)CC(O)C1=C2OC3=C(C(=O)C2=C(O)C=C1)C(O)=C4C(OC5OC=CC45O)=C3 INCHI=InChI=1S/C22H20O9/c1-21(2,27)8-11(24)9-3-4-10(23)14-17(25)15-12(30-19(9)14)7-13-16(18(15)26)22(28)5-6-29-20(22)31-13/h3-7,11,20,23-24,26-28H,8H2,1-2H3 INCHIAUX=DTAYYQSEJFBYEB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845562 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845562 SCANS=338 307.0719909667969 259.0 308.8631591796875 70.0 309.0440979003906 113.0 310.7662353515625 65.0 323.0546569824219 627.0 351.04937744140625 481.0 367.0812072753906 140.0 385.09698486328125 169.0 399.1072998046875 452.0 409.0798645019531 373.0 420.95648193359375 191.0 427.1042175292969 3380.0 427.16552734375 214.0 430.27886962890625 162.0 857.139404296875 92.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845564 PEPMASS=441.282776 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E11_GE11_01_3050.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385003-01!4-[3-methyl-5-(5,6,7-trihydroxy-1,2,4a,5-tetramethyl-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl)pentoxy]-4-oxobutanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CCOC(=O)CCC(O)=O)CCC1(C)C(C)CCC2(C)C1CC(O)C(O)C2(C)O INCHI=InChI=1S/C24H42O7/c1-15(10-13-31-20(28)7-6-19(26)27)8-11-22(3)16(2)9-12-23(4)18(22)14-17(25)21(29)24(23,5)30/h15-18,21,25,29-30H,6-14H2,1-5H3,(H,26,27) INCHIAUX=DQOOFQPFNNGTHL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845564 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845564 SCANS=404 92.77014923095703 104.0 99.00870513916016 701.0 227.52015686035156 246.0 289.2140197753906 198.0 320.9175109863281 265.0 321.243408203125 110.0 385.2636413574219 205.0 441.2870178222656 6943.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845566 PEPMASS=539.094604 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E11_GE11_01_3050.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385016-01!8-[5-(5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(C=C1)C2=CC(=O)C3=C(O)C=C(O)C(=C3O2)C4=C(O)C=CC(=C4)C5CC(=O)C6=C(O)C=C(O)C=C6O5 INCHI=InChI=1S/C30H20O10/c31-15-4-1-13(2-5-15)24-12-23(38)29-21(36)10-20(35)27(30(29)40-24)17-7-14(3-6-18(17)33)25-11-22(37)28-19(34)8-16(32)9-26(28)39-25/h1-10,12,25,31-36H,11H2 INCHIAUX=JVBCTBWKMWXQQO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845566 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845566 SCANS=335 93.03430938720703 268.0 125.02503967285156 223.0 161.0264434814453 466.0 193.11988830566406 187.0 225.05596923828125 170.0 251.0334014892578 211.0 251.06190490722656 212.0 267.0680847167969 254.0 269.0453796386719 165.0 275.03558349609375 160.0 289.6548767089844 71.0 293.0459899902344 292.0 319.1070251464844 146.0 375.04010009765625 157.0 387.08544921875 3086.0 413.06787109375 2759.0 414.07440185546875 287.0 419.0680847167969 211.0 539.0953979492188 2093.0 1092.5513916015625 87.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845567 PEPMASS=543.147156 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E11_GE11_01_3050.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385009-01!(1S,3R,4R,5R)-1,3-dihydroxy-4,5-bis[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy]cyclohexane-1-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(\C=C\C(=O)O[C@@H]2C[C@@](O)(C[C@@H](O)[C@H]2OC(=O)\C=C\C3=CC=C(O)C(OC)=C3)C(O)=O)=CC=C1O INCHI=InChI=1S/C27H28O12/c1-36-20-11-15(3-7-17(20)28)5-9-23(31)38-22-14-27(35,26(33)34)13-19(30)25(22)39-24(32)10-6-16-4-8-18(29)21(12-16)37-2/h3-12,19,22,25,28-30,35H,13-14H2,1-2H3,(H,33,34)/b9-5+,10-6+/t19-,22-,25-,27+/m1/s1 INCHIAUX=WCIDSNIXNCYSPH-AYCJRBPQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845567 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845567 SCANS=270 93.03462982177734 310.0 96.38621520996094 99.0 96.43733978271484 121.0 134.03599548339844 2477.0 134.54092407226562 269.0 137.02325439453125 2360.0 146.59915161132812 139.0 149.06094360351562 816.0 155.03163146972656 1049.0 160.0149383544922 252.0 173.0447235107422 15117.0 175.03700256347656 211.0 183.5115966796875 140.0 191.05325317382812 413.0 192.22802734375 154.0 192.7611541748047 113.0 192.97776794433594 72.0 193.04843139648438 5738.0 193.5130615234375 132.0 223.20350646972656 295.0 302.601318359375 76.0 349.0906677246094 2246.0 367.10577392578125 4400.0 543.14794921875 91.0 559.4701538085938 113.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845570 PEPMASS=437.109161 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3306.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179757-02![(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl 4-hydroxybenzoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)C2=CC=C(O)C=C2)O[C@@H](OC3=CC=C(O)C=C3)[C@H](O)[C@H]1O INCHI=InChI=1S/C19H20O9/c20-11-3-1-10(2-4-11)18(25)26-9-14-15(22)16(23)17(24)19(28-14)27-13-7-5-12(21)6-8-13/h1-8,14-17,19-24H,9H2/t14-,15-,16+,17-,19-/m1/s1 INCHIAUX=FTFZXPBVBBJTHV-OGJJZOIMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845570 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845570 SCANS=192 93.04409790039062 269.0 108.0219497680664 305.0 109.02824401855469 294.0 137.02426147460938 550.0 221.04141235351562 260.0 281.066650390625 1960.0 391.10369873046875 7778.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845571 PEPMASS=417.082794 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3306.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384764-01!3-[(2R,3S,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@@H]1O[C@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C4=CC=C(O)C=C4)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C20H18O10/c21-7-13-15(25)17(27)20(29-13)30-19-16(26)14-11(24)5-10(23)6-12(14)28-18(19)8-1-3-9(22)4-2-8/h1-6,13,15,17,20-25,27H,7H2/t13-,15+,17-,20+/m0/s1 INCHIAUX=POQICXMTUPVZMX-AXWIHUDSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845571 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845571 SCANS=252 151.0047149658203 344.0 163.00381469726562 268.0 227.02748107910156 373.0 255.19219970703125 126.0 284.0354309082031 1067.0 285.0423278808594 616.0 417.0891418457031 2163.0 1609.1610107421875 201.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845573 PEPMASS=447.094147 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3306.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384775-01!(2R,3S)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxybutanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(\C=C\C(=O)O[C@H](C(O)=O)[C@](O)(CC2=CC(O)=C(O)C=C2)C(O)=O)=C1 INCHI=InChI=1S/C21H20O11/c1-31-16-9-11(2-6-14(16)23)4-7-17(25)32-18(19(26)27)21(30,20(28)29)10-12-3-5-13(22)15(24)8-12/h2-9,18,22-24,30H,10H2,1H3,(H,26,27)(H,28,29)/b7-4+/t18-,21-/m1/s1 INCHIAUX=LIJMMUDJSMCVDJ-ZHBFVYIWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845573 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845573 SCANS=238 109.03166198730469 346.0 123.0437240600586 267.0 134.0365753173828 583.0 149.0537109375 207.0 165.05650329589844 1322.0 177.01260375976562 308.0 181.05133056640625 4526.0 189.021484375 513.0 191.03555297851562 2176.0 195.0321807861328 318.0 209.04530334472656 543.0 235.0228271484375 528.0 251.90443420410156 265.0 252.3704071044922 106.0 252.73963928222656 220.0 253.0336456298828 2870.0 271.037109375 424.0 447.1111755371094 215.0 643.8674926757812 76.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845576 PEPMASS=471.274933 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3306.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347366-02!2,4,6-trihydroxy-5-[1-(4-hydroxy-1,1,4,7-tetramethyl-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[h]azulen-7-yl)-3-methylbutyl]benzene-1,3-dicarbaldehyde [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC(C1=C(O)C(C=O)=C(O)C(C=O)=C1O)C2(C)CCC3C2C4C(CCC3(C)O)C4(C)C INCHI=InChI=1S/C28H40O6/c1-14(2)11-19(20-24(32)15(12-29)23(31)16(13-30)25(20)33)27(5)9-7-18-22(27)21-17(26(21,3)4)8-10-28(18,6)34/h12-14,17-19,21-22,31-34H,7-11H2,1-6H3 INCHIAUX=IBLPTYJTKWQCDX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845576 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845576 SCANS=558 115.44808197021484 182.0 165.02178955078125 147.0 193.01486206054688 159.0 205.01333618164062 159.0 207.0313720703125 6406.0 208.03175354003906 344.0 222.05230712890625 331.0 223.36341857910156 208.0 235.2364501953125 99.0 245.114013671875 70.0 248.7936248779297 105.0 249.26840209960938 258.0 251.09922790527344 204.0 282.07928466796875 361.0 443.2829284667969 288.0 469.2449035644531 346.0 471.0904846191406 104.0 471.2763366699219 26635.0 471.3889465332031 60.0 471.4314270019531 79.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845577 PEPMASS=453.264496 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3306.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347366-02!2,4,6-trihydroxy-5-[1-(4-hydroxy-1,1,4,7-tetramethyl-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[h]azulen-7-yl)-3-methylbutyl]benzene-1,3-dicarbaldehyde [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC(C1=C(O)C(C=O)=C(O)C(C=O)=C1O)C2(C)CCC3C2C4C(CCC3(C)O)C4(C)C INCHI=InChI=1S/C28H40O6/c1-14(2)11-19(20-24(32)15(12-29)23(31)16(13-30)25(20)33)27(5)9-7-18-22(27)21-17(26(21,3)4)8-10-28(18,6)34/h12-14,17-19,21-22,31-34H,7-11H2,1-6H3 INCHIAUX=IBLPTYJTKWQCDX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845577 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845577 SCANS=710 165.01426696777344 61.0 193.01658630371094 451.0 205.0176239013672 229.0 207.03244018554688 729.0 282.0730285644531 121.0 451.25323486328125 265.0 453.26708984375 8095.0 453.3725891113281 99.0 454.27337646484375 362.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845584 PEPMASS=567.208862 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3306.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384771-01![(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-hydroxy-4,4,6,6-tetramethyl-2-(2-methylprop-1-enyl)-3,5-dioxocyclohexyl]oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CC1(O)C(O[C@@H]2O[C@H](COC(=O)C3=CC(O)=C(O)C(O)=C3)[C@@H](O)[C@H](O)[C@H]2O)C(C)(C)C(=O)C(C)(C)C1=O INCHI=InChI=1S/C27H36O13/c1-11(2)9-27(37)23(36)25(3,4)22(35)26(5,6)24(27)40-21-19(33)18(32)17(31)15(39-21)10-38-20(34)12-7-13(28)16(30)14(29)8-12/h7-9,15,17-19,21,24,28-33,37H,10H2,1-6H3/t15-,17-,18+,19-,21+,24?,27?/m1/s1 INCHIAUX=ZOEFIRUNMVHSJA-XXZDZOCTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845584 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845584 SCANS=283 105.44853973388672 138.0 107.00929260253906 280.0 123.00983428955078 874.0 125.02238464355469 916.0 132.27195739746094 142.0 140.04653930664062 144.0 141.01376342773438 439.0 142.5519561767578 100.0 149.0414581298828 471.0 151.0038604736328 670.0 151.0913543701172 291.0 152.0022735595703 102.0 161.0447235107422 95.0 168.00762939453125 401.0 169.01483154296875 3770.0 211.02479553222656 908.0 223.02113342285156 126.0 227.06956481933594 270.0 241.03851318359375 216.0 247.52783203125 259.0 264.1591796875 493.0 269.0183410644531 378.0 270.7886047363281 247.0 271.04669189453125 739.0 271.6806640625 363.0 297.052001953125 255.0 313.05560302734375 1161.0 314.96795654296875 272.0 331.793212890625 150.0 385.1221008300781 254.0 467.17144775390625 187.0 514.4278564453125 119.0 549.1885986328125 111.0 565.128173828125 106.0 566.5985717773438 128.0 566.7880249023438 71.0 567.047119140625 91.0 567.2095947265625 20981.0 568.2050170898438 308.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845586 PEPMASS=599.104736 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3306.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384776-01![6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1C(COC(=O)C2=CC(O)=C(O)C(O)=C2)OC(OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC=C(O)C=C5)C(O)C1O INCHI=InChI=1S/C28H24O15/c29-12-3-1-10(2-4-12)25-26(22(36)19-14(31)7-13(30)8-17(19)41-25)43-28-24(38)23(37)21(35)18(42-28)9-40-27(39)11-5-15(32)20(34)16(33)6-11/h1-8,18,21,23-24,28-35,37-38H,9H2 INCHIAUX=STMNAPXMGWBZSF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845586 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845586 SCANS=209 122.79246520996094 113.0 125.0239028930664 1227.0 151.0052032470703 550.0 157.05853271484375 134.0 167.66502380371094 267.0 169.01632690429688 1164.0 169.80313110351562 155.0 211.02381896972656 107.0 223.0103759765625 371.0 226.05995178222656 154.0 228.04269409179688 202.0 255.02903747558594 478.0 257.04571533203125 226.0 284.0360412597656 1205.0 285.0389099121094 1262.0 313.0557861328125 2271.0 447.09539794921875 443.0 460.1737976074219 64.0 599.1039428710938 8604.0 599.1546630859375 944.0 1314.814697265625 143.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845588 PEPMASS=367.064362 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_GE10_01_3049.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385042-01!3-hydroxy-2-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-3-methoxycarbonylpentanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C(O)(CC(O)=O)C(OC(=O)\C=C\C1=CC=C(O)C=C1)C(O)=O INCHI=InChI=1S/C16H16O10/c1-25-15(23)16(24,8-11(18)19)13(14(21)22)26-12(20)7-4-9-2-5-10(17)6-3-9/h2-7,13,17,24H,8H2,1H3,(H,18,19)(H,21,22)/b7-4+ INCHIAUX=WOCSYFBKPNKGJB-QPJJXVBHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845588 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845588 SCANS=221 125.99058532714844 881.0 126.99909210205078 319.0 140.85104370117188 104.0 140.91357421875 113.0 141.01707458496094 301.0 157.06590270996094 218.0 161.06825256347656 232.0 163.0413818359375 631.0 203.01803588867188 532.0 219.05908203125 237.0 221.0531463623047 253.0 273.0347900390625 126.0 917.1123657226562 338.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845589 PEPMASS=437.105713 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_GE10_01_3049.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385022-01![3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 3,4-dihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(O)C=C(COC(=O)C3=CC=C(O)C(O)=C3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C20H22O11/c21-7-15-16(25)17(26)18(27)20(31-15)30-14-4-1-9(5-13(14)24)8-29-19(28)10-2-3-11(22)12(23)6-10/h1-6,15-18,20-27H,7-8H2/t15-,16-,17+,18-,20-/m1/s1 INCHIAUX=MFOVLHFTNQGRLH-BFMVXSJESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845589 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845589 SCANS=214 109.02586364746094 628.0 153.0184326171875 3011.0 232.49661254882812 69.0 437.1042175292969 464.0 651.6431884765625 338.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845592 PEPMASS=465.100525 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_GE10_01_3049.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385031-01!4-[(2S,3R,4S,5S,6R)-6-[(3,4-dihydroxybenzoyl)oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-methoxybenzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC=C1O[C@@H]2O[C@H](COC(=O)C3=CC(O)=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)C(O)=O INCHI=InChI=1S/C21H22O12/c1-30-14-7-9(19(27)28)3-5-13(14)32-21-18(26)17(25)16(24)15(33-21)8-31-20(29)10-2-4-11(22)12(23)6-10/h2-7,15-18,21-26H,8H2,1H3,(H,27,28)/t15-,16-,17+,18-,21-/m1/s1 INCHIAUX=SYXFLGVZXNKIOY-ZIKOTGLESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845592 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845592 SCANS=199 86.347900390625 210.0 108.01704406738281 591.0 109.02721405029297 133.0 129.0332794189453 401.0 149.79872131347656 202.0 152.00994873046875 1636.0 153.02059936523438 1919.0 167.0310516357422 1113.0 225.036376953125 213.0 237.04025268554688 273.0 258.6583557128906 391.0 296.8774719238281 329.0 297.0617980957031 8152.0 464.1357421875 151.0 465.1046142578125 4960.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845593 PEPMASS=433.07785 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E12_RE12_01_3001.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385259-01!3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C4=CC(O)=C(O)C=C4)[C@H](O)[C@H]1O INCHI=InChI=1S/C20H18O11/c21-6-13-15(26)17(28)20(30-13)31-19-16(27)14-11(25)4-8(22)5-12(14)29-18(19)7-1-2-9(23)10(24)3-7/h1-5,13,15,17,20-26,28H,6H2/t13-,15-,17+,20-/m0/s1 INCHIAUX=BDCDNTVZSILEOY-UXYNSRGZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845593 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845593 SCANS=222 135.44049072265625 76.0 170.853515625 162.0 270.99908447265625 330.0 298.0737609863281 177.0 300.02606201171875 3832.0 301.0388488769531 1359.0 433.0831298828125 1995.0 436.6541748046875 246.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845595 PEPMASS=565.1203 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E12_RE12_01_3001.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180379-02![(2S,3R,4S,5R,6S)-6-[2-(3,5-dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(C=C1O)C2=C(O[C@@H]3O[C@@H](C)[C@H](OC(C)=O)[C@@H](O)[C@H]3O)C(=O)C4=C(O2)C=C(O)C=C4O INCHI=InChI=1S/C24H24O13/c1-8-20(35-9(2)25)18(31)19(32)24(34-8)37-23-17(30)16-12(27)6-11(26)7-15(16)36-21(23)10-4-13(28)22(33-3)14(29)5-10/h4-8,18-20,24,26-29,31-32H,1-3H3/t8-,18-,19+,20-,24-/m0/s1 INCHIAUX=SQTSPIMCWRYNFT-OZKUPCRYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845595 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845595 SCANS=272 124.01661682128906 208.0 174.32481384277344 286.0 232.04515075683594 356.0 247.8509979248047 151.0 259.02020263671875 317.0 259.0521240234375 267.0 271.0214538574219 219.0 287.0254821777344 1092.0 315.01593017578125 7640.0 316.0237731933594 2589.0 319.2744445800781 150.0 329.0325012207031 239.0 330.0392761230469 1547.0 331.047607421875 2227.0 477.0957336425781 208.0 504.09857177734375 361.0 519.1138916015625 14907.0 519.4631958007812 161.0 520.1201782226562 181.0 524.7915649414062 65.0 552.2649536132812 211.0 552.410888671875 83.0 1074.6263427734375 98.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845598 PEPMASS=583.08728 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E12_RE12_01_3001.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180863-02!3-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(O)C=C3O)C4=C(OC5=C(C(O)=CC(O)=C5)C4=O)C6=CC=C(O)C=C6 INCHI=InChI=1S/C30H18O10/c31-15-5-1-13(2-6-15)22-12-21(37)24-19(35)11-20(36)26(30(24)39-22)27-28(38)25-18(34)9-17(33)10-23(25)40-29(27)14-3-7-16(32)8-4-14/h1-12,31-36H INCHIAUX=IQAMTZLKUHMPPE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845598 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845598 SCANS=337 107.02105712890625 370.0 151.00381469726562 8393.0 152.23126220703125 51.0 159.0443572998047 314.0 169.0159149169922 239.0 195.08148193359375 238.0 201.06442260742188 263.0 251.27513122558594 303.0 253.00799560546875 246.0 267.0218505859375 86.0 278.0185546875 247.0 286.17333984375 151.0 292.0265808105469 165.0 298.4234924316406 66.0 309.06304931640625 262.0 309.16326904296875 145.0 328.9524841308594 189.0 355.08197021484375 186.0 375.05535888671875 558.0 375.16241455078125 244.0 385.0762634277344 3038.0 397.06646728515625 314.0 409.077880859375 205.0 417.011962890625 153.0 417.0723876953125 188.0 443.0010986328125 359.0 443.0426025390625 3230.0 443.1575927734375 188.0 451.0970764160156 333.0 469.1098937988281 163.0 492.37530517578125 172.0 532.1592407226562 96.0 534.3445434570312 168.0 537.0850830078125 17232.0 538.0806884765625 186.0 538.5419921875 301.0 538.6912841796875 73.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845599 PEPMASS=739.187256 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E12_RE12_01_3001.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385249-01![(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C4=CC=C(O)C=C4)[C@H](O[C@@H]5O[C@H](COC(=O)\C=C\C6=CC=C(O)C=C6)[C@@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]1O INCHI=InChI=1S/C36H36O17/c1-15-26(42)30(46)34(53-35-31(47)29(45)27(43)23(51-35)14-48-24(41)11-4-16-2-7-18(37)8-3-16)36(49-15)52-33-28(44)25-21(40)12-20(39)13-22(25)50-32(33)17-5-9-19(38)10-6-17/h2-13,15,23,26-27,29-31,34-40,42-43,45-47H,14H2,1H3/b11-4+/t15-,23+,26-,27+,29-,30+,31+,34+,35-,36-/m0/s1 INCHIAUX=KAJMZANRKFVVKV-RGXKZFLBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845599 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845599 SCANS=260 105.17742156982422 153.0 108.9125747680664 272.0 119.05567169189453 225.0 131.04934692382812 197.0 144.3794708251953 267.0 145.02720642089844 680.0 149.04074096679688 329.0 150.20236206054688 163.0 151.00027465820312 323.0 153.0164794921875 180.0 159.7737274169922 201.0 163.0410919189453 641.0 179.0008544921875 603.0 227.03305053710938 1327.0 228.04051208496094 234.0 241.04812622070312 521.0 255.0309600830078 6365.0 256.0390625 1424.0 257.048095703125 158.0 283.0172119140625 740.0 284.0346374511719 13654.0 285.0381774902344 3881.0 286.27789306640625 240.0 287.09625244140625 242.0 287.1752624511719 315.0 287.4493408203125 134.0 295.0617370605469 197.0 327.0486145019531 172.0 345.4099426269531 518.0 357.2664489746094 200.0 358.8616638183594 177.0 379.8377990722656 149.0 413.0911560058594 1108.0 431.1094055175781 444.0 453.142822265625 263.0 461.1170654296875 259.0 489.1145324707031 231.0 530.04150390625 160.0 531.2914428710938 213.0 538.093994140625 510.0 575.1448974609375 170.0 592.6475219726562 110.0 592.9454956054688 155.0 593.1531372070312 8241.0 594.1546630859375 684.0 635.1456298828125 231.0 693.3196411132812 325.0 739.03173828125 155.0 739.1923828125 13173.0 740.1971435546875 2491.0 741.2653198242188 197.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845601 PEPMASS=369.171417 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_GC12_01_3315.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384938-01!4-hydroxy-7-methoxy-2,3,8-trimethyl-3-(4-methylpent-3-enyl)-2H-benzo[g][1]benzofuran-6,9-dione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C)C(=O)C2=C(C=C(O)C3=C2OC(C)C3(C)CCC=C(C)C)C1=O INCHI=InChI=1S/C22H26O5/c1-11(2)8-7-9-22(5)13(4)27-21-16-14(10-15(23)17(21)22)19(25)20(26-6)12(3)18(16)24/h8,10,13,23H,7,9H2,1-6H3 INCHIAUX=GDSPWZDWUUGKIM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845601 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845601 SCANS=493 157.50938415527344 163.0 257.0472717285156 337.0 271.0590515136719 503.0 287.0853576660156 291.0 369.126953125 238.0 369.1703186035156 3509.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845604 PEPMASS=469.229309 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_GC12_01_3315.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384922-01!(2R,3R,4S,5S,6R)-2-octoxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCO[C@@H]1O[C@H](CO[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C19H36O10/c1-2-3-4-5-6-7-8-26-19-17(25)15(23)14(22)12(29-19)10-28-18-16(24)13(21)11(20)9-27-18/h11-25H,2-10H2,1H3/t11-,12-,13+,14-,15+,16-,17-,18+,19-/m1/s1 INCHIAUX=IBSNNVHJJNLMJW-BMVMOQKNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845604 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845604 SCANS=289 113.02686309814453 390.0 131.0276641845703 348.0 149.04490661621094 159.0 161.0435791015625 424.0 291.18218994140625 1589.0 423.2265930175781 5377.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845605 PEPMASS=509.151428 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_GC12_01_3315.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180643-03!2-[(2S,3S,4S)-3-[(1S)-1-acetyloxyethyl]-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]([C@H](C)OC(C)=O)[C@@H]1CC(O)=O INCHI=InChI=1S/C19H28O13/c1-7(30-8(2)21)13-9(4-12(22)23)10(17(27)28-3)6-29-18(13)32-19-16(26)15(25)14(24)11(5-20)31-19/h6-7,9,11,13-16,18-20,24-26H,4-5H2,1-3H3,(H,22,23)/t7-,9+,11+,13+,14+,15-,16+,18-,19-/m0/s1 INCHIAUX=OPKOYMHTMXJHRG-GUDQPSSMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845605 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845605 SCANS=170 88.56105041503906 119.0 89.77880096435547 272.0 101.43744659423828 145.0 108.02175903320312 194.0 113.02656555175781 404.0 131.03919982910156 800.0 165.0557861328125 439.0 179.0513153076172 332.0 241.07728576660156 1241.0 283.08172607421875 240.0 463.148681640625 188.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845607 PEPMASS=481.113983 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_GC12_01_3315.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00170023-02! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2C3COC4(O)C3C(=CC2C4=O)C5OC6=C(C(=O)C5O)C(O)=CC(O)=C6 INCHI=InChI=1S/C25H22O10/c1-33-16-4-9(2-3-14(16)27)18-11-7-12(20-13(18)8-34-25(20,32)24(11)31)23-22(30)21(29)19-15(28)5-10(26)6-17(19)35-23/h2-7,11,13,18,20,22-23,26-28,30,32H,8H2,1H3 INCHIAUX=CYGIJEJDYJOUAN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845607 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845607 SCANS=271 125.02155303955078 573.0 147.00796508789062 354.0 147.05006408691406 452.0 151.00244140625 842.0 152.00584411621094 210.0 152.69122314453125 215.0 153.01683044433594 455.0 168.0008544921875 249.0 169.0149688720703 260.0 177.0221710205078 157.0 178.99862670898438 1534.0 181.0137939453125 242.0 191.02696228027344 209.0 193.0115509033203 439.0 238.06068420410156 248.0 273.0393371582031 69.0 283.0310363769531 316.0 296.62384033203125 293.0 301.0379333496094 224.0 306.0548095703125 153.0 307.0980224609375 130.0 311.11669921875 125.0 355.08599853515625 231.0 381.1655578613281 303.0 393.1012268066406 154.0 409.14306640625 261.0 435.12359619140625 277.0 445.0946044921875 64.0 453.1224060058594 369.0 481.12091064453125 2290.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845609 PEPMASS=609.145996 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_GC12_01_3315.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384970-01!7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-3-(4-hydroxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@@]1(O)CO[C@@H](OC[C@H]2O[C@@H](OC3=CC(O)=C4C(=O)C(=COC4=C3)C5=CC=C(O)C=C5)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H]1O INCHI=InChI=1S/C26H28O14/c27-9-26(35)10-38-25(23(26)34)37-8-17-20(31)21(32)22(33)24(40-17)39-13-5-15(29)18-16(6-13)36-7-14(19(18)30)11-1-3-12(28)4-2-11/h1-7,17,20-25,27-29,31-35H,8-10H2/t17-,20-,21+,22-,23+,24-,25-,26-/m1/s1 INCHIAUX=UXJMURXRQMFKJC-JEQMPJCPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845609 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845609 SCANS=218 135.45884704589844 55.0 213.05654907226562 305.0 264.6805419921875 405.0 267.66595458984375 51.0 267.75775146484375 214.0 268.0548095703125 85.0 268.19927978515625 127.0 268.3051452636719 197.0 268.3406982421875 159.0 268.72259521484375 338.0 268.78155517578125 318.0 268.810546875 185.0 269.0475769042969 45853.0 269.11956787109375 239.0 269.1852111816406 134.0 269.2338562011719 128.0 270.05682373046875 517.0 272.0370178222656 239.0 283.910400390625 147.0 315.0645751953125 225.0 509.1546325683594 461.0 563.1554565429688 262.0 841.7237548828125 60.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845611 PEPMASS=677.151428 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_GC12_01_3315.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169736-02!(3R,5R)-3,4,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1-hydroxycyclohexane-1-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC(=O)[C@@]1(O)C[C@@H](OC(=O)\C=C\C2=CC(O)=C(O)C=C2)[C@H](OC(=O)\C=C\C3=CC(O)=C(O)C=C3)[C@@H](C1)OC(=O)\C=C\C4=CC(O)=C(O)C=C4 INCHI=InChI=1S/C34H30O15/c35-21-7-1-18(13-24(21)38)4-10-29(41)47-27-16-34(46,33(44)45)17-28(48-30(42)11-5-19-2-8-22(36)25(39)14-19)32(27)49-31(43)12-6-20-3-9-23(37)26(40)15-20/h1-15,27-28,32,35-40,46H,16-17H2,(H,44,45)/b10-4+,11-5+,12-6+/t27-,28-,32?,34?/m1/s1 INCHIAUX=OAFXTKGAKYAFSI-JFPZSYFPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845611 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845611 SCANS=287 111.04450225830078 282.0 135.04518127441406 1653.0 137.02426147460938 488.0 155.03585815429688 853.0 161.02420043945312 951.0 173.04632568359375 1992.0 179.0352325439453 3731.0 179.67672729492188 164.0 191.05726623535156 3083.0 203.02960205078125 292.0 250.4122314453125 206.0 276.84674072265625 77.0 335.0771484375 1198.0 335.1952209472656 65.0 353.09136962890625 4904.0 495.3668212890625 105.0 497.0937194824219 155.0 499.3857116699219 123.0 515.1212158203125 7121.0 677.1504516601562 669.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845614 PEPMASS=416.272217 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_GG6_01_3140.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380970-01!3-hydroxy-2-[[3-(3-hydroxy-6-methylheptanoyl)oxy-8-methylnonanoyl]amino]propanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CCCCC(CC(=O)NC(CO)C(O)=O)OC(=O)CC(O)CCC(C)C INCHI=InChI=1S/C21H39NO7/c1-14(2)7-5-6-8-17(12-19(25)22-18(13-23)21(27)28)29-20(26)11-16(24)10-9-15(3)4/h14-18,23-24H,5-13H2,1-4H3,(H,22,25)(H,27,28) INCHIAUX=ZIMOUPHGHTXJRD-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845614 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845614 SCANS=408 149.10125732421875 128.0 159.09786987304688 1424.0 182.1649627685547 500.0 192.4039764404297 149.0 193.67088317871094 115.0 194.15115356445312 1060.0 194.66036987304688 262.0 208.15032958984375 146.0 212.1245880126953 276.0 224.94573974609375 250.0 225.559814453125 171.0 226.1434326171875 1140.0 228.1300048828125 175.0 242.14218139648438 233.0 254.54226684570312 152.0 255.00711059570312 203.0 255.77130126953125 127.0 256.15545654296875 3150.0 343.3807373046875 202.0 416.2635498046875 967.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845615 PEPMASS=469.142731 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_GG6_01_3140.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381030-01!2-(2-hydroxypropan-2-yl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrofuro[3,2-g]chromen-7-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O)C1OC2=C(C=C3C=CC(=O)OC3=C2)C1O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O INCHI=InChI=1S/C20H24O10/c1-20(2,26)18-17(30-19-16(25)15(24)14(23)12(7-21)29-19)9-5-8-3-4-13(22)27-10(8)6-11(9)28-18/h3-6,12,14-19,21,23-26H,7H2,1-2H3/t12-,14-,15+,16-,17?,18?,19+/m1/s1 INCHIAUX=HGHSJJSYVZPIAW-NWMIEQKASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845615 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845615 SCANS=200 89.024169921875 459.0 160.0124969482422 125.0 185.02745056152344 460.0 189.01507568359375 596.0 199.0857696533203 166.0 202.03131103515625 282.0 203.03997802734375 724.0 206.02333068847656 300.0 215.07144165039062 443.0 243.06640625 2935.0 245.08251953125 426.0 246.0697479248047 296.0 261.0766296386719 2584.0 423.1306457519531 3873.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845618 PEPMASS=425.203888 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_GG6_01_3140.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381021-01!8-(2,4-dihydroxy-6-pentylphenoxy)-6-hydroxy-3-pentylisochromen-1-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC1=CC2=CC(O)=CC(OC3=C(O)C=C(O)C=C3CCCCC)=C2C(=O)O1 INCHI=InChI=1S/C25H30O6/c1-3-5-7-9-16-11-18(26)14-21(28)24(16)31-22-15-19(27)12-17-13-20(10-8-6-4-2)30-25(29)23(17)22/h11-15,26-28H,3-10H2,1-2H3 INCHIAUX=NXAFAINHPNBMLG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845618 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845618 SCANS=464 178.02552795410156 183.0 190.02503967285156 418.0 213.06039428710938 246.0 215.03515625 275.0 218.0933380126953 389.0 219.1227264404297 133.0 245.14175415039062 127.0 245.83555603027344 90.0 246.0912322998047 281.0 246.28521728515625 70.0 247.0948028564453 3381.0 354.11676025390625 150.0 361.6177062988281 145.0 361.86627197265625 99.0 362.6108703613281 186.0 363.6085205078125 111.0 381.2067565917969 580.0 397.20147705078125 180.0 410.80889892578125 119.0 423.9109802246094 217.0 425.19720458984375 6793.0 428.9174499511719 187.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845619 PEPMASS=461.116028 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_GG6_01_3140.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169618-03!6-[(6,8-dihydroxy-7-methoxy-3-methyl-1-oxo-3,4-dihydroisochromen-4-yl)oxy]-4,8-dihydroxy-7-methoxy-3-methyl-3,4-dihydroisochromen-1-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C2=C(C=C1O)C(OC3=C(OC)C(O)=C4C(=O)OC(C)C(O)C4=C3)C(C)OC2=O INCHI=InChI=1S/C22H22O11/c1-7-15(24)9-6-12(20(30-4)17(26)13(9)21(27)31-7)33-18-8(2)32-22(28)14-10(18)5-11(23)19(29-3)16(14)25/h5-8,15,18,23-26H,1-4H3 INCHIAUX=WLSOGIGMSWCVID-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845619 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845619 SCANS=306 114.0086669921875 183.0 131.01405334472656 162.0 151.04226684570312 359.0 178.02786254882812 390.0 206.02268981933594 1786.0 221.04537963867188 1939.0 224.02940368652344 668.0 239.0562286376953 2916.0 620.9177856445312 68.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845622 PEPMASS=497.093079 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_GG6_01_3140.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169618-03!6-[(6,8-dihydroxy-7-methoxy-3-methyl-1-oxo-3,4-dihydroisochromen-4-yl)oxy]-4,8-dihydroxy-7-methoxy-3-methyl-3,4-dihydroisochromen-1-one [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C2=C(C=C1O)C(OC3=C(OC)C(O)=C4C(=O)OC(C)C(O)C4=C3)C(C)OC2=O INCHI=InChI=1S/C22H22O11/c1-7-15(24)9-6-12(20(30-4)17(26)13(9)21(27)31-7)33-18-8(2)32-22(28)14-10(18)5-11(23)19(29-3)16(14)25/h5-8,15,18,23-26H,1-4H3 INCHIAUX=WLSOGIGMSWCVID-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845622 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845622 SCANS=320 149.0616912841797 184.0 206.02027893066406 789.0 221.0430145263672 1762.0 224.0326385498047 599.0 239.05133056640625 2051.0 257.98968505859375 189.0 275.0313415527344 150.0 461.1033020019531 318.0 620.797607421875 301.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845623 PEPMASS=507.122131 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_GG6_01_3140.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169618-03!6-[(6,8-dihydroxy-7-methoxy-3-methyl-1-oxo-3,4-dihydroisochromen-4-yl)oxy]-4,8-dihydroxy-7-methoxy-3-methyl-3,4-dihydroisochromen-1-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C2=C(C=C1O)C(OC3=C(OC)C(O)=C4C(=O)OC(C)C(O)C4=C3)C(C)OC2=O INCHI=InChI=1S/C22H22O11/c1-7-15(24)9-6-12(20(30-4)17(26)13(9)21(27)31-7)33-18-8(2)32-22(28)14-10(18)5-11(23)19(29-3)16(14)25/h5-8,15,18,23-26H,1-4H3 INCHIAUX=WLSOGIGMSWCVID-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845623 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845623 SCANS=309 76.86564636230469 174.0 136.43215942382812 255.0 137.72964477539062 75.0 148.10443115234375 62.0 163.03419494628906 159.0 177.01698303222656 369.0 178.0330047607422 255.0 180.00218200683594 209.0 193.05429077148438 164.0 206.0231475830078 3636.0 221.04385375976562 9442.0 224.03086853027344 2118.0 238.72926330566406 125.0 239.05628967285156 9940.0 461.1133117675781 1048.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845632 PEPMASS=379.139496 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_RA8_01_3154.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347547-02!methyl 2-(4,5-dihydroxy-6-methoxy-3,6-dimethyl-2-oxocyclohex-3-en-1-yl)oxy-4-hydroxy-3,6-dimethylbenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1=C(C)C=C(O)C(C)=C1OC2C(=O)C(C)=C(O)C(O)C2(C)OC INCHI=InChI=1S/C19H24O8/c1-8-7-11(20)9(2)15(12(8)18(24)25-5)27-17-14(22)10(3)13(21)16(23)19(17,4)26-6/h7,16-17,20-21,23H,1-6H3 INCHIAUX=GJGRGJCMJUMZKN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845632 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845632 SCANS=250 119.04952239990234 898.0 135.0500030517578 341.0 163.0377655029297 1096.0 183.06838989257812 298.0 195.06747436523438 1169.0 240.09417724609375 139.0 303.12091064453125 1399.0 375.8117980957031 55.0 377.4131774902344 77.0 381.97320556640625 83.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845633 PEPMASS=393.118774 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_RA8_01_3154.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180407-02!7-hydroxy-5-methyl-2-(2-oxopropyl)-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)CC1=CC(=O)C2=C(O1)C(C3OC(CO)C(O)C(O)C3O)=C(O)C=C2C INCHI=InChI=1S/C19H22O9/c1-7-3-10(22)14(19-17(26)16(25)15(24)12(6-20)28-19)18-13(7)11(23)5-9(27-18)4-8(2)21/h3,5,12,15-17,19-20,22,24-26H,4,6H2,1-2H3 INCHIAUX=HKIKAXXIWJHWLY-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845633 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845633 SCANS=150 72.26637268066406 391.0 202.06906127929688 234.0 231.08799743652344 150.0 245.0812225341797 422.0 273.0738830566406 1467.0 392.8305969238281 273.0 393.11981201171875 1248.0 1067.1229248046875 206.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845635 PEPMASS=899.391235 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_RA8_01_3154.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381010-01!5-[(3S,8R,10R,13R,14S,17R)-3-[4-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(O)C(O)C(CO)OC2OC3C(O)C(CO)OC(O[C@H]4CC[C@]5(C)C6CC[C@]7(C)[C@H](CC[C@]7(O)[C@@H]6CCC5=C4)C8=COC(=O)C=C8)C3O)C(O)C(O)C1O INCHI=InChI=1S/C42H62O18/c1-18-28(46)31(49)33(51)37(55-18)60-36-32(50)29(47)25(15-43)58-39(36)59-35-30(48)26(16-44)57-38(34(35)52)56-21-8-11-40(2)20(14-21)5-6-24-23(40)9-12-41(3)22(10-13-42(24,41)53)19-4-7-27(45)54-17-19/h4,7,14,17-18,21-26,28-39,43-44,46-53H,5-6,8-13,15-16H2,1-3H3/t18?,21-,22+,23?,24+,25?,26?,28?,29?,30?,31?,32?,33?,34?,35?,36?,37?,38?,39?,40-,41+,42-/m0/s1 INCHIAUX=BPWYDRTYBYRFDY-WRPCLEDJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845635 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845635 SCANS=274 85.02513885498047 231.0 89.02388000488281 1716.0 90.03301239013672 236.0 93.03562927246094 227.0 97.03060913085938 240.0 97.43014526367188 57.0 101.02378845214844 4079.0 101.06653594970703 59.0 107.05418395996094 152.0 113.02410125732422 4555.0 114.03328704833984 309.0 115.03665161132812 291.0 119.03369140625 3937.0 125.02308654785156 678.0 126.03170776367188 240.0 127.04349517822266 229.0 128.60885620117188 108.0 128.9549102783203 87.0 129.13015747070312 77.0 131.03550720214844 214.0 143.03219604492188 951.0 145.0527801513672 342.0 149.04803466796875 1042.0 161.0441131591797 1949.0 161.1927032470703 87.0 162.29684448242188 73.0 176.18069458007812 58.0 179.05616760253906 3184.0 180.05604553222656 392.0 190.1598663330078 158.0 205.26712036132812 91.0 221.0653839111328 724.0 229.1590576171875 223.0 245.06454467773438 144.0 245.53179931640625 148.0 247.33084106445312 96.0 247.88327026367188 54.0 258.7640075683594 62.0 263.0732727050781 357.0 264.0875244140625 213.0 273.18011474609375 124.0 296.8618469238281 227.0 305.18798828125 216.0 323.0933837890625 318.0 339.231201171875 2035.0 365.21942138671875 146.0 381.9560546875 206.0 383.11810302734375 91.0 383.2220764160156 5043.0 397.9547424316406 96.0 398.052978515625 108.0 400.0255432128906 200.0 406.1092529296875 202.0 406.9883728027344 340.0 409.1414489746094 270.0 409.7567138671875 671.0 433.0643310546875 138.0 467.2802429199219 521.0 485.29913330078125 522.0 511.27947998046875 546.0 529.2824096679688 2302.0 530.2858276367188 750.0 553.3027954101562 298.0 621.8870239257812 215.0 673.3239135742188 1448.0 673.4517822265625 76.0 674.3472900390625 385.0 691.333740234375 8520.0 691.4703369140625 59.0 692.3326416015625 955.0 694.7044677734375 84.0 809.3863525390625 165.0 810.4078979492188 169.0 846.8095703125 82.0 850.0460205078125 65.0 850.3898315429688 340.0 851.2562255859375 51.0 851.9415283203125 65.0 852.0371704101562 82.0 852.20556640625 104.0 852.7235717773438 78.0 853.0276489257812 148.0 853.388671875 28247.0 853.5931396484375 159.0 853.6389770507812 165.0 854.3911743164062 6160.0 855.38623046875 156.0 878.5211181640625 93.0 893.3554077148438 108.0 913.396484375 115.0 947.6683959960938 145.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845638 PEPMASS=359.073883 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_GA7_01_3201.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180783-02!5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6-dimethoxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2=C(OC)C(=O)C3=C(O2)C=C(O)C(OC)=C3O INCHI=InChI=1S/C18H16O8/c1-23-11-6-8(4-5-9(11)19)16-18(25-3)15(22)13-12(26-16)7-10(20)17(24-2)14(13)21/h4-7,19-21H,1-3H3 INCHIAUX=XUWTZJRCCPNNJR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845638 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845638 SCANS=326 77.98780059814453 103.0 170.4982147216797 295.0 176.79022216796875 126.0 301.0320129394531 228.0 314.0093078613281 240.0 329.0325012207031 913.0 344.056640625 3473.0 344.291259765625 58.0 359.07342529296875 1023.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845639 PEPMASS=583.161804 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_GA7_01_3201.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180492-02![2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(COC(=O)C3=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=CC=C3O)C=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C26H32O15/c27-8-15-18(30)20(32)22(34)25(40-15)38-13-6-2-1-4-11(13)10-37-24(36)17-12(29)5-3-7-14(17)39-26-23(35)21(33)19(31)16(9-28)41-26/h1-7,15-16,18-23,25-35H,8-10H2/t15-,16-,18-,19-,20+,21+,22-,23-,25-,26-/m1/s1 INCHIAUX=BHHRYVYZZQIPGU-NXEOTYAVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845639 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845639 SCANS=171 109.02501678466797 292.0 123.0457992553711 254.0 135.0066375732422 1720.0 137.02645874023438 194.0 153.01881408691406 3979.0 153.09405517578125 225.0 185.67953491210938 98.0 195.03175354003906 261.0 297.06072998046875 1681.0 313.0594482421875 194.0 315.0733947753906 550.0 345.1418151855469 305.0 421.14056396484375 255.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845641 PEPMASS=629.167114 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_GA7_01_3201.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180492-02![2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(COC(=O)C3=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=CC=C3O)C=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C26H32O15/c27-8-15-18(30)20(32)22(34)25(40-15)38-13-6-2-1-4-11(13)10-37-24(36)17-12(29)5-3-7-14(17)39-26-23(35)21(33)19(31)16(9-28)41-26/h1-7,15-16,18-23,25-35H,8-10H2/t15-,16-,18-,19-,20+,21+,22-,23-,25-,26-/m1/s1 INCHIAUX=BHHRYVYZZQIPGU-NXEOTYAVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845641 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845641 SCANS=178 91.01634216308594 349.0 100.41110229492188 285.0 109.02640533447266 819.0 110.24270629882812 218.0 110.71867370605469 147.0 113.0356216430664 191.0 121.02654266357422 228.0 123.0452651977539 143.0 135.0069580078125 6106.0 143.91639709472656 151.0 148.693115234375 65.0 153.01837158203125 14656.0 154.57286071777344 95.0 155.1472930908203 64.0 156.1201934814453 108.0 156.89791870117188 103.0 179.04100036621094 387.0 235.0626220703125 337.0 296.5381164550781 239.0 297.06280517578125 16811.0 297.1204833984375 173.0 297.4096984863281 123.0 315.0743713378906 2210.0 421.1144104003906 957.0 809.8743896484375 93.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845643 PEPMASS=787.384521 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_GE6_01_3224.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386080-01![3-methyl-1-[3-methyl-1-[3-methyl-1-[3-methyl-1-oxo-1-(2,3,4,5,6-pentahydroxyhexoxy)pentan-2-yl]oxy-1-oxopentan-2-yl]oxy-1-oxopentan-2-yl]oxy-1-oxopentan-2-yl] 2-hydroxy-3-methylpentanoate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(O)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OCC(O)C(O)C(O)C(O)CO INCHI=InChI=1S/C36H64O16/c1-11-18(6)25(40)32(43)49-29(20(8)13-3)34(45)51-31(22(10)15-5)36(47)52-30(21(9)14-4)35(46)50-28(19(7)12-2)33(44)48-17-24(39)27(42)26(41)23(38)16-37/h18-31,37-42H,11-17H2,1-10H3 INCHIAUX=CPKXIKIVLSMABL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845643 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845643 SCANS=530 74.47901153564453 239.0 74.53034210205078 92.0 131.07174682617188 2099.0 135.9749298095703 217.0 245.13836669921875 363.0 325.1273498535156 155.0 359.1819152832031 185.0 359.2121276855469 172.0 473.267578125 920.0 474.2411804199219 156.0 787.3941040039062 158.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845646 PEPMASS=797.411133 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_GE6_01_3224.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386080-01![3-methyl-1-[3-methyl-1-[3-methyl-1-[3-methyl-1-oxo-1-(2,3,4,5,6-pentahydroxyhexoxy)pentan-2-yl]oxy-1-oxopentan-2-yl]oxy-1-oxopentan-2-yl]oxy-1-oxopentan-2-yl] 2-hydroxy-3-methylpentanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(O)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OCC(O)C(O)C(O)C(O)CO INCHI=InChI=1S/C36H64O16/c1-11-18(6)25(40)32(43)49-29(20(8)13-3)34(45)51-31(22(10)15-5)36(47)52-30(21(9)14-4)35(46)50-28(19(7)12-2)33(44)48-17-24(39)27(42)26(41)23(38)16-37/h18-31,37-42H,11-17H2,1-10H3 INCHIAUX=CPKXIKIVLSMABL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845646 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845646 SCANS=541 85.06690216064453 790.0 88.02408599853516 119.0 89.77973937988281 674.0 90.71861267089844 64.0 98.94338989257812 100.0 122.49769592285156 168.0 130.22801208496094 259.0 131.07101440429688 97187.0 131.11898803710938 79.0 131.1385955810547 323.0 132.0738067626953 1042.0 132.25155639648438 74.0 132.30931091308594 229.0 132.6919403076172 77.0 133.10882568359375 123.0 137.2534942626953 82.0 138.83615112304688 102.0 143.7598114013672 58.0 147.1734619140625 146.0 149.7664031982422 91.0 159.06729125976562 992.0 171.48745727539062 274.0 173.08116149902344 687.0 175.42840576171875 111.0 176.06396484375 181.0 181.07017517089844 527.0 184.29275512695312 173.0 188.30726623535156 286.0 227.1338348388672 296.0 242.38870239257812 192.0 244.2964324951172 306.0 244.52658081054688 165.0 244.9535369873047 257.0 245.13955688476562 43798.0 245.29925537109375 57.0 246.1392059326172 974.0 246.3945770263672 94.0 247.92527770996094 111.0 259.1104431152344 267.0 259.27008056640625 96.0 273.1378173828125 462.0 287.1512756347656 194.0 295.15521240234375 274.0 308.99420166015625 312.0 357.7577209472656 75.0 358.3701477050781 285.0 358.4781188964844 53.0 358.5863952636719 149.0 358.718505859375 135.0 358.89520263671875 205.0 359.20855712890625 43755.0 359.2818603515625 173.0 360.2051696777344 1464.0 362.4042053222656 68.0 362.79937744140625 51.0 370.49713134765625 146.0 373.1820983886719 495.0 387.2041320800781 326.0 469.641357421875 245.0 469.9900207519531 160.0 472.93780517578125 92.0 473.276123046875 17295.0 474.2850341796875 1293.0 475.5028991699219 142.0 477.2693176269531 105.0 487.25994873046875 341.0 587.34765625 2672.0 612.9940185546875 306.0 1410.3515625 124.0 1813.142822265625 296.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845647 PEPMASS=265.072205 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_RG11_01_3014.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180648-02!(3R,4S)-6,8-dihydroxy-3,4,5-trimethyl-1-oxo-3,4-dihydroisochromene-7-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H]1OC(=O)C2=C([C@@H]1C)C(C)=C(O)C(C(O)=O)=C2O INCHI=InChI=1S/C13H14O6/c1-4-6(3)19-13(18)8-7(4)5(2)10(14)9(11(8)15)12(16)17/h4,6,14-15H,1-3H3,(H,16,17)/t4-,6-/m1/s1 INCHIAUX=VVVMDYGNIVXIIG-INEUFUBQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845647 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845647 SCANS=237 83.04588317871094 392.0 135.04811096191406 334.0 159.03921508789062 265.0 161.06045532226562 162.0 177.0512237548828 244.0 177.08984375 193.0 221.08111572265625 1380.0 221.1114044189453 106.0 223.6219482421875 57.0 265.0658874511719 960.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845649 PEPMASS=351.109741 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_RG11_01_3014.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169400-02!methyl 4-(6,8-dihydroxy-3-methyl-1-oxoisochromen-7-yl)-2,4-dimethoxybutanoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(CC(OC)C1=C(O)C2=C(C=C(C)OC2=O)C=C1O)C(=O)OC INCHI=InChI=1S/C17H20O8/c1-8-5-9-6-10(18)14(15(19)13(9)17(21)25-8)11(22-2)7-12(23-3)16(20)24-4/h5-6,11-12,18-19H,7H2,1-4H3 INCHIAUX=TWSUSRQZTZUYSD-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845649 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845649 SCANS=376 190.4404296875 338.0 205.09483337402344 91.0 213.05372619628906 207.0 215.0347900390625 249.0 217.0623779296875 236.0 227.03524780273438 957.0 255.02792358398438 335.0 318.0435791015625 133.0 318.91668701171875 249.0 319.0818786621094 1333.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845654 PEPMASS=580.408569 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_RG11_01_3014.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347555-02!2-(21-amino-3,20-dihydroxydocosan-2-yl)oxy-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(N)C(O)CCCCCCCCCCCCCCCCC(O)C(C)OC1OC(CO)C(O)C(O)C1O INCHI=InChI=1S/C28H57NO8/c1-20(29)22(31)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-23(32)21(2)36-28-27(35)26(34)25(33)24(19-30)37-28/h20-28,30-35H,3-19,29H2,1-2H3 INCHIAUX=FZSYYVOKNJZJTF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845654 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845654 SCANS=314 97.03321838378906 336.0 161.04379272460938 324.0 261.9062194824219 183.0 273.0428771972656 243.0 286.5799560546875 170.0 288.3193664550781 67.0 372.3499450683594 284.0 534.4036254882812 2994.0 580.4071044921875 108.0 751.5142822265625 127.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845660 PEPMASS=658.341431 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_RG11_01_3014.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00165733-02!(3S,6S,9S,12R)-3-[(2S)-butan-2-yl]-6-[(1-methoxyindol-3-yl)methyl]-9-(6-oxooctyl)-1,4,7,10-tetrazabicyclo[10.4.0]hexadecane-2,5,8,11-tetrone [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC[C@H](C)[C@@H]1NC(=O)[C@H](CC2=CN(OC)C3=CC=CC=C23)NC(=O)[C@H](CCCCCC(=O)CC)NC(=O)[C@H]4CCCCN4C1=O INCHI=InChI=1S/C34H49N5O6/c1-5-22(3)30-34(44)38-19-13-12-18-29(38)33(43)35-26(16-9-7-8-14-24(40)6-2)31(41)36-27(32(42)37-30)20-23-21-39(45-4)28-17-11-10-15-25(23)28/h10-11,15,17,21-22,26-27,29-30H,5-9,12-14,16,18-20H2,1-4H3,(H,35,43)(H,36,41)(H,37,42)/t22-,26-,27-,29+,30-/m0/s1 INCHIAUX=JWOGUUIOCYMBPV-GMFLJSBRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845660 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845660 SCANS=468 168.08981323242188 200.0 200.08200073242188 159.0 209.13034057617188 173.0 224.14332580566406 244.0 252.13401794433594 1091.0 336.180908203125 179.0 339.3725280761719 101.0 462.2829895019531 2212.0 462.6025390625 88.0 463.2934875488281 468.0 494.26458740234375 486.0 495.27728271484375 123.0 520.28857421875 138.0 592.34375 416.0 627.3106079101562 387.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845661 PEPMASS=668.368225 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_RG11_01_3014.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00165733-02!(3S,6S,9S,12R)-3-[(2S)-butan-2-yl]-6-[(1-methoxyindol-3-yl)methyl]-9-(6-oxooctyl)-1,4,7,10-tetrazabicyclo[10.4.0]hexadecane-2,5,8,11-tetrone [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC[C@H](C)[C@@H]1NC(=O)[C@H](CC2=CN(OC)C3=CC=CC=C23)NC(=O)[C@H](CCCCCC(=O)CC)NC(=O)[C@H]4CCCCN4C1=O INCHI=InChI=1S/C34H49N5O6/c1-5-22(3)30-34(44)38-19-13-12-18-29(38)33(43)35-26(16-9-7-8-14-24(40)6-2)31(41)36-27(32(42)37-30)20-23-21-39(45-4)28-17-11-10-15-25(23)28/h10-11,15,17,21-22,26-27,29-30H,5-9,12-14,16,18-20H2,1-4H3,(H,35,43)(H,36,41)(H,37,42)/t22-,26-,27-,29+,30-/m0/s1 INCHIAUX=JWOGUUIOCYMBPV-GMFLJSBRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845661 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845661 SCANS=458 72.8744125366211 53.0 73.98432159423828 220.0 75.9501724243164 239.0 94.3155746459961 253.0 98.0177230834961 196.0 99.0167236328125 189.0 99.66903686523438 136.0 127.08317565917969 233.0 128.1825714111328 186.0 128.240478515625 260.0 152.10618591308594 165.0 154.08885192871094 185.0 167.08084106445312 227.0 167.99685668945312 217.0 168.03936767578125 173.0 168.1129150390625 160.0 169.09213256835938 296.0 186.1168670654297 196.0 197.12881469726562 164.0 200.0708465576172 226.0 209.12557983398438 1665.0 223.14627075195312 1341.0 233.55853271484375 168.0 237.13128662109375 547.0 238.1251678466797 222.0 238.48802185058594 233.0 239.13217163085938 235.0 240.17678833007812 209.0 242.1284942626953 417.0 251.13914489746094 119.0 252.13478088378906 6643.0 253.36203002929688 104.0 276.1618347167969 367.0 278.176025390625 468.0 280.177001953125 363.0 283.06536865234375 174.0 292.133056640625 266.0 295.53265380859375 105.0 298.1589050292969 259.0 305.0462646484375 126.0 307.17498779296875 252.0 307.28448486328125 80.0 310.2205505371094 171.0 349.1857604980469 1017.0 364.1824035644531 274.0 368.1725769042969 296.0 370.218505859375 170.0 387.3916015625 54.0 392.2730407714844 179.0 405.2523193359375 367.0 417.2927551269531 168.0 420.3104553222656 157.0 423.0458984375 217.0 433.25518798828125 628.0 435.2828369140625 164.0 444.2710876464844 389.0 461.2742919921875 749.0 461.4230041503906 233.0 461.5645751953125 88.0 461.7328186035156 151.0 462.28363037109375 16658.0 463.29278564453125 1425.0 466.2842102050781 136.0 475.3004150390625 293.0 494.2715759277344 7940.0 564.34814453125 219.0 590.3090209960938 145.0 592.3475952148438 4532.0 593.3680419921875 231.0 621.7605590820312 111.0 622.3576049804688 2242.0 623.35009765625 194.0 1471.69384765625 84.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845663 PEPMASS=785.253662 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_RG11_01_3014.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380888-01![(2R,3R,4R,5R,6R)-4-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](OCCC3=CC=C(O)C(O)=C3)O[C@H](CO)[C@H]2OC(=O)\C=C\C4=CC(O)=C(O)C=C4)[C@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]1O INCHI=InChI=1S/C35H46O20/c1-14-24(43)27(46)32(55-34-28(47)26(45)25(44)21(12-36)51-34)35(50-14)54-31-29(48)33(49-9-8-16-3-6-18(39)20(41)11-16)52-22(13-37)30(31)53-23(42)7-4-15-2-5-17(38)19(40)10-15/h2-7,10-11,14,21-22,24-41,43-48H,8-9,12-13H2,1H3/b7-4+/t14-,21+,22+,24-,25+,26-,27+,28+,29+,30+,31+,32+,33+,34-,35-/m0/s1 INCHIAUX=SDRRSTAVRUERNC-JASYHDAHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845663 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845663 SCANS=186 79.47710418701172 98.0 81.83866882324219 248.0 82.74254608154297 102.0 84.23474884033203 178.0 86.0067367553711 205.0 86.20457458496094 214.0 97.02882385253906 280.0 101.02482604980469 544.0 107.01921844482422 90.0 113.02233123779297 1786.0 117.03356170654297 229.0 119.035400390625 699.0 123.04570007324219 289.0 133.0283203125 5031.0 133.25405883789062 265.0 135.0454559326172 2580.0 143.0342254638672 347.0 149.0373077392578 261.0 150.02743530273438 140.0 153.05682373046875 443.0 161.0235595703125 30540.0 161.37652587890625 55.0 162.02395629882812 532.0 164.73194885253906 107.0 165.05612182617188 227.0 178.66567993164062 162.0 178.94471740722656 131.0 179.03379821777344 3018.0 181.0487518310547 402.0 211.06076049804688 280.0 221.06723022460938 675.0 245.0399932861328 195.0 251.0668182373047 293.0 297.10455322265625 705.0 307.10302734375 270.0 315.1065673828125 1073.0 365.1524963378906 297.0 365.4932556152344 140.0 366.565673828125 203.0 369.5775146484375 231.0 372.8908996582031 166.0 374.4820861816406 144.0 391.00543212890625 51.0 412.9939270019531 231.0 415.1419372558594 225.0 454.81768798828125 96.0 461.1625671386719 2069.0 461.2078857421875 224.0 487.1548767089844 274.0 605.21728515625 318.0 619.19189453125 143.0 621.2438354492188 91.0 622.3536987304688 66.0 622.61474609375 110.0 623.215576171875 12415.0 624.2147827148438 251.0 625.8145751953125 126.0 627.2662963867188 204.0 784.4166870117188 169.0 784.8052368164062 92.0 785.0421752929688 135.0 785.2536010742188 33355.0 785.3956298828125 208.0 785.541259765625 59.0 786.260009765625 4485.0 789.8007202148438 191.0 789.9755859375 78.0 790.0499877929688 151.0 1723.2611083984375 120.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845665 PEPMASS=401.121521 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G10_RG10_01_3192.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381273-01!3-hydroxy-7-(4-hydroxyphenyl)-2-(2-hydroxypropan-2-yl)-2,3,6,7-tetrahydrofuro[3,2-g]chromen-5-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O)C1OC2=C(C=C3C(=O)CC(OC3=C2)C4=CC=C(O)C=C4)C1O INCHI=InChI=1S/C20H20O6/c1-20(2,24)19-18(23)13-7-12-14(22)8-15(10-3-5-11(21)6-4-10)25-16(12)9-17(13)26-19/h3-7,9,15,18-19,21,23-24H,8H2,1-2H3 INCHIAUX=JVJTUAXBSFDCFS-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845665 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845665 SCANS=256 119.04792785644531 1062.0 131.01007080078125 241.0 279.0765075683594 407.0 355.1255187988281 1605.0 991.2072143554688 361.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845667 PEPMASS=493.153015 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G10_RG10_01_3192.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180160-02!2-(3,4-dimethoxyphenoxy)-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(OC)C=C(OC2OC(COC3OCC(O)C(O)C3O)C(O)C(O)C2O)C=C1 INCHI=InChI=1S/C19H28O12/c1-26-10-4-3-8(5-11(10)27-2)30-19-17(25)15(23)14(22)12(31-19)7-29-18-16(24)13(21)9(20)6-28-18/h3-5,9,12-25H,6-7H2,1-2H3 INCHIAUX=BUKNGVJDVSRYIT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845667 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845667 SCANS=141 99.00996398925781 293.0 123.00778198242188 260.0 125.02335357666016 1385.0 131.0325927734375 312.0 138.03233337402344 131.0 149.04653930664062 421.0 191.05494689941406 347.0 233.06588745117188 1925.0 293.0882873535156 4107.0 315.10400390625 108.0 447.161865234375 658.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845669 PEPMASS=655.137512 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G10_RG10_01_3192.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347791-02!2-[5-[[4-acetyloxy-5-(2,4-dioxopyrimidin-1-yl)-3-(4-hydroxy-2-methoxy-6-methylbenzoyl)oxyoxolan-2-yl]methoxycarbonyl]-2-hydroxyphenoxy]prop-2-enoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=CC(C)=C1C(=O)OC2C(COC(=O)C3=CC=C(O)C(OC(=C)C(O)=O)=C3)OC(C2OC(C)=O)N4C=CC(=O)NC4=O INCHI=InChI=1S/C30H28N2O15/c1-13-9-17(34)11-20(42-4)23(13)29(40)47-24-21(46-26(25(24)45-15(3)33)32-8-7-22(36)31-30(32)41)12-43-28(39)16-5-6-18(35)19(10-16)44-14(2)27(37)38/h5-11,21,24-26,34-35H,2,12H2,1,3-4H3,(H,37,38)(H,31,36,41) INCHIAUX=QPTBIDGWTVNLQQ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845669 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845669 SCANS=301 105.0346908569336 97.0 109.0299301147461 396.0 111.01780700683594 1664.0 121.02965545654297 303.0 121.72811126708984 105.0 122.03539276123047 262.0 126.01654052734375 412.0 127.03729248046875 263.0 135.02212524414062 250.0 135.0419464111328 1566.0 136.04177856445312 487.0 137.05874633789062 914.0 138.02149963378906 260.0 140.03616333007812 601.0 143.03330993652344 352.0 148.9392852783203 72.0 149.03298950195312 625.0 149.48768615722656 155.0 151.83529663085938 177.0 152.03524780273438 471.0 153.02615356445312 445.0 154.0225830078125 465.0 159.43968200683594 116.0 163.02606201171875 209.0 164.0386505126953 2042.0 177.02052307128906 197.0 177.0504913330078 265.0 178.0393524169922 138.0 178.7005615234375 137.0 179.03427124023438 8982.0 180.05479431152344 284.0 181.0512237548828 2632.0 181.14157104492188 266.0 182.04632568359375 153.0 182.0625762939453 203.0 182.4984130859375 67.0 182.6943817138672 186.0 186.05938720703125 168.0 187.03533935546875 161.0 195.0303192138672 314.0 196.05892944335938 192.0 205.01583862304688 1706.0 206.04725646972656 456.0 207.0345458984375 87.0 207.59231567382812 74.0 221.04991149902344 255.0 223.02691650390625 150.0 225.0364532470703 282.0 227.05857849121094 281.0 233.04481506347656 618.0 240.37530517578125 82.0 247.02972412109375 164.0 248.05563354492188 305.0 257.0557556152344 71.0 259.8458557128906 63.0 271.0566711425781 167.0 274.0707092285156 314.0 275.0606689453125 377.0 282.0721130371094 249.0 293.0663146972656 748.0 296.08721923828125 193.0 298.3959045410156 216.0 300.1232604980469 193.0 302.1173095703125 205.0 308.255859375 220.0 317.0690612792969 133.0 328.0815734863281 196.0 344.0824279785156 1343.0 362.0994567871094 497.0 387.08935546875 1630.0 388.1034851074219 170.0 404.0842590332031 386.0 405.0961608886719 2432.0 429.0902099609375 445.0 431.1118469238281 281.0 448.1088562011719 217.0 457.1152038574219 206.0 457.14874267578125 200.0 464.1319274902344 361.0 498.1441955566406 208.0 499.1271057128906 592.0 508.13311767578125 882.0 525.1174926757812 342.0 551.1331787109375 696.0 551.2951049804688 45.0 568.1481323242188 3204.0 568.3867797851562 279.0 577.111572265625 301.0 585.129150390625 653.0 585.29150390625 101.0 587.0997314453125 133.0 594.1184692382812 374.0 610.5709228515625 139.0 611.1494750976562 2197.0 612.14306640625 618.0 637.1326904296875 641.0 655.1430053710938 1327.0 655.1923217773438 223.0 1864.265380859375 104.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845672 PEPMASS=637.126587 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G10_RG10_01_3192.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347791-02!2-[5-[[4-acetyloxy-5-(2,4-dioxopyrimidin-1-yl)-3-(4-hydroxy-2-methoxy-6-methylbenzoyl)oxyoxolan-2-yl]methoxycarbonyl]-2-hydroxyphenoxy]prop-2-enoic acid [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=CC(C)=C1C(=O)OC2C(COC(=O)C3=CC=C(O)C(OC(=C)C(O)=O)=C3)OC(C2OC(C)=O)N4C=CC(=O)NC4=O INCHI=InChI=1S/C30H28N2O15/c1-13-9-17(34)11-20(42-4)23(13)29(40)47-24-21(46-26(25(24)45-15(3)33)32-8-7-22(36)31-30(32)41)12-43-28(39)16-5-6-18(35)19(10-16)44-14(2)27(37)38/h5-11,21,24-26,34-35H,2,12H2,1,3-4H3,(H,37,38)(H,31,36,41) INCHIAUX=QPTBIDGWTVNLQQ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845672 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845672 SCANS=334 111.01944732666016 244.0 118.02963256835938 246.0 122.02257537841797 127.0 127.03449249267578 210.0 136.03941345214844 325.0 137.0677490234375 258.0 146.59393310546875 352.0 161.02090454101562 701.0 162.01390075683594 331.0 168.06800842285156 197.0 205.01351928710938 2890.0 216.06631469726562 261.0 301.02978515625 168.0 388.1023864746094 301.0 534.0958251953125 128.0 594.1077880859375 286.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845673 PEPMASS=659.193909 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G10_RG10_01_3192.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169899-02!5-hydroxy-7-(4-hydroxyphenyl)-2-methyl-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]pyrano[3,2-g]chromen-6-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OCC3(C)OC4=C(C=C3)C(O)=C5C(=O)C(=COC5=C4)C6=CC=C(O)C=C6)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C32H36O15/c1-13-22(34)26(38)28(40)30(45-13)43-11-20-25(37)27(39)29(41)31(46-20)44-12-32(2)8-7-16-18(47-32)9-19-21(23(16)35)24(36)17(10-42-19)14-3-5-15(33)6-4-14/h3-10,13,20,22,25-31,33-35,37-41H,11-12H2,1-2H3/t13-,20+,22-,25+,26+,27-,28+,29+,30+,31+,32?/m0/s1 INCHIAUX=QXRUNNQSVHTDBO-VLHCGLNOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845673 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845673 SCANS=278 205.06631469726562 126.0 282.04656982421875 217.0 333.0779724121094 1561.0 347.1032409667969 226.0 350.0706787109375 429.0 393.1046447753906 106.0 657.1054077148438 243.0 659.1981201171875 1437.0 676.7822265625 122.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845676 PEPMASS=705.199707 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G10_RG10_01_3192.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169899-02!5-hydroxy-7-(4-hydroxyphenyl)-2-methyl-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]pyrano[3,2-g]chromen-6-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OCC3(C)OC4=C(C=C3)C(O)=C5C(=O)C(=COC5=C4)C6=CC=C(O)C=C6)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C32H36O15/c1-13-22(34)26(38)28(40)30(45-13)43-11-20-25(37)27(39)29(41)31(46-20)44-12-32(2)8-7-16-18(47-32)9-19-21(23(16)35)24(36)17(10-42-19)14-3-5-15(33)6-4-14/h3-10,13,20,22,25-31,33-35,37-41H,11-12H2,1-2H3/t13-,20+,22-,25+,26+,27-,28+,29+,30+,31+,32?/m0/s1 INCHIAUX=QXRUNNQSVHTDBO-VLHCGLNOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845676 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845676 SCANS=277 143.0384063720703 494.0 159.02621459960938 288.0 163.05784606933594 667.0 203.1922607421875 175.0 205.08016967773438 773.0 244.81654357910156 118.0 251.0703582763672 262.0 268.030517578125 153.0 269.02874755859375 287.0 281.06829833984375 247.0 293.0411376953125 493.0 311.2789611816406 143.0 314.0471496582031 413.0 318.0548400878906 163.0 321.0624084472656 100.0 323.09381103515625 563.0 325.18951416015625 147.0 333.0762634277344 3068.0 336.0640563964844 142.0 347.1026916503906 231.0 350.08416748046875 1980.0 351.09539794921875 2788.0 363.07025146484375 203.0 393.10089111328125 214.0 496.3710021972656 101.0 613.1998901367188 117.0 648.5716552734375 54.0 656.5460205078125 140.0 658.1917114257812 74.0 659.19677734375 12114.0 660.222412109375 137.0 661.2306518554688 61.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845678 PEPMASS=727.385254 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C8_GC8_01_3214.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169462-02!17-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O)CCC(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O)C(OC5OC(CO)C(O)C(O)C5O)C4(C)C)C3(C)C(=O)CC12C INCHI=InChI=1S/C36H58O12/c1-31(2,45)12-11-23(40)36(8,46)28-20(39)14-33(5)22-10-9-17-18(35(22,7)24(41)15-34(28,33)6)13-19(38)29(32(17,3)4)48-30-27(44)26(43)25(42)21(16-37)47-30/h9,18-22,25-30,37-39,42-46H,10-16H2,1-8H3 INCHIAUX=MSHWJYPCLRLDEB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845678 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845678 SCANS=295 71.01561737060547 558.0 101.02587127685547 478.0 101.07300567626953 53.0 101.9932861328125 162.0 113.02552795410156 1740.0 115.07405853271484 573.0 119.03582000732422 249.0 120.05301666259766 117.0 125.02317810058594 231.0 129.0946502685547 432.0 143.0384979248047 472.0 159.0294647216797 386.0 161.0456085205078 2463.0 163.07388305664062 209.0 165.0911865234375 171.0 173.1155242919922 1152.0 177.09445190429688 309.0 179.05369567871094 424.0 201.0900421142578 225.0 205.03738403320312 550.0 243.17141723632812 309.0 245.1519775390625 133.0 283.2048645019531 154.0 291.1672668457031 213.0 318.3969421386719 55.0 318.4398498535156 264.0 320.4343566894531 152.0 327.126953125 362.0 327.2037658691406 226.0 336.8455505371094 252.0 342.78741455078125 117.0 345.2168273925781 580.0 352.56011962890625 151.0 369.2321472167969 240.0 371.2236328125 1015.0 383.568603515625 226.0 387.2646484375 396.0 396.9745788574219 121.0 414.2421569824219 254.0 441.276611328125 199.0 457.2875671386719 360.0 459.3096008300781 428.0 489.2465515136719 375.0 501.3300476074219 828.0 502.309814453125 235.0 507.2657165527344 360.0 521.2879028320312 255.0 533.2606201171875 236.0 545.3167724609375 284.0 547.27880859375 219.0 549.3103637695312 187.0 550.3017578125 146.0 578.2954711914062 51.0 603.359619140625 106.0 608.2904663085938 318.0 619.3446044921875 193.0 621.36767578125 198.0 635.3831787109375 133.0 662.4466552734375 63.0 663.2944946289062 137.0 663.3751220703125 18504.0 664.3736572265625 2042.0 665.0043334960938 159.0 665.8428344726562 101.0 668.8088989257812 58.0 678.1029052734375 60.0 679.9468383789062 82.0 680.3037109375 277.0 680.7051391601562 110.0 680.8955688476562 128.0 681.3860473632812 15324.0 681.9129028320312 90.0 682.3856811523438 2062.0 727.3855590820312 1702.0 728.4097290039062 148.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845680 PEPMASS=361.161499 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G10_BG10_01_3288.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380746-01!1,7-bis(4-hydroxyphenyl)heptane-3,5-diol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC(CCC1=CC=C(O)C=C1)CC(O)CCC2=CC=C(O)C=C2 INCHI=InChI=1S/C19H24O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-4,7-10,18-23H,5-6,11-13H2 INCHIAUX=GZVIQGVWSNEONZ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845680 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845680 SCANS=273 93.03076934814453 297.0 149.06277465820312 199.0 315.1612548828125 3147.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845682 PEPMASS=477.155762 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G10_BG10_01_3288.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180444-02!(2R,3S,4S,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[2-(4-hydroxyphenyl)ethoxy]oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@@]1(O)CO[C@@H](OC[C@H]2O[C@@H](OCCC3=CC=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H]1O INCHI=InChI=1S/C19H28O11/c20-8-19(26)9-29-18(16(19)25)28-7-12-13(22)14(23)15(24)17(30-12)27-6-5-10-1-3-11(21)4-2-10/h1-4,12-18,20-26H,5-9H2/t12-,13-,14+,15-,16+,17-,18-,19-/m1/s1 INCHIAUX=IVRQZYXJBVMHCW-OTCFHACESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845682 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845682 SCANS=144 71.01480865478516 142.0 101.0267562866211 376.0 101.32279205322266 156.0 102.59232330322266 78.0 119.04862976074219 694.0 141.0740509033203 243.0 149.0452117919922 1070.0 177.98822021484375 292.0 191.05718994140625 285.0 208.5080108642578 140.0 251.06954956054688 285.0 275.07696533203125 247.0 299.12164306640625 924.0 431.15472412109375 8873.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845683 PEPMASS=529.129211 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G10_BG10_01_3288.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385740-01!(1R,3R,4S,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxy-4-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxycyclohexane-1-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(\C=C\C(=O)O[C@H]2[C@H](O)C[C@@](O)(C[C@H]2OC(=O)\C=C\C3=CC(O)=C(O)C=C3)C(O)=O)C=C1 INCHI=InChI=1S/C26H26O12/c1-36-20-7-3-15(11-18(20)29)5-9-23(32)38-24-19(30)12-26(35,25(33)34)13-21(24)37-22(31)8-4-14-2-6-16(27)17(28)10-14/h2-11,19,21,24,27-30,35H,12-13H2,1H3,(H,33,34)/b8-4+,9-5+/t19-,21-,24+,26-/m1/s1 INCHIAUX=KXSOUIKZMJRRKL-BQYLRUKMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845683 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845683 SCANS=248 93.03352355957031 374.0 109.0294418334961 274.0 110.84039306640625 134.0 111.04585266113281 335.0 120.29644012451172 90.0 133.02841186523438 730.0 134.03370666503906 339.0 135.04373168945312 986.0 137.02236938476562 265.0 149.0611572265625 107.0 155.03419494628906 696.0 161.02711486816406 2383.0 172.80841064453125 79.0 173.0453338623047 16480.0 173.59658813476562 164.0 173.7996368408203 94.0 174.13270568847656 136.0 175.04139709472656 283.0 175.7477264404297 85.0 179.0333709716797 2115.0 191.06141662597656 257.0 193.05047607421875 2527.0 254.88648986816406 148.0 258.45953369140625 202.0 335.0739440917969 1047.0 349.1026916503906 170.0 353.08831787109375 150.0 366.8102111816406 228.0 367.1021423339844 4117.0 529.1338500976562 757.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845686 PEPMASS=727.23761 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_BC10_01_3264.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347700-02!2-[4-[(3S,3aR,6S,6aR)-6-[3-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC=C1OC2OC(CO)C(O)C(O)C2O)[C@H]3OC[C@H]4[C@@H]3CO[C@@H]4C5=CC=C(OC6OC(CO)C(O)C(O)C6O)C(OC)=C5 INCHI=InChI=1S/C32H42O16/c1-41-19-7-13(3-5-17(19)45-31-27(39)25(37)23(35)21(9-33)47-31)29-15-11-44-30(16(15)12-43-29)14-4-6-18(20(8-14)42-2)46-32-28(40)26(38)24(36)22(10-34)48-32/h3-8,15-16,21-40H,9-12H2,1-2H3/t15-,16-,21?,22?,23?,24?,25?,26?,27?,28?,29+,30+,31?,32?/m0/s1 INCHIAUX=ZJSJQWDXAYNLNS-XJUVHSKASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845686 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845686 SCANS=176 79.38780212402344 63.0 116.08122253417969 138.0 122.04146575927734 323.0 124.01319122314453 194.0 133.59548950195312 186.0 134.0339813232422 181.0 136.01605224609375 3829.0 137.35826110839844 253.0 138.02581787109375 272.0 142.7714385986328 132.0 143.04251098632812 520.0 149.37973022460938 156.0 149.9185791015625 163.0 151.0391387939453 12822.0 161.04747009277344 754.0 175.0768280029297 757.0 177.05242919921875 237.0 179.04066467285156 373.0 188.04200744628906 260.0 190.06686401367188 54.0 240.3949737548828 296.0 296.1085205078125 359.0 311.128173828125 408.0 327.11529541015625 142.0 341.7329406738281 75.0 341.863525390625 147.0 342.1125793457031 1858.0 342.412841796875 98.0 355.8483581542969 490.0 356.1949462890625 144.0 356.70709228515625 183.0 356.7401123046875 116.0 356.7930908203125 101.0 356.9936218261719 63.0 357.1350402832031 39884.0 357.2214050292969 123.0 358.1384582519531 2024.0 358.5528564453125 74.0 360.3531188964844 220.0 360.5540466308594 218.0 517.9630737304688 63.0 518.8435668945312 135.0 519.187744140625 3886.0 519.2374877929688 626.0 520.1924438476562 200.0 622.8513793945312 96.0 681.2407836914062 137.0 926.8215942382812 91.0 1680.5313720703125 78.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845687 PEPMASS=755.175049 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_BC10_01_3264.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385052-01![(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4OC(=O)\C=C\C5=CC=C(O)C=C5)=C(OC3=C2)C6=CC=C(O)C=C6)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C36H36O18/c37-13-22-26(43)29(46)31(48)35(51-22)49-19-11-20(41)25-21(12-19)50-32(16-4-8-18(40)9-5-16)33(28(25)45)54-36-34(30(47)27(44)23(14-38)52-36)53-24(42)10-3-15-1-6-17(39)7-2-15/h1-12,22-23,26-27,29-31,34-41,43-44,46-48H,13-14H2/b10-3+/t22-,23-,26-,27-,29+,30+,31-,34-,35-,36-/m1/s1 INCHIAUX=SOPVQGCZAWJHCX-AQGNREDRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845687 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845687 SCANS=214 93.03604125976562 293.0 120.01725769042969 260.0 121.03041076660156 252.0 145.0311737060547 672.0 150.9998016357422 114.0 151.0792999267578 163.0 152.62620544433594 180.0 159.0434112548828 188.0 163.00198364257812 406.0 163.03857421875 540.0 164.4750518798828 148.0 169.01246643066406 260.0 192.00294494628906 198.0 227.0298309326172 767.0 229.04983520507812 559.0 241.0447540283203 53.0 243.03533935546875 247.0 253.05322265625 298.0 257.0499572753906 192.0 267.03070068359375 258.0 280.6712951660156 252.0 281.04803466796875 391.0 283.022216796875 144.0 284.0296936035156 1726.0 284.58648681640625 65.0 284.6462097167969 301.0 285.04132080078125 25623.0 286.0475769042969 270.0 287.0459289550781 159.0 299.0619201660156 189.0 306.7095031738281 219.0 306.7648010253906 148.0 307.0789489746094 2467.0 308.1055603027344 139.0 327.0507507324219 190.0 429.0801086425781 165.0 447.0982971191406 3792.0 593.1331787109375 6264.0 593.355712890625 72.0 593.603759765625 86.0 594.030517578125 143.0 594.447509765625 98.0 597.39599609375 54.0 755.1737670898438 201.0 1206.6829833984375 161.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845689 PEPMASS=623.172058 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_GE10_01_3132.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385621-01!2-(hydroxymethyl)-1-methoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(CO)C(O[C@@H]2O[C@H](CO[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)=CC4=C1C(=O)C5=CC=CC=C5C4=O INCHI=InChI=1S/C27H30O14/c1-37-25-13(7-28)15(6-12-17(25)19(31)11-5-3-2-4-10(11)18(12)30)40-27-24(36)22(34)21(33)16(41-27)9-39-26-23(35)20(32)14(29)8-38-26/h2-6,14,16,20-24,26-29,32-36H,7-9H2,1H3/t14-,16-,20+,21-,22+,23-,24-,26+,27-/m1/s1 INCHIAUX=XXKWBXGHSBIVHQ-ALLCIABXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845689 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845689 SCANS=204 141.24978637695312 117.0 149.0425262451172 178.0 156.20172119140625 279.0 157.49610900878906 187.0 210.0323028564453 1516.0 236.04986572265625 457.0 237.05828857421875 270.0 238.02786254882812 1576.0 251.03240966796875 618.0 251.06533813476562 281.0 253.04994201660156 8213.0 254.0568389892578 232.0 264.045654296875 355.0 268.0401916503906 141.0 279.06671142578125 899.0 281.04400634765625 191.0 282.442138671875 127.0 282.56561279296875 108.0 282.9776306152344 139.0 283.06182861328125 19053.0 283.2218933105469 291.0 284.1718444824219 50.0 1332.9588623046875 122.0 1687.017333984375 92.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845691 PEPMASS=697.210876 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_GE10_01_3132.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385640-01!5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1OC)C2=CC(=O)C3=C(O)C=C(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)C=C3O2 INCHI=InChI=1S/C30H36O16/c1-11-22(33)24(35)26(37)29(43-11)42-10-20-23(34)25(36)27(38)30(46-20)44-13-7-14(31)21-15(32)9-16(45-17(21)8-13)12-5-18(39-2)28(41-4)19(6-12)40-3/h5-9,11,20,22-27,29-31,33-38H,10H2,1-4H3/t11-,20+,22-,23+,24+,25-,26+,27+,29+,30+/m0/s1 INCHIAUX=QVXXLWMUTXHCGR-XBRZVJLKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845691 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845691 SCANS=240 161.13685607910156 142.0 164.2334747314453 100.0 168.8059539794922 226.0 171.19302368164062 93.0 181.87159729003906 103.0 189.2584686279297 116.0 200.01480102539062 185.0 270.011474609375 539.0 281.04925537109375 69.0 285.0447692871094 434.0 313.03668212890625 3651.0 327.0502624511719 531.0 328.05975341796875 2570.0 341.1944274902344 187.0 342.544189453125 258.0 343.08355712890625 32058.0 343.2143859863281 121.0 345.5403137207031 68.0 346.0152893066406 144.0 1314.5050048828125 198.0 1314.6536865234375 97.0 1927.2562255859375 375.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845693 PEPMASS=723.183777 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_GE10_01_3132.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385628-01![(2S,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-2-methyloxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C4=CC=C(O)C=C4)[C@H](O)[C@H](OC(=O)\C=C\C5=CC=C(O)C=C5)[C@H]1OC(=O)\C=C\C6=CC=C(O)C=C6 INCHI=InChI=1S/C39H32O14/c1-20-35(51-30(45)16-6-21-2-10-24(40)11-3-21)38(52-31(46)17-7-22-4-12-25(41)13-5-22)34(48)39(49-20)53-37-33(47)32-28(44)18-27(43)19-29(32)50-36(37)23-8-14-26(42)15-9-23/h2-20,34-35,38-44,48H,1H3/b16-6+,17-7+/t20-,34+,35-,38-,39-/m0/s1 INCHIAUX=RMHWAEFAOBGGBH-GLRBGJJXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845693 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845693 SCANS=362 86.19928741455078 157.0 107.01398468017578 289.0 116.16436004638672 292.0 117.03362274169922 242.0 119.0503921508789 376.0 145.02703857421875 3684.0 145.19862365722656 198.0 151.00286865234375 967.0 162.0394287109375 176.0 163.0001678466797 396.0 163.0325164794922 141.0 165.01739501953125 161.0 167.04103088378906 249.0 211.07960510253906 418.0 212.03765869140625 215.0 213.0498504638672 249.0 215.03094482421875 231.0 227.03738403320312 1086.0 229.0520477294922 609.0 230.59039306640625 281.0 239.0301513671875 368.0 255.03323364257812 985.0 257.04608154296875 775.0 273.07147216796875 215.0 284.03173828125 7097.0 285.0412292480469 7529.0 286.04034423828125 480.0 437.123291015625 905.0 559.1209716796875 726.0 577.131591796875 878.0 723.1752319335938 4477.0 724.1798095703125 572.0 729.158203125 133.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845696 PEPMASS=769.190369 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_GE10_01_3132.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385628-01![(2S,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-2-methyloxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C4=CC=C(O)C=C4)[C@H](O)[C@H](OC(=O)\C=C\C5=CC=C(O)C=C5)[C@H]1OC(=O)\C=C\C6=CC=C(O)C=C6 INCHI=InChI=1S/C39H32O14/c1-20-35(51-30(45)16-6-21-2-10-24(40)11-3-21)38(52-31(46)17-7-22-4-12-25(41)13-5-22)34(48)39(49-20)53-37-33(47)32-28(44)18-27(43)19-29(32)50-36(37)23-8-14-26(42)15-9-23/h2-20,34-35,38-44,48H,1H3/b16-6+,17-7+/t20-,34+,35-,38-,39-/m0/s1 INCHIAUX=RMHWAEFAOBGGBH-GLRBGJJXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845696 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845696 SCANS=356 114.8602523803711 110.0 117.03245544433594 591.0 119.05065155029297 953.0 127.03707122802734 302.0 145.02853393554688 3538.0 151.00225830078125 226.0 151.85093688964844 423.0 159.03347778320312 209.0 161.06353759765625 59.0 162.0336151123047 273.0 163.00331115722656 394.0 163.0413055419922 1698.0 164.9199676513672 150.0 169.01548767089844 264.0 179.0011444091797 238.0 200.05406188964844 244.0 201.07815551757812 170.0 211.03961181640625 545.0 227.02789306640625 61.0 229.0514373779297 1945.0 239.03872680664062 204.0 243.06951904296875 309.0 254.1817626953125 104.0 254.64491271972656 98.0 255.029052734375 2572.0 256.04754638671875 331.0 283.3885803222656 101.0 284.0330505371094 5726.0 284.13720703125 58.0 285.03814697265625 6922.0 286.037353515625 250.0 287.1861877441406 178.0 288.1231689453125 97.0 291.0782470703125 286.0 293.0480041503906 166.0 395.0747375488281 135.0 413.0812072753906 274.0 437.1321105957031 870.0 459.1191101074219 159.0 559.1442260742188 1587.0 577.1341552734375 548.0 578.1768798828125 128.0 599.0934448242188 223.0 653.0369262695312 116.0 719.9081420898438 119.0 723.1731567382812 7558.0 723.4173583984375 111.0 724.1661376953125 651.0 767.1781616210938 169.0 1388.489501953125 331.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845697 PEPMASS=433.109528 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_BC6_01_3260.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385077-01![(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC(O)=C(O)C=C2)O[C@@H](OC3=CC=C(O)C=C3)[C@H](O)[C@H]1O INCHI=InChI=1S/C21H22O10/c22-12-3-5-13(6-4-12)30-21-20(28)19(27)18(26)16(31-21)10-29-17(25)8-2-11-1-7-14(23)15(24)9-11/h1-9,16,18-24,26-28H,10H2/b8-2+/t16-,18-,19+,20-,21-/m1/s1 INCHIAUX=OONDLKCAZJZRCW-CTPWMPFQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845697 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845697 SCANS=207 90.84561157226562 114.0 95.7777099609375 150.0 100.8792953491211 267.0 109.02735137939453 347.0 132.02203369140625 213.0 133.0272674560547 277.0 134.0343475341797 236.0 135.0463104248047 291.0 161.021240234375 4916.0 179.0290069580078 983.0 203.04444885253906 199.0 271.0725402832031 190.0 323.0768737792969 510.0 432.4957580566406 96.0 433.11529541015625 4760.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845699 PEPMASS=358.128052 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_GC5_01_3032.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169550-02!(E)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(\C=C\C(=O)NCCC2=CC=C(O)C=C2)=C1 INCHI=InChI=1S/C18H19NO4/c1-23-17-12-14(4-8-16(17)21)5-9-18(22)19-11-10-13-2-6-15(20)7-3-13/h2-9,12,20-21H,10-11H2,1H3,(H,19,22)/b9-5+ INCHIAUX=NPNNKDMSXVRADT-WEVVVXLNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845699 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845699 SCANS=310 148.05062866210938 937.0 150.02761840820312 180.0 176.03228759765625 333.0 190.0570526123047 322.0 297.0966491699219 192.0 312.1230773925781 4084.0 1146.7828369140625 637.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845702 PEPMASS=871.190918 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_GC5_01_3032.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380183-01!4-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-4-oxobutanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=C(OC3=CC(O[C@@H]4O[C@H](COC(=O)C(CC(O)=O)OC(=O)\C=C\C5=CC=C(O)C=C5)[C@@H](O)[C@H](O)[C@H]4O)=CC(O)=C3C2=O)C6=CC(O)=C(O)C=C6)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C40H40O22/c1-15-29(48)32(51)34(53)39(57-15)62-37-31(50)28-22(44)11-19(12-23(28)60-36(37)17-5-8-20(42)21(43)10-17)58-40-35(54)33(52)30(49)25(61-40)14-56-38(55)24(13-26(45)46)59-27(47)9-4-16-2-6-18(41)7-3-16/h2-12,15,24-25,29-30,32-35,39-44,48-49,51-54H,13-14H2,1H3,(H,45,46)/b9-4+/t15-,24?,25+,29-,30+,32+,33-,34+,35+,39-,40+/m0/s1 INCHIAUX=JYNZPXSRTWSMPG-PBKLMPTNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845702 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845702 SCANS=240 72.99432373046875 239.0 110.22309112548828 271.0 110.66390228271484 237.0 113.02850341796875 207.0 119.04985809326172 313.0 147.760498046875 234.0 148.0162353515625 167.0 151.00387573242188 1889.0 159.0430908203125 243.0 161.01832580566406 462.0 163.00103759765625 654.0 163.0400848388672 238.0 164.03860473632812 217.0 174.998291015625 181.0 175.05142211914062 282.0 176.01412963867188 184.0 177.0152587890625 634.0 178.9993133544922 955.0 189.05677795410156 211.0 193.00344848632812 272.0 205.00888061523438 270.0 227.03640747070312 319.0 228.05250549316406 144.0 243.03192138671875 607.0 254.0159454345703 284.0 255.0355224609375 132.0 271.0238342285156 3215.0 272.0322570800781 216.0 273.0362548828125 220.0 277.05792236328125 298.0 283.02935791015625 497.0 291.82696533203125 192.0 299.0202331542969 15313.0 299.1180419921875 62.0 300.0272521972656 9108.0 301.03521728515625 12653.0 301.1402587890625 119.0 302.0331115722656 195.0 302.1127624511719 230.0 304.04510498046875 182.0 314.0474548339844 130.0 334.4986572265625 293.0 335.4342956542969 87.0 337.0030822753906 101.0 339.5980224609375 258.0 343.0352478027344 144.0 354.92352294921875 72.0 367.07720947265625 362.0 403.07379150390625 196.0 411.06512451171875 301.0 412.06182861328125 101.0 417.0739440917969 310.0 429.0858459472656 205.0 445.06304931640625 325.0 447.0916748046875 3715.0 448.10479736328125 765.0 462.0782775878906 3809.0 463.0872802734375 3594.0 504.0965881347656 161.0 505.08917236328125 253.0 505.1107177734375 224.0 505.2033996582031 186.0 506.1063232421875 113.0 516.0916748046875 928.0 517.10498046875 960.0 543.076904296875 99.0 560.0703735351562 465.0 560.5004272460938 129.0 561.0855712890625 3299.0 563.0687866210938 340.0 575.1453857421875 286.0 578.0927734375 223.0 609.14697265625 8824.0 610.1451416015625 1469.0 611.14453125 223.0 632.0809936523438 133.0 647.8933715820312 80.0 651.1616821289062 716.0 663.1489868164062 707.0 679.145263671875 171.0 707.1494140625 5777.0 708.1522216796875 1673.0 724.5346069335938 55.0 725.15234375 7848.0 726.168212890625 1008.0 728.8115234375 73.0 871.1904907226562 858.0 872.1747436523438 132.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845703 PEPMASS=477.100647 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_RG11_01_3193.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180834-02!5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=C(OC3=C(C(O)=CC(O)=C3)C2=O)C4=CC=C(O)C=C4)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C21H20O10/c1-8-15(25)17(27)18(28)21(29-8)31-20-16(26)14-12(24)6-11(23)7-13(14)30-19(20)9-2-4-10(22)5-3-9/h2-8,15,17-18,21-25,27-28H,1H3/t8-,15-,17+,18+,21-/m0/s1 INCHIAUX=SOSLMHZOJATCCP-AEIZVZFYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845703 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845703 SCANS=235 158.94606018066406 82.0 166.21694946289062 76.0 201.8797149658203 80.0 206.56434631347656 311.0 207.84857177734375 112.0 227.03765869140625 323.0 254.396484375 72.0 254.6685028076172 211.0 254.9296875 74.0 255.0279998779297 905.0 256.04150390625 155.0 284.0327453613281 6971.0 284.2724304199219 169.0 284.7484436035156 203.0 285.0408020019531 15286.0 286.036865234375 240.0 286.7977294921875 98.0 418.31365966796875 176.0 431.10028076171875 13318.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845706 PEPMASS=643.183228 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_RG11_01_3193.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385154-01!4-[3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-hydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O[C@@H]1O[C@H](CO[C@@H]2OC[C@](O)(CO)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)C(O)COC3=C4C=CC(=O)OC4=CC5=C3C=CO5 INCHI=InChI=1S/C27H34O15/c1-26(2,17(29)9-37-22-12-3-4-18(30)40-15(12)7-14-13(22)5-6-36-14)42-24-21(33)20(32)19(31)16(41-24)8-38-25-23(34)27(35,10-28)11-39-25/h3-7,16-17,19-21,23-25,28-29,31-35H,8-11H2,1-2H3/t16-,17?,19-,20+,21-,23+,24+,25-,27-/m1/s1 INCHIAUX=WHICJDPSYBJDEN-NQXQTLPHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845706 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845706 SCANS=212 74.24040222167969 242.0 94.22048950195312 161.0 105.28961181640625 101.0 106.59426879882812 178.0 116.25113677978516 118.0 117.03508758544922 341.0 145.0316162109375 630.0 163.03802490234375 413.0 173.0236358642578 276.0 199.99903869628906 352.0 200.1938934326172 235.0 200.29354858398438 105.0 200.74649047851562 149.0 200.85179138183594 152.0 200.96719360351562 102.0 201.0196533203125 81587.0 201.1999053955078 144.0 201.73973083496094 185.0 202.01791381835938 282.0 202.7633514404297 146.0 203.37640380859375 379.0 203.4208221435547 132.0 203.55819702148438 185.0 210.1742706298828 158.0 347.1820068359375 278.0 651.0150756835938 117.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845710 PEPMASS=728.215576 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_RG11_01_3193.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180639-02!2-[[4-[4-(2,4-dimethoxy-6-methylbenzoyl)oxy-2-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoyl]oxy-2-hydroxy-6-methylbenzoyl]amino]propanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(OC)=C(C(=O)OC2=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C(C(=O)OC4=CC(O)=C(C(=O)NC(C)C(O)=O)C(C)=C4)C(C)=C2)C(C)=C1 INCHI=InChI=1S/C35H39NO16/c1-14-8-19(10-21(38)25(14)31(42)36-17(4)32(43)44)49-34(46)27-16(3)9-20(50-33(45)26-15(2)7-18(47-5)11-22(26)48-6)12-23(27)51-35-30(41)29(40)28(39)24(13-37)52-35/h7-12,17,24,28-30,35,37-41H,13H2,1-6H3,(H,36,42)(H,43,44)/t17?,24-,28-,29+,30-,35-/m1/s1 INCHIAUX=URBFANMWRODMRT-QQBJTHHXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845710 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845710 SCANS=329 81.54796600341797 215.0 88.03910827636719 446.0 97.2868881225586 139.0 105.0302734375 261.0 114.01950073242188 10601.0 114.26395416259766 224.0 114.81896209716797 135.0 120.141357421875 76.0 121.34892272949219 183.0 122.0438461303711 210.0 122.44647216796875 161.0 123.04446411132812 11378.0 124.04580688476562 299.0 124.1468276977539 135.0 130.8511199951172 96.0 132.04638671875 511.0 132.07925415039062 333.0 139.28240966796875 167.0 141.09474182128906 111.0 148.03359985351562 435.0 149.0227813720703 3136.0 153.01361083984375 124.0 165.0599365234375 243.0 167.0354766845703 370.0 176.0729217529297 3786.0 177.06246948242188 283.0 183.97357177734375 264.0 191.0341339111328 316.0 194.08067321777344 1555.0 195.0599822998047 204.0 220.0636749267578 2488.0 237.11817932128906 301.0 238.01333618164062 219.0 238.07168579101562 21425.0 238.1318359375 100.0 238.16065979003906 92.0 239.04574584960938 257.0 239.078857421875 199.0 243.10154724121094 456.0 252.078857421875 213.0 280.083251953125 405.0 310.0890808105469 233.0 311.07891845703125 667.0 345.0992736816406 288.0 352.3698425292969 176.0 434.7022705078125 62.0 477.1147155761719 202.0 492.1883239746094 307.0 548.15869140625 178.0 566.1663818359375 4786.0 566.2979125976562 128.0 567.1626586914062 430.0 571.4806518554688 191.0 657.1676635742188 150.0 728.2157592773438 8006.0 729.1487426757812 73.0 729.2193603515625 1649.0 729.948486328125 72.0 731.2213745117188 215.0 732.3984375 144.0 1367.7757568359375 194.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845711 PEPMASS=755.199463 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_RG11_01_3193.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385112-01!2-(3,4-dihydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC(O)=C(O)C=C5)[C@H](O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C33H40O20/c1-9-19(38)23(42)26(45)31(48-9)47-8-17-21(40)25(44)30(53-32-27(46)24(43)20(39)10(2)49-32)33(51-17)52-29-22(41)18-15(37)6-12(34)7-16(18)50-28(29)11-3-4-13(35)14(36)5-11/h3-7,9-10,17,19-21,23-27,30-40,42-46H,8H2,1-2H3/t9-,10-,17+,19-,20-,21+,23+,24+,25-,26+,27+,30+,31+,32-,33-/m0/s1 INCHIAUX=HKNBJSRIYRDSLB-MAWNCODISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845711 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845711 SCANS=174 108.0206298828125 606.0 120.20121765136719 183.0 135.01025390625 229.0 137.85287475585938 109.0 141.76551818847656 238.0 143.61032104492188 262.0 145.0522918701172 180.0 148.1022491455078 148.0 151.00486755371094 816.0 152.33169555664062 257.0 152.51870727539062 87.0 155.9278564453125 170.0 165.54689025878906 141.0 169.00625610351562 176.0 171.0413818359375 473.0 175.0381317138672 209.0 178.77098083496094 89.0 178.99966430664062 731.0 180.00831604003906 267.0 188.05154418945312 316.0 191.00035095214844 249.0 209.0474090576172 239.0 216.04525756835938 265.0 226.01963806152344 448.0 234.05776977539062 267.0 243.02700805664062 1601.0 244.03646850585938 848.0 255.03065490722656 4741.0 257.0536193847656 341.0 257.4789733886719 95.0 270.8664855957031 69.0 271.02569580078125 11544.0 272.0284118652344 591.0 273.0356750488281 189.0 298.37646484375 118.0 299.01849365234375 887.0 299.71881103515625 108.0 299.978759765625 390.0 300.0285949707031 50802.0 300.1151123046875 93.0 301.0351867675781 4461.0 302.0474548339844 241.0 302.5473937988281 61.0 302.772705078125 205.0 303.14935302734375 108.0 303.2193603515625 139.0 304.30023193359375 292.0 325.03466796875 267.0 343.0492248535156 679.0 373.0551452636719 199.0 392.3876037597656 113.0 400.75152587890625 166.0 483.09619140625 159.0 489.11212158203125 306.0 525.1608276367188 236.0 549.1121215820312 263.0 645.2048950195312 102.0 705.0577392578125 204.0 722.1650390625 131.0 745.7202758789062 132.0 752.0895385742188 111.0 753.7700805664062 141.0 754.2128295898438 100.0 754.6101684570312 110.0 754.7551879882812 62.0 754.8140258789062 102.0 754.9205322265625 96.0 754.9757690429688 88.0 755.0857543945312 107.0 755.2034301757812 33781.0 755.4153442382812 89.0 755.4821166992188 57.0 756.2078247070312 2490.0 757.2235717773438 69.0 760.009765625 171.0 760.1657104492188 91.0 781.8090209960938 114.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845713 PEPMASS=580.403687 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C9_GC9_01_3036.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347555-02!2-(21-amino-3,20-dihydroxydocosan-2-yl)oxy-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(N)C(O)CCCCCCCCCCCCCCCCC(O)C(C)OC1OC(CO)C(O)C(O)C1O INCHI=InChI=1S/C28H57NO8/c1-20(29)22(31)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-23(32)21(2)36-28-27(35)26(34)25(33)24(19-30)37-28/h20-28,30-35H,3-19,29H2,1-2H3 INCHIAUX=FZSYYVOKNJZJTF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845713 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845713 SCANS=303 101.02300262451172 771.0 143.04063415527344 323.0 161.0406494140625 66.0 179.05633544921875 460.0 272.1733703613281 167.0 356.32421875 393.0 372.34100341796875 302.0 534.4021606445312 2374.0 534.4520263671875 212.0 1305.3939208984375 390.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845718 PEPMASS=743.236511 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C9_GC9_01_3036.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380208-01!bis[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] 3-hydroxy-3-methylpentanedioate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)(CC(=O)OCC1=CC=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1)CC(=O)OCC3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3 INCHI=InChI=1S/C32H42O17/c1-32(43,10-22(35)44-14-16-2-6-18(7-3-16)46-30-28(41)26(39)24(37)20(12-33)48-30)11-23(36)45-15-17-4-8-19(9-5-17)47-31-29(42)27(40)25(38)21(13-34)49-31/h2-9,20-21,24-31,33-34,37-43H,10-15H2,1H3/t20-,21-,24-,25-,26+,27+,28-,29-,30-,31-/m1/s1 INCHIAUX=HIVUDBSYRZRZSH-DYDXLFEJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845718 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845718 SCANS=202 95.00993347167969 128.0 99.0455093383789 4101.0 101.0199203491211 681.0 105.2841567993164 90.0 123.04491424560547 1324.0 125.02191162109375 565.0 161.04425048828125 4444.0 161.08750915527344 144.0 179.05184936523438 248.0 202.60330200195312 137.0 203.0196533203125 216.0 221.0657958984375 2484.0 222.07235717773438 269.0 223.2388153076172 199.0 261.09619140625 3268.0 263.0788269042969 300.0 267.3223876953125 69.0 323.10137939453125 224.0 327.1041259765625 121.0 367.1387634277344 159.0 369.09906005859375 169.0 427.2401428222656 274.0 427.85687255859375 310.0 429.1396789550781 47269.0 429.2322692871094 181.0 430.142578125 2074.0 432.39599609375 159.0 432.8020324707031 183.0 442.3821716308594 76.0 581.2085571289062 180.0 697.241455078125 141.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845719 PEPMASS=1011.511291 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C9_GC9_01_3036.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380211-01!10-[6-[[3,5-dihydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4-dihydroxy-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-1,6a,6b,9,9,12a-hexamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1C2C3=CCC4C5(C)CCC(OC6OC(COC7OCC(O)C(OC8OCC(O)C(O)C8O)C7O)C(OC9OCC(O)C(O)C9O)C(O)C6O)C(C)(C)C5CCC4(C)C3(C)CCC2(CCC1=C)C(O)=O INCHI=InChI=1S/C51H80O20/c1-22-10-15-51(46(62)63)17-16-49(6)24(32(51)23(22)2)8-9-30-48(5)13-12-31(47(3,4)29(48)11-14-50(30,49)7)69-45-38(60)35(57)41(71-44-37(59)34(56)26(53)19-66-44)28(68-45)21-67-42-39(61)40(27(54)20-64-42)70-43-36(58)33(55)25(52)18-65-43/h8,23,25-45,52-61H,1,9-21H2,2-7H3,(H,62,63) INCHIAUX=QSBIUKCZJBBYIL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845719 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845719 SCANS=356 71.01790618896484 261.0 75.42647552490234 317.0 85.03216552734375 175.0 86.14508056640625 91.0 89.02392578125 1301.0 95.0123519897461 281.0 97.02827453613281 142.0 101.02311706542969 480.0 111.00605773925781 304.0 113.02448272705078 1799.0 115.04377746582031 375.0 117.02069854736328 194.0 125.02759552001953 355.0 125.25680541992188 101.0 131.0342254638672 1302.0 137.02520751953125 263.0 139.03741455078125 396.0 143.03408813476562 1001.0 191.0545654296875 607.0 191.12278747558594 110.0 204.0526580810547 200.0 215.0562744140625 256.0 233.05577087402344 380.0 275.0839538574219 472.0 391.2906494140625 209.0 407.110107421875 82.0 407.1445007324219 194.0 451.2877197265625 148.0 453.20635986328125 126.0 453.33856201171875 7899.0 454.3426513671875 900.0 481.31890869140625 177.0 507.16900634765625 136.0 507.349609375 338.0 523.3336791992188 141.0 527.7133178710938 128.0 539.5231323242188 63.0 549.3505249023438 155.0 557.1533203125 163.0 565.3740234375 191.0 577.9783935546875 142.0 579.369140625 229.0 597.3723754882812 1285.0 598.37353515625 201.0 615.3948974609375 633.0 616.3888549804688 380.0 685.4379272460938 380.0 729.364013671875 97.0 729.407958984375 689.0 747.440673828125 741.0 786.31201171875 158.0 861.457763671875 1189.0 862.4595947265625 236.0 879.48486328125 1671.0 880.48583984375 834.0 992.2216186523438 238.0 1010.1287231445312 221.0 1010.490966796875 219.0 1010.7147216796875 83.0 1011.2012329101562 257.0 1011.5172119140625 13449.0 1011.6627197265625 115.0 1011.90234375 157.0 1012.52490234375 4466.0 1013.5247802734375 610.0 1014.5213623046875 193.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845721 PEPMASS=1057.514771 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C9_GC9_01_3036.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380211-01!10-[6-[[3,5-dihydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4-dihydroxy-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-1,6a,6b,9,9,12a-hexamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1C2C3=CCC4C5(C)CCC(OC6OC(COC7OCC(O)C(OC8OCC(O)C(O)C8O)C7O)C(OC9OCC(O)C(O)C9O)C(O)C6O)C(C)(C)C5CCC4(C)C3(C)CCC2(CCC1=C)C(O)=O INCHI=InChI=1S/C51H80O20/c1-22-10-15-51(46(62)63)17-16-49(6)24(32(51)23(22)2)8-9-30-48(5)13-12-31(47(3,4)29(48)11-14-50(30,49)7)69-45-38(60)35(57)41(71-44-37(59)34(56)26(53)19-66-44)28(68-45)21-67-42-39(61)40(27(54)20-64-42)70-43-36(58)33(55)25(52)18-65-43/h8,23,25-45,52-61H,1,9-21H2,2-7H3,(H,62,63) INCHIAUX=QSBIUKCZJBBYIL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845721 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845721 SCANS=360 81.03425598144531 331.0 85.8896484375 201.0 87.00689697265625 316.0 89.45264434814453 78.0 97.03426361083984 264.0 101.01912689208984 87.0 113.02104949951172 865.0 129.90895080566406 128.0 131.03199768066406 919.0 136.8550567626953 285.0 148.18490600585938 312.0 173.04660034179688 257.0 191.05072021484375 330.0 221.06346130371094 333.0 256.768310546875 86.0 361.6379089355469 141.0 401.0373229980469 106.0 407.109130859375 192.0 410.38006591796875 198.0 430.05224609375 237.0 441.3407897949219 113.0 451.4183349609375 98.0 453.1941223144531 171.0 453.33642578125 4321.0 454.3386535644531 291.0 473.14080810546875 172.0 481.3285217285156 359.0 507.31500244140625 142.0 509.31689453125 155.0 527.054931640625 141.0 537.3475952148438 100.0 579.3698120117188 199.0 597.37451171875 325.0 598.37451171875 98.0 615.3968505859375 887.0 616.3942260742188 144.0 639.4104614257812 93.0 712.3737182617188 137.0 729.4252319335938 869.0 747.2354736328125 125.0 747.4210205078125 173.0 861.4693603515625 820.0 862.469482421875 123.0 879.4747314453125 722.0 881.4868774414062 195.0 1010.1796264648438 131.0 1011.212646484375 117.0 1011.51416015625 5754.0 1012.5364990234375 1303.0 1013.5450439453125 148.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845723 PEPMASS=343.154572 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_GA11_01_3026.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169598-02!1,7-bis(4-hydroxyphenyl)heptan-3-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(CCCCC(=O)CCC2=CC=C(O)C=C2)C=C1 INCHI=InChI=1S/C19H22O3/c20-17(10-7-16-8-13-19(22)14-9-16)4-2-1-3-15-5-11-18(21)12-6-15/h5-6,8-9,11-14,21-22H,1-4,7,10H2 INCHIAUX=QUHYUSAHBDACNG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845723 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845723 SCANS=368 160.7582550048828 146.0 190.76324462890625 162.0 190.87564086914062 148.0 191.1059112548828 1465.0 203.1030731201172 312.0 248.36819458007812 142.0 297.1483154296875 3089.0 299.8960876464844 116.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845725 PEPMASS=535.202576 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_GA11_01_3026.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380141-01![3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] 2,6,6-trimethylcyclohexa-1,3-diene-1-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1=C(C(=O)OC2OC(COC3OC(CO)C(O)C(O)C3O)C(O)C(O)C2O)C(C)(C)CC=C1 INCHI=InChI=1S/C22H34O12/c1-9-5-4-6-22(2,3)12(9)19(30)34-21-18(29)16(27)14(25)11(33-21)8-31-20-17(28)15(26)13(24)10(7-23)32-20/h4-5,10-11,13-18,20-21,23-29H,6-8H2,1-3H3 INCHIAUX=LFAZJMJJLQUOPK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845725 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845725 SCANS=228 75.39161682128906 134.0 82.23424530029297 259.0 97.03129577636719 286.0 113.02084350585938 158.0 115.17066192626953 54.0 125.02503204345703 336.0 143.0332794189453 483.0 143.08216857910156 68.0 149.04627990722656 223.0 161.04432678222656 198.0 165.09024047851562 16513.0 170.04969787597656 96.0 176.96409606933594 105.0 221.06787109375 679.0 263.079833984375 385.0 323.0982360839844 3377.0 348.99652099609375 80.0 489.2066345214844 846.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845728 PEPMASS=551.139893 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_GA11_01_3026.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380551-01!(5Z)-4-(carboxymethyl)-5-[2-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyethylidene]-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2OC=C(C(CC(O)=O)\C2=C\COC(=O)\C=C\C3=CC=C(O)C=C3)C(O)=O)C(O)C(O)C1O INCHI=InChI=1S/C25H28O14/c26-10-17-20(31)21(32)22(33)25(38-17)39-24-14(15(9-18(28)29)16(11-37-24)23(34)35)7-8-36-19(30)6-3-12-1-4-13(27)5-2-12/h1-7,11,15,17,20-22,24-27,31-33H,8-10H2,(H,28,29)(H,34,35)/b6-3+,14-7- INCHIAUX=DIRWTXHNLLFBAL-PJTBNZIESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845728 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845728 SCANS=208 72.72679138183594 398.0 94.04188537597656 409.0 119.05191802978516 660.0 122.03346252441406 101.0 133.06053161621094 220.0 137.05966186523438 3161.0 139.0036163330078 211.0 145.03085327148438 708.0 161.06114196777344 337.0 162.8668212890625 155.0 163.03944396972656 5329.0 163.53387451171875 128.0 179.06671142578125 419.0 181.05203247070312 1061.0 191.03634643554688 220.0 207.02951049804688 463.0 225.04135131835938 216.0 283.04241943359375 187.0 283.0859069824219 489.0 285.0691223144531 167.0 318.7079772949219 95.0 327.0882263183594 261.0 327.1113586425781 265.0 343.1149597167969 756.0 387.0904846191406 189.0 405.1040954589844 384.0 547.8710327148438 98.0 550.8124389648438 199.0 550.9544677734375 132.0 551.134033203125 234.0 1920.8226318359375 127.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845730 PEPMASS=1081.542969 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_GA11_01_3026.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380140-01!2-[2-[5-[4-[4,5-dihydroxy-6-methyl-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-1-en-3-yl]oxy-5-hydroxy-6-methyl-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-4-yl]oxy-6-methyloxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(O)C(O)C(C)OC2OC3CC(C)C(C)(CCC(C)(OC4OC(C)C(O)C(OC5OC(C)C(O)C(O)C5O)C4OC6OC(C)C(O)C(O)C6O)C=C)C7CCC=C(C)C37C)C(O)C(O)C1O INCHI=InChI=1S/C50H84O22/c1-12-48(9,72-47-42(71-45-39(62)35(58)30(53)23(6)65-45)40(32(55)25(8)67-47)69-43-37(60)33(56)28(51)21(4)63-43)16-17-49(10)20(3)18-27(50(11)19(2)14-13-15-26(49)50)68-46-41(36(59)31(54)24(7)66-46)70-44-38(61)34(57)29(52)22(5)64-44/h12,14,20-47,51-62H,1,13,15-18H2,2-11H3 INCHIAUX=CEERFMUHIRRAPN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845730 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845730 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LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845731 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845731 SCANS=222 151.0033721923828 186.0 239.59555053710938 406.0 255.03048706054688 509.0 256.0379943847656 168.0 283.0542297363281 295.0 284.0323181152344 2026.0 285.04949951171875 110.0 285.5931396484375 161.0 286.8098449707031 247.0 383.46417236328125 1119.0 447.0570373535156 286.0 447.0948181152344 2438.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845733 PEPMASS=477.065918 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_RC3_01_2980.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168861-02!(2S,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@H]1OC2=C(OC3=C(C(O)=CC(O)=C3)C2=O)C4=CC(O)=C(O)C=C4)C(O)=O INCHI=InChI=1S/C21H18O13/c22-7-4-10(25)12-11(5-7)32-17(6-1-2-8(23)9(24)3-6)18(13(12)26)33-21-16(29)14(27)15(28)19(34-21)20(30)31/h1-5,14-16,19,21-25,27-29H,(H,30,31)/t14-,15-,16+,19-,21+/m0/s1 INCHIAUX=DUBCCGAQYVUYEU-ZUGPOPFOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845733 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845733 SCANS=204 111.43495178222656 617.0 112.93446350097656 151.0 135.04164123535156 431.0 148.18701171875 165.0 149.94186401367188 237.0 151.00697326660156 230.0 161.02687072753906 3159.0 162.02915954589844 235.0 163.00054931640625 153.0 175.0245819091797 149.0 177.32533264160156 280.0 179.0355224609375 309.0 199.03579711914062 282.0 211.04225158691406 460.0 212.89723205566406 83.0 245.05628967285156 206.0 250.59136962890625 85.0 283.02716064453125 548.0 299.0217590332031 157.0 301.03515625 20137.0 302.04498291015625 206.0 303.9955139160156 202.0 443.1091003417969 82.0 477.0697937011719 10727.0 477.1433410644531 6293.0 479.0992736816406 162.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845735 PEPMASS=477.138153 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_RC3_01_2980.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169142-02![(2R,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OCCC2=CC(O)=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1OC(=O)\C=C\C3=CC(O)=C(O)C=C3 INCHI=InChI=1S/C23H26O11/c24-11-18-22(34-19(29)6-3-12-1-4-14(25)16(27)9-12)20(30)21(31)23(33-18)32-8-7-13-2-5-15(26)17(28)10-13/h1-6,9-10,18,20-28,30-31H,7-8,11H2/b6-3+/t18-,20-,21-,22-,23-/m1/s1 INCHIAUX=UHIGZYLCYRQESL-VJWFJHQPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845735 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845735 SCANS=198 101.37847900390625 126.0 132.0194854736328 527.0 133.02804565429688 678.0 133.11614990234375 61.0 134.03048706054688 303.0 137.0298309326172 184.0 161.02389526367188 5671.0 179.00180053710938 303.0 179.0341796875 1606.0 201.05477905273438 200.0 229.26510620117188 263.0 239.46636962890625 79.0 298.544189453125 180.0 299.0054931640625 139.0 301.0380554199219 5168.0 302.07977294921875 106.0 477.06072998046875 792.0 477.1468811035156 4304.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845737 PEPMASS=593.148865 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_RC3_01_2980.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180490-02!5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OCC2OC(OC3=C(OC4=C(C3=O)C(O)=CC(O)=C4)C5=CC=C(O)C=C5)C(O)C(O)C2O)C(O)C(O)C1O INCHI=InChI=1S/C27H30O15/c1-9-17(31)20(34)22(36)26(39-9)38-8-15-18(32)21(35)23(37)27(41-15)42-25-19(33)16-13(30)6-12(29)7-14(16)40-24(25)10-2-4-11(28)5-3-10/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3 INCHIAUX=RTATXGUCZHCSNG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845737 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845737 SCANS=211 160.7862091064453 553.0 165.02096557617188 387.0 169.01016235351562 263.0 229.0525360107422 263.0 240.0344696044922 136.0 241.0452423095703 215.0 255.02960205078125 794.0 255.12109375 124.0 256.0429382324219 284.0 284.031982421875 4258.0 285.0416564941406 5919.0 285.27960205078125 207.0 286.5917053222656 209.0 286.6756896972656 205.0 327.04278564453125 542.0 361.4798278808594 146.0 592.289794921875 87.0 592.5872802734375 82.0 592.6613159179688 87.0 592.8579711914062 52.0 592.993896484375 180.0 593.0720825195312 166.0 593.1508178710938 9987.0 594.1495971679688 212.0 599.288330078125 62.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845740 PEPMASS=801.206787 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_RC3_01_2980.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385314-01!3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2=C(O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O[C@@H]5OC[C@](O)(CO)[C@H]5O)C(=O)C6=C(O)C(OC)=C(O)C=C6O2 INCHI=InChI=1S/C34H42O22/c1-48-14-5-11(3-4-12(14)37)26-28(22(42)18-15(52-26)6-13(38)27(49-2)21(18)41)55-32-29(56-33-30(46)34(47,9-36)10-51-33)24(44)20(40)17(54-32)8-50-31-25(45)23(43)19(39)16(7-35)53-31/h3-6,16-17,19-20,23-25,29-33,35-41,43-47H,7-10H2,1-2H3/t16-,17-,19-,20-,23+,24+,25-,29-,30+,31-,32+,33+,34-/m1/s1 INCHIAUX=NVYWCFHFPXGDKS-CWKIFMPXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845740 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845740 SCANS=184 97.03206634521484 102.0 123.0108413696289 334.0 124.01708221435547 297.0 126.74384307861328 70.0 161.04977416992188 155.0 161.4825439453125 156.0 162.0646514892578 111.0 163.01419067382812 249.0 163.03619384765625 154.0 163.6955108642578 112.0 164.98484802246094 1043.0 165.98684692382812 1504.0 166.99671936035156 210.0 169.8923797607422 215.0 174.7289276123047 173.0 176.62255859375 108.0 179.55865478515625 150.0 180.01524353027344 454.0 189.42237854003906 196.0 193.52835083007812 94.0 193.9857177734375 227.0 207.73846435546875 105.0 209.00540161132812 475.0 214.02597045898438 183.0 228.04673767089844 168.0 234.01380920410156 220.0 241.0472412109375 284.0 242.01712036132812 693.0 257.0553283691406 204.0 257.9380187988281 84.0 258.0168151855469 1471.0 258.073974609375 228.0 261.0281066894531 304.0 270.0165100097656 512.0 273.03948974609375 572.0 285.0419006347656 198.0 286.0129699707031 3988.0 287.02349853515625 1848.0 288.0661315917969 198.0 289.7686462402344 63.0 298.0150451660156 283.0 298.53167724609375 121.0 299.15826416015625 234.0 300.0189208984375 477.0 301.0377197265625 4373.0 301.11517333984375 129.0 302.0423278808594 804.0 313.00189208984375 187.0 313.0379333496094 438.0 314.0085144042969 2415.0 315.00689697265625 159.0 315.0556640625 292.0 315.1376953125 107.0 317.0664367675781 187.0 323.0913391113281 246.0 327.0574645996094 165.0 329.03167724609375 23012.0 330.0375671386719 4794.0 331.05194091796875 171.0 333.04754638671875 341.0 343.0435485839844 593.0 343.46282958984375 320.0 344.0552673339844 20774.0 345.0643615722656 5317.0 346.0599060058594 252.0 347.3627624511719 273.0 348.98486328125 75.0 351.8126220703125 149.0 354.0382995605469 186.0 355.63153076171875 225.0 356.59521484375 95.0 369.06170654296875 267.0 372.0522766113281 186.0 372.5042724609375 68.0 381.0636901855469 205.0 382.3297119140625 153.0 383.1931457519531 131.0 386.7137451171875 284.0 387.0673522949219 190.0 391.1097106933594 61.0 396.8233642578125 338.0 397.1703796386719 187.0 493.1637268066406 209.0 517.7561645507812 298.0 519.1270141601562 511.0 621.2379150390625 75.0 639.140625 147.0 651.1442260742188 420.0 653.139892578125 121.0 654.1636352539062 89.0 669.1846923828125 220.0 769.4820556640625 293.0 770.2175903320312 158.0 786.1994018554688 131.0 795.8526000976562 137.0 796.9066162109375 62.0 799.2006225585938 237.0 799.7395629882812 100.0 799.9842529296875 168.0 800.132568359375 148.0 800.2587890625 228.0 800.32177734375 84.0 800.9593505859375 107.0 801.0601196289062 189.0 801.2130126953125 27516.0 801.769775390625 138.0 802.2192993164062 3960.0 802.5696411132812 91.0 807.2939453125 178.0 819.5093994140625 129.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845741 PEPMASS=449.149048 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_GC11_01_3121.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380811-01!3-(3,4-dihydroxy-2,2-dimethyl-1-oxo-3aH-imidazo[1,2-a]indol-4-yl)-2-(4-oxoquinazolin-3-yl)propanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)N(O)C2N(C1=O)C3=CC=CC=C3C2(O)CC(N4C=NC5=C(C=CC=C5)C4=O)C(O)=O INCHI=InChI=1S/C23H22N4O6/c1-22(2)21(31)26-16-10-6-4-8-14(16)23(32,20(26)27(22)33)11-17(19(29)30)25-12-24-15-9-5-3-7-13(15)18(25)28/h3-10,12,17,20,32-33H,11H2,1-2H3,(H,29,30) INCHIAUX=GVRDYBOOMKTYKH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845741 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845741 SCANS=271 71.58638763427734 143.0 114.06413269042969 124.0 132.04156494140625 429.0 144.59271240234375 131.0 144.75611877441406 263.0 145.04013061523438 16154.0 145.1307830810547 114.0 145.67262268066406 48.0 146.0741729736328 417.0 159.05789184570312 220.0 159.09840393066406 199.0 186.0509490966797 273.0 188.06723022460938 358.0 199.04067993164062 236.0 199.086669921875 192.0 203.0855255126953 213.0 212.67864990234375 164.0 215.0743408203125 191.0 215.9193878173828 98.0 223.093994140625 291.0 240.11654663085938 368.0 241.09854125976562 1143.0 288.1116638183594 259.0 302.0904846191406 46.0 375.09320068359375 214.0 401.1568298339844 197.0 405.1650390625 165.0 431.13116455078125 137.0 449.1367492675781 698.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845744 PEPMASS=533.373413 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_GC11_01_3121.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380806-01!6-(diaminomethylideneamino)-2-[[(4E,6E,12E,14E)-3-hydroxy-2-(hydroxymethyl)-8,10,16-trimethyloctadeca-4,6,12,14-tetraenoyl]amino]hexanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)\C=C\C=C\CC(C)CC(C)\C=C\C=C\C(O)C(CO)C(=O)NC(CCCCNC(N)=N)C(O)=O INCHI=InChI=1S/C29H50N4O5/c1-5-21(2)13-7-6-8-14-22(3)19-23(4)15-9-10-17-26(35)24(20-34)27(36)33-25(28(37)38)16-11-12-18-32-29(30)31/h6-10,13,15,17,21-26,34-35H,5,11-12,14,16,18-20H2,1-4H3,(H,33,36)(H,37,38)(H4,30,31,32)/b8-6+,13-7+,15-9+,17-10+ INCHIAUX=QOXHBQOXXZSKON-MBGQFZTNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845744 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845744 SCANS=386 89.13370513916016 128.0 89.8611831665039 131.0 145.0984649658203 2170.0 145.15863037109375 87.0 155.11680603027344 359.0 168.1161651611328 453.0 170.0806121826172 333.0 185.13156127929688 209.0 187.11912536621094 5674.0 199.1230926513672 238.0 217.1221160888672 433.0 224.1048126220703 294.0 229.1313018798828 229.0 229.15298461914062 285.0 241.12979125976562 3166.0 241.19940185546875 74.0 242.1114959716797 274.0 258.5298767089844 206.0 258.587890625 138.0 259.1417236328125 4077.0 259.3232116699219 103.0 485.40179443359375 204.0 503.37005615234375 200.0 533.36767578125 924.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845746 PEPMASS=903.428162 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_GC11_01_3121.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179841-03!3-[(3S,5R,10S,13R,14S,17S)-14-hydroxy-3-[(2R,3S,4S,5S,6S)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CO[C@H]1[C@H](O)[C@H](O[C@H]2CC[C@@]3(C)[C@H](CCC4C3CC[C@]5(C)[C@@H](CC[C@]45O)C6=CC(=O)OC6)C2)O[C@@H](C)[C@@H]1O[C@@H]7O[C@H](CO[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)[C@@H](O)[C@H](O)[C@H]7O INCHI=InChI=1S/C42H66O18/c1-18-35(60-38-33(50)31(48)29(46)26(59-38)17-55-37-32(49)30(47)28(45)25(15-43)58-37)36(53-4)34(51)39(56-18)57-21-7-10-40(2)20(14-21)5-6-24-23(40)8-11-41(3)22(9-12-42(24,41)52)19-13-27(44)54-16-19/h13,18,20-26,28-39,43,45-52H,5-12,14-17H2,1-4H3/t18-,20+,21-,22-,23?,24?,25+,26+,28+,29+,30-,31-,32+,33+,34-,35-,36-,37+,38-,39-,40-,41+,42-/m0/s1 INCHIAUX=GZVMBXDQUQRICT-OZPZHZNKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845746 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845746 SCANS=253 74.352783203125 415.0 85.02972412109375 474.0 85.1029281616211 74.0 86.7362289428711 119.0 87.01319122314453 116.0 89.02970886230469 179.0 91.74295806884766 112.0 101.02552795410156 2593.0 101.14949798583984 172.0 113.02478790283203 1703.0 119.03211975097656 1585.0 123.00881958007812 217.0 125.02400207519531 1226.0 127.03800964355469 488.0 131.03575134277344 538.0 143.03567504882812 1988.0 143.06832885742188 50.0 149.0485382080078 263.0 155.0292205810547 272.0 158.0195770263672 278.0 158.7294921875 113.0 159.0299072265625 916.0 161.04562377929688 6260.0 161.85513305664062 75.0 173.84678649902344 200.0 179.05392456054688 5586.0 185.0476837158203 352.0 205.0326690673828 263.0 221.0665740966797 2624.0 233.06747436523438 183.0 245.059326171875 189.0 245.98861694335938 63.0 258.6216735839844 112.0 263.0796203613281 431.0 274.23583984375 245.0 323.09893798828125 4009.0 324.1003723144531 141.0 341.1148681640625 180.0 373.2344665527344 532.0 384.2892761230469 85.0 393.86083984375 179.0 404.1190185546875 68.0 467.4002685546875 222.0 515.3113403320312 420.0 533.3121948242188 2192.0 533.3817138671875 187.0 603.2864379882812 126.0 603.3311157226562 129.0 677.35546875 95.0 695.3611450195312 1996.0 696.3611450195312 635.0 853.4052124023438 69.0 855.61669921875 54.0 856.4752197265625 146.0 856.6436157226562 91.0 856.8240356445312 100.0 856.957275390625 56.0 857.42236328125 17068.0 857.612060546875 192.0 858.4209594726562 4267.0 859.440185546875 299.0 861.7661743164062 109.0 903.4262084960938 424.0 904.4217529296875 222.0 1308.061279296875 440.0 1384.3787841796875 197.0 1782.2977294921875 250.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845748 PEPMASS=469.135925 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_GA3_01_3018.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380091-01![2,6-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohex-3-en-1-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2C=CC(O)C(OC(=O)\C=C\C3=CC=C(O)C(O)=C3)C2O)C(O)C(O)C1O INCHI=InChI=1S/C21H26O12/c22-8-14-16(27)18(29)19(30)21(32-14)31-13-5-4-11(24)20(17(13)28)33-15(26)6-2-9-1-3-10(23)12(25)7-9/h1-7,11,13-14,16-25,27-30H,8H2/b6-2+ INCHIAUX=HRTKMOMTMZCGLF-QHHAFSJGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845748 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845748 SCANS=164 135.0462646484375 657.0 136.04502868652344 197.0 161.0197296142578 435.0 178.2089080810547 197.0 179.0340118408203 3413.0 246.33523559570312 413.0 469.13623046875 3633.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845749 PEPMASS=515.141907 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_GA3_01_3018.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380091-01![2,6-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohex-3-en-1-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2C=CC(O)C(OC(=O)\C=C\C3=CC=C(O)C(O)=C3)C2O)C(O)C(O)C1O INCHI=InChI=1S/C21H26O12/c22-8-14-16(27)18(29)19(30)21(32-14)31-13-5-4-11(24)20(17(13)28)33-15(26)6-2-9-1-3-10(23)12(25)7-9/h1-7,11,13-14,16-25,27-30H,8H2/b6-2+ INCHIAUX=HRTKMOMTMZCGLF-QHHAFSJGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845749 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845749 SCANS=167 135.04501342773438 1208.0 161.0245361328125 416.0 171.6329345703125 80.0 179.03302001953125 4229.0 179.09605407714844 66.0 245.0867156982422 104.0 387.232421875 221.0 469.13409423828125 6662.0 1235.5006103515625 263.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845752 PEPMASS=579.208679 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_GA3_01_3018.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169670-02!(2S,3R,4S,5S,6R)-2-[4-[(3S,3aR,6S,6aR)-3-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O)[C@H]2OC[C@H]3[C@@H]2CO[C@@H]3C4=CC(OC)=C(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C(OC)=C4 INCHI=InChI=1S/C28H36O13/c1-34-16-5-12(6-17(35-2)21(16)30)25-14-10-39-26(15(14)11-38-25)13-7-18(36-3)27(19(8-13)37-4)41-28-24(33)23(32)22(31)20(9-29)40-28/h5-8,14-15,20,22-26,28-33H,9-11H2,1-4H3/t14-,15-,20+,22+,23-,24+,25+,26+,28-/m0/s1 INCHIAUX=WEKCEGQSIIQPAQ-IRBNZIFYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845752 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845752 SCANS=242 83.3030776977539 530.0 150.99517822265625 209.0 166.02902221679688 401.0 181.05238342285156 1968.0 221.04483032226562 173.0 223.0598907470703 216.0 387.10699462890625 426.0 402.12158203125 174.0 417.15460205078125 1526.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845753 PEPMASS=625.214416 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_GA3_01_3018.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169670-02!(2S,3R,4S,5S,6R)-2-[4-[(3S,3aR,6S,6aR)-3-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O)[C@H]2OC[C@H]3[C@@H]2CO[C@@H]3C4=CC(OC)=C(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C(OC)=C4 INCHI=InChI=1S/C28H36O13/c1-34-16-5-12(6-17(35-2)21(16)30)25-14-10-39-26(15(14)11-38-25)13-7-18(36-3)27(19(8-13)37-4)41-28-24(33)23(32)22(31)20(9-29)40-28/h5-8,14-15,20,22-26,28-33H,9-11H2,1-4H3/t14-,15-,20+,22+,23-,24+,25+,26+,28-/m0/s1 INCHIAUX=WEKCEGQSIIQPAQ-IRBNZIFYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845753 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845753 SCANS=241 85.03026580810547 302.0 97.66230773925781 199.0 150.0299835205078 282.0 152.00901794433594 131.0 166.0251922607422 1488.0 173.05223083496094 251.0 179.03704833984375 95.0 179.08042907714844 136.0 181.0489044189453 4053.0 192.04470825195312 118.0 205.04266357421875 254.0 205.08465576171875 297.0 207.07089233398438 131.0 212.9007568359375 179.0 259.2492980957031 220.0 269.0494689941406 267.0 270.0506896972656 132.0 301.0207214355469 258.0 371.1615295410156 273.0 386.19915771484375 94.0 386.54638671875 228.0 387.1072082519531 816.0 387.4444274902344 101.0 402.1297607421875 1749.0 402.1716613769531 361.0 417.15289306640625 14029.0 418.1705627441406 155.0 531.1500244140625 349.0 765.7349853515625 122.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845756 PEPMASS=717.146729 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_GA3_01_3018.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380524-01!(2R)-2-[(E)-3-[3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC(=O)[C@@H](CC1=CC=C(O)C(O)=C1)OC(=O)\C=C\C2=CC=C(O)C3=C2C(C(O3)C4=CC=C(O)C(O)=C4)C(=O)O[C@H](CC5=CC(O)=C(O)C=C5)C(O)=O INCHI=InChI=1S/C36H30O16/c37-20-6-1-16(11-24(20)41)13-27(34(45)46)50-29(44)10-5-18-3-9-23(40)33-30(18)31(32(52-33)19-4-8-22(39)26(43)15-19)36(49)51-28(35(47)48)14-17-2-7-21(38)25(42)12-17/h1-12,15,27-28,31-32,37-43H,13-14H2,(H,45,46)(H,47,48)/b10-5+/t27-,28-,31?,32?/m1/s1 INCHIAUX=SNKFFCBZYFGCQN-FTNWOIIGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 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202.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845757 PEPMASS=769.256958 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_GA3_01_3018.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169461-03![(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OCCC3=CC(O)=C(O)C=C3)[C@H](O)[C@@H](O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@@H]2OC(=O)\C=C\C5=CC(O)=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C35H46O19/c1-14-24(41)26(43)28(45)33(50-14)49-13-22-31(53-23(40)8-5-16-3-6-18(36)20(38)11-16)32(54-35-29(46)27(44)25(42)15(2)51-35)30(47)34(52-22)48-10-9-17-4-7-19(37)21(39)12-17/h3-8,11-12,14-15,22,24-39,41-47H,9-10,13H2,1-2H3/b8-5+/t14-,15-,22+,24-,25-,26+,27+,28+,29+,30+,31+,32+,33+,34+,35-/m0/s1 INCHIAUX=YMWRMAOPKNYHMZ-LLVTZOIGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845757 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845757 SCANS=218 73.02619934082031 167.0 85.0279312133789 578.0 85.0780029296875 297.0 90.30178833007812 66.0 97.02969360351562 324.0 100.04364776611328 523.0 103.03910064697266 145.0 104.91849517822266 313.0 113.0324935913086 309.0 114.86408996582031 223.0 116.75936889648438 170.0 119.035400390625 216.0 123.04619598388672 399.0 125.02223205566406 1584.0 125.09314727783203 86.0 132.0190887451172 310.0 133.02891540527344 6102.0 135.04367065429688 3309.0 135.09719848632812 98.0 136.53724670410156 67.0 138.50390625 67.0 142.0232391357422 142.0 143.0443115234375 296.0 145.05191040039062 478.0 153.05368041992188 2170.0 159.04075622558594 90.0 160.5567169189453 256.0 160.75384521484375 183.0 161.02328491210938 49604.0 161.09921264648438 57.0 161.6854705810547 165.0 161.78097534179688 175.0 162.02723693847656 619.0 163.0605010986328 1688.0 163.16751098632812 74.0 163.24685668945312 227.0 165.4834442138672 148.0 175.14418029785156 78.0 178.0237579345703 253.0 179.03350830078125 1524.0 180.59823608398438 172.0 186.06622314453125 232.0 201.05300903320312 188.0 203.03468322753906 255.0 205.06753540039062 250.0 221.04348754882812 162.0 229.07003784179688 203.0 271.9415283203125 49.0 284.16241455078125 185.0 303.9451904296875 130.0 314.1296081542969 70.0 315.1104736328125 310.0 359.3144226074219 316.0 365.04229736328125 440.0 366.5069274902344 121.0 396.92041015625 214.0 408.1553039550781 103.0 443.1534729003906 992.0 443.191650390625 302.0 461.1558532714844 452.0 543.2044067382812 149.0 607.2229614257812 7901.0 607.316650390625 103.0 608.113037109375 71.0 608.177978515625 107.0 608.2296752929688 360.0 623.1642456054688 231.0 623.1947631835938 315.0 624.1995849609375 157.0 762.4549560546875 82.0 765.6304931640625 60.0 768.130615234375 149.0 768.2185668945312 163.0 769.1339111328125 318.0 769.25634765625 34610.0 769.3878173828125 53.0 769.5719604492188 211.0 770.16748046875 103.0 770.2606811523438 5476.0 770.36279296875 93.0 770.4065551757812 122.0 771.2472534179688 394.0 774.0133056640625 264.0 774.2140502929688 117.0 775.6044311523438 58.0 779.6256713867188 93.0 794.00146484375 85.0 828.3635864257812 118.0 924.4867553710938 48.0 1984.9302978515625 143.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845759 PEPMASS=885.247803 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_GA3_01_3018.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380090-01![(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-2-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=CC(O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)=CC(O)=C4C3=O)C6=CC=C(O)C=C6)[C@H](O)[C@@H](O)[C@H]2OC(=O)\C=C\C7=CC=C(O)C=C7)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C42H46O21/c1-16-28(47)31(50)34(53)40(57-16)56-15-25-38(62-26(46)12-5-18-3-8-20(43)9-4-18)33(52)36(55)42(61-25)63-39-30(49)27-23(45)13-22(59-41-35(54)32(51)29(48)17(2)58-41)14-24(27)60-37(39)19-6-10-21(44)11-7-19/h3-14,16-17,25,28-29,31-36,38,40-45,47-48,50-55H,15H2,1-2H3/b12-5+/t16-,17-,25+,28-,29-,31+,32+,33+,34+,35+,36+,38-,40+,41-,42-/m0/s1 INCHIAUX=WVHDCAPOGJJVCD-RSCZHDKASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845759 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845759 SCANS=259 145.0288848876953 385.0 217.05226135253906 146.0 282.772705078125 138.0 283.01263427734375 165.0 283.2937927246094 158.0 284.03076171875 471.0 285.03790283203125 1833.0 286.0497131347656 277.0 289.0719909667969 174.0 343.0421142578125 167.0 350.5487365722656 270.0 351.0001220703125 229.0 359.576171875 166.0 366.32440185546875 144.0 376.0433044433594 76.0 386.20269775390625 180.0 394.857666015625 201.0 406.8682556152344 89.0 412.5614318847656 107.0 430.09246826171875 176.0 431.1194763183594 148.0 453.1596374511719 133.0 473.10052490234375 78.0 575.1444702148438 231.0 581.5315551757812 499.0 593.1477661132812 1062.0 596.79443359375 76.0 641.1068725585938 148.0 676.7734375 138.0 733.5415649414062 166.0 734.370849609375 205.0 737.3435668945312 61.0 737.4235229492188 155.0 738.149658203125 175.0 738.1932373046875 174.0 738.3457641601562 76.0 738.5010375976562 142.0 739.1902465820312 38967.0 739.8395385742188 139.0 739.9015502929688 86.0 740.1927490234375 4978.0 741.1923828125 586.0 742.9893188476562 80.0 743.3186645507812 149.0 765.2186279296875 225.0 781.196044921875 143.0 876.056640625 145.0 878.817138671875 90.0 881.9531860351562 85.0 882.9918823242188 127.0 884.6204833984375 135.0 884.737060546875 94.0 884.8589477539062 171.0 885.088623046875 273.0 885.2459716796875 17534.0 885.3775634765625 198.0 886.1926879882812 585.0 886.253173828125 2832.0 887.0040893554688 142.0 887.0512084960938 214.0 887.24658203125 358.0 887.8341064453125 127.0 890.8096923828125 179.0 892.442138671875 174.0 1078.2847900390625 175.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845762 PEPMASS=577.153198 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_RE4_01_3174.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381165-01!5,7-dihydroxy-2-phenyl-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2=C(O)C(C3OC(CO)C(O)C(O)C3O)=C4OC(=CC(=O)C4=C2O)C5=CC=CC=C5 INCHI=InChI=1S/C27H30O14/c28-7-12-17(31)21(35)23(37)26(40-12)15-19(33)14-10(30)6-11(9-4-2-1-3-5-9)39-25(14)16(20(15)34)27-24(38)22(36)18(32)13(8-29)41-27/h1-6,12-13,17-18,21-24,26-29,31-38H,7-8H2 INCHIAUX=SLVXPCHHHTVCHF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845762 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845762 SCANS=186 118.51884460449219 114.0 159.0465087890625 222.0 163.04046630859375 208.0 210.08251953125 160.0 216.84629821777344 112.0 235.22398376464844 137.0 270.9781188964844 157.0 273.23724365234375 284.0 281.080078125 623.0 286.99212646484375 55.0 288.3008117675781 116.0 309.0772705078125 1488.0 312.0555114746094 327.0 319.0608215332031 221.0 321.0684509277344 124.0 321.1056823730469 77.0 337.0705871582031 3991.0 340.0582275390625 416.0 349.070556640625 103.0 352.07427978515625 346.0 367.08709716796875 3005.0 370.5867919921875 167.0 379.0859375 651.0 389.0646057128906 158.0 397.0909118652344 651.0 421.09967041015625 402.0 457.1156311035156 2852.0 469.10247802734375 146.0 487.12725830078125 1051.0 488.12384033203125 137.0 517.1312866210938 553.0 555.44970703125 148.0 556.2437133789062 125.0 577.1565551757812 13099.0 577.34326171875 75.0 578.1539306640625 204.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845764 PEPMASS=658.400146 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_RE4_01_3174.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381224-01!4-[2-[[4-[[2-[(2-acetamido-3-methylbutanoyl)amino]-3-methylbutanoyl]amino]-3-hydroxy-6-methylheptanoyl]amino]propanoylamino]-3,7-dihydroxy-6-methylheptanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC(NC(=O)C(NC(=O)C(NC(C)=O)C(C)C)C(C)C)C(O)CC(=O)NC(C)C(=O)NC(CC(C)CO)C(O)CC(O)=O INCHI=InChI=1S/C31H57N5O10/c1-15(2)10-21(35-30(45)28(17(5)6)36-31(46)27(16(3)4)33-20(9)38)23(39)12-25(41)32-19(8)29(44)34-22(11-18(7)14-37)24(40)13-26(42)43/h15-19,21-24,27-28,37,39-40H,10-14H2,1-9H3,(H,32,41)(H,33,38)(H,34,44)(H,35,45)(H,36,46)(H,42,43) INCHIAUX=SNPUUTQIPHTWGL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845764 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845764 SCANS=245 85.27295684814453 77.0 99.04761505126953 217.0 112.04061889648438 1049.0 113.71879577636719 360.0 114.01818084716797 356.0 114.06896209716797 44.0 115.08761596679688 235.0 122.30075073242188 148.0 126.05497741699219 384.0 129.0675506591797 403.0 140.07400512695312 426.0 140.45083618164062 93.0 144.0834197998047 103.0 151.19989013671875 190.0 151.75643920898438 159.0 155.12026977539062 210.0 157.09622192382812 1009.0 157.13333129882812 954.0 180.10250854492188 228.0 182.78297424316406 89.0 182.8570098876953 123.0 183.14907836914062 3807.0 185.12991333007812 7706.0 197.1319122314453 494.0 201.1595458984375 251.0 203.06494140625 94.0 209.12841796875 244.0 211.107666015625 226.0 218.5520782470703 430.0 225.158935546875 1503.0 225.9459991455078 220.0 227.14166259765625 12481.0 229.16180419921875 515.0 243.16738891601562 205.0 245.14939880371094 231.0 257.15106201171875 240.0 269.1463317871094 587.0 287.1612243652344 6049.0 293.18524169921875 204.0 297.1810302734375 334.0 300.23321533203125 183.0 305.83544921875 142.0 309.1082763671875 84.0 314.7303771972656 180.0 315.5852355957031 220.0 321.2309265136719 373.0 322.2151794433594 126.0 326.26092529296875 175.0 328.24163818359375 731.0 340.2287292480469 240.0 344.74078369140625 55.0 347.8345031738281 373.0 354.2503662109375 171.0 368.2552185058594 229.0 370.2338562011719 10169.0 371.2337646484375 388.0 400.24957275390625 348.0 418.2472229003906 57.0 439.3041076660156 114.0 483.3010559082031 135.0 533.2262573242188 147.0 538.37109375 265.0 578.3875732421875 125.0 580.3749389648438 1102.0 598.3880615234375 582.0 599.4660034179688 142.0 622.3809204101562 226.0 622.4192504882812 219.0 630.609619140625 154.0 640.3934326171875 3259.0 653.682373046875 467.0 655.8807373046875 141.0 656.69482421875 139.0 657.4945068359375 168.0 657.5523071289062 178.0 658.0767822265625 87.0 658.1896362304688 91.0 658.4014282226562 24407.0 659.4191284179688 999.0 660.9042358398438 122.0 663.091064453125 157.0 777.685791015625 361.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845766 PEPMASS=694.376587 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_RE4_01_3174.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381224-01!4-[2-[[4-[[2-[(2-acetamido-3-methylbutanoyl)amino]-3-methylbutanoyl]amino]-3-hydroxy-6-methylheptanoyl]amino]propanoylamino]-3,7-dihydroxy-6-methylheptanoic acid [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC(NC(=O)C(NC(=O)C(NC(C)=O)C(C)C)C(C)C)C(O)CC(=O)NC(C)C(=O)NC(CC(C)CO)C(O)CC(O)=O INCHI=InChI=1S/C31H57N5O10/c1-15(2)10-21(35-30(45)28(17(5)6)36-31(46)27(16(3)4)33-20(9)38)23(39)12-25(41)32-19(8)29(44)34-22(11-18(7)14-37)24(40)13-26(42)43/h15-19,21-24,27-28,37,39-40H,10-14H2,1-9H3,(H,32,41)(H,33,38)(H,34,44)(H,35,45)(H,36,46)(H,42,43) INCHIAUX=SNPUUTQIPHTWGL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845766 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845766 SCANS=247 129.736083984375 284.0 183.1505584716797 383.0 185.13113403320312 659.0 227.1425323486328 460.0 287.15435791015625 188.0 336.14605712890625 357.0 350.2417297363281 78.0 355.0763244628906 81.0 370.22998046875 579.0 370.2890625 269.0 640.3992309570312 439.0 658.3955078125 2785.0 659.380859375 177.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845768 PEPMASS=753.221924 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_RE4_01_3174.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168998-02!3-[6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC2=C(C(=O)C(OC3OC(CO[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@H]4O)C(O)C(O)C3O)=C(O2)C6=CC=C(O)C=C6)C(O)=C1 INCHI=InChI=1S/C34H42O19/c1-11-20(37)24(41)26(43)33(49-11)52-30-21(38)12(2)48-32(28(30)45)47-10-18-22(39)25(42)27(44)34(51-18)53-31-23(40)19-16(36)8-15(46-3)9-17(19)50-29(31)13-4-6-14(35)7-5-13/h4-9,11-12,18,20-22,24-28,30,32-39,41-45H,10H2,1-3H3/t11-,12-,18?,20-,21-,22?,24+,25?,26+,27?,28+,30+,32+,33-,34?/m0/s1 INCHIAUX=MQMTVWHXCSRCER-OHWKTECQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845768 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845768 SCANS=249 92.56372833251953 255.0 92.60375213623047 151.0 109.74940490722656 74.0 109.99961853027344 420.0 131.05316162109375 302.0 145.04893493652344 209.0 146.0042724609375 230.0 158.8267822265625 309.0 159.14781188964844 113.0 161.99244689941406 262.0 165.01589965820312 197.0 166.6483917236328 97.0 170.7490692138672 135.0 211.2831268310547 117.0 227.02476501464844 254.0 227.04881286621094 383.0 228.0415496826172 410.0 242.05661010742188 221.0 255.02638244628906 1520.0 255.0647430419922 248.0 256.0384826660156 497.0 267.06170654296875 236.0 271.0562438964844 391.0 282.894287109375 59.0 283.0239562988281 8010.0 284.0308837890625 2870.0 285.0684509277344 189.0 287.09405517578125 226.0 288.0234375 167.0 293.1769714355469 117.0 298.0476989746094 12116.0 299.0575256347656 22419.0 299.1650695800781 66.0 300.0542297363281 167.0 302.15496826171875 85.0 315.6678466796875 79.0 341.0675354003906 396.0 348.80133056640625 358.0 351.14056396484375 180.0 357.2492980957031 85.0 358.6822814941406 102.0 378.84027099609375 144.0 384.210205078125 153.0 395.4491882324219 73.0 407.078369140625 115.0 462.8209228515625 103.0 589.1412353515625 92.0 607.1680908203125 213.0 750.9407958984375 159.0 753.000244140625 131.0 753.2213134765625 10962.0 753.3782348632812 216.0 754.2294311523438 475.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845770 PEPMASS=831.457092 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_RE4_01_3174.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381171-01![1-[[1-[1-[[1-(2,3-dihydroxypropoxy)-3-methyl-1-oxobutan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]oxy-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl] 2-[2-[2-[(2-hydroxy-3-methylbutanoyl)amino]-3-methylbutanoyl]oxypropanoylamino]-3-methylbutanoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(O)C(=O)NC(C(C)C)C(=O)OC(C)C(=O)NC(C(C)C)C(=O)OC(C)C(=O)NC(C(C)C)C(=O)OC(C(C)C)C(=O)NC(C(C)C)C(=O)OCC(O)CO INCHI=InChI=1S/C39H68N4O15/c1-17(2)26(36(51)55-16-25(45)15-44)43-35(50)31(22(11)12)58-39(54)29(20(7)8)41-33(48)24(14)56-37(52)27(18(3)4)40-32(47)23(13)57-38(53)28(19(5)6)42-34(49)30(46)21(9)10/h17-31,44-46H,15-16H2,1-14H3,(H,40,47)(H,41,48)(H,42,49)(H,43,50) INCHIAUX=OBKFQZNNFBXVJH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845770 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845770 SCANS=398 108.08475494384766 397.0 109.12897491455078 197.0 116.07432556152344 208.0 126.05949401855469 522.0 144.0994415283203 183.0 152.0669708251953 914.0 154.98776245117188 273.0 170.0814971923828 5212.0 172.13059997558594 238.0 188.09361267089844 6835.0 188.18348693847656 71.0 198.1116180419922 1107.0 216.12710571289062 1998.0 217.1248016357422 134.0 262.1339416503906 2078.0 272.9234924316406 73.0 290.1612854003906 258.0 387.21978759765625 1154.0 461.21112060546875 149.0 494.00579833984375 146.0 757.4273681640625 72.0 829.5494384765625 162.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845772 PEPMASS=867.433533 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_RE4_01_3174.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381171-01![1-[[1-[1-[[1-(2,3-dihydroxypropoxy)-3-methyl-1-oxobutan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]oxy-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl] 2-[2-[2-[(2-hydroxy-3-methylbutanoyl)amino]-3-methylbutanoyl]oxypropanoylamino]-3-methylbutanoate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(O)C(=O)NC(C(C)C)C(=O)OC(C)C(=O)NC(C(C)C)C(=O)OC(C)C(=O)NC(C(C)C)C(=O)OC(C(C)C)C(=O)NC(C(C)C)C(=O)OCC(O)CO INCHI=InChI=1S/C39H68N4O15/c1-17(2)26(36(51)55-16-25(45)15-44)43-35(50)31(22(11)12)58-39(54)29(20(7)8)41-33(48)24(14)56-37(52)27(18(3)4)40-32(47)23(13)57-38(53)28(19(5)6)42-34(49)30(46)21(9)10/h17-31,44-46H,15-16H2,1-14H3,(H,40,47)(H,41,48)(H,42,49)(H,43,50) INCHIAUX=OBKFQZNNFBXVJH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845772 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845772 SCANS=397 116.07120513916016 253.0 126.05496978759766 201.0 126.09546661376953 172.0 134.80535888671875 224.0 144.1007080078125 1116.0 152.07492065429688 629.0 169.4316864013672 97.0 170.08314514160156 6505.0 180.099853515625 151.0 188.09336853027344 8881.0 195.8899688720703 143.0 198.11114501953125 974.0 199.123779296875 245.0 216.12515258789062 6997.0 218.69163513183594 94.0 230.9209747314453 68.0 262.1308288574219 4257.0 269.1540832519531 166.0 290.1585693359375 528.0 301.2105407714844 287.0 387.21246337890625 2828.0 388.2315368652344 190.0 444.02178955078125 118.0 461.2232971191406 240.0 461.2529296875 406.0 558.2919921875 196.0 586.3267211914062 234.0 587.3279418945312 189.0 632.33154296875 247.0 678.3817749023438 72.0 678.4342041015625 154.0 757.458984375 190.0 758.4217529296875 349.0 832.4590454101562 118.0 867.4321899414062 1179.0 868.3660888671875 221.0 868.4506225585938 708.0 1475.249267578125 106.0 1585.6339111328125 465.0 1629.641845703125 251.0 1629.9453125 164.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845773 PEPMASS=877.462341 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_RE4_01_3174.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381171-01![1-[[1-[1-[[1-(2,3-dihydroxypropoxy)-3-methyl-1-oxobutan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]oxy-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl] 2-[2-[2-[(2-hydroxy-3-methylbutanoyl)amino]-3-methylbutanoyl]oxypropanoylamino]-3-methylbutanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(O)C(=O)NC(C(C)C)C(=O)OC(C)C(=O)NC(C(C)C)C(=O)OC(C)C(=O)NC(C(C)C)C(=O)OC(C(C)C)C(=O)NC(C(C)C)C(=O)OCC(O)CO INCHI=InChI=1S/C39H68N4O15/c1-17(2)26(36(51)55-16-25(45)15-44)43-35(50)31(22(11)12)58-39(54)29(20(7)8)41-33(48)24(14)56-37(52)27(18(3)4)40-32(47)23(13)57-38(53)28(19(5)6)42-34(49)30(46)21(9)10/h17-31,44-46H,15-16H2,1-14H3,(H,40,47)(H,41,48)(H,42,49)(H,43,50) INCHIAUX=OBKFQZNNFBXVJH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845773 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845773 SCANS=396 71.05146026611328 396.0 73.17974090576172 131.0 87.250244140625 108.0 88.0451431274414 243.0 89.0230484008789 429.0 90.18024444580078 58.0 91.036376953125 221.0 93.56035614013672 48.0 94.20603942871094 51.0 94.97630310058594 178.0 96.13941955566406 142.0 97.17032623291016 125.0 97.39978790283203 152.0 97.53864288330078 58.0 97.78607940673828 138.0 98.02631378173828 79.0 101.06153869628906 222.0 102.51319122314453 150.0 102.88211822509766 233.0 104.68025207519531 566.0 104.80400848388672 193.0 106.06439208984375 446.0 106.72748565673828 52.0 106.98912811279297 205.0 107.16117858886719 166.0 107.38202667236328 129.0 109.01461791992188 221.0 109.8889389038086 129.0 112.28181457519531 259.0 116.0708999633789 4433.0 116.53866577148438 107.0 121.66732025146484 245.0 122.1876220703125 370.0 122.68192291259766 233.0 124.07389068603516 197.0 124.09418487548828 70.0 126.05499267578125 4136.0 126.09134674072266 2067.0 126.51370239257812 181.0 127.0927963256836 252.0 128.063720703125 310.0 131.26707458496094 181.0 132.5543670654297 59.0 136.11126708984375 450.0 140.9496612548828 232.0 141.57778930664062 72.0 142.04742431640625 298.0 142.08766174316406 1231.0 144.068115234375 310.0 144.10256958007812 6743.0 144.16448974609375 86.0 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242.14285278320312 243.0 245.24127197265625 130.0 245.59567260742188 48.0 260.77081298828125 88.0 260.8681335449219 50.0 261.23553466796875 281.0 261.2697448730469 81.0 261.4505920410156 95.0 261.4869689941406 89.0 261.60748291015625 144.0 261.7572326660156 135.0 261.7919921875 170.0 261.84381103515625 120.0 262.0509033203125 163.0 262.13006591796875 46701.0 262.97711181640625 101.0 263.1328430175781 1160.0 263.6024169921875 174.0 265.1765441894531 126.0 265.3604736328125 42.0 282.3739318847656 196.0 287.16900634765625 438.0 290.122802734375 214.0 290.1617431640625 8736.0 290.4314270019531 301.0 291.16845703125 713.0 297.43499755859375 159.0 307.0436706542969 151.0 315.18792724609375 850.0 324.67333984375 45.0 359.2063903808594 183.0 366.4395446777344 252.0 369.2070007324219 742.0 386.9497985839844 150.0 387.2142333984375 24237.0 388.2198791503906 2231.0 390.1198425292969 188.0 401.07635498046875 110.0 416.2580871582031 268.0 433.2229309082031 671.0 461.2534484863281 7850.0 462.2608642578125 502.0 486.3193359375 171.0 489.2785339355469 166.0 540.2752075195312 187.0 558.3060302734375 1212.0 559.3139038085938 148.0 560.3189697265625 280.0 568.3314819335938 283.0 586.3353881835938 780.0 586.3689575195312 832.0 632.3433837890625 211.0 685.4017333984375 64.0 715.1599731445312 496.0 756.0687866210938 218.0 757.419921875 2157.0 758.4072875976562 146.0 758.4530639648438 112.0 1156.3074951171875 141.0 1400.7266845703125 217.0 1926.68017578125 182.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845778 PEPMASS=477.099731 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_BE6_01_3272.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180574-02!5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2=C(OC3OC(CO)C(O)C(O)C3O)C(=O)C4=C(O2)C=C(O)C=C4O INCHI=InChI=1S/C22H22O12/c1-31-12-4-8(2-3-10(12)25)20-21(17(28)15-11(26)5-9(24)6-13(15)32-20)34-22-19(30)18(29)16(27)14(7-23)33-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3 INCHIAUX=CQLRUIIRRZYHHS-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845778 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845778 SCANS=217 153.0147247314453 265.0 200.04513549804688 307.0 227.0362548828125 289.0 242.00714111328125 196.0 243.02798461914062 140.0 270.0226745605469 263.0 285.0443420410156 215.0 299.0192565917969 161.0 299.0609130859375 254.0 314.0450744628906 1341.0 314.4522705078125 150.0 316.61236572265625 98.0 357.0679626464844 228.0 477.10614013671875 6877.0 1928.52197265625 170.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845780 PEPMASS=574.232239 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_BE6_01_3272.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381451-01!(1S,4S,7R,10S,13S)-7,10-di(butan-2-yl)-4-propan-2-yl-15,16-dithia-3,6,9,12,18-pentazabicyclo[11.4.2]nonadecane-2,5,8,11,19-pentone [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)[C@@H]1NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H]2CSSC[C@@H](NC1=O)C(=O)N2)C(C)C)C(C)CC INCHI=InChI=1S/C23H39N5O5S2/c1-7-12(5)17-22(32)25-14-9-34-35-10-15(24-19(14)29)20(30)26-16(11(3)4)21(31)27-18(13(6)8-2)23(33)28-17/h11-18H,7-10H2,1-6H3,(H,24,29)(H,25,32)(H,26,30)(H,27,31)(H,28,33)/t12?,13?,14-,15-,16+,17+,18-/m1/s1 INCHIAUX=PIXYPRXKMCTYQV-UPELKQERSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845780 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845780 SCANS=361 126.48648071289062 189.0 141.06643676757812 568.0 149.3006591796875 103.0 155.07867431640625 249.0 182.90281677246094 280.0 194.36476135253906 283.0 202.84584045410156 257.0 210.0729522705078 255.0 217.0115509033203 171.0 222.12802124023438 182.0 242.0905303955078 353.0 248.10763549804688 193.0 267.6074523925781 241.0 272.0489196777344 204.0 281.91888427734375 125.0 290.4755859375 263.0 306.233642578125 268.0 313.92401123046875 193.0 319.06597900390625 817.0 329.04864501953125 150.0 332.03326416015625 936.0 333.03070068359375 181.0 345.0352478027344 296.0 346.04931640625 533.0 347.0494689941406 1060.0 358.0593566894531 112.0 360.0705261230469 354.0 361.06744384765625 700.0 367.22808837890625 369.0 372.017822265625 102.0 374.02618408203125 65.0 375.0543518066406 2420.0 384.99102783203125 126.0 387.0787048339844 236.0 388.0470275878906 269.0 389.0699768066406 797.0 390.07623291015625 7438.0 391.0779113769531 889.0 395.2703552246094 119.0 400.0626525878906 214.0 403.1261901855469 98.0 405.08538818359375 473.0 415.5333557128906 223.0 416.0458068847656 296.0 417.0675964355469 604.0 417.10552978515625 203.0 419.22705078125 183.0 428.0552978515625 243.0 431.0881042480469 206.0 432.09796142578125 355.0 436.26959228515625 91.0 443.0320129394531 185.0 443.0797424316406 195.0 446.058837890625 227.0 451.23895263671875 372.0 457.0917053222656 298.0 459.04510498046875 218.0 460.076416015625 273.0 462.2720031738281 538.0 470.2851867675781 171.0 474.0959777832031 6331.0 475.1044616699219 1294.0 489.1222839355469 2426.0 490.1271057128906 789.0 493.15386962890625 133.0 494.2421875 1478.0 528.2257690429688 3683.0 558.1195068359375 1816.0 573.1495361328125 458.0 574.149169921875 197.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845781 PEPMASS=465.136505 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_GC11_01_3038.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380227-01!(E)-3-[4-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]prop-2-enoic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC=C1O)C(O)C(CO)OC2=C(OC)C=C(\C=C\C(O)=O)C=C2OC INCHI=InChI=1S/C21H24O9/c1-27-15-10-13(5-6-14(15)23)20(26)18(11-22)30-21-16(28-2)8-12(4-7-19(24)25)9-17(21)29-3/h4-10,18,20,22-23,26H,11H2,1-3H3,(H,24,25)/b7-4+ INCHIAUX=ZWBYHLQWDBQQQU-QPJJXVBHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845781 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845781 SCANS=245 136.00833129882812 228.0 149.02639770507812 427.0 150.02658081054688 1172.0 163.03900146484375 254.0 164.04344177246094 323.0 165.0542449951172 2400.0 180.04132080078125 269.0 194.03363037109375 111.0 194.6946563720703 68.0 195.06808471679688 4052.0 208.03431701660156 772.0 223.05874633789062 3187.0 239.05360412597656 192.0 371.1212158203125 413.0 419.136962890625 294.0 722.8536987304688 78.0 1097.3919677734375 223.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845784 PEPMASS=903.418335 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_GC11_01_3038.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380220-01!3-[14-hydroxy-3-[3-hydroxy-4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1C(O)C(OC2CCC3(C)C(CCC4C3CCC5(C)C(CCC45O)C6=CC(=O)OC6)C2)OC(C)C1OC7OC(COC8OC(CO)C(O)C(O)C8O)C(O)C(O)C7O INCHI=InChI=1S/C42H66O18/c1-18-35(60-38-33(50)31(48)29(46)26(59-38)17-55-37-32(49)30(47)28(45)25(15-43)58-37)36(53-4)34(51)39(56-18)57-21-7-10-40(2)20(14-21)5-6-24-23(40)8-11-41(3)22(9-12-42(24,41)52)19-13-27(44)54-16-19/h13,18,20-26,28-39,43,45-52H,5-12,14-17H2,1-4H3 INCHIAUX=GZVMBXDQUQRICT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845784 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845784 SCANS=273 71.01460266113281 611.0 71.29041290283203 117.0 85.02951049804688 1296.0 87.006591796875 312.0 89.02344512939453 1404.0 90.76316833496094 90.0 95.01275634765625 301.0 99.00824737548828 906.0 101.02364349365234 5327.0 102.04911041259766 63.0 102.33147430419922 118.0 102.93302154541016 186.0 111.0077896118164 480.0 112.80297088623047 173.0 113.02381896972656 2914.0 113.05827331542969 102.0 113.21329498291016 243.0 117.02134704589844 261.0 117.75318145751953 80.0 119.03313446044922 726.0 122.74864196777344 176.0 124.01113891601562 271.0 125.02413940429688 1817.0 126.99970245361328 263.0 127.0430679321289 447.0 131.037109375 1100.0 133.03762817382812 231.0 141.02052307128906 86.0 143.03292846679688 1999.0 143.09963989257812 182.0 144.03892517089844 199.0 145.05062866210938 583.0 149.0426788330078 476.0 155.03701782226562 382.0 159.02896118164062 1277.0 160.02931213378906 286.0 161.04483032226562 12629.0 162.0415496826172 172.0 162.96238708496094 146.0 173.01626586914062 83.0 178.76763916015625 112.0 178.83090209960938 175.0 179.0576171875 3979.0 185.0400848388672 231.0 189.1133270263672 57.0 221.064697265625 1840.0 233.06967163085938 408.0 245.06576538085938 187.0 259.9487609863281 214.0 261.9996643066406 155.0 262.1923828125 134.0 263.07586669921875 1466.0 263.30908203125 89.0 264.0747375488281 221.0 305.0955810546875 244.0 307.20318603515625 162.0 315.076171875 214.0 323.0982360839844 3694.0 334.833740234375 62.0 342.1085510253906 118.0 346.3377380371094 312.0 373.24078369140625 917.0 399.0209045410156 514.0 409.3894348144531 76.0 415.941162109375 242.0 418.61541748046875 130.0 426.2120361328125 223.0 441.2388610839844 70.0 441.99505615234375 186.0 445.2181396484375 445.0 501.2881774902344 204.0 531.2980346679688 76.0 533.3102416992188 7533.0 533.8500366210938 164.0 534.3021850585938 801.0 547.3057861328125 82.0 565.3031005859375 210.0 694.329833984375 136.0 695.3604125976562 6442.0 696.3112182617188 305.0 696.3629150390625 2361.0 696.439453125 333.0 738.3571166992188 212.0 739.3562622070312 215.0 740.3543090820312 124.0 757.9591674804688 244.0 840.4351196289062 213.0 855.3621826171875 67.0 855.4237670898438 123.0 856.2536010742188 211.0 856.4024047851562 208.0 856.5821533203125 65.0 857.2469482421875 115.0 857.4207763671875 27187.0 857.5736694335938 104.0 858.34228515625 284.0 858.4239501953125 8264.0 862.3754272460938 50.0 862.7957763671875 109.0 883.6240234375 95.0 886.7047729492188 321.0 903.419677734375 338.0 904.4385375976562 66.0 1932.2193603515625 201.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845785 PEPMASS=455.113861 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G8_GG8_01_3059.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169388-03!6-[4-hydroxy-2-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-4-methoxypyran-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=O)OC(=C1)C2=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C=C(O)C=C2C INCHI=InChI=1S/C19H22O10/c1-8-3-9(21)4-11(15(8)12-5-10(26-2)6-14(22)27-12)28-19-18(25)17(24)16(23)13(7-20)29-19/h3-6,13,16-21,23-25H,7H2,1-2H3/t13-,16-,17+,18-,19-/m1/s1 INCHIAUX=KFJNVVJUICKJEQ-LQDZTQBFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845785 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845785 SCANS=195 91.28436279296875 153.0 125.35425567626953 130.0 134.46315002441406 172.0 170.82583618164062 199.0 170.87075805664062 98.0 171.0439453125 1967.0 172.79913330078125 105.0 187.0377655029297 233.0 188.044189453125 1178.0 203.06698608398438 1254.0 215.03392028808594 557.0 232.04896545410156 190.0 246.66940307617188 233.0 247.05946350097656 14095.0 409.1119689941406 773.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845787 PEPMASS=451.134583 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G8_GG8_01_3059.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380341-01!methyl 3-(3,4-dihydroxyphenyl)-2-[(2,2-dimethylchromen-6-yl)methyl]-4-methoxy-5-oxofuran-2-carboxylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C3(CC1=CC=C2OC(C)(C)C=CC2=C1)OC(=O)C(OC)=C3C4=CC(O)=C(O)C=C4 INCHI=InChI=1S/C25H24O8/c1-24(2)10-9-15-11-14(5-8-19(15)32-24)13-25(23(29)31-4)20(21(30-3)22(28)33-25)16-6-7-17(26)18(27)12-16/h5-12,26-27H,13H2,1-4H3 INCHIAUX=DHAXSUMTBBBFBJ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845787 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845787 SCANS=443 140.37149047851562 204.0 147.03749084472656 119.0 149.02183532714844 164.0 175.0398406982422 154.0 191.03192138671875 521.0 203.9955596923828 404.0 219.03675842285156 244.0 221.00466918945312 2111.0 247.0274658203125 916.0 263.010986328125 242.0 264.02899169921875 2090.0 279.04949951171875 3681.0 305.1147155761719 383.0 305.14215087890625 399.0 363.1247863769531 683.0 364.13446044921875 335.0 377.1038513183594 3007.0 380.3790283203125 286.0 392.1303405761719 146.0 436.10546875 317.0 450.73162841796875 76.0 451.1401062011719 3416.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845790 PEPMASS=521.212341 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G8_GG8_01_3059.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380342-01!methyl 3-[3,4-dihydroxy-2-(3-methylbut-2-enyl)phenyl]-2-[[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]methyl]-4-methoxy-5-oxofuran-2-carboxylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C2(CC1=CC=C(O)C(CC=C(C)C)=C1)OC(=O)C(OC)=C2C3=C(CC=C(C)C)C(O)=C(O)C=C3 INCHI=InChI=1S/C30H34O8/c1-17(2)7-10-20-15-19(9-13-23(20)31)16-30(29(35)37-6)25(27(36-5)28(34)38-30)21-12-14-24(32)26(33)22(21)11-8-18(3)4/h7-9,12-15,31-33H,10-11,16H2,1-6H3 INCHIAUX=BVSLLGGUGCRTFA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845790 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845790 SCANS=471 189.0943603515625 314.0 202.99990844726562 265.0 217.08474731445312 460.0 231.09632873535156 168.0 232.0345458984375 217.0 244.07533264160156 285.0 245.08116149902344 138.0 257.050537109375 257.0 261.076904296875 340.0 266.9808349609375 331.0 273.0760498046875 224.0 276.0955810546875 231.0 289.0699768066406 1365.0 304.09271240234375 220.0 332.08038330078125 1010.0 347.1175537109375 2184.0 407.00592041015625 85.0 521.2217407226562 209.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845791 PEPMASS=567.216675 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G8_GG8_01_3059.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380342-01!methyl 3-[3,4-dihydroxy-2-(3-methylbut-2-enyl)phenyl]-2-[[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]methyl]-4-methoxy-5-oxofuran-2-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C2(CC1=CC=C(O)C(CC=C(C)C)=C1)OC(=O)C(OC)=C2C3=C(CC=C(C)C)C(O)=C(O)C=C3 INCHI=InChI=1S/C30H34O8/c1-17(2)7-10-20-15-19(9-13-23(20)31)16-30(29(35)37-6)25(27(36-5)28(34)38-30)21-12-14-24(32)26(33)22(21)11-8-18(3)4/h7-9,12-15,31-33H,10-11,16H2,1-6H3 INCHIAUX=BVSLLGGUGCRTFA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845791 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845791 SCANS=473 138.3982391357422 78.0 143.46665954589844 77.0 147.0447540283203 394.0 167.86514282226562 307.0 169.0487823486328 168.0 169.11209106445312 149.0 215.99452209472656 176.0 216.04263305664062 227.0 217.05093383789062 221.0 217.0914764404297 769.0 219.0352020263672 75.0 220.00802612304688 229.0 228.0345458984375 168.0 229.08920288085938 318.0 230.6083526611328 106.0 231.03199768066406 238.0 245.08079528808594 1347.0 261.07061767578125 115.0 273.0713195800781 737.0 283.05364990234375 295.0 289.0685119628906 7653.0 301.36712646484375 93.0 303.1222229003906 139.0 304.10040283203125 335.0 312.9231872558594 135.0 315.09368896484375 468.0 332.0894470214844 3286.0 335.8819274902344 53.0 344.67034912109375 115.0 346.890869140625 273.0 347.11407470703125 12021.0 361.1137390136719 161.0 367.116455078125 190.0 369.13720703125 87.0 477.2196350097656 110.0 509.21221923828125 131.0 521.2164916992188 1434.0 623.9835205078125 268.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845793 PEPMASS=653.165161 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G8_GG8_01_3059.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380343-01!3-[4-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-methoxyphenyl]-5-hydroxy-7-methoxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C(=COC2=C1)C3=CC(OC)=C(OC4OC(COC5OCC(O)(CO)C5O)C(O)C(O)C4O)C=C3 INCHI=InChI=1S/C28H32O15/c1-37-13-6-15(30)20-18(7-13)39-8-14(21(20)31)12-3-4-16(17(5-12)38-2)42-26-24(34)23(33)22(32)19(43-26)9-40-27-25(35)28(36,10-29)11-41-27/h3-8,19,22-27,29-30,32-36H,9-11H2,1-2H3 INCHIAUX=XJIVHUCLIXWULJ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845793 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845793 SCANS=277 89.02607727050781 285.0 99.00090789794922 185.0 101.02059173583984 142.0 110.47606658935547 278.0 125.02367401123047 2163.0 126.02676391601562 259.0 127.04016876220703 352.0 130.1150360107422 84.0 149.04476928710938 642.0 153.89479064941406 131.0 154.67066955566406 110.0 161.04205322265625 576.0 172.9720001220703 94.0 175.0582275390625 289.0 191.0532989501953 463.0 229.0440673828125 220.0 233.0674285888672 4446.0 239.04075622558594 97.0 239.162353515625 336.0 255.02325439453125 320.0 269.0465393066406 216.0 274.4573059082031 81.0 275.02398681640625 87.0 275.07275390625 184.0 275.09381103515625 162.0 275.1976013183594 270.0 283.02301025390625 1296.0 293.0868225097656 8354.0 293.1647644042969 96.0 298.04693603515625 8313.0 310.18017578125 56.0 312.357177734375 249.0 313.07098388671875 12573.0 313.339111328125 60.0 313.418701171875 192.0 313.85919189453125 142.0 314.4493408203125 105.0 459.98419189453125 262.0 607.1814575195312 132.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845796 PEPMASS=419.129852 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_BG6_01_3284.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180383-02!3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(CC2COC(=O)C2(O)CC3=CC(OC)=C(O)C=C3)=C1 INCHI=InChI=1S/C20H22O7/c1-25-17-8-12(3-5-15(17)21)7-14-11-27-19(23)20(14,24)10-13-4-6-16(22)18(9-13)26-2/h3-6,8-9,14,21-22,24H,7,10-11H2,1-2H3 INCHIAUX=ZITBJWXLODLDRH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845796 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845796 SCANS=270 163.0371551513672 248.0 179.0699005126953 407.0 219.06765747070312 226.0 221.0489044189453 210.0 297.0666809082031 201.0 355.1219787597656 118.0 358.10595703125 479.0 373.1299743652344 3889.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845797 PEPMASS=537.097534 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_BG6_01_3284.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384596-01!4-[(E)-3-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC(=O)C(CC1=CC(O)=C(O)C=C1)OC(=O)\C=C\C2=C3C(C(OC3=C(O)C=C2)C4=CC=C(O)C(O)=C4)C(O)=O INCHI=InChI=1S/C27H22O12/c28-15-5-1-12(9-18(15)31)10-20(26(34)35)38-21(33)8-4-13-2-7-17(30)25-22(13)23(27(36)37)24(39-25)14-3-6-16(29)19(32)11-14/h1-9,11,20,23-24,28-32H,10H2,(H,34,35)(H,36,37)/b8-4+ INCHIAUX=UJZQBMQZMKFSRV-XBXARRHUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845797 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845797 SCANS=236 99.03363800048828 109.0 109.03012084960938 1517.0 123.0436782836914 354.0 135.04367065429688 1596.0 137.0267333984375 275.0 145.01971435546875 145.0 147.05007934570312 193.0 157.0323944091797 180.0 157.57821655273438 73.0 158.03704833984375 363.0 159.0471649169922 792.0 173.02224731445312 1277.0 175.04090881347656 157.0 179.03472900390625 918.0 185.02330017089844 7069.0 185.0814666748047 97.0 186.0327606201172 2794.0 187.0465545654297 275.0 197.0459442138672 2850.0 199.6494903564453 170.0 203.03468322753906 835.0 251.07186889648438 531.0 269.0809631347656 469.0 277.0457458496094 141.0 277.0744934082031 486.0 280.1280517578125 83.0 294.3138427734375 226.0 294.71722412109375 188.0 295.0625305175781 10567.0 295.9270935058594 179.0 313.07940673828125 1729.0 493.1471252441406 415.0 497.0356750488281 163.0 825.5478515625 162.0 1282.712646484375 272.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845800 PEPMASS=637.264771 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_BG6_01_3284.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380514-01!(2S,3R,4S,5S,6R)-2-[4,6-dihydroxy-2-nonyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(O)=CC(O)=C1O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O INCHI=InChI=1S/C27H44O14/c1-2-3-4-5-6-7-8-9-13-24(40-26-22(36)20(34)18(32)16(11-28)38-26)14(30)10-15(31)25(13)41-27-23(37)21(35)19(33)17(12-29)39-27/h10,16-23,26-37H,2-9,11-12H2,1H3/t16-,17-,18-,19-,20+,21+,22-,23-,26+,27+/m1/s1 INCHIAUX=UTWYSZSEHYRTLP-UDGGRRETSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845800 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845800 SCANS=281 89.05353546142578 69.0 99.1717758178711 54.0 119.03045654296875 218.0 135.02635192871094 150.0 144.60108947753906 219.0 153.254150390625 292.0 158.1057891845703 149.0 179.0595703125 330.0 183.99720764160156 131.0 197.61886596679688 81.0 206.02610778808594 246.0 208.6416015625 276.0 212.2828826904297 147.0 213.5150909423828 87.0 221.1527557373047 647.0 246.74888610839844 147.0 248.57423400878906 94.0 248.7178497314453 113.0 248.9623565673828 140.0 249.15121459960938 16176.0 249.2678985595703 209.0 249.41477966308594 203.0 250.14686584472656 200.0 251.17135620117188 292.0 262.6358642578125 139.0 265.143798828125 27998.0 266.15283203125 2452.0 267.1689147949219 816.0 268.1676025390625 175.0 279.15814208984375 1201.0 286.84637451171875 104.0 291.1572570800781 148.0 321.1876220703125 229.0 351.1825866699219 106.0 411.2008056640625 1876.0 413.2232971191406 512.0 428.2037353515625 11967.0 429.2069091796875 1932.0 430.2126159667969 307.0 430.3712158203125 133.0 430.41510009765625 50.0 430.8879699707031 118.0 431.15740966796875 106.0 440.2072448730469 172.0 591.2662353515625 17891.0 591.4259033203125 61.0 592.2679443359375 717.0 593.3760986328125 58.0 1097.251220703125 184.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845802 PEPMASS=637.206848 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_BG6_01_3284.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384589-01![(2R,3R,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(\C=C\C(=O)OC[C@H]2O[C@@H](OCCC3=CC=C(O)C(O)=C3)[C@H](O)[C@@H](O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@@H]2O)=CC=C1O INCHI=InChI=1S/C30H38O15/c1-14-23(35)25(37)26(38)30(43-14)45-28-24(36)21(13-42-22(34)8-5-15-4-7-18(32)20(12-15)40-2)44-29(27(28)39)41-10-9-16-3-6-17(31)19(33)11-16/h3-8,11-12,14,21,23-33,35-39H,9-10,13H2,1-2H3/b8-5+/t14-,21+,23-,24+,25+,26+,27+,28-,29+,30-/m0/s1 INCHIAUX=OFNCUIXPAFLTJZ-PYQKQGIYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845802 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845802 SCANS=227 71.01360321044922 384.0 94.7474594116211 212.0 113.02638244628906 226.0 134.03878784179688 170.0 135.04405212402344 487.0 135.09521484375 154.0 153.05477905273438 581.0 160.01858520507812 619.0 161.03016662597656 343.0 161.0546875 527.0 175.03781127929688 4549.0 178.02725219726562 167.0 193.0518798828125 789.0 216.793701171875 118.0 251.0592498779297 115.0 315.11932373046875 313.0 443.1643981933594 197.0 461.16241455078125 2270.0 637.2169189453125 3989.0 912.8274536132812 80.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845804 PEPMASS=683.212646 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_BG6_01_3284.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384589-01![(2R,3R,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(\C=C\C(=O)OC[C@H]2O[C@@H](OCCC3=CC=C(O)C(O)=C3)[C@H](O)[C@@H](O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@@H]2O)=CC=C1O INCHI=InChI=1S/C30H38O15/c1-14-23(35)25(37)26(38)30(43-14)45-28-24(36)21(13-42-22(34)8-5-15-4-7-18(32)20(12-15)40-2)44-29(27(28)39)41-10-9-16-3-6-17(31)19(33)11-16/h3-8,11-12,14,21,23-33,35-39H,9-10,13H2,1-2H3/b8-5+/t14-,21+,23-,24+,25+,26+,27+,28-,29+,30-/m0/s1 INCHIAUX=OFNCUIXPAFLTJZ-PYQKQGIYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845804 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845804 SCANS=224 73.66545867919922 204.0 113.02567291259766 246.0 123.0453109741211 321.0 132.02224731445312 252.0 133.02577209472656 254.0 134.03598022460938 464.0 135.0437774658203 233.0 153.05812072753906 1626.0 160.018798828125 2381.0 161.02532958984375 1453.0 174.24972534179688 136.0 175.0404815673828 9045.0 177.1905059814453 103.0 193.0476531982422 1194.0 193.10475158691406 91.0 214.1066436767578 169.0 251.0599822998047 66.0 315.1078186035156 468.0 443.141357421875 275.0 444.1692199707031 150.0 451.1311340332031 71.0 461.16400146484375 3116.0 491.1459045410156 298.0 635.472412109375 139.0 636.6563720703125 325.0 637.1264038085938 138.0 637.2125854492188 10549.0 637.804931640625 125.0 638.0646362304688 87.0 638.2009887695312 239.0 1395.7803955078125 193.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845806 PEPMASS=1123.579956 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_BG6_01_3284.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180704-02!(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,8R,10R,12R,14R,17S)-12-hydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO[C@@H]2OC[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)[C@H]3CC[C@]4(C)C3[C@H](O)CC5[C@@]6(C)CC[C@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)C(C)(C)C6CC[C@@]45C INCHI=InChI=1S/C53H90O22/c1-23(2)10-9-14-53(8,75-47-43(67)39(63)37(61)29(72-47)22-69-45-41(65)34(58)26(57)21-68-45)24-11-16-52(7)33(24)25(56)18-31-50(5)15-13-32(49(3,4)30(50)12-17-51(31,52)6)73-48-44(40(64)36(60)28(20-55)71-48)74-46-42(66)38(62)35(59)27(19-54)70-46/h10,24-48,54-67H,9,11-22H2,1-8H3/t24-,25+,26-,27+,28+,29+,30?,31?,32-,33?,34-,35+,36+,37+,38-,39-,40-,41+,42+,43+,44+,45-,46-,47-,48-,50-,51+,52+,53-/m0/s1 INCHIAUX=NODILNFGTFIURN-VKZNSASESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845806 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845806 SCANS=316 89.02726745605469 554.0 131.03579711914062 194.0 135.8650665283203 143.0 149.0449981689453 650.0 154.7361602783203 81.0 161.0457763671875 348.0 251.0814971923828 90.0 293.0918273925781 231.0 326.4111633300781 287.0 497.6242370605469 61.0 497.7779846191406 377.0 501.864501953125 176.0 516.6656494140625 501.0 521.1541137695312 300.0 528.7377319335938 67.0 531.8665161132812 456.0 544.7614135742188 114.0 784.5088500976562 134.0 821.2147827148438 906.0 915.5084228515625 77.0 916.5372314453125 189.0 945.512451171875 149.0 945.5596923828125 179.0 1070.3076171875 210.0 1075.1917724609375 55.0 1075.365966796875 75.0 1075.444580078125 112.0 1076.0709228515625 105.0 1076.303466796875 161.0 1076.5445556640625 91.0 1076.7850341796875 141.0 1077.2745361328125 96.0 1077.5872802734375 31448.0 1077.8843994140625 149.0 1078.0660400390625 157.0 1078.225830078125 98.0 1078.5872802734375 3654.0 1079.0308837890625 291.0 1079.6148681640625 671.0 1079.76708984375 60.0 1090.5616455078125 105.0 1120.811767578125 57.0 1123.592041015625 3832.0 1123.7099609375 218.0 1124.5882568359375 618.0 1125.5909423828125 206.0 1720.6597900390625 96.0 1756.376708984375 203.0 1762.2032470703125 341.0 1762.4912109375 74.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845808 PEPMASS=651.156677 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_GA6_01_3021.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380531-01!3-(1,3-benzodioxol-5-yl)-7-[(2S,3R,4S,5S,6R)-6-[[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methoxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O[C@@H]2O[C@H](CO[C@H]3OC[C@](O)(CO)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)C=C4OC=C(C(=O)C4=C1)C5=CC6=C(OCO6)C=C5 INCHI=InChI=1S/C28H30O15/c1-36-17-5-13-16(37-7-14(21(13)30)12-2-3-15-18(4-12)41-11-40-15)6-19(17)42-26-24(33)23(32)22(31)20(43-26)8-38-27-25(34)28(35,9-29)10-39-27/h2-7,20,22-27,29,31-35H,8-11H2,1H3/t20-,22-,23+,24-,25+,26-,27+,28-/m1/s1 INCHIAUX=BCWKMSLBLIKZQX-HMZWGCPASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845808 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845808 SCANS=258 162.86813354492188 166.0 203.85647583007812 84.0 229.90554809570312 217.0 233.06414794921875 1102.0 240.03990173339844 155.0 268.0340881347656 566.0 272.3948669433594 109.0 293.09210205078125 250.0 296.03106689453125 7423.0 296.08294677734375 342.0 296.14434814453125 80.0 296.3718566894531 115.0 310.98394775390625 255.0 311.0549011230469 29998.0 312.0523376464844 450.0 313.62738037109375 102.0 313.92303466796875 78.0 314.2454528808594 151.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845810 PEPMASS=807.250732 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_GA6_01_3021.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380565-01!2-(3,4-dihydroxyphenyl)ethyl (5Z)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-[2-[(E)-3-phenylprop-2-enoyl]oxyethylidene]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2OC=C(C(CC(=O)OCCC3=CC(O)=C(O)C=C3)\C2=C\COC(=O)\C=C\C4=CC=CC=C4)C(=O)OCCC5=CC=C(O)C(O)=C5)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C41H44O17/c42-21-33-36(49)37(50)38(51)41(57-33)58-40-26(14-17-53-34(47)11-8-23-4-2-1-3-5-23)27(20-35(48)54-15-12-24-6-9-29(43)31(45)18-24)28(22-56-40)39(52)55-16-13-25-7-10-30(44)32(46)19-25/h1-11,14,18-19,22,27,33,36-38,40-46,49-51H,12-13,15-17,20-21H2/b11-8+,26-14-/t27?,33-,36-,37+,38-,40?,41+/m1/s1 INCHIAUX=WRSGLSMQZLBGNH-HNCVJSPVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845810 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845810 SCANS=362 93.03480529785156 976.0 101.02408599853516 267.0 102.3584976196289 149.0 107.05023956298828 1004.0 109.02913665771484 573.0 109.06261444091797 290.0 111.04176330566406 354.0 113.02197265625 224.0 117.03239440917969 135.0 119.04977416992188 6666.0 121.02763366699219 1120.0 122.37409973144531 151.0 123.049560546875 183.0 125.0588150024414 244.0 127.92300415039062 98.0 131.05221557617188 236.0 135.04432678222656 2811.0 136.711181640625 90.0 136.8295440673828 80.0 136.85816955566406 152.0 137.02664184570312 1745.0 137.05955505371094 9475.0 137.11056518554688 108.0 137.63662719726562 137.0 139.00192260742188 5595.0 139.04054260253906 570.0 139.29234313964844 224.0 139.45140075683594 119.0 140.00770568847656 250.0 140.46017456054688 151.0 143.0175323486328 87.0 145.02635192871094 999.0 147.0457000732422 3109.0 149.0271759033203 321.0 149.0600128173828 108.0 150.401611328125 73.0 151.0460205078125 284.0 151.0751953125 193.0 153.055908203125 1144.0 155.69126892089844 97.0 159.04446411132812 261.0 161.02767944335938 246.0 161.060302734375 922.0 161.70152282714844 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403.1245422363281 2024.0 404.1251525878906 295.0 404.33868408203125 80.0 406.4590148925781 66.0 408.3435363769531 151.0 411.0617980957031 213.0 421.134765625 1389.0 429.1223449707031 5672.0 430.130859375 1027.0 435.1151428222656 185.0 437.1197509765625 336.0 445.15924072265625 164.0 447.1560974121094 174.0 451.1329040527344 535.0 465.1452941894531 175.0 466.1573181152344 165.0 470.1468811035156 183.0 473.1240539550781 818.0 479.1360168457031 2104.0 481.15875244140625 203.0 489.42822265625 216.0 491.1356506347656 1531.0 491.3268127441406 81.0 497.10546875 194.0 497.14471435546875 1686.0 505.12457275390625 134.0 509.1531066894531 448.0 517.1211547851562 141.0 517.1563720703125 243.0 523.1466064453125 587.0 535.1412963867188 78.0 591.1643676757812 645.0 627.1874389648438 1400.0 643.2263793945312 222.0 645.1962890625 841.0 646.2510986328125 126.0 653.1954345703125 757.0 658.271728515625 194.0 659.192138671875 762.0 659.851806640625 100.0 671.195556640625 4032.0 672.1927490234375 482.0 805.2322387695312 153.0 807.255126953125 6565.0 808.250244140625 1776.0 812.2886352539062 219.0 832.7706298828125 85.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845812 PEPMASS=843.228577 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_GA6_01_3021.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380565-01!2-(3,4-dihydroxyphenyl)ethyl (5Z)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-[2-[(E)-3-phenylprop-2-enoyl]oxyethylidene]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2OC=C(C(CC(=O)OCCC3=CC(O)=C(O)C=C3)\C2=C\COC(=O)\C=C\C4=CC=CC=C4)C(=O)OCCC5=CC=C(O)C(O)=C5)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C41H44O17/c42-21-33-36(49)37(50)38(51)41(57-33)58-40-26(14-17-53-34(47)11-8-23-4-2-1-3-5-23)27(20-35(48)54-15-12-24-6-9-29(43)31(45)18-24)28(22-56-40)39(52)55-16-13-25-7-10-30(44)32(46)19-25/h1-11,14,18-19,22,27,33,36-38,40-46,49-51H,12-13,15-17,20-21H2/b11-8+,26-14-/t27?,33-,36-,37+,38-,40?,41+/m1/s1 INCHIAUX=WRSGLSMQZLBGNH-HNCVJSPVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845812 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845812 SCANS=364 95.04911804199219 185.0 119.0516357421875 225.0 137.05870056152344 498.0 148.01441955566406 285.0 149.02813720703125 297.0 151.040283203125 220.0 163.03758239746094 230.0 179.0556182861328 377.0 207.0263671875 493.0 213.54466247558594 267.0 249.08602905273438 118.0 273.0745849609375 134.0 291.0862731933594 239.0 297.0920104980469 225.0 299.1052551269531 276.0 317.1026916503906 753.0 325.0646667480469 125.0 403.123046875 128.0 479.1556396484375 210.0 491.1329650878906 211.0 671.1444702148438 295.0 671.1936645507812 176.0 672.1881713867188 189.0 807.2453002929688 139.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845814 PEPMASS=417.082428 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_BA4_01_3320.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180756-02!5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1CO[C@@H](OC2=C(OC3=C(C2=O)C(O)=CC(O)=C3)C4=CC=C(O)C=C4)[C@H](O)[C@H]1O INCHI=InChI=1S/C20H18O10/c21-9-3-1-8(2-4-9)18-19(30-20-17(27)15(25)12(24)7-28-20)16(26)14-11(23)5-10(22)6-13(14)29-18/h1-6,12,15,17,20-25,27H,7H2/t12-,15-,17+,20-/m0/s1 INCHIAUX=RNVUDWOQYYWXBJ-IEGSVRCHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845814 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845814 SCANS=226 151.00091552734375 162.0 185.06263732910156 311.0 227.0327606201172 799.0 255.0299835205078 976.0 256.0439758300781 586.0 284.0306701660156 3127.0 285.0465393066406 290.0 417.0845031738281 2187.0 986.0791625976562 232.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845815 PEPMASS=595.181824 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_BA4_01_3320.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384755-01!(3R)-4-[6-[(2S,4aS,5aR,9R,9aR,10aR)-2,9-dimethyl-3-oxo-4,4a,5a,6,7,9,9a,10a-octahydrodipyrano[4,2-a:4',3'-e][1,4]dioxin-7-yl]-1,5-dihydroxy-9,10-dioxoanthracen-2-yl]-3-hydroxy-3-methylbutanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H]1OC(C[C@H]2O[C@H]3CC(=O)[C@H](C)O[C@H]3O[C@H]12)C4=C(O)C5=C(C=C4)C(=O)C6=C(C=CC(C[C@@](C)(O)CC(O)=O)=C6O)C5=O INCHI=InChI=1S/C31H32O12/c1-12-18(32)8-21-30(41-12)43-29-13(2)40-19(9-20(29)42-21)15-6-7-17-24(26(15)36)28(38)16-5-4-14(25(35)23(16)27(17)37)10-31(3,39)11-22(33)34/h4-7,12-13,19-21,29-30,35-36,39H,8-11H2,1-3H3,(H,33,34)/t12-,13+,19?,20+,21-,29+,30-,31+/m0/s1 INCHIAUX=LOVVVDDAKZKPHZ-QZINNKQGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845815 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845815 SCANS=425 170.7095489501953 314.0 204.82029724121094 134.0 218.4093780517578 218.0 236.7815399169922 224.0 237.419921875 194.0 238.0090789794922 203.0 242.96124267578125 227.0 252.0494384765625 262.0 253.05349731445312 337.0 263.98675537109375 110.0 266.06231689453125 707.0 275.07037353515625 156.0 279.0738525390625 918.0 280.0838928222656 213.0 280.6745910644531 203.0 281.4044494628906 98.0 282.0566101074219 242.0 282.4037780761719 103.0 282.5067138671875 158.0 283.6199645996094 88.0 291.0633239746094 532.0 293.07586669921875 221.0 296.07269287109375 243.0 305.0456848144531 227.0 320.0731201171875 699.0 347.08544921875 335.0 360.0893249511719 188.0 363.09271240234375 239.0 364.1041564941406 268.0 464.1366271972656 128.0 466.2524108886719 264.0 490.4534606933594 193.0 490.7539978027344 98.0 491.97991943359375 126.0 492.8394775390625 173.0 493.15167236328125 23742.0 494.0744323730469 246.0 498.50946044921875 68.0 506.8275146484375 161.0 507.1591796875 191.0 508.1822204589844 217.0 510.1178894042969 203.0 576.1640625 238.0 594.210693359375 121.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845817 PEPMASS=665.17157 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_BA4_01_3320.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168994-02![(2R,3S,4R,5R,6S)-6-[(2S,3R,4S,5S,6R)-2-[5,8-dihydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(O)=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]5O[C@H](COC(C)=O)[C@@H](O)[C@@H](O)[C@H]5O)C=C3O INCHI=InChI=1S/C30H34O17/c1-11(32)42-10-19-22(36)24(38)26(40)29(46-19)47-28-25(39)21(35)18(9-31)45-30(28)44-17-8-15(34)20-14(33)7-16(43-27(20)23(17)37)12-3-5-13(41-2)6-4-12/h3-8,18-19,21-22,24-26,28-31,34-40H,9-10H2,1-2H3/t18-,19-,21-,22-,24-,25+,26-,28-,29+,30-/m1/s1 INCHIAUX=NXDNDRJNQJPXGJ-VNXFZGFBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845817 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845817 SCANS=276 155.04818725585938 372.0 162.0314483642578 290.0 162.09616088867188 254.0 163.03598022460938 215.0 164.98577880859375 109.0 177.99758911132812 198.0 179.03736877441406 291.0 186.03370666503906 79.0 194.15306091308594 99.0 212.05262756347656 184.0 240.0380401611328 672.0 243.05982971191406 320.0 255.03518676757812 770.0 260.0303649902344 170.0 267.0492858886719 195.0 283.0312805175781 467.0 284.0367431640625 3036.0 284.0953369140625 236.0 297.0382385253906 316.0 297.5296630859375 94.0 298.04901123046875 2413.0 298.20452880859375 316.0 298.2840270996094 177.0 298.6151428222656 359.0 299.05712890625 23349.0 299.1268005371094 126.0 299.16357421875 78.0 300.06103515625 124.0 341.07818603515625 575.0 358.91070556640625 61.0 370.7939147949219 63.0 443.1288757324219 143.0 461.1251525878906 406.0 605.1512451171875 278.0 623.166748046875 1599.0 665.1748657226562 5709.0 665.3984375 219.0 1881.01513671875 112.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845820 PEPMASS=787.192993 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_BA4_01_3320.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179992-02!3-[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2C(O)C(O)C(CO)OC2OC3C(O)C(O)C(CO)OC3OC4=C(OC5=C(C4=O)C(O)=CC(O)=C5)C6=CC(O)=C(O)C=C6)C(O)C(O)C1O INCHI=InChI=1S/C33H40O22/c34-6-15-19(41)23(45)26(48)31(50-15)54-29-24(46)20(42)17(8-36)52-33(29)55-30-25(47)21(43)16(7-35)51-32(30)53-28-22(44)18-13(40)4-10(37)5-14(18)49-27(28)9-1-2-11(38)12(39)3-9/h1-5,15-17,19-21,23-26,29-43,45-48H,6-8H2 INCHIAUX=IQBMWEYFKNVACH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845820 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845820 SCANS=172 90.3701400756836 227.0 110.24053192138672 165.0 113.02140808105469 197.0 121.02827453613281 294.0 124.01246643066406 324.0 133.38198852539062 82.0 140.6357879638672 49.0 148.0201416015625 243.0 148.68202209472656 211.0 148.73960876464844 85.0 150.05458068847656 162.0 151.00390625 448.0 158.6915283203125 166.0 160.21665954589844 327.0 163.0045623779297 221.0 164.0119171142578 249.0 165.02093505859375 125.0 170.9387969970703 84.0 179.00306701660156 1008.0 185.2246551513672 100.0 212.04962158203125 308.0 219.02552795410156 322.0 221.0736846923828 336.0 243.03195190429688 241.0 244.04006958007812 281.0 255.033935546875 1920.0 256.0339660644531 234.0 269.3199157714844 59.0 270.957275390625 529.0 271.0260009765625 7597.0 272.0335693359375 977.0 273.0394287109375 381.0 299.01800537109375 2487.0 299.41180419921875 107.0 299.5111389160156 91.0 299.5970764160156 542.0 300.0292663574219 33961.0 300.1408386230469 124.0 300.21728515625 102.0 300.27484130859375 82.0 301.0390625 3282.0 301.4017333984375 123.0 302.0462646484375 239.0 302.2126770019531 108.0 310.80609130859375 109.0 312.2682189941406 161.0 325.0433044433594 223.0 337.7737731933594 108.0 341.16748046875 254.0 343.0574951171875 367.0 352.9736022949219 105.0 366.4396057128906 158.0 367.0450439453125 243.0 367.2594299316406 244.0 386.2610168457031 73.0 387.08831787109375 273.0 388.5350646972656 202.0 388.7684326171875 162.0 393.8551330566406 157.0 427.0632019042969 149.0 431.13232421875 345.0 445.07305908203125 755.0 463.0949401855469 243.0 505.1162414550781 205.0 595.164794921875 176.0 613.13818359375 376.0 625.1339111328125 520.0 641.1282348632812 227.0 667.1528930664062 525.0 758.195068359375 129.0 779.5047607421875 107.0 784.0399780273438 76.0 784.3841552734375 96.0 787.041015625 177.0 787.1930541992188 30243.0 787.3615112304688 485.0 788.015380859375 58.0 788.20361328125 3230.0 789.0584106445312 127.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845822 PEPMASS=465.161072 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_GE6_01_3128.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384963-01!7-(3,4-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-6-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=C2OC=C(C(=O)C2=C(O)C3=C1OC(C)(C)C=C3)C4=CC=C(O)C(O)=C4 INCHI=InChI=1S/C25H24O6/c1-13(2)5-7-16-23-15(9-10-25(3,4)31-23)21(28)20-22(29)17(12-30-24(16)20)14-6-8-18(26)19(27)11-14/h5-6,8-12,26-28H,7H2,1-4H3 INCHIAUX=PSEBCAMYGWGJMH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845822 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845822 SCANS=556 96.4020004272461 96.0 172.05429077148438 204.0 207.6438751220703 158.0 208.5179443359375 162.0 262.9905090332031 171.0 267.069580078125 181.0 373.1600341796875 426.0 419.1520690917969 4930.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845823 PEPMASS=467.088531 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_GE6_01_3128.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347845-02![(2R,3S,4S,5S)-3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@H](O)[C@H](CO[C@@H]1COC(=O)C2=CC(O)=C(O)C(O)=C2)OC(=O)C3=CC(O)=C(O)C(O)=C3 INCHI=InChI=1S/C20H20O13/c21-9-1-7(2-10(22)15(9)25)19(29)32-5-13-17(27)18(28)14(6-31-13)33-20(30)8-3-11(23)16(26)12(24)4-8/h1-4,13-14,17-18,21-28H,5-6H2/t13-,14+,17-,18-/m1/s1 INCHIAUX=IGKWMHUOBKCUQU-LTCOOKNTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845823 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845823 SCANS=178 111.00926971435547 270.0 125.02232360839844 370.0 125.70044708251953 100.0 139.0073699951172 361.0 140.01556396484375 333.0 151.0008087158203 296.0 168.00552368164062 212.0 169.01617431640625 1526.0 227.76034545898438 137.0 254.62205505371094 123.0 281.0692443847656 192.0 294.7254638671875 277.0 297.0569763183594 302.0 315.0692138671875 528.0 465.0626220703125 296.0 467.08380126953125 11353.0 468.0987854003906 143.0 468.3704528808594 81.0 484.2575378417969 146.0 691.4360961914062 94.0 1367.2276611328125 66.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845826 PEPMASS=515.161926 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_GE6_01_3128.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384936-01!2-(3,4-dihydroxyphenyl)ethyl 4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-hydroxy-4a,5,7,7a-tetrahydro-4H-furo[3,4-b]pyran-3-carboxylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1OCC2OC=C(C(CC(=O)OCCC3=CC(O)=C(O)C=C3)C12)C(=O)OCCC4=CC=C(O)C(O)=C4 INCHI=InChI=1S/C26H28O11/c27-18-3-1-14(9-20(18)29)5-7-34-23(31)11-16-17(12-36-22-13-37-26(33)24(16)22)25(32)35-8-6-15-2-4-19(28)21(30)10-15/h1-4,9-10,12,16,22,24,26-30,33H,5-8,11,13H2 INCHIAUX=AIPGFMVNUMXXEM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845826 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845826 SCANS=298 76.21892547607422 62.0 93.03494262695312 436.0 107.05155944824219 290.0 109.06343841552734 176.0 111.00847625732422 447.0 111.0436782836914 1288.0 121.03679656982422 356.0 121.1103286743164 98.0 135.04461669921875 443.0 137.0236358642578 902.0 137.0604705810547 1330.0 139.00186157226562 2535.0 139.0419921875 326.0 146.32708740234375 133.0 146.57472229003906 108.0 149.02731323242188 207.0 165.01461791992188 201.0 181.04827880859375 3411.0 195.06552124023438 195.0 207.03158569335938 367.0 215.05418395996094 90.0 223.06210327148438 254.0 225.03562927246094 194.0 249.07522583007812 474.0 273.0741271972656 6068.0 275.0527648925781 1123.0 287.0901794433594 447.0 291.1039733886719 406.0 293.0784912109375 209.0 299.0916748046875 292.0 301.0769958496094 1205.0 313.06622314453125 233.0 317.10162353515625 458.0 325.061767578125 266.0 335.1239318847656 209.0 344.0826721191406 219.0 351.09954833984375 100.0 361.0858459472656 823.0 379.1061706542969 193.0 401.1177062988281 271.0 401.1484680175781 237.0 426.11505126953125 332.0 429.1165771484375 1076.0 467.1374206542969 188.0 497.157470703125 497.0 515.1549072265625 1480.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845827 PEPMASS=497.151428 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_GE6_01_3128.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384936-01!2-(3,4-dihydroxyphenyl)ethyl 4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-hydroxy-4a,5,7,7a-tetrahydro-4H-furo[3,4-b]pyran-3-carboxylate [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1OCC2OC=C(C(CC(=O)OCCC3=CC(O)=C(O)C=C3)C12)C(=O)OCCC4=CC=C(O)C(O)=C4 INCHI=InChI=1S/C26H28O11/c27-18-3-1-14(9-20(18)29)5-7-34-23(31)11-16-17(12-36-22-13-37-26(33)24(16)22)25(32)35-8-6-15-2-4-19(28)21(30)10-15/h1-4,9-10,12,16,22,24,26-30,33H,5-8,11,13H2 INCHIAUX=AIPGFMVNUMXXEM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845827 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845827 SCANS=340 86.4114761352539 128.0 163.03883361816406 738.0 179.03668212890625 265.0 180.4848175048828 128.0 180.74984741210938 100.0 181.05125427246094 2418.0 181.252197265625 54.0 197.04627990722656 409.0 206.70452880859375 118.0 206.98426818847656 291.0 207.02960205078125 3181.0 273.07623291015625 204.0 315.08929443359375 461.0 317.1014404296875 544.0 343.0807189941406 1727.0 343.80908203125 144.0 344.8061828613281 141.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845830 PEPMASS=551.138428 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_GE6_01_3128.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384936-01!2-(3,4-dihydroxyphenyl)ethyl 4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-hydroxy-4a,5,7,7a-tetrahydro-4H-furo[3,4-b]pyran-3-carboxylate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1OCC2OC=C(C(CC(=O)OCCC3=CC(O)=C(O)C=C3)C12)C(=O)OCCC4=CC=C(O)C(O)=C4 INCHI=InChI=1S/C26H28O11/c27-18-3-1-14(9-20(18)29)5-7-34-23(31)11-16-17(12-36-22-13-37-26(33)24(16)22)25(32)35-8-6-15-2-4-19(28)21(30)10-15/h1-4,9-10,12,16,22,24,26-30,33H,5-8,11,13H2 INCHIAUX=AIPGFMVNUMXXEM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845830 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845830 SCANS=300 123.04671478271484 263.0 137.05445861816406 488.0 139.01185607910156 284.0 149.0220184326172 284.0 153.0632781982422 349.0 156.02694702148438 67.0 181.049560546875 795.0 207.0229949951172 69.0 225.03488159179688 344.0 273.07562255859375 245.0 275.0533447265625 308.0 291.08544921875 92.0 293.06878662109375 263.0 299.0950622558594 223.0 301.1015930175781 186.0 317.0970153808594 450.0 333.08306884765625 183.0 361.0926818847656 887.0 429.1166076660156 703.0 515.1537475585938 170.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845832 PEPMASS=559.152039 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_GE6_01_3128.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384960-01!5,7-dihydroxy-6-[(2S,3R,4R,6R)-4-hydroxy-6-methyl-5-oxo-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)C(=O)[C@@H](C)O[C@H]2C3=C(O)C=C4OC(=CC(=O)C4=C3O)C5=CC=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H28O13/c1-9-20(32)23(35)26(40-27-24(36)22(34)19(31)10(2)38-27)25(37-9)18-14(30)8-16-17(21(18)33)13(29)7-15(39-16)11-3-5-12(28)6-4-11/h3-10,19,22-28,30-31,33-36H,1-2H3/t9-,10+,19+,22-,23+,24-,25+,26-,27+/m1/s1 INCHIAUX=LCQVQAZLYBJMGJ-LUSKEGLYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845832 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845832 SCANS=261 125.01830291748047 148.0 176.02691650390625 188.0 187.0146484375 269.0 190.6357879638672 271.0 269.0455322265625 886.0 282.0548400878906 291.0 291.05584716796875 270.0 293.0394287109375 330.0 294.131591796875 160.0 294.63568115234375 59.0 295.0591125488281 1121.0 295.2301330566406 91.0 297.0378723144531 382.0 311.0455017089844 233.0 321.0438537597656 1324.0 322.0644226074219 320.0 337.03021240234375 166.0 349.0723571777344 219.0 351.04876708984375 298.0 353.06982421875 111.0 369.0482177734375 296.0 395.0775451660156 5483.0 412.08331298828125 181.0 441.0738525390625 352.0 457.1185302734375 355.0 459.6785583496094 425.0 515.1178588867188 121.0 559.1489868164062 740.0 818.2567749023438 220.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845833 PEPMASS=339.157379 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_GC5_01_3211.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384544-01!2-hydroxy-4-methoxy-3-(3-methylbut-2-enyl)-6-(2-phenylethyl)benzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(CCC2=CC=CC=C2)=C(C(O)=O)C(O)=C1CC=C(C)C INCHI=InChI=1S/C21H24O4/c1-14(2)9-12-17-18(25-3)13-16(19(20(17)22)21(23)24)11-10-15-7-5-4-6-8-15/h4-9,13,22H,10-12H2,1-3H3,(H,23,24) INCHIAUX=CTNFTPUIYFUXBE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845833 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845833 SCANS=495 211.11929321289062 210.0 225.09182739257812 222.0 226.1005859375 126.0 237.09352111816406 250.0 281.0854187011719 198.0 295.17413330078125 3242.0 339.1617736816406 2123.0 1663.502197265625 92.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845836 PEPMASS=359.074005 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_GC5_01_3211.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384647-01!5,7-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(O)=C1OC)C2=COC3=CC(O)=C(OC)C(O)=C3C2=O INCHI=InChI=1S/C18H16O8/c1-23-13-5-8(4-10(19)17(13)24-2)9-7-26-12-6-11(20)18(25-3)16(22)14(12)15(9)21/h4-7,19-20,22H,1-3H3 INCHIAUX=TUGWPJJTQNLKCL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845836 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845836 SCANS=302 162.0004425048828 222.0 164.9833526611328 85.0 181.8468475341797 425.0 214.0238037109375 426.0 230.03863525390625 239.0 241.01019287109375 167.0 258.01275634765625 175.0 274.99615478515625 205.0 285.03399658203125 130.0 286.0049743652344 334.0 297.0078430175781 157.0 301.0385437011719 167.0 313.9969787597656 346.0 329.0357666015625 776.0 344.0567626953125 3325.0 345.04931640625 204.0 359.07928466796875 1766.0 373.8865966796875 67.0 681.25048828125 75.0 1059.3575439453125 81.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845837 PEPMASS=686.305908 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_GC5_01_3211.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168874-03!N-[3-[5,8-bis[3-[acetyl(hydroxy)amino]propyl]-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexazacyclooctadec-2-yl]propyl]-N-hydroxyacetamide [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)N(O)CCCC1NC(=O)CNC(=O)CNC(=O)CNC(=O)C(CCCN(O)C(C)=O)NC(=O)C(CCCN(O)C(C)=O)NC1=O INCHI=InChI=1S/C27H45N9O12/c1-16(37)34(46)10-4-7-19-25(43)30-14-23(41)28-13-22(40)29-15-24(42)31-20(8-5-11-35(47)17(2)38)26(44)33-21(27(45)32-19)9-6-12-36(48)18(3)39/h19-21,46-48H,4-15H2,1-3H3,(H,28,41)(H,29,40)(H,30,43)(H,31,42)(H,32,45)(H,33,44) INCHIAUX=ZFDAUYPBCXMSBF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845837 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845837 SCANS=145 83.02299499511719 217.0 109.0432357788086 221.0 113.03457641601562 834.0 122.86763763427734 218.0 128.04429626464844 598.0 128.0867156982422 233.0 129.06932067871094 296.0 130.05987548828125 511.0 135.052978515625 226.0 138.06846618652344 422.0 141.06851196289062 306.0 150.06756591796875 219.0 151.04981994628906 254.0 154.06417846679688 415.0 160.1306610107422 117.0 166.0577850341797 298.0 167.06015014648438 164.0 167.10931396484375 224.0 168.07850646972656 1181.0 169.07376098632812 485.0 171.06182861328125 203.0 179.09107971191406 186.0 180.0789337158203 257.0 184.0720672607422 203.0 185.10476684570312 876.0 186.1021270751953 198.0 187.08413696289062 158.0 198.0506591796875 313.0 203.08106994628906 396.0 212.11131286621094 183.0 216.53659057617188 88.0 225.09532165527344 90.0 240.15415954589844 137.0 242.12413024902344 942.0 242.2123565673828 240.0 243.14060974121094 169.0 244.1065216064453 456.0 254.11968994140625 230.0 254.59414672851562 416.0 256.1053466796875 292.0 257.121337890625 130.0 258.8094177246094 96.0 264.1112365722656 298.0 266.1684875488281 189.0 269.0763244628906 145.0 280.1379089355469 331.0 281.1360168457031 453.0 282.1216125488281 850.0 283.1375427246094 210.0 284.13671875 246.0 285.19683837890625 227.0 290.11669921875 210.0 292.1405334472656 244.0 295.15264892578125 194.0 296.0856628417969 167.0 297.17425537109375 537.0 299.1456298828125 1658.0 302.15423583984375 346.0 311.19097900390625 183.0 314.1582946777344 322.0 319.1554260253906 193.0 323.1949768066406 175.0 338.12408447265625 200.0 340.16326904296875 314.0 348.1458435058594 191.0 354.18994140625 969.0 359.17230224609375 532.0 365.1120300292969 149.0 393.1932678222656 140.0 394.17718505859375 497.0 394.2110290527344 306.0 396.5548095703125 149.0 406.1725769042969 120.0 408.178955078125 276.0 409.2294006347656 619.0 410.25518798828125 175.0 418.21405029296875 89.0 426.1748352050781 196.0 426.21893310546875 176.0 429.2041931152344 127.0 432.1802978515625 145.0 450.1845703125 219.0 452.1792297363281 182.0 454.25518798828125 176.0 458.2051086425781 110.0 459.19677734375 264.0 462.2612609863281 122.0 480.26953125 237.0 488.23553466796875 118.0 489.2289123535156 194.0 494.2149658203125 108.0 506.2486877441406 1705.0 509.80133056640625 105.0 518.22998046875 389.0 524.2598266601562 989.0 548.23876953125 243.0 564.6655883789062 134.0 565.1788940429688 123.0 566.2666015625 2180.0 584.2783813476562 193.0 599.2859497070312 309.0 608.2874145507812 189.0 624.99755859375 96.0 626.291748046875 3790.0 642.28173828125 293.0 644.3045043945312 322.0 644.3595581054688 171.0 644.4041748046875 125.0 684.4880981445312 59.0 684.7484741210938 139.0 685.5133056640625 133.0 686.063720703125 267.0 686.3129272460938 9534.0 686.7756958007812 64.0 687.3057861328125 483.0 691.0224609375 224.0 1025.1871337890625 250.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845839 PEPMASS=722.282715 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_GC5_01_3211.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168874-03!N-[3-[5,8-bis[3-[acetyl(hydroxy)amino]propyl]-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexazacyclooctadec-2-yl]propyl]-N-hydroxyacetamide [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)N(O)CCCC1NC(=O)CNC(=O)CNC(=O)CNC(=O)C(CCCN(O)C(C)=O)NC(=O)C(CCCN(O)C(C)=O)NC1=O INCHI=InChI=1S/C27H45N9O12/c1-16(37)34(46)10-4-7-19-25(43)30-14-23(41)28-13-22(40)29-15-24(42)31-20(8-5-11-35(47)17(2)38)26(44)33-21(27(45)32-19)9-6-12-36(48)18(3)39/h19-21,46-48H,4-15H2,1-3H3,(H,28,41)(H,29,40)(H,30,43)(H,31,42)(H,32,45)(H,33,44) INCHIAUX=ZFDAUYPBCXMSBF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845839 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845839 SCANS=146 83.02499389648438 183.0 95.02381134033203 237.0 125.0369873046875 264.0 185.1048126220703 275.0 187.07228088378906 191.0 199.54833984375 178.0 311.1372375488281 204.0 317.1590270996094 125.0 339.1815490722656 195.0 339.8800964355469 263.0 394.22247314453125 118.0 396.16900634765625 398.0 409.24822998046875 352.0 506.2427978515625 206.0 566.2274780273438 101.0 566.2814331054688 184.0 624.0681762695312 57.0 624.8718872070312 61.0 668.3009643554688 144.0 686.3101806640625 1857.0 722.29443359375 444.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845841 PEPMASS=741.181641 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_GC5_01_3211.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384545-01![(2R,3S,4S,5R,6S)-6-[3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-8-methoxy-4-oxochromen-7-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2=C(O)C(=O)C3=C(O)C=C(O[C@@H]4O[C@H](COC(C)=O)[C@@H](O)[C@H](O)[C@H]4O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)C(OC)=C3O2 INCHI=InChI=1S/C31H36O18/c1-10-19(35)22(38)25(41)30(45-10)49-29-23(39)20(36)17(9-44-11(2)32)47-31(29)46-16-8-14(34)18-21(37)24(40)26(48-28(18)27(16)43-4)12-5-6-13(33)15(7-12)42-3/h5-8,10,17,19-20,22-23,25,29-31,33-36,38-41H,9H2,1-4H3/t10-,17+,19-,20+,22+,23-,25+,29+,30-,31+/m0/s1 INCHIAUX=JGGRFKDDIGORCC-LHYXFQTCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845841 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845841 SCANS=254 72.77739715576172 187.0 93.0527114868164 127.0 97.99918365478516 377.0 109.99882507324219 395.0 125.99296569824219 296.0 136.98268127441406 455.0 137.0028533935547 351.0 137.9935302734375 176.0 150.39170837402344 350.0 162.6195068359375 101.0 163.0438995361328 295.0 164.98060607910156 2101.0 165.9889373779297 1976.0 167.00607299804688 364.0 169.93844604492188 99.0 176.06552124023438 322.0 176.51344299316406 146.0 177.99168395996094 325.0 180.0110626220703 196.0 181.0193634033203 382.0 183.27276611328125 155.0 187.0441436767578 281.0 188.72451782226562 135.0 192.98196411132812 289.0 197.061767578125 205.0 207.0379638671875 188.0 214.0243377685547 386.0 242.0224609375 519.0 245.04701232910156 176.0 246.04586791992188 85.0 247.02410888671875 132.0 255.02883911132812 262.0 257.04766845703125 469.0 258.0152893066406 476.0 258.0506591796875 130.0 261.0379333496094 215.0 270.0140380859375 734.0 271.0164794921875 186.0 273.040771484375 490.0 274.05047607421875 468.0 278.0416259765625 229.0 285.043701171875 130.0 286.0100402832031 1096.0 287.0100402832031 200.0 300.81573486328125 107.0 301.0345153808594 2393.0 302.035888671875 280.0 313.0362548828125 200.0 314.01031494140625 1605.0 315.0112609863281 930.0 316.0061340332031 250.0 317.0596618652344 471.0 325.09307861328125 138.0 327.7540283203125 106.0 328.0578308105469 261.0 329.0294494628906 15289.0 329.3661193847656 151.0 330.03955078125 9352.0 331.4775390625 243.0 332.05169677734375 194.0 332.14691162109375 73.0 342.3638916015625 96.0 343.0406494140625 254.0 344.0545349121094 6986.0 345.061767578125 21320.0 346.0474853515625 412.0 353.6500244140625 93.0 387.0724182128906 429.0 405.9482421875 186.0 441.63262939453125 191.0 457.0680847167969 198.0 531.1343383789062 309.0 533.1361694335938 258.0 534.1300048828125 108.0 621.1552734375 273.0 635.1495971679688 111.0 636.1768188476562 232.0 649.1541748046875 78.0 653.1494750976562 521.0 653.8193359375 122.0 680.16357421875 1056.0 681.164794921875 134.0 693.466552734375 92.0 694.1852416992188 77.0 695.1815795898438 22130.0 696.1915893554688 1124.0 697.6986083984375 106.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845843 PEPMASS=545.163086 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G4_RG4_01_3186.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381240-01!1,3,4-trihydroxy-5-[(E)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyl]oxycyclohexane-1-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(\C=C\C(=O)OC2CC(O)(CC(O)C2O)C(O)=O)=CC3=C1OC(C3CO)C4=CC=C(O)C(OC)=C4 INCHI=InChI=1S/C27H30O12/c1-36-19-9-14(4-5-17(19)29)24-16(12-28)15-7-13(8-20(37-2)25(15)39-24)3-6-22(31)38-21-11-27(35,26(33)34)10-18(30)23(21)32/h3-9,16,18,21,23-24,28-30,32,35H,10-12H2,1-2H3,(H,33,34)/b6-3+ INCHIAUX=GQMNGGACVSAOEC-ZZXKWVIFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845843 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845843 SCANS=215 103.66036987304688 204.0 108.01986694335938 295.0 137.0192413330078 228.0 155.03643798828125 269.0 173.04367065429688 1709.0 176.04905700683594 298.0 178.02252197265625 235.0 191.0558624267578 871.0 238.04466247558594 253.0 249.0479278564453 164.0 263.07391357421875 127.0 264.3827819824219 61.0 267.0682067871094 579.0 278.0899658203125 315.0 294.0848693847656 476.0 295.05975341796875 108.0 297.1155700683594 294.0 309.0767517089844 754.0 312.2831726074219 62.0 322.0763854980469 236.0 323.0466003417969 604.0 323.0975341796875 241.0 327.1169128417969 319.0 338.0798034667969 517.0 341.1026916503906 3159.0 353.1040344238281 5986.0 371.1145324707031 3212.0 545.1638793945312 1254.0 873.1673583984375 870.0 1454.08837890625 146.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845845 PEPMASS=843.268066 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G4_RG4_01_3186.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381241-01![2-[6-[4-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2,6-dihydroxy-3-[3-(4-hydroxyphenyl)propanoyl]phenyl]-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(C)OC(C(O)C2O)C3=C(O)C=C(OC4OC(CO)C(O)C4O)C(C(=O)CCC5=CC=C(O)C=C5)=C3O)C(O)C(OC(=O)\C=C\C6=CC=C(O)C=C6)C1O INCHI=InChI=1S/C41H48O19/c1-17-30(48)39(59-27(47)14-8-20-5-11-22(44)12-6-20)36(54)41(56-17)60-37-18(2)55-38(34(52)33(37)51)29-24(46)15-25(57-40-35(53)31(49)26(16-42)58-40)28(32(29)50)23(45)13-7-19-3-9-21(43)10-4-19/h3-6,8-12,14-15,17-18,26,30-31,33-44,46,48-54H,7,13,16H2,1-2H3/b14-8+ INCHIAUX=XREZOMRRMAKCRX-RIYZIHGNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845845 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845845 SCANS=282 93.03643035888672 241.0 96.27183532714844 61.0 105.03530883789062 197.0 108.64533996582031 248.0 112.59664154052734 62.0 117.03192138671875 294.0 119.04834747314453 1721.0 125.02466583251953 813.0 137.02877807617188 203.0 139.04037475585938 162.0 146.8505859375 56.0 147.05105590820312 339.0 149.02291870117188 656.0 149.05775451660156 251.0 151.00177001953125 603.0 163.0405731201172 2227.0 163.08175659179688 152.0 165.02053833007812 330.0 166.0267791748047 809.0 167.0343017578125 2736.0 174.47764587402344 235.0 175.0040283203125 636.0 176.00991821289062 693.0 179.03073120117188 581.0 179.07293701171875 260.0 180.04339599609375 185.0 190.53233337402344 106.0 191.0341033935547 15927.0 197.047119140625 153.0 203.03268432617188 3484.0 205.05213928222656 250.0 208.31053161621094 91.0 209.04544067382812 557.0 215.03001403808594 360.0 217.02792358398438 389.0 221.04307556152344 372.0 233.0418243408203 1253.0 239.0545654296875 365.0 263.0522766113281 255.0 273.0811462402344 758.0 283.06439208984375 211.0 285.0703125 289.0 286.08636474609375 423.0 286.1157531738281 370.0 296.2619934082031 223.0 296.76318359375 273.0 297.07757568359375 23384.0 298.0768737792969 554.0 299.61346435546875 74.0 303.0963439941406 107.0 308.4456481933594 144.0 309.0839538574219 207.0 311.0987854003906 276.0 313.06951904296875 234.0 315.0845947265625 2863.0 316.08270263671875 154.0 318.2852783203125 194.0 323.11199951171875 290.0 327.0888977050781 813.0 338.0652160644531 177.0 339.08551025390625 206.0 344.0902404785156 200.0 345.10296630859375 1016.0 349.8829040527344 133.0 353.106689453125 247.0 353.32745361328125 118.0 357.09478759765625 215.0 368.09002685546875 450.0 368.179443359375 96.0 401.1244812011719 1247.0 403.1214599609375 247.0 411.0989990234375 192.0 419.1427307128906 129.0 427.1271057128906 586.0 445.1348876953125 155.0 456.3114013671875 126.0 469.14208984375 1536.0 475.1520080566406 1113.0 499.162353515625 124.0 499.20306396484375 180.0 573.1790771484375 340.0 574.376708984375 83.0 575.1798706054688 20063.0 575.2872924804688 123.0 576.1865234375 1711.0 576.6469116210938 89.0 585.1597900390625 238.0 593.1883544921875 4458.0 594.1943969726562 461.0 605.1962280273438 957.0 621.1223754882812 116.0 621.1818237304688 167.0 623.1965942382812 2597.0 623.36376953125 83.0 624.1830444335938 319.0 644.2147216796875 159.0 661.2246704101562 105.0 665.1340942382812 59.0 678.4104614257812 153.0 679.2271728515625 11410.0 680.2335815429688 1085.0 682.462890625 133.0 684.1589965820312 150.0 697.2422485351562 5240.0 698.2108154296875 341.0 739.2295532226562 179.0 799.2937622070312 113.0 843.2703247070312 2127.0 844.2684936523438 622.0 1589.5029296875 363.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845847 PEPMASS=889.271362 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G4_RG4_01_3186.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381241-01![2-[6-[4-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2,6-dihydroxy-3-[3-(4-hydroxyphenyl)propanoyl]phenyl]-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(C)OC(C(O)C2O)C3=C(O)C=C(OC4OC(CO)C(O)C4O)C(C(=O)CCC5=CC=C(O)C=C5)=C3O)C(O)C(OC(=O)\C=C\C6=CC=C(O)C=C6)C1O INCHI=InChI=1S/C41H48O19/c1-17-30(48)39(59-27(47)14-8-20-5-11-22(44)12-6-20)36(54)41(56-17)60-37-18(2)55-38(34(52)33(37)51)29-24(46)15-25(57-40-35(53)31(49)26(16-42)58-40)28(32(29)50)23(45)13-7-19-3-9-21(43)10-4-19/h3-6,8-12,14-15,17-18,26,30-31,33-44,46,48-54H,7,13,16H2,1-2H3/b14-8+ INCHIAUX=XREZOMRRMAKCRX-RIYZIHGNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845847 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845847 SCANS=288 83.14318084716797 228.0 93.0312728881836 277.0 108.30862426757812 316.0 147.04388427734375 318.0 147.7584991455078 128.0 149.02786254882812 366.0 163.04458618164062 202.0 167.0333709716797 377.0 175.0045928955078 312.0 181.05145263671875 291.0 189.06069946289062 317.0 191.02969360351562 1391.0 203.03546142578125 230.0 215.03773498535156 413.0 279.0158996582031 223.0 279.0642395019531 117.0 295.0873107910156 213.0 297.0768127441406 1931.0 299.0585632324219 332.0 339.0883483886719 713.0 345.1025695800781 206.0 369.13543701171875 387.0 401.1002502441406 340.0 445.1196594238281 124.0 469.1278076171875 336.0 475.137939453125 288.0 513.160400390625 104.0 547.1886596679688 280.0 575.1784057617188 2009.0 576.1508178710938 117.0 593.1809692382812 318.0 623.195068359375 605.0 679.2222290039062 1202.0 680.2216186523438 469.0 697.2411499023438 973.0 698.2415771484375 131.0 843.2652587890625 164.0 844.261474609375 150.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845849 PEPMASS=371.147888 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_GE3_01_3042.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385174-01!1-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)propan-1-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=C(O)C=CC(C(=O)CCC2=CC=C(O)C=C2)=C1O INCHI=InChI=1S/C20H22O4/c1-13(2)3-9-16-19(23)12-10-17(20(16)24)18(22)11-6-14-4-7-15(21)8-5-14/h3-5,7-8,10,12,21,23-24H,6,9,11H2,1-2H3 INCHIAUX=IZCOBQSZMYGEDP-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845849 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845849 SCANS=424 163.04734802246094 153.0 196.0392608642578 304.0 219.1019287109375 2775.0 304.54522705078125 570.0 325.14495849609375 1773.0 1692.8822021484375 183.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845852 PEPMASS=463.085358 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_GE3_01_3042.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385170-01!3,5,7-trihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(O)C=CC(=C2)C3=C(O)C(=O)C4=C(O)C=C(O)C=C4O3)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H20O12/c22-6-13-15(26)17(28)19(30)21(33-13)32-11-3-7(1-2-9(11)24)20-18(29)16(27)14-10(25)4-8(23)5-12(14)31-20/h1-5,13,15,17,19,21-26,28-30H,6H2/t13-,15-,17+,19-,21-/m1/s1 INCHIAUX=YLWQTYZKYGNKPI-HMGRVEAOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845852 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845852 SCANS=233 210.03460693359375 323.0 227.02931213378906 212.0 282.3184814453125 234.0 283.02679443359375 928.0 283.5021057128906 146.0 284.0266418457031 221.0 287.0286560058594 260.0 299.0239562988281 103.0 299.0509948730469 119.0 301.0315246582031 870.0 316.0203552246094 295.0 331.0601501464844 298.0 447.07977294921875 513.0 448.0716552734375 146.0 462.1158142089844 709.0 463.0792541503906 281.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845853 PEPMASS=509.09024 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_GE3_01_3042.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385170-01!3,5,7-trihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(O)C=CC(=C2)C3=C(O)C(=O)C4=C(O)C=C(O)C=C4O3)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H20O12/c22-6-13-15(26)17(28)19(30)21(33-13)32-11-3-7(1-2-9(11)24)20-18(29)16(27)14-10(25)4-8(23)5-12(14)31-20/h1-5,13,15,17,19,21-26,28-30H,6H2/t13-,15-,17+,19-,21-/m1/s1 INCHIAUX=YLWQTYZKYGNKPI-HMGRVEAOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845853 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845853 SCANS=230 151.00062561035156 579.0 175.03756713867188 270.0 193.0171661376953 159.0 301.0353088378906 1394.0 319.26171875 98.0 368.0964660644531 143.0 462.3793640136719 320.0 463.0906066894531 2899.0 507.15667724609375 306.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845856 PEPMASS=477.100494 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_GE3_01_3042.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169555-02!2-(3,5-dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(C=C1O)C2=C(O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)C(=O)C4=C(O2)C=C(O)C=C4O INCHI=InChI=1S/C22H22O12/c1-7-15(27)17(29)18(30)22(32-7)34-21-16(28)14-10(24)5-9(23)6-13(14)33-19(21)8-3-11(25)20(31-2)12(26)4-8/h3-7,15,17-18,22-27,29-30H,1-2H3/t7-,15-,17+,18+,22-/m0/s1 INCHIAUX=NAQNISJXKDSYJD-DHWIRCOFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845856 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845856 SCANS=240 119.04900360107422 199.0 145.0329132080078 434.0 243.02520751953125 227.0 299.0135192871094 239.0 300.02789306640625 529.0 312.81341552734375 100.0 314.14105224609375 56.0 315.0490417480469 2908.0 315.3055419921875 192.0 316.032470703125 173.0 477.1058349609375 451.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845857 PEPMASS=523.105469 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_GE3_01_3042.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169555-02!2-(3,5-dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(C=C1O)C2=C(O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)C(=O)C4=C(O2)C=C(O)C=C4O INCHI=InChI=1S/C22H22O12/c1-7-15(27)17(29)18(30)22(32-7)34-21-16(28)14-10(24)5-9(23)6-13(14)33-19(21)8-3-11(25)20(31-2)12(26)4-8/h3-7,15,17-18,22-27,29-30H,1-2H3/t7-,15-,17+,18+,22-/m0/s1 INCHIAUX=NAQNISJXKDSYJD-DHWIRCOFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845857 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845857 SCANS=211 163.07373046875 304.0 168.738525390625 89.0 195.15164184570312 53.0 236.02716064453125 58.0 237.91734313964844 128.0 242.02789306640625 71.0 258.4935302734375 138.0 259.02227783203125 260.0 271.0252990722656 228.0 287.0330810546875 278.0 290.2663269042969 225.0 306.3321838378906 139.0 315.0128173828125 2309.0 316.02093505859375 6866.0 330.03729248046875 1273.0 331.0442810058594 9045.0 462.0780029296875 322.0 473.70489501953125 60.0 474.921142578125 67.0 475.0281982421875 206.0 477.104736328125 11610.0 478.10601806640625 167.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845860 PEPMASS=523.142578 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_GE3_01_3042.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385166-01![(2R,3S,4S,5R,6S)-6-[3,5-dihydroxy-2-[3-(4-hydroxyphenyl)propanoyl]phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)OC[C@H]1O[C@@H](OC2=C(C(=O)CCC3=CC=C(O)C=C3)C(O)=CC(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C23H26O11/c1-11(24)32-10-18-20(29)21(30)22(31)23(34-18)33-17-9-14(26)8-16(28)19(17)15(27)7-4-12-2-5-13(25)6-3-12/h2-3,5-6,8-9,18,20-23,25-26,28-31H,4,7,10H2,1H3/t18-,20-,21+,22-,23-/m1/s1 INCHIAUX=WKDMJJFSCAZJHE-DODNOZFWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845860 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845860 SCANS=266 83.01486206054688 290.0 100.95333099365234 53.0 115.4524154663086 101.0 119.04965209960938 180.0 121.02885437011719 229.0 123.04377746582031 129.0 147.9111785888672 217.0 163.04190063476562 264.0 167.0345001220703 4540.0 175.03213500976562 145.0 179.03395080566406 727.0 189.04925537109375 196.0 221.04615783691406 135.0 229.08377075195312 90.0 272.5537414550781 92.0 273.07537841796875 20191.0 273.1551818847656 55.0 274.0818786621094 483.0 297.0775451660156 227.0 312.0606994628906 211.0 435.13507080078125 284.0 435.1617431640625 351.0 477.1463623046875 1835.0 543.4097900390625 197.0 601.2412109375 63.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845862 PEPMASS=627.110779 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_GE3_01_3042.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385175-01!7-hydroxy-3-(2-oxochromen-7-yl)oxy-8-[2-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-8-yl]chromen-2-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=CC=C3C=CC(=O)OC3=C2C4=C5OC(=O)C(OC6=CC=C7C=CC(=O)OC7=C6)=CC5=CC=C4O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C33H24O13/c1-14-27(37)28(38)29(39)33(41-14)44-20-9-4-16-6-11-24(36)45-30(16)26(20)25-19(34)8-3-17-12-22(32(40)46-31(17)25)42-18-7-2-15-5-10-23(35)43-21(15)13-18/h2-14,27-29,33-34,37-39H,1H3/t14-,27-,28+,29+,33-/m0/s1 INCHIAUX=IKMYHRZEPWIULH-JJPXTECOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845862 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845862 SCANS=282 85.03252410888672 392.0 119.04912567138672 242.0 133.02877807617188 292.0 145.02279663085938 214.0 161.02334594726562 6209.0 163.0419158935547 387.0 220.05532836914062 376.0 222.25677490234375 292.0 246.088623046875 283.0 263.0317077636719 272.0 264.04302978515625 278.0 275.03192138671875 409.0 302.0810546875 369.0 321.08697509765625 247.0 375.0685119628906 240.0 391.0580139160156 137.0 392.97979736328125 65.0 393.0799865722656 1873.0 407.05413818359375 175.0 409.0668029785156 386.0 435.0596618652344 86.0 437.0617370605469 2282.0 463.03826904296875 149.0 467.1564636230469 266.0 477.1559143066406 86.0 479.8435974121094 155.0 480.8296203613281 161.0 481.0566101074219 7354.0 482.0714111328125 92.0 625.8187866210938 78.0 626.1641845703125 80.0 627.1126098632812 1811.0 628.1436767578125 203.0 1223.827392578125 152.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845864 PEPMASS=415.146149 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E12_GE12_01_3134.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385778-01!5,7-dihydroxy-2-[4-hydroxy-3-methoxy-5-(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C(CC=C(C)C)=CC(=C1)C2CC(=O)C3=C(O)C=C(O)C=C3O2 INCHI=InChI=1S/C21H22O6/c1-11(2)4-5-12-6-13(7-19(26-3)21(12)25)17-10-16(24)20-15(23)8-14(22)9-18(20)27-17/h4,6-9,17,22-23,25H,5,10H2,1-3H3 INCHIAUX=UQFQODVSORPELA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845864 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845864 SCANS=392 151.00535583496094 299.0 164.01132202148438 200.0 195.99859619140625 144.0 202.10223388671875 214.0 253.12083435058594 186.0 282.12725830078125 197.0 325.1455078125 250.0 353.4252624511719 204.0 354.24505615234375 183.0 367.5076599121094 312.0 369.131103515625 5816.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845866 PEPMASS=446.145203 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E12_GE12_01_3134.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385712-01![5-chloro-3-[(1E,3E,5E)-hepta-1,3,5-trienyl]-7-methyl-6,8-dioxo-2H-isoquinolin-7-yl] 3,5-dihydroxyhexanoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C\C=C\C=C\C1=CC2=C(Cl)C(=O)C(C)(OC(=O)CC(O)CC(C)O)C(=O)C2=CN1 INCHI=InChI=1S/C23H26ClNO6/c1-4-5-6-7-8-9-15-11-17-18(13-25-15)21(29)23(3,22(30)20(17)24)31-19(28)12-16(27)10-14(2)26/h4-9,11,13-14,16,25-27H,10,12H2,1-3H3/b5-4+,7-6+,9-8+ INCHIAUX=NCHVDWWMGYMNEG-ZAJAATJQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845866 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845866 SCANS=321 135.21434020996094 61.0 147.06321716308594 1818.0 151.44500732421875 115.0 205.99932861328125 196.0 252.1131591796875 114.0 254.1136016845703 102.0 279.2171325683594 343.0 279.72576904296875 84.0 280.0545654296875 90.0 280.1004638671875 1327.0 280.1469421386719 114.0 282.03265380859375 273.0 298.0648498535156 1042.0 299.0736083984375 199.0 446.1319885253906 380.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845867 PEPMASS=515.201782 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E12_GE12_01_3134.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385623-01!4,6-dihydroxy-3-(6-hydroxy-1-oxo-3-pentylisochromen-8-yl)oxy-2-pentylbenzoic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC1=CC2=C(C(=O)O1)C(OC3=C(CCCCC)C(C(O)=O)=C(O)C=C3O)=CC(O)=C2 INCHI=InChI=1S/C26H30O8/c1-3-5-7-9-17-12-15-11-16(27)13-21(22(15)26(32)33-17)34-24-18(10-8-6-4-2)23(25(30)31)19(28)14-20(24)29/h11-14,27-29H,3-10H2,1-2H3,(H,30,31) INCHIAUX=BRRNOCJIAXDCCX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845867 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845867 SCANS=422 75.59849548339844 133.0 123.04779815673828 380.0 131.12855529785156 100.0 133.0951690673828 196.0 161.0234375 671.0 173.2647247314453 133.0 193.0806884765625 307.0 196.04542541503906 226.0 201.28317260742188 266.0 203.1122589111328 332.0 203.1588897705078 56.0 210.1501922607422 153.0 218.0943603515625 212.0 239.42041015625 90.0 246.0849151611328 676.0 247.0969696044922 646.0 250.15098571777344 362.0 253.0536346435547 177.0 259.1304931640625 220.0 262.08660888671875 111.0 283.1269836425781 88.0 307.12908935546875 119.0 314.1317443847656 232.0 325.08636474609375 100.0 326.112548828125 238.0 327.1223449707031 138.0 337.1458740234375 219.0 351.161376953125 88.0 352.0871276855469 232.0 353.112548828125 96.0 367.1209411621094 153.0 379.19500732421875 608.0 381.0898742675781 114.0 381.2201843261719 508.0 383.1781311035156 210.0 405.1068115234375 196.0 407.1888427734375 1115.0 407.82391357421875 235.0 425.1940612792969 2627.0 450.9982604980469 221.0 451.17999267578125 7672.0 466.0833740234375 59.0 467.24896240234375 142.0 468.5401306152344 242.0 469.1012878417969 107.0 469.18548583984375 10129.0 572.9349365234375 85.0 857.9767456054688 128.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845869 PEPMASS=637.187805 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E12_GE12_01_3134.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385636-01!7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-8-methoxy-3-(4-methoxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2=COC3=C(OC)C(O[C@@H]4O[C@H](CO[C@@H]5OC[C@](O)(CO)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)=CC=C3C2=O INCHI=InChI=1S/C28H32O14/c1-36-14-5-3-13(4-6-14)16-9-38-23-15(19(16)30)7-8-17(24(23)37-2)41-26-22(33)21(32)20(31)18(42-26)10-39-27-25(34)28(35,11-29)12-40-27/h3-9,18,20-22,25-27,29,31-35H,10-12H2,1-2H3/t18-,20-,21+,22-,25+,26-,27-,28-/m1/s1 INCHIAUX=OLLIISPFUQXHLB-WXLOFIPBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845869 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845869 SCANS=235 109.56261444091797 84.0 133.0274200439453 261.0 146.13653564453125 86.0 146.402099609375 169.0 152.5518035888672 130.0 170.182373046875 117.0 183.0445098876953 161.0 187.87765502929688 246.0 223.03924560546875 121.0 239.03358459472656 1098.0 254.06101989746094 230.0 267.02899169921875 1829.0 269.06854248046875 68.0 269.3967590332031 68.0 269.8291931152344 149.0 280.97454833984375 219.0 281.340576171875 178.0 282.05291748046875 21897.0 282.12652587890625 102.0 283.06378173828125 112.0 283.60626220703125 97.0 293.0848388671875 138.0 296.2970886230469 155.0 296.3970642089844 90.0 296.5765686035156 50.0 296.77880859375 165.0 297.0766296386719 32035.0 297.3974304199219 100.0 298.08624267578125 507.0 299.9020080566406 88.0 307.5799865722656 63.0 591.205810546875 154.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845871 PEPMASS=895.246399 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E12_GE12_01_3134.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380483-02!2-[4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-yl]-1,8,10-trihydroxy-6-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2(O)C3=C(C(=O)C4=C2C=C(CO)C=C4O)C(O)=C(C=C3)C6(C5OC(CO)C(O)C(O)C5O)C7=CC=CC(O)=C7C(=O)C8=C6C=C(CO)C=C8O INCHI=InChI=1S/C42H42O19/c43-10-14-6-19-27(22(48)8-14)33(53)26-16(2-1-3-21(26)47)41(19,39-37(57)35(55)31(51)24(12-45)60-39)18-5-4-17-29(30(18)50)34(54)28-20(7-15(11-44)9-23(28)49)42(17,59)40-38(58)36(56)32(52)25(13-46)61-40/h1-9,24-25,31-32,35-40,43-52,55-59H,10-13H2 INCHIAUX=XVYHBBAKYWDFRE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845871 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845871 SCANS=226 78.96603393554688 297.0 79.16533660888672 225.0 103.31415557861328 80.0 194.52340698242188 153.0 200.93038940429688 217.0 225.04713439941406 51.0 236.0467987060547 168.0 236.96751403808594 217.0 237.01866149902344 166.0 253.05322265625 164.0 255.05995178222656 463.0 261.0580139160156 161.0 261.420166015625 59.0 261.7088317871094 276.0 265.9111328125 138.0 268.9154357910156 135.0 269.0473937988281 1380.0 280.1602783203125 359.0 283.09967041015625 218.0 285.0408020019531 692.0 289.7474670410156 81.0 299.8805847167969 196.0 309.0810852050781 198.0 310.26312255859375 94.0 315.0809631347656 305.0 344.3239440917969 77.0 346.93218994140625 296.0 373.0729064941406 201.0 402.5964660644531 191.0 417.1599426269531 349.0 443.0980529785156 59.0 445.11175537109375 176.0 449.1019592285156 145.0 452.99749755859375 113.0 453.1060791015625 222.0 459.08819580078125 92.0 475.0859680175781 235.0 481.08697509765625 213.0 487.11419677734375 127.0 491.0633544921875 124.0 493.115966796875 522.0 494.09613037109375 364.0 495.123779296875 363.0 505.0928955078125 4060.0 506.1041564941406 781.0 507.12646484375 334.0 509.1949462890625 114.0 521.0994262695312 108.0 522.025146484375 172.0 522.1044311523438 296.0 522.4376220703125 97.0 522.4765014648438 158.0 523.1049194335938 38789.0 524.1089477539062 6169.0 524.234130859375 86.0 525.1170043945312 758.0 527.640625 181.0 530.0911865234375 69.0 543.9527587890625 421.0 548.1010131835938 202.0 554.5040893554688 273.0 602.5104370117188 156.0 667.8746337890625 329.0 668.1670532226562 296.0 669.191650390625 140.0 684.1502075195312 189.0 685.152587890625 210.0 685.9600830078125 71.0 685.9934692382812 186.0 686.1638793945312 21593.0 686.3021850585938 139.0 686.474365234375 135.0 687.1793212890625 3832.0 688.1332397460938 258.0 689.2000122070312 107.0 690.229736328125 150.0 745.9984741210938 227.0 806.0400390625 127.0 806.9794311523438 146.0 811.2042846679688 77.0 847.5823364257812 137.0 848.0103759765625 170.0 849.2325439453125 4535.0 850.23779296875 1234.0 854.4957275390625 147.0 957.7832641601562 107.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845875 PEPMASS=367.210541 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_RA10_01_2972.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380425-01!1-(3,5-dihydroxyphenyl)-12-hydroxytridecan-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)CCCCCCCCCC(=O)CC1=CC(O)=CC(O)=C1 INCHI=InChI=1S/C19H30O4/c1-15(20)9-7-5-3-2-4-6-8-10-17(21)11-16-12-18(22)14-19(23)13-16/h12-15,20,22-23H,2-11H2,1H3 INCHIAUX=LPIOEJKQFMDVFS-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845875 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845875 SCANS=363 123.04527282714844 69.0 283.9485778808594 153.0 321.2090759277344 4311.0 1565.8287353515625 185.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845878 PEPMASS=387.142364 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_RA10_01_2972.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380428-01!4-hydroxy-5-methyl-3-[2-methyl-1-(4-methyl-5-oxooxolan-2-yl)but-3-en-2-yl]chromen-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CC(CC(C)(C=C)C2=C(O)C3=C(C)C=CC=C3OC2=O)OC1=O INCHI=InChI=1S/C20H22O5/c1-5-20(4,10-13-9-12(3)18(22)24-13)16-17(21)15-11(2)7-6-8-14(15)25-19(16)23/h5-8,12-13,21H,1,9-10H2,2-4H3 INCHIAUX=VKRXLYDRMJTDGD-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845878 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845878 SCANS=418 185.09771728515625 294.0 211.07037353515625 213.0 228.0787353515625 294.0 229.09014892578125 745.0 234.0640869140625 208.0 241.1283416748047 198.0 253.12103271484375 124.0 253.15541076660156 306.0 297.1448974609375 220.0 341.1385803222656 4161.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845879 PEPMASS=368.132904 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_RA10_01_2972.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347508-02!4-[2-[[2,3-dihydroxy-2-(1-hydroxyethyl)butanoyl]oxymethyl]anilino]-4-oxobutanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)C(O)(C(C)O)C(=O)OCC1=CC=CC=C1NC(=O)CCC(O)=O INCHI=InChI=1S/C17H23NO8/c1-10(19)17(25,11(2)20)16(24)26-9-12-5-3-4-6-13(12)18-14(21)7-8-15(22)23/h3-6,10-11,19-20,25H,7-9H2,1-2H3,(H,18,21)(H,22,23) INCHIAUX=DNDACVRMGDHDQY-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845879 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845879 SCANS=168 101.0263671875 285.0 163.0604705810547 3283.0 222.08460998535156 193.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845882 PEPMASS=433.111725 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_RA10_01_2972.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380476-01!5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2=C(O)C=C3OC(CC(=O)C3=C2O)C4=CC=C(O)C=C4 INCHI=InChI=1S/C21H22O10/c22-7-14-17(26)19(28)20(29)21(31-14)16-11(25)6-13-15(18(16)27)10(24)5-12(30-13)8-1-3-9(23)4-2-8/h1-4,6,12,14,17,19-23,25-29H,5,7H2 INCHIAUX=QKPKGDDHOGIEOO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845882 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845882 SCANS=211 77.95181274414062 349.0 119.05345916748047 641.0 125.025390625 342.0 135.04345703125 256.0 147.0067596435547 297.0 164.0079803466797 244.0 165.01377868652344 210.0 185.06298828125 218.0 186.65655517578125 303.0 193.005859375 94.0 203.0718994140625 289.0 209.04359436035156 243.0 223.02166748046875 206.0 227.068115234375 183.0 263.0862121582031 210.0 311.103271484375 259.0 313.0708312988281 7185.0 325.094482421875 104.0 343.0851135253906 1212.0 344.5695495605469 62.0 415.1133728027344 365.0 433.10711669921875 1057.0 631.2318115234375 195.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845883 PEPMASS=895.225952 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_RA10_01_2972.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380483-01!2-[4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-yl]-1,8,10-trihydroxy-6-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2(O)C3=C(C(=O)C4=C2C=C(CO)C=C4O)C(O)=C(C=C3)C6(C5OC(CO)C(O)C(O)C5O)C7=CC=CC(O)=C7C(=O)C8=C6C=C(CO)C=C8O INCHI=InChI=1S/C42H42O19/c43-10-14-6-19-27(22(48)8-14)33(53)26-16(2-1-3-21(26)47)41(19,39-37(57)35(55)31(51)24(12-45)60-39)18-5-4-17-29(30(18)50)34(54)28-20(7-15(11-44)9-23(28)49)42(17,59)40-38(58)36(56)32(52)25(13-46)61-40/h1-9,24-25,31-32,35-40,43-52,55-59H,10-13H2 INCHIAUX=XVYHBBAKYWDFRE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845883 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845883 SCANS=250 196.9847869873047 388.0 225.0651397705078 206.0 239.06466674804688 179.0 244.57472229003906 209.0 249.03761291503906 70.0 249.21678161621094 122.0 249.53466796875 107.0 250.1807098388672 81.0 252.29652404785156 201.0 253.0478057861328 518.0 253.7694854736328 95.0 254.0514373779297 321.0 255.0727996826172 175.0 257.0643005371094 60.0 261.56561279296875 246.0 269.04522705078125 595.0 270.05438232421875 196.0 270.9550476074219 163.0 275.8896484375 192.0 279.0673828125 572.0 281.93780517578125 471.0 283.0741882324219 141.0 291.06610107421875 250.0 301.5250549316406 327.0 315.0417175292969 269.0 328.787841796875 223.0 335.4696044921875 362.0 373.08740234375 220.0 386.0845031738281 62.0 402.2814636230469 96.0 410.5866394042969 210.0 427.4151916503906 77.0 431.0781555175781 217.0 435.876953125 260.0 449.1065979003906 77.0 453.1043701171875 173.0 456.0594787597656 158.0 456.6782531738281 219.0 459.089599609375 331.0 461.0871276855469 501.0 470.0777282714844 208.0 474.1624755859375 54.0 475.0843505859375 226.0 476.0878601074219 236.0 477.0960998535156 64.0 477.7321472167969 161.0 479.1254577636719 152.0 485.8907165527344 91.0 486.0782470703125 133.0 486.860595703125 252.0 487.0856018066406 1752.0 487.15875244140625 103.0 493.0995178222656 466.0 494.099853515625 1488.0 495.09228515625 125.0 505.0926513671875 7365.0 506.1038513183594 407.0 508.07525634765625 208.0 516.6719970703125 85.0 518.0809936523438 225.0 519.1205444335938 211.0 521.0798950195312 423.0 521.8543701171875 162.0 521.958984375 140.0 522.0935668945312 505.0 522.1892700195312 212.0 522.3604736328125 311.0 522.5299072265625 193.0 522.6146240234375 240.0 522.9158935546875 97.0 523.104736328125 59447.0 523.2769165039062 129.0 524.10888671875 9009.0 524.203857421875 63.0 524.397705078125 120.0 524.567138671875 145.0 525.1090698242188 711.0 525.53515625 172.0 525.660400390625 122.0 526.5992431640625 341.0 526.7492065429688 69.0 535.0950927734375 176.0 536.101318359375 484.0 541.5073852539062 91.0 563.9761352539062 221.0 668.16357421875 340.0 669.1506958007812 129.0 684.5423583984375 329.0 685.36279296875 74.0 685.591064453125 268.0 686.1668701171875 36691.0 686.3080444335938 225.0 686.3627319335938 219.0 686.9877319335938 225.0 687.1702880859375 8489.0 687.9324951171875 145.0 688.1810913085938 752.0 691.4332885742188 126.0 691.6173706054688 201.0 691.9783325195312 139.0 699.1569213867188 140.0 711.1758422851562 187.0 805.96630859375 137.0 806.0399169921875 140.0 808.015625 332.0 849.092041015625 344.0 849.2230834960938 7184.0 849.3228149414062 131.0 850.2203979492188 2165.0 904.6367797851562 382.0 1110.849609375 59.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845888 PEPMASS=515.232727 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_RE6_01_2995.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384883-01!(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(3-hydroxy-6-methylheptoxy)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CCC(O)CCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O INCHI=InChI=1S/C20H38O12/c1-9(2)3-4-10(23)5-6-29-20-18(16(27)14(25)12(8-22)31-20)32-19-17(28)15(26)13(24)11(7-21)30-19/h9-28H,3-8H2,1-2H3/t10?,11-,12-,13-,14-,15+,16+,17-,18-,19+,20-/m1/s1 INCHIAUX=OCLJUQSRRLIINU-CBMLQZBESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845888 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845888 SCANS=169 95.01528930664062 399.0 101.02749633789062 1005.0 113.02806854248047 457.0 161.04745483398438 740.0 221.06150817871094 72.0 231.24688720703125 170.0 307.1783447265625 4474.0 469.23089599609375 5052.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845890 PEPMASS=715.12677 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_RE6_01_2995.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384882-01!(2R)-2-[(E)-3-[3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-5-yl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC(=O)[C@@H](CC1=CC=C(O)C(O)=C1)OC(=O)\C=C\C2=CC(O)=C3OC(=C(C(=O)O[C@H](CC4=CC(O)=C(O)C=C4)C(O)=O)C3=C2)C5=CC(O)=C(O)C=C5 INCHI=InChI=1S/C36H28O16/c37-21-5-1-17(10-24(21)40)13-28(34(45)46)50-30(44)8-3-16-9-20-31(32(52-33(20)27(43)12-16)19-4-7-23(39)26(42)15-19)36(49)51-29(35(47)48)14-18-2-6-22(38)25(41)11-18/h1-12,15,28-29,37-43H,13-14H2,(H,45,46)(H,47,48)/b8-3+/t28-,29-/m1/s1 INCHIAUX=KROVXXIIXUFKOO-NGJWAYPNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845890 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845890 SCANS=289 75.63929748535156 75.0 107.0516357421875 728.0 114.42335510253906 119.0 115.55802917480469 325.0 124.3933334350586 166.0 125.09071350097656 106.0 134.0391845703125 1642.0 135.0463409423828 14292.0 135.4434356689453 197.0 139.39846801757812 81.0 148.04986572265625 234.0 159.8116912841797 60.0 172.54885864257812 121.0 174.37258911132812 303.0 179.0348663330078 3276.0 180.0411376953125 827.0 182.84591674804688 566.0 183.0489044189453 297.0 197.04736328125 796.0 203.0298309326172 49.0 209.06845092773438 315.0 211.0780029296875 179.0 221.06085205078125 194.0 222.07232666015625 314.0 237.0561981201172 751.0 239.06890869140625 706.0 247.03936767578125 639.0 254.0650634765625 196.0 263.2795715332031 81.0 265.04547119140625 91.0 266.05157470703125 147.0 266.07208251953125 199.0 267.0668029785156 2185.0 281.06353759765625 596.0 293.0467224121094 2313.0 310.01470947265625 181.0 310.12408447265625 89.0 310.1522216796875 172.0 310.4894714355469 213.0 311.0576477050781 37241.0 311.1741027832031 76.0 311.2856750488281 105.0 312.060546875 1514.0 314.257568359375 74.0 325.0666809082031 67.0 336.05316162109375 303.0 337.0348815917969 1274.0 338.0428466796875 289.0 355.04388427734375 1539.0 356.0499267578125 286.0 358.3282165527344 94.0 423.49725341796875 76.0 429.10430908203125 162.0 491.1026611328125 6937.0 492.0972900390625 247.0 517.0835571289062 1110.0 517.1513671875 74.0 518.0762329101562 239.0 521.1505126953125 205.0 534.19091796875 206.0 534.3561401367188 52.0 535.0906372070312 17589.0 536.0978393554688 1658.0 625.1278686523438 122.0 715.1254272460938 2774.0 715.4178466796875 103.0 716.126220703125 288.0 717.1624755859375 185.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845892 PEPMASS=901.404114 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_RE6_01_2995.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384881-01!(3S,5R,8R,10R,13R,14S,17R)-3-[5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1CC(O[C@H]2CC[C@@]3(C=O)[C@H](CC[C@@H]4C3CC[C@]5(C)[C@H](CC[C@]45O)C6=CC(=O)OC6)C2)OC(C)C1O[C@@H]7O[C@H](CO)[C@@H](O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)[C@H](O)[C@H]7O INCHI=InChI=1S/C42H64O18/c1-19-36(59-39-35(51)33(49)37(28(16-44)58-39)60-38-34(50)32(48)31(47)27(15-43)57-38)26(53-3)14-30(55-19)56-22-6-10-41(18-45)21(13-22)4-5-25-24(41)7-9-40(2)23(8-11-42(25,40)52)20-12-29(46)54-17-20/h12,18-19,21-28,30-39,43-44,47-52H,4-11,13-17H2,1-3H3/t19?,21-,22+,23-,24?,25-,26?,27-,28-,30?,31-,32+,33-,34-,35-,36?,37-,38+,39+,40-,41-,42+/m1/s1 INCHIAUX=SETOMNSAVMFIPE-ZGZVZRAASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845892 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845892 SCANS=274 71.01409912109375 361.0 74.32938385009766 161.0 85.03223419189453 830.0 89.02410125732422 309.0 95.83084106445312 122.0 97.03067779541016 899.0 99.0101318359375 588.0 101.02883911132812 2247.0 101.09989166259766 151.0 111.04545593261719 1430.0 113.02417755126953 2653.0 119.03665924072266 702.0 143.03297424316406 290.0 155.7349395751953 95.0 159.03082275390625 781.0 161.0471649169922 4451.0 162.0503387451172 891.0 163.3157196044922 173.0 165.3343505859375 144.0 170.42318725585938 79.0 178.05519104003906 272.0 179.0577850341797 2426.0 231.13848876953125 177.0 263.0649719238281 239.0 273.0996398925781 207.0 291.1990661621094 260.0 295.21343994140625 823.0 315.23736572265625 209.0 319.6358947753906 113.0 323.0999450683594 305.0 325.2177429199219 421.0 339.7499084472656 168.0 343.2325134277344 179.0 357.20263671875 210.0 359.2237854003906 351.0 360.2607116699219 113.0 387.2204895019531 1788.0 388.2231140136719 500.0 388.7718811035156 85.0 388.9739074707031 234.0 389.6040344238281 91.0 390.6064147949219 85.0 392.2823791503906 113.0 394.7156982421875 102.0 397.05615234375 211.0 420.3772277832031 165.0 423.76007080078125 314.0 428.8688659667969 86.0 435.15704345703125 247.0 453.2711181640625 231.0 479.8905029296875 185.0 481.4482116699219 83.0 487.3106994628906 422.0 499.29290771484375 88.0 513.283447265625 215.0 531.3031005859375 8650.0 532.3072509765625 1084.0 535.099609375 189.0 588.2923583984375 107.0 675.3115844726562 286.0 675.3530883789062 633.0 691.646728515625 118.0 692.4923706054688 161.0 693.3512573242188 5937.0 694.3673095703125 871.0 721.3180541992188 183.0 822.0701904296875 232.0 822.5392456054688 178.0 847.9962158203125 59.0 850.75830078125 94.0 853.4270629882812 176.0 854.0326538085938 149.0 854.435302734375 100.0 854.5892944335938 327.0 855.1298828125 374.0 855.4033813476562 27025.0 855.5631103515625 89.0 856.4072875976562 6488.0 857.4124755859375 714.0 857.7784423828125 100.0 858.4219360351562 118.0 860.529052734375 202.0 901.4196166992188 246.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845893 PEPMASS=925.335144 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G10_GG10_01_3144.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380998-01![3,4-dihydroxy-5-[2-methylidene-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[2-methylidene-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[(4-hydroxy-2-methylidenebutanoyl)oxymethyl]oxan-2-yl]oxybutanoyl]oxymethyl]oxan-2-yl]oxybutanoyl]oxyoxan-2-yl]methyl 4-hydroxy-2-methylidenebutanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCCC(=C)C(=O)OCC1OCC(OC(=O)C(=C)CCO[C@@H]2O[C@H](COC(=O)C(=C)CCO[C@@H]3O[C@H](COC(=O)C(=C)CCO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)C(O)C1O INCHI=InChI=1S/C38H56O23/c1-17(5-9-39)33(49)56-13-21-25(41)26(42)22(14-55-21)59-36(52)20(4)8-12-54-38-32(48)30(46)28(44)24(61-38)16-58-35(51)19(3)7-11-53-37-31(47)29(45)27(43)23(60-37)15-57-34(50)18(2)6-10-40/h21-32,37-48H,1-16H2/t21?,22?,23-,24-,25?,26?,27-,28-,29+,30+,31-,32-,37-,38-/m1/s1 INCHIAUX=AEUAVVIPDJTEFS-YJCYQKNWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845893 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845893 SCANS=218 71.01421356201172 824.0 72.2474365234375 92.0 85.03006744384766 161.0 89.02490234375 2164.0 93.03950500488281 158.0 93.9747543334961 299.0 97.02954864501953 3022.0 97.62849426269531 71.0 101.02328491210938 3694.0 102.02679443359375 393.0 102.93644714355469 150.0 113.02486419677734 4488.0 113.05693817138672 238.0 115.03900909423828 8162.0 119.03538513183594 4045.0 123.18238067626953 229.0 124.89409637451172 226.0 127.03890228271484 161.0 131.03396606445312 501.0 137.65701293945312 314.0 137.8208465576172 146.0 141.01809692382812 100.0 141.17132568359375 152.0 143.0326690673828 1147.0 149.04507446289062 951.0 150.7911834716797 199.0 157.0473175048828 108.0 157.499755859375 127.0 159.03501892089844 254.0 159.4723663330078 298.0 161.0425567626953 2927.0 162.05039978027344 236.0 163.0594024658203 6847.0 164.0620574951172 373.0 167.63058471679688 87.0 179.05331420898438 5113.0 180.0540313720703 392.0 210.22219848632812 174.0 245.10589599609375 329.0 253.87718200683594 89.0 257.2825622558594 91.0 258.1111755371094 150.0 259.0818786621094 43488.0 260.08331298828125 4277.0 264.4372253417969 351.0 276.82098388671875 104.0 276.8630676269531 69.0 277.0916442871094 32770.0 278.09564208984375 2461.0 279.9983825683594 149.0 284.0942077636719 220.0 293.0044250488281 83.0 296.2208557128906 158.0 358.1305236816406 126.0 363.1416320800781 171.0 375.1348876953125 395.0 379.12493896484375 148.0 407.1438903808594 246.0 423.149658203125 13397.0 424.156982421875 752.0 500.128662109375 110.0 500.8260803222656 101.0 503.1716613769531 100.0 503.60467529296875 95.0 504.17840576171875 102.0 519.1738891601562 2520.0 520.1763305664062 384.0 535.2310180664062 148.0 537.1768188476562 1280.0 537.233642578125 340.0 617.3109130859375 144.0 683.237548828125 765.0 715.2440185546875 151.0 1002.8314819335938 198.0 1745.147216796875 110.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845896 PEPMASS=989.602844 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G10_GG10_01_3144.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381054-01!(2E,4E)-12-[(10E,12E)-13-carboxy-3-[(2E,4E)-13-carboxy-12,14-dihydroxy-3,5,7-trimethyltetradeca-2,4-dienoyl]oxy-2-(hydroxymethyl)-8,10,12-trimethyltrideca-10,12-dienoyl]oxy-13-(hydroxymethyl)-3,5,7-trimethyltetradeca-2,4-dienedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CCCCC(O)C(CO)C(O)=O)C\C(C)=C\C(C)=C\C(=O)OC(CCCCC(C)C\C(C)=C\C(C)=C\C(O)=O)C(CO)C(=O)OC(CCCCC(C)C\C(C)=C\C(C)=C\C(O)=O)C(CO)C(O)=O INCHI=InChI=1S/C54H86O16/c1-34(16-10-13-19-46(58)43(31-55)52(64)65)24-39(6)27-42(9)30-51(63)69-48(21-15-12-18-36(3)23-38(5)26-41(8)29-50(61)62)45(33-57)54(68)70-47(44(32-56)53(66)67)20-14-11-17-35(2)22-37(4)25-40(7)28-49(59)60/h25-30,34-36,43-48,55-58H,10-24,31-33H2,1-9H3,(H,59,60)(H,61,62)(H,64,65)(H,66,67)/b37-25+,38-26+,39-27+,40-28+,41-29+,42-30+ INCHIAUX=PQTARGHEXNJCRK-MOHXMFTGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845896 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845896 SCANS=445 71.01659393310547 905.0 71.22676849365234 113.0 71.35711669921875 89.0 89.02372741699219 1185.0 139.1327362060547 268.0 145.0641326904297 70.0 147.08059692382812 318.0 151.14666748046875 306.0 151.76336669921875 231.0 153.54769897460938 114.0 160.36337280273438 78.0 161.13526916503906 359.0 167.39910888671875 317.0 167.644775390625 123.0 168.1970977783203 169.0 169.03997802734375 137.0 177.16021728515625 351.0 183.09913635253906 199.0 203.89051818847656 182.0 205.19175720214844 312.0 205.36936950683594 77.0 206.587158203125 208.0 207.177001953125 4035.0 208.17706298828125 690.0 217.15211486816406 223.0 217.1971893310547 1029.0 221.18968200683594 114.0 231.17218017578125 518.0 233.1519012451172 545.0 233.1891326904297 1511.0 234.19198608398438 188.0 235.20236206054688 1132.0 236.21778869628906 213.0 247.171875 398.0 249.18556213378906 5737.0 251.16468811035156 9726.0 252.1663818359375 610.0 253.7483673095703 119.0 261.1864929199219 955.0 267.1936340332031 518.0 275.1835021972656 267.0 277.17913818359375 238.0 278.2029113769531 73.0 278.3827209472656 203.0 278.7389831542969 140.0 278.814208984375 200.0 279.1953430175781 16993.0 279.3451232910156 110.0 279.6748352050781 192.0 279.76287841796875 77.0 279.8326110839844 63.0 280.11865234375 135.0 280.2021789550781 1183.0 281.98553466796875 96.0 282.1695251464844 174.0 293.17486572265625 850.0 297.2064514160156 1339.0 298.2090148925781 311.0 305.1750183105469 185.0 306.1820983886719 322.0 311.1913146972656 1273.0 312.18353271484375 115.0 323.1861572265625 5815.0 324.191650390625 747.0 339.00567626953125 122.0 339.1822204589844 1977.0 340.1788635253906 138.0 340.68572998046875 246.0 341.0266418457031 166.0 341.1963806152344 68815.0 341.2978820800781 197.0 342.19866943359375 8638.0 344.2170104980469 207.0 344.46807861328125 97.0 344.493408203125 129.0 344.66949462890625 91.0 346.2396545410156 73.0 379.9717102050781 78.0 411.023681640625 296.0 413.22418212890625 312.0 499.98651123046875 234.0 510.9740295410156 316.0 585.3915405273438 125.0 603.3903198242188 1431.0 604.4049682617188 196.0 647.3810424804688 1515.0 647.5261840820312 90.0 648.368408203125 146.0 662.94091796875 75.0 663.3837890625 106.0 663.9185791015625 76.0 665.3943481445312 9287.0 665.7508544921875 99.0 666.12060546875 57.0 666.3839721679688 661.0 667.405517578125 171.0 668.4060668945312 175.0 668.72607421875 76.0 668.9034423828125 98.0 976.3446655273438 108.0 988.5476684570312 227.0 989.5938720703125 1721.0 990.6106567382812 288.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845898 PEPMASS=409.164917 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_RC6_01_2983.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347602-02!1,3,7-trihydroxy-6-methoxy-4,5-bis(3-methylbut-2-enyl)xanthen-9-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C2C(=O)C3=C(O)C=C(O)C(CC=C(C)C)=C3OC2=C1CC=C(C)C INCHI=InChI=1S/C24H26O6/c1-12(2)6-8-14-17(25)11-18(26)20-21(28)16-10-19(27)23(29-5)15(9-7-13(3)4)22(16)30-24(14)20/h6-7,10-11,25-27H,8-9H2,1-5H3 INCHIAUX=CJBZJZGULKATPY-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845898 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845898 SCANS=550 170.82456970214844 237.0 191.79698181152344 331.0 271.0299377441406 289.0 295.0310974121094 197.0 311.0921325683594 359.0 339.0860595703125 1313.0 351.08905029296875 1181.0 362.1394958496094 329.0 363.5102233886719 68.0 365.2137756347656 144.0 377.1462097167969 363.0 394.1407775878906 805.0 409.1697998046875 2614.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845899 PEPMASS=541.112427 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_RC6_01_2983.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169705-02!(2R)-8-[(2R,3S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(C=C1)[C@H]2CC(=O)C3=C(O2)C([C@H]4[C@@H](OC5=C(C4=O)C(O)=CC(O)=C5)C6=CC=C(O)C=C6)=C(O)C=C3O INCHI=InChI=1S/C30H22O10/c31-15-5-1-13(2-6-15)22-12-21(37)24-19(35)11-20(36)26(30(24)39-22)27-28(38)25-18(34)9-17(33)10-23(25)40-29(27)14-3-7-16(32)8-4-14/h1-11,22,27,29,31-36H,12H2/t22-,27-,29+/m1/s1 INCHIAUX=MXEIKUWMKSYEII-XRHWURSXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845899 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845899 SCANS=307 125.02471160888672 2026.0 151.00424194335938 2652.0 199.03652954101562 185.0 203.11460876464844 263.0 203.96495056152344 228.0 209.2042236328125 353.0 210.60678100585938 255.0 241.0237274169922 276.0 267.0314636230469 180.0 267.0646057128906 172.0 269.0456237792969 764.0 271.0610656738281 225.0 283.0308837890625 199.0 295.02459716796875 2423.0 296.03466796875 607.0 301.0319519042969 321.0 308.0356750488281 256.0 310.048828125 177.0 321.0430603027344 222.0 361.05889892578125 324.0 389.10760498046875 1396.0 395.0794372558594 222.0 412.07080078125 87.0 415.08355712890625 8522.0 415.17333984375 65.0 434.0516357421875 186.0 435.0765686035156 466.0 447.0452880859375 123.0 447.08050537109375 95.0 541.12060546875 1436.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845902 PEPMASS=593.14978 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_RC6_01_2983.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385337-01!2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=CC(O)=C4C(=O)C=C(OC4=C3)C5=CC(O)=C(O)C=C5)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O15/c1-9-20(32)22(34)24(36)26(39-9)38-8-18-21(33)23(35)25(37)27(42-18)40-11-5-14(30)19-15(31)7-16(41-17(19)6-11)10-2-3-12(28)13(29)4-10/h2-7,9,18,20-30,32-37H,8H2,1H3/t9-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1 INCHIAUX=MGYBYJXAXUBTQF-FOBVWLSUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845902 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845902 SCANS=186 281.1797180175781 90.0 283.1641845703125 272.0 284.03326416015625 2757.0 284.11297607421875 69.0 284.7123107910156 122.0 285.0404357910156 13234.0 286.0481872558594 153.0 297.0921630859375 360.0 447.1037902832031 130.0 590.3158569335938 222.0 592.32177734375 127.0 593.1532592773438 17236.0 593.8986206054688 81.0 597.6376342773438 214.0 1510.518798828125 82.0 1615.756591796875 114.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845904 PEPMASS=541.259338 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_GG5_01_3139.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380959-01![(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl 8-methylnonanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CCCCCCC(=O)OC[C@H]1O[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C22H40O12/c1-11(2)7-5-3-4-6-8-14(24)31-10-13-16(26)18(28)20(30)22(33-13)34-21-19(29)17(27)15(25)12(9-23)32-21/h11-13,15-23,25-30H,3-10H2,1-2H3/t12-,13-,15-,16-,17+,18+,19-,20-,21+,22+/m1/s1 INCHIAUX=QEGXBXBKQLQOHP-HSZKHKTISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845904 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845904 SCANS=293 101.0217056274414 736.0 131.0275421142578 282.0 143.03651428222656 969.0 161.04429626464844 214.0 171.1386260986328 10459.0 171.3253173828125 158.0 185.15426635742188 609.0 236.32818603515625 156.0 249.06790161132812 245.0 323.0970153808594 11060.0 341.1091613769531 793.0 495.2446594238281 2182.0 541.2601318359375 467.0 785.88037109375 128.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845906 PEPMASS=785.469238 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_GG5_01_3139.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381058-01![3-hydroxy-1-[3-hydroxy-1-oxo-1-(2,3,4,5,6-pentahydroxyhexoxy)decan-5-yl]oxy-1-oxodecan-5-yl] 3,5-dihydroxydecanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC(O)CC(O)CC(=O)OC(CCCCC)CC(O)CC(=O)OC(CCCCC)CC(O)CC(=O)OCC(O)C(O)C(O)C(O)CO INCHI=InChI=1S/C36H68O15/c1-4-7-10-13-24(38)16-25(39)20-33(45)50-29(15-12-9-6-3)18-27(41)21-34(46)51-28(14-11-8-5-2)17-26(40)19-32(44)49-23-31(43)36(48)35(47)30(42)22-37/h24-31,35-43,47-48H,4-23H2,1-3H3 INCHIAUX=VVUAHGLHHLVKDR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845906 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845906 SCANS=416 73.02828216552734 186.0 85.02635955810547 358.0 87.977294921875 232.0 93.2505874633789 61.0 97.02848815917969 276.0 101.02368927001953 381.0 103.1198959350586 172.0 113.78369903564453 194.0 115.97590637207031 217.0 123.11475372314453 156.0 163.06092834472656 4677.0 167.0826416015625 311.0 167.10809326171875 880.0 181.07049560546875 16191.0 185.1160430908203 10848.0 186.12498474121094 166.0 196.25357055664062 164.0 201.83627319335938 175.0 202.2269744873047 194.0 202.4884490966797 81.0 202.6645050048828 112.0 202.73779296875 188.0 202.8386993408203 277.0 202.86752319335938 189.0 203.0150909423828 101.0 203.08737182617188 61.0 203.12782287597656 60089.0 203.21444702148438 107.0 203.2556610107422 173.0 203.61721801757812 67.0 203.66175842285156 102.0 204.02740478515625 83.0 204.13070678710938 1122.0 204.22222900390625 84.0 204.62196350097656 192.0 222.7446746826172 323.0 223.0823211669922 1320.0 225.92059326171875 103.0 227.12705993652344 105.0 245.14015197753906 1946.0 247.5743865966797 91.0 251.48426818847656 275.0 253.1199188232422 330.0 271.1517028808594 1038.0 349.1826171875 179.0 353.22900390625 1018.0 371.24200439453125 3187.0 372.243896484375 641.0 378.5997619628906 159.0 385.8628234863281 79.0 389.2519226074219 4164.0 390.24456787109375 177.0 390.28155517578125 146.0 391.1996765136719 85.0 431.2597351074219 351.0 553.3305053710938 80.0 557.3515014648438 100.0 575.3431396484375 261.0 575.3848266601562 507.0 575.4248657226562 201.0 602.0492553710938 107.0 672.2351684570312 165.0 777.3093872070312 156.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845908 PEPMASS=757.438599 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_GG5_01_3139.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380958-01!2-[[2-[2-[2-[2-[[2-[2-(2-hydroxypropanoylamino)-3-methylbutanoyl]oxy-3-methylbutanoyl]amino]-3-methylbutanoyl]oxypropanoylamino]-3-methylbutanoyl]oxy-3-methylbutanoyl]amino]-3-methylbutanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(NC(=O)C(OC(=O)C(NC(=O)C(C)OC(=O)C(NC(=O)C(OC(=O)C(NC(=O)C(C)O)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(O)=O INCHI=InChI=1S/C36H62N4O13/c1-15(2)23(33(46)47)37-31(44)27(19(9)10)52-36(50)26(18(7)8)39-30(43)22(14)51-34(48)24(16(3)4)40-32(45)28(20(11)12)53-35(49)25(17(5)6)38-29(42)21(13)41/h15-28,41H,1-14H3,(H,37,44)(H,38,42)(H,39,43)(H,40,45)(H,46,47) INCHIAUX=PGRWPWIGJLNDHN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845908 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845908 SCANS=433 80.09207153320312 41.0 86.27919006347656 162.0 89.02345275878906 780.0 89.62312316894531 94.0 96.80992889404297 105.0 97.90706634521484 251.0 99.0501708984375 536.0 100.0765380859375 358.0 101.26773834228516 72.0 105.69874572753906 87.0 106.41315460205078 264.0 106.84934997558594 187.0 107.19123077392578 197.0 108.75321197509766 198.0 108.80549621582031 92.0 110.09725189208984 285.0 110.27671813964844 133.0 113.17607879638672 195.0 115.65523529052734 148.0 116.0707015991211 6994.0 116.3295669555664 169.0 117.0560531616211 734.0 126.05029296875 324.0 127.84764862060547 250.0 128.02365112304688 175.0 142.08407592773438 382.0 144.06321716308594 240.0 144.10040283203125 4536.0 145.90049743652344 98.0 152.07496643066406 293.0 154.12362670898438 304.0 155.06134033203125 536.0 156.0629119873047 139.0 170.0840301513672 2176.0 170.11297607421875 807.0 170.71722412109375 182.0 172.1331329345703 7895.0 172.25320434570312 217.0 172.38729858398438 220.0 173.07986450195312 212.0 173.9484100341797 124.0 177.22215270996094 117.0 180.10728454589844 510.0 186.07952880859375 420.0 187.3504638671875 105.0 187.6608123779297 161.0 187.7041473388672 188.0 187.8743438720703 139.0 187.99148559570312 183.0 188.03369140625 219.0 188.09165954589844 71959.0 188.72854614257812 96.0 189.09735107421875 701.0 189.1400909423828 318.0 190.2242889404297 146.0 190.44573974609375 132.0 193.00205993652344 154.0 195.10394287109375 185.0 198.1090087890625 1054.0 202.4618377685547 236.0 203.12530517578125 393.0 205.52206420898438 60.0 206.3861541748047 152.0 209.20750427246094 153.0 215.3023223876953 237.0 215.69737243652344 84.0 215.78114318847656 161.0 215.8271942138672 170.0 215.876708984375 215.0 215.99432373046875 231.0 216.12286376953125 80399.0 216.21640014648438 115.0 216.2368927001953 206.0 217.12876892089844 1357.0 220.06105041503906 216.0 226.32366943359375 287.0 248.49693298339844 499.0 266.3209228515625 137.0 271.2110290527344 148.0 286.6517333984375 62.0 287.1654357910156 508.0 288.1518859863281 187.0 313.36370849609375 129.0 313.4748229980469 89.0 315.1922607421875 1365.0 323.3120422363281 132.0 331.1986083984375 168.0 341.2105407714844 307.0 346.08538818359375 154.0 352.2441101074219 166.0 353.4266662597656 216.0 356.3817138671875 90.0 358.5393981933594 104.0 358.6563720703125 58.0 359.174560546875 296.0 360.20391845703125 321.0 361.2926025390625 197.0 363.7624816894531 39.0 366.8881530761719 156.0 369.2030334472656 539.0 369.9345703125 107.0 371.39007568359375 80.0 372.9315185546875 95.0 387.2139892578125 24424.0 387.2906799316406 223.0 388.2182312011719 1242.0 400.0572814941406 153.0 410.29058837890625 66.0 468.2691650390625 117.0 481.23248291015625 102.0 540.2904052734375 1226.0 541.3004150390625 187.0 558.3046264648438 9108.0 558.4757080078125 137.0 559.296875 421.0 585.6821899414062 100.0 585.9813842773438 97.0 586.3379516601562 8029.0 586.536865234375 75.0 587.3430786132812 292.0 612.1556396484375 95.0 639.3511962890625 157.0 685.3577270507812 218.0 685.4047241210938 834.0 722.0886840820312 156.0 752.9078369140625 67.0 753.4259643554688 92.0 755.0160522460938 70.0 755.5665893554688 72.0 755.9848022460938 50.0 756.1470336914062 74.0 756.2520141601562 49.0 756.3484497070312 50.0 756.4065551757812 66.0 757.2499389648438 174.0 757.4243774414062 44735.0 757.5386352539062 195.0 758.4303588867188 5214.0 759.3595581054688 39.0 759.4473876953125 227.0 759.7024536132812 89.0 761.0902099609375 68.0 761.177001953125 153.0 764.7363891601562 99.0 768.5755615234375 105.0 1897.0831298828125 139.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845910 PEPMASS=793.4151 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_GG5_01_3139.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380958-01!2-[[2-[2-[2-[2-[[2-[2-(2-hydroxypropanoylamino)-3-methylbutanoyl]oxy-3-methylbutanoyl]amino]-3-methylbutanoyl]oxypropanoylamino]-3-methylbutanoyl]oxy-3-methylbutanoyl]amino]-3-methylbutanoic acid [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(NC(=O)C(OC(=O)C(NC(=O)C(C)OC(=O)C(NC(=O)C(OC(=O)C(NC(=O)C(C)O)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(O)=O INCHI=InChI=1S/C36H62N4O13/c1-15(2)23(33(46)47)37-31(44)27(19(9)10)52-36(50)26(18(7)8)39-30(43)22(14)51-34(48)24(16(3)4)40-32(45)28(20(11)12)53-35(49)25(17(5)6)38-29(42)21(13)41/h15-28,41H,1-14H3,(H,37,44)(H,38,42)(H,39,43)(H,40,45)(H,46,47) INCHIAUX=PGRWPWIGJLNDHN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845910 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845910 SCANS=436 70.91111755371094 163.0 172.13087463378906 308.0 185.40260314941406 108.0 188.0911407470703 3581.0 189.08868408203125 267.0 216.12123107910156 2341.0 387.2157897949219 1378.0 558.2861328125 223.0 558.3255615234375 201.0 586.3126831054688 249.0 685.3908081054688 188.0 757.4420166015625 2018.0 757.5223388671875 129.0 758.4193115234375 133.0 1070.936279296875 100.0 1995.724365234375 569.0 2003.6112060546875 80.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845912 PEPMASS=643.16571 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_BA9_01_3325.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347589-02![(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxy-6-[[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxymethyl]oxan-3-yl] 2-phenylacetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)CC2(O)C=CC(=O)C=C2)O[C@@H](OC(=O)CC3(O)C=CC(=O)C=C3)[C@H](OC(=O)CC4=CC=CC=C4)[C@H]1O INCHI=InChI=1S/C30H30O13/c31-19-6-10-29(38,11-7-19)15-23(34)40-17-21-25(36)26(37)27(42-22(33)14-18-4-2-1-3-5-18)28(41-21)43-24(35)16-30(39)12-8-20(32)9-13-30/h1-13,21,25-28,36-39H,14-17H2/t21-,25-,26+,27-,28+/m1/s1 INCHIAUX=AIFVFVGRWAMEBM-GSQIWVKLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845912 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845912 SCANS=245 91.0580062866211 1274.0 93.03224182128906 373.0 94.74808502197266 223.0 102.64225769042969 129.0 103.26530456542969 96.0 108.0260238647461 1019.0 113.02550506591797 585.0 117.0366439819336 1148.0 119.050537109375 531.0 121.03093719482422 998.0 123.04730224609375 808.0 131.05372619628906 284.0 135.0441436767578 568.0 143.0379180908203 998.0 143.6739044189453 129.0 144.0579833984375 287.0 147.04278564453125 555.0 148.01881408691406 473.0 148.59564208984375 194.0 148.64161682128906 120.0 148.8763885498047 118.0 148.9322967529297 139.0 149.02532958984375 27457.0 149.0638885498047 981.0 150.02752685546875 364.0 151.8489532470703 133.0 155.03558349609375 315.0 159.04733276367188 4015.0 161.04672241210938 736.0 165.0551300048828 179.0 167.03591918945312 2621.0 177.05247497558594 237.0 178.00392150878906 88.0 187.07838439941406 443.0 189.06390380859375 583.0 191.03668212890625 1712.0 192.04620361328125 282.0 193.07139587402344 250.0 195.07632446289062 226.0 201.0417022705078 410.0 203.0417938232422 305.0 207.06985473632812 337.0 209.04934692382812 385.0 219.06878662109375 144.0 221.04469299316406 374.0 221.06924438476562 219.0 223.06787109375 187.0 225.06167602539062 268.0 227.0687255859375 553.0 236.08982849121094 279.0 251.05943298339844 270.0 255.07366943359375 641.0 255.36776733398438 85.0 261.0745544433594 1215.0 279.0970458984375 478.0 281.0477294921875 349.0 341.0671081542969 201.0 417.1084899902344 181.0 443.10968017578125 150.0 1074.8924560546875 59.0 1421.5933837890625 221.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845914 PEPMASS=465.174835 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_RC10_01_3168.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381126-01!6,7-bis(hydroxymethyl)-1-methoxy-8-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetrahydronaphthalene-2,3-diol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1OC)C2C(CO)C(CO)CC3=CC(O)=C(O)C(OC)=C23 INCHI=InChI=1S/C22H28O8/c1-27-16-7-12(8-17(28-2)21(16)29-3)18-14(10-24)13(9-23)5-11-6-15(25)20(26)22(30-4)19(11)18/h6-8,13-14,18,23-26H,5,9-10H2,1-4H3 INCHIAUX=GTTIZNSGYQWIRL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845914 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845914 SCANS=224 184.03585815429688 274.0 186.6279754638672 138.0 191.07046508789062 258.0 205.04269409179688 274.0 221.0771942138672 286.0 301.0438232421875 179.0 328.0572509765625 137.0 344.0950012207031 209.0 357.10089111328125 313.0 358.1085510253906 536.0 358.1485900878906 266.0 359.1065979003906 518.0 373.1371154785156 770.0 389.1209411621094 549.0 402.1361999511719 122.0 404.1423645019531 1651.0 408.264892578125 310.0 418.01220703125 60.0 419.1707458496094 7043.0 419.5048522949219 213.0 464.0948486328125 183.0 465.0968017578125 183.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845916 PEPMASS=423.180084 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_RC10_01_3168.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385781-01!(2R,3R)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC\C(C)=C\CC1=C(O)C=C2O[C@@H]([C@@H](O)C(=O)C2=C1O)C3=CC=C(O)C=C3 INCHI=InChI=1S/C25H28O6/c1-14(2)5-4-6-15(3)7-12-18-19(27)13-20-21(22(18)28)23(29)24(30)25(31-20)16-8-10-17(26)11-9-16/h5,7-11,13,24-28,30H,4,6,12H2,1-3H3/b15-7+/t24-,25+/m0/s1 INCHIAUX=WCWOWFQELCQQCI-AUSBBASTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845916 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845916 SCANS=485 121.02867889404297 194.0 133.02940368652344 209.0 175.00144958496094 334.0 219.0657501220703 183.0 261.1531982421875 867.0 395.1897277832031 1839.0 395.5907897949219 299.0 423.1394958496094 430.0 423.1826477050781 2255.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845917 PEPMASS=465.102753 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_RC10_01_3168.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385782-01!(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1OC([C@H](O)[C@@H](O)[C@@H]1O)C2=C(O)C=C3O[C@@H]([C@@H](O)C(=O)C3=C2O)C4=CC(O)=C(O)C=C4 INCHI=InChI=1S/C21H22O12/c22-5-11-14(26)17(29)19(31)21(33-11)12-9(25)4-10-13(15(12)27)16(28)18(30)20(32-10)6-1-2-7(23)8(24)3-6/h1-4,11,14,17-27,29-31H,5H2/t11-,14-,17+,18+,19-,20-,21?/m1/s1 INCHIAUX=OSFCFXQMAHURHU-OIKOUPSRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845917 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845917 SCANS=130 99.05440521240234 339.0 100.72972106933594 106.0 101.0218276977539 66.0 125.0280990600586 1030.0 137.02679443359375 252.0 139.03692626953125 304.0 149.0220184326172 326.0 150.6436004638672 247.0 151.0429229736328 364.0 161.02069091796875 335.0 165.0135498046875 576.0 166.02706909179688 78.0 167.03260803222656 495.0 173.5081024169922 63.0 175.03395080566406 207.0 177.01515197753906 592.0 178.9944305419922 222.0 191.04502868652344 291.0 193.01171875 279.0 197.044921875 94.0 205.01141357421875 115.0 215.0719451904297 237.0 217.0130615234375 221.0 217.06834411621094 486.0 219.04562377929688 333.0 221.00643920898438 987.0 227.06239318847656 374.0 297.0490417480469 196.0 301.0655822753906 217.0 303.0546569824219 611.0 317.0608825683594 274.0 327.0480651855469 676.0 345.062255859375 3130.0 347.0823669433594 453.0 357.0570068359375 113.0 359.08514404296875 300.0 375.07464599609375 2022.0 447.0904541015625 630.0 465.11431884765625 448.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845919 PEPMASS=447.091614 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_RC10_01_3168.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385782-01!(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1OC([C@H](O)[C@@H](O)[C@@H]1O)C2=C(O)C=C3O[C@@H]([C@@H](O)C(=O)C3=C2O)C4=CC(O)=C(O)C=C4 INCHI=InChI=1S/C21H22O12/c22-5-11-14(26)17(29)19(31)21(33-11)12-9(25)4-10-13(15(12)27)16(28)18(30)20(32-10)6-1-2-7(23)8(24)3-6/h1-4,11,14,17-27,29-31H,5H2/t11-,14-,17+,18+,19-,20-,21?/m1/s1 INCHIAUX=OSFCFXQMAHURHU-OIKOUPSRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845919 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845919 SCANS=238 151.001953125 203.0 177.01719665527344 158.0 227.02960205078125 389.0 255.02890014648438 280.0 256.0369567871094 194.0 284.0314025878906 761.0 285.03753662109375 661.0 446.57501220703125 206.0 447.0845031738281 1039.0 448.11163330078125 226.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845921 PEPMASS=505.096802 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_RC10_01_3168.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168943-02![(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)OC[C@H]1O[C@@H](OC2=C(OC3=C(C(O)=CC(O)=C3)C2=O)C4=CC(O)=C(O)C=C4)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C23H22O13/c1-8(24)33-7-15-17(29)19(31)20(32)23(35-15)36-22-18(30)16-13(28)5-10(25)6-14(16)34-21(22)9-2-3-11(26)12(27)4-9/h2-6,15,17,19-20,23,25-29,31-32H,7H2,1H3/t15-,17-,19+,20-,23+/m1/s1 INCHIAUX=IGLUNMMNDNWZOA-LNNZMUSMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845921 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845921 SCANS=241 79.07669830322266 250.0 148.0113525390625 271.0 151.00326538085938 180.0 151.4858856201172 276.0 172.05380249023438 329.0 203.0366973876953 190.0 207.0258026123047 248.0 255.03273010253906 772.0 269.4348449707031 120.0 271.0263366699219 1160.0 300.0279235839844 7669.0 301.03717041015625 1167.0 379.0732727050781 273.0 463.0989990234375 425.0 505.0973815917969 5325.0 509.1664123535156 227.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845923 PEPMASS=395.134308 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_GA4_01_3295.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380917-01!5,7-dihydroxy-2-(2-methylpropyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC1=CC(=O)C2=C(O)C=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C2O1 INCHI=InChI=1S/C19H24O9/c1-7(2)3-8-4-9(21)13-10(22)5-11(23)14(18(13)27-8)19-17(26)16(25)15(24)12(6-20)28-19/h4-5,7,12,15-17,19-20,22-26H,3,6H2,1-2H3/t12-,15-,16+,17-,19+/m1/s1 INCHIAUX=NZMMULPLBZWYSX-ZIIYPAMZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845923 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845923 SCANS=228 142.87432861328125 186.0 147.72979736328125 189.0 204.04061889648438 566.0 208.31378173828125 276.0 247.09271240234375 279.0 275.0970153808594 1367.0 395.13177490234375 1096.0 399.50311279296875 128.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845925 PEPMASS=403.16803 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_GA4_01_3295.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169202-02!5-chloro-2,4-dihydroxy-6-methyl-3-[(2E,4E)-3-methyl-5-[(1R,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]penta-2,4-dienyl]benzaldehyde [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CCC(=O)[C@H](C)[C@@]1(C)\C=C\C(C)=C\CC2=C(O)C(C=O)=C(C)C(Cl)=C2O INCHI=InChI=1S/C23H29ClO4/c1-13(10-11-23(5)14(2)7-9-19(26)16(23)4)6-8-17-21(27)18(12-25)15(3)20(24)22(17)28/h6,10-12,14,16,27-28H,7-9H2,1-5H3/b11-10+,13-6+/t14-,16+,23+/m1/s1 INCHIAUX=SETVRSKZJJWOPA-FLDGXQSCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845925 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845925 SCANS=522 200.09622192382812 277.0 209.01376342773438 154.0 264.0609436035156 286.0 264.3668212890625 117.0 317.08935546875 238.0 403.1715087890625 3949.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845927 PEPMASS=505.098907 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_GA4_01_3295.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380643-01!3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-methoxy-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2=C(OC)C(=O)C3=C(O)C=C(OC4OC(C(O)C(O)C4O)C(O)=O)C=C3O2 INCHI=InChI=1S/C23H22O13/c1-32-12-5-8(3-4-10(12)24)19-20(33-2)15(26)14-11(25)6-9(7-13(14)35-19)34-23-18(29)16(27)17(28)21(36-23)22(30)31/h3-7,16-18,21,23-25,27-29H,1-2H3,(H,30,31) INCHIAUX=IHGAMZBDEOTTEW-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845927 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845927 SCANS=263 99.01025390625 349.0 117.01996612548828 190.0 175.0269317626953 818.0 202.02598571777344 396.0 243.02146911621094 238.0 271.0264892578125 183.0 299.0151672363281 476.0 314.04583740234375 441.0 329.06829833984375 6316.0 330.0566101074219 252.0 343.07916259765625 278.0 505.1228332519531 402.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845930 PEPMASS=571.309021 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_GA4_01_3295.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180261-02!1,11,21-trihydroxy-1,6,11,16,21,26-hexazacyclohentriacontane-2,5,12,15,22,25-hexone [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=ON1CCCCCNC(=O)CCC(=O)N(O)CCCCNC(=O)CCC(=O)N(O)CCCCNC(=O)CCC1=O INCHI=InChI=1S/C25H44N6O9/c32-20-8-12-24(36)30(39)18-6-4-16-28-22(34)10-13-25(37)31(40)19-7-3-15-27-21(33)9-11-23(35)29(38)17-5-1-2-14-26-20/h38-40H,1-19H2,(H,26,32)(H,27,33)(H,28,34) INCHIAUX=YEUGMACLLZSLDG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845930 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845930 SCANS=180 84.9538803100586 186.0 94.02661895751953 283.0 94.49736785888672 152.0 97.04318237304688 321.0 98.02474212646484 3121.0 101.67102813720703 219.0 116.18194580078125 391.0 120.5682373046875 120.0 136.07794189453125 183.0 139.08387756347656 220.0 141.1057891845703 300.0 149.0723876953125 1526.0 151.0859832763672 186.0 155.11825561523438 136.0 161.03240966796875 222.0 161.07408142089844 230.0 163.0882110595703 139.0 163.2357635498047 185.0 163.62619018554688 50.0 165.0655975341797 367.0 166.0794677734375 620.0 167.08303833007812 3015.0 170.07899475097656 174.0 179.0810546875 234.0 181.099853515625 2384.0 182.09619140625 401.0 183.11190795898438 275.0 183.33604431152344 109.0 184.1145477294922 206.0 185.09397888183594 7649.0 187.1072998046875 180.0 189.40155029296875 213.0 194.13418579101562 169.0 199.10818481445312 5395.0 199.3322296142578 123.0 199.8096923828125 81.0 201.1212921142578 233.0 202.0908966064453 487.0 202.1699676513672 88.0 203.1046142578125 2528.0 216.1193389892578 557.0 217.12278747558594 773.0 241.11550903320312 43.0 264.0830078125 272.0 265.1396179199219 206.0 303.2070617675781 126.0 336.1495361328125 143.0 353.1773376464844 122.0 367.1936950683594 247.0 370.2193908691406 338.0 371.1970520019531 2049.0 382.56512451171875 209.0 383.23052978515625 227.0 384.4317321777344 112.0 385.2090759277344 3841.0 387.2282409667969 175.0 403.21966552734375 812.0 571.3081665039062 7905.0 687.340087890625 50.0 1865.641357421875 127.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845932 PEPMASS=607.286133 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_GA4_01_3295.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180261-02!1,11,21-trihydroxy-1,6,11,16,21,26-hexazacyclohentriacontane-2,5,12,15,22,25-hexone [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=ON1CCCCCNC(=O)CCC(=O)N(O)CCCCNC(=O)CCC(=O)N(O)CCCCNC(=O)CCC1=O INCHI=InChI=1S/C25H44N6O9/c32-20-8-12-24(36)30(39)18-6-4-16-28-22(34)10-13-25(37)31(40)19-7-3-15-27-21(33)9-11-23(35)29(38)17-5-1-2-14-26-20/h38-40H,1-19H2,(H,26,32)(H,27,33)(H,28,34) INCHIAUX=YEUGMACLLZSLDG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845932 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845932 SCANS=173 98.02438354492188 295.0 167.0838165283203 140.0 181.09695434570312 451.0 185.09280395507812 342.0 187.11451721191406 354.0 199.11660766601562 261.0 217.1191864013672 177.0 371.19464111328125 796.0 385.2110900878906 438.0 571.3146362304688 1315.0 572.3164672851562 147.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845934 PEPMASS=931.251038 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_GA4_01_3295.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380645-01![2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-6-yl]-4-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2=CC(=O)C3=C(O)C(C4OC(CO)C(O)C(OC5OC(CO)C(O)C(O)C5OC6OC(CO)C(O)C(O)C6O)C4OC(=O)\C=C\C7=CC=C(O)C=C7)=C(O)C=C3O2 INCHI=InChI=1S/C43H48O23/c1-59-23-10-17(5-8-19(23)48)22-11-20(49)29-24(60-22)12-21(50)30(34(29)55)38-41(64-28(51)9-4-16-2-6-18(47)7-3-16)39(33(54)27(15-46)61-38)65-43-40(36(57)32(53)26(14-45)63-43)66-42-37(58)35(56)31(52)25(13-44)62-42/h2-12,25-27,31-33,35-48,50,52-58H,13-15H2,1H3/b9-4+ INCHIAUX=KGIKNRDXVXAZPV-RUDMXATFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845934 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845934 SCANS=192 76.34114074707031 184.0 83.05912780761719 156.0 104.28336334228516 77.0 117.03616333007812 312.0 119.05033874511719 1476.0 131.45977783203125 138.0 132.0569305419922 275.0 133.0679168701172 475.0 145.0286407470703 2065.0 161.06210327148438 2162.0 163.03941345214844 4502.0 170.06072998046875 134.0 177.051513671875 664.0 178.06524658203125 283.0 202.6588592529297 71.0 204.6752166748047 251.0 205.05169677734375 3955.0 206.05569458007812 705.0 217.0540008544922 151.0 235.06369018554688 2048.0 236.06275939941406 150.0 241.0565185546875 262.0 259.0540466308594 81.0 265.07305908203125 4060.0 272.7547302246094 215.0 280.0325927734375 410.0 284.0345153808594 485.0 297.0428771972656 384.0 298.0481262207031 295.0 300.0682373046875 287.0 303.1894226074219 99.0 307.019287109375 110.0 307.0820617675781 252.0 308.0320739746094 933.0 311.05218505859375 203.0 314.0438232421875 226.0 323.0550842285156 1147.0 324.0594787597656 448.0 325.0919189453125 235.0 326.04327392578125 352.0 337.0240783691406 220.0 337.07305908203125 224.0 338.0420227050781 198.0 339.0735778808594 218.0 341.06549072265625 608.0 350.0473937988281 146.0 353.0628662109375 124.0 356.0599060058594 141.0 357.070068359375 337.0 363.0531921386719 208.0 370.1073913574219 125.0 371.08160400390625 709.0 384.0908508300781 217.0 417.4229431152344 96.0 428.0797424316406 909.0 429.0676574707031 176.0 443.10723876953125 1651.0 485.1148376464844 279.0 486.2030029296875 283.0 488.1112365722656 218.0 503.116455078125 206.0 533.16650390625 96.0 545.121826171875 364.0 606.1358032226562 239.0 623.1466674804688 585.0 649.1622924804688 409.0 761.545166015625 193.0 769.2049560546875 4748.0 769.3777465820312 126.0 770.2172241210938 1098.0 785.21435546875 1166.0 786.2173461914062 296.0 811.1929321289062 207.0 811.6905517578125 95.0 929.4013061523438 138.0 930.1065673828125 212.0 931.2496337890625 3060.0 932.2628173828125 1357.0 933.1514282226562 167.0 933.25341796875 340.0 1022.390625 95.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845936 PEPMASS=947.246399 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_GA4_01_3295.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380644-01![2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-6-yl]-4-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2=CC(=O)C3=C(O)C(C4OC(CO)C(O)C(OC5OC(CO)C(O)C(O)C5OC6OC(CO)C(O)C(O)C6O)C4OC(=O)\C=C\C7=CC=C(O)C(O)=C7)=C(O)C=C3O2 INCHI=InChI=1S/C43H48O24/c1-60-23-9-16(4-6-18(23)48)22-10-20(50)29-24(61-22)11-21(51)30(34(29)56)38-41(65-28(52)7-3-15-2-5-17(47)19(49)8-15)39(33(55)27(14-46)62-38)66-43-40(36(58)32(54)26(13-45)64-43)67-42-37(59)35(57)31(53)25(12-44)63-42/h2-11,25-27,31-33,35-49,51,53-59H,12-14H2,1H3/b7-3+ INCHIAUX=RUOOWOZSSMOGHQ-XVNBXDOJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845936 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845936 SCANS=186 134.0360107421875 1094.0 146.90121459960938 99.0 147.0458984375 469.0 147.18533325195312 129.0 149.0596466064453 821.0 150.99964904785156 259.0 151.03756713867188 254.0 160.01644897460938 390.0 163.00079345703125 288.0 168.77980041503906 196.0 173.92808532714844 190.0 174.0248260498047 167.0 175.02845764160156 541.0 175.04714965820312 514.0 176.05038452148438 766.0 176.8165740966797 97.0 176.861572265625 88.0 177.35797119140625 150.0 180.1314697265625 281.0 191.0688934326172 1380.0 192.0403594970703 133.0 193.05262756347656 1965.0 198.0236053466797 239.0 199.0386962890625 465.0 201.0215301513672 271.0 207.06405639648438 541.0 208.4716796875 112.0 209.14404296875 173.0 212.1274871826172 168.0 217.05699157714844 282.0 225.0507049560547 218.0 229.0467529296875 87.0 233.50735473632812 105.0 233.59193420410156 130.0 234.03712463378906 237.0 235.06304931640625 2025.0 235.24461364746094 108.0 248.0518798828125 244.0 252.07374572753906 243.0 253.06634521484375 184.0 265.05609130859375 550.0 269.04937744140625 431.0 280.0345458984375 162.0 281.0479736328125 158.0 282.05401611328125 272.0 283.0263671875 584.0 284.0023193359375 194.0 284.0324401855469 346.0 285.0412292480469 2036.0 286.07220458984375 431.0 289.2490539550781 173.0 293.6396484375 229.0 295.0528869628906 336.0 295.0837097167969 701.0 297.0416259765625 2089.0 298.04937744140625 2892.0 298.57470703125 178.0 299.0523681640625 1271.0 307.0202331542969 256.0 308.0409851074219 625.0 309.03936767578125 11931.0 310.0437316894531 737.0 311.0452575683594 477.0 313.0331726074219 482.0 313.0666198730469 202.0 319.0252990722656 211.0 322.04998779296875 139.0 323.0595703125 943.0 324.0342102050781 190.0 324.0662536621094 279.0 325.035400390625 1024.0 326.0400085449219 203.0 326.0791320800781 236.0 327.05255126953125 3131.0 330.0290222167969 604.0 337.929443359375 80.0 338.0317687988281 558.0 339.05426025390625 3080.0 340.5284118652344 199.0 341.06451416015625 117.0 350.0416259765625 629.0 351.0525817871094 639.0 356.1787109375 175.0 356.6965026855469 142.0 357.06341552734375 3743.0 358.0702819824219 172.0 360.8910827636719 231.0 363.05810546875 366.0 364.0648498535156 105.0 369.0600891113281 3036.0 370.0498352050781 327.0 371.08660888671875 789.0 377.334228515625 115.0 381.0587158203125 405.0 385.0555419921875 168.0 388.99444580078125 74.0 399.0820007324219 212.0 411.0846862792969 216.0 428.072998046875 704.0 429.08563232421875 6982.0 429.2218322753906 119.0 430.09271240234375 335.0 432.3500671386719 202.0 443.1342468261719 257.0 447.0958557128906 423.0 459.7838439941406 112.0 468.9573669433594 245.0 469.0376892089844 154.0 470.8339538574219 286.0 471.0887451171875 692.0 472.1006164550781 250.0 472.33514404296875 312.0 489.1156005859375 962.0 490.10498046875 151.0 493.1581115722656 86.0 503.132080078125 264.0 513.0887451171875 181.0 519.1090698242188 463.0 520.141845703125 173.0 531.1326293945312 190.0 531.2066040039062 122.0 537.7304077148438 145.0 569.335205078125 124.0 574.1395263671875 162.0 591.1378784179688 3906.0 591.230224609375 155.0 592.0797729492188 306.0 592.1526489257812 116.0 593.1372680664062 82.0 608.9954223632812 221.0 609.1502685546875 1553.0 610.1417236328125 121.0 624.1829833984375 99.0 653.1587524414062 84.0 665.1525268554688 2155.0 666.1145629882812 102.0 681.1358032226562 133.0 697.0263061523438 178.0 753.2362060546875 203.0 767.1829223632812 125.0 768.1845703125 186.0 770.3213500976562 95.0 770.3604736328125 183.0 770.810546875 71.0 771.2085571289062 1454.0 772.2064819335938 301.0 782.7044067382812 94.0 783.35595703125 70.0 783.4986572265625 179.0 784.1057739257812 167.0 785.1886596679688 9877.0 786.1973266601562 1788.0 786.5462646484375 129.0 819.4794311523438 96.0 828.1665649414062 208.0 866.4335327148438 201.0 945.575439453125 141.0 945.8734741210938 236.0 946.6437377929688 79.0 947.2460327148438 13702.0 948.2462768554688 2975.0 948.334716796875 83.0 949.0228881835938 101.0 949.208740234375 343.0 949.2720947265625 259.0 949.943359375 113.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845938 PEPMASS=377.158875 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_GC6_01_3033.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380298-01!1-[2-hydroxy-4-(3-hydroxy-5-methylphenoxy)-6-methylphenyl]-3-methylbutane-2,3-diol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1=CC(OC2=CC(O)=C(CC(O)C(C)(C)O)C(C)=C2)=CC(O)=C1 INCHI=InChI=1S/C19H24O5/c1-11-5-13(20)8-14(6-11)24-15-7-12(2)16(17(21)9-15)10-18(22)19(3,4)23/h5-9,18,20-23H,10H2,1-4H3 INCHIAUX=FLLRZSQAKUHACV-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845938 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845938 SCANS=291 243.0985870361328 742.0 329.1825256347656 195.0 329.3906555175781 54.0 329.6269836425781 94.0 330.6483154296875 103.0 331.1559143066406 4132.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845939 PEPMASS=873.466248 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_GC6_01_3033.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380190-01!3,15,21-tris[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]docosanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CCCCCC(CCCCCCCCCCCC(CC(O)=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O INCHI=InChI=1S/C40H74O20/c1-22(55-38-35(52)32(49)29(46)25(19-41)58-38)14-10-9-13-16-23(56-39-36(53)33(50)30(47)26(20-42)59-39)15-11-7-5-3-2-4-6-8-12-17-24(18-28(44)45)57-40-37(54)34(51)31(48)27(21-43)60-40/h22-27,29-43,46-54H,2-21H2,1H3,(H,44,45)/t22?,23?,24?,25-,26-,27-,29-,30-,31-,32+,33+,34+,35-,36-,37-,38-,39-,40-/m1/s1 INCHIAUX=ZPUOWQZPFGUNIS-JIKMCCCNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845939 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845939 SCANS=271 71.0128402709961 879.0 71.05097961425781 85.0 73.1019287109375 131.0 75.0062255859375 261.0 83.01224517822266 735.0 84.81488800048828 104.0 85.02772521972656 1629.0 86.0082015991211 222.0 89.02226257324219 1985.0 89.13168334960938 70.0 95.0212631225586 153.0 99.00833892822266 531.0 100.01399230957031 331.0 101.0238265991211 2865.0 111.00730895996094 1006.0 113.02486419677734 2702.0 119.03614807128906 1738.0 125.0241470336914 219.0 128.1892852783203 179.0 130.02658081054688 163.0 131.03176879882812 265.0 141.01727294921875 496.0 143.0266876220703 290.0 149.04296875 399.0 159.0299835205078 1200.0 161.04347229003906 1406.0 179.05111694335938 266.0 328.8244323730469 49.0 328.98602294921875 46.0 395.3281555175781 170.0 403.6344299316406 412.0 404.6334533691406 269.0 405.5529479980469 297.0 408.65142822265625 124.0 409.88671875 130.0 410.3650207519531 98.0 410.5908203125 76.0 412.6819763183594 103.0 415.0745544433594 74.0 423.0346374511719 156.0 426.20849609375 176.0 432.6230773925781 135.0 437.99017333984375 65.0 445.31573486328125 390.0 450.9997863769531 223.0 487.37164306640625 530.0 488.36199951171875 150.0 494.5094909667969 208.0 531.355712890625 472.0 553.27197265625 139.0 631.4061279296875 147.0 633.3758544921875 150.0 649.4161987304688 2953.0 650.4156494140625 554.0 651.3859252929688 123.0 675.4080200195312 327.0 684.7238159179688 133.0 691.2222900390625 73.0 691.3931274414062 60.0 692.3482055664062 191.0 692.4283447265625 142.0 692.4627075195312 187.0 692.7601928710938 263.0 693.4069213867188 39534.0 694.0971069335938 172.0 694.30322265625 232.0 694.4122314453125 6494.0 695.4022827148438 87.0 697.9825439453125 248.0 701.1630249023438 101.0 711.4041137695312 417.0 711.4669799804688 206.0 867.9747924804688 153.0 868.7012329101562 100.0 868.7931518554688 209.0 870.4328002929688 60.0 870.5143432617188 92.0 872.265380859375 463.0 872.3795166015625 90.0 872.6074829101562 83.0 872.7039184570312 110.0 873.47265625 44371.0 874.3721313476562 244.0 874.474365234375 9532.0 874.6324462890625 273.0 874.9761352539062 96.0 875.1345825195312 196.0 875.7240600585938 189.0 876.0126953125 93.0 877.134521484375 86.0 878.4912109375 203.0 878.69580078125 106.0 878.76220703125 162.0 879.2981567382812 168.0 879.4070434570312 189.0 1811.665283203125 102.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845941 PEPMASS=507.205109 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_GC10_01_3037.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380212-01![3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl] 2,6,6-trimethylcyclohexene-1-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1=C(C(=O)OC2OC(COC3OCC(O)C(O)C3O)C(O)C(O)C2O)C(C)(C)CCC1 INCHI=InChI=1S/C21H34O11/c1-9-5-4-6-21(2,3)12(9)18(28)32-20-17(27)15(25)14(24)11(31-20)8-30-19-16(26)13(23)10(22)7-29-19/h10-11,13-17,19-20,22-27H,4-8H2,1-3H3 INCHIAUX=JGMROMZJBQKIDK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845941 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845941 SCANS=237 125.02120208740234 244.0 149.0487823486328 1205.0 157.2928009033203 82.0 166.68881225585938 310.0 166.9066162109375 171.0 166.94117736816406 292.0 167.10617065429688 17781.0 168.33279418945312 65.0 169.12332153320312 50.0 170.74905395507812 105.0 190.58702087402344 212.0 191.05552673339844 301.0 191.29434204101562 304.0 233.06280517578125 135.0 276.26177978515625 136.0 293.08837890625 5473.0 415.7430725097656 114.0 461.2001953125 2293.0 508.2546691894531 135.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845943 PEPMASS=565.334473 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_GC10_01_3037.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380215-01! [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCCCC(=O)OC12CC(C)C3(O)C4C=C(C)C(=O)C4(O)CC(CO)=CC3C1C2(C)C INCHI=InChI=1S/C32H50O6/c1-6-7-8-9-10-11-12-13-14-15-26(34)38-31-18-22(3)32(37)24(27(31)29(31,4)5)17-23(20-33)19-30(36)25(32)16-21(2)28(30)35/h16-17,22,24-25,27,33,36-37H,6-15,18-20H2,1-5H3 INCHIAUX=XREDRJVZJRMVHB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845943 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845943 SCANS=325 144.0743865966797 438.0 186.99436950683594 249.0 256.2414855957031 427.0 407.2878112792969 203.0 409.3074645996094 182.0 457.3322448730469 283.0 475.3386535644531 169.0 501.3166809082031 614.0 518.68017578125 236.0 519.3359985351562 6409.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845946 PEPMASS=1149.528076 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_GC10_01_3037.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380216-01!8a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-2,3,9-trihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](CO)O[C@@H](OC[C@H]3O[C@@H](OC(=O)C45CCC6(C)C(=CCC7C8(C)CC(O)C(O)C(C)(C8CCC67C)C(O)=O)C4CC(C)(C)CC5O)[C@H](O[C@@H]9O[C@H](CO)[C@@H](O)[C@H](O)[C@H]9O)[C@@H](O)[C@@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C54H86O26/c1-20-30(59)33(62)37(66)44(74-20)78-40-25(18-56)76-43(39(68)36(40)65)73-19-26-32(61)35(64)41(79-45-38(67)34(63)31(60)24(17-55)75-45)46(77-26)80-48(72)54-13-12-51(5)21(22(54)14-49(2,3)16-29(54)58)8-9-27-50(4)15-23(57)42(69)53(7,47(70)71)28(50)10-11-52(27,51)6/h8,20,22-46,55-69H,9-19H2,1-7H3,(H,70,71)/t20-,22?,23?,24+,25+,26+,27?,28?,29?,30-,31+,32+,33+,34-,35-,36+,37+,38+,39+,40+,41+,42?,43+,44-,45-,46-,50?,51?,52?,53?,54?/m0/s1 INCHIAUX=OUZBWJQQLMMOSN-GQIQXOTMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845946 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845946 SCANS=244 83.01061248779297 338.0 86.49561309814453 122.0 89.0233154296875 547.0 89.05689239501953 67.0 97.02962493896484 504.0 97.65679168701172 101.0 101.02505493164062 2446.0 113.02362823486328 1701.0 115.04791259765625 165.0 119.03309631347656 840.0 123.31411743164062 80.0 131.03245544433594 529.0 133.10601806640625 125.0 141.01876831054688 738.0 143.03343200683594 805.0 144.88792419433594 217.0 145.05018615722656 236.0 149.04391479492188 392.0 159.0299835205078 410.0 161.0457000732422 3558.0 163.05523681640625 844.0 167.103271484375 199.0 177.14080810546875 173.0 179.0553436279297 1936.0 188.85926818847656 87.0 190.04751586914062 178.0 205.07029724121094 600.0 219.1729736328125 263.0 221.06158447265625 1889.0 227.00152587890625 310.0 234.31640625 240.0 245.15472412109375 173.0 247.08392333984375 2608.0 247.12356567382812 245.0 250.21986389160156 112.0 253.5019989013672 219.0 258.9922790527344 312.0 265.0959167480469 819.0 269.76483154296875 559.0 269.8373718261719 74.0 284.1656188964844 78.0 307.09417724609375 114.0 313.0314025878906 112.0 319.84210205078125 73.0 325.11102294921875 531.0 331.18804931640625 291.0 348.24627685546875 274.0 357.2664489746094 230.0 363.2678527832031 463.0 364.2756042480469 208.0 367.1265869140625 5837.0 369.12603759765625 157.0 369.2821960449219 69.0 373.27001953125 93.0 379.3022155761719 595.0 391.1233825683594 239.0 391.3009338378906 1757.0 393.2635803222656 91.0 393.3174133300781 1896.0 409.12677001953125 156.0 409.31317138671875 221.0 411.34100341796875 372.0 421.3187255859375 146.0 423.2829895019531 614.0 435.3044738769531 151.0 437.29620361328125 689.0 439.2785339355469 538.0 441.26220703125 121.0 444.3178405761719 184.0 450.2470703125 211.0 452.1544494628906 134.0 453.3007507324219 660.0 454.31304931640625 677.0 454.8400573730469 121.0 454.8788146972656 85.0 455.3153991699219 6784.0 456.32110595703125 508.0 456.9018249511719 70.0 458.4480285644531 114.0 467.2834777832031 292.0 469.15692138671875 497.0 471.3265686035156 372.0 481.29229736328125 674.0 485.2928771972656 196.0 485.32696533203125 250.0 499.30841064453125 6191.0 499.8318786621094 170.0 500.32568359375 386.0 501.2911682128906 401.0 512.5692749023438 428.0 515.8890991210938 66.0 517.3164672851562 10511.0 518.3192749023438 1379.0 522.4205932617188 215.0 525.9107055664062 195.0 526.9176025390625 76.0 529.1166381835938 81.0 534.7424926757812 106.0 535.9646606445312 131.0 539.3355712890625 208.0 541.3137817382812 352.0 542.4183349609375 619.0 543.3038940429688 89.0 543.4677734375 339.0 547.0367431640625 208.0 551.287353515625 121.0 554.6693725585938 264.0 559.3239135742188 1116.0 560.3479614257812 53.0 561.3435668945312 204.0 605.9255981445312 196.0 618.301513671875 401.0 631.220703125 336.0 679.38134765625 287.0 681.3665771484375 100.0 685.3705444335938 198.0 686.6689453125 202.0 721.3753051757812 1078.0 722.3895874023438 493.0 763.38623046875 114.0 824.4112548828125 146.0 867.410400390625 482.0 868.498779296875 309.0 870.2171630859375 232.0 925.5084838867188 216.0 981.2594604492188 71.0 1113.4833984375 119.0 1131.521240234375 492.0 1140.5418701171875 142.0 1147.877197265625 78.0 1148.5814208984375 271.0 1148.8597412109375 58.0 1148.9703369140625 136.0 1149.1600341796875 62.0 1149.5321044921875 16615.0 1150.358642578125 212.0 1150.5400390625 6937.0 1151.543212890625 1864.0 1152.3043212890625 94.0 1152.559814453125 171.0 1153.54833984375 209.0 1156.658935546875 77.0 1380.2352294921875 134.0 1992.9918212890625 104.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845948 PEPMASS=593.146606 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3210.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384538-01!3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C4=CC=C(O)C=C4)[C@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O15/c1-9-17(32)21(36)25(42-26-22(37)20(35)18(33)15(8-28)40-26)27(38-9)41-24-19(34)16-13(31)6-12(30)7-14(16)39-23(24)10-2-4-11(29)5-3-10/h2-7,9,15,17-18,20-22,25-33,35-37H,8H2,1H3/t9-,15+,17-,18+,20-,21+,22+,25+,26-,27-/m0/s1 INCHIAUX=BCNBWICEIXAVQF-DLVIKRKZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845948 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845948 SCANS=227 103.77147674560547 107.0 107.01306915283203 521.0 142.42604064941406 108.0 146.6236114501953 96.0 151.0038604736328 245.0 189.05833435058594 175.0 227.0330352783203 1717.0 229.04490661621094 225.0 255.0306854248047 1652.0 256.0379943847656 280.0 257.0408630371094 281.0 283.0267639160156 1219.0 284.0310974121094 15169.0 284.18524169921875 286.0 285.038818359375 2349.0 301.04656982421875 167.0 351.0929260253906 129.0 413.09051513671875 287.0 431.09649658203125 187.0 591.7512817382812 89.0 592.7203369140625 69.0 593.15087890625 17115.0 593.4630126953125 144.0 594.1509399414062 155.0 595.730224609375 92.0 597.4417724609375 219.0 617.8323364257812 141.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845949 PEPMASS=595.163025 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3210.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169807-02!(2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC3=CC4=C(C(=O)C[C@H](O4)C5=CC(O)=C(O)C=C5)C(O)=C3)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H32O15/c1-9-20(33)22(35)24(37)26(38-9)42-25-23(36)21(34)18(8-28)41-27(25)39-11-5-14(31)19-15(32)7-16(40-17(19)6-11)10-2-3-12(29)13(30)4-10/h2-6,9,16,18,20-31,33-37H,7-8H2,1H3/t9-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1 INCHIAUX=OBKKEZLIABHSGY-DOYQYKRZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845949 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845949 SCANS=182 91.04479217529297 340.0 91.31834411621094 173.0 107.01270294189453 650.0 135.04397583007812 6320.0 138.7742156982422 175.0 142.80023193359375 73.0 149.02352905273438 198.0 151.0030059814453 13113.0 151.48854064941406 160.0 153.6142120361328 143.0 156.25949096679688 82.0 161.02427673339844 262.0 169.013427734375 549.0 175.001953125 1243.0 193.01466369628906 481.0 217.01304626464844 238.0 241.61451721191406 79.0 243.05792236328125 141.0 272.1939697265625 93.0 285.0386047363281 91.0 286.5899963378906 82.0 287.0565185546875 27539.0 288.0601806640625 200.0 290.3781433105469 63.0 298.9481506347656 92.0 304.5158386230469 85.0 311.0563049316406 917.0 329.07110595703125 452.0 330.11749267578125 120.0 459.1172180175781 3032.0 595.16455078125 5348.0 595.2670288085938 216.0 596.1603393554688 86.0 1915.2882080078125 188.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845951 PEPMASS=577.15271 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3210.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169807-02!(2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-2,3-dihydrochromen-4-one [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC3=CC4=C(C(=O)C[C@H](O4)C5=CC(O)=C(O)C=C5)C(O)=C3)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H32O15/c1-9-20(33)22(35)24(37)26(38-9)42-25-23(36)21(34)18(8-28)41-27(25)39-11-5-14(31)19-15(32)7-16(40-17(19)6-11)10-2-3-12(29)13(30)4-10/h2-6,9,16,18,20-31,33-37H,7-8H2,1H3/t9-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1 INCHIAUX=OBKKEZLIABHSGY-DOYQYKRZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845951 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845951 SCANS=191 167.7295684814453 95.0 281.0490417480469 108.0 283.0616760253906 315.0 291.0655517578125 146.0 293.0440368652344 2728.0 309.0466613769531 237.0 311.0496520996094 569.0 314.0417785644531 389.0 323.0580139160156 202.0 325.06024169921875 129.0 335.0659484863281 158.0 340.0635070800781 173.0 341.0594787597656 135.0 342.08502197265625 198.0 353.0852355957031 298.0 355.0935363769531 193.0 395.0700378417969 163.0 413.0903015136719 2408.0 431.1062316894531 229.0 457.1003112792969 447.0 571.7427368164062 57.0 577.1548461914062 3591.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845953 PEPMASS=739.203613 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3210.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384535-01!8-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]-7-hydroxy-2-(4-hydroxyphenyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(O)C(O)C(CO)OC2C3=C4OC(=CC(=O)C4=C(OC5OC(CO)C(O)C(O)C5O)C=C3O)C6=CC=C(O)C=C6)C(O)C(O)C1O INCHI=InChI=1S/C33H40O19/c1-10-21(39)24(42)27(45)32(47-10)52-31-26(44)23(41)17(8-34)49-30(31)20-14(38)7-16(50-33-28(46)25(43)22(40)18(9-35)51-33)19-13(37)6-15(48-29(19)20)11-2-4-12(36)5-3-11/h2-7,10,17-18,21-28,30-36,38-46H,8-9H2,1H3 INCHIAUX=SPWIYFDXMWFJMA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845953 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845953 SCANS=192 117.15337371826172 112.0 118.71772003173828 118.0 240.0596160888672 284.0 291.0674133300781 451.0 295.0582275390625 601.0 306.0597229003906 91.0 307.0625305175781 803.0 323.057861328125 1327.0 324.0661926269531 328.0 325.0782165527344 122.0 335.0576171875 1600.0 336.3774719238281 152.0 347.0582275390625 114.0 365.0713195800781 283.0 377.0578918457031 151.0 395.07891845703125 481.0 413.10321044921875 155.0 415.1370544433594 298.0 418.6009826660156 220.0 425.1266784667969 202.0 503.1170959472656 97.0 515.1235961914062 549.0 546.1190795898438 202.0 575.138427734375 1224.0 593.1786499023438 56.0 736.1700439453125 154.0 736.92626953125 72.0 739.209716796875 2869.0 739.2916870117188 361.0 739.657470703125 405.0 740.2112426757812 435.0 1545.313232421875 179.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845955 PEPMASS=449.107269 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_RC4_01_2981.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168909-02!(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@H](OC3=C(C2=O)C(O)=CC(O)=C3)C4=CC(O)=C(O)C=C4)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C21H22O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-26,28-29H,1H3/t7-,15-,17+,18+,19+,20-,21-/m0/s1 INCHIAUX=ZROGCCBNZBKLEL-MPRHSVQHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845955 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845955 SCANS=224 125.02633666992188 257.0 139.0354766845703 184.0 149.02488708496094 486.0 150.0302276611328 743.0 151.0032196044922 857.0 175.05755615234375 287.0 179.00172424316406 318.0 180.00733947753906 248.0 275.0541076660156 202.0 285.0420837402344 838.0 297.10272216796875 295.0 303.0803527832031 437.0 449.105224609375 374.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845957 PEPMASS=495.11261 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_RC4_01_2981.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168909-02!(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@H](OC3=C(C2=O)C(O)=CC(O)=C3)C4=CC(O)=C(O)C=C4)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C21H22O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-26,28-29H,1H3/t7-,15-,17+,18+,19+,20-,21-/m0/s1 INCHIAUX=ZROGCCBNZBKLEL-MPRHSVQHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845957 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845957 SCANS=212 107.01564025878906 214.0 125.02306365966797 1134.0 146.35263061523438 138.0 151.0044708251953 8951.0 151.0418243408203 872.0 152.01315307617188 782.0 159.04617309570312 276.0 169.00820922851562 764.0 179.00135803222656 1382.0 180.01158142089844 158.0 182.71629333496094 281.0 188.3541717529297 145.0 199.04129028320312 274.0 216.03359985351562 160.0 219.03076171875 293.0 225.01620483398438 218.0 241.05345153808594 498.0 267.030029296875 200.0 275.06280517578125 301.0 284.03314208984375 177.0 285.0428466796875 4245.0 297.100830078125 1531.0 297.2145690917969 113.0 302.0452575683594 175.0 302.7189025878906 123.0 303.053955078125 3099.0 431.13525390625 232.0 449.10968017578125 4089.0 449.1672668457031 297.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845959 PEPMASS=555.090698 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_RC4_01_2981.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385318-01!8-[(2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(C=C1)C2=CC(=O)C3=C(O)C=C(O)C([C@@H]4[C@H](OC5=CC(O)=CC(O)=C5C4=O)C6=CC(O)=C(O)C=C6)=C3O2 INCHI=InChI=1S/C30H20O11/c31-14-4-1-12(2-5-14)22-11-21(38)24-19(36)10-20(37)26(30(24)40-22)27-28(39)25-18(35)8-15(32)9-23(25)41-29(27)13-3-6-16(33)17(34)7-13/h1-11,27,29,31-37H/t27-,29+/m0/s1 INCHIAUX=DAGFXZAYWUIGPC-LMSSTIIKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845959 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845959 SCANS=303 71.190673828125 186.0 125.02490997314453 1521.0 133.02731323242188 211.0 151.00340270996094 1916.0 199.04237365722656 383.0 202.10731506347656 183.0 211.81906127929688 121.0 213.56275939941406 218.0 244.3270263671875 339.0 267.03179931640625 142.0 292.0314025878906 232.0 292.0645751953125 253.0 293.05035400390625 263.0 295.0202941894531 435.0 313.0870056152344 99.0 315.0745544433594 212.0 345.0760192871094 210.0 357.0779113769531 169.0 385.06597900390625 204.0 401.0774841308594 864.0 402.5909423828125 192.0 403.0828552246094 1509.0 405.0494689941406 177.0 421.0859680175781 240.0 425.0814514160156 314.0 427.1993408203125 72.0 428.92144775390625 193.0 429.0633850097656 18549.0 430.0606689453125 375.0 433.0423278808594 198.0 449.03839111328125 81.0 461.0565185546875 228.0 511.1074523925781 209.0 555.0943603515625 719.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845962 PEPMASS=609.143494 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_RC4_01_2981.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00160628-06!2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC=C(O)C(O)=C5)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1 INCHIAUX=IKGXIBQEEMLURG-NVPNHPEKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845962 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845962 SCANS=199 135.00709533691406 184.0 151.0066375732422 850.0 154.3057403564453 144.0 166.6017608642578 202.0 169.01223754882812 182.0 169.5979766845703 307.0 171.44215393066406 326.0 178.99810791015625 340.0 183.03736877441406 48.0 199.03916931152344 218.0 211.03338623046875 168.0 226.03228759765625 183.0 228.03823852539062 361.0 255.0278778076172 1138.0 271.02740478515625 1762.0 273.0378723144531 231.0 289.49310302734375 98.0 293.35101318359375 165.0 299.013427734375 288.0 300.0273742675781 14736.0 300.101806640625 60.0 300.15838623046875 57.0 301.0346374511719 5241.0 310.5802307128906 179.0 591.1445922851562 125.0 605.5338745117188 114.0 606.4385986328125 130.0 608.2094116210938 131.0 608.837890625 139.0 608.8775634765625 221.0 608.9285888671875 87.0 609.1484985351562 19045.0 609.2753295898438 281.0 609.5405883789062 99.0 610.1398315429688 140.0 610.572021484375 93.0 632.992919921875 137.0 662.5254516601562 71.0 675.2003784179688 57.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845964 PEPMASS=769.216553 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_RC4_01_2981.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179887-02!3-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC2=C(C(=O)C(O[C@@H]3O[C@H](CO[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@H]4O)[C@H](O)[C@H](O)[C@H]3O)=C(O2)C6=CC(O)=C(O)C=C6)C(O)=C1 INCHI=InChI=1S/C34H42O20/c1-10-20(38)24(42)26(44)33(50-10)53-30-21(39)11(2)49-32(28(30)46)48-9-18-22(40)25(43)27(45)34(52-18)54-31-23(41)19-16(37)7-13(47-3)8-17(19)51-29(31)12-4-5-14(35)15(36)6-12/h4-8,10-11,18,20-22,24-28,30,32-40,42-46H,9H2,1-3H3/t10-,11-,18+,20-,21-,22-,24+,25-,26+,27+,28+,30+,32+,33-,34-/m0/s1 INCHIAUX=NMGVHLDIHNFGQB-OTCPXFHUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845964 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MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_GG5_01_3056.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169085-02!3-[(7S,8S)-5-hydroxy-2,2,7,8-tetramethyl-6-oxo-7,8-dihydropyrano[3,2-g]chromen-10-yl]-3-phenylpropanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1OC2=C(C(=O)[C@H]1C)C(O)=C3C=CC(C)(C)OC3=C2C(CC(O)=O)C4=CC=CC=C4 INCHI=InChI=1S/C25H26O6/c1-13-14(2)30-24-19(17(12-18(26)27)15-8-6-5-7-9-15)23-16(10-11-25(3,4)31-23)22(29)20(24)21(13)28/h5-11,13-14,17,29H,12H2,1-4H3,(H,26,27)/t13-,14-,17?/m0/s1 INCHIAUX=CEJSYHIZUAMEQV-CBVZESEGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845966 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845966 SCANS=520 172.0513458251953 317.0 189.04466247558594 263.0 212.7927703857422 436.0 213.520751953125 110.0 225.71597290039062 232.0 227.07139587402344 284.0 273.1139831542969 1217.0 321.1121826171875 390.0 333.1802062988281 290.0 377.1755676269531 3443.0 421.1638488769531 9032.0 424.8368225097656 108.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845967 PEPMASS=477.13562 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_GG5_01_3056.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169106-02![(2R,3S,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC(O)=C(O)C=C2)O[C@@H](OCCC3=CC(O)=C(O)C=C3)[C@H](O)[C@H]1O 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IONS BEGIN IONS TITLE=CCMSLIB00000845969 PEPMASS=657.197021 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_GG5_01_3056.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169050-02![3,4-dihydroxy-5-[[3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2,6-dimethoxyphenoxy]oxan-2-yl]methoxy]oxolan-3-yl]methyl 4-hydroxy-3,5-dimethoxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O)C(=O)OCC2(O)COC(OCC3OC(OC4=C(OC)C=C(CO)C=C4OC)C(O)C(O)C3O)C2O INCHI=InChI=1S/C29H38O17/c1-38-15-7-14(8-16(39-2)20(15)31)26(36)43-11-29(37)12-44-28(25(29)35)42-10-19-21(32)22(33)23(34)27(45-19)46-24-17(40-3)5-13(9-30)6-18(24)41-4/h5-8,19,21-23,25,27-28,30-35,37H,9-12H2,1-4H3 INCHIAUX=YYIPXGSVFFKMDD-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845969 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845969 SCANS=279 72.10773468017578 145.0 91.21406555175781 294.0 101.02352142333984 316.0 102.97526550292969 107.0 108.48054504394531 229.0 112.99417877197266 190.0 120.99297332763672 311.0 121.02950286865234 3444.0 123.01210021972656 304.0 127.00130462646484 237.0 137.02304077148438 390.0 138.03082275390625 684.0 139.00331115722656 284.0 141.01463317871094 299.0 151.00881958007812 192.0 152.6624298095703 119.0 153.02120971679688 687.0 153.0545654296875 7898.0 154.05926513671875 232.0 155.03253173828125 263.0 156.2559814453125 284.0 165.00669860839844 207.0 168.03916931152344 639.0 182.015869140625 446.0 183.02505493164062 114.0 183.06117248535156 375.0 196.15606689453125 104.0 197.04493713378906 33823.0 197.12355041503906 97.0 198.04615783691406 471.0 275.08587646484375 185.0 275.5527038574219 478.0 293.0854187011719 345.0 300.0521545410156 180.0 301.0710144042969 852.0 302.0750427246094 1095.0 457.1687927246094 178.0 473.1409912109375 214.0 657.2035522460938 1898.0 1505.127197265625 102.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845971 PEPMASS=769.21228 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_GG5_01_3056.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380277-01!3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C2OC(C3=CC=C(O)C=C3)=C(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)C(=O)C2=C1O 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181.0051727294922 114.0 182.13108825683594 235.0 183.04403686523438 448.0 199.03968811035156 243.0 209.00938415527344 406.0 214.0255584716797 253.0 215.0315704345703 436.0 226.03260803222656 283.0 227.03530883789062 724.0 243.027099609375 1991.0 255.02947998046875 1277.0 257.04376220703125 478.0 270.0199279785156 435.0 270.92462158203125 113.0 271.02410888671875 13099.0 272.0292053222656 1265.0 281.0086669921875 250.0 285.0382995605469 677.0 286.0472412109375 142.0 287.0547180175781 740.0 293.75921630859375 102.0 298.0052795410156 232.0 299.0191955566406 26560.0 299.09130859375 361.0 299.25921630859375 55.0 300.02734375 4611.0 300.14166259765625 129.0 301.0580749511719 221.0 302.0421142578125 80.0 304.1060485839844 221.0 309.3697509765625 258.0 312.58074951171875 57.0 313.03515625 794.0 313.5273132324219 94.0 313.76739501953125 289.0 313.8934326171875 90.0 313.9330749511719 69.0 313.98773193359375 271.0 314.0423889160156 33946.0 314.3702087402344 87.0 315.0508728027344 6375.0 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IONS TITLE=CCMSLIB00000845974 PEPMASS=577.151123 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G10_GG10_01_3240.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00178013-03!7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC3=CC4=C(C(=O)C=C(O4)C5=CC=C(O)C=C5)C(O)=C3)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-8,10,18,20-30,32-36H,9H2,1H3/t10-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1 INCHIAUX=RPMNUQRUHXIGHK-PYXJVEIZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845974 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845974 SCANS=249 268.0412292480469 445.0 269.0494689941406 2544.0 276.1306457519531 83.0 285.4244079589844 305.0 413.0941467285156 306.0 577.1563720703125 3227.0 578.1515502929688 87.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845976 PEPMASS=623.154724 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G10_GG10_01_3240.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00178013-03!7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC3=CC4=C(C(=O)C=C(O4)C5=CC=C(O)C=C5)C(O)=C3)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-8,10,18,20-30,32-36H,9H2,1H3/t10-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1 INCHIAUX=RPMNUQRUHXIGHK-PYXJVEIZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845976 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845976 SCANS=248 143.93551635742188 128.0 146.061279296875 105.0 206.58612060546875 260.0 268.03363037109375 1832.0 269.04693603515625 9638.0 272.8370056152344 151.0 313.98583984375 86.0 357.3830261230469 97.0 576.5310668945312 128.0 577.1553955078125 13095.0 578.14599609375 255.0 581.3563842773438 219.0 581.478759765625 215.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845977 PEPMASS=347.081329 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_GE4_01_3126.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384947-01!2-hydroxy-6-(2-hydroxy-4-methoxy-6-methoxycarbonylphenoxy)-4-methylbenzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1=C(OC2=CC(C)=CC(O)=C2C(O)=O)C(O)=CC(OC)=C1 INCHI=InChI=1S/C17H16O8/c1-8-4-11(18)14(16(20)21)13(5-8)25-15-10(17(22)24-3)6-9(23-2)7-12(15)19/h4-7,18-19H,1-3H3,(H,20,21) INCHIAUX=SOXXAFVUSIMAGB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845977 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845977 SCANS=347 153.0215301513672 190.0 178.02647399902344 317.0 181.0115509033203 286.0 182.01708984375 230.0 271.0583801269531 421.0 288.0602722167969 2090.0 303.0865173339844 638.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845980 PEPMASS=447.170319 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_GE4_01_3126.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384930-01!4-(4-hydroxy-2-methoxy-3,5,6-trimethylbenzoyl)oxy-2-methoxy-3,5,6-trimethylbenzoic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C)C(OC(=O)C2=C(OC)C(C)=C(O)C(C)=C2C)=C(C)C(C)=C1C(O)=O INCHI=InChI=1S/C22H26O7/c1-9-11(3)17(23)13(5)19(27-7)16(9)22(26)29-18-12(4)10(2)15(21(24)25)20(28-8)14(18)6/h23H,1-8H3,(H,24,25) INCHIAUX=MUQKNNNEHVXLOL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845980 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845980 SCANS=388 81.4142837524414 193.0 100.99649047851562 132.0 105.619873046875 363.0 150.06649780273438 1125.0 165.0924530029297 6053.0 209.08297729492188 15026.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845981 PEPMASS=557.115417 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_GE4_01_3126.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169594-02!8-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(C=C1)C2CC(=O)C3=C(O2)C(C4C(OC5=C(C4=O)C(O)=CC(O)=C5)C6=CC(O)=C(O)C=C6)=C(O)C=C3O INCHI=InChI=1S/C30H22O11/c31-14-4-1-12(2-5-14)22-11-21(38)24-19(36)10-20(37)26(30(24)40-22)27-28(39)25-18(35)8-15(32)9-23(25)41-29(27)13-3-6-16(33)17(34)7-13/h1-10,22,27,29,31-37H,11H2 INCHIAUX=BTRRHXATSDHYNW-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845981 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845981 SCANS=294 125.0251693725586 2779.0 132.30999755859375 186.0 135.0448760986328 4689.0 151.00453186035156 1222.0 159.04110717773438 529.0 163.01461791992188 216.0 176.00765991210938 301.0 183.05352783203125 411.0 198.0326690673828 237.0 199.0361785888672 354.0 200.0527801513672 162.0 203.11557006835938 275.0 206.583984375 240.0 212.04722595214844 190.0 221.03829956054688 160.0 222.4800567626953 95.0 222.60365295410156 90.0 223.0387420654297 225.0 223.27410888671875 229.0 225.05380249023438 167.0 229.01416015625 196.0 229.053955078125 144.0 239.03140258789062 250.0 244.90365600585938 203.0 253.0130157470703 215.0 267.02984619140625 385.0 267.07080078125 207.0 268.0408630371094 358.0 269.0506896972656 1696.0 295.026123046875 6424.0 296.0325622558594 1038.0 296.88916015625 66.0 301.0224609375 71.0 313.0339660644531 242.0 321.0450134277344 743.0 325.0245056152344 334.0 335.0616455078125 137.0 368.422119140625 73.0 369.2248229980469 69.0 405.07916259765625 180.0 413.0729675292969 152.0 421.0655517578125 280.0 429.9472351074219 119.0 430.0672302246094 167.0 431.07904052734375 17156.0 431.7665100097656 54.0 432.4888916015625 92.0 433.767333984375 97.0 434.4993896484375 102.0 450.0693359375 182.0 513.1531372070312 205.0 557.1072998046875 1442.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845983 PEPMASS=593.093262 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_GE4_01_3126.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169594-02!8-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(C=C1)C2CC(=O)C3=C(O2)C(C4C(OC5=C(C4=O)C(O)=CC(O)=C5)C6=CC(O)=C(O)C=C6)=C(O)C=C3O INCHI=InChI=1S/C30H22O11/c31-14-4-1-12(2-5-14)22-11-21(38)24-19(36)10-20(37)26(30(24)40-22)27-28(39)25-18(35)8-15(32)9-23(25)41-29(27)13-3-6-16(33)17(34)7-13/h1-10,22,27,29,31-37H,11H2 INCHIAUX=BTRRHXATSDHYNW-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845983 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845983 SCANS=298 107.01132202148438 431.0 150.175537109375 141.0 150.3148193359375 335.0 253.2881622314453 94.0 312.2989807128906 193.0 313.5260314941406 67.0 325.03887939453125 284.0 430.07757568359375 242.0 431.078857421875 2026.0 451.060302734375 268.0 557.1160888671875 332.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845986 PEPMASS=565.126038 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_GE4_01_3126.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384958-01!2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S)-4-hydroxy-5-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxolan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C4=CC(O)=C(O)C=C4)[C@H](O[C@@H]5OC[C@@H](O)[C@H](O)[C@H]5O)[C@H]1O INCHI=InChI=1S/C25H26O15/c26-6-15-18(33)23(40-24-20(35)17(32)13(31)7-36-24)25(38-15)39-22-19(34)16-12(30)4-9(27)5-14(16)37-21(22)8-1-2-10(28)11(29)3-8/h1-5,13,15,17-18,20,23-33,35H,6-7H2/t13-,15+,17+,18+,20-,23-,24+,25+/m1/s1 INCHIAUX=ZUPASDOWHXCIHQ-BNUMRELZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845986 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845986 SCANS=217 111.54888916015625 148.0 119.33392333984375 154.0 133.8985595703125 435.0 151.0039520263672 914.0 160.49176025390625 102.0 163.0152130126953 250.0 167.62139892578125 108.0 170.68333435058594 265.0 172.19219970703125 535.0 172.256103515625 56.0 179.00259399414062 809.0 186.03187561035156 150.0 188.0484161376953 203.0 224.97999572753906 156.0 233.05804443359375 91.0 243.03482055664062 919.0 255.0244903564453 941.0 269.01513671875 142.0 271.0243225097656 2099.0 274.29632568359375 162.0 283.0293273925781 404.0 283.7766418457031 117.0 284.0279541015625 1033.0 286.04888916015625 294.0 289.0262145996094 188.0 297.0437927246094 149.0 300.0286865234375 15269.0 301.0351257324219 888.0 313.7833557128906 56.0 343.0477294921875 126.0 397.052490234375 278.0 430.0927734375 93.0 432.09356689453125 174.0 519.10693359375 250.0 547.1109008789062 87.0 564.013671875 114.0 564.1038818359375 208.0 564.140625 219.0 564.3159790039062 211.0 565.1207275390625 14931.0 565.30615234375 128.0 569.0977783203125 189.0 569.5386962890625 67.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845987 PEPMASS=477.100433 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C2_GC2_01_3208.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384527-01!2-(3,4-dihydroxyphenyl)-5,8-dihydroxy-7-methoxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C(O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)=C(OC2=C1O)C4=CC(O)=C(O)C=C4 INCHI=InChI=1S/C22H22O12/c1-7-14(26)17(29)18(30)22(32-7)34-21-16(28)13-11(25)6-12(31-2)15(27)20(13)33-19(21)8-3-4-9(23)10(24)5-8/h3-7,14,17-18,22-27,29-30H,1-2H3/t7-,14-,17+,18+,22-/m0/s1 INCHIAUX=PTUBUBVQXWVBPI-QJCKQCIOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845987 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845987 SCANS=212 149.01759338378906 126.0 150.6500244140625 98.0 162.4575653076172 279.0 165.9860382080078 492.0 166.21755981445312 136.0 175.57969665527344 178.0 181.00839233398438 138.0 189.0218048095703 130.0 231.46871948242188 186.0 243.02511596679688 229.0 244.0391082763672 224.0 270.01507568359375 382.0 287.0166931152344 901.0 301.033447265625 350.0 303.052978515625 447.0 314.0288391113281 139.0 315.0166320800781 2675.0 316.02099609375 859.0 329.07122802734375 206.0 330.0379943847656 9501.0 330.2975769042969 256.0 331.04718017578125 5402.0 332.04718017578125 181.0 337.8404235839844 80.0 472.1114196777344 90.0 476.4524841308594 123.0 477.1031188964844 7760.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845990 PEPMASS=513.077209 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C2_GC2_01_3208.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384527-01!2-(3,4-dihydroxyphenyl)-5,8-dihydroxy-7-methoxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C(O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)=C(OC2=C1O)C4=CC(O)=C(O)C=C4 INCHI=InChI=1S/C22H22O12/c1-7-14(26)17(29)18(30)22(32-7)34-21-16(28)13-11(25)6-12(31-2)15(27)20(13)33-19(21)8-3-4-9(23)10(24)5-8/h3-7,14,17-18,22-27,29-30H,1-2H3/t7-,14-,17+,18+,22-/m0/s1 INCHIAUX=PTUBUBVQXWVBPI-QJCKQCIOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845990 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845990 SCANS=218 149.02772521972656 257.0 215.05348205566406 263.0 315.01556396484375 463.0 330.0451354980469 471.0 331.0410461425781 569.0 477.10284423828125 1483.0 1023.7972412109375 1192.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845992 PEPMASS=523.106995 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C2_GC2_01_3208.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384527-01!2-(3,4-dihydroxyphenyl)-5,8-dihydroxy-7-methoxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C(O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)=C(OC2=C1O)C4=CC(O)=C(O)C=C4 INCHI=InChI=1S/C22H22O12/c1-7-14(26)17(29)18(30)22(32-7)34-21-16(28)13-11(25)6-12(31-2)15(27)20(13)33-19(21)8-3-4-9(23)10(24)5-8/h3-7,14,17-18,22-27,29-30H,1-2H3/t7-,14-,17+,18+,22-/m0/s1 INCHIAUX=PTUBUBVQXWVBPI-QJCKQCIOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845992 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845992 SCANS=168 111.00825500488281 233.0 124.01744079589844 477.0 208.00120544433594 223.0 317.0227966308594 122.0 377.0318298339844 233.0 379.080810546875 150.0 523.1041259765625 1748.0 1657.464111328125 857.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845994 PEPMASS=583.083557 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C2_GC2_01_3208.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384674-01!8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(C=C1)C2=CC(=O)C3=C(O)C=C(O)C(=C3O2)C4=C5OC(=CC(=O)C5=C(O)C=C4O)C6=CC=C(O)C=C6 INCHI=InChI=1S/C30H18O10/c31-15-5-1-13(2-6-15)23-11-21(37)25-17(33)9-19(35)27(29(25)39-23)28-20(36)10-18(34)26-22(38)12-24(40-30(26)28)14-3-7-16(32)8-4-14/h1-12,31-36H INCHIAUX=LADPNODMUXOPRG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845994 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845994 SCANS=300 107.01168060302734 506.0 117.0309066772461 521.0 151.0028839111328 7532.0 156.9141387939453 88.0 169.01611328125 223.0 220.07362365722656 304.0 220.15765380859375 75.0 265.0539245605469 234.0 267.03472900390625 460.0 275.07275390625 217.0 279.062744140625 156.0 309.0335693359375 228.0 321.99468994140625 142.0 323.03125 205.0 333.03228759765625 104.0 335.0258483886719 137.0 375.06134033203125 717.0 384.5820007324219 82.0 385.0735778808594 5249.0 385.3387451171875 103.0 409.04571533203125 316.0 411.0447998046875 193.0 417.0562744140625 97.0 421.1111755371094 127.0 427.08575439453125 374.0 443.0420837402344 3662.0 450.0744934082031 200.0 451.0729675292969 138.0 451.12408447265625 122.0 493.0899353027344 389.0 532.7862548828125 122.0 534.8944091796875 141.0 536.1392822265625 142.0 536.47021484375 50.0 536.623291015625 148.0 537.0809936523438 24211.0 538.084228515625 193.0 538.115478515625 219.0 540.82080078125 175.0 553.12060546875 158.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845995 PEPMASS=345.103424 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G8_GG8_01_3142.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169225-02!methyl 5-hydroxy-2-(2-hydroxy-6-methoxy-4-methylbenzoyl)-3-methoxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1=C(C(=O)C2=C(OC)C=C(C)C=C2O)C(OC)=CC(O)=C1 INCHI=InChI=1S/C18H18O7/c1-9-5-12(20)16(13(6-9)23-2)17(21)15-11(18(22)25-4)7-10(19)8-14(15)24-3/h5-8,19-20H,1-4H3 INCHIAUX=XJOBKBUGVMLSEJ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845995 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845995 SCANS=332 138.02915954589844 90.0 166.02330017089844 440.0 181.0494384765625 3144.0 END IONS BEGIN IONS TITLE=CCMSLIB00000845997 PEPMASS=691.031128 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G8_GG8_01_3142.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380983-01! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(OC2=CC(C=O)=CC=C2O)C=C(C=C1)C(=O)OC3C=COC=C4C(O)C56SSSSC(OC)(N(C)C5=O)C(=O)N6C34 INCHI=InChI=1S/C28H24N2O11S4/c1-29-25(35)27-23(33)16-13-39-9-8-19(22(16)30(27)26(36)28(29,38-3)43-45-44-42-27)41-24(34)15-5-7-18(37-2)21(11-15)40-20-10-14(12-31)4-6-17(20)32/h4-13,19,22-23,32-33H,1-3H3 INCHIAUX=XAOSFOYYQINANH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000845997 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000845997 SCANS=355 76.014404296875 327.0 95.91886901855469 769.0 110.0083999633789 104.0 125.00264739990234 122.0 136.01803588867188 629.0 136.639404296875 334.0 136.71768188476562 68.0 137.02362060546875 2945.0 143.3707275390625 226.0 151.0384063720703 1036.0 155.00650024414062 68.0 158.9674072265625 325.0 170.98257446289062 279.0 183.0448760986328 199.0 186.96533203125 327.0 187.0175018310547 224.0 210.98721313476562 232.0 211.041259765625 970.0 225.05245971679688 304.0 225.1204833984375 330.0 228.03355407714844 335.0 228.1498565673828 191.0 231.0231475830078 337.0 243.07106018066406 276.0 249.0334014892578 281.0 255.0302734375 922.0 259.0516052246094 314.0 260.0395812988281 238.0 278.9943542480469 156.0 279.0462341308594 116.0 286.8396301269531 58.0 286.9263610839844 139.0 287.0552062988281 11552.0 287.29754638671875 135.0 287.40655517578125 141.0 293.0122375488281 267.0 301.07440185546875 371.0 332.2552490234375 100.0 347.013427734375 259.0 393.27984619140625 67.0 402.14373779296875 161.0 417.1506042480469 157.0 426.0683898925781 340.0 515.1088256835938 234.0 545.1038818359375 205.0 567.067138671875 668.0 595.0675659179688 52.0 1114.579833984375 101.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846000 PEPMASS=359.204224 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_BE4_01_3270.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381440-01!(2S,3S)-3-decyl-2-hydroxy-2-(3-methoxy-3-oxopropyl)butanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCC[C@H](C(O)=O)[C@@](O)(CCC(=O)OC)C(O)=O INCHI=InChI=1S/C18H32O7/c1-3-4-5-6-7-8-9-10-11-14(16(20)21)18(24,17(22)23)13-12-15(19)25-2/h14,24H,3-13H2,1-2H3,(H,20,21)(H,22,23)/t14-,18+/m1/s1 INCHIAUX=GTLYLWQDKQVONL-KDOFPFPSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846000 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846000 SCANS=411 145.01231384277344 179.0 159.03013610839844 1564.0 237.18408203125 483.0 239.20294189453125 1366.0 265.1843566894531 168.0 282.530029296875 131.0 282.5934143066406 144.0 283.19183349609375 483.0 283.5805969238281 183.0 286.148193359375 155.0 297.2058410644531 286.0 327.1836242675781 787.0 359.2106628417969 652.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846002 PEPMASS=429.245453 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_BE4_01_3270.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347582-02![4,5-dihydroxy-3,4-bis(hydroxymethyl)-4a,8,8-trimethyl-5,6,7,8a-tetrahydro-1H-naphthalen-1-yl] hexanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC(=O)OC1C=C(CO)C(O)(CO)C2(C)C(O)CCC(C)(C)C12 INCHI=InChI=1S/C21H36O6/c1-5-6-7-8-17(25)27-15-11-14(12-22)21(26,13-23)20(4)16(24)9-10-19(2,3)18(15)20/h11,15-16,18,22-24,26H,5-10,12-13H2,1-4H3 INCHIAUX=PBKUOHTZGOWWBK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846002 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846002 SCANS=354 115.07549285888672 4099.0 175.10458374023438 122.0 189.1319122314453 213.0 231.1514434814453 328.0 249.14112854003906 251.0 383.2372741699219 642.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846003 PEPMASS=481.1091 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_BE4_01_3270.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00091057-07!(2R,3R)-3,5,7-trihydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)[C@H]2OC3=C(O[C@@H]2CO)C=CC(=C3)[C@H]4OC5=C(C(=O)[C@@H]4O)C(O)=CC(O)=C5 INCHI=InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23+,24-,25-/m1/s1 INCHIAUX=SEBFKMXJBCUCAI-HKTJVKLFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846003 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846003 SCANS=284 124.01690673828125 295.0 125.02457427978516 795.0 127.20501708984375 73.0 146.03684997558594 149.0 147.0457305908203 155.0 149.0235137939453 254.0 150.99722290039062 546.0 152.0132293701172 253.0 159.0570831298828 560.0 159.46876525878906 94.0 163.0377655029297 274.0 164.01036071777344 306.0 175.00350952148438 104.0 178.999267578125 675.0 180.00660705566406 456.0 191.03842163085938 235.0 213.05783081054688 270.0 215.02984619140625 206.0 217.04420471191406 414.0 219.2356414794922 164.0 230.0665283203125 163.0 231.4093475341797 211.0 253.3201141357422 82.0 257.0306091308594 184.0 258.0455627441406 162.0 273.0459289550781 438.0 285.0494689941406 242.0 301.03643798828125 2260.0 435.10394287109375 355.0 437.117919921875 121.0 451.0941467285156 135.0 453.1182861328125 1128.0 463.10394287109375 211.0 481.1158447265625 2977.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846006 PEPMASS=539.093567 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_BE4_01_3270.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180071-02!8-[(2R,3S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(C=C1)[C@@H]2OC3=C(C(=O)[C@H]2C4=C5OC(=CC(=O)C5=C(O)C=C4O)C6=CC=C(O)C=C6)C(O)=CC(O)=C3 INCHI=InChI=1S/C30H20O10/c31-15-5-1-13(2-6-15)22-12-21(37)24-19(35)11-20(36)26(30(24)39-22)27-28(38)25-18(34)9-17(33)10-23(25)40-29(27)14-3-7-16(32)8-4-14/h1-12,27,29,31-36H/t27-,29+/m1/s1 INCHIAUX=YOGANETYFUQWIM-PXJZQJOASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846006 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846006 SCANS=305 101.03499603271484 167.0 117.03553771972656 283.0 142.1811981201172 102.0 151.0036163330078 4187.0 209.06141662597656 254.0 239.0355987548828 160.0 385.07757568359375 149.0 387.0946960449219 1176.0 387.2919006347656 109.0 389.0666809082031 61.0 413.0667419433594 4187.0 433.05841064453125 101.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846007 PEPMASS=585.098022 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_BE4_01_3270.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180071-02!8-[(2R,3S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(C=C1)[C@@H]2OC3=C(C(=O)[C@H]2C4=C5OC(=CC(=O)C5=C(O)C=C4O)C6=CC=C(O)C=C6)C(O)=CC(O)=C3 INCHI=InChI=1S/C30H20O10/c31-15-5-1-13(2-6-15)22-12-21(37)24-19(35)11-20(36)26(30(24)39-22)27-28(38)25-18(34)9-17(33)10-23(25)40-29(27)14-3-7-16(32)8-4-14/h1-12,27,29,31-36H/t27-,29+/m1/s1 INCHIAUX=YOGANETYFUQWIM-PXJZQJOASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846007 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846007 SCANS=307 86.38062286376953 166.0 107.014892578125 700.0 125.02606201171875 1495.0 132.58663940429688 197.0 150.7221221923828 101.0 150.8014373779297 207.0 150.9000701904297 105.0 151.00347900390625 11397.0 153.38006591796875 55.0 164.8036651611328 62.0 212.09454345703125 167.0 335.06561279296875 172.0 385.07305908203125 159.0 387.0928649902344 1967.0 409.3156433105469 124.0 411.7795715332031 162.0 412.0348815917969 165.0 412.0751647949219 272.0 412.568603515625 90.0 412.8689270019531 235.0 413.0663146972656 9997.0 413.5079345703125 107.0 414.0740661621094 90.0 432.05975341796875 291.0 433.06011962890625 556.0 445.05560302734375 478.0 539.100341796875 2843.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846009 PEPMASS=961.493347 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_BE4_01_3270.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381441-01!2-[[6-[[17-[5,6-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-1-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C(CC(C)=C(C)C)OC1OC(CO)C(O)C(O)C1O)C2CCC3C4CC=C5CC(CC(O)C5(C)C4CCC23C)OC6OC(COC7OC(CO)C(O)C(O)C7O)C(O)C(O)C6O INCHI=InChI=1S/C46H76O18/c1-19(2)20(3)13-28(61-44-41(58)37(54)34(51)30(17-48)63-44)21(4)25-9-10-26-24-8-7-22-14-23(15-32(49)46(22,6)27(24)11-12-45(25,26)5)60-43-40(57)38(55)35(52)31(64-43)18-59-42-39(56)36(53)33(50)29(16-47)62-42/h7,21,23-44,47-58H,8-18H2,1-6H3 INCHIAUX=HBCGNAJUSBIBGA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846009 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846009 SCANS=250 71.01556396484375 355.0 89.02356719970703 1339.0 89.46316528320312 137.0 94.94009399414062 60.0 95.0108413696289 415.0 99.00927734375 384.0 101.02312469482422 1469.0 113.02458953857422 3020.0 119.0334243774414 2741.0 125.02603149414062 648.0 126.02767944335938 191.0 131.0336151123047 1450.0 141.01686096191406 202.0 143.02952575683594 381.0 149.045654296875 738.0 161.04641723632812 5778.0 162.04652404785156 215.0 179.0559539794922 7656.0 180.0625457763672 444.0 182.11827087402344 255.0 191.0575408935547 422.0 221.06686401367188 6459.0 245.06411743164062 354.0 251.07492065429688 285.0 262.96881103515625 149.0 263.0229797363281 133.0 263.07769775390625 1479.0 305.0867919921875 341.0 341.1074523925781 164.0 383.90814208984375 105.0 420.37689208984375 150.0 437.97113037109375 209.0 539.19921875 58.0 543.9519653320312 100.0 573.4051513671875 197.0 722.72216796875 275.0 725.5567626953125 387.0 735.4256591796875 263.0 753.426513671875 316.0 854.7413330078125 189.0 909.1709594726562 153.0 911.9443969726562 203.0 912.43701171875 220.0 913.5534057617188 55.0 914.3975219726562 218.0 914.4996948242188 190.0 915.076171875 122.0 915.1473999023438 237.0 915.4934692382812 15889.0 916.0054321289062 169.0 916.4996337890625 4484.0 916.7130126953125 55.0 918.9510498046875 56.0 964.2720336914062 117.0 964.5502319335938 168.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846011 PEPMASS=423.181793 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_BA10_01_3326.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385984-01!2-(3,5-dihydroxyphenyl)-5,7-dihydroxy-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC(CC(=O)C2=C1O)C3=CC(O)=CC(O)=C3 INCHI=InChI=1S/C25H28O6/c1-13(2)5-7-18-23(29)19(8-6-14(3)4)25-22(24(18)30)20(28)12-21(31-25)15-9-16(26)11-17(27)10-15/h5-6,9-11,21,26-27,29-30H,7-8,12H2,1-4H3 INCHIAUX=OKBQXURKDRNMAB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846011 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846011 SCANS=482 115.89083099365234 57.0 135.04750061035156 1011.0 188.08502197265625 298.0 261.1541442871094 171.0 287.13104248046875 1412.0 423.179931640625 615.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846014 PEPMASS=469.185974 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_BA10_01_3326.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385984-01!2-(3,5-dihydroxyphenyl)-5,7-dihydroxy-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC(CC(=O)C2=C1O)C3=CC(O)=CC(O)=C3 INCHI=InChI=1S/C25H28O6/c1-13(2)5-7-18-23(29)19(8-6-14(3)4)25-22(24(18)30)20(28)12-21(31-25)15-9-16(26)11-17(27)10-15/h5-6,9-11,21,26-27,29-30H,7-8,12H2,1-4H3 INCHIAUX=OKBQXURKDRNMAB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846014 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846014 SCANS=489 135.05043029785156 1590.0 225.7195587158203 227.0 243.13909912109375 475.0 261.145263671875 115.0 287.12939453125 2045.0 423.1808776855469 3118.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846016 PEPMASS=591.316711 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_GA9_01_3300.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380672-01!2-[3-(6-acetyloxy-2-hydroxy-6-methyl-3-oxoheptan-2-yl)-6-(carboxymethyl)-2-hydroxy-3a,5a,9b-trimethyl-5-oxo-2,3,4,6,9,9a-hexahydro-1H-cyclopenta[a]naphthalen-7-yl]-2-methylpropanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)OC(C)(C)CCC(=O)C(C)(O)C1C(O)CC2(C)C3CC=C(C(CC(O)=O)C3(C)C(=O)CC12C)C(C)(C)C(O)=O INCHI=InChI=1S/C32H48O10/c1-17(33)42-27(2,3)13-12-22(35)32(9,41)25-20(34)15-29(6)21-11-10-18(28(4,5)26(39)40)19(14-24(37)38)31(21,8)23(36)16-30(25,29)7/h10,19-21,25,34,41H,11-16H2,1-9H3,(H,37,38)(H,39,40) INCHIAUX=JRWYAESVJOLYCQ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846016 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846016 SCANS=359 71.51231384277344 193.0 120.05628967285156 507.0 134.38485717773438 60.0 134.82955932617188 171.0 135.08274841308594 15568.0 135.17153930664062 61.0 137.05783081054688 412.0 149.27252197265625 198.0 153.0934295654297 1296.0 155.10658264160156 138.0 173.11781311035156 546.0 213.14358520507812 193.0 255.18312072753906 118.0 263.1097717285156 293.0 285.21673583984375 328.0 287.206787109375 195.0 289.1777038574219 233.0 289.9989318847656 218.0 299.2088623046875 213.0 313.1722717285156 269.0 329.2257080078125 186.0 331.1927795410156 1212.0 333.19891357421875 272.0 351.2242126464844 215.0 375.2159423828125 185.0 379.29766845703125 152.0 388.2171325683594 297.0 393.2292785644531 501.0 400.2170104980469 231.0 425.3160705566406 311.0 432.21942138671875 242.0 441.2978820800781 251.0 441.40460205078125 89.0 469.29888916015625 1310.0 487.304931640625 1681.0 529.31396484375 300.0 530.2371215820312 126.0 547.3218383789062 715.0 573.3402099609375 351.0 590.7305297851562 136.0 591.3176879882812 4181.0 595.0678100585938 77.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846017 PEPMASS=593.150452 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_GA9_01_3300.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169437-02!5-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-(3,4-dihydroxyphenyl)-7-methoxychromen-2-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC2=C(C(OC3OC(COC4OCC(O)(CO)C4O)C(O)C(O)C3O)=C1)C(=CC(=O)O2)C5=CC(O)=C(O)C=C5 INCHI=InChI=1S/C27H30O15/c1-37-12-5-16-20(13(7-19(31)40-16)11-2-3-14(29)15(30)4-11)17(6-12)41-25-23(34)22(33)21(32)18(42-25)8-38-26-24(35)27(36,9-28)10-39-26/h2-7,18,21-26,28-30,32-36H,8-10H2,1H3 INCHIAUX=KNCNSYQYJUBLPW-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846017 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846017 SCANS=201 109.85467529296875 86.0 112.13015747070312 91.0 143.34130859375 183.0 143.9901580810547 108.0 151.98216247558594 113.0 153.8289031982422 172.0 159.24920654296875 102.0 162.693115234375 172.0 202.02423095703125 278.0 212.04931640625 287.0 214.02760314941406 239.0 255.0679473876953 159.0 256.0407409667969 253.0 283.0215759277344 315.0 283.7853698730469 167.0 284.0309753417969 1304.0 292.1610107421875 270.0 298.3963928222656 155.0 299.0581970214844 34412.0 299.1497497558594 290.0 300.0576477050781 317.0 301.8277587890625 117.0 302.18914794921875 125.0 311.44317626953125 163.0 593.1538696289062 4810.0 660.85400390625 207.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846020 PEPMASS=629.127136 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_GA9_01_3300.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169437-02!5-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-(3,4-dihydroxyphenyl)-7-methoxychromen-2-one [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC2=C(C(OC3OC(COC4OCC(O)(CO)C4O)C(O)C(O)C3O)=C1)C(=CC(=O)O2)C5=CC(O)=C(O)C=C5 INCHI=InChI=1S/C27H30O15/c1-37-12-5-16-20(13(7-19(31)40-16)11-2-3-14(29)15(30)4-11)17(6-12)41-25-23(34)22(33)21(32)18(42-25)8-38-26-24(35)27(36,9-28)10-39-26/h2-7,18,21-26,28-30,32-36H,8-10H2,1H3 INCHIAUX=KNCNSYQYJUBLPW-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846020 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846020 SCANS=207 292.69622802734375 86.0 293.1666564941406 281.0 298.2085266113281 134.0 299.0567932128906 2374.0 593.153076171875 805.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846022 PEPMASS=697.249329 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_GA9_01_3300.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380675-01![(2R,3S,4S,5R,6R)-6-[1,7-bis(3,4-dihydroxyphenyl)-5-oxoheptan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dimethoxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(OC)C=C(\C=C\C(=O)OC[C@H]2O[C@@H](OC(CCC3=CC(O)=C(O)C=C3)CC(=O)CCC4=CC=C(O)C(O)=C4)[C@H](O)[C@@H](O)[C@@H]2O)C=C1 INCHI=InChI=1S/C36H42O14/c1-46-29-13-7-22(17-30(29)47-2)8-14-32(42)48-19-31-33(43)34(44)35(45)36(50-31)49-24(10-4-21-6-12-26(39)28(41)16-21)18-23(37)9-3-20-5-11-25(38)27(40)15-20/h5-8,11-17,24,31,33-36,38-41,43-45H,3-4,9-10,18-19H2,1-2H3/b14-8+/t24?,31-,33-,34+,35-,36-/m1/s1 INCHIAUX=QXXKEARZEYWTST-QLHFFRPFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846022 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846022 SCANS=294 83.05506134033203 211.0 108.54991912841797 123.0 110.20686340332031 129.0 120.53231811523438 312.0 121.02978515625 3196.0 121.27589416503906 118.0 129.0359344482422 228.0 134.0285186767578 262.0 135.04396057128906 225.0 135.54818725585938 79.0 140.45286560058594 103.0 145.06289672851562 293.0 147.04734802246094 775.0 149.05926513671875 55.0 156.8333740234375 171.0 161.14889526367188 97.0 162.03189086914062 144.0 162.1802215576172 209.0 163.74533081054688 102.0 164.8571014404297 87.0 170.7260284423828 170.0 172.05868530273438 189.0 179.06982421875 339.0 186.00172424316406 122.0 187.0790557861328 522.0 191.02252197265625 254.0 203.06744384765625 138.0 204.07705688476562 537.0 205.0890350341797 14578.0 205.22967529296875 86.0 206.0579833984375 178.0 207.0657501220703 1238.0 217.0835418701172 184.0 219.1014862060547 73.0 221.08242797851562 784.0 223.098876953125 190.0 249.07357788085938 617.0 291.0867614746094 292.0 311.11737060546875 176.0 322.20928955078125 75.0 325.1083679199219 1119.0 326.0728454589844 76.0 326.1167297363281 870.0 327.1241149902344 39918.0 327.2075500488281 283.0 327.36260986328125 153.0 328.03582763671875 78.0 328.1248779296875 545.0 328.2413330078125 64.0 329.14642333984375 240.0 329.4650573730469 129.0 330.3766784667969 276.0 332.3247985839844 187.0 344.1630554199219 75.0 517.1819458007812 330.0 697.249267578125 2730.0 980.8653564453125 234.0 1841.331298828125 57.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846024 PEPMASS=1031.341675 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_GA9_01_3300.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380674-01![5-(5-acetyloxy-3,4-dihydroxy-6-methyloxan-2-yl)oxy-2-[6-[4-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2,6-dihydroxy-3-[3-(4-hydroxyphenyl)propanoyl]phenyl]-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3-hydroxy-6-methyloxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(C)OC(OC3C(C)OC(C(O)C3O)C4=C(O)C=C(OC5OC(CO)C(O)C5O)C(C(=O)CCC6=CC=C(O)C=C6)=C4O)C(O)C2OC(=O)\C=C\C7=CC=C(O)C=C7)C(O)C(O)C1OC(C)=O INCHI=InChI=1S/C49H60O24/c1-19-43(72-49-41(64)46(71-31(56)16-10-24-7-13-26(53)14-8-24)44(21(3)67-49)73-47-40(63)38(61)42(20(2)66-47)68-22(4)51)36(59)37(60)45(65-19)33-28(55)17-29(69-48-39(62)34(57)30(18-50)70-48)32(35(33)58)27(54)15-9-23-5-11-25(52)12-6-23/h5-8,10-14,16-17,19-21,30,34,36-50,52-53,55,57-64H,9,15,18H2,1-4H3/b16-10+ INCHIAUX=RMVGZKPTURZUMZ-MHWRWJLKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846024 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885.5738525390625 93.0 886.3075561523438 1596.0 887.3267211914062 238.0 1014.3504028320312 122.0 1031.336669921875 2333.0 1032.2994384765625 468.0 1032.4864501953125 102.0 1514.0836181640625 105.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846025 PEPMASS=515.120422 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_BC5_01_3333.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179718-03!(1S,3R,4R,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1C[C@](O)(C[C@@H](OC(=O)\C=C\C2=CC(O)=C(O)C=C2)[C@@H]1OC(=O)\C=C\C3=CC(O)=C(O)C=C3)C(O)=O INCHI=InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1 INCHIAUX=UFCLZKMFXSILNL-PSEXTPKNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846025 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846025 SCANS=230 111.04197692871094 144.0 115.2481918334961 150.0 127.03620147705078 271.0 134.03445434570312 274.0 135.0425567626953 1216.0 173.04705810546875 6554.0 176.76193237304688 72.0 179.0357208251953 2878.0 180.67816162109375 98.0 191.05709838867188 2237.0 203.03756713867188 285.0 255.07052612304688 169.0 351.2503662109375 140.0 352.2858581542969 105.0 353.087890625 8516.0 440.4129638671875 80.0 515.1133422851562 380.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846027 PEPMASS=421.161011 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A 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INCHI=InChI=1S/C28H24O17/c29-10-5-11(30)18-16(6-10)43-25(8-1-12(31)19(35)13(32)2-8)26(22(18)38)45-28-24(40)23(39)21(37)17(44-28)7-42-27(41)9-3-14(33)20(36)15(34)4-9/h1-6,17,21,23-24,28-37,39-40H,7H2/t17-,21+,23+,24-,28+/m1/s1 INCHIAUX=FOMYLMGOSTVYEE-LEENXRGASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846030 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846030 SCANS=174 123.0079574584961 366.0 148.14553833007812 201.0 151.0013885498047 493.0 155.6085968017578 292.0 167.03628540039062 229.0 169.01344299316406 1133.0 177.4500732421875 196.0 178.9981231689453 653.0 204.0537872314453 251.0 211.02638244628906 491.0 227.9123992919922 124.0 232.5088653564453 83.0 236.6383514404297 225.0 241.03321838378906 499.0 242.0201873779297 466.0 244.21531677246094 83.0 251.10964965820312 242.0 253.68572998046875 113.0 255.50074768066406 68.0 259.02581787109375 308.0 270.02020263671875 789.0 271.0235595703125 1487.0 271.04974365234375 701.0 280.42022705078125 117.0 287.02130126953125 819.0 288.0189208984375 366.0 289.036865234375 252.0 295.4965515136719 122.0 298.29302978515625 55.0 299.0200500488281 1651.0 299.13458251953125 123.0 300.5296325683594 113.0 313.0596618652344 276.0 313.98785400390625 131.0 315.01092529296875 266.0 316.02294921875 19842.0 316.14019775390625 50.0 317.0313415527344 3130.0 328.3009338378906 110.0 341.02276611328125 124.0 381.323974609375 60.0 429.6640625 147.0 474.4616394042969 126.0 477.3513488769531 72.0 477.5866394042969 103.0 478.3490295410156 54.0 478.5207214355469 103.0 478.7739562988281 159.0 478.94586181640625 349.0 479.0845031738281 13756.0 479.5324401855469 136.0 482.90313720703125 158.0 488.3726806640625 253.0 613.0715942382812 144.0 627.1763305664062 97.0 631.0126953125 131.0 631.09423828125 20744.0 632.090087890625 887.0 648.9961547851562 51.0 1049.40185546875 74.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846032 PEPMASS=375.068359 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_GE9_01_3048.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384982-01!3,9,10-trihydroxy-4-(methoxymethyl)-1,7-dimethyl-6-oxobenzo[b][1,4]benzodioxepine-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COCC1=C(O)C(C(O)=O)=C(C)C2=C1OC(=O)C3=C(C)C=C(O)C(O)=C3O2 INCHI=InChI=1S/C18H16O9/c1-6-4-9(19)13(21)16-10(6)18(24)27-15-8(5-25-3)12(20)11(17(22)23)7(2)14(15)26-16/h4,19-21H,5H2,1-3H3,(H,22,23) INCHIAUX=FXGOBECSEIQDAS-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846032 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846032 SCANS=296 133.25563049316406 95.0 135.0454864501953 505.0 135.87136840820312 216.0 137.02139282226562 1552.0 143.08120727539062 207.0 163.00271606445312 253.0 179.03173828125 856.0 225.05941772460938 252.0 255.06663513183594 505.0 271.0540771484375 674.0 287.0860900878906 242.0 299.05645751953125 1771.0 325.0208740234375 133.0 342.6513977050781 70.0 342.7095031738281 45.0 343.0497741699219 345.0 375.0675048828125 369.0 375.0997314453125 200.0 720.53662109375 976.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846034 PEPMASS=499.26535 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_GE9_01_3048.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385001-01!5-[3-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-5-hydroxypentyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC2(C)C(CCC=C2C(O)=O)C1(C)CCC(CCO)COC(=O)\C=C\C3=CC(O)=C(O)C=C3 INCHI=InChI=1S/C29H40O7/c1-19-11-14-29(3)22(27(34)35)5-4-6-25(29)28(19,2)15-12-21(13-16-30)18-36-26(33)10-8-20-7-9-23(31)24(32)17-20/h5,7-10,17,19,21,25,30-32H,4,6,11-16,18H2,1-3H3,(H,34,35)/b10-8+ INCHIAUX=UVGRPMWFXIDHJC-CSKARUKUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846034 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846034 SCANS=393 133.03207397460938 406.0 134.0376739501953 212.0 161.0242919921875 2640.0 170.0150604248047 99.0 179.02781677246094 586.0 185.6247100830078 136.0 411.2429504394531 261.0 413.2680358886719 196.0 454.2957763671875 150.0 455.284912109375 1949.0 481.25848388671875 2322.0 498.2880554199219 342.0 498.62322998046875 109.0 499.2668762207031 12379.0 499.3867492675781 93.0 499.4751281738281 184.0 500.0238037109375 78.0 503.0492248535156 266.0 517.9141235351562 173.0 519.03759765625 90.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846035 PEPMASS=663.406677 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_GE9_01_3048.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385008-01!3-[4-[5-(acetyloxymethyl)-3,4-dihydroxyoxolan-2-yl]oxy-3-(2,5-dihydroxy-6-methylhept-6-en-2-yl)-6,9a,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)OCC1OC(OC2CC3C(C)(CCC(O)=O)C(CCC3(C)C4(C)CCC(C24)C(C)(O)CCC(O)C(C)=C)C(C)=C)C(O)C1O INCHI=InChI=1S/C37H60O10/c1-20(2)23-10-15-35(7)28(34(23,6)14-13-29(40)41)18-26(46-33-32(43)31(42)27(47-33)19-45-22(5)38)30-24(11-16-36(30,35)8)37(9,44)17-12-25(39)21(3)4/h23-28,30-33,39,42-44H,1,3,10-19H2,2,4-9H3,(H,40,41) INCHIAUX=GVVZGEKYZVYQLY-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846035 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846035 SCANS=458 102.34685516357422 387.0 311.2268981933594 342.0 311.2618103027344 151.0 324.0899353027344 116.0 325.2077331542969 109.0 333.6246643066406 243.0 334.3060607910156 206.0 360.57598876953125 209.0 371.2801818847656 82.0 375.04595947265625 170.0 445.3667907714844 101.0 471.3618469238281 197.0 489.3507995605469 1377.0 531.3663330078125 444.0 559.3549194335938 169.0 603.3890991210938 1449.0 621.4009399414062 4650.0 659.5081176757812 108.0 663.18408203125 247.0 663.4064331054688 14424.0 663.5078125 207.0 663.6568603515625 91.0 664.4190063476562 556.0 667.49951171875 129.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846038 PEPMASS=709.411621 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_GE9_01_3048.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385008-01!3-[4-[5-(acetyloxymethyl)-3,4-dihydroxyoxolan-2-yl]oxy-3-(2,5-dihydroxy-6-methylhept-6-en-2-yl)-6,9a,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)OCC1OC(OC2CC3C(C)(CCC(O)=O)C(CCC3(C)C4(C)CCC(C24)C(C)(O)CCC(O)C(C)=C)C(C)=C)C(O)C1O INCHI=InChI=1S/C37H60O10/c1-20(2)23-10-15-35(7)28(34(23,6)14-13-29(40)41)18-26(46-33-32(43)31(42)27(47-33)19-45-22(5)38)30-24(11-16-36(30,35)8)37(9,44)17-12-25(39)21(3)4/h23-28,30-33,39,42-44H,1,3,10-19H2,2,4-9H3,(H,40,41) INCHIAUX=GVVZGEKYZVYQLY-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846038 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846038 SCANS=469 85.0273666381836 298.0 101.02391815185547 348.0 113.023681640625 409.0 131.03372192382812 351.0 149.0945281982422 164.0 163.10951232910156 101.0 213.0140380859375 145.0 283.2424621582031 227.0 307.5553894042969 112.0 320.53076171875 66.0 339.2664794921875 186.0 347.0211486816406 427.0 355.2932434082031 408.0 401.3009948730469 757.0 407.3298645019531 108.0 443.3512268066406 171.0 471.34930419921875 2898.0 471.6239013671875 78.0 489.3659362792969 1817.0 490.3672180175781 401.0 500.8980712890625 290.0 507.3579406738281 69.0 518.232666015625 128.0 539.0990600585938 86.0 587.9117431640625 55.0 603.39013671875 170.0 621.40380859375 618.0 622.3984375 118.0 661.5345458984375 131.0 661.9782104492188 156.0 662.540771484375 191.0 663.1618041992188 222.0 663.4097900390625 26290.0 664.4155883789062 763.0 710.044677734375 103.0 1053.18798828125 183.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846040 PEPMASS=755.198059 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_GE9_01_3048.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384983-01!3-[(2S,4S,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC=C(O)C=C5)C(O)[C@@H](O)C2O)[C@H](O)[C@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@H]1O INCHI=InChI=1S/C33H40O20/c1-10-19(38)29(52-32-25(44)23(42)20(39)16(8-34)50-32)27(46)31(48-10)47-9-17-21(40)24(43)26(45)33(51-17)53-30-22(41)18-14(37)6-13(36)7-15(18)49-28(30)11-2-4-12(35)5-3-11/h2-7,10,16-17,19-21,23-27,29,31-40,42-46H,8-9H2,1H3/t10-,16+,17+,19-,20+,21?,23-,24-,25+,26?,27+,29+,31+,32-,33-/m0/s1 INCHIAUX=MFIXKYXSBNIMPX-PMLYRHIJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846040 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846040 SCANS=215 83.24161529541016 86.0 106.06867980957031 144.0 109.03107452392578 346.0 117.03187561035156 232.0 131.0497283935547 157.0 135.00645446777344 333.0 137.1068572998047 111.0 140.8304443359375 79.0 141.0800018310547 279.0 143.89492797851562 166.0 145.04574584960938 171.0 145.3760528564453 194.0 145.6190185546875 180.0 147.15171813964844 57.0 148.23910522460938 66.0 153.01593017578125 293.0 162.87220764160156 172.0 163.0053253173828 284.0 164.01947021484375 400.0 164.8066864013672 49.0 169.02386474609375 311.0 169.0623016357422 174.0 171.4564971923828 192.0 174.56256103515625 120.0 179.00247192382812 259.0 183.05540466308594 461.0 189.05677795410156 208.0 190.99610900878906 253.0 192.87387084960938 62.0 195.0424041748047 440.0 199.04087829589844 241.0 200.0443115234375 637.0 200.23760986328125 121.0 211.03660583496094 407.0 213.05337524414062 191.0 223.04591369628906 180.0 227.0348358154297 4536.0 227.33837890625 64.0 228.03866577148438 197.0 229.0503387451172 3036.0 239.02561950683594 209.0 241.04795837402344 718.0 252.74497985839844 221.0 255.02957153320312 6087.0 255.8106231689453 60.0 256.0381164550781 1097.0 257.0476989746094 1848.0 258.031494140625 75.0 267.023193359375 136.0 283.65570068359375 96.0 284.03228759765625 15498.0 284.65576171875 95.0 285.0407409667969 40477.0 285.1201171875 185.0 285.1413879394531 194.0 285.1908874511719 90.0 285.40576171875 186.0 285.56439208984375 139.0 286.04443359375 1196.0 287.9728698730469 145.0 290.989990234375 229.0 299.04595947265625 268.0 327.0464782714844 701.0 359.9353332519531 56.0 368.505615234375 98.0 383.43304443359375 230.0 389.4912109375 147.0 393.1087951660156 170.0 398.60650634765625 118.0 404.308349609375 94.0 419.197509765625 179.0 446.1662902832031 96.0 527.1657104492188 175.0 593.1798095703125 142.0 650.6224975585938 64.0 660.4730834960938 105.0 749.5453491210938 51.0 751.55419921875 57.0 753.3333740234375 68.0 754.4334106445312 101.0 754.6958618164062 59.0 755.2051391601562 29933.0 755.5846557617188 152.0 756.2171630859375 3915.0 760.333251953125 141.0 778.1767578125 159.0 1005.0409545898438 241.0 1141.581787109375 535.0 1141.749267578125 238.0 1453.0836181640625 103.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846042 PEPMASS=341.13855 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_RE3_01_2992.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385014-01!(E)-1,7-bis(4-hydroxyphenyl)hept-1-en-3-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(CCCCC(=O)\C=C\C2=CC=C(O)C=C2)C=C1 INCHI=InChI=1S/C19H20O3/c20-17(10-7-16-8-13-19(22)14-9-16)4-2-1-3-15-5-11-18(21)12-6-15/h5-14,21-22H,1-4H2/b10-7+ INCHIAUX=IHZRLGRBBLFVBQ-JXMROGBWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846042 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846042 SCANS=370 119.052978515625 183.0 132.0598907470703 325.0 294.17596435546875 211.0 295.1349182128906 7517.0 295.3807678222656 125.0 298.19049072265625 328.0 911.2142333984375 74.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846044 PEPMASS=423.127472 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_RE3_01_2992.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385007-01!methyl 4-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxybenzoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1=CC(OC)=C(OC(CO)C(O)C2=CC=C(O)C(OC)=C2)C=C1 INCHI=InChI=1S/C19H22O8/c1-24-15-8-11(4-6-13(15)21)18(22)17(10-20)27-14-7-5-12(19(23)26-3)9-16(14)25-2/h4-9,17-18,20-22H,10H2,1-3H3 INCHIAUX=OMXHMQVMAFLCRB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846044 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846044 SCANS=246 107.01921844482422 204.0 108.39563751220703 190.0 108.79039001464844 330.0 149.01832580566406 413.0 150.0331268310547 1330.0 151.0022735595703 198.0 164.05043029785156 252.0 165.0562286376953 3239.0 166.0287322998047 1199.0 180.03768920898438 316.0 181.05221557617188 3125.0 195.06640625 3009.0 223.07386779785156 253.0 329.1064453125 637.0 549.9789428710938 766.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846045 PEPMASS=459.127441 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_RE3_01_2992.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00095966-03!4-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1OC)C2C3C(COC3=O)CC4=C2C=C5OCOC5=C4O INCHI=InChI=1S/C22H22O8/c1-25-14-5-10(6-15(26-2)20(14)27-3)17-12-7-16-21(30-9-29-16)19(23)13(12)4-11-8-28-22(24)18(11)17/h5-7,11,17-18,23H,4,8-9H2,1-3H3 INCHIAUX=HLBPOYVRLSXWJJ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846045 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846045 SCANS=329 129.5210723876953 152.0 153.0535430908203 141.0 171.0418701171875 184.0 173.05856323242188 472.0 200.02462768554688 216.0 212.69976806640625 116.0 245.04591369628906 150.0 268.0701904296875 286.0 284.0694885253906 72.0 288.1052551269531 284.0 291.0745849609375 300.0 296.0845642089844 202.0 324.095703125 289.0 341.1081237792969 210.0 353.0993957519531 156.0 355.0796813964844 479.0 369.13372802734375 244.0 370.12860107421875 164.0 383.08233642578125 172.0 385.1332702636719 119.0 398.0927734375 437.0 413.1277160644531 9208.0 413.2494812011719 168.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846047 PEPMASS=537.100891 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_RE3_01_2992.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385025-01!2-[4-[(E)-2-carboxyethenyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carbonyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC(=O)\C=C\C1=C2C(C(OC2=C(O)C=C1)C3=CC(O)=C(O)C=C3)C(=O)OC(CC4=CC(O)=C(O)C=C4)C(O)=O INCHI=InChI=1S/C27H22O12/c28-15-5-1-12(9-18(15)31)10-20(26(35)36)38-27(37)23-22-13(4-8-21(33)34)2-7-17(30)25(22)39-24(23)14-3-6-16(29)19(32)11-14/h1-9,11,20,23-24,28-32H,10H2,(H,33,34)(H,35,36)/b8-4+ INCHIAUX=HHKGQYGYEDKXNE-XBXARRHUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846047 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846047 SCANS=235 109.03047180175781 338.0 110.76546478271484 160.0 123.04601287841797 524.0 131.0520477294922 284.0 135.0448455810547 1721.0 145.21876525878906 393.0 157.0329132080078 211.0 159.0476837158203 493.0 173.0276641845703 1048.0 185.02320861816406 3665.0 186.03170776367188 1341.0 197.0461883544922 1560.0 203.04115295410156 367.0 237.0502166748047 386.0 249.0576934814453 263.0 253.04685974121094 240.0 254.06446838378906 138.0 266.05419921875 198.0 269.083984375 406.0 277.05047607421875 371.0 294.30645751953125 258.0 295.06329345703125 9342.0 313.0767517089844 1726.0 374.5359802246094 119.0 383.0923156738281 130.0 462.5135498046875 324.0 493.119140625 587.0 680.3609008789062 68.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846049 PEPMASS=449.107452 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_RC4_01_3162.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169637-02!(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC3=C(C(=O)C[C@H](O3)C4=CC(O)=C(O)C=C4)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H22O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-5,14,16,18-25,27-29H,6-7H2/t14-,16+,18+,19-,20+,21+/m0/s1 INCHIAUX=RAFHNDRXYHOLSH-SFTVRKLSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846049 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846049 SCANS=194 78.5472183227539 196.0 83.3225326538086 71.0 125.02201080322266 228.0 135.0454864501953 230.0 151.0040740966797 3734.0 175.00048828125 516.0 205.0189971923828 139.0 287.0553283691406 5828.0 313.05523681640625 183.0 329.07244873046875 224.0 449.1103210449219 419.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846053 PEPMASS=493.092957 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_BA11_01_3253.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169924-02!2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2=C3OC(=CC(=O)C3=C(O)C=C2O)C4=CC(O)=C(O)C=C4 INCHI=InChI=1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2 INCHIAUX=PLAPMLGJVGLZOV-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846053 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846053 SCANS=204 105.03388977050781 234.0 149.02236938476562 181.0 176.3655548095703 69.0 181.0587158203125 66.0 181.12403869628906 178.0 189.01852416992188 175.0 284.03582763671875 150.0 297.04327392578125 315.0 307.0639953613281 237.0 309.0458679199219 168.0 311.05902099609375 295.0 327.0517272949219 10471.0 339.0527648925781 690.0 341.0818176269531 220.0 357.0677490234375 1817.0 358.0782775878906 249.0 369.0647888183594 633.0 447.0902404785156 6548.0 447.77288818359375 146.0 449.7382507324219 168.0 493.1072692871094 110.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846055 PEPMASS=547.139893 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_BA11_01_3253.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385059-01!5,7-dihydroxy-2-phenyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-(3,4,5-trihydroxyoxan-2-yl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2=C(O)C(C3OCC(O)C(O)C3O)=C4OC(=CC(=O)C4=C2O)C5=CC=CC=C5 INCHI=InChI=1S/C26H28O13/c27-7-13-18(31)21(34)23(36)26(39-13)15-19(32)14-10(28)6-12(9-4-2-1-3-5-9)38-24(14)16(20(15)33)25-22(35)17(30)11(29)8-37-25/h1-6,11,13,17-18,21-23,25-27,29-36H,7-8H2 INCHIAUX=ZGVGUTOTMNVHSX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846055 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846055 SCANS=220 145.07968139648438 92.0 174.0292510986328 402.0 215.03086853027344 58.0 217.05572509765625 195.0 223.07601928710938 199.0 249.08668518066406 212.0 251.0738067626953 317.0 251.4131317138672 144.0 254.63845825195312 181.0 261.9152526855469 277.0 265.57379150390625 136.0 265.7073059082031 76.0 267.0858154296875 206.0 281.0890808105469 810.0 291.0672607421875 164.0 291.1047058105469 243.0 298.0498962402344 97.0 305.0438232421875 152.0 307.0542907714844 269.0 308.06402587890625 190.0 309.08056640625 720.0 312.0651550292969 707.0 321.0794372558594 412.0 336.72198486328125 196.0 337.0709533691406 3132.0 338.07415771484375 96.0 349.07647705078125 458.0 361.0591125488281 138.0 367.0847473144531 2253.0 397.1083068847656 513.0 409.0954284667969 843.0 427.0983581542969 973.0 439.1064758300781 429.0 457.1148681640625 2568.0 487.1504211425781 110.0 544.2123413085938 70.0 546.5065307617188 91.0 546.7763671875 78.0 547.1438598632812 15046.0 548.14501953125 294.0 1776.9981689453125 124.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846058 PEPMASS=430.279236 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_RE7_01_3177.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381188-01!(E,2S,3R,4R,5S)-2-acetamido-3,4,5,14-tetrahydroxyicos-6-enoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCC(O)CCCCCC\C=C\[C@H](O)[C@@H](O)[C@H](O)[C@H](NC(C)=O)C(O)=O INCHI=InChI=1S/C22H41NO7/c1-3-4-5-10-13-17(25)14-11-8-6-7-9-12-15-18(26)20(27)21(28)19(22(29)30)23-16(2)24/h12,15,17-21,25-28H,3-11,13-14H2,1-2H3,(H,23,24)(H,29,30)/b15-12+/t17?,18-,19-,20+,21+/m0/s1 INCHIAUX=VKFZVQCKAPPEFZ-LNBSYBDWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846058 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846058 SCANS=348 116.03289794921875 506.0 140.03857421875 385.0 223.62744140625 177.0 226.34048461914062 317.0 229.0748748779297 235.0 279.23956298828125 224.0 430.2751159667969 1964.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846060 PEPMASS=571.361328 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_RE7_01_3177.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169399-03!(2R,6R)-6-[(3R,10S,12S,13R,17R)-3-(2-carboxyacetyl)oxy-12-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H](CCC(=C)[C@@H](C)C(O)=O)[C@H]1CCC2(C)C3=C(C[C@H](O)[C@]12C)[C@@]4(C)CC[C@@H](OC(=O)CC(O)=O)C(C)(C)C4CC3 INCHI=InChI=1S/C34H52O7/c1-19(21(3)30(39)40)9-10-20(2)22-13-16-33(7)23-11-12-25-31(4,5)27(41-29(38)18-28(36)37)14-15-32(25,6)24(23)17-26(35)34(22,33)8/h20-22,25-27,35H,1,9-18H2,2-8H3,(H,36,37)(H,39,40)/t20-,21-,22-,25?,26+,27-,32-,33?,34+/m1/s1 INCHIAUX=HMOMGSPWDYKCAH-CBLCVTABSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846060 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846060 SCANS=535 207.66458129882812 234.0 233.4599609375 319.0 253.29034423828125 228.0 259.19830322265625 254.0 279.234619140625 181.0 425.3450927734375 703.0 440.61993408203125 192.0 441.2580871582031 148.0 441.3748779296875 5560.0 443.59063720703125 93.0 459.3901672363281 171.0 465.37677001953125 242.0 467.32635498046875 309.0 481.3511962890625 238.0 483.2310791015625 186.0 483.3817443847656 5292.0 485.3652648925781 1153.0 485.4077453613281 188.0 497.3624267578125 411.0 515.3745727539062 170.0 527.3739013671875 3797.0 527.5123901367188 65.0 528.410888671875 125.0 550.9714965820312 161.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846062 PEPMASS=359.149841 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C2_GC2_01_3305.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384784-01!5-hydroxy-1,7-bis(4-hydroxyphenyl)heptan-3-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC(CCC1=CC=C(O)C=C1)CC(=O)CCC2=CC=C(O)C=C2 INCHI=InChI=1S/C19H22O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-4,7-10,18,20-22H,5-6,11-13H2 INCHIAUX=ZBFSUZGUYFFWGY-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846062 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846062 SCANS=273 149.06039428710938 1766.0 163.08929443359375 396.0 207.10354614257812 430.0 313.14068603515625 1170.0 332.33111572265625 88.0 468.2406311035156 102.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846063 PEPMASS=395.150787 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C2_GC2_01_3305.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347413-02!1,3,6,7-tetrahydroxy-2,8-bis(3-methylbut-2-enyl)xanthen-9-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=C(O)C=C2OC3=CC(O)=C(O)C(CC=C(C)C)=C3C(=O)C2=C1O INCHI=InChI=1S/C23H24O6/c1-11(2)5-7-13-15(24)9-18-20(22(13)27)23(28)19-14(8-6-12(3)4)21(26)16(25)10-17(19)29-18/h5-6,9-10,24-27H,7-8H2,1-4H3 INCHIAUX=VEZXFTKZUMARDU-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846063 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846063 SCANS=489 271.0216369628906 221.0 281.05584716796875 136.0 282.7269287109375 85.0 283.0250244140625 155.0 283.6304626464844 110.0 309.0359191894531 211.0 339.1051330566406 228.0 395.14727783203125 2210.0 398.3466796875 95.0 415.70892333984375 106.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846066 PEPMASS=413.197601 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C2_GC2_01_3305.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384769-01!6,8-dihydroxy-2,2,4,4-tetramethyl-5-(2-methylpropanoyl)-9-propan-2-yl-9H-xanthene-1,3-dione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C1C2=C(O)C=C(O)C(C(=O)C(C)C)=C2OC3=C1C(=O)C(C)(C)C(=O)C3(C)C INCHI=InChI=1S/C24H30O6/c1-10(2)14-15-12(25)9-13(26)16(18(27)11(3)4)19(15)30-21-17(14)20(28)23(5,6)22(29)24(21,7)8/h9-11,14,25-26H,1-8H3 INCHIAUX=AYAUOXWJIWVPSO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846066 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846066 SCANS=515 204.36691284179688 100.0 355.1202697753906 2396.0 413.1999816894531 9455.0 1878.0777587890625 167.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846067 PEPMASS=459.202942 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C2_GC2_01_3305.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384769-01!6,8-dihydroxy-2,2,4,4-tetramethyl-5-(2-methylpropanoyl)-9-propan-2-yl-9H-xanthene-1,3-dione [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C1C2=C(O)C=C(O)C(C(=O)C(C)C)=C2OC3=C1C(=O)C(C)(C)C(=O)C3(C)C INCHI=InChI=1S/C24H30O6/c1-10(2)14-15-12(25)9-13(26)16(18(27)11(3)4)19(15)30-21-17(14)20(28)23(5,6)22(29)24(21,7)8/h9-11,14,25-26H,1-8H3 INCHIAUX=AYAUOXWJIWVPSO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846067 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846067 SCANS=613 181.08677673339844 605.0 223.06361389160156 3071.0 277.11328125 690.0 459.1846923828125 199.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846069 PEPMASS=469.186951 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C2_GC2_01_3305.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00246211-02!3,9-dihydroxy-6-oxo-7-(2-oxoheptyl)-1-pentylbenzo[b][1,4]benzodioxepine-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC(=O)CC1=C2C(OC3=C(CCCCC)C(C(O)=O)=C(O)C=C3OC2=O)=CC(O)=C1 INCHI=InChI=1S/C26H30O8/c1-3-5-7-9-16(27)11-15-12-17(28)13-20-22(15)26(32)34-21-14-19(29)23(25(30)31)18(24(21)33-20)10-8-6-4-2/h12-14,28-29H,3-11H2,1-2H3,(H,30,31) INCHIAUX=KVTYWHGIZSCFLG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846069 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846069 SCANS=441 123.05290985107422 364.0 125.1196060180664 132.0 133.1040496826172 219.0 148.3780059814453 163.0 149.0155029296875 227.0 163.0412139892578 402.0 163.08279418945312 299.0 188.0492706298828 291.0 198.06533813476562 272.0 203.0613250732422 181.0 211.57029724121094 213.0 213.1356658935547 201.0 221.12142944335938 303.0 246.09886169433594 562.0 247.0968780517578 947.0 251.0676727294922 290.0 255.0557403564453 316.0 269.0493469238281 290.0 271.14141845703125 248.0 274.41229248046875 215.0 280.1174621582031 125.0 282.1084899902344 193.0 283.1341247558594 424.0 284.07537841796875 128.0 285.1231994628906 102.0 300.1285400390625 174.0 311.20672607421875 182.0 314.1249084472656 502.0 316.1050109863281 241.0 324.14715576171875 750.0 336.0124816894531 168.0 336.2761535644531 74.0 336.74664306640625 166.0 337.213623046875 191.0 340.1304626464844 206.0 344.2128601074219 281.0 353.2138977050781 185.0 355.1868591308594 296.0 356.9720764160156 102.0 357.1930236816406 273.0 357.219970703125 366.0 381.20867919921875 5172.0 382.20025634765625 148.0 383.1877746582031 3337.0 384.28643798828125 75.0 397.2151184082031 102.0 407.1911315917969 348.0 411.27386474609375 98.0 425.1952819824219 6963.0 425.2668151855469 117.0 451.1750183105469 453.0 469.18048095703125 3018.0 1692.5262451171875 171.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846071 PEPMASS=515.19281 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C2_GC2_01_3305.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00246211-02!3,9-dihydroxy-6-oxo-7-(2-oxoheptyl)-1-pentylbenzo[b][1,4]benzodioxepine-2-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC(=O)CC1=C2C(OC3=C(CCCCC)C(C(O)=O)=C(O)C=C3OC2=O)=CC(O)=C1 INCHI=InChI=1S/C26H30O8/c1-3-5-7-9-16(27)11-15-12-17(28)13-20-22(15)26(32)34-21-14-19(29)23(25(30)31)18(24(21)33-20)10-8-6-4-2/h12-14,28-29H,3-11H2,1-2H3,(H,30,31) INCHIAUX=KVTYWHGIZSCFLG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846071 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846071 SCANS=424 123.04434967041016 284.0 133.10455322265625 227.0 139.15811157226562 240.0 151.03883361816406 225.0 155.30918884277344 311.0 179.11471557617188 210.0 190.02853393554688 207.0 193.0880126953125 146.0 194.06967163085938 270.0 215.11260986328125 217.0 217.30088806152344 156.0 225.7812957763672 186.0 246.0980682373047 298.0 247.1036834716797 1125.0 253.12525939941406 282.0 259.1417236328125 191.0 262.08404541015625 288.0 273.0755615234375 218.0 291.1045837402344 264.0 311.0965881347656 205.0 327.1295166015625 178.0 336.09149169921875 151.0 350.1213073730469 144.0 350.15240478515625 221.0 353.10675048828125 175.0 367.11431884765625 278.0 379.1875 207.0 381.20794677734375 624.0 383.1794738769531 175.0 407.1885986328125 927.0 421.1293640136719 115.0 425.1973876953125 2239.0 451.0550231933594 231.0 451.17926025390625 7286.0 452.1710510253906 219.0 468.1799011230469 161.0 469.1896057128906 8254.0 469.3316650390625 113.0 469.3951110839844 67.0 470.1807556152344 250.0 487.1831359863281 184.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846074 PEPMASS=353.136353 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_GE5_01_3044.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180260-02!5,7-dihydroxy-2-(4-methoxyphenyl)-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2CC(=O)C3=C(O2)C=C(O)C(CC=C(C)C)=C3O INCHI=InChI=1S/C21H22O5/c1-12(2)4-9-15-16(22)10-19-20(21(15)24)17(23)11-18(26-19)13-5-7-14(25-3)8-6-13/h4-8,10,18,22,24H,9,11H2,1-3H3 INCHIAUX=ZTDRTMVBTLHQII-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846074 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846074 SCANS=528 119.05126190185547 246.0 177.02102661132812 85.0 199.0765838623047 224.0 281.0862121582031 214.0 353.13873291015625 3044.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846076 PEPMASS=389.121124 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_GE5_01_3044.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180260-02!5,7-dihydroxy-2-(4-methoxyphenyl)-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2CC(=O)C3=C(O2)C=C(O)C(CC=C(C)C)=C3O INCHI=InChI=1S/C21H22O5/c1-12(2)4-9-15-16(22)10-19-20(21(15)24)17(23)11-18(26-19)13-5-7-14(25-3)8-6-13/h4-8,10,18,22,24H,9,11H2,1-3H3 INCHIAUX=ZTDRTMVBTLHQII-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846076 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846076 SCANS=492 137.05892944335938 292.0 167.03956604003906 164.0 180.8094024658203 277.0 181.0475311279297 304.0 195.06285095214844 794.0 207.06588745117188 668.0 209.08529663085938 555.0 221.0840606689453 355.0 389.1282653808594 268.0 756.489013671875 204.0 771.6637573242188 66.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846082 PEPMASS=501.121399 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_GE5_01_3044.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385203-01!7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1CO[C@@H](OC[C@H]2O[C@@H](OC3=CC=C4C=CC(=O)OC4=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H]1O INCHI=InChI=1S/C20H24O12/c21-10-6-28-19(17(26)14(10)23)29-7-12-15(24)16(25)18(27)20(32-12)30-9-3-1-8-2-4-13(22)31-11(8)5-9/h1-5,10,12,14-21,23-27H,6-7H2/t10-,12-,14+,15-,16+,17-,18-,19+,20-/m1/s1 INCHIAUX=FCJIWTZAADYCGI-LUFRPPBASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846082 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846082 SCANS=175 83.4971923828125 125.0 86.18953704833984 262.0 91.45248413085938 88.0 92.03328704833984 199.0 93.20145416259766 88.0 95.50960540771484 221.0 160.31895446777344 123.0 160.82179260253906 113.0 160.93263244628906 154.0 161.02261352539062 23987.0 165.32620239257812 166.0 455.1335144042969 459.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846084 PEPMASS=787.094055 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_GE5_01_3044.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169133-02![(2R,3R,4S,5R,6S)-3-hydroxy-4,5,6-tris[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)C2=CC(O)=C(O)C(O)=C2)O[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](OC(=O)C4=CC(O)=C(O)C(O)=C4)[C@H]1OC(=O)C5=CC(O)=C(O)C(O)=C5 INCHI=InChI=1S/C34H28O22/c35-14-1-10(2-15(36)23(14)43)30(48)52-9-22-27(47)28(54-31(49)11-3-16(37)24(44)17(38)4-11)29(55-32(50)12-5-18(39)25(45)19(40)6-12)34(53-22)56-33(51)13-7-20(41)26(46)21(42)8-13/h1-8,22,27-29,34-47H,9H2/t22-,27-,28+,29-,34+/m1/s1 INCHIAUX=RATQVALKDAUZBW-XPMKZLBQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846084 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846084 SCANS=227 89.45272064208984 124.0 95.01268768310547 170.0 98.35018920898438 133.0 107.00772857666016 366.0 112.36654663085938 110.0 114.06643676757812 195.0 115.03966522216797 243.0 118.03751373291016 73.0 121.06231689453125 275.0 123.00862884521484 2357.0 124.01459503173828 803.0 125.02399444580078 4928.0 128.06019592285156 282.0 130.017333984375 335.0 131.83645629882812 112.0 137.0577392578125 200.0 138.2716522216797 71.0 138.9999237060547 317.0 141.0137939453125 681.0 143.03016662597656 224.0 145.02452087402344 374.0 150.22647094726562 222.0 151.0037078857422 2213.0 151.03810119628906 269.0 159.04531860351562 583.0 161.02352905273438 230.0 165.0153350830078 369.0 166.34849548339844 199.0 166.9965057373047 1570.0 167.68484497070312 85.0 168.00770568847656 1006.0 168.33773803710938 148.0 169.01217651367188 23708.0 170.01832580566406 355.0 170.6970977783203 78.0 170.76806640625 100.0 175.04898071289062 244.0 177.01637268066406 1239.0 177.0549774169922 359.0 179.0346221923828 1700.0 185.92684936523438 245.0 190.9998321533203 288.0 191.03445434570312 1352.0 193.01260375976562 1292.0 194.3411865234375 137.0 195.0145721435547 273.0 203.0359344482422 232.0 205.00999450683594 280.0 205.0534210205078 136.0 207.02792358398438 344.0 211.02548217773438 1800.0 215.03123474121094 1204.0 221.0106964111328 901.0 221.03895568847656 1657.0 223.02621459960938 114.0 235.02696228027344 898.0 237.034423828125 699.0 241.03953552246094 430.0 249.035400390625 213.0 251.06399536132812 189.0 254.23309326171875 111.0 260.02813720703125 238.0 261.04217529296875 271.0 263.0547790527344 293.0 265.03863525390625 214.0 267.0600891113281 261.0 271.57275390625 104.0 275.01507568359375 345.0 277.0317687988281 255.0 278.03375244140625 229.0 279.05120849609375 720.0 283.0517883300781 207.0 293.82574462890625 161.0 293.8525390625 96.0 294.20806884765625 134.0 295.0443115234375 3822.0 296.75537109375 151.0 297.0642395019531 464.0 313.05096435546875 4502.0 315.5357360839844 168.0 403.0672607421875 1391.0 405.04449462890625 177.0 419.0501403808594 176.0 421.0694885253906 1174.0 423.05816650390625 296.0 423.099365234375 237.0 429.0310363769531 163.0 447.05084228515625 3724.0 448.0679626464844 752.0 449.0702819824219 1385.0 463.1363220214844 207.0 463.9276123046875 155.0 464.5274658203125 64.0 465.06475830078125 16228.0 466.066162109375 457.0 466.37274169921875 197.0 467.48028564453125 103.0 476.75830078125 77.0 483.0703125 661.0 529.1294555664062 168.0 545.0972900390625 114.0 573.0922241210938 2198.0 574.0774536132812 164.0 616.1401977539062 81.0 616.96240234375 162.0 617.0772094726562 19013.0 617.215087890625 50.0 617.758056640625 93.0 618.0700073242188 1083.0 621.1372680664062 109.0 621.2824096679688 179.0 621.4049682617188 217.0 635.08935546875 2713.0 636.0796508789062 199.0 636.133056640625 171.0 639.6876831054688 217.0 641.8104248046875 444.0 767.511474609375 116.0 780.2821655273438 131.0 785.243896484375 112.0 786.034912109375 198.0 786.2656860351562 82.0 786.4658813476562 181.0 786.8583374023438 134.0 787.0995483398438 11930.0 787.2376708984375 98.0 787.9664916992188 48.0 788.1087646484375 1921.0 788.7789306640625 46.0 791.7327880859375 275.0 1041.64111328125 140.0 1735.5531005859375 237.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846085 PEPMASS=823.072876 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_GE5_01_3044.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169133-02![(2R,3R,4S,5R,6S)-3-hydroxy-4,5,6-tris[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)C2=CC(O)=C(O)C(O)=C2)O[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](OC(=O)C4=CC(O)=C(O)C(O)=C4)[C@H]1OC(=O)C5=CC(O)=C(O)C(O)=C5 INCHI=InChI=1S/C34H28O22/c35-14-1-10(2-15(36)23(14)43)30(48)52-9-22-27(47)28(54-31(49)11-3-16(37)24(44)17(38)4-11)29(55-32(50)12-5-18(39)25(45)19(40)6-12)34(53-22)56-33(51)13-7-20(41)26(46)21(42)8-13/h1-8,22,27-29,34-47H,9H2/t22-,27-,28+,29-,34+/m1/s1 INCHIAUX=RATQVALKDAUZBW-XPMKZLBQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846085 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846085 SCANS=229 123.00830841064453 384.0 125.02250671386719 290.0 138.38497924804688 312.0 138.68922424316406 170.0 139.0082550048828 453.0 139.6159210205078 192.0 145.82012939453125 238.0 163.00282287597656 224.0 166.0190887451172 291.0 166.99769592285156 257.0 169.01214599609375 1780.0 193.01528930664062 245.0 241.0238037109375 253.0 267.0440979003906 309.0 269.079833984375 164.0 295.03704833984375 558.0 313.05633544921875 460.0 403.0643005371094 131.0 447.04345703125 354.0 451.73907470703125 140.0 465.0649108886719 1125.0 573.0826416015625 134.0 617.0736694335938 732.0 618.0914306640625 164.0 787.1018676757812 1241.0 788.069580078125 102.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846088 PEPMASS=355.119537 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_BC3_01_3331.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347385-02!(2S,3S)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=C(O)C=C(O)C2=C1O[C@H]([C@H](O)C2=O)C3=CC=C(O)C=C3 INCHI=InChI=1S/C20H20O6/c1-10(2)3-8-13-14(22)9-15(23)16-17(24)18(25)19(26-20(13)16)11-4-6-12(21)7-5-11/h3-7,9,18-19,21-23,25H,8H2,1-2H3/t18-,19+/m1/s1 INCHIAUX=IPWPEUJWMOPJDG-MOPGFXCFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846088 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846088 SCANS=385 152.01467895507812 377.0 193.07630920410156 214.0 203.03509521484375 322.0 220.0907440185547 248.0 240.07418823242188 112.0 311.1274108886719 702.0 326.3527526855469 101.0 327.1260070800781 1599.0 327.9310607910156 144.0 337.09869384765625 356.0 355.12139892578125 2671.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846090 PEPMASS=463.088837 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_BC3_01_3331.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00163596-04!5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=C(OC3=C(C(O)=CC(O)=C3)C2=O)C4=CC(O)=C(O)C(O)=C4)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C21H20O12/c1-6-14(26)17(29)18(30)21(31-6)33-20-16(28)13-9(23)4-8(22)5-12(13)32-19(20)7-2-10(24)15(27)11(25)3-7/h2-6,14,17-18,21-27,29-30H,1H3/t6-,14-,17+,18+,21-/m0/s1 INCHIAUX=DCYOADKBABEMIQ-OWMUPTOHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846090 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846090 SCANS=193 91.0179443359375 294.0 156.9152069091797 280.0 175.20736694335938 53.0 180.9619140625 287.0 209.0067138671875 174.0 224.87399291992188 210.0 227.46519470214844 250.0 269.0130310058594 173.0 271.0247497558594 647.0 287.0233459472656 263.0 316.0253601074219 10807.0 317.032470703125 1130.0 463.0890808105469 7088.0 466.76824951171875 195.0 1570.875 94.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846092 PEPMASS=509.130341 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_BC3_01_3331.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386048-01!5-hydroxy-2-[1-hydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexa-2,5-dien-1-yl]-7-methoxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C=C(OC2=C1)C3(O)C=CC(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3 INCHI=InChI=1S/C22H24O11/c1-30-11-6-12(24)17-13(25)8-16(32-14(17)7-11)22(29)4-2-10(3-5-22)31-21-20(28)19(27)18(26)15(9-23)33-21/h2-8,10,15,18-21,23-24,26-29H,9H2,1H3/t10?,15-,18-,19+,20-,21-,22?/m1/s1 INCHIAUX=ACGWJYPSNRKNPW-SRNLTMNISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846092 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846092 SCANS=206 117.02985382080078 289.0 137.33648681640625 250.0 139.0396728515625 537.0 161.02395629882812 411.0 165.01463317871094 120.0 207.0337677001953 566.0 252.0712432861328 113.0 266.3363952636719 202.0 267.0587463378906 303.0 267.85546875 112.0 268.03631591796875 673.0 283.0636291503906 6579.0 285.2637023925781 78.0 297.581298828125 168.0 301.0719299316406 301.0 445.11639404296875 757.0 1050.73974609375 59.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846093 PEPMASS=489.104309 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_BC3_01_3331.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386050-01!(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2=CC(=O)C3=C(O)C(OC)=C(O[C@@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O)C(O)=O)C=C3O2 INCHI=InChI=1S/C23H22O12/c1-31-10-5-3-9(4-6-10)12-7-11(24)15-13(33-12)8-14(20(32-2)16(15)25)34-23-19(28)17(26)18(27)21(35-23)22(29)30/h3-8,17-19,21,23,25-28H,1-2H3,(H,29,30)/t17-,18-,19+,21-,23+/m0/s1 INCHIAUX=ZEKXCIHGJAZTEW-VLXBDIDVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846093 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846093 SCANS=280 175.02328491210938 332.0 283.03131103515625 261.0 298.0500793457031 1543.0 313.0724182128906 1826.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846096 PEPMASS=609.146301 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_BC3_01_3331.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386049-01!3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C4=CC(O)=C(O)C=C4)[C@H](O)[C@H](O)[C@H]1O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O INCHI=InChI=1S/C27H30O16/c1-8-23(42-27-21(37)19(35)17(33)15(7-28)41-27)20(36)22(38)26(39-8)43-25-18(34)16-13(32)5-10(29)6-14(16)40-24(25)9-2-3-11(30)12(31)4-9/h2-6,8,15,17,19-23,26-33,35-38H,7H2,1H3/t8-,15+,17+,19-,20-,21+,22+,23-,26-,27-/m0/s1 INCHIAUX=CAENGMLSMONNBU-QLYOBGCHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846096 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846096 SCANS=215 111.0101547241211 451.0 121.03217315673828 506.0 125.02264404296875 359.0 142.20494079589844 152.0 148.44728088378906 114.0 151.00572204589844 682.0 153.61697387695312 247.0 163.00613403320312 581.0 174.03419494628906 287.0 178.9302215576172 136.0 179.00030517578125 694.0 180.0589599609375 248.0 187.0405731201172 82.0 229.04705810546875 120.0 243.03236389160156 287.0 244.03369140625 340.0 245.04501342773438 602.0 255.03074645996094 1012.0 271.03118896484375 1510.0 272.0302429199219 540.0 273.0438232421875 528.0 283.0250244140625 170.0 298.2083435058594 98.0 299.5321044921875 242.0 299.581787109375 162.0 299.6582336425781 120.0 300.02850341796875 8121.0 300.1404113769531 77.0 300.2284851074219 197.0 300.69012451171875 91.0 300.7745361328125 108.0 301.0362548828125 16475.0 301.1064453125 152.0 302.0408630371094 287.0 304.1582946777344 183.0 313.04095458984375 130.0 329.71038818359375 86.0 343.04205322265625 656.0 377.8736877441406 184.0 429.1334533691406 254.0 463.0901184082031 102.0 609.1468505859375 21232.0 609.4752807617188 159.0 610.1500244140625 163.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846097 PEPMASS=645.123657 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_BC3_01_3331.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386049-01!3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C4=CC(O)=C(O)C=C4)[C@H](O)[C@H](O)[C@H]1O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O INCHI=InChI=1S/C27H30O16/c1-8-23(42-27-21(37)19(35)17(33)15(7-28)41-27)20(36)22(38)26(39-8)43-25-18(34)16-13(32)5-10(29)6-14(16)40-24(25)9-2-3-11(30)12(31)4-9/h2-6,8,15,17,19-23,26-33,35-38H,7H2,1H3/t8-,15+,17+,19-,20-,21+,22+,23-,26-,27-/m0/s1 INCHIAUX=CAENGMLSMONNBU-QLYOBGCHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846097 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846097 SCANS=218 283.0213928222656 142.0 300.027099609375 317.0 301.0448303222656 930.0 304.211669921875 218.0 364.9894714355469 223.0 609.1484985351562 1925.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846099 PEPMASS=349.207184 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_GG11_01_3145.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347406-02!5-(4-carboxy-3-methylbutyl)-5,6,8a-trimethyl-3-oxo-4a,6,7,8-tetrahydro-4H-naphthalene-1-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CCC1(C)C(C)CCC2(C)C1CC(=O)C=C2C(O)=O)CC(O)=O INCHI=InChI=1S/C20H30O5/c1-12(9-17(22)23)5-7-19(3)13(2)6-8-20(4)15(18(24)25)10-14(21)11-16(19)20/h10,12-13,16H,5-9,11H2,1-4H3,(H,22,23)(H,24,25) INCHIAUX=XKXZAYIPFRBKHT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846099 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846099 SCANS=341 205.99671936035156 170.0 249.18771362304688 158.0 305.20953369140625 3062.0 349.205078125 1870.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846101 PEPMASS=433.083954 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_GG11_01_3145.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168963-02!2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1CO[C@@H](OC2=C(OC3=C(C2=O)C(O)=CC(O)=C3)C4=CC(O)=C(O)C=C4)[C@H](O)[C@H]1O INCHI=InChI=1S/C20H18O11/c21-8-4-11(24)14-13(5-8)30-18(7-1-2-9(22)10(23)3-7)19(16(14)27)31-20-17(28)15(26)12(25)6-29-20/h1-5,12,15,17,20-26,28H,6H2/t12-,15-,17+,20-/m0/s1 INCHIAUX=PZZRDJXEMZMZFD-IEGSVRCHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846101 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846101 SCANS=217 178.99942016601562 270.0 189.91464233398438 115.0 226.1419677734375 79.0 271.0180358886719 167.0 300.0274963378906 2958.0 301.0362854003906 664.0 311.9501037597656 152.0 312.00799560546875 117.0 433.08416748046875 1555.0 1345.7447509765625 256.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846104 PEPMASS=575.389832 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_GG11_01_3145.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381059-01!5-[5-(3,5-dihydroxydecanoyloxy)-3-hydroxydecanoyl]oxy-3-hydroxydecanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC(O)CC(O)CC(=O)OC(CCCCC)CC(O)CC(=O)OC(CCCCC)CC(O)CC(O)=O INCHI=InChI=1S/C30H56O10/c1-4-7-10-13-22(31)16-23(32)20-29(37)40-27(15-12-9-6-3)18-25(34)21-30(38)39-26(14-11-8-5-2)17-24(33)19-28(35)36/h22-27,31-34H,4-21H2,1-3H3,(H,35,36) INCHIAUX=RZQNQMRSGMXXMH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846104 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846104 SCANS=485 75.44123077392578 99.0 99.08381652832031 641.0 185.11805725097656 3298.0 202.5938262939453 193.0 202.9451446533203 66.0 203.1273651123047 9625.0 213.76553344726562 98.0 242.90626525878906 170.0 244.5281524658203 197.0 245.1396484375 797.0 353.2272033691406 268.0 371.247314453125 67.0 389.25341796875 178.0 556.4917602539062 77.0 558.8424682617188 147.0 575.379638671875 590.0 645.9697875976562 74.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846108 PEPMASS=361.094391 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G8_RG8_01_3011.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380612-01!3,8-dihydroxy-1-methoxy-4-(1,3,4-trihydroxybutan-2-yl)xanthen-9-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C(C(CO)C(O)CO)C2=C1C(=O)C3=C(O)C=CC=C3O2 INCHI=InChI=1S/C18H18O8/c1-25-13-5-10(22)14(8(6-19)11(23)7-20)18-16(13)17(24)15-9(21)3-2-4-12(15)26-18/h2-5,8,11,19-23H,6-7H2,1H3 INCHIAUX=WHNAJPFARNBVDZ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846108 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846108 SCANS=235 228.03395080566406 271.0 256.032470703125 236.0 283.0675048828125 164.0 295.0184631347656 242.0 301.080810546875 680.0 301.17193603515625 81.0 325.08026123046875 343.0 331.0614318847656 357.0 343.08099365234375 251.0 361.0939025878906 1843.0 1114.6680908203125 594.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846109 PEPMASS=435.130127 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_GC11_01_3314.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385502-01!1-[2,4-dihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]-2-hydroxy-3-(4-hydroxyphenyl)propan-1-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C2=C(O)C=CC(C(=O)C(O)CC3=CC=C(O)C=C3)=C2O INCHI=InChI=1S/C21H24O10/c22-8-14-18(28)19(29)20(30)21(31-14)15-12(24)6-5-11(17(15)27)16(26)13(25)7-9-1-3-10(23)4-2-9/h1-6,13-14,18-25,27-30H,7-8H2/t13?,14-,18-,19+,20-,21+/m1/s1 INCHIAUX=CSATWRZOLKGPRW-KXIDKYMXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846109 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846109 SCANS=171 135.0498046875 282.0 181.0554962158203 559.0 190.03811645507812 185.0 209.0475616455078 889.0 220.0377960205078 166.0 221.04637145996094 714.0 271.0986328125 292.0 297.08111572265625 798.0 315.0882873535156 1224.0 327.08953857421875 439.0 345.0949401855469 257.0 435.1453857421875 484.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846112 PEPMASS=495.115417 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_GC11_01_3314.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169505-02!3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2=CC3=C(C(=O)C(O)C(O3)C4=CC=C(O)C=C4)C(O)=C2)C(O)C(O)C1O INCHI=InChI=1S/C21H22O11/c22-7-13-15(25)17(27)19(29)21(32-13)30-10-5-11(24)14-12(6-10)31-20(18(28)16(14)26)8-1-3-9(23)4-2-8/h1-6,13,15,17-25,27-29H,7H2 INCHIAUX=UDIXYHJHYVDNOG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846112 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846112 SCANS=178 95.3782958984375 203.0 125.02691650390625 248.0 151.0017852783203 237.0 152.01516723632812 202.0 215.06739807128906 257.0 219.06985473632812 260.0 243.06884765625 547.0 259.0611267089844 2747.0 283.05767822265625 287.0 287.0569152832031 2744.0 301.080810546875 235.0 313.0492248535156 129.0 314.0620422363281 128.0 343.0645446777344 283.0 421.13348388671875 330.0 449.107666015625 1264.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846114 PEPMASS=623.198975 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_GC11_01_3314.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180544-02![(2R,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OCCC3=CC(O)=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]2OC(=O)\C=C\C4=CC(O)=C(O)C=C4)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C29H36O15/c1-13-22(35)23(36)25(38)29(42-13)41-12-20-27(44-21(34)7-4-14-2-5-16(30)18(32)10-14)24(37)26(39)28(43-20)40-9-8-15-3-6-17(31)19(33)11-15/h2-7,10-11,13,20,22-33,35-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27+,28+,29+/m0/s1 INCHIAUX=DTOUWTJYUCZJQD-UJERWXFOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846114 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846114 SCANS=211 89.96591186523438 251.0 93.3083267211914 136.0 93.38623046875 75.0 101.02640533447266 313.0 115.0378646850586 273.0 123.04451751708984 240.0 131.0371551513672 233.0 132.0283966064453 269.0 133.0313262939453 2292.0 135.04676818847656 1924.0 137.026611328125 626.0 139.03868103027344 417.0 143.03567504882812 297.0 160.81207275390625 84.0 160.8547821044922 93.0 161.02511596679688 18761.0 161.07858276367188 259.0 162.02000427246094 281.0 162.91598510742188 71.0 163.06764221191406 215.0 168.4427947998047 253.0 179.03543090820312 1753.0 203.07058715820312 114.0 205.07110595703125 118.0 232.9808349609375 126.0 247.08499145507812 200.0 295.22930908203125 361.0 298.46087646484375 192.0 300.8038635253906 123.0 301.5081787109375 92.0 313.44049072265625 199.0 315.1127014160156 211.0 318.01348876953125 186.0 318.0989685058594 59.0 345.4255065917969 265.0 386.4230041503906 59.0 443.1526794433594 649.0 461.1710510253906 1939.0 487.13861083984375 138.0 614.7637939453125 161.0 621.5606079101562 50.0 622.2515258789062 200.0 623.2000732421875 26182.0 623.7098388671875 54.0 624.205810546875 587.0 639.2941284179688 176.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846115 PEPMASS=659.175171 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_GC11_01_3314.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180544-02![(2R,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OCCC3=CC(O)=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]2OC(=O)\C=C\C4=CC(O)=C(O)C=C4)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C29H36O15/c1-13-22(35)23(36)25(38)29(42-13)41-12-20-27(44-21(34)7-4-14-2-5-16(30)18(32)10-14)24(37)26(39)28(43-20)40-9-8-15-3-6-17(31)19(33)11-15/h2-7,10-11,13,20,22-33,35-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27+,28+,29+/m0/s1 INCHIAUX=DTOUWTJYUCZJQD-UJERWXFOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846115 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846115 SCANS=222 83.09805297851562 203.0 135.04226684570312 234.0 161.02627563476562 1196.0 179.0363006591797 250.0 203.07354736328125 302.0 315.1087951660156 329.0 623.1934814453125 1706.0 657.2396240234375 127.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846118 PEPMASS=379.187897 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_BA4_01_3246.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381299-01!5-hydroxy-2,2-dimethyl-7,10-bis(2-methylbut-3-en-2-yl)pyrano[3,2-g]chromen-8-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(C=C)C1=CC2=C(OC1=O)C(=C3OC(C)(C)C=CC3=C2O)C(C)(C)C=C INCHI=InChI=1S/C24H28O4/c1-9-22(3,4)16-13-15-18(25)14-11-12-24(7,8)28-20(14)17(23(5,6)10-2)19(15)27-21(16)26/h9-13,25H,1-2H2,3-8H3 INCHIAUX=LMEKIDFKWUPZGE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846118 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846118 SCANS=537 186.96507263183594 292.0 255.4577178955078 168.0 293.1537780761719 239.0 349.1519775390625 147.0 350.1469421386719 198.0 363.1651611328125 283.0 363.19970703125 183.0 364.1724548339844 465.0 379.19390869140625 4366.0 379.2790222167969 300.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846119 PEPMASS=431.166718 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_BA4_01_3246.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385574-01![5-acetyloxy-1,7-bis(3,4-dihydroxyphenyl)heptan-3-yl] acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)OC(CCC1=CC(O)=C(O)C=C1)CC(CCC2=CC=C(O)C(O)=C2)OC(C)=O INCHI=InChI=1S/C23H28O8/c1-14(24)30-18(7-3-16-5-9-20(26)22(28)11-16)13-19(31-15(2)25)8-4-17-6-10-21(27)23(29)12-17/h5-6,9-12,18-19,26-29H,3-4,7-8,13H2,1-2H3 INCHIAUX=BWSFBLYFHGZBRQ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846119 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846119 SCANS=294 89.4080810546875 123.0 135.04718017578125 407.0 161.0590362548828 254.0 163.0784149169922 643.0 189.09959411621094 339.0 311.1338806152344 2278.0 329.14385986328125 374.0 371.1546936035156 1993.0 431.17083740234375 6387.0 684.624755859375 420.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846121 PEPMASS=467.14267 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_BA4_01_3246.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385574-01![5-acetyloxy-1,7-bis(3,4-dihydroxyphenyl)heptan-3-yl] acetate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)OC(CCC1=CC(O)=C(O)C=C1)CC(CCC2=CC=C(O)C(O)=C2)OC(C)=O INCHI=InChI=1S/C23H28O8/c1-14(24)30-18(7-3-16-5-9-20(26)22(28)11-16)13-19(31-15(2)25)8-4-17-6-10-21(27)23(29)12-17/h5-6,9-12,18-19,26-29H,3-4,7-8,13H2,1-2H3 INCHIAUX=BWSFBLYFHGZBRQ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846121 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846121 SCANS=296 230.779296875 61.0 311.1331787109375 366.0 313.7749938964844 123.0 371.13958740234375 229.0 431.1697998046875 2923.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846123 PEPMASS=445.109741 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_BA4_01_3246.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385561-01!5-hydroxy-8-methoxy-2-phenyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2OC(=CC(=O)C2=C(O)C=C1O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C4=CC=CC=C4 INCHI=InChI=1S/C22H22O10/c1-29-20-14(31-22-19(28)18(27)17(26)15(9-23)32-22)8-12(25)16-11(24)7-13(30-21(16)20)10-5-3-2-4-6-10/h2-8,15,17-19,22-23,25-28H,9H2,1H3/t15-,17-,18+,19-,22-/m1/s1 INCHIAUX=YLOZPZMPWNUOJV-DRASZATQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846123 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846123 SCANS=236 105.24140930175781 248.0 115.62920379638672 147.0 120.38909912109375 172.0 134.08087158203125 128.0 185.1195526123047 194.0 225.05775451660156 201.0 267.03192138671875 1168.0 268.03680419921875 487.0 269.0486755371094 2451.0 283.064208984375 591.0 426.951171875 157.0 428.50799560546875 89.0 429.0854797363281 129.0 429.8633728027344 154.0 430.0941162109375 769.0 445.1051940917969 1332.0 445.1522521972656 376.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846125 PEPMASS=533.126648 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G3_RG3_01_3185.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384563-02!5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3,4,5-trihydroxyoxan-2-yl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1COC(C(O)C1O)C2=C(O)C(C3OCC(O)C(O)C3O)=C4OC(=CC(=O)C4=C2O)C5=CC=C(O)C=C5 INCHI=InChI=1S/C25H26O13/c26-9-3-1-8(2-4-9)13-5-10(27)14-19(32)15(24-21(34)17(30)11(28)6-36-24)20(33)16(23(14)38-13)25-22(35)18(31)12(29)7-37-25/h1-5,11-12,17-18,21-22,24-26,28-35H,6-7H2 INCHIAUX=LDVNKZYMYPZDAI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846125 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846125 SCANS=190 153.50390625 96.0 161.05601501464844 90.0 161.5491943359375 808.0 170.8328857421875 68.0 177.0530242919922 138.0 203.0841522216797 199.0 281.0801086425781 261.0 282.04095458984375 224.0 286.24560546875 145.0 311.0669860839844 359.0 321.0689697265625 171.0 323.0560302734375 136.0 353.0704650878906 1875.0 383.0722961425781 741.0 383.1056213378906 400.0 395.0549621582031 263.0 413.0950012207031 177.0 425.0876770019531 318.0 443.1008605957031 1496.0 443.1419372558594 205.0 443.1737365722656 166.0 455.1062316894531 127.0 473.102294921875 1125.0 515.0892944335938 502.0 531.0001831054688 68.0 532.742431640625 100.0 533.1318359375 7475.0 533.2177124023438 174.0 533.8704833984375 77.0 541.9437866210938 126.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846129 PEPMASS=593.147095 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G3_RG3_01_3185.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385133-01!7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC3=CC(O)=C4C(=O)C(O)=C(OC4=C3)C5=CC=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O15/c1-9-17(31)20(34)23(37)26(38-9)42-25-21(35)18(32)15(8-28)41-27(25)39-12-6-13(30)16-14(7-12)40-24(22(36)19(16)33)10-2-4-11(29)5-3-10/h2-7,9,15,17-18,20-21,23,25-32,34-37H,8H2,1H3/t9-,15+,17-,18+,20+,21-,23+,25+,26-,27+/m0/s1 INCHIAUX=ZEJXENDZTYVXDP-CSJHBIPPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846129 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846129 SCANS=202 132.02845764160156 222.0 139.25399780273438 217.0 141.35360717773438 92.0 212.04905700683594 139.0 227.03089904785156 423.0 241.04396057128906 270.0 255.03160095214844 2023.0 257.04388427734375 529.0 283.0278015136719 385.0 284.0323181152344 16331.0 285.0440673828125 1639.0 287.3675231933594 145.0 299.0534973144531 215.0 447.08770751953125 220.0 593.1503295898438 10021.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846132 PEPMASS=657.141541 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G3_RG3_01_3185.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179919-03!3-hydroxy-3-methyl-5-oxo-5-[[3,4,5-trihydroxy-6-[6-methoxy-2-oxo-3-(2-oxochromen-7-yl)oxychromen-7-yl]oxyoxan-2-yl]methoxy]pentanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(OC2OC(COC(=O)CC(C)(O)CC(O)=O)C(O)C(O)C2O)C=C3OC(=O)C(OC4=CC5=C(C=CC(=O)O5)C=C4)=CC3=C1 INCHI=InChI=1S/C31H30O16/c1-31(40,11-23(32)33)12-25(35)42-13-22-26(36)27(37)28(38)30(47-22)46-20-10-18-15(7-19(20)41-2)8-21(29(39)45-18)43-16-5-3-14-4-6-24(34)44-17(14)9-16/h3-10,22,26-28,30,36-38,40H,11-13H2,1-2H3,(H,32,33) INCHIAUX=ZTLZGWDERZVHNS-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846132 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846132 SCANS=269 113.02627563476562 215.0 120.4369888305664 138.0 125.02910614013672 594.0 135.00564575195312 233.0 161.01971435546875 208.0 161.04598999023438 246.0 163.0055389404297 1571.0 164.71273803710938 175.0 170.27676391601562 356.0 175.3177947998047 108.0 183.21859741210938 172.0 184.83795166015625 169.0 191.00164794921875 2016.0 203.0558624267578 433.0 205.00656127929688 184.0 206.02133178710938 400.0 219.0240936279297 155.0 221.32469177246094 118.0 227.04188537597656 335.0 235.1538543701172 61.0 252.0600128173828 263.0 295.05523681640625 267.0 298.069091796875 163.0 305.0428466796875 164.0 305.08770751953125 314.0 308.02813720703125 495.0 335.02899169921875 273.0 335.06121826171875 126.0 336.02691650390625 4982.0 337.0394287109375 242.0 339.46728515625 106.0 349.1798400878906 122.0 350.02850341796875 315.0 350.9619445800781 63.0 351.05206298828125 20148.0 352.05572509765625 435.0 353.8138732910156 95.0 363.04620361328125 80.0 364.0582275390625 222.0 371.4739990234375 105.0 388.24066162109375 111.0 393.0620422363281 574.0 407.7989501953125 131.0 417.0631103515625 185.0 657.1541748046875 415.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846134 PEPMASS=751.204407 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G3_RG3_01_3185.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381236-01![(2S,3S,4R,5R,6R)-5-acetyloxy-3-hydroxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]oxan-4-yl] acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2=CC(=O)C3=C(O)C(OC)=C(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](OC(C)=O)[C@H]5OC(C)=O)[C@@H](O)[C@H](O)[C@H]4O)C=C3O2 INCHI=InChI=1S/C33H38O17/c1-13-24(37)30(46-14(2)34)31(47-15(3)35)33(45-13)44-12-22-25(38)27(40)28(41)32(50-22)49-21-11-20-23(26(39)29(21)43-5)18(36)10-19(48-20)16-6-8-17(42-4)9-7-16/h6-11,13,22,24-25,27-28,30-33,37-41H,12H2,1-5H3/t13-,22+,24-,25+,27-,28+,30+,31+,32+,33+/m0/s1 INCHIAUX=ZVMMEKFQYNWINU-OWCJGASRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846134 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846134 SCANS=331 125.99943542480469 229.0 133.0847625732422 124.0 140.8008575439453 55.0 147.7270050048828 172.0 148.39649963378906 163.0 155.06422424316406 165.0 156.2036895751953 96.0 157.1338348388672 189.0 157.7943115234375 80.0 164.9829559326172 280.0 169.05189514160156 526.0 187.06275939941406 232.0 187.638916015625 402.0 199.08203125 71.0 210.03341674804688 294.0 215.02806091308594 251.0 227.0269317626953 91.0 254.06015014648438 970.0 255.03326416015625 736.0 269.044921875 1481.0 275.2313537597656 243.0 283.0250244140625 4609.0 289.0878601074219 416.0 294.8292541503906 137.0 297.03717041015625 3433.0 298.04791259765625 13948.0 299.0539245605469 391.0 313.0721740722656 52051.0 314.0751647949219 2117.0 316.0858459472656 125.0 316.2808837890625 256.0 320.0677185058594 349.0 323.04705810546875 213.0 326.0930480957031 176.0 328.5151062011719 91.0 328.9757080078125 160.0 329.76348876953125 106.0 335.0934143066406 409.0 355.08447265625 95.0 416.9997253417969 197.0 418.0684509277344 327.0 472.0514831542969 79.0 532.128662109375 98.0 645.16015625 68.0 705.20361328125 1279.0 706.178466796875 138.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846136 PEPMASS=753.220398 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G3_RG3_01_3185.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381235-01!3-[4,5-dihydroxy-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C(OC3OC(CO[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)C(O)C(O)C3O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)=C(OC2=C1)C6=CC=C(O)C=C6 INCHI=InChI=1S/C34H42O19/c1-11-20(37)24(41)27(44)32(48-11)47-10-18-22(39)26(43)31(53-33-28(45)25(42)21(38)12(2)49-33)34(51-18)52-30-23(40)19-16(36)8-15(46-3)9-17(19)50-29(30)13-4-6-14(35)7-5-13/h4-9,11-12,18,20-22,24-28,31-39,41-45H,10H2,1-3H3/t11-,12-,18?,20-,21-,22?,24+,25+,26?,27+,28+,31?,32+,33-,34?/m0/s1 INCHIAUX=JGDLCWFCXJLERP-ZSTRHOSHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846136 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846136 SCANS=238 97.03057098388672 193.0 103.2639389038086 140.0 103.716064453125 106.0 104.91874694824219 333.0 110.00409698486328 268.0 130.2626495361328 238.0 131.9188232421875 266.0 137.02597045898438 235.0 146.6937255859375 111.0 147.7060089111328 101.0 152.83013916015625 323.0 155.04437255859375 250.0 163.0009307861328 200.0 164.027099609375 102.0 165.0094451904297 318.0 176.75753784179688 128.0 187.03260803222656 57.0 191.0362548828125 269.0 210.0125732421875 194.0 212.05308532714844 123.0 227.03419494628906 546.0 243.0687713623047 353.0 255.03028869628906 4002.0 256.0354919433594 133.0 269.03790283203125 614.0 270.0575866699219 305.0 271.06640625 1183.0 276.09893798828125 71.0 279.61895751953125 66.0 281.6983337402344 100.0 282.3294982910156 68.0 282.8503723144531 151.0 282.91644287109375 132.0 283.0251770019531 22876.0 283.1888427734375 77.0 284.0323181152344 1142.0 296.4814453125 267.0 297.0395202636719 950.0 297.6190185546875 348.0 298.0490417480469 44327.0 298.1495666503906 90.0 298.8264465332031 116.0 298.94757080078125 82.0 299.0570983886719 9467.0 299.1323547363281 117.0 300.0552673339844 292.0 300.533935546875 105.0 300.9888000488281 266.0 301.5716857910156 93.0 310.1006774902344 203.0 312.021240234375 175.0 335.12255859375 346.0 340.0552978515625 210.0 341.0673828125 207.0 341.0972900390625 145.0 353.0603942871094 559.0 353.8678894042969 192.0 356.746337890625 334.0 356.8282165527344 118.0 363.7652587890625 136.0 373.8078308105469 292.0 381.2312316894531 311.0 383.0788269042969 367.0 406.0660095214844 198.0 407.0744934082031 505.0 415.1459655761719 358.0 488.1220397949219 108.0 543.250244140625 122.0 589.1580200195312 492.0 607.1598510742188 251.0 633.2197265625 288.0 749.7357177734375 52.0 752.2686157226562 184.0 752.620361328125 93.0 752.8512573242188 220.0 753.222412109375 23720.0 753.6408081054688 172.0 754.1658325195312 288.0 754.2289428710938 2006.0 1873.10302734375 261.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846137 PEPMASS=431.203705 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_BE3_01_3269.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347874-02!5-hydroxy-2,2,6,6-tetramethyl-4-[2-methyl-1-[2,4,6-trihydroxy-3-(2-methylpropanoyl)phenyl]propyl]cyclohex-4-ene-1,3-dione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(C1=C(O)C=C(O)C(C(=O)C(C)C)=C1O)C2=C(O)C(C)(C)C(=O)C(C)(C)C2=O INCHI=InChI=1S/C24H32O7/c1-10(2)14(17-20(29)23(5,6)22(31)24(7,8)21(17)30)15-12(25)9-13(26)16(19(15)28)18(27)11(3)4/h9-11,14,25-26,28-29H,1-8H3 INCHIAUX=JUXUXBIHGDQKND-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846137 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846137 SCANS=521 102.85174560546875 110.0 107.01189422607422 320.0 111.44889068603516 225.0 151.00091552734375 239.0 151.07640075683594 2720.0 151.15748596191406 182.0 153.36097717285156 204.0 181.0795135498047 560.0 195.06655883789062 18770.0 205.45718383789062 143.0 249.11375427246094 2344.0 431.20721435546875 4862.0 445.4138488769531 94.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846139 PEPMASS=413.193359 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_BE3_01_3269.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347874-02!5-hydroxy-2,2,6,6-tetramethyl-4-[2-methyl-1-[2,4,6-trihydroxy-3-(2-methylpropanoyl)phenyl]propyl]cyclohex-4-ene-1,3-dione [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(C1=C(O)C=C(O)C(C(=O)C(C)C)=C1O)C2=C(O)C(C)(C)C(=O)C(C)(C)C2=O INCHI=InChI=1S/C24H32O7/c1-10(2)14(17-20(29)23(5,6)22(31)24(7,8)21(17)30)15-12(25)9-13(26)16(19(15)28)18(27)11(3)4/h9-11,14,25-26,28-29H,1-8H3 INCHIAUX=JUXUXBIHGDQKND-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846139 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846139 SCANS=485 179.06759643554688 355.0 355.11541748046875 2234.0 412.8677062988281 286.0 413.1974182128906 4732.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846142 PEPMASS=521.146362 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_BE3_01_3269.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385068-01!methyl 4-methoxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxybenzoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1=CC=C(OC)C=C1O[C@@H]2O[C@H](CO[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O INCHI=InChI=1S/C20H28O13/c1-28-8-3-4-9(18(27)29-2)11(5-8)32-20-17(26)15(24)14(23)12(33-20)7-31-19-16(25)13(22)10(21)6-30-19/h3-5,10,12-17,19-26H,6-7H2,1-2H3/t10-,12-,13+,14-,15+,16-,17-,19+,20-/m1/s1 INCHIAUX=DZRVGBRAMLSZDQ-HSMQXHTESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846142 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846142 SCANS=181 83.30529022216797 121.0 108.02236938476562 265.0 113.02200317382812 158.0 119.03014373779297 330.0 125.01834869384766 278.0 143.0315399169922 106.0 149.04270935058594 763.0 152.00918579101562 147.0 166.02944946289062 1073.0 181.0483856201172 752.0 182.0595245361328 309.0 191.05410766601562 223.0 205.03298950195312 125.0 209.0478057861328 277.0 233.06585693359375 1690.0 293.09063720703125 2375.0 311.0760803222656 454.0 521.1205444335938 218.0 1558.284423828125 466.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846144 PEPMASS=576.336121 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_BE3_01_3269.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381435-01!13-dodecan-2-yl-6-(1-hydroxyethyl)-3-(hydroxymethyl)-12-methyl-9-propan-2-yl-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCCC(C)C1OC(=O)C(CO)NC(=O)C(NC(=O)C(NC(=O)C1C)C(C)C)C(C)O INCHI=InChI=1S/C28H51N3O7/c1-7-8-9-10-11-12-13-14-15-18(4)24-19(5)25(34)30-22(17(2)3)26(35)31-23(20(6)33)27(36)29-21(16-32)28(37)38-24/h17-24,32-33H,7-16H2,1-6H3,(H,29,36)(H,30,34)(H,31,35) INCHIAUX=PVAWVKQDYYTSIE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846144 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846144 SCANS=481 113.0306167602539 278.0 153.09902954101562 155.0 157.05613708496094 259.0 167.22592163085938 85.0 169.1012420654297 113.0 171.11378479003906 896.0 184.69830322265625 232.0 232.9656524658203 85.0 352.2877502441406 868.0 369.3169860839844 423.0 466.3168640136719 680.0 510.340576171875 170.0 576.3285522460938 117.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846146 PEPMASS=586.365967 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_BE3_01_3269.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381435-01!13-dodecan-2-yl-6-(1-hydroxyethyl)-3-(hydroxymethyl)-12-methyl-9-propan-2-yl-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCCC(C)C1OC(=O)C(CO)NC(=O)C(NC(=O)C(NC(=O)C1C)C(C)C)C(C)O INCHI=InChI=1S/C28H51N3O7/c1-7-8-9-10-11-12-13-14-15-18(4)24-19(5)25(34)30-22(17(2)3)26(35)31-23(20(6)33)27(36)29-21(16-32)28(37)38-24/h17-24,32-33H,7-16H2,1-6H3,(H,29,36)(H,30,34)(H,31,35) INCHIAUX=PVAWVKQDYYTSIE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846146 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846146 SCANS=465 79.44226837158203 51.0 86.31404876708984 190.0 97.44288635253906 133.0 100.00381469726562 387.0 100.86351013183594 109.0 112.041259765625 232.0 113.0351791381836 2345.0 113.30597686767578 107.0 115.08739471435547 3056.0 117.96609497070312 190.0 125.03421783447266 520.0 125.06890106201172 254.0 128.05946350097656 150.0 139.08238220214844 254.0 141.09878540039062 190.0 143.0447235107422 550.0 152.07412719726562 389.0 153.10231018066406 582.0 154.08578491210938 933.0 157.06292724609375 158.0 157.84210205078125 171.0 168.11337280273438 180.0 169.0606231689453 259.0 169.8172607421875 147.0 170.56076049804688 209.0 170.69668579101562 263.0 170.7533721923828 190.0 170.96620178222656 96.0 171.11448669433594 40775.0 171.16986083984375 154.0 171.96800231933594 55.0 172.09841918945312 369.0 172.42784118652344 136.0 176.77711486816406 61.0 179.8839111328125 135.0 180.10540771484375 213.0 181.11170959472656 334.0 181.634033203125 98.0 183.36981201171875 124.0 183.7732696533203 224.0 185.1253662109375 220.0 186.87820434570312 212.0 188.3395538330078 285.0 198.1151123046875 178.0 206.10043334960938 124.0 224.14105224609375 969.0 225.16183471679688 287.0 225.2239532470703 84.0 226.11212158203125 152.0 227.14659118652344 301.0 236.13526916503906 282.0 248.1681365966797 141.0 252.2335968017578 499.0 253.22067260742188 295.0 254.1475830078125 771.0 256.0898742675781 237.0 256.26470947265625 164.0 262.28778076171875 124.0 268.12774658203125 589.0 308.2182312011719 231.0 319.2489013671875 156.0 333.0137023925781 54.0 333.1456604003906 74.0 333.5103759765625 55.0 339.27777099609375 284.0 350.97869873046875 189.0 351.2808837890625 310.0 351.3081359863281 484.0 351.6409606933594 111.0 351.697509765625 74.0 352.20928955078125 295.0 352.2875671386719 10150.0 352.4167785644531 125.0 369.3140563964844 17922.0 369.42132568359375 67.0 370.18756103515625 122.0 370.30792236328125 425.0 370.4087219238281 78.0 382.89300537109375 87.0 391.29803466796875 347.0 409.29931640625 567.0 421.63287353515625 73.0 422.3478698730469 987.0 425.30438232421875 252.0 434.3390808105469 734.0 435.5276794433594 126.0 439.0205078125 176.0 448.31134033203125 238.0 452.34771728515625 173.0 463.4126281738281 123.0 465.5091552734375 74.0 465.671142578125 137.0 465.7569580078125 104.0 465.8866882324219 67.0 466.3303527832031 21358.0 467.88763427734375 72.0 474.25738525390625 87.0 478.3460388183594 806.0 484.99127197265625 261.0 494.7355651855469 72.0 496.227294921875 187.0 496.3344421386719 1129.0 497.4597473144531 65.0 510.3575439453125 4068.0 511.36407470703125 147.0 513.0748901367188 73.0 522.1273193359375 76.0 522.359130859375 1004.0 539.6786499023438 117.0 540.3054809570312 207.0 540.3650512695312 4708.0 555.3450317382812 155.0 1562.20556640625 218.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846148 PEPMASS=563.135315 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_BE3_01_3269.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179918-02!5-hydroxy-2-(4-hydroxyphenyl)-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-3-(3,4,5-trihydroxyoxan-2-yl)oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2=CC3=C(C(=O)C(OC4OCC(O)C(O)C4O)=C(O3)C5=CC=C(O)C=C5)C(O)=C2)C(O)C(O)C1O INCHI=InChI=1S/C26H28O14/c1-9-17(30)20(33)22(35)26(37-9)38-12-6-13(28)16-15(7-12)39-23(10-2-4-11(27)5-3-10)24(19(16)32)40-25-21(34)18(31)14(29)8-36-25/h2-7,9,14,17-18,20-22,25-31,33-35H,8H2,1H3 INCHIAUX=DQBVFTJNUYZVQL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846148 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846148 SCANS=200 159.61550903320312 64.0 255.0264434814453 528.0 256.03192138671875 237.0 274.41302490234375 191.0 283.02581787109375 5010.0 284.03546142578125 620.0 285.04229736328125 1633.0 301.68817138671875 252.0 417.087158203125 1249.0 430.0912780761719 6511.0 431.10504150390625 1303.0 433.1418762207031 61.0 555.5441284179688 149.0 563.14111328125 4231.0 563.733154296875 54.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846150 PEPMASS=641.181396 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_BE3_01_3269.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381433-01!4-[3-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-12-hydroxy-7-methyl-6-oxonaphtho[1,2-c]isochromene-10-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1C(O)C(C)OC(OC2C(OC3=CC=CC4=C(O)C=C5C(OC(=O)C6=C(C)C=CC(C(O)=O)=C56)=C34)OC(C)C(O)C2O)C1O INCHI=InChI=1S/C32H34O14/c1-11-8-9-15(29(38)39)20-16-10-17(33)14-6-5-7-18(21(14)26(16)45-30(40)19(11)20)44-32-28(24(36)22(34)12(2)43-32)46-31-25(37)27(41-4)23(35)13(3)42-31/h5-10,12-13,22-25,27-28,31-37H,1-4H3,(H,38,39) INCHIAUX=ZVUYNAQSHSSBDQ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846150 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846150 SCANS=242 139.60682678222656 127.0 206.07130432128906 278.0 233.0767364501953 336.0 234.06887817382812 440.0 235.0842742919922 204.0 236.4574737548828 137.0 261.054443359375 73.0 262.0607604980469 967.0 289.689208984375 89.0 290.0610046386719 8422.0 290.4849548339844 170.0 290.5321960449219 92.0 291.0671691894531 6054.0 291.2354431152344 96.0 291.4647521972656 109.0 301.0539245605469 192.0 307.0557861328125 230.0 308.50970458984375 57.0 315.0683898925781 308.0 345.0476989746094 734.0 357.115478515625 95.0 419.1231994628906 434.0 437.1236267089844 366.0 437.2518615722656 80.0 493.14471435546875 196.0 595.9765014648438 122.0 596.4093017578125 122.0 596.494873046875 105.0 596.5294799804688 111.0 596.7622680664062 90.0 597.0078735351562 134.0 597.2011108398438 5148.0 598.23583984375 254.0 601.0791625976562 83.0 641.201416015625 788.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846152 PEPMASS=687.187805 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_BE3_01_3269.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381433-01!4-[3-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-12-hydroxy-7-methyl-6-oxonaphtho[1,2-c]isochromene-10-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1C(O)C(C)OC(OC2C(OC3=CC=CC4=C(O)C=C5C(OC(=O)C6=C(C)C=CC(C(O)=O)=C56)=C34)OC(C)C(O)C2O)C1O INCHI=InChI=1S/C32H34O14/c1-11-8-9-15(29(38)39)20-16-10-17(33)14-6-5-7-18(21(14)26(16)45-30(40)19(11)20)44-32-28(24(36)22(34)12(2)43-32)46-31-25(37)27(41-4)23(35)13(3)42-31/h5-10,12-13,22-25,27-28,31-37H,1-4H3,(H,38,39) INCHIAUX=ZVUYNAQSHSSBDQ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846152 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846152 SCANS=240 127.03954315185547 290.0 127.1428451538086 91.0 141.18551635742188 242.0 144.4793243408203 81.0 219.07933044433594 214.0 234.072509765625 1257.0 246.06236267089844 262.0 261.0552673339844 174.0 262.0659484863281 967.0 263.0726623535156 289.0 289.6116027832031 268.0 290.05841064453125 11063.0 291.0675048828125 8147.0 291.8987121582031 175.0 298.4436340332031 158.0 301.0562438964844 219.0 302.685791015625 141.0 304.0792541503906 465.0 305.0679016113281 281.0 306.0742492675781 186.0 306.47174072265625 143.0 313.0863037109375 136.0 315.073974609375 236.0 333.0819091796875 112.0 345.0752868652344 424.0 346.0790100097656 283.0 357.06732177734375 180.0 358.0814514160156 88.0 365.9678039550781 271.0 381.0522766113281 355.0 419.1272888183594 182.0 493.1408996582031 135.0 562.5220336914062 198.0 596.3026123046875 140.0 596.4541625976562 186.0 597.1968994140625 14655.0 639.2784423828125 69.0 639.5187377929688 112.0 640.18896484375 129.0 641.184326171875 1117.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846154 PEPMASS=859.120789 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_GA11_01_3302.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380685-01![(2S,3R,4S,5R,6R)-5-hydroxy-2,4-bis[(3,4,5-trihydroxybenzoyl)oxy]-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-3-yl] 3,4,5-trihydroxy-2-(2-methoxy-2-oxoethyl)benzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)CC1=C(C=C(O)C(O)=C1O)C(=O)O[C@H]2[C@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)O[C@H](COC(=O)C4=CC(O)=C(O)C(O)=C4)[C@@H](O)[C@@H]2OC(=O)C5=CC(O)=C(O)C(O)=C5 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367.0675964355469 166.0 375.7066955566406 187.0 385.05389404296875 209.0 389.9825439453125 271.0 396.4942626953125 110.0 403.061767578125 168.0 403.68682861328125 78.0 405.08599853515625 319.0 415.0550537109375 209.0 421.0898742675781 296.0 435.0591125488281 107.0 443.08074951171875 253.0 444.9028015136719 116.0 445.0380859375 339.0 446.6706848144531 102.0 447.0556640625 2680.0 448.0621643066406 271.0 449.0704650878906 1137.0 450.0855712890625 267.0 451.1873474121094 57.0 461.078125 200.0 463.8407897949219 70.0 464.4424743652344 265.0 465.0690612792969 17065.0 465.1990966796875 66.0 465.5480041503906 100.0 466.0660095214844 728.0 470.31817626953125 141.0 472.4136657714844 91.0 472.5563659667969 99.0 475.0874938964844 100.0 479.0765686035156 140.0 483.1255798339844 313.0 485.3957214355469 181.0 487.0619201660156 716.0 489.0656433105469 632.0 505.06048583984375 1541.0 506.08526611328125 253.0 512.32080078125 164.0 519.0907592773438 383.0 520.0802001953125 140.0 537.0986938476562 494.0 613.0729370117188 426.0 617.0785522460938 1291.0 618.0858764648438 64.0 635.0650634765625 347.0 635.1072387695312 527.0 645.124755859375 184.0 646.1329345703125 214.0 656.6665649414062 57.0 656.7588500976562 80.0 657.0755615234375 8338.0 658.0741577148438 820.0 661.7797241210938 184.0 675.0874633789062 593.0 676.1005249023438 92.0 687.8554077148438 84.0 688.0032958984375 249.0 688.9292602539062 124.0 689.1044921875 5411.0 690.105224609375 1272.0 691.1174926757812 134.0 707.1002197265625 249.0 827.09375 3993.0 827.4755859375 181.0 828.08642578125 1000.0 858.9420776367188 247.0 859.1246948242188 7259.0 860.1255493164062 1437.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846156 PEPMASS=367.099365 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G9_GG9_01_3060.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380274-01!methyl (1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)[C@]1(O)C[C@@H](O)[C@@H](O)[C@@H](C1)OC(=O)\C=C\C2=CC=C(O)C(O)=C2 INCHI=InChI=1S/C17H20O9/c1-25-16(23)17(24)7-12(20)15(22)13(8-17)26-14(21)5-3-9-2-4-10(18)11(19)6-9/h2-6,12-13,15,18-20,22,24H,7-8H2,1H3/b5-3+/t12-,13-,15-,17+/m1/s1 INCHIAUX=MZNIJRAPCCELQX-AWOKGZDASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846156 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846156 SCANS=221 79.54283905029297 227.0 91.12348175048828 344.0 133.02993774414062 221.0 134.03904724121094 478.0 135.04237365722656 1278.0 161.02146911621094 425.0 179.03663635253906 950.0 367.1009826660156 1589.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846157 PEPMASS=637.17157 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C8_BC8_01_3262.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385073-01!5-hydroxy-3-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2=COC3=CC(OC4OC(COC5OC(C)C(O)C(O)C5O)C(O)C(O)C4O)=CC(O)=C3C2=O INCHI=InChI=1S/C28H32O14/c1-11-20(30)23(33)25(35)27(40-11)39-10-18-22(32)24(34)26(36)28(42-18)41-14-7-16(29)19-17(8-14)38-9-15(21(19)31)12-3-5-13(37-2)6-4-12/h3-9,11,18,20,22-30,32-36H,10H2,1-2H3 INCHIAUX=WWSNSDWQADMAJB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846157 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846157 SCANS=238 104.69414520263672 192.0 139.88804626464844 232.0 140.1487274169922 400.0 142.13345336914062 160.0 144.59820556640625 87.0 144.74232482910156 323.0 154.3086700439453 253.0 167.07395935058594 55.0 192.00592041015625 98.0 205.0756072998047 234.0 226.02163696289062 153.0 239.04759216308594 247.0 267.0213928222656 290.0 268.03887939453125 5829.0 279.15447998046875 416.0 282.3374328613281 117.0 283.0618591308594 47541.0 283.1813049316406 103.0 284.06585693359375 450.0 286.098388671875 180.0 288.5831298828125 84.0 295.4966735839844 83.0 305.08184814453125 164.0 325.09564208984375 233.0 591.1942749023438 192.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846159 PEPMASS=421.110687 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G3_GG3_01_3233.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169146-02!2-[[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl]oxy]oxane-3,4,5-triol [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1COC(OC2=CC3=C(C[C@H](O)[C@H](O3)C4=CC(O)=C(O)C=C4)C(O)=C2)C(O)C1O INCHI=InChI=1S/C20H22O10/c21-11-2-1-8(3-13(11)23)19-14(24)6-10-12(22)4-9(5-16(10)30-19)29-20-18(27)17(26)15(25)7-28-20/h1-5,14-15,17-27H,6-7H2/t14-,15?,17?,18?,19+,20?/m0/s1 INCHIAUX=UQKKDJWFQBNZBJ-PTVYBAHFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846159 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846159 SCANS=137 95.05191040039062 276.0 151.0386505126953 227.0 165.026123046875 267.0 203.06930541992188 198.0 245.07920837402344 402.0 288.4112854003906 106.0 289.07122802734375 3238.0 290.6612854003906 148.0 297.05975341796875 113.0 421.1139831542969 373.0 1082.3709716796875 111.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846162 PEPMASS=478.160614 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_GE3_01_3221.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347765-02![(7R)-5-chloro-3-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dienyl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxoisoquinolin-7-yl] acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC[C@H](C)\C=C(C)\C=C\C1=CC2=C(Cl)C(=O)[C@](C)(OC(C)=O)C(=O)C2=CN1CCO INCHI=InChI=1S/C23H28ClNO5/c1-6-14(2)11-15(3)7-8-17-12-18-19(13-25(17)9-10-26)21(28)23(5,30-16(4)27)22(29)20(18)24/h7-8,11-14,26H,6,9-10H2,1-5H3/b8-7+,15-11+/t14-,23+/m0/s1 INCHIAUX=ZQLIAKJHIRHCFA-XIIQHIPDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846162 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846162 SCANS=397 278.0819396972656 182.0 342.1296691894531 1640.0 372.13092041015625 212.0 388.12579345703125 750.0 431.3522644042969 136.0 932.2655029296875 900.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846163 PEPMASS=569.27771 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_GE3_01_3221.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386071-01![3-methyl-1-[3-methyl-1-oxo-1-(2,3,4,5,6-pentahydroxyhexoxy)pentan-2-yl]oxy-1-oxopentan-2-yl] 2-hydroxy-3-methylpentanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(O)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OCC(O)C(O)C(O)C(O)CO INCHI=InChI=1S/C24H44O12/c1-7-12(4)17(28)22(31)35-21(14(6)9-3)24(33)36-20(13(5)8-2)23(32)34-11-16(27)19(30)18(29)15(26)10-25/h12-21,25-30H,7-11H2,1-6H3 INCHIAUX=UCAFTLMODRRASO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846163 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846163 SCANS=336 70.41302490234375 135.0 71.13240814208984 260.0 95.73054504394531 168.0 125.63866424560547 75.0 129.0555877685547 477.0 131.0712127685547 37909.0 131.14100646972656 76.0 131.22789001464844 85.0 131.34060668945312 67.0 134.05177307128906 237.0 139.2381134033203 155.0 244.33265686035156 228.0 245.1411895751953 13187.0 247.66738891601562 217.0 295.1379089355469 327.0 356.07330322265625 102.0 358.9162292480469 116.0 359.2117919921875 3181.0 520.541015625 83.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846165 PEPMASS=598.318787 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_GE3_01_3221.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386083-01!dimethyl (2E,6E,11Z)-19-(2-amino-2-oxoethyl)-9,13-dihydroxy-8-methoxy-10,12,14-trimethyl-15-oxohenicosa-2,6,11-trienedioate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(\C=C\CC\C=C\C(=O)OC)C(O)C(C)\C=C(\C)C(O)C(C)C(=O)CCCC(CC(N)=O)CC(=O)OC INCHI=InChI=1S/C29H47NO9/c1-19(16-20(2)29(36)24(37-4)14-9-7-8-10-15-26(33)38-5)28(35)21(3)23(31)13-11-12-22(17-25(30)32)18-27(34)39-6/h9-10,14-16,20-22,24,28-29,35-36H,7-8,11-13,17-18H2,1-6H3,(H2,30,32)/b14-9+,15-10+,19-16- INCHIAUX=BJMXBTRNBWZGEQ-FKYXSWMHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846165 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846165 SCANS=308 151.07760620117188 1212.0 151.1165771484375 381.0 159.0806884765625 322.0 179.93519592285156 96.0 180.06570434570312 89.0 191.10733032226562 1740.0 192.1116180419922 271.0 216.13836669921875 247.0 222.11859130859375 333.0 250.1465301513672 580.0 258.37451171875 161.0 262.1423645019531 160.0 278.14251708984375 521.0 290.1759338378906 2567.0 456.2446594238281 182.0 488.27569580078125 649.0 501.9996643066406 106.0 502.9784240722656 130.0 506.25506591796875 77.0 520.296142578125 684.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846168 PEPMASS=586.355469 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_GE3_01_3221.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386067-01!2-[2-(19-acetamido-16,18-dihydroxy-5,9-dimethyl-6-oxoicosan-7-yl)oxy-2-oxoethyl]butanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCC(C)C(=O)C(CC(C)CCCCCCC(O)CC(O)C(C)NC(C)=O)OC(=O)CC(CC(O)=O)C(O)=O INCHI=InChI=1S/C30H53NO10/c1-6-7-13-20(3)29(38)26(41-28(37)17-23(30(39)40)16-27(35)36)15-19(2)12-10-8-9-11-14-24(33)18-25(34)21(4)31-22(5)32/h19-21,23-26,33-34H,6-18H2,1-5H3,(H,31,32)(H,35,36)(H,39,40) INCHIAUX=CYKDMNNWBMLNSF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846168 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846168 SCANS=369 75.55465698242188 89.0 81.7820816040039 316.0 89.21058654785156 97.0 91.88933563232422 224.0 92.55076599121094 165.0 95.10008239746094 122.0 96.02207946777344 137.0 113.02469635009766 1725.0 118.01031494140625 175.0 153.71527099609375 184.0 153.99143981933594 127.0 156.53480529785156 79.0 156.77369689941406 100.0 156.85508728027344 100.0 156.8896484375 234.0 157.0137481689453 54401.0 157.10972595214844 46.0 158.23423767089844 220.0 158.66464233398438 99.0 158.81761169433594 119.0 159.61619567871094 85.0 162.08419799804688 241.0 170.57608032226562 94.0 279.4742736816406 80.0 307.05682373046875 61.0 328.2332763671875 302.0 343.2490234375 146.0 452.3433837890625 201.0 542.3736572265625 124.0 568.33447265625 91.0 585.4362182617188 174.0 586.3630981445312 9603.0 587.357421875 105.0 957.875732421875 95.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846169 PEPMASS=649.409668 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_GE3_01_3221.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384483-01!(3Z,5E,7R,8S,9S,11E,13E,15S,16R)-16-[(E,2S,3R,4S,8S,9R)-3,9-dihydroxy-4,8,10-trimethyl-5-oxoundec-6-en-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CO[C@H]1\C=C\C=C(C)\C[C@H](C)[C@H](O)[C@H](C)\C=C(C)\C=C(OC)\C(=O)O[C@@H]1[C@@H](C)[C@@H](O)[C@H](C)C(=O)\C=C\[C@H](C)[C@H](O)C(C)C INCHI=InChI=1S/C35H56O8/c1-20(2)31(37)23(5)15-16-28(36)26(8)33(39)27(9)34-29(41-10)14-12-13-21(3)17-24(6)32(38)25(7)18-22(4)19-30(42-11)35(40)43-34/h12-16,18-20,23-27,29,31-34,37-39H,17H2,1-11H3/b14-12+,16-15+,21-13+,22-18+,30-19-/t23-,24-,25+,26+,27-,29-,31+,32-,33-,34+/m0/s1 INCHIAUX=ZKOTUWJMGBWBEO-DTOYTSOJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846169 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846169 SCANS=458 150.14031982421875 132.0 157.1981201171875 163.0 183.0110626220703 835.0 310.0704040527344 145.0 310.1585693359375 236.0 311.16876220703125 10832.0 312.1720275878906 113.0 354.9761047363281 169.0 484.97247314453125 189.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846172 PEPMASS=809.413147 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E3_GE3_01_3221.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386102-01![3-methyl-1-[3-methyl-1-[3-methyl-1-[3-methyl-1-oxo-1-(2,3,4,5-tetrahydroxypentoxy)pentan-2-yl]oxy-1-oxopentan-2-yl]oxy-1-oxopentan-2-yl]oxy-1-oxopentan-2-yl] 2-acetyloxy-3-methylpentanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(OC(C)=O)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OCC(O)C(O)C(O)CO INCHI=InChI=1S/C37H64O16/c1-12-19(6)28(33(43)48-18-26(41)27(42)25(40)17-38)50-35(45)30(21(8)14-3)52-37(47)32(23(10)16-5)53-36(46)31(22(9)15-4)51-34(44)29(20(7)13-2)49-24(11)39/h19-23,25-32,38,40-42H,12-18H2,1-11H3 INCHIAUX=YJXRPXBRYBCYRH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846172 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846172 SCANS=551 71.08802795410156 135.0 82.1163330078125 110.0 85.51470947265625 206.0 87.7525634765625 192.0 88.25379943847656 56.0 90.2256088256836 56.0 91.61181640625 100.0 96.25415802001953 101.0 113.06094360351562 3613.0 113.24736785888672 48.0 114.31913757324219 79.0 114.34076690673828 299.0 118.37328338623047 130.0 131.0701904296875 19802.0 137.45518493652344 350.0 148.00558471679688 74.0 158.67428588867188 172.0 163.45785522460938 93.0 172.90545654296875 176.0 173.0820770263672 49195.0 173.27879333496094 182.0 173.5520477294922 249.0 174.08343505859375 238.0 181.97987365722656 99.0 182.89315795898438 69.0 194.7493438720703 266.0 195.02281188964844 168.0 195.2353057861328 386.0 196.0832061767578 179.0 196.373046875 225.0 215.37164306640625 122.0 258.0371398925781 653.0 258.1160888671875 163.0 276.3298034667969 196.0 279.19390869140625 98.0 285.60113525390625 68.0 285.73248291015625 252.0 286.0357666015625 156.0 286.3887634277344 179.0 286.4560852050781 238.0 286.9516906738281 108.0 287.15069580078125 47283.0 287.4402770996094 105.0 288.1527099609375 1063.0 289.7154235839844 48.0 290.02947998046875 154.0 291.65032958984375 115.0 333.1479187011719 80.0 341.2074279785156 175.0 347.1703796386719 187.0 361.0321044921875 54.0 397.1006774902344 117.0 397.5313720703125 56.0 399.425048828125 151.0 400.52911376953125 244.0 400.9656066894531 97.0 401.2194519042969 39526.0 401.5950927734375 156.0 402.01190185546875 67.0 402.21832275390625 1735.0 405.0185241699219 156.0 510.9696960449219 143.0 514.380615234375 65.0 514.7242431640625 66.0 515.2816162109375 10423.0 516.2947387695312 1813.0 521.2044677734375 169.0 537.3082885742188 200.0 603.3162841796875 95.0 629.3499145507812 777.0 676.2720336914062 163.0 937.2998657226562 201.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846173 PEPMASS=457.077667 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_RA4_01_3150.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00164319-09![(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](OC2=C1)C4=CC(O)=C(O)C(O)=C4 INCHI=InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m1/s1 INCHIAUX=WMBWREPUVVBILR-WIYYLYMNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846173 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846173 SCANS=177 112.6863021850586 85.0 112.7393569946289 208.0 125.02581787109375 861.0 126.02403259277344 271.0 137.0220184326172 178.0 161.02389526367188 279.0 165.012939453125 229.0 166.9993133544922 330.0 168.00669860839844 323.0 169.01426696777344 6376.0 171.30551147460938 65.0 203.08477783203125 266.0 269.0474853515625 212.0 305.0641784667969 395.0 319.0256652832031 180.0 330.0394287109375 319.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846175 PEPMASS=503.083038 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_RA4_01_3150.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00164319-09![(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](OC2=C1)C4=CC(O)=C(O)C(O)=C4 INCHI=InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m1/s1 INCHIAUX=WMBWREPUVVBILR-WIYYLYMNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846175 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846175 SCANS=179 125.02384185791016 1033.0 137.0238037109375 77.0 161.02293395996094 346.0 168.00723266601562 199.0 168.76158142089844 180.0 169.0138702392578 7212.0 170.0123748779297 304.0 205.00942993164062 117.0 230.42950439453125 133.0 269.0533752441406 411.0 287.0572204589844 180.0 305.0627746582031 1371.0 457.0784912109375 985.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846177 PEPMASS=593.150879 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_RA4_01_3150.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385832-01!5,7-dihydroxy-3-(4-hydroxyphenyl)-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2=C(O)C(C3OC(CO)C(O)C(O)C3O)=C4OC=C(C(=O)C4=C2O)C5=CC=C(O)C=C5 INCHI=InChI=1S/C27H30O15/c28-5-11-17(32)21(36)23(38)26(41-11)14-19(34)13-16(31)10(8-1-3-9(30)4-2-8)7-40-25(13)15(20(14)35)27-24(39)22(37)18(33)12(6-29)42-27/h1-4,7,11-12,17-18,21-24,26-30,32-39H,5-6H2 INCHIAUX=ISNRVVKKHPECQN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846177 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846177 SCANS=153 131.0355682373047 157.0 133.02865600585938 219.0 162.78213500976562 219.0 178.63856506347656 180.0 188.93017578125 189.0 189.01914978027344 169.0 221.04061889648438 316.0 223.09317016601562 272.0 229.4071044921875 135.0 246.9324951171875 315.0 268.0733642578125 211.0 283.3310852050781 98.0 287.79705810546875 117.0 290.9659118652344 58.0 291.8443908691406 134.0 295.0433654785156 260.0 297.3885192871094 179.0 308.9245910644531 273.0 310.3387756347656 130.0 311.06005859375 557.0 317.8525390625 258.0 325.06683349609375 775.0 328.0643615722656 559.0 339.02911376953125 277.0 341.0653991699219 147.0 347.0912780761719 136.0 352.0582580566406 245.0 353.06524658203125 5523.0 355.04248046875 80.0 355.5960693359375 85.0 356.0498046875 380.0 365.0722961425781 374.0 377.0379333496094 243.0 380.839111328125 51.0 383.0803527832031 3434.0 395.0767822265625 167.0 431.0878601074219 138.0 437.2488098144531 245.0 469.68023681640625 98.0 472.5133972167969 75.0 473.1039123535156 4269.0 503.129638671875 941.0 503.19390869140625 242.0 517.1434326171875 149.0 533.1217041015625 285.0 545.1123046875 362.0 560.7880249023438 352.0 575.1365356445312 599.0 591.3014526367188 153.0 592.6747436523438 264.0 592.7985229492188 107.0 593.1527099609375 19042.0 593.2422485351562 75.0 593.338623046875 62.0 596.3997802734375 123.0 619.046630859375 89.0 673.0598754882812 185.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846180 PEPMASS=659.160522 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_RA4_01_3150.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385821-01!(3R,5R)-4-(4-carboxy-3-hydroxy-3-methylbutanoyl)oxy-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1-hydroxycyclohexane-1-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)(CC(O)=O)CC(=O)O[C@@H]1[C@@H](C[C@](O)(C[C@H]1OC(=O)\C=C\C2=CC=C(O)C(O)=C2)C(O)=O)OC(=O)\C=C\C3=CC(O)=C(O)C=C3 INCHI=InChI=1S/C31H32O16/c1-30(43,14-24(36)37)15-27(40)47-28-22(45-25(38)8-4-16-2-6-18(32)20(34)10-16)12-31(44,29(41)42)13-23(28)46-26(39)9-5-17-3-7-19(33)21(35)11-17/h2-11,22-23,28,32-35,43-44H,12-15H2,1H3,(H,36,37)(H,41,42)/b8-4+,9-5+/t22-,23-,28?,30?,31?/m1/s1 INCHIAUX=OOGPWQHGQYUIAW-KDGFOEJISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846180 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846180 SCANS=233 93.03517150878906 326.0 101.02433013916016 203.0 127.03743743896484 271.0 134.04241943359375 371.0 135.04559326171875 624.0 137.0266876220703 462.0 155.03091430664062 229.0 156.3574981689453 111.0 161.0452880859375 7248.0 161.09396362304688 102.0 161.46620178222656 186.0 173.0460662841797 4611.0 176.4046630859375 246.0 179.03421020507812 1413.0 186.59576416015625 222.0 191.0570526123047 4693.0 192.05474853515625 233.0 203.56423950195312 348.0 221.28802490234375 179.0 233.06690979003906 1634.0 247.05731201171875 168.0 273.1007385253906 874.0 335.0777893066406 4803.0 353.0838623046875 2100.0 356.4837341308594 77.0 395.10467529296875 425.0 435.13128662109375 674.0 497.1277160644531 9629.0 515.12353515625 273.0 654.4950561523438 216.0 659.1568603515625 542.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846182 PEPMASS=723.212097 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_RC7_01_3165.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381103-01!5-[[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-[[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](COC(=O)CC(C)(O)CC(O)=O)O[C@H]2OC3=CC(O)=C4C(=O)CC(OC4=C3)C5=CC=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C33H40O18/c1-13-25(40)27(42)29(44)31(47-13)51-30-28(43)26(41)21(12-46-23(39)11-33(2,45)10-22(37)38)50-32(30)48-16-7-17(35)24-18(36)9-19(49-20(24)8-16)14-3-5-15(34)6-4-14/h3-8,13,19,21,25-32,34-35,40-45H,9-12H2,1-2H3,(H,37,38)/t13-,19?,21+,25-,26+,27+,28-,29+,30+,31-,32+,33?/m0/s1 INCHIAUX=NEFQWEGQYZRALY-QMYZBKRTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846182 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846182 SCANS=230 81.06916809082031 83.0 83.0135498046875 420.0 89.53176879882812 134.0 98.30880737304688 261.0 99.04959869384766 328.0 101.02477264404297 423.0 105.09676361083984 264.0 107.01512908935547 574.0 109.36585998535156 59.0 117.03446960449219 248.0 119.05106353759766 1777.0 121.99919891357422 292.0 125.02613067626953 1172.0 135.0092010498047 311.0 142.40618896484375 180.0 145.0276336669922 579.0 149.16697692871094 109.0 151.0037384033203 13095.0 161.0489959716797 246.0 163.05966186523438 238.0 165.0149688720703 144.0 168.61709594726562 65.0 169.0118865966797 195.0 169.03515625 235.0 172.05271911621094 176.0 177.0214080810547 631.0 187.04464721679688 263.0 191.03302001953125 290.0 193.0141143798828 665.0 213.01637268066406 251.0 217.01852416992188 157.0 218.02059936523438 242.0 219.03271484375 512.0 227.0714111328125 291.0 229.05162048339844 244.0 235.01828002929688 774.0 242.0492706298828 169.0 269.05694580078125 222.0 270.0511779785156 432.0 271.0615539550781 14861.0 272.074462890625 240.0 277.0307312011719 108.0 277.16943359375 275.0 282.7779846191406 168.0 284.009033203125 85.0 285.0759582519531 491.0 286.5171203613281 126.0 290.83538818359375 223.0 293.0713806152344 61.0 294.0459899902344 299.0 305.3980712890625 128.0 313.0709228515625 199.0 314.8691711425781 177.0 318.8459167480469 198.0 337.06072998046875 253.0 339.0737609863281 1124.0 345.019287109375 80.0 355.0998840332031 280.0 369.10919189453125 196.0 387.4129638671875 212.0 397.07086181640625 85.0 417.12579345703125 128.0 451.1487121582031 95.0 459.11456298828125 1827.0 475.1355285644531 181.0 477.1188049316406 248.0 485.1368713378906 259.0 500.508056640625 146.0 501.1259460449219 3703.0 519.14599609375 146.0 535.2186889648438 246.0 541.1555786132812 898.0 541.1717529296875 782.0 543.135498046875 144.0 561.14306640625 436.0 568.7283325195312 99.0 576.3966674804688 119.0 578.1664428710938 199.0 579.1708984375 18570.0 580.1688842773438 1468.0 582.692138671875 188.0 590.412841796875 284.0 610.5374145507812 84.0 617.7987670898438 237.0 619.94775390625 136.0 620.0330200195312 67.0 621.1807250976562 17517.0 622.2201538085938 726.0 632.5347900390625 75.0 661.2069091796875 2716.0 662.20654296875 351.0 723.2123413085938 8115.0 724.2330322265625 213.0 1236.6790771484375 458.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846184 PEPMASS=409.221527 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_RA2_01_2964.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380260-01!2-(2-acetyloxy-12-hydroxytridecyl)-4,6-dihydroxybenzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)CCCCCCCCCC(CC1=CC(O)=CC(O)=C1C(O)=O)OC(C)=O INCHI=InChI=1S/C22H34O7/c1-15(23)10-8-6-4-3-5-7-9-11-19(29-16(2)24)13-17-12-18(25)14-20(26)21(17)22(27)28/h12,14-15,19,23,25-26H,3-11,13H2,1-2H3,(H,27,28) INCHIAUX=NDPYMEUORCDDDL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846184 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846184 SCANS=427 104.6564712524414 174.0 147.45396423339844 93.0 158.0756072998047 191.0 188.20870971679688 279.0 206.01124572753906 319.0 263.1958312988281 171.0 304.1990966796875 230.0 305.2191162109375 447.0 331.18927001953125 1581.0 348.16015625 175.0 348.9967346191406 46.0 349.2031555175781 4992.0 349.40362548828125 80.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846185 PEPMASS=415.138489 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_RA2_01_2964.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380251-01! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1(CC(O)C(O)=O)C(=O)C2=C(O)C3=C(OC(C)C3(C)C)C4=C(C)C=C(O)C1=C24 INCHI=InChI=1S/C22H24O8/c1-8-6-10(23)15-13-12(8)18-16(21(3,4)9(2)30-18)17(25)14(13)19(26)22(15,29-5)7-11(24)20(27)28/h6,9,11,23-25H,7H2,1-5H3,(H,27,28) INCHIAUX=BADPZPNBPIOSER-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846185 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846185 SCANS=383 293.077880859375 150.0 294.1257019042969 237.0 295.09039306640625 80.0 296.1165771484375 243.0 309.1148681640625 6490.0 309.1658935546875 398.0 310.110107421875 156.0 339.1261901855469 3550.0 383.1017150878906 535.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846188 PEPMASS=489.195831 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_RA2_01_2964.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347393-02![4,5,8-trihydroxy-5-(hydroxymethyl)-3-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-1,2,3,4,4a,6,7,8-octahydronaphthalen-2-yl] 3,4-dihydroxy-2-methylidenebutanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C(=C)C1C(O)C2C(O)(CO)CCC(O)C2(C)CC1OC(=O)C(=C)C(O)CO INCHI=InChI=1S/C21H32O10/c1-10(12(24)8-22)19(28)31-13-7-20(3)14(25)5-6-21(29,9-23)17(20)16(26)15(13)11(2)18(27)30-4/h12-17,22-26,29H,1-2,5-9H2,3-4H3 INCHIAUX=RRUQYJBEEQBWGK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846188 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846188 SCANS=162 113.02265167236328 230.0 131.03562927246094 7517.0 131.09873962402344 50.0 140.5691680908203 131.0 148.9997100830078 111.0 163.07614135742188 226.0 163.46441650390625 117.0 172.6792449951172 366.0 251.13047790527344 291.0 261.1281433105469 581.0 279.12347412109375 172.0 297.12567138671875 117.0 329.1531982421875 81.0 393.1636962890625 221.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846190 PEPMASS=446.143433 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_RA2_01_2964.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380256-01!2-[[4-(2,4-dihydroxy-3,5,6-trimethylbenzoyl)oxy-2-hydroxy-6-methylbenzoyl]amino]-3-hydroxybutanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)C(NC(=O)C1=C(O)C=C(OC(=O)C2=C(O)C(C)=C(O)C(C)=C2C)C=C1C)C(O)=O INCHI=InChI=1S/C22H25NO9/c1-8-6-13(7-14(25)15(8)20(28)23-17(12(5)24)21(29)30)32-22(31)16-9(2)10(3)18(26)11(4)19(16)27/h6-7,12,17,24-27H,1-5H3,(H,23,28)(H,29,30) INCHIAUX=NJVQCZVYEIAGLE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846190 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846190 SCANS=308 70.27776336669922 422.0 80.27833557128906 301.0 80.34526062011719 43.0 100.00384521484375 484.0 123.0425033569336 251.0 144.0298614501953 1210.0 149.02415466308594 660.0 149.0677947998047 64.0 151.07656860351562 1224.0 160.07774353027344 280.0 162.08706665039062 730.0 167.0344696044922 1183.0 177.05482482910156 1637.0 190.08607482910156 646.0 195.06796264648438 596.0 234.07720947265625 583.0 234.11988830566406 191.0 252.0888671875 3020.0 253.1061553955078 85.0 296.1132507324219 8033.0 433.3589172363281 138.0 445.15948486328125 149.0 445.2001037597656 43.0 446.15185546875 362.0 792.3252563476562 89.0 933.2183837890625 85.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846192 PEPMASS=737.394531 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_RA2_01_2964.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380378-01![(2R,3R,4S,5S,6R)-3-acetyloxy-2-(acetyloxymethyl)-5-hexanoyloxy-6-[(2S,3R)-2,3,4-trihydroxybutoxy]oxan-4-yl] 14-hydroxytetradecanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC(=O)O[C@@H]1[C@H](OC[C@H](O)[C@H](O)CO)O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(=O)CCCCCCCCCCCCCO INCHI=InChI=1S/C34H60O14/c1-4-5-15-18-30(42)48-33-32(47-29(41)19-16-13-11-9-7-6-8-10-12-14-17-20-35)31(45-25(3)38)28(23-43-24(2)37)46-34(33)44-22-27(40)26(39)21-36/h26-28,31-36,39-40H,4-23H2,1-3H3/t26-,27+,28-,31-,32+,33+,34-/m1/s1 INCHIAUX=QYCCCSUFDHWKRW-KSHKLCIXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846192 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846192 SCANS=500 112.4535903930664 363.0 114.46436309814453 217.0 115.07781219482422 646.0 116.4903793334961 49.0 120.4415512084961 178.0 225.1787872314453 306.0 243.19703674316406 958.0 350.1156311035156 229.0 437.0240478515625 128.0 465.1955871582031 128.0 466.9591369628906 148.0 736.414794921875 257.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846194 PEPMASS=527.113037 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_BC3_01_3078.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380722-01![(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2,4,6-trihydroxy-3-(4-hydroxybenzoyl)phenyl]oxan-3-yl] 4-hydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@H]([C@H](OC(=O)C2=CC=C(O)C=C2)[C@@H](O)[C@@H]1O)C3=C(O)C(C(=O)C4=CC=C(O)C=C4)=C(O)C=C3O INCHI=InChI=1S/C26H24O12/c27-10-17-21(33)23(35)25(38-26(36)12-3-7-14(29)8-4-12)24(37-17)19-16(31)9-15(30)18(22(19)34)20(32)11-1-5-13(28)6-2-11/h1-9,17,21,23-25,27-31,33-35H,10H2/t17-,21-,23+,24+,25-/m1/s1 INCHIAUX=CIQDSZUZMUTHGY-FUFTYFEXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846194 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846194 SCANS=193 125.03160858154297 195.0 131.01539611816406 240.0 137.02088928222656 579.0 142.50257873535156 213.0 148.4454345703125 285.0 149.0221710205078 273.0 151.0028076171875 477.0 155.03578186035156 267.0 161.02886962890625 486.0 165.01686096191406 246.0 175.0012969970703 633.0 203.03257751464844 375.0 215.06475830078125 191.0 217.0089111328125 240.0 226.02040100097656 223.0 235.0254364013672 260.0 241.07012939453125 329.0 245.0501251220703 195.0 269.045166015625 16160.0 281.20452880859375 138.0 287.0569763183594 4628.0 311.0576477050781 3098.0 317.067138671875 1651.0 317.20794677734375 69.0 353.0679626464844 297.0 359.08154296875 142.0 389.0914611816406 1409.0 390.0909118652344 201.0 407.09674072265625 1081.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846196 PEPMASS=563.089355 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_BC3_01_3078.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380722-01![(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2,4,6-trihydroxy-3-(4-hydroxybenzoyl)phenyl]oxan-3-yl] 4-hydroxybenzoate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@H]([C@H](OC(=O)C2=CC=C(O)C=C2)[C@@H](O)[C@@H]1O)C3=C(O)C(C(=O)C4=CC=C(O)C=C4)=C(O)C=C3O INCHI=InChI=1S/C26H24O12/c27-10-17-21(33)23(35)25(38-26(36)12-3-7-14(29)8-4-12)24(37-17)19-16(31)9-15(30)18(22(19)34)20(32)11-1-5-13(28)6-2-11/h1-9,17,21,23-25,27-31,33-35H,10H2/t17-,21-,23+,24+,25-/m1/s1 INCHIAUX=CIQDSZUZMUTHGY-FUFTYFEXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846196 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846196 SCANS=195 70.60834503173828 764.0 108.98137664794922 257.0 257.04510498046875 291.0 269.045654296875 1076.0 287.0555419921875 126.0 311.0573425292969 847.0 389.0852355957031 524.0 407.1043701171875 119.0 1938.7744140625 119.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846198 PEPMASS=704.378296 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_BC3_01_3078.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380841-01!2-[2-[(5R,6R,7S,9S,11R,18S,19S)-19-amino-6-[(3R)-3,4-dicarboxybutanoyl]oxy-11,18-dihydroxy-5,9-dimethylicosan-7-yl]oxy-2-oxoethyl]butanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCC[C@@H](C)[C@@H](OC(=O)C[C@@H](CC(O)=O)C(O)=O)[C@H](C[C@@H](C)C[C@H](O)CCCCCC[C@H](O)[C@H](C)N)OC(=O)CC(CC(O)=O)C(O)=O INCHI=InChI=1S/C34H59NO14/c1-5-6-11-21(3)32(49-31(43)19-24(34(46)47)17-29(40)41)27(48-30(42)18-23(33(44)45)16-28(38)39)15-20(2)14-25(36)12-9-7-8-10-13-26(37)22(4)35/h20-27,32,36-37H,5-19,35H2,1-4H3,(H,38,39)(H,40,41)(H,44,45)(H,46,47)/t20-,21+,22-,23?,24+,25+,26-,27-,32+/m0/s1 INCHIAUX=CPCRJSQNWHCGOP-GJRJVGSCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846198 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846198 SCANS=299 74.28889465332031 214.0 76.4294204711914 59.0 80.40262603759766 155.0 81.77203369140625 124.0 113.0255355834961 1864.0 114.9995346069336 236.0 131.02734375 204.0 156.98013305664062 168.0 157.01295471191406 36517.0 159.20338439941406 135.0 175.0227508544922 214.0 176.92929077148438 57.0 211.15975952148438 91.0 257.72650146484375 64.0 263.63214111328125 120.0 323.55523681640625 74.0 331.80615234375 166.0 333.69439697265625 191.0 388.3276672363281 254.0 542.71630859375 71.0 544.8306274414062 80.0 545.36279296875 140.0 545.5818481445312 146.0 545.9187622070312 83.0 546.098388671875 90.0 546.3636474609375 8182.0 546.51123046875 117.0 546.5838623046875 293.0 547.0194702148438 69.0 547.372802734375 377.0 550.1473999023438 120.0 562.8258056640625 158.0 686.3779296875 957.0 687.3768920898438 165.0 703.1064453125 183.0 704.2495727539062 181.0 704.388427734375 8055.0 704.4652709960938 214.0 705.3812866210938 69.0 729.8916625976562 62.0 761.0459594726562 117.0 928.5767211914062 216.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846200 PEPMASS=499.08432 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_GC10_01_3216.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384565-01!6-hydroxy-8-(7-hydroxy-2-oxochromen-8-yl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2=C(C3=C(C=CC(=O)O3)C=C2O)C4=C5OC(=O)C=CC5=CC=C4O)C(O)C(O)C1O INCHI=InChI=1S/C24H20O12/c25-8-13-18(30)19(31)20(32)24(33-13)36-23-12(27)7-10-3-6-15(29)35-22(10)17(23)16-11(26)4-1-9-2-5-14(28)34-21(9)16/h1-7,13,18-20,24-27,30-32H,8H2 INCHIAUX=WTPJPYNIRFDQSR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846200 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846200 SCANS=219 113.02359008789062 387.0 144.8588409423828 48.0 166.9020233154297 110.0 172.32257080078125 167.0 219.0428924560547 349.0 236.90687561035156 505.0 255.03668212890625 254.0 262.3891296386719 255.0 291.03143310546875 672.0 292.04193115234375 1111.0 293.042236328125 635.0 294.5367736816406 91.0 296.0325927734375 401.0 308.0316162109375 180.0 319.02484130859375 3859.0 323.0249938964844 187.0 336.0281677246094 3273.0 337.03619384765625 2862.0 498.3509826660156 130.0 499.0896911621094 17792.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846202 PEPMASS=533.126221 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_GC10_01_3216.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384563-01!5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3,4,5-trihydroxyoxan-2-yl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1COC(C(O)C1O)C2=C(O)C(C3OCC(O)C(O)C3O)=C4OC(=CC(=O)C4=C2O)C5=CC=C(O)C=C5 INCHI=InChI=1S/C25H26O13/c26-9-3-1-8(2-4-9)13-5-10(27)14-19(32)15(24-21(34)17(30)11(28)6-36-24)20(33)16(23(14)38-13)25-22(35)18(31)12(29)7-37-25/h1-5,11-12,17-18,21-22,24-26,28-35H,6-7H2 INCHIAUX=LDVNKZYMYPZDAI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846202 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846202 SCANS=211 137.0253448486328 247.0 145.03099060058594 296.0 159.75836181640625 190.0 161.0279541015625 159.0 187.0440216064453 269.0 268.0788269042969 321.0 295.0590515136719 171.0 297.0746765136719 209.0 298.6946716308594 86.0 307.0614318847656 134.0 311.0472106933594 366.0 319.0682067871094 179.0 353.0675354003906 1541.0 355.0793762207031 132.0 356.0558166503906 281.0 365.06683349609375 360.0 379.1051330566406 208.0 379.843994140625 92.0 383.0797119140625 844.0 386.0649108886719 257.0 395.0802917480469 210.0 405.40936279296875 74.0 413.084716796875 158.0 425.0831298828125 165.0 443.10052490234375 2015.0 472.8619689941406 125.0 473.11187744140625 852.0 473.2939453125 190.0 497.0920715332031 175.0 515.1279296875 737.0 533.1317749023438 10482.0 533.2171020507812 119.0 533.6651000976562 70.0 816.9655151367188 129.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846206 PEPMASS=629.112793 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_GC10_01_3216.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384654-01![(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]-2-(3,4,5-trihydroxybenzoyl)oxyoxan-3-yl] 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC=C(O)C=C2)O[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](OC(=O)C4=CC(O)=C(O)C(O)=C4)[C@H]1O INCHI=InChI=1S/C29H26O16/c30-15-4-1-12(2-5-15)3-6-21(35)42-11-20-24(38)25(39)26(44-27(40)13-7-16(31)22(36)17(32)8-13)29(43-20)45-28(41)14-9-18(33)23(37)19(34)10-14/h1-10,20,24-26,29-34,36-39H,11H2/b6-3+/t20-,24-,25+,26-,29+/m1/s1 INCHIAUX=QDSDUIWGMCGLHI-VTULTLKESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846206 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846206 SCANS=234 113.02525329589844 215.0 119.04801177978516 354.0 123.01885986328125 242.0 124.03890991210938 316.0 125.02354431152344 770.0 140.0151824951172 331.0 145.0299835205078 3441.0 159.04640197753906 498.0 161.0625762939453 330.0 163.03823852539062 423.0 166.0095672607422 167.0 168.00082397460938 375.0 168.0328826904297 269.0 169.01426696777344 3096.0 171.9993133544922 138.0 186.05471801757812 192.0 187.04368591308594 621.0 188.039306640625 149.0 204.06930541992188 466.0 205.0563507080078 213.0 210.04544067382812 237.0 211.0257110595703 242.0 221.0443115234375 104.0 223.02871704101562 375.0 224.90931701660156 279.0 227.6278533935547 177.0 267.0570068359375 207.0 271.0478820800781 917.0 282.69696044921875 58.0 285.6134033203125 156.0 286.601806640625 62.0 286.8691101074219 153.0 287.4479675292969 172.0 295.0489501953125 172.0 297.0651550292969 102.0 313.0574645996094 1635.0 314.0601806640625 276.0 332.27838134765625 314.0 435.0129699707031 240.0 459.09539794921875 4172.0 459.1886901855469 184.0 460.109619140625 305.0 464.0855407714844 1302.0 465.06744384765625 1642.0 477.1173400878906 235.0 483.0686340332031 231.0 537.0187377929688 332.0 582.189697265625 109.0 595.5206298828125 152.0 628.13232421875 2918.0 629.1298828125 1073.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846208 PEPMASS=639.151367 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_GC10_01_3216.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384648-01!3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C(OC2=C1)C5=CC(O)=C(O)C=C5 INCHI=InChI=1S/C28H32O17/c1-40-10-5-13(33)17-14(6-10)41-24(9-2-3-11(31)12(32)4-9)25(20(17)36)44-28-26(22(38)19(35)16(8-30)43-28)45-27-23(39)21(37)18(34)15(7-29)42-27/h2-6,15-16,18-19,21-23,26-35,37-39H,7-8H2,1H3/t15-,16-,18-,19-,21+,22+,23-,26-,27+,28+/m1/s1 INCHIAUX=CEZKIFXYWPTANH-HGVYTWBRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846208 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846208 SCANS=247 151.004638671875 307.0 163.8922576904297 50.0 165.01913452148438 1297.0 193.0126953125 328.0 216.03564453125 345.0 217.06292724609375 325.0 221.0428466796875 156.0 266.0663146972656 220.0 268.75836181640625 236.0 269.05072021484375 88.0 271.0216064453125 1644.0 272.8782653808594 377.0 285.0397033691406 638.0 298.5163269042969 50.0 298.5494079589844 58.0 298.7356872558594 191.0 299.0196533203125 6838.0 300.0332336425781 158.0 311.06231689453125 95.0 311.4117126464844 432.0 312.39422607421875 110.0 312.7562255859375 106.0 313.0376892089844 746.0 313.1376037597656 88.0 313.68267822265625 316.0 314.04339599609375 26428.0 315.05218505859375 3226.0 315.75714111328125 70.0 317.1640319824219 77.0 324.79315185546875 210.0 339.0628662109375 597.0 356.0549621582031 196.0 373.88665771484375 87.0 519.1158447265625 512.0 519.15869140625 149.0 635.0983276367188 93.0 638.2413330078125 107.0 638.7952270507812 97.0 639.1566772460938 15380.0 640.1691284179688 237.0 642.6572875976562 119.0 643.642822265625 170.0 657.4769897460938 72.0 670.6769409179688 139.0 672.0189819335938 84.0 1069.8023681640625 149.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846210 PEPMASS=447.126831 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_GA12_01_3206.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384517-01!(2S)-2-phenyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC=C3C(=O)C[C@H](OC3=C2)C4=CC=CC=C4)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H22O8/c22-10-17-18(24)19(25)20(26)21(29-17)27-12-6-7-13-14(23)9-15(28-16(13)8-12)11-4-2-1-3-5-11/h1-8,15,17-22,24-26H,9-10H2/t15-,17+,18+,19-,20+,21+/m0/s1 INCHIAUX=HPMCYOSTTZQBAP-ZRWXNEIDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846210 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846210 SCANS=260 138.0236053466797 139.0 197.05899047851562 453.0 237.93124389648438 70.0 238.20297241210938 79.0 238.49917602539062 94.0 238.6514434814453 63.0 238.97552490234375 284.0 239.07008361816406 4716.0 1957.516357421875 100.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846212 PEPMASS=469.131958 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_GA12_01_3206.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169119-03!(9R,10R)-10-hydroxy-8,8-dimethyl-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9,10-dihydropyrano[2,3-f]chromen-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)OC2=C([C@@H](O)[C@H]1O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C4=C(C=CC(=O)O4)C=C2 INCHI=InChI=1S/C20H24O10/c1-20(2)18(29-19-16(26)15(25)13(23)10(7-21)27-19)14(24)12-9(30-20)5-3-8-4-6-11(22)28-17(8)12/h3-6,10,13-16,18-19,21,23-26H,7H2,1-2H3/t10-,13-,14-,15+,16-,18-,19+/m1/s1 INCHIAUX=QAUDHOGPLBDVAX-GZFODPQLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846212 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846212 SCANS=219 85.03068542480469 383.0 101.02246856689453 256.0 119.04366302490234 389.0 161.0424346923828 868.0 189.01211547851562 261.0 189.02842712402344 288.0 243.06759643554688 305.0 261.0788269042969 336.0 405.1305847167969 288.0 423.1340026855469 2739.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846214 PEPMASS=681.162048 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_GA12_01_3206.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384516-01!9-methoxy-7-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]-[1,3]dioxolo[4,5-g]chromen-8-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2C(=O)C(=COC2=CC3=C1OCO3)C4=CC=C(O[C@@H]5O[C@H](CO[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@@H](O)[C@H](O)[C@H]5O)C=C4 INCHI=InChI=1S/C29H32O16/c1-38-27-18-14(6-15-26(27)42-10-41-15)39-8-13(19(18)31)11-2-4-12(5-3-11)43-29-25(37)23(35)21(33)17(45-29)9-40-28-24(36)22(34)20(32)16(7-30)44-28/h2-6,8,16-17,20-25,28-30,32-37H,7,9-10H2,1H3/t16-,17-,20-,21-,22+,23+,24-,25-,28-,29-/m1/s1 INCHIAUX=FIMKKXUVGBDUNE-GRSVEZLYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846214 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846214 SCANS=225 85.02888488769531 406.0 101.02171325683594 251.0 113.0220947265625 556.0 119.03240966796875 403.0 125.0285873413086 493.0 132.01998901367188 166.0 179.05535888671875 885.0 221.06263732910156 1163.0 224.05081176757812 221.0 245.075439453125 314.0 263.08819580078125 753.0 267.0295104980469 471.0 296.0263366699219 686.0 311.0647888183594 2237.0 323.0929870605469 1817.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846216 PEPMASS=704.38092 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_GA12_01_3206.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347714-02!(2S)-2-[2-[(5R,6R,7S,9S,16R,18S,19S)-19-amino-6-[(3S)-3,4-dicarboxybutanoyl]oxy-16,18-dihydroxy-5,9-dimethylicosan-7-yl]oxy-2-oxoethyl]butanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCC[C@@H](C)[C@@H](OC(=O)C[C@H](CC(O)=O)C(O)=O)[C@H](C[C@@H](C)CCCCCC[C@@H](O)C[C@H](O)[C@H](C)N)OC(=O)C[C@H](CC(O)=O)C(O)=O INCHI=InChI=1S/C34H59NO14/c1-5-6-12-21(3)32(49-31(43)18-24(34(46)47)16-29(40)41)27(48-30(42)17-23(33(44)45)15-28(38)39)14-20(2)11-9-7-8-10-13-25(36)19-26(37)22(4)35/h20-27,32,36-37H,5-19,35H2,1-4H3,(H,38,39)(H,40,41)(H,44,45)(H,46,47)/t20-,21+,22-,23-,24-,25+,26-,27-,32+/m0/s1 INCHIAUX=UXDPXZQHTDAXOZ-CYCMICDFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846216 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846216 SCANS=324 80.71344757080078 232.0 80.94905853271484 148.0 84.49158477783203 785.0 93.22744750976562 122.0 107.9777603149414 223.0 113.02548217773438 3927.0 123.52582550048828 103.0 157.01454162597656 45007.0 157.10000610351562 87.0 157.1220245361328 165.0 157.15370178222656 169.0 157.24661254882812 122.0 158.02085876464844 750.0 159.28480529785156 124.0 165.91983032226562 113.0 175.0248260498047 1303.0 266.5321350097656 157.0 358.23455810546875 92.0 388.3408508300781 155.0 452.47613525390625 173.0 526.3363037109375 111.0 528.3515625 319.0 544.8795776367188 117.0 546.1507568359375 78.0 546.364501953125 9674.0 546.4793701171875 186.0 547.369140625 189.0 550.8525390625 62.0 671.1027221679688 245.0 686.3799438476562 1945.0 703.3773193359375 80.0 703.52734375 64.0 703.658447265625 81.0 704.3887329101562 10468.0 704.6695556640625 197.0 704.945068359375 129.0 705.3857421875 1200.0 734.4860229492188 106.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846218 PEPMASS=865.211365 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_GA12_01_3206.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384519-01!(2S,3R)-5-hydroxy-3-[(2S,3R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-3-yl]-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)[C@@H]([C@H](OC3=C2)C4=CC=C(O)C=C4)[C@@H]5[C@H](OC6=CC(O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)=CC(O)=C6C5=O)C8=CC=C(O)C=C8)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C42H42O20/c43-13-25-31(49)35(53)37(55)41(61-25)57-19-9-21(47)27-23(11-19)59-39(15-1-5-17(45)6-2-15)29(33(27)51)30-34(52)28-22(48)10-20(58-42-38(56)36(54)32(50)26(14-44)62-42)12-24(28)60-40(30)16-3-7-18(46)8-4-16/h1-12,25-26,29-32,35-50,53-56H,13-14H2/t25-,26-,29+,30+,31-,32-,35+,36+,37-,38-,39-,40-,41-,42-/m1/s1 INCHIAUX=RVPPNKOUWPOQRX-VAVPTQKHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846218 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846218 SCANS=215 89.8741683959961 427.0 93.03810119628906 327.0 105.75662231445312 146.0 119.05010223388672 233.0 125.02554321289062 1083.0 149.0248260498047 162.0 151.0040283203125 1137.0 167.0341339111328 302.0 202.11334228515625 244.0 217.01351928710938 165.0 229.0488739013672 177.0 237.09971618652344 546.0 247.01950073242188 253.0 251.072021484375 303.0 252.06454467773438 193.0 257.0458984375 175.0 267.0601501464844 218.0 283.0577087402344 540.0 297.04150390625 143.0 299.1080322265625 135.0 303.0803527832031 250.0 305.0665283203125 157.0 309.0420837402344 737.0 313.0618896484375 240.0 330.81146240234375 246.0 331.6729736328125 78.0 332.1979064941406 167.0 340.0389099121094 309.0 341.02984619140625 309.0 361.08697509765625 273.0 371.1050109863281 97.0 373.06488037109375 156.0 406.0706481933594 133.0 415.0816345214844 985.0 431.1216735839844 194.0 435.0702209472656 584.0 445.1153259277344 168.0 447.0553894042969 255.0 461.1072692871094 170.0 471.1100158691406 391.0 472.09515380859375 194.0 479.10992431640625 118.0 489.0995788574219 125.0 497.12176513671875 248.0 503.0799865722656 689.0 505.0969543457031 178.0 541.1114501953125 2322.0 542.108642578125 953.0 545.1030883789062 86.0 597.1309204101562 123.0 609.1231689453125 139.0 617.160888671875 248.0 659.1746826171875 69.0 685.1705932617188 217.0 689.4900512695312 187.0 703.1669921875 2139.0 704.1653442382812 498.0 759.1527709960938 168.0 1158.4249267578125 174.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846220 PEPMASS=911.218079 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_GA12_01_3206.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384519-01!(2S,3R)-5-hydroxy-3-[(2S,3R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-3-yl]-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)[C@@H]([C@H](OC3=C2)C4=CC=C(O)C=C4)[C@@H]5[C@H](OC6=CC(O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)=CC(O)=C6C5=O)C8=CC=C(O)C=C8)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C42H42O20/c43-13-25-31(49)35(53)37(55)41(61-25)57-19-9-21(47)27-23(11-19)59-39(15-1-5-17(45)6-2-15)29(33(27)51)30-34(52)28-22(48)10-20(58-42-38(56)36(54)32(50)26(14-44)62-42)12-24(28)60-40(30)16-3-7-18(46)8-4-16/h1-12,25-26,29-32,35-50,53-56H,13-14H2/t25-,26-,29+,30+,31-,32-,35+,36+,37-,38-,39-,40-,41-,42-/m1/s1 INCHIAUX=RVPPNKOUWPOQRX-VAVPTQKHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846220 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846220 SCANS=220 121.02400970458984 176.0 125.02152252197266 526.0 151.00302124023438 171.0 273.03619384765625 152.0 283.05841064453125 111.0 285.9698181152344 195.0 295.056884765625 143.0 309.03985595703125 216.0 323.11328125 256.0 339.07745361328125 120.0 361.06744384765625 200.0 371.09881591796875 514.0 371.19110107421875 101.0 373.0804748535156 131.0 393.18267822265625 129.0 411.0592346191406 198.0 415.0850524902344 195.0 486.8806457519531 133.0 503.0860290527344 213.0 541.1187744140625 712.0 542.1231079101562 149.0 551.1358642578125 163.0 565.1182250976562 175.0 597.1156005859375 98.0 597.1798706054688 135.0 677.74609375 142.0 685.1206665039062 89.0 703.15869140625 298.0 865.2113037109375 198.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846222 PEPMASS=355.11554 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_BA7_01_3249.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385547-01!(2R,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-7-(3-methylbut-2-enoxy)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCOC1=CC2=C(C(=O)[C@H](O)[C@H](O2)C3=CC=C(O)C=C3)C(O)=C1 INCHI=InChI=1S/C20H20O6/c1-11(2)7-8-25-14-9-15(22)17-16(10-14)26-20(19(24)18(17)23)12-3-5-13(21)6-4-12/h3-7,9-10,19-22,24H,8H2,1-2H3/t19-,20+/m0/s1 INCHIAUX=CITFYDYEWQIEPX-VQTJNVASSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846222 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846222 SCANS=406 124.01514434814453 294.0 137.05616760253906 265.0 179.0010528564453 474.0 201.06439208984375 339.0 203.04139709472656 149.0 311.1282958984375 234.0 327.12457275390625 353.0 355.1187744140625 1310.0 1751.0386962890625 119.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846224 PEPMASS=369.079437 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_BA7_01_3249.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169184-02!7-hydroxy-6-methoxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C3OC(=O)C=CC3=C1 INCHI=InChI=1S/C16H18O10/c1-23-7-4-6-2-3-9(18)25-14(6)15(11(7)20)26-16-13(22)12(21)10(19)8(5-17)24-16/h2-4,8,10,12-13,16-17,19-22H,5H2,1H3/t8-,10-,12+,13-,16+/m1/s1 INCHIAUX=CRSFLLTWRCYNNX-QBNNUVSCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846224 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846224 SCANS=190 123.01067352294922 177.0 149.02833557128906 200.0 191.0 360.0 192.00791931152344 901.0 206.02188110351562 618.0 207.03350830078125 1374.0 369.0838623046875 995.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846226 PEPMASS=467.209412 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_BA7_01_3249.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385558-01!(2R,3S,4S,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-oct-1-en-3-yloxyoxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC(O[C@@H]1O[C@H](CO[C@@H]2OC[C@](O)(CO)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)C=C INCHI=InChI=1S/C19H34O10/c1-3-5-6-7-11(4-2)28-17-15(23)14(22)13(21)12(29-17)8-26-18-16(24)19(25,9-20)10-27-18/h4,11-18,20-25H,2-3,5-10H2,1H3/t11?,12-,13-,14+,15-,16+,17-,18-,19-/m1/s1 INCHIAUX=MUPQSGHACLOUTE-PARKKQJRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846226 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846226 SCANS=276 101.02536010742188 443.0 111.0060806274414 246.0 113.02336120605469 241.0 115.40309143066406 252.0 125.02764129638672 484.0 127.10943603515625 229.0 131.03610229492188 210.0 143.03604125976562 173.0 161.0445556640625 2482.0 165.12945556640625 309.0 183.13653564453125 320.0 200.55125427246094 62.0 211.13201904296875 214.0 233.06427001953125 242.0 289.1646423339844 3527.0 293.1123046875 206.0 416.3379211425781 99.0 420.200439453125 132.0 420.4945373535156 117.0 420.59747314453125 144.0 421.20819091796875 9238.0 423.7781066894531 122.0 427.1939392089844 61.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846228 PEPMASS=577.151489 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_BA7_01_3249.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180129-02!5-hydroxy-2-(4-hydroxyphenyl)-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2=C(C3OC(CO)C(O)C(O)C3O)C4=C(C(=O)C=C(O4)C5=CC=C(O)C=C5)C(O)=C2)C(O)C(O)C1O INCHI=InChI=1S/C27H30O14/c1-9-19(32)21(34)24(37)27(38-9)41-15-7-13(31)17-12(30)6-14(10-2-4-11(29)5-3-10)39-25(17)18(15)26-23(36)22(35)20(33)16(8-28)40-26/h2-7,9,16,19-24,26-29,31-37H,8H2,1H3 INCHIAUX=KAFSORTZFREQSQ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846228 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846228 SCANS=233 123.04386901855469 132.0 191.03114318847656 149.0 269.04010009765625 530.0 275.9850769042969 225.0 282.0575256347656 1205.0 282.1723327636719 70.0 283.0701904296875 389.0 297.046875 2768.0 311.0538635253906 3974.0 312.05950927734375 94.0 323.0619812011719 334.0 330.6314392089844 196.0 335.0537109375 193.0 353.0696716308594 168.0 372.0427551269531 230.0 403.1656188964844 280.0 414.0923156738281 461.0 415.10791015625 1827.0 415.1941833496094 177.0 577.1583251953125 11389.0 578.1575927734375 186.0 581.3754272460938 156.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846230 PEPMASS=649.135071 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_BA7_01_3249.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381310-01!(2S,3S,4S,5R,6S)-5-[(2S,3R,4R,5S,6S)-4-acetyloxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@H](O[C@H]2OC3=CC(O)=C4C(=O)C=C(OC4=C3)C5=CC(O)=C(O)C=C5)C(O)=O)[C@H](O)[C@H](OC(C)=O)[C@H]1O INCHI=InChI=1S/C29H30O17/c1-9-20(35)24(42-10(2)30)23(38)28(41-9)46-26-22(37)21(36)25(27(39)40)45-29(26)43-12-6-15(33)19-16(34)8-17(44-18(19)7-12)11-3-4-13(31)14(32)5-11/h3-9,20-26,28-29,31-33,35-38H,1-2H3,(H,39,40)/t9-,20-,21-,22-,23+,24+,25-,26+,28-,29+/m0/s1 INCHIAUX=AKKVGSBMNDOALT-DTFJXKMKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846230 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846230 SCANS=251 150.99668884277344 326.0 248.8211212158203 250.0 260.1461486816406 164.0 285.0408935546875 13905.0 286.0408630371094 259.0 311.2491455078125 101.0 311.7291564941406 91.0 327.0479736328125 458.0 339.04815673828125 202.0 357.0660095214844 143.0 363.08551025390625 169.0 381.044189453125 259.0 500.41424560546875 204.0 515.1177978515625 259.0 607.1248168945312 192.0 649.1370849609375 2559.0 650.1495971679688 392.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846232 PEPMASS=631.14624 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_BA7_01_3249.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381310-01!(2S,3S,4S,5R,6S)-5-[(2S,3R,4R,5S,6S)-4-acetyloxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@H](O[C@H]2OC3=CC(O)=C4C(=O)C=C(OC4=C3)C5=CC(O)=C(O)C=C5)C(O)=O)[C@H](O)[C@H](OC(C)=O)[C@H]1O INCHI=InChI=1S/C29H30O17/c1-9-20(35)24(42-10(2)30)23(38)28(41-9)46-26-22(37)21(36)25(27(39)40)45-29(26)43-12-6-15(33)19-16(34)8-17(44-18(19)7-12)11-3-4-13(31)14(32)5-11/h3-9,20-26,28-29,31-33,35-38H,1-2H3,(H,39,40)/t9-,20-,21-,22-,23+,24+,25-,26+,28-,29+/m0/s1 INCHIAUX=AKKVGSBMNDOALT-DTFJXKMKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846232 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846232 SCANS=88 126.82498931884766 295.0 138.75 142.0 140.00718688964844 214.0 140.91116333007812 247.0 168.00367736816406 239.0 169.01319885253906 563.0 169.40345764160156 325.0 176.78399658203125 176.0 302.997802734375 122.0 314.07501220703125 244.0 315.07220458984375 8202.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846234 PEPMASS=727.154297 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_GA5_01_3296.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380651-01!5-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-sulfanyloxan-2-yl]oxy-2,3,8,12b-tetrahydroxy-3-methyl-4a-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,4-dihydrobenzo[a]anthracene-1,7,12-trione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(O)CC3(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4S)=CC5=C(C(=O)C6=CC=CC(O)=C6C5=O)C3(O)C(=O)C1O INCHI=InChI=1S/C31H36O18S/c1-29(44)8-30(49-27-23(41)21(39)19(37)12(6-32)46-27)14(48-28-24(50)22(40)20(38)13(7-33)47-28)5-10-16(31(30,45)26(43)25(29)42)18(36)9-3-2-4-11(34)15(9)17(10)35/h2-5,12-13,19-25,27-28,32-34,37-42,44-45,50H,6-8H2,1H3/t12-,13-,19-,20-,21+,22+,23-,24-,25?,27-,28-,29?,30?,31?/m1/s1 INCHIAUX=GTNPVPDWWGQDMU-QMMNKCGOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846234 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846234 SCANS=160 86.98983001708984 650.0 90.98759460449219 370.0 95.0120620727539 354.0 102.9837875366211 395.0 103.05611419677734 129.0 119.03153228759766 283.0 142.84820556640625 108.0 155.057373046875 241.0 159.0210418701172 271.0 159.19998168945312 280.0 161.02432250976562 140.0 166.01519775390625 281.0 177.0227813720703 2745.0 179.05499267578125 399.0 188.81040954589844 122.0 190.837890625 120.0 195.03948974609375 559.0 196.05697631835938 202.0 198.03932189941406 147.0 201.06045532226562 194.0 225.01629638671875 479.0 225.87020874023438 100.0 226.02645874023438 334.0 227.04754638671875 618.0 229.05209350585938 136.0 237.05796813964844 570.0 241.00765991210938 220.0 241.06373596191406 122.0 242.02749633789062 327.0 243.0290985107422 300.0 246.0010223388672 918.0 251.0723876953125 294.0 252.03970336914062 292.0 253.04942321777344 261.0 254.02328491210938 175.0 255.0313720703125 427.0 256.0211181640625 193.0 259.0159606933594 406.0 264.0350341796875 223.0 267.0249328613281 280.0 267.0655212402344 197.0 269.0440368652344 769.0 270.0027160644531 209.0 271.0272216796875 205.0 272.0281066894531 248.0 277.0466613769531 210.0 279.01666259765625 130.0 281.08697509765625 474.0 283.0270080566406 173.0 284.0174560546875 248.0 285.013671875 528.0 287.0084533691406 190.0 289.0857849121094 289.0 291.02105712890625 310.0 295.0577697753906 162.0 297.0442810058594 1999.0 298.00701904296875 253.0 298.0576171875 288.0 300.0316467285156 657.0 307.0596008300781 636.0 309.0164489746094 336.0 310.0459899902344 134.0 311.0715026855469 171.0 312.04144287109375 159.0 313.05633544921875 157.0 323.0576477050781 376.0 325.0730285644531 6498.0 326.0773620605469 407.0 327.032470703125 1216.0 333.044189453125 337.0 339.0538330078125 295.0 341.07196044921875 489.0 342.0663146972656 193.0 343.0286560058594 162.0 351.05303955078125 1185.0 352.2216491699219 75.0 355.7774353027344 83.0 356.30364990234375 61.0 356.80078125 118.0 357.0853271484375 10462.0 358.1103820800781 274.0 369.0611267089844 2493.0 369.19036865234375 207.0 387.0750732421875 893.0 391.0542297363281 58.0 402.04534912109375 643.0 511.3857116699219 96.0 547.0869140625 178.0 547.13818359375 140.0 562.8373413085938 88.0 571.0877075195312 388.0 572.1652221679688 113.0 623.1698608398438 189.0 648.7666015625 148.0 652.1404418945312 199.0 691.1244506835938 140.0 707.4429931640625 152.0 727.1595458984375 3199.0 728.1556396484375 709.0 775.6920166015625 234.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846236 PEPMASS=465.099487 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_BA10_01_3252.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385598-01!(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](O[C@@H]2[C@H](OC3=CC(O)=CC(O)=C3C2=O)C4=CC(O)=C(O)C=C4)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H22O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-27,29-30H,6H2/t13-,15-,17+,18-,19-,20+,21+/m1/s1 INCHIAUX=FVQOMEDMFUMIMO-UTZHSPHRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846236 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846236 SCANS=179 90.40644836425781 308.0 107.02227020263672 294.0 110.47766876220703 113.0 125.02285766601562 432.0 150.02833557128906 170.0 151.00238037109375 6703.0 151.04241943359375 480.0 152.00941467285156 200.0 153.24630737304688 77.0 165.0531005859375 99.0 178.99746704101562 1615.0 180.01638793945312 359.0 199.03387451171875 208.0 257.0430603027344 354.0 258.0467224121094 170.0 259.054931640625 280.0 275.0506286621094 218.0 285.04150390625 4408.0 303.0535583496094 226.0 313.0943298339844 505.0 339.0758361816406 311.0 447.0944519042969 129.0 465.1010437011719 2603.0 468.5267333984375 112.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846238 PEPMASS=511.103546 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_BA10_01_3252.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385598-01!(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](O[C@@H]2[C@H](OC3=CC(O)=CC(O)=C3C2=O)C4=CC(O)=C(O)C=C4)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H22O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-27,29-30H,6H2/t13-,15-,17+,18-,19-,20+,21+/m1/s1 INCHIAUX=FVQOMEDMFUMIMO-UTZHSPHRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846238 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846238 SCANS=191 107.02254486083984 229.0 151.00401306152344 1641.0 151.0365753173828 645.0 151.0626220703125 214.0 152.01043701171875 119.0 192.0676727294922 203.0 257.03631591796875 212.0 285.0374450683594 1204.0 302.0445861816406 235.0 303.05767822265625 457.0 387.0696716308594 257.0 463.03985595703125 256.0 465.1069641113281 778.0 1651.35791015625 111.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846240 PEPMASS=477.099182 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_BA10_01_3252.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381325-01![3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl] 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1C(COC(=O)\C=C\C2=CC=C(O)C=C2)OC(OC(=O)C3=CC(O)=C(O)C(O)=C3)C(O)C1O INCHI=InChI=1S/C22H22O12/c23-12-4-1-10(2-5-12)3-6-16(26)32-9-15-18(28)19(29)20(30)22(33-15)34-21(31)11-7-13(24)17(27)14(25)8-11/h1-8,15,18-20,22-25,27-30H,9H2/b6-3+ INCHIAUX=LWOXGQKLDYQLMZ-ZZXKWVIFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846240 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846240 SCANS=212 86.75519561767578 376.0 101.02564239501953 281.0 109.02742004394531 172.0 119.05007934570312 232.0 123.00763702392578 418.0 124.01131439208984 150.0 125.023681640625 937.0 138.99472045898438 57.0 141.0233612060547 234.0 145.02806091308594 1252.0 146.79135131835938 115.0 150.8723602294922 115.0 151.00184631347656 412.0 151.92591857910156 246.0 161.05801391601562 292.0 163.0405731201172 796.0 166.99432373046875 236.0 169.0149688720703 3064.0 177.05308532714844 176.0 193.0129852294922 248.0 205.01512145996094 367.0 205.0498809814453 799.0 205.14881896972656 137.0 211.0274200439453 817.0 235.06788635253906 834.0 253.04010009765625 161.0 265.0738220214844 2041.0 269.046142578125 157.0 307.0892028808594 255.0 313.05657958984375 763.0 315.0566711425781 164.0 325.0874328613281 238.0 417.0827941894531 660.0 475.6324462890625 172.0 477.1054992675781 8025.0 639.1716918945312 118.0 668.40966796875 104.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846243 PEPMASS=743.248535 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_BA10_01_3252.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385587-01![3-hydroxy-3-[(4-hydroxyphenyl)methyl]-4-oxo-4-[[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methoxy]butan-2-yl] 3-acetyloxy-2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(OC(C)=O)C(O)(CC1=CC=C(O)C=C1)C(=O)OC(C)C(O)(CC2=CC=C(O)C=C2)C(=O)OCC3=CC=C(OC4OC(CO)C(O)C(O)C4O)C=C3 INCHI=InChI=1S/C37H44O16/c1-20(50-22(3)39)37(48,17-24-6-12-27(41)13-7-24)35(46)51-21(2)36(47,16-23-4-10-26(40)11-5-23)34(45)49-19-25-8-14-28(15-9-25)52-33-32(44)31(43)30(42)29(18-38)53-33/h4-15,20-21,29-33,38,40-44,47-48H,16-19H2,1-3H3 INCHIAUX=WUGDTLGNIVJAFV-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846243 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846243 SCANS=269 95.04338836669922 212.0 108.79012298583984 123.0 110.57125854492188 137.0 119.04912567138672 346.0 134.03643798828125 1584.0 135.0457000732422 532.0 135.32313537597656 298.0 136.8639678955078 198.0 162.25709533691406 112.0 162.28610229492188 181.0 162.61288452148438 88.0 162.89730834960938 222.0 163.03680419921875 440.0 163.07525634765625 28191.0 163.13296508789062 55.0 163.1936798095703 64.0 164.082275390625 219.0 173.25860595703125 143.0 179.074462890625 246.0 181.0650634765625 627.0 195.0681915283203 155.0 207.0699005126953 2810.0 221.08457946777344 284.0 223.06591796875 382.0 225.0789794921875 1794.0 227.81243896484375 108.0 247.0603790283203 245.0 267.08905029296875 20745.0 268.09234619140625 1383.0 268.127685546875 203.0 270.1547546386719 182.0 285.9684143066406 97.0 287.1338195800781 123.0 369.1313171386719 126.0 431.1412658691406 148.0 475.15313720703125 691.0 535.180908203125 139.0 743.2586669921875 363.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846244 PEPMASS=789.254456 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_BA10_01_3252.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385587-01![3-hydroxy-3-[(4-hydroxyphenyl)methyl]-4-oxo-4-[[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methoxy]butan-2-yl] 3-acetyloxy-2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(OC(C)=O)C(O)(CC1=CC=C(O)C=C1)C(=O)OC(C)C(O)(CC2=CC=C(O)C=C2)C(=O)OCC3=CC=C(OC4OC(CO)C(O)C(O)C4O)C=C3 INCHI=InChI=1S/C37H44O16/c1-20(50-22(3)39)37(48,17-24-6-12-27(41)13-7-24)35(46)51-21(2)36(47,16-23-4-10-26(40)11-5-23)34(45)49-19-25-8-14-28(15-9-25)52-33-32(44)31(43)30(42)29(18-38)53-33/h4-15,20-21,29-33,38,40-44,47-48H,16-19H2,1-3H3 INCHIAUX=WUGDTLGNIVJAFV-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846244 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846244 SCANS=270 76.6117935180664 225.0 84.30570220947266 272.0 84.3307113647461 191.0 87.11365509033203 101.0 87.17559814453125 63.0 96.82792663574219 106.0 103.3709945678711 499.0 106.04324340820312 286.0 113.79610443115234 172.0 119.062255859375 316.0 121.15848541259766 211.0 124.95780181884766 123.0 128.81619262695312 168.0 130.03639221191406 287.0 134.03628540039062 2699.0 135.0386962890625 270.0 138.0308074951172 57.0 147.09230041503906 214.0 150.3518829345703 153.0 153.5636444091797 122.0 161.06646728515625 262.0 161.55104064941406 190.0 162.56924438476562 163.0 162.7039337158203 98.0 162.80322265625 215.0 162.8779754638672 267.0 162.90628051757812 151.0 162.9564971923828 138.0 163.03829956054688 885.0 163.07606506347656 38037.0 163.1548614501953 97.0 163.66842651367188 62.0 164.0828857421875 190.0 165.6281280517578 53.0 165.9071502685547 138.0 169.53460693359375 167.0 179.07119750976562 502.0 181.0530548095703 199.0 189.0587158203125 280.0 207.0659637451172 2883.0 208.067626953125 347.0 219.06375122070312 545.0 223.0754852294922 218.0 225.08187866210938 1858.0 246.31723022460938 233.0 267.0877685546875 33224.0 268.0868225097656 1025.0 269.1082763671875 285.0 276.4034118652344 200.0 306.07794189453125 150.0 415.1314392089844 302.0 475.1611633300781 1800.0 476.1578674316406 244.0 479.0210266113281 105.0 535.1943969726562 261.0 637.1972045898438 173.0 743.255859375 1604.0 744.265869140625 710.0 744.5956420898438 260.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846247 PEPMASS=1155.570679 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_BA10_01_3252.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385582-01! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CCC(OC1OCC(O)C(O)C1O)C(C)(C)OC2OC(CO)C(O)C(O)C2O)C3CC[C@@]4(C)C5C(O)CC6[C@]7(C[C@@]57CC[C@]34C)C(O)CC(OC8OC(CO)C(OC9OC(CO)C(O)C(O)C9O)C(O)C8O)C6(C)C INCHI=InChI=1S/C53H90O24/c1-21(8-9-30(74-44-38(66)32(60)24(58)19-70-44)49(4,5)77-47-40(68)36(64)34(62)26(17-55)72-47)22-10-11-51(7)43-23(57)14-28-48(2,3)31(15-29(59)53(28)20-52(43,53)13-12-50(22,51)6)75-45-41(69)37(65)42(27(18-56)73-45)76-46-39(67)35(63)33(61)25(16-54)71-46/h21-47,54-69H,8-20H2,1-7H3/t21?,22?,23?,24?,25?,26?,27?,28?,29?,30?,31?,32?,33?,34?,35?,36?,37?,38?,39?,40?,41?,42?,43?,44?,45?,46?,47?,50-,51+,52+,53-/m1/s1 INCHIAUX=MTTKHXWBJPJKFK-BVIRMROOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846247 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846247 SCANS=230 79.25074005126953 149.0 85.03350830078125 1314.0 85.21918487548828 76.0 85.32557678222656 54.0 89.02444458007812 2127.0 95.01545715332031 232.0 96.02220916748047 360.0 99.01143646240234 241.0 101.02442169189453 1563.0 103.00110626220703 219.0 112.00968170166016 291.0 113.02361297607422 2492.0 115.04130554199219 122.0 118.8797836303711 93.0 118.96183776855469 92.0 119.03279113769531 577.0 131.033935546875 983.0 142.7809295654297 160.0 143.03590393066406 577.0 146.95872497558594 1022.0 149.0401611328125 714.0 159.99351501464844 325.0 161.04420471191406 2170.0 167.60064697265625 134.0 174.95556640625 558.0 175.96139526367188 377.0 179.05458068847656 1018.0 188.84866333007812 136.0 191.05728149414062 1749.0 215.05043029785156 293.0 234.0707244873047 120.0 307.0729675292969 192.0 396.5530090332031 172.0 473.353271484375 224.0 487.15362548828125 202.0 489.35540771484375 166.0 491.3740539550781 87.0 516.5848999023438 56.0 527.4180908203125 267.0 537.1548461914062 329.0 538.7984619140625 277.0 545.78955078125 197.0 553.5068969726562 169.0 555.0261840820312 300.0 557.9305419921875 341.0 558.9212036132812 291.0 635.3995971679688 315.0 635.4519653320312 182.0 653.4236450195312 681.0 654.4243774414062 196.0 673.2869873046875 224.0 797.4718627929688 1455.0 798.4647827148438 350.0 799.4744262695312 123.0 815.4773559570312 3313.0 816.4940795898438 447.0 909.2866821289062 440.0 947.5311889648438 161.0 948.4996337890625 157.0 959.5126342773438 420.0 960.5267944335938 211.0 977.5473022460938 2954.0 978.5258178710938 1426.0 979.4950561523438 122.0 979.5966186523438 98.0 1102.186279296875 130.0 1102.76904296875 69.0 1107.3642578125 146.0 1108.32470703125 223.0 1108.38671875 106.0 1108.7650146484375 179.0 1109.5762939453125 19505.0 1110.582763671875 7621.0 1111.575439453125 1089.0 1116.678466796875 105.0 1147.529541015625 151.0 1153.446533203125 79.0 1241.609130859375 151.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846249 PEPMASS=529.249817 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E11_GE11_01_3133.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385656-01!9-(1H-indol-3-ylmethyl)-6,12-dimethyl-3-propan-2-yl-1,4,7,10,13-pentazacyclopentadecane-2,5,8,11,14-pentone [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C1NC(=O)C(C)NC(=O)C(CC2=CNC3=C2C=CC=C3)NC(=O)C(C)NC(=O)CNC1=O INCHI=InChI=1S/C24H32N6O5/c1-12(2)20-24(35)26-11-19(31)27-13(3)21(32)29-18(23(34)28-14(4)22(33)30-20)9-15-10-25-17-8-6-5-7-16(15)17/h5-8,10,12-14,18,20,25H,9,11H2,1-4H3,(H,26,35)(H,27,31)(H,28,34)(H,29,32)(H,30,33) INCHIAUX=NYPFHMYOQFDZQG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846249 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846249 SCANS=264 109.04645538330078 146.0 110.02676391601562 279.0 124.03620147705078 316.0 127.05436706542969 304.0 142.07229614257812 194.0 153.06715393066406 181.0 154.10882568359375 197.0 155.08042907714844 87.0 165.0946807861328 224.0 169.04798889160156 220.0 172.1041717529297 183.0 182.12393188476562 483.0 186.12728881835938 320.0 197.0998992919922 423.0 198.09487915039062 141.0 200.13278198242188 147.0 201.09417724609375 310.0 212.1038818359375 609.0 213.10191345214844 215.0 215.1167449951172 234.0 225.1363067626953 206.0 226.13186645507812 257.0 227.11155700683594 130.0 237.80252075195312 117.0 239.14968872070312 203.0 242.1536102294922 136.0 242.28102111816406 211.0 243.1450653076172 1695.0 243.20370483398438 128.0 243.23236083984375 417.0 243.30442810058594 189.0 249.22177124023438 86.0 256.11383056640625 99.0 310.1128234863281 186.0 310.1896057128906 278.0 318.5611267089844 133.0 326.16778564453125 363.0 330.1561279296875 199.0 340.164306640625 149.0 343.1529846191406 252.0 348.16436767578125 163.0 354.17987060546875 6710.0 354.26324462890625 135.0 366.17938232421875 914.0 372.2044677734375 174.0 384.19354248046875 132.0 390.0946960449219 98.0 398.8413391113281 164.0 439.2599182128906 144.0 470.5890197753906 150.0 481.1067810058594 125.0 483.1063232421875 82.0 483.23980712890625 26196.0 498.5459899902344 130.0 498.7167053222656 94.0 841.3029174804688 50.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846250 PEPMASS=629.08905 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E11_GE11_01_3133.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385665-01!(3R,4R,5R)-5-[3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoyl]oxy-4,5-dihydroxybenzoyl]oxy-3,4-dihydroxycyclohexene-1-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1C=C(C[C@@H](OC(=O)C2=CC(OC(=O)C3=CC(OC(=O)C4=CC(O)=C(O)C(O)=C4)=C(O)C(O)=C3)=C(O)C(O)=C2)[C@@H]1O)C(O)=O INCHI=InChI=1S/C28H22O17/c29-13-2-10(3-14(30)21(13)34)26(40)44-19-7-12(5-16(32)23(19)36)28(42)45-20-8-11(4-17(33)24(20)37)27(41)43-18-6-9(25(38)39)1-15(31)22(18)35/h1-5,7-8,15,18,22,29-37H,6H2,(H,38,39)/t15-,18-,22-/m1/s1 INCHIAUX=DXAGBMWERLPHQP-YBOAYWMSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846250 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846250 SCANS=191 107.01145935058594 314.0 125.02330017089844 1099.0 169.01271057128906 5065.0 303.0373840332031 227.0 325.05712890625 20675.0 325.90802001953125 206.0 328.0211486816406 149.0 336.9251708984375 102.0 390.6688537597656 142.0 477.065185546875 1292.0 480.9120788574219 134.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846253 PEPMASS=787.112488 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E11_GE11_01_3133.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385650-01![(2R,3R,4R,5R,6S)-5-hydroxy-3,4,6-tris[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)O[C@H](COC(=O)C3=CC(O)=C(O)C(O)=C3)[C@@H](OC(=O)C4=CC(O)=C(O)C(O)=C4)[C@@H]1OC(=O)C5=CC(O)=C(O)C(O)=C5 INCHI=InChI=1S/C34H28O22/c35-14-1-10(2-15(36)23(14)43)30(48)52-9-22-28(54-31(49)11-3-16(37)24(44)17(38)4-11)29(55-32(50)12-5-18(39)25(45)19(40)6-12)27(47)34(53-22)56-33(51)13-7-20(41)26(46)21(42)8-13/h1-8,22,27-29,34-47H,9H2/t22-,27-,28-,29-,34+/m1/s1 INCHIAUX=NRQJFEDEWHTAPZ-UGUGPVJNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846253 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846253 SCANS=197 123.00767517089844 167.0 125.02055358886719 571.0 125.03504943847656 481.0 161.05828857421875 312.0 166.9942626953125 247.0 168.84896850585938 150.0 169.01358032226562 3736.0 195.00057983398438 170.0 205.0087127685547 325.0 207.0299835205078 185.0 211.02931213378906 296.0 221.04415893554688 464.0 233.0462646484375 326.0 235.02955627441406 141.0 271.040771484375 363.0 277.0327453613281 187.0 279.0539245605469 189.0 290.613037109375 156.0 295.0389099121094 908.0 295.07177734375 355.0 313.0565490722656 1010.0 369.25250244140625 85.0 419.0550537109375 122.0 421.08447265625 70.0 447.0582275390625 571.0 449.0737609863281 215.0 465.0658264160156 1486.0 466.0594482421875 127.0 483.0823974609375 250.0 617.0697021484375 1101.0 635.0776977539062 905.0 636.088134765625 145.0 786.1073608398438 277.0 787.0972900390625 5032.0 788.1146240234375 87.0 1240.960693359375 57.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846254 PEPMASS=469.133575 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3031.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380559-01!(2S)-2-(2-hydroxypropan-2-yl)-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrofuro[3,2-g]chromen-7-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O)[C@@H]1CC2=C(O1)C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C4OC(=O)C=CC4=C2 INCHI=InChI=1S/C20H24O10/c1-20(2,26)11-6-9-5-8-3-4-12(22)29-16(8)18(17(9)28-11)30-19-15(25)14(24)13(23)10(7-21)27-19/h3-5,10-11,13-15,19,21,23-26H,6-7H2,1-2H3/t10-,11+,13-,14+,15-,19+/m1/s1 INCHIAUX=JWWFVRMFYKPZNE-VVIWCBLHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846254 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846254 SCANS=184 131.03567504882812 327.0 134.1029815673828 96.0 243.06617736816406 299.0 261.07635498046875 3984.0 261.17071533203125 55.0 423.12103271484375 170.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846257 PEPMASS=643.165527 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3031.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347692-02!5,6-dibenzoyloxy-7-methoxycarbonyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1C(OC(=O)C2=CC=CC=C2)C(OC(=O)C3=CC=CC=C3)C4C1C(OC5OC(CO)C(O)C(O)C5O)OC=C4C(O)=O INCHI=InChI=1S/C31H32O15/c1-41-29(40)20-19-18(16(26(36)37)13-42-30(19)46-31-23(35)22(34)21(33)17(12-32)43-31)24(44-27(38)14-8-4-2-5-9-14)25(20)45-28(39)15-10-6-3-7-11-15/h2-11,13,17-25,30-35H,12H2,1H3,(H,36,37) INCHIAUX=JQOQJRICPWKBGN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846257 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846257 SCANS=301 121.03022003173828 2766.0 121.96279907226562 114.0 133.02928161621094 262.0 147.040283203125 243.0 149.11538696289062 96.0 175.0376739501953 1645.0 193.05894470214844 351.0 203.03311157226562 242.0 209.04351806640625 211.0 219.02162170410156 223.0 521.1347045898438 134.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846259 PEPMASS=689.170776 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3031.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347692-02!5,6-dibenzoyloxy-7-methoxycarbonyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1C(OC(=O)C2=CC=CC=C2)C(OC(=O)C3=CC=CC=C3)C4C1C(OC5OC(CO)C(O)C(O)C5O)OC=C4C(O)=O INCHI=InChI=1S/C31H32O15/c1-41-29(40)20-19-18(16(26(36)37)13-42-30(19)46-31-23(35)22(34)21(33)17(12-32)43-31)24(44-27(38)14-8-4-2-5-9-14)25(20)45-28(39)15-10-6-3-7-11-15/h2-11,13,17-25,30-35H,12H2,1H3,(H,36,37) INCHIAUX=JQOQJRICPWKBGN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846259 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846259 SCANS=307 85.03543090820312 221.0 98.9827880859375 76.0 100.2439956665039 75.0 101.39128875732422 201.0 116.023681640625 374.0 121.0288314819336 5396.0 123.0057144165039 296.0 123.16493225097656 68.0 133.95208740234375 95.0 147.04393005371094 291.0 161.01724243164062 281.0 174.65269470214844 191.0 174.93739318847656 105.0 175.03761291503906 3456.0 175.2132110595703 166.0 179.0573272705078 131.0 191.03660583496094 248.0 192.04220581054688 244.0 193.0497283935547 1064.0 219.02764892578125 1590.0 235.0592803955078 332.0 236.0255126953125 61.0 237.04176330566406 244.0 269.0899963378906 178.0 279.0525817871094 120.0 297.0752868652344 753.0 359.07061767578125 404.0 399.0860595703125 526.0 445.10638427734375 95.0 521.1304321289062 723.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846260 PEPMASS=969.468933 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3031.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380178-01!6-[[8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,9,10,12,12a,14,14a-dodecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)CC2C3=CCC4C5(C)CCC(OC6OC(C(O)C(O)C6OC7OC(CO)C(O)C(O)C7O)C(O)=O)C(C)(C)C5CCC4(C)C3(C)C=CC2(CC1OC8OC(CO)C(O)C(O)C8O)C(O)=O INCHI=InChI=1S/C48H74O20/c1-43(2)16-21-20-8-9-25-45(5)12-11-26(65-41-37(33(56)32(55)36(67-41)38(59)60)68-40-35(58)31(54)29(52)23(19-50)64-40)44(3,4)24(45)10-13-47(25,7)46(20,6)14-15-48(21,42(61)62)17-27(43)66-39-34(57)30(53)28(51)22(18-49)63-39/h8,14-15,21-37,39-41,49-58H,9-13,16-19H2,1-7H3,(H,59,60)(H,61,62) INCHIAUX=RTTRTWCKPYQXFS-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846260 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846260 SCANS=236 89.02317810058594 237.0 113.02424621582031 484.0 119.03313446044922 907.0 157.01617431640625 488.0 161.0525360107422 145.0 190.1155548095703 210.0 381.8142395019531 77.0 450.9526672363281 401.0 453.1625671386719 160.0 453.43988037109375 174.0 459.3163146972656 63.0 467.8995666503906 242.0 483.5442199707031 228.0 559.23486328125 73.0 745.400634765625 263.0 789.40087890625 174.0 807.9763793945312 108.0 809.9931640625 64.0 925.431396484375 93.0 925.48046875 492.0 954.8865356445312 180.0 965.6277465820312 77.0 966.0370483398438 86.0 967.4581298828125 224.0 967.90576171875 232.0 968.00830078125 180.0 968.3078002929688 134.0 968.968505859375 62.0 969.469970703125 32015.0 969.6295166015625 532.0 969.9197998046875 353.0 969.97802734375 348.0 970.3692016601562 101.0 970.4812622070312 5456.0 971.2501220703125 199.0 971.4442138671875 339.0 971.5067749023438 180.0 974.3687133789062 183.0 974.82080078125 131.0 975.2782592773438 127.0 996.1316528320312 67.0 1033.80126953125 166.0 1249.8917236328125 154.0 1287.2320556640625 95.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846263 PEPMASS=353.083466 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_BA12_01_3075.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180712-02!(3R,5R)-1-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4,5-trihydroxycyclohexane-1-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1C[C@](C[C@@H](O)[C@H]1O)(OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O INCHI=InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-16(15(23)24)6-11(19)14(22)12(20)7-16/h1-5,11-12,14,17-20,22H,6-7H2,(H,23,24)/b4-2+/t11-,12-,14?,16?/m1/s1 INCHIAUX=GWTUHAXUUFROTF-AVXJPILUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846263 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846263 SCANS=158 85.0276107788086 437.0 87.85910034179688 213.0 172.0071563720703 192.0 172.51510620117188 89.0 172.70030212402344 147.0 172.89454650878906 203.0 173.04322814941406 1079.0 173.2674560546875 156.0 179.0360565185547 1071.0 191.0580596923828 303.0 353.08795166015625 413.0 890.9793701171875 181.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846265 PEPMASS=399.233734 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_BA12_01_3075.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384809-01!5-[5-hydroxy-3-(hydroxymethyl)pentyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC2(CO)C(CCC=C2C(O)=O)C1(C)CCC(CO)CCO INCHI=InChI=1S/C20H34O5/c1-14-6-10-20(13-23)16(18(24)25)4-3-5-17(20)19(14,2)9-7-15(12-22)8-11-21/h4,14-15,17,21-23H,3,5-13H2,1-2H3,(H,24,25) INCHIAUX=VOCJFEUCJDTXSA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846265 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846265 SCANS=260 189.996337890625 276.0 323.22442626953125 185.0 352.2172546386719 241.0 353.2314758300781 4020.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846267 PEPMASS=449.103302 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_BA12_01_3075.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384787-01!2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2=C(O)C=C3OC(CC(=O)C3=C2O)C4=CC(O)=C(O)C=C4 INCHI=InChI=1S/C21H22O11/c22-6-14-17(27)19(29)20(30)21(32-14)16-11(26)5-13-15(18(16)28)10(25)4-12(31-13)7-1-2-8(23)9(24)3-7/h1-3,5,12,14,17,19-24,26-30H,4,6H2 INCHIAUX=FNJRUYGFVNGXTL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846267 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846267 SCANS=174 135.04510498046875 497.0 149.020751953125 356.0 167.02468872070312 53.0 193.01324462890625 1921.0 209.04498291015625 245.0 211.02206420898438 308.0 223.02066040039062 355.0 237.0388641357422 309.0 239.05856323242188 255.0 259.06011962890625 162.0 269.0658264160156 166.0 287.0498962402344 158.0 329.06451416015625 3623.0 343.0872802734375 250.0 359.0787353515625 1700.0 371.0721740722656 218.0 389.0718078613281 212.0 404.3926086425781 299.0 413.09405517578125 122.0 449.13214111328125 262.0 470.954345703125 242.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846268 PEPMASS=607.341858 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_BA12_01_3075.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384810-01! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCCCC(=O)O[C@@]12C[C@@H](C)[C@]3(O)C4C=C(C)C(=O)[C@@]4(O)[C@H](O)[C@@]5(CO)O[C@H]5[C@H]3[C@@H]1C2(C)C INCHI=InChI=1S/C32H50O8/c1-6-7-8-9-10-11-12-13-14-15-22(34)39-30-17-20(3)31(37)21-16-19(2)25(35)32(21,38)27(36)29(18-33)26(40-29)23(31)24(30)28(30,4)5/h16,20-21,23-24,26-27,33,36-38H,6-15,17-18H2,1-5H3/t20-,21?,23-,24-,26+,27-,29+,30+,31+,32-/m1/s1 INCHIAUX=JGUYJMIAKPTIAH-CPYUNXKESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846268 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846268 SCANS=549 139.0413360595703 247.0 149.098388671875 255.0 163.03199768066406 205.0 164.04385375976562 113.0 181.0521240234375 180.0 191.11083984375 251.0 199.16888427734375 15699.0 219.09535217285156 146.0 220.72030639648438 87.0 221.11744689941406 249.0 227.14456176757812 279.0 240.1159210205078 194.0 243.13436889648438 220.0 254.13119506835938 181.0 255.14012145996094 1665.0 257.1130065917969 177.0 263.15765380859375 165.0 273.14532470703125 259.0 281.1558532714844 373.0 287.1639099121094 348.0 297.1468505859375 469.0 343.1548156738281 56.0 351.0014953613281 302.0 434.6774597167969 190.0 495.3056945800781 157.0 606.0283813476562 116.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846271 PEPMASS=577.148926 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_BA12_01_3075.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169526-02!8-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2C3=C4OC(=CC(=O)C4=C(O)C=C3O)C5=CC=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O14/c1-9-19(33)21(35)23(37)27(38-9)41-26-22(36)20(34)16(8-28)40-25(26)18-13(31)6-12(30)17-14(32)7-15(39-24(17)18)10-2-4-11(29)5-3-10/h2-7,9,16,19-23,25-31,33-37H,8H2,1H3/t9-,16+,19-,20+,21+,22-,23+,25-,26+,27-/m0/s1 INCHIAUX=LYGPBZVKGHHTIE-HUBYJIGHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846271 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846271 SCANS=202 212.87539672851562 67.0 249.04913330078125 248.0 293.0468444824219 1330.0 353.06256103515625 199.0 413.090576171875 3901.0 457.11212158203125 103.0 577.1582641601562 1143.0 1740.6986083984375 98.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846273 PEPMASS=405.118073 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_GA6_01_3297.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179993-02! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CC(=O)C2C34OC3(C(O)CC2(O)C1)C(O)C5=C(C=CC=C5O)C4=O INCHI=InChI=1S/C19H20O7/c1-8-5-11(21)14-17(25,6-8)7-12(22)18-16(24)13-9(3-2-4-10(13)20)15(23)19(14,18)26-18/h2-4,8,12,14,16,20,22,24-25H,5-7H2,1H3 INCHIAUX=MHCYVCDXRQGUFW-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846273 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846273 SCANS=251 205.51512145996094 272.0 207.07998657226562 90.0 218.02438354492188 121.0 237.05386352539062 130.0 253.05108642578125 506.0 297.1280212402344 271.0 305.0761413574219 121.0 323.0955810546875 2169.0 341.1087646484375 2713.0 359.1139221191406 987.0 419.6121826171875 70.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846274 PEPMASS=460.152832 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_GA6_01_3297.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380656-01!2-[7-acetyloxy-5-chloro-3-[(1E,3E)-3,5-dimethylhepta-1,3-dienyl]-7-methyl-6,8-dioxoisoquinolin-2-yl]propanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)\C=C(C)\C=C\C1=CC2=C(Cl)C(=O)C(C)(OC(C)=O)C(=O)C2=CN1C(C)C(O)=O INCHI=InChI=1S/C24H28ClNO6/c1-7-13(2)10-14(3)8-9-17-11-18-19(12-26(17)15(4)23(30)31)21(28)24(6,32-16(5)27)22(29)20(18)25/h8-13,15H,7H2,1-6H3,(H,30,31)/b9-8+,14-10+ INCHIAUX=WCFJCDWCDZAMPA-ANVLWLQNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846274 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846274 SCANS=418 146.02662658691406 73.0 174.7729949951172 143.0 184.03964233398438 233.0 245.02542114257812 111.0 264.1713562011719 290.0 265.11395263671875 250.0 283.1187438964844 259.0 284.0638122558594 164.0 310.1734619140625 470.0 311.1162109375 260.0 327.1064147949219 1449.0 328.1129150390625 476.0 330.1345520019531 343.0 340.110595703125 130.0 341.1186218261719 7228.0 354.668212890625 162.0 355.280517578125 194.0 355.4996337890625 87.0 355.83160400390625 76.0 355.8969421386719 68.0 356.1435852050781 15471.0 359.4820251464844 105.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846277 PEPMASS=430.279511 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_RE5_01_3175.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381174-01!3-hydroxy-2-[[3-(3-hydroxy-6-methyloctanoyl)oxy-8-methylnonanoyl]amino]propanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)CCC(O)CC(=O)OC(CCCCC(C)C)CC(=O)NC(CO)C(O)=O INCHI=InChI=1S/C22H41NO7/c1-5-16(4)10-11-17(25)12-21(27)30-18(9-7-6-8-15(2)3)13-20(26)23-19(14-24)22(28)29/h15-19,24-25H,5-14H2,1-4H3,(H,23,26)(H,28,29) INCHIAUX=LQIHCTVXRQRKEH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846277 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846277 SCANS=419 102.26219940185547 208.0 120.59500885009766 208.0 127.94452667236328 288.0 159.10018920898438 718.0 166.12098693847656 290.0 173.11427307128906 402.0 180.1432647705078 239.0 182.15933227539062 478.0 194.1544647216797 514.0 196.16954040527344 547.0 208.14974975585938 232.0 208.17446899414062 372.0 212.13052368164062 457.0 216.1258544921875 241.0 226.14871215820312 2072.0 240.15916442871094 733.0 242.14088439941406 290.0 252.1575164794922 244.0 255.02700805664062 128.0 255.73739624023438 121.0 255.82510375976562 59.0 256.1567687988281 5598.0 256.4088134765625 139.0 256.9217224121094 200.0 270.17205810546875 2306.0 316.1767272949219 190.0 412.27587890625 131.0 430.2825927734375 1319.0 1346.35205078125 409.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846279 PEPMASS=433.242462 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_RE5_01_3175.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381173-01!13-oxo-7-[3,4,5-trihydroxy-6-(methoxymethyl)oxan-2-yl]oxytetradecanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COCC1OC(OC(CCCCCC(C)=O)CCCCCC(O)=O)C(O)C(O)C1O INCHI=InChI=1S/C21H38O9/c1-14(22)9-5-3-6-10-15(11-7-4-8-12-17(23)24)29-21-20(27)19(26)18(25)16(30-21)13-28-2/h15-16,18-21,25-27H,3-13H2,1-2H3,(H,23,24) INCHIAUX=IBDPEULNUMJDEE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846279 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846279 SCANS=253 157.0462188720703 146.0 239.1622772216797 651.0 257.17669677734375 60.0 433.243896484375 7019.0 434.2714538574219 183.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846281 PEPMASS=558.363098 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_RE5_01_3175.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381175-01!3-hydroxy-2-[[3-[3-(3-hydroxy-6-methylheptanoyl)oxy-6-methylheptanoyl]oxy-8-methylnonanoyl]amino]propanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CCCCC(CC(=O)NC(CO)C(O)=O)OC(=O)CC(CCC(C)C)OC(=O)CC(O)CCC(C)C INCHI=InChI=1S/C29H53NO9/c1-19(2)9-7-8-10-23(16-26(33)30-25(18-31)29(36)37)38-28(35)17-24(14-12-21(5)6)39-27(34)15-22(32)13-11-20(3)4/h19-25,31-32H,7-18H2,1-6H3,(H,30,33)(H,36,37) INCHIAUX=MWZPHNZNPKKSEI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846281 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846281 SCANS=487 83.10194396972656 135.0 83.43360900878906 97.0 99.09870147705078 89.0 102.50125885009766 281.0 104.03475952148438 302.0 114.79859924316406 130.0 126.65576171875 109.0 141.0929718017578 1084.0 151.1156005859375 135.0 155.11094665527344 177.0 159.10215759277344 3369.0 169.12747192382812 126.0 180.1398162841797 546.0 182.14659118652344 211.0 194.12109375 214.0 194.1557159423828 1962.0 196.14401245117188 542.0 198.1180877685547 321.0 206.22314453125 115.0 212.13214111328125 445.0 226.14337158203125 4421.0 242.1433563232422 405.0 244.15451049804688 178.0 256.1559753417969 13697.0 256.8730163574219 210.0 257.20989990234375 112.0 258.7298889160156 166.0 258.9349365234375 132.0 259.789794921875 67.0 263.8950500488281 94.0 274.16455078125 1646.0 324.26019287109375 262.0 368.2420959472656 427.0 384.2397155761719 220.0 397.5504455566406 98.0 397.7187805175781 151.0 398.171142578125 97.0 398.25445556640625 9654.0 412.25872802734375 127.0 558.370361328125 424.0 1677.7247314453125 332.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846283 PEPMASS=580.179749 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_RE5_01_3175.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180414-02!2-[[4-[4-(2,4-dimethoxy-6-methylbenzoyl)oxy-2-methoxy-6-methylbenzoyl]oxy-2-hydroxy-6-methylbenzoyl]amino]propanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(OC)=C(C(=O)OC2=CC(OC)=C(C(=O)OC3=CC(O)=C(C(=O)NC(C)C(O)=O)C(C)=C3)C(C)=C2)C(C)=C1 INCHI=InChI=1S/C30H31NO11/c1-14-9-19(11-21(32)24(14)27(33)31-17(4)28(34)35)41-29(36)26-16(3)10-20(13-23(26)40-7)42-30(37)25-15(2)8-18(38-5)12-22(25)39-6/h8-13,17,32H,1-7H3,(H,31,33)(H,34,35) INCHIAUX=WPXATJMWMPFBJS-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846283 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846283 SCANS=385 87.03257751464844 318.0 88.04115295410156 235.0 110.82660675048828 236.0 114.01934814453125 1172.0 123.68284606933594 78.0 132.0458984375 199.0 137.06153869628906 1298.0 149.02418518066406 1282.0 151.03541564941406 120.0 162.05615234375 270.0 163.03536987304688 354.0 167.03350830078125 376.0 176.0707550048828 234.0 180.06809997558594 652.0 190.09849548339844 390.0 193.07440185546875 478.0 194.0793914794922 790.0 208.0988311767578 5938.0 252.08636474609375 1298.0 255.0784912109375 190.0 289.990478515625 234.0 308.09173583984375 233.0 309.0849914550781 307.0 340.1239318847656 188.0 354.13092041015625 94.0 380.5733947753906 960.0 389.1298522949219 302.0 401.10516357421875 325.0 416.1207580566406 96.0 421.16339111328125 242.0 465.1551513671875 130.0 490.15777587890625 188.0 504.1582336425781 141.0 508.198486328125 690.0 509.16015625 288.0 518.1734008789062 342.0 536.1878051757812 367.0 542.3408813476562 289.0 580.1799926757812 12053.0 581.1766357421875 148.0 1310.7647705078125 281.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846284 PEPMASS=1105.542725 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_RE5_01_3175.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180022-02!6-[[(3S,4S,6aR,8aR,9S,10R,12aS,14bR)-9-[3,5-dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)C[C@H]2C3=CCC4[C@@]5(C)CC[C@H](OC6OC(C(O)C(O)C6OC7OC(CO)C(O)C(O)C7O)C(O)=O)[C@](C)(CO)C5CC[C@@]4(C)C3(C)CC[C@@]2(C)[C@H](OC8OCC(O)C(OC9OC(CO)C(O)C(O)C9O)C8O)[C@@H]1O INCHI=InChI=1S/C53H86O24/c1-48(2)16-22-21-8-9-27-50(4)12-11-28(73-47-40(34(63)33(62)39(75-47)43(68)69)76-46-36(65)32(61)30(59)25(18-55)72-46)51(5,20-56)26(50)10-13-53(27,7)52(21,6)15-14-49(22,3)42(41(48)67)77-44-37(66)38(23(57)19-70-44)74-45-35(64)31(60)29(58)24(17-54)71-45/h8,22-42,44-47,54-67H,9-20H2,1-7H3,(H,68,69)/t22-,23?,24?,25?,26?,27?,28-,29?,30?,31?,32?,33?,34?,35?,36?,37?,38?,39?,40?,41-,42+,44?,45?,46?,47?,49+,50-,51+,52?,53+/m0/s1 INCHIAUX=QSWYVJWAKZGGIL-BQHOWTECSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846284 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846284 SCANS=249 85.02935791015625 503.0 95.24276733398438 86.0 101.02368927001953 304.0 113.02253723144531 1191.0 115.04779052734375 177.0 119.03256225585938 262.0 119.08129119873047 140.0 125.0240707397461 157.0 131.04002380371094 221.0 139.0050811767578 526.0 143.033447265625 394.0 161.03994750976562 230.0 221.0631103515625 867.0 242.04946899414062 256.0 323.0949401855469 203.0 396.1261901855469 355.0 401.2255859375 167.0 473.3589782714844 172.0 528.1044921875 66.0 559.3222045898438 232.0 719.4207153320312 165.0 763.4349365234375 205.0 806.9683227539062 90.0 881.4723510742188 69.0 1059.5250244140625 330.0 1060.5244140625 113.0 1087.5411376953125 67.0 1105.241943359375 136.0 1105.462646484375 598.0 1105.5360107421875 2286.0 1106.5552978515625 1155.0 1107.4005126953125 64.0 1115.6796875 72.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846287 PEPMASS=491.115509 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_GA6_01_3200.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384500-01!3-(4-hydroxyphenyl)-7-methoxy-5-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(OC2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C3C(=O)C(=COC3=C1)C4=CC=C(O)C=C4 INCHI=InChI=1S/C22H22O10/c1-29-12-6-14-17(18(25)13(9-30-14)10-2-4-11(24)5-3-10)15(7-12)31-22-21(28)20(27)19(26)16(8-23)32-22/h2-7,9,16,19-24,26-28H,8H2,1H3/t16-,19-,20+,21-,22?/m1/s1 INCHIAUX=AJAGLPDYKVWJQE-SQGFOMTPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846287 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846287 SCANS=180 267.02447509765625 158.0 268.0356140136719 528.0 282.052001953125 1236.0 282.991455078125 173.0 283.06304931640625 8404.0 283.14459228515625 144.0 285.92828369140625 87.0 286.07159423828125 96.0 325.0727844238281 205.0 445.119873046875 2083.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846289 PEPMASS=549.126099 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_GA5_01_3020.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380104-01![5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxo-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-8-yl] acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C(O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)=C(OC2=C1OC(C)=O)C4=CC=C(O)C=C4 INCHI=InChI=1S/C24H24O12/c1-9-16(28)18(30)19(31)24(33-9)36-23-17(29)15-13(27)8-14(32-3)21(34-10(2)25)22(15)35-20(23)11-4-6-12(26)7-5-11/h4-9,16,18-19,24,26-28,30-31H,1-3H3/t9-,16-,18+,19+,24-/m0/s1 INCHIAUX=BDYOPMNSRCQBHE-JQTGAJGWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846289 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846289 SCANS=302 80.53060150146484 194.0 159.76708984375 113.0 165.24180603027344 114.0 165.99539184570312 335.0 178.6851348876953 88.0 180.03619384765625 70.0 181.01353454589844 337.0 201.69198608398438 242.0 229.0500030517578 81.0 243.02041625976562 167.0 270.0160827636719 250.0 271.0250244140625 1634.0 272.03277587890625 212.0 285.03009033203125 206.0 287.05108642578125 180.0 299.0184631347656 4462.0 300.02392578125 1063.0 314.0127258300781 294.0 314.0434265136719 439.0 341.0296325683594 2438.0 343.8983154296875 115.0 354.1308898925781 77.0 355.80645751953125 88.0 356.0578918457031 6661.0 356.2909240722656 87.0 357.06207275390625 15739.0 357.8525695800781 224.0 358.0660095214844 227.0 358.1131591796875 131.0 359.4078369140625 60.0 362.901611328125 118.0 461.1084899902344 141.0 489.83349609375 274.0 501.2961120605469 340.0 503.114990234375 13162.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846290 PEPMASS=361.168732 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_GE2_01_3124.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384965-01!4-[4-(4-hydroxy-3-methoxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(CC(C)C(C)CC2=CC(O)=C(O)C=C2)=CC=C1O INCHI=InChI=1S/C19H24O4/c1-12(8-14-4-6-16(20)18(22)10-14)13(2)9-15-5-7-17(21)19(11-15)23-3/h4-7,10-13,20-22H,8-9H2,1-3H3 INCHIAUX=QKHJBWUGXMKHAK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846290 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846290 SCANS=368 149.0594024658203 376.0 300.1356506347656 402.0 315.1602478027344 5875.0 315.45196533203125 142.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846293 PEPMASS=467.218323 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_GE2_01_3124.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169122-02!2-oct-1-en-3-yloxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC(OC1OC(COC2OCC(O)C(O)C2O)C(O)C(O)C1O)C=C INCHI=InChI=1S/C19H34O10/c1-3-5-6-7-10(4-2)28-19-17(25)15(23)14(22)12(29-19)9-27-18-16(24)13(21)11(20)8-26-18/h4,10-25H,2-3,5-9H2,1H3 INCHIAUX=VXNMHZVTDWLWRX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846293 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846293 SCANS=240 113.02383422851562 1210.0 143.0415802001953 329.0 147.28887939453125 355.0 159.02764892578125 241.0 161.047607421875 452.0 173.04330444335938 200.0 205.03720092773438 175.0 211.13540649414062 176.0 271.142333984375 202.0 288.3951416015625 267.0 289.16571044921875 5352.0 289.2445068359375 71.0 421.2070617675781 4505.0 441.2549133300781 155.0 456.37933349609375 231.0 465.2038879394531 212.0 467.23577880859375 125.0 1134.944091796875 161.0 1988.036865234375 243.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846295 PEPMASS=593.156189 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_GE2_01_3124.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180770-02!3-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](CO)O[C@@H](OC3=C(OC4=C(C3=O)C(O)=CC(O)=C4)C5=CC=C(O)C=C5)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O15/c1-9-17(32)20(35)21(36)26(38-9)41-24-18(33)15(8-28)40-27(22(24)37)42-25-19(34)16-13(31)6-12(30)7-14(16)39-23(25)10-2-4-11(29)5-3-10/h2-7,9,15,17-18,20-22,24,26-33,35-37H,8H2,1H3/t9-,15+,17-,18+,20+,21+,22+,24-,26-,27-/m0/s1 INCHIAUX=YFPYXTNSQOUHPS-NIILUQFKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846295 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846295 SCANS=203 107.56096649169922 110.0 116.05669403076172 175.0 150.99966430664062 277.0 152.80015563964844 198.0 157.06858825683594 457.0 185.0634307861328 255.0 187.03897094726562 551.0 197.06484985351562 206.0 211.07949829101562 163.0 227.03665161132812 350.0 229.04745483398438 572.0 239.03013610839844 288.0 255.02835083007812 2293.0 256.0348205566406 378.0 257.04693603515625 198.0 278.1190185546875 239.0 282.3500061035156 123.0 282.4477844238281 208.0 282.5436096191406 50.0 283.2504577636719 158.0 283.6395568847656 329.0 284.0340270996094 11833.0 284.35003662109375 139.0 284.90289306640625 82.0 285.0407409667969 12913.0 285.68988037109375 164.0 286.0814208984375 195.0 286.354736328125 106.0 302.24365234375 359.0 307.0601806640625 193.0 311.050048828125 183.0 357.0657653808594 264.0 589.8626098632812 150.0 592.937255859375 139.0 593.1522216796875 19876.0 593.5439453125 191.0 594.1273803710938 240.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846297 PEPMASS=619.172668 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_GE2_01_3124.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180872-02![(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-2-methyloxan-3-yl] acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=CC3=C(C(O)=C2)C(=O)C(O[C@@H]4O[C@@H](C)[C@H](OC(C)=O)[C@@H](O)[C@H]4O)=C(O3)C5=CC=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C29H32O15/c1-10-19(33)21(35)23(37)28(39-10)42-15-8-16(32)18-17(9-15)43-26(13-4-6-14(31)7-5-13)27(20(18)34)44-29-24(38)22(36)25(11(2)40-29)41-12(3)30/h4-11,19,21-25,28-29,31-33,35-38H,1-3H3/t10-,11-,19-,21+,22-,23+,24+,25-,28-,29-/m0/s1 INCHIAUX=BNUCXCGZTSEDGK-PPGKSNAPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846297 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846297 SCANS=237 132.5882568359375 341.0 137.86529541015625 181.0 142.9225311279297 62.0 227.03150939941406 94.0 255.02882385253906 421.0 283.0231628417969 1412.0 284.0275573730469 326.0 285.0385437011719 1687.0 430.0901184082031 2295.0 430.1302795410156 261.0 431.10205078125 2081.0 473.1058654785156 542.0 582.309326171875 80.0 619.1641845703125 2905.0 620.1365966796875 156.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846298 PEPMASS=463.186066 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_GE4_01_3043.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385196-01![(E,2R)-5-(3-chloro-5-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl] acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CCC(=O)[C@H](C)[C@@]1(C)C[C@@H](OC(C)=O)C(\C)=C\CC2=C(O)C(C=O)=C(C)C(Cl)=C2O INCHI=InChI=1S/C25H33ClO6/c1-13(7-9-18-23(30)19(12-27)15(3)22(26)24(18)31)21(32-17(5)28)11-25(6)14(2)8-10-20(29)16(25)4/h7,12,14,16,21,30-31H,8-11H2,1-6H3/b13-7+/t14-,16+,21-,25+/m1/s1 INCHIAUX=JIHNIFVHUVCKQA-UNLBHNSFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846298 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846298 SCANS=500 112.87727355957031 234.0 148.0241241455078 196.0 174.0275421142578 186.0 185.0568084716797 51.0 194.97193908691406 65.0 200.09075927734375 177.0 202.5294952392578 96.0 209.00070190429688 695.0 213.04898071289062 651.0 213.95388793945312 161.0 221.04244995117188 328.0 223.45989990234375 122.0 228.08663940429688 212.0 264.0532531738281 470.0 265.0657653808594 288.0 317.08404541015625 174.0 373.1195068359375 263.0 401.1502380371094 234.0 401.3334045410156 167.0 403.1683654785156 24227.0 405.172119140625 157.0 406.8011169433594 314.0 415.255615234375 119.0 463.19024658203125 2676.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846300 PEPMASS=523.162903 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_GE4_01_3043.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180666-02!(2R,3S,4S,5R,6S)-2-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]-6-(3,4,5-trimethoxyphenoxy)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O[C@@H]2O[C@H](COC3OCC(O)C(O)C3O)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1OC INCHI=InChI=1S/C20H30O13/c1-27-10-4-8(5-11(28-2)18(10)29-3)32-20-17(26)15(24)14(23)12(33-20)7-31-19-16(25)13(22)9(21)6-30-19/h4-5,9,12-17,19-26H,6-7H2,1-3H3/t9?,12-,13?,14-,15+,16?,17-,19?,20-/m1/s1 INCHIAUX=GGIDHIBVLYVTAU-QGPLIYBISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846300 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846300 SCANS=180 79.01753997802734 326.0 101.02191162109375 248.0 125.0232162475586 685.0 142.90174865722656 249.0 143.03302001953125 419.0 149.04469299316406 238.0 161.04994201660156 362.0 168.041259765625 604.0 175.06500244140625 189.0 183.06338500976562 1082.0 191.05197143554688 318.0 203.0491943359375 269.0 233.06300354003906 2960.0 235.73057556152344 149.0 293.0873718261719 7989.0 307.00738525390625 100.0 477.16021728515625 738.0 1447.0709228515625 158.0 1574.7835693359375 100.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846303 PEPMASS=595.125793 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_GE4_01_3043.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169547-02!3-[3-[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2=C(OC3=C(C2=O)C(O)=CC(O)=C3)C4=CC(O)=C(O)C=C4)C(O[C@H]5OC[C@](O)(CO)[C@H]5O)C(O)C1O INCHI=InChI=1S/C26H28O16/c27-6-15-17(33)19(35)22(42-25-23(36)26(37,7-28)8-38-25)24(40-15)41-21-18(34)16-13(32)4-10(29)5-14(16)39-20(21)9-1-2-11(30)12(31)3-9/h1-5,15,17,19,22-25,27-33,35-37H,6-8H2/t15?,17?,19?,22?,23-,24?,25+,26+/m0/s1 INCHIAUX=QJWRRPPVKXMSJD-VXJOFSGDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846303 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846303 SCANS=215 108.0193862915039 287.0 110.21110534667969 255.0 111.86874389648438 231.0 135.00889587402344 300.0 139.53956604003906 311.0 148.71829223632812 104.0 151.00180053710938 411.0 157.9560089111328 600.0 161.916259765625 160.0 179.003662109375 647.0 213.01431274414062 218.0 227.03253173828125 224.0 243.022705078125 559.0 245.04446411132812 322.0 254.0236358642578 247.0 255.0240478515625 930.0 271.0246276855469 4118.0 271.76678466796875 271.0 272.03778076171875 670.0 278.41876220703125 177.0 282.704345703125 296.0 283.55413818359375 148.0 298.14190673828125 147.0 299.55841064453125 59.0 299.5867004394531 141.0 299.61065673828125 248.0 299.7690734863281 92.0 299.8395080566406 83.0 300.0263977050781 24140.0 300.0901184082031 61.0 300.48065185546875 94.0 300.60906982421875 147.0 301.0343322753906 2871.0 314.7990417480469 73.0 317.79888916015625 255.0 327.0467834472656 210.0 351.2454528808594 89.0 385.0404357910156 176.0 463.0823059082031 320.0 490.92706298828125 181.0 589.7216796875 71.0 590.179931640625 98.0 591.6504516601562 88.0 591.889892578125 92.0 592.47705078125 250.0 593.0985107421875 56.0 594.004638671875 99.0 594.3037109375 93.0 594.5855712890625 81.0 594.6383056640625 77.0 594.7798461914062 202.0 595.1296997070312 18849.0 596.1222534179688 126.0 597.4369506835938 100.0 598.4705810546875 72.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846305 PEPMASS=615.094788 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_GE4_01_3043.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385510-01![(2S,3R,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C4=CC(O)=C(O)C=C4)[C@H](OC(=O)C5=CC(O)=C(O)C(O)=C5)[C@@H](O)[C@H]1O INCHI=InChI=1S/C28H24O16/c29-8-18-21(37)23(39)26(43-27(40)10-4-15(34)20(36)16(35)5-10)28(42-18)44-25-22(38)19-14(33)6-11(30)7-17(19)41-24(25)9-1-2-12(31)13(32)3-9/h1-7,18,21,23,26,28-37,39H,8H2/t18-,21+,23+,26-,28+/m1/s1 INCHIAUX=PXGWEUQZDRUMRE-UNZYZCBSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846305 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846305 SCANS=230 93.03286743164062 383.0 110.8717269897461 233.0 121.0286636352539 227.0 125.02349090576172 711.0 139.03469848632812 265.0 144.29824829101562 120.0 151.0030059814453 4164.0 151.07894897460938 93.0 156.6497344970703 224.0 161.0232696533203 285.0 163.0386962890625 225.0 169.01315307617188 162.0 171.40316772460938 68.0 178.9973907470703 2779.0 180.00485229492188 287.0 187.03578186035156 173.0 187.2604217529297 101.0 194.8958282470703 154.0 202.45541381835938 266.0 211.03057861328125 405.0 223.0217742919922 295.0 227.0327606201172 401.0 229.05184936523438 347.0 255.02122497558594 239.0 256.0390319824219 179.0 265.0329895019531 254.0 273.0427551269531 258.0 273.06689453125 261.0 284.0303955078125 179.0 299.606201171875 165.0 300.2543640136719 57.0 300.90582275390625 66.0 301.0345458984375 41821.0 302.03564453125 737.0 313.0578308105469 2204.0 314.9278259277344 83.0 463.0719909667969 287.0 482.87884521484375 136.0 615.0963745117188 864.0 688.6965942382812 242.0 688.8817749023438 185.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846307 PEPMASS=709.375488 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_GE4_01_3043.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385187-01!(2S,3S,9R,13R,14S,16R)-2,16-dihydroxy-17-[(2R)-2-hydroxy-6-methyl-3-oxohept-6-en-2-yl]-4,4,9,13,14-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=C)CCC(=O)[C@](C)(O)C1[C@H](O)C[C@@]2(C)C3CC=C4C(C[C@H](O)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C4(C)C)[C@]3(C)C(=O)C[C@]12C INCHI=InChI=1S/C36H56O11/c1-17(2)9-12-24(40)36(8,45)29-21(39)14-33(5)23-11-10-18-19(35(23,7)25(41)15-34(29,33)6)13-20(38)30(32(18,3)4)47-31-28(44)27(43)26(42)22(16-37)46-31/h10,19-23,26-31,37-39,42-45H,1,9,11-16H2,2-8H3/t19?,20-,21+,22+,23?,26+,27-,28+,29?,30+,31-,33-,34+,35-,36-/m0/s1 INCHIAUX=KISJFUMXCJBLJV-ZZDFEWANSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846307 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846307 SCANS=327 85.03339385986328 340.0 99.01327514648438 283.0 101.02161407470703 968.0 111.0880126953125 297.0 112.94740295410156 113.0 113.0240249633789 590.0 129.96087646484375 107.0 137.05615234375 231.0 159.02870178222656 957.0 161.0487823486328 1544.0 260.9091491699219 104.0 279.177001953125 211.0 303.2020568847656 192.0 307.20501708984375 284.0 315.0962219238281 49.0 315.1872863769531 238.0 330.1806945800781 251.0 345.2040100097656 1547.0 388.2173767089844 114.0 397.2377014160156 247.0 415.2425537109375 283.0 439.28582763671875 127.0 480.8692626953125 133.0 483.3121643066406 1158.0 484.29833984375 212.0 489.2463073730469 193.0 507.2617492675781 1405.0 521.2445068359375 137.0 521.28515625 393.0 547.2852172851562 347.0 548.2936401367188 211.0 559.259521484375 178.0 559.3557739257812 216.0 565.296142578125 441.0 575.2911987304688 757.0 576.2874145507812 344.0 578.3189086914062 187.0 594.3098754882812 152.0 601.3294067382812 184.0 608.2819213867188 1848.0 629.330322265625 49.0 645.3632202148438 9230.0 645.4681396484375 104.0 646.3536376953125 426.0 649.8289184570312 110.0 660.3037719726562 167.0 661.3677368164062 412.0 662.050537109375 201.0 662.3662109375 217.0 663.3733520507812 15781.0 663.997314453125 47.0 664.38134765625 631.0 689.3704833984375 162.0 707.568115234375 69.0 708.5715942382812 103.0 709.3824462890625 6379.0 710.4102172851562 213.0 1066.9986572265625 242.0 1952.5150146484375 297.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846309 PEPMASS=498.253632 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_RG2_01_3005.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180690-03!2-[5,7-dihydroxy-3-oxo-6-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]-1H-isoindol-2-yl]pentanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC\C(C)=C\CC\C(C)=C\CC1=C(O)C2=C(C=C1O)C(=O)N(C2)C(CCC(O)=O)C(O)=O INCHI=InChI=1S/C28H37NO7/c1-17(2)7-5-8-18(3)9-6-10-19(4)11-12-20-24(30)15-21-22(26(20)33)16-29(27(21)34)23(28(35)36)13-14-25(31)32/h7,9,11,15,23,30,33H,5-6,8,10,12-14,16H2,1-4H3,(H,31,32)(H,35,36)/b18-9+,19-11+ INCHIAUX=LTEYADKCUWEHSA-ZYCAGONGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846309 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846309 SCANS=448 120.04624938964844 104.0 145.05030822753906 368.0 162.01589965820312 470.0 174.0106201171875 218.0 177.0347900390625 138.0 187.07302856445312 270.0 190.08380126953125 360.0 193.0361328125 312.0 203.05813598632812 282.0 210.39688110351562 118.0 214.41116333007812 148.0 215.05638122558594 284.0 216.06802368164062 307.0 218.08880615234375 259.0 220.2008819580078 262.0 229.19180297851562 151.0 232.06671142578125 279.0 242.07899475097656 171.0 244.06175231933594 454.0 245.06570434570312 149.0 249.05776977539062 156.0 256.05560302734375 318.0 258.0789489746094 451.0 258.1237487792969 197.0 268.71685791015625 68.0 273.1415100097656 178.0 274.07818603515625 841.0 275.1133117675781 256.0 276.1025695800781 150.0 277.06549072265625 195.0 284.08953857421875 212.0 298.10809326171875 475.0 298.1420593261719 143.0 299.1075134277344 400.0 299.2635192871094 61.0 312.118408203125 198.0 316.1219787597656 359.0 324.1207275390625 217.0 366.2037353515625 408.0 367.18572998046875 137.0 377.2642822265625 209.0 380.19512939453125 101.0 385.1987609863281 232.0 392.24267578125 205.0 394.2455749511719 523.0 410.2620544433594 181.0 436.2512512207031 3709.0 442.28204345703125 118.0 454.2622985839844 10559.0 457.8082580566406 111.0 458.130859375 192.0 480.2379455566406 1007.0 498.24749755859375 5426.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846311 PEPMASS=515.123047 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_RG2_01_3005.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380583-01!(1S,3R,4R,5R)-1,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4,5-dihydroxycyclohexane-1-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1C[C@@](C[C@@H](OC(=O)\C=C\C2=CC=C(O)C(O)=C2)[C@@H]1O)(OC(=O)\C=C\C3=CC(O)=C(O)C=C3)C(O)=O INCHI=InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1 INCHIAUX=YDDUMTOHNYZQPO-PSEXTPKNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846311 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846311 SCANS=210 101.59896087646484 234.0 111.96269989013672 72.0 135.04412841796875 875.0 136.6755828857422 91.0 161.02639770507812 962.0 173.0455322265625 570.0 179.0334930419922 2372.0 190.57315063476562 126.0 191.0563201904297 24865.0 191.11769104003906 61.0 203.0321807861328 515.0 205.2066192626953 319.0 335.07366943359375 492.0 353.0862121582031 4523.0 515.0827026367188 186.0 515.13134765625 264.0 1734.5780029296875 122.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846313 PEPMASS=517.117065 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_RG2_01_3005.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180856-03!5,6,8-trihydroxy-2-methyl-9-(5,6,8-trihydroxy-2-methyl-4-oxo-2,3-dihydrobenzo[g]chromen-9-yl)-2,3-dihydrobenzo[g]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CC(=O)C2=C(O)C3=C(O)C=C(O)C(=C3C=C2O1)C4=C(O)C=C(O)C5=C(O)C6=C(OC(C)CC6=O)C=C45 INCHI=InChI=1S/C28H22O10/c1-9-3-13(29)25-19(37-9)5-11-21(15(31)7-17(33)23(11)27(25)35)22-12-6-20-26(14(30)4-10(2)38-20)28(36)24(12)18(34)8-16(22)32/h5-10,31-36H,3-4H2,1-2H3 INCHIAUX=JGQBYBXYRUCBQY-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846313 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846313 SCANS=441 145.0433807373047 170.0 160.01846313476562 177.0 175.0215606689453 234.0 188.00794982910156 240.0 216.0087127685547 837.0 230.0684814453125 340.0 241.84715270996094 220.0 249.10728454589844 96.0 254.19215393066406 139.0 256.0804443359375 107.0 256.2723083496094 115.0 258.0511779785156 3313.0 260.0271911621094 143.0 261.8809814453125 182.0 278.9622802734375 57.0 339.0587463378906 272.0 347.0126953125 304.0 367.19317626953125 103.0 419.0505065917969 160.0 454.251708984375 189.0 475.05316162109375 89.0 475.09912109375 102.0 489.10870361328125 189.0 504.1114196777344 113.0 515.0413208007812 187.0 515.3088989257812 120.0 516.863525390625 194.0 516.9912109375 280.0 517.114013671875 9590.0 517.3138427734375 136.0 518.1212768554688 105.0 521.14794921875 109.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846315 PEPMASS=587.144348 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_RG2_01_3005.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380582-01![(2R,3S,4S,5R,6S)-6-[3,5-dihydroxy-4-[3-(4-hydroxyphenyl)propanoyl]phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)C2=CC(O)=C(O)C(O)=C2)O[C@@H](OC3=CC(O)=C(C(=O)CCC4=CC=C(O)C=C4)C(O)=C3)[C@H](O)[C@H]1O INCHI=InChI=1S/C28H28O14/c29-14-4-1-12(2-5-14)3-6-16(30)22-17(31)9-15(10-18(22)32)41-28-26(38)25(37)24(36)21(42-28)11-40-27(39)13-7-19(33)23(35)20(34)8-13/h1-2,4-5,7-10,21,24-26,28-29,31-38H,3,6,11H2/t21-,24-,25+,26-,28-/m1/s1 INCHIAUX=YPFUHFNAEWURDN-ZKPBLSLZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846315 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846315 SCANS=253 93.03170013427734 336.0 115.03923797607422 263.0 119.045654296875 260.0 123.00188446044922 243.0 123.04986572265625 282.0 125.02333068847656 2637.0 136.9830780029297 139.0 139.00184631347656 132.0 143.03424072265625 253.0 149.2327117919922 70.0 151.0045166015625 223.0 153.87364196777344 268.0 155.0338134765625 301.0 167.0337371826172 5485.0 168.01129150390625 491.0 169.01307678222656 4023.0 179.0380859375 289.0 179.38839721679688 125.0 181.0533905029297 193.0 189.05177307128906 296.0 191.03256225585938 667.0 207.03086853027344 222.0 209.04689025878906 263.0 211.0241241455078 394.0 214.8211212158203 91.0 215.72157287597656 201.0 239.02626037597656 188.0 241.03553771972656 517.0 265.08837890625 286.0 271.0429382324219 922.0 271.6924133300781 150.0 273.076416015625 11472.0 273.2118835449219 67.0 275.66253662109375 97.0 278.51220703125 121.0 283.5625305175781 75.0 297.0770568847656 955.0 313.05706787109375 5470.0 327.0812683105469 286.0 345.0899658203125 161.0 439.086181640625 1807.0 481.10174560546875 492.0 583.8671264648438 91.0 587.141357421875 22162.0 587.3115234375 161.0 588.1470336914062 124.0 588.1950073242188 226.0 591.2654418945312 244.0 591.7027587890625 227.0 607.4534301757812 206.0 608.6328735351562 130.0 704.4874267578125 150.0 851.752197265625 94.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846317 PEPMASS=713.416565 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_RG2_01_3005.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380457-01! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CCC(O)C(C)(C)O)C1CCC2(C)C3CCC4C5(CC35CCC12C)C(O)CC(O)C4(C)C(=O)OC6OC(CO)C(O)C(O)C6O INCHI=InChI=1S/C36H60O11/c1-18(7-10-23(38)31(2,3)45)19-11-12-33(5)21-8-9-22-34(6,30(44)47-29-28(43)27(42)26(41)20(16-37)46-29)24(39)15-25(40)36(22)17-35(21,36)14-13-32(19,33)4/h18-29,37-43,45H,7-17H2,1-6H3 INCHIAUX=SOOVMLNBEBDSMV-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846317 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846317 SCANS=316 101.02140808105469 217.0 113.02894592285156 264.0 147.02944946289062 291.0 161.0376434326172 455.0 165.16912841796875 77.0 179.0538330078125 1084.0 186.98785400390625 236.0 190.0917510986328 576.0 207.04652404785156 195.0 248.16842651367188 68.0 250.8338623046875 255.0 264.3728942871094 279.0 265.7411804199219 93.0 299.219970703125 297.0 353.3241271972656 303.0 365.2866516113281 235.0 371.2607727050781 176.0 385.2950744628906 107.0 395.29608154296875 203.0 397.306884765625 121.0 413.29351806640625 251.0 427.3232727050781 161.0 439.3380432128906 118.0 441.3370361328125 591.0 442.3365783691406 117.0 443.3412780761719 196.0 445.3346252441406 155.0 445.89727783203125 242.0 457.3365783691406 173.0 461.32916259765625 1276.0 461.4224853515625 157.0 467.318603515625 270.0 469.32489013671875 81.0 475.345703125 286.0 485.3128967285156 173.0 487.34063720703125 1837.0 487.4083251953125 204.0 488.4944152832031 171.0 502.60784912109375 58.0 503.60369873046875 239.0 504.01214599609375 121.0 504.5067443847656 197.0 504.5640563964844 113.0 505.3523254394531 30699.0 505.4591064453125 76.0 506.0904846191406 111.0 506.35638427734375 1281.0 506.4057312011719 207.0 506.721923828125 67.0 509.30889892578125 168.0 547.357666015625 1260.0 713.4140014648438 1843.0 714.3992309570312 409.0 1234.8905029296875 483.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846319 PEPMASS=993.498169 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_RG2_01_3005.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380466-01! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C(O)CC(C)=C(C)C)C1CCC2C3C4OC4C5(O)CC(CC(O)C5(C)C3CCC12C)OC6OC(CO)C(OC7OC(CO)C(OC8OC(CO)C(O)C(O)C8O)C(O)C7O)C(O)C6O INCHI=InChI=1S/C46H76O20/c1-17(2)18(3)11-24(50)19(4)21-7-8-22-29-23(9-10-44(21,22)5)45(6)28(51)12-20(13-46(45,59)40-39(29)64-40)60-41-35(57)32(54)37(26(15-48)62-41)66-43-36(58)33(55)38(27(16-49)63-43)65-42-34(56)31(53)30(52)25(14-47)61-42/h19-43,47-59H,7-16H2,1-6H3 INCHIAUX=MKLSDOYALQNPMS-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846319 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846319 SCANS=231 71.01406860351562 223.0 73.05756378173828 364.0 81.03590393066406 348.0 87.01087188720703 939.0 88.57554626464844 253.0 89.02637481689453 1620.0 89.3003921508789 56.0 89.66011047363281 291.0 100.8774642944336 174.0 101.0237045288086 4300.0 103.31983184814453 61.0 112.0059585571289 112.0 112.3463363647461 146.0 113.0230941772461 1340.0 113.83394622802734 71.0 114.0257568359375 319.0 114.35350799560547 61.0 118.83167266845703 148.0 119.03485870361328 2005.0 119.20699310302734 219.0 119.82142639160156 277.0 125.03495788574219 354.0 128.03756713867188 302.0 129.0181884765625 242.0 130.92396545410156 253.0 131.0351104736328 988.0 138.99462890625 219.0 143.0323486328125 148.0 145.0531005859375 220.0 149.04129028320312 235.0 160.73782348632812 197.0 161.04641723632812 3852.0 179.05592346191406 5197.0 180.03268432617188 111.0 180.06478881835938 331.0 203.05088806152344 222.0 205.0383758544922 241.0 221.06546020507812 2516.0 222.06912231445312 174.0 245.06227111816406 132.0 263.06915283203125 120.0 323.08770751953125 151.0 361.741943359375 132.0 361.84381103515625 62.0 369.27923583984375 249.0 452.1470031738281 149.0 457.3785705566406 212.0 469.347412109375 227.0 496.09283447265625 279.0 545.3545532226562 103.0 605.3521118164062 146.0 669.5491333007812 69.0 686.9872436523438 143.0 767.4263305664062 691.0 785.4406127929688 609.0 795.2225341796875 107.0 944.0343627929688 72.0 944.994140625 119.0 945.5082397460938 150.0 946.0712890625 72.0 946.194091796875 100.0 946.3497924804688 116.0 946.4339599609375 156.0 947.184814453125 59.0 947.2625122070312 110.0 947.4862670898438 31959.0 947.73046875 188.0 948.493896484375 6861.0 949.5020751953125 1135.0 950.5148315429688 426.0 952.8480834960938 363.0 976.6744384765625 61.0 1166.4398193359375 153.0 1236.9139404296875 117.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846320 PEPMASS=389.188416 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_GA3_01_3294.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380640-01!5-chloro-2,4-dihydroxy-6-methyl-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzaldehyde [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC\C(C)=C\CC\C(C)=C\CC1=C(O)C(C=O)=C(C)C(Cl)=C1O INCHI=InChI=1S/C23H31ClO3/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-19-22(26)20(14-25)18(5)21(24)23(19)27/h8,10,12,14,26-27H,6-7,9,11,13H2,1-5H3/b16-10+,17-12+ INCHIAUX=MHWOMRMBQGSTFS-JTCWOHKRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846320 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846320 SCANS=621 151.03829956054688 426.0 187.07614135742188 166.0 201.0641326904297 235.0 252.05433654785156 160.0 387.660400390625 163.0 388.87286376953125 101.0 389.19207763671875 2457.0 389.97259521484375 104.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846323 PEPMASS=493.097168 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_GA3_01_3294.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380911-01!2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-8-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2OC(=C(O)C(=O)C2=C(O)C=C1O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C4=CC(O)=C(O)C=C4 INCHI=InChI=1S/C22H22O13/c1-32-20-11(33-22-18(31)16(29)14(27)12(6-23)34-22)5-10(26)13-15(28)17(30)19(35-21(13)20)7-2-3-8(24)9(25)4-7/h2-5,12,14,16,18,22-27,29-31H,6H2,1H3/t12-,14-,16+,18-,22-/m1/s1 INCHIAUX=XTWQFJODFQFTIT-UAEGTEGVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846323 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846323 SCANS=241 162.4821014404297 127.0 226.02671813964844 235.0 316.0213317871094 470.0 330.0451965332031 208.0 331.0461120605469 5195.0 493.11492919921875 209.0 648.7861328125 111.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846325 PEPMASS=559.108032 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_GA3_01_3294.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179942-02![4,5-dihydroxy-6-(hydroxymethyl)-2-[2,4,6-trihydroxy-3-(4-hydroxybenzoyl)phenyl]oxan-3-yl] 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(OC(=O)C2=CC(O)=C(O)C(O)=C2)C(O)C1O)C3=C(O)C(C(=O)C4=CC=C(O)C=C4)=C(O)C=C3O INCHI=InChI=1S/C26H24O14/c27-8-16-21(35)23(37)25(40-26(38)10-5-14(31)20(34)15(32)6-10)24(39-16)18-13(30)7-12(29)17(22(18)36)19(33)9-1-3-11(28)4-2-9/h1-7,16,21,23-25,27-32,34-37H,8H2 INCHIAUX=JLKWLPLEMBUFOD-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846325 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846325 SCANS=174 90.61128234863281 198.0 90.65784454345703 117.0 98.8617935180664 71.0 107.20907592773438 263.0 125.02359008789062 807.0 144.74569702148438 114.0 149.02426147460938 322.0 149.6132049560547 272.0 149.85659790039062 242.0 151.00570678710938 467.0 161.028076171875 206.0 161.16183471679688 261.0 163.39083862304688 110.0 167.02755737304688 242.0 167.8147430419922 86.0 169.01516723632812 5173.0 174.9930877685547 213.0 177.04795837402344 298.0 185.073486328125 322.0 187.51393127441406 74.0 193.01791381835938 403.0 198.08645629882812 512.0 199.1700897216797 119.0 201.05494689941406 165.0 241.03248596191406 392.0 245.04258728027344 527.0 251.06704711914062 129.0 257.04595947265625 274.0 258.0522155761719 174.0 265.0208740234375 300.0 265.85107421875 135.0 267.0444030761719 176.0 269.04547119140625 8017.0 279.4179992675781 95.0 283.0948791503906 220.0 286.5274963378906 57.0 286.6255798339844 86.0 287.05706787109375 10198.0 311.06103515625 356.0 313.0531921386719 247.0 317.0683288574219 2808.0 329.0645446777344 425.0 347.07183837890625 318.0 389.0871276855469 1455.0 407.0264892578125 58.0 407.1009826660156 5985.0 407.1826477050781 47.0 410.4889831542969 145.0 439.1098327636719 362.0 559.1135864257812 1496.0 872.4170532226562 106.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846327 PEPMASS=595.085144 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_GA3_01_3294.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179942-02![4,5-dihydroxy-6-(hydroxymethyl)-2-[2,4,6-trihydroxy-3-(4-hydroxybenzoyl)phenyl]oxan-3-yl] 3,4,5-trihydroxybenzoate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(OC(=O)C2=CC(O)=C(O)C(O)=C2)C(O)C1O)C3=C(O)C(C(=O)C4=CC=C(O)C=C4)=C(O)C=C3O INCHI=InChI=1S/C26H24O14/c27-8-16-21(35)23(37)25(40-26(38)10-5-14(31)20(34)15(32)6-10)24(39-16)18-13(30)7-12(29)17(22(18)36)19(33)9-1-3-11(28)4-2-9/h1-7,16,21,23-25,27-32,34-37H,8H2 INCHIAUX=JLKWLPLEMBUFOD-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846327 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846327 SCANS=165 169.01524353027344 962.0 203.0313720703125 278.0 245.04531860351562 504.0 269.0456848144531 1235.0 271.4404602050781 153.0 287.0546875 638.0 311.0647888183594 175.0 317.076171875 241.0 389.0884094238281 110.0 407.1328430175781 303.0 497.1079406738281 148.0 559.1040649414062 838.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846328 PEPMASS=574.308777 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_GA3_01_3294.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380641-01!5-[[4-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCC(O)=O INCHI=InChI=1S/C25H45N5O10/c1-20(31)28(38)17-7-2-5-15-26-21(32)11-13-23(34)29(39)18-8-3-6-16-27-22(33)12-14-24(35)30(40)19-9-4-10-25(36)37/h38-40H,2-19H2,1H3,(H,26,32)(H,27,33)(H,36,37) INCHIAUX=ZMCWALAQRPULMT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846328 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846328 SCANS=207 98.029541015625 686.0 104.05233764648438 63.0 107.059814453125 378.0 109.51950073242188 497.0 114.0548324584961 439.0 116.59346771240234 198.0 121.05984497070312 67.0 132.0652313232422 454.0 138.0912322998047 216.0 142.0580596923828 197.0 153.1085662841797 463.0 154.98257446289062 131.0 163.09249877929688 397.0 179.0819854736328 300.0 179.90330505371094 195.0 180.77516174316406 118.0 180.93418884277344 88.0 181.09783935546875 5496.0 183.1170196533203 175.0 199.1099090576172 2751.0 201.12939453125 588.0 217.12033081054688 6712.0 218.93833923339844 159.0 221.79718017578125 197.0 225.15060424804688 225.0 227.09307861328125 204.0 232.1307830810547 240.0 237.12489318847656 259.0 241.12266540527344 2244.0 241.19512939453125 115.0 242.11550903320312 98.0 259.1316223144531 2027.0 281.15240478515625 248.0 299.3140869140625 172.0 311.3852233886719 65.0 332.1819763183594 1452.0 381.2152099609375 357.0 399.2289123535156 144.0 441.2100830078125 313.0 441.2467041015625 713.0 459.2436828613281 3680.0 574.310791015625 10096.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846331 PEPMASS=765.391663 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_GA3_01_3294.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347539-02![2-[4-hydroxy-2,5-bis(hydroxymethyl)-3-(3-methylbutanoyloxy)oxolan-2-yl]oxy-6-(hydroxymethyl)-4,5-bis(2-methylpropanoyloxy)oxan-3-yl] decanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCC(=O)OC1C(OC2(CO)OC(CO)C(O)C2OC(=O)CC(C)C)OC(CO)C(OC(=O)C(C)C)C1OC(=O)C(C)C INCHI=InChI=1S/C35H60O15/c1-8-9-10-11-12-13-14-15-25(39)45-30-29(48-33(43)22(6)7)28(47-32(42)21(4)5)24(18-37)44-34(30)50-35(19-38)31(27(41)23(17-36)49-35)46-26(40)16-20(2)3/h20-24,27-31,34,36-38,41H,8-19H2,1-7H3 INCHIAUX=LOTLMZWGLBOKFL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846331 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846331 SCANS=530 87.04467010498047 337.0 89.28480529785156 324.0 89.33147430419922 154.0 101.0592041015625 1083.0 113.02178192138672 179.0 125.02299499511719 261.0 143.03311157226562 216.0 161.05047607421875 309.0 171.1373748779297 733.0 179.0697479248047 219.0 204.9838409423828 174.0 213.07493591308594 324.0 263.1144714355469 225.0 283.130615234375 255.0 285.6216735839844 240.0 287.0780334472656 161.0 304.1083984375 69.0 305.09588623046875 238.0 319.1424560546875 209.0 323.0948791503906 359.0 341.97442626953125 126.0 375.1205139160156 305.0 389.1402893066406 266.0 393.14581298828125 1364.0 411.1423645019531 326.0 481.1980285644531 1414.0 495.2315673828125 432.0 565.2506713867188 118.0 565.2894287109375 112.0 635.3545532226562 145.0 636.3317260742188 217.0 765.3966674804688 158.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846333 PEPMASS=381.225128 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_GA11_01_3205.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347775-02!(Z)-5-[(1S,2R,4aR,8aR)-5-(hydroxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-(hydroxymethyl)pent-2-enoic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CC[C@]2(C)[C@H](CCC=C2CO)[C@@]1(C)CC\C(CO)=C\C(O)=O INCHI=InChI=1S/C20H32O4/c1-14-7-9-20(3)16(13-22)5-4-6-17(20)19(14,2)10-8-15(12-21)11-18(23)24/h5,11,14,17,21-22H,4,6-10,12-13H2,1-3H3,(H,23,24)/b15-11-/t14-,17-,19+,20+/m1/s1 INCHIAUX=LRLROPFPFABQRF-CBYQQGIISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846333 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846333 SCANS=366 187.1515350341797 210.0 217.15679931640625 187.0 239.18199157714844 184.0 244.1529998779297 163.0 255.21444702148438 267.0 335.2227783203125 2664.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846334 PEPMASS=449.10495 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_GA11_01_3205.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384662-01!(2R,3R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1OC([C@H](O)[C@@H](O)[C@@H]1O)C2=C(O)C=C3O[C@@H]([C@@H](O)C(=O)C3=C2O)C4=CC=C(O)C=C4 INCHI=InChI=1S/C21H22O11/c22-6-11-14(25)17(28)19(30)21(32-11)12-9(24)5-10-13(15(12)26)16(27)18(29)20(31-10)7-1-3-8(23)4-2-7/h1-5,11,14,17-26,28-30H,6H2/t11-,14-,17+,18+,19-,20-,21?/m1/s1 INCHIAUX=SPSWAOUJDYQZHR-OIKOUPSRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846334 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846334 SCANS=175 113.03681945800781 174.0 123.04846954345703 379.0 125.02099609375 157.0 127.00250244140625 257.0 145.58717346191406 78.0 167.03451538085938 834.0 197.04676818847656 234.0 201.06488037109375 166.0 203.0415496826172 309.0 217.08465576171875 178.0 220.01197814941406 553.0 224.0323028564453 247.0 237.04122924804688 211.0 257.0851745605469 203.0 271.0647888183594 272.0 283.0494384765625 281.0 287.0520935058594 112.0 299.0914306640625 131.0 300.5096740722656 209.0 301.0724182128906 2393.0 301.4901123046875 218.0 311.052978515625 527.0 311.16009521484375 59.0 315.09344482421875 223.0 321.1255187988281 243.0 329.0685729980469 3931.0 331.08648681640625 1191.0 331.9326477050781 56.0 341.0730285644531 302.0 359.0782775878906 1826.0 371.0782775878906 188.0 389.0712585449219 191.0 431.1009216308594 173.0 449.10992431640625 2378.0 485.6778259277344 293.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846336 PEPMASS=401.106262 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_RG12_01_3194.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180844-02!(E)-3-[4-methoxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C(\C=C\C(O)=O)C=C1 INCHI=InChI=1S/C16H20O9/c1-23-9-4-2-8(3-5-12(18)19)10(6-9)24-16-15(22)14(21)13(20)11(7-17)25-16/h2-6,11,13-17,20-22H,7H2,1H3,(H,18,19)/b5-3+/t11-,13-,14+,15-,16-/m1/s1 INCHIAUX=FQWZGEBZILOCET-BJGSYIFTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846336 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846336 SCANS=192 133.02699279785156 132.0 149.06068420410156 1736.0 193.04859924316406 6829.0 341.1184997558594 251.0 355.09710693359375 262.0 527.9883422851562 232.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846338 PEPMASS=579.13147 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_RG12_01_3194.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385551-01!5-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-(3,4-dihydroxyphenyl)-7-hydroxychromen-2-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@@]1(O)CO[C@@H](OC[C@H]2O[C@@H](OC3=C4C(OC(=O)C=C4C5=CC=C(O)C(O)=C5)=CC(O)=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H]1O INCHI=InChI=1S/C26H28O15/c27-8-26(36)9-38-25(23(26)35)37-7-17-20(32)21(33)22(34)24(41-17)40-16-5-11(28)4-15-19(16)12(6-18(31)39-15)10-1-2-13(29)14(30)3-10/h1-6,17,20-25,27-30,32-36H,7-9H2/t17-,20-,21+,22-,23+,24-,25-,26-/m1/s1 INCHIAUX=URQNORFSMLKGLE-JEQMPJCPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846338 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846338 SCANS=168 141.07472229003906 270.0 149.0224609375 286.0 168.16354370117188 306.0 175.0353240966797 144.0 185.06088256835938 186.0 189.05055236816406 118.0 199.0364532470703 435.0 201.02195739746094 289.0 211.04449462890625 358.0 217.04165649414062 208.0 239.0365447998047 179.0 243.02882385253906 289.0 281.9395446777344 152.0 283.87921142578125 80.0 284.2223815917969 203.0 285.0403137207031 40147.0 285.11761474609375 220.0 285.19287109375 126.0 285.2617492675781 92.0 286.03985595703125 672.0 287.89453125 148.0 578.27099609375 195.0 579.1343994140625 8563.0 580.1172485351562 248.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846341 PEPMASS=751.370972 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_RG12_01_3194.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381282-01![5-hydroxy-2-[4-hydroxy-2,5-bis(hydroxymethyl)-3-(2-methylpropanoyloxy)oxolan-2-yl]oxy-4-(2-methylpropanoyloxy)-6-(2-methylpropanoyloxymethyl)oxan-3-yl] decanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCC(=O)OC1C(OC2(CO)OC(CO)C(O)C2OC(=O)C(C)C)OC(COC(=O)C(C)C)C(O)C1OC(=O)C(C)C INCHI=InChI=1S/C34H58O15/c1-8-9-10-11-12-13-14-15-24(37)45-28-27(46-31(41)20(4)5)25(38)23(17-43-30(40)19(2)3)44-33(28)49-34(18-36)29(47-32(42)21(6)7)26(39)22(16-35)48-34/h19-23,25-29,33,35-36,38-39H,8-18H2,1-7H3 INCHIAUX=KSNWZOGDNCZVEN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846341 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846341 SCANS=489 87.01233673095703 161.0 87.04595184326172 1379.0 113.02643585205078 726.0 143.03260803222656 567.0 171.1361083984375 1056.0 305.0892333984375 107.0 319.13824462890625 187.0 323.09918212890625 156.0 375.1296081542969 425.0 393.1365661621094 396.0 463.2087097167969 607.0 481.1902160644531 779.0 482.1920471191406 83.0 551.237060546875 567.0 635.3084106445312 428.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846343 PEPMASS=399.140656 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_BG5_01_3283.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347664-02!1,8,10-trihydroxy-3-methoxy-6-methyl-10-(3-methylbut-2-enyl)anthracen-9-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C3=C(O)C=C(C)C=C3C(O)(CC=C(C)C)C2=C1 INCHI=InChI=1S/C21H22O5/c1-11(2)5-6-21(25)14-7-12(3)8-16(22)18(14)20(24)19-15(21)9-13(26-4)10-17(19)23/h5,7-10,22-23,25H,6H2,1-4H3 INCHIAUX=HKCWOSWEMAUQEH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846343 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846343 SCANS=476 225.05699157714844 205.0 225.1056365966797 188.0 269.0464782714844 1026.0 283.05865478515625 816.0 284.0693054199219 5101.0 353.1398620605469 1423.0 418.4474792480469 67.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846345 PEPMASS=367.099579 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_BG5_01_3283.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384606-01![4-acetyloxy-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)OC1C(O)C(CO)OC(O)C1OC(=O)\C=C\C2=CC=C(O)C=C2 INCHI=InChI=1S/C17H20O9/c1-9(19)24-15-14(22)12(8-18)25-17(23)16(15)26-13(21)7-4-10-2-5-11(20)6-3-10/h2-7,12,14-18,20,22-23H,8H2,1H3/b7-4+ INCHIAUX=QXRDTLAXUJONPD-QPJJXVBHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846345 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846345 SCANS=193 119.05008697509766 346.0 119.12965393066406 80.0 128.4187469482422 57.0 145.0286865234375 3335.0 145.05418395996094 210.0 163.0343780517578 307.0 185.06175231933594 213.0 187.04458618164062 303.0 191.05850219726562 322.0 229.04486083984375 146.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846347 PEPMASS=339.071686 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_RE7_01_2996.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00094874-06!7-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(O)C=C3OC(=O)C=CC3=C2)[C@H](O)[C@@H](O)[C@@H]1O 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SMILES=C[C@H](C[C@@H](O)[C@](C)(O)[C@H]1CC[C@@]2(O)C3=CC(=O)[C@@H]4C[C@@H](O)[C@@H](O)C[C@]4(C)C3CC[C@]12C)C(C)(C)O INCHI=InChI=1S/C28H46O7/c1-15(24(2,3)33)11-23(32)27(6,34)22-8-10-28(35)17-12-19(29)18-13-20(30)21(31)14-25(18,4)16(17)7-9-26(22,28)5/h12,15-16,18,20-23,30-35H,7-11,13-14H2,1-6H3/t15-,16?,18+,20-,21+,22+,23-,25-,26-,27-,28-/m1/s1 INCHIAUX=IJRBORPEVKCEQD-WJUVRXFPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846357 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846357 SCANS=248 97.06736755371094 310.0 173.11952209472656 1551.0 238.7602996826172 113.0 274.14471435546875 84.0 301.17962646484375 384.0 319.1899719238281 340.0 421.19158935546875 322.0 477.2933044433594 107.0 493.3181457519531 2694.0 493.36956787109375 188.0 539.3118896484375 459.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846359 PEPMASS=609.138794 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_BG12_01_3290.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385703-01!2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC=C(O)C(O)=C5)[C@H](O)[C@@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,18-,20+,21-,22+,23+,26+,27-/m0/s1 INCHIAUX=IKGXIBQEEMLURG-IEBISRBZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846359 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846359 SCANS=218 150.1915740966797 163.0 150.7398681640625 329.0 151.00418090820312 333.0 153.2401580810547 128.0 159.30581665039062 116.0 175.03466796875 196.0 178.9994354248047 281.0 207.02975463867188 100.0 216.0409393310547 204.0 243.04620361328125 164.0 255.03021240234375 261.0 271.0241394042969 832.0 273.04132080078125 416.0 295.95770263671875 222.0 298.79296875 56.0 299.5007629394531 121.0 300.027099609375 12793.0 301.035400390625 3752.0 313.0390930175781 174.0 317.9440612792969 115.0 322.3786315917969 62.0 343.0536804199219 219.0 343.2599182128906 175.0 355.05596923828125 228.0 609.1441040039062 12810.0 610.1477661132812 62.0 625.9669189453125 166.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846361 PEPMASS=359.146118 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_BA5_01_3068.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384717-01!4-(7-hydroxy-6-methoxy-2,3-dimethyl-1,2,3,4-tetrahydronaphthalen-1-yl)benzene-1,2-diol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C2C(C(C)C(C)CC2=C1)C3=CC=C(O)C(O)=C3 INCHI=InChI=1S/C19H22O4/c1-10-6-13-8-18(23-3)17(22)9-14(13)19(11(10)2)12-4-5-15(20)16(21)7-12/h4-5,7-11,19-22H,6H2,1-3H3 INCHIAUX=GSOJAKKBDGPDIS-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846361 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846361 SCANS=357 240.03660583496094 163.0 241.05804443359375 558.0 281.0870361328125 196.0 283.100341796875 320.0 313.1440124511719 5081.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846363 PEPMASS=587.155334 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_BA5_01_3068.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384726-01![(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-(6-methoxy-2-oxochromen-7-yl)oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O[C@@H]2O[C@H](CO[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2OC(C)=O)C=C4OC(=O)C=CC4=C1 INCHI=InChI=1S/C24H30O14/c1-9-17(27)19(29)21(31)23(34-9)33-8-15-18(28)20(30)22(35-10(2)25)24(38-15)37-14-7-12-11(6-13(14)32-3)4-5-16(26)36-12/h4-7,9,15,17-24,27-31H,8H2,1-3H3/t9-,15+,17-,18+,19+,20-,21+,22+,23+,24+/m0/s1 INCHIAUX=VJPARTQOILTISJ-JONDNUHGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846363 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846363 SCANS=200 97.46188354492188 141.0 102.5821304321289 108.0 104.02403259277344 350.0 120.02348327636719 231.0 123.66934204101562 113.0 132.7372589111328 74.0 148.01490783691406 1020.0 175.0398406982422 212.0 176.00892639160156 8089.0 176.74317932128906 65.0 189.06239318847656 63.0 191.03289794921875 26354.0 191.15875244140625 82.0 192.70059204101562 65.0 198.02978515625 291.0 204.04014587402344 191.0 213.055419921875 320.0 275.0542907714844 342.0 587.16162109375 520.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846365 PEPMASS=681.326599 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_BA5_01_3068.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384708-01![5-hydroxy-2-[4-hydroxy-2,5-bis(hydroxymethyl)-3-(2-methylpropanoyloxy)oxolan-2-yl]oxy-6-(hydroxymethyl)-4-(2-methylpropanoyloxy)oxan-3-yl] decanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCC(=O)OC1C(OC2(CO)OC(CO)C(O)C2OC(=O)C(C)C)OC(CO)C(O)C1OC(=O)C(C)C INCHI=InChI=1S/C30H52O14/c1-6-7-8-9-10-11-12-13-21(34)40-25-24(41-27(37)17(2)3)22(35)19(14-31)39-29(25)44-30(16-33)26(42-28(38)18(4)5)23(36)20(15-32)43-30/h17-20,22-26,29,31-33,35-36H,6-16H2,1-5H3 INCHIAUX=HNLDKIWEAVTCKP-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846365 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846365 SCANS=427 87.02804565429688 83.0 101.0659408569336 156.0 139.04141235351562 261.0 143.0353546142578 447.0 157.12245178222656 481.0 171.1380157470703 1097.0 179.0588836669922 263.0 215.05267333984375 215.0 230.70733642578125 148.0 243.1643524169922 266.0 297.07354736328125 49.0 304.7820129394531 70.0 323.0986022949219 1176.0 341.1095275878906 106.0 393.1573486328125 486.0 411.150634765625 1661.0 440.5399169921875 133.0 445.2193908691406 241.0 480.0018005371094 118.0 481.19122314453125 1257.0 495.2265625 194.0 547.2648315429688 110.0 565.2893676757812 228.0 635.3295288085938 109.0 681.3372192382812 408.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846367 PEPMASS=355.116913 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_RA6_01_2968.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169692-02!1,7,8-trihydroxy-3-methyl-2,3,4,7-tetrahydro-1H-benzo[a]anthracen-12-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CC(O)C2=C3C(=O)C4=C(C(O)C3=CC=C2C1)C(O)=CC=C4 INCHI=InChI=1S/C19H18O4/c1-9-7-10-5-6-12-17(15(10)14(21)8-9)19(23)11-3-2-4-13(20)16(11)18(12)22/h2-6,9,14,18,20-22H,7-8H2,1H3 INCHIAUX=FDVOVSCQDWKKHH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846367 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846367 SCANS=371 187.6438751220703 163.0 265.1269226074219 135.0 273.049072265625 184.0 279.0828552246094 284.0 281.12139892578125 1193.0 291.099853515625 620.0 307.0975036621094 208.0 308.1048278808594 433.0 309.11395263671875 4736.0 320.160888671875 76.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846369 PEPMASS=532.089111 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_RA6_01_2968.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380406-01!3-[(2,3,4a,8,12b-pentahydroxy-3-methyl-1,7,12-trioxo-2,4-dihydrobenzo[a]anthracen-5-yl)sulfanyl]-2-acetamidopropanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)NC(CSC1=CC2=C(C(=O)C3=CC=CC(O)=C3C2=O)C4(O)C(=O)C(O)C(C)(O)CC14O)C(O)=O INCHI=InChI=1S/C24H23NO11S/c1-9(26)25-12(21(32)33)7-37-14-6-11-16(18(29)10-4-3-5-13(27)15(10)17(11)28)24(36)20(31)19(30)22(2,34)8-23(14,24)35/h3-6,12,19,27,30,34-36H,7-8H2,1-2H3,(H,25,26)(H,32,33) INCHIAUX=WLQREUAHQSBKHB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846369 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846369 SCANS=215 137.4027557373047 57.0 155.03187561035156 251.0 162.02182006835938 524.0 193.3038787841797 72.0 211.04144287109375 265.0 225.05511474609375 200.0 227.02671813964844 180.0 239.0299530029297 296.0 241.00897216796875 199.0 242.00991821289062 75.0 253.04879760742188 236.0 255.0292205810547 94.0 259.0005187988281 209.0 268.0380554199219 215.0 269.0484924316406 384.0 273.0577392578125 95.0 279.0668029785156 142.0 281.03839111328125 154.0 283.01202392578125 86.0 285.0251159667969 1883.0 288.0151062011719 266.0 289.02294921875 262.0 297.04205322265625 2095.0 307.06378173828125 416.0 308.0322570800781 1088.0 309.034912109375 520.0 310.0191345214844 172.0 311.0417785644531 239.0 323.0321350097656 52.0 325.0685119628906 1605.0 327.0304870605469 388.0 329.0549011230469 306.0 334.0482482910156 83.0 341.0473327636719 991.0 351.0452575683594 213.0 369.0639953613281 1594.0 385.0404968261719 542.0 403.04937744140625 5811.0 491.0570373535156 217.0 531.0636596679688 145.0 532.1072387695312 186.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846371 PEPMASS=637.174622 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_RA6_01_2968.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380491-01!7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methoxy-3-(4-methoxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2=COC3=CC(O[C@@H]4O[C@H](CO[C@@H]5OC[C@](O)(CO)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)=C(OC)C=C3C2=O INCHI=InChI=1S/C28H32O14/c1-36-14-5-3-13(4-6-14)16-9-38-17-8-19(18(37-2)7-15(17)21(16)30)41-26-24(33)23(32)22(31)20(42-26)10-39-27-25(34)28(35,11-29)12-40-27/h3-9,20,22-27,29,31-35H,10-12H2,1-2H3/t20-,22-,23+,24-,25+,26-,27-,28-/m1/s1 INCHIAUX=MZJUGRMCXKZMOG-QMVDJANMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846371 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846371 SCANS=265 105.85296630859375 168.0 147.00514221191406 90.0 147.18466186523438 126.0 147.41818237304688 106.0 148.9422607421875 59.0 149.0722198486328 135.0 150.49581909179688 121.0 155.56280517578125 126.0 163.0037841796875 514.0 165.84878540039062 148.0 195.04702758789062 382.0 225.0640869140625 152.0 239.04896545410156 253.0 254.05575561523438 603.0 254.07810974121094 540.0 267.0213928222656 498.0 281.04791259765625 368.0 282.05438232421875 8107.0 293.0971984863281 193.0 296.43267822265625 192.0 297.0773620605469 31651.0 307.1166687011719 247.0 363.0915222167969 255.0 541.6857299804688 82.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846373 PEPMASS=915.275635 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_RA6_01_2968.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380494-01!3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)C=C3OC(C4=CC=C(O)C=C4)=C(O[C@@H]5O[C@H](CO[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)[C@@H](O)[C@H](O)[C@H]5O[C@@H]7O[C@@H](C)[C@H](O)[C@@H](O)[C@H]7O)C(=O)C3=C1O INCHI=InChI=1S/C40H52O24/c1-11-20(42)26(48)30(52)37(57-11)56-10-18-23(45)29(51)36(64-39-32(54)28(50)22(44)13(3)59-39)40(62-18)63-35-25(47)19-16(60-33(35)14-5-7-15(41)8-6-14)9-17(34(55-4)24(19)46)61-38-31(53)27(49)21(43)12(2)58-38/h5-9,11-13,18,20-23,26-32,36-46,48-54H,10H2,1-4H3/t11-,12-,13-,18+,20-,21-,22-,23+,26+,27+,28+,29-,30+,31+,32+,36+,37+,38-,39-,40-/m0/s1 INCHIAUX=TXZUPPVCNIMVHW-AJMZACEDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846373 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846373 SCANS=149 110.0040512084961 613.0 142.1992950439453 125.0 143.04689025878906 249.0 150.9982452392578 252.0 151.9413299560547 203.0 152.0034942626953 116.0 152.80979919433594 189.0 165.9868927001953 550.0 166.99880981445312 263.0 167.25006103515625 169.0 168.1942138671875 138.0 171.1834259033203 183.0 173.52880859375 78.0 176.4458770751953 269.0 181.0075225830078 258.0 209.00619506835938 276.0 214.0314178466797 206.0 215.03660583496094 491.0 227.04275512695312 208.0 239.0272674560547 198.0 243.02761840820312 1511.0 244.03790283203125 541.0 253.0382843017578 244.0 267.0228271484375 227.0 269.02392578125 114.0 269.5451354980469 159.0 270.020751953125 4964.0 271.02587890625 4267.0 272.03125 600.0 282.52020263671875 218.0 285.03729248046875 952.0 287.06597900390625 284.0 291.1121826171875 227.0 298.0103759765625 5485.0 299.018798828125 12928.0 299.1300964355469 75.0 300.0282897949219 2950.0 300.25701904296875 76.0 301.02984619140625 355.0 304.0231628417969 417.0 311.0529479980469 299.0 312.1978759765625 84.0 313.035888671875 18661.0 313.1439208984375 142.0 313.59912109375 54.0 314.04302978515625 13756.0 314.4552307128906 84.0 314.58782958984375 157.0 314.94024658203125 75.0 315.0520935058594 4157.0 317.0623474121094 333.0 317.113037109375 81.0 317.7578430175781 84.0 339.04779052734375 193.0 357.0608215332031 560.0 394.64715576171875 421.0 423.06298828125 165.0 459.1161193847656 264.0 460.0979919433594 2411.0 461.1103515625 825.0 462.1190185546875 322.0 549.1109008789062 142.0 599.0782470703125 149.0 605.1532592773438 392.0 623.1487426757812 267.0 768.0450439453125 60.0 769.22021484375 20250.0 769.6325073242188 124.0 769.7662963867188 177.0 770.224609375 5191.0 770.5556640625 103.0 770.596923828125 159.0 775.1920776367188 187.0 799.485595703125 74.0 915.2816162109375 3543.0 916.2796630859375 593.0 917.2820434570312 118.0 921.77294921875 149.0 1388.54833984375 207.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846375 PEPMASS=725.188538 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_GA3_01_3197.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385688-01!3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]5OC[C@](O)(CO)[C@H]5O)=C(OC3=C2)C6=CC=C(O)C=C6)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C32H38O19/c1-11-19(37)22(40)24(42)29(46-11)47-14-6-15(36)18-16(7-14)48-25(12-2-4-13(35)5-3-12)26(21(18)39)50-30-27(23(41)20(38)17(8-33)49-30)51-31-28(43)32(44,9-34)10-45-31/h2-7,11,17,19-20,22-24,27-31,33-38,40-44H,8-10H2,1H3/t11-,17+,19-,20+,22+,23-,24+,27+,28-,29-,30-,31-,32+/m0/s1 INCHIAUX=ULOAWPSYNSJWGI-FLSZNSENSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846375 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846375 SCANS=168 104.26828002929688 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146.0 580.135498046875 1532.0 621.1492309570312 176.0 710.4599609375 438.0 725.1931762695312 4489.0 726.1725463867188 227.0 1101.020751953125 211.0 1800.358154296875 211.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846377 PEPMASS=771.194214 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_GA3_01_3197.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385688-01!3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]5OC[C@](O)(CO)[C@H]5O)=C(OC3=C2)C6=CC=C(O)C=C6)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C32H38O19/c1-11-19(37)22(40)24(42)29(46-11)47-14-6-15(36)18-16(7-14)48-25(12-2-4-13(35)5-3-12)26(21(18)39)50-30-27(23(41)20(38)17(8-33)49-30)51-31-28(43)32(44,9-34)10-45-31/h2-7,11,17,19-20,22-24,27-31,33-38,40-44H,8-10H2,1H3/t11-,17+,19-,20+,22+,23-,24+,27+,28-,29-,30-,31-,32+/m0/s1 INCHIAUX=ULOAWPSYNSJWGI-FLSZNSENSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846377 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846377 SCANS=169 103.83263397216797 96.0 106.9586181640625 189.0 141.0188751220703 181.0 151.00314331054688 265.0 170.48268127441406 65.0 178.99609375 230.0 189.05792236328125 236.0 208.0264434814453 258.0 213.0592041015625 224.0 225.730224609375 229.0 225.89413452148438 115.0 226.78953552246094 65.0 227.03656005859375 1697.0 229.05978393554688 184.0 239.0224609375 188.0 251.4130859375 153.0 255.0292205810547 2721.0 256.0316467285156 625.0 283.02667236328125 8689.0 284.0315246582031 13474.0 285.0427551269531 3980.0 285.7437744140625 85.0 309.04144287109375 232.0 309.3605651855469 175.0 316.84539794921875 217.0 321.0612487792969 255.0 339.0506896972656 156.0 347.1102294921875 114.0 367.2978210449219 70.0 387.06390380859375 106.0 403.1348571777344 225.0 429.07867431640625 223.0 429.2535400390625 111.0 430.0913391113281 2976.0 431.0939636230469 181.0 432.1258544921875 173.0 466.64532470703125 94.0 577.3590698242188 132.0 577.9578247070312 98.0 578.246337890625 175.0 578.4324951171875 71.0 578.8897094726562 163.0 579.0191650390625 303.0 579.1362915039062 21611.0 580.1456298828125 1863.0 580.5769653320312 130.0 583.1891479492188 269.0 585.49560546875 79.0 723.4658203125 63.0 725.199462890625 7400.0 726.1813354492188 907.0 752.2847290039062 139.0 768.1692504882812 168.0 919.2451782226562 260.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846379 PEPMASS=889.474365 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_GA3_01_3197.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385715-01! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H](CC[C@@](O)(CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(C)C)[C@H]2CC[C@@]3(C)[C@@H]4CCC5[C@]6(C[C@@]46CC[C@]23C)[C@@H](O)C[C@H](O)[C@@]5(C)C(=O)O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O INCHI=InChI=1S/C43H72O16/c1-20(2)42(55,19-56-35-33(52)31(50)29(48)23(16-44)57-35)12-9-21(3)22-10-11-39(5)25-7-8-26-40(6,37(54)59-36-34(53)32(51)30(49)24(17-45)58-36)27(46)15-28(47)43(26)18-41(25,43)14-13-38(22,39)4/h20-36,44-53,55H,7-19H2,1-6H3/t21-,22-,23-,24-,25+,26?,27+,28+,29-,30-,31+,32+,33-,34-,35-,36+,38-,39+,40+,41+,42-,43-/m1/s1 INCHIAUX=NUJWBDOJBSCJEG-APIXVDCNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846379 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846379 SCANS=288 71.0180435180664 86.0 73.03369140625 210.0 87.01496124267578 313.0 89.02597045898438 873.0 98.41783905029297 82.0 101.02515411376953 500.0 101.08769989013672 52.0 104.8718032836914 99.0 113.0233383178711 818.0 119.03897857666016 1136.0 131.03787231445312 215.0 143.0391387939453 579.0 149.04661560058594 707.0 161.04623413085938 1579.0 163.00421142578125 293.0 179.05406188964844 2488.0 233.10401916503906 292.0 237.19139099121094 185.0 251.0740203857422 157.0 291.87164306640625 195.0 303.2726745605469 201.0 312.45428466796875 130.0 317.35748291015625 217.0 317.8918151855469 66.0 322.8758544921875 269.0 324.3440856933594 366.0 325.918212890625 314.0 326.2987365722656 225.0 326.89068603515625 227.0 327.6875915527344 230.0 330.6634216308594 199.0 333.9495849609375 420.0 339.44342041015625 93.0 339.9399719238281 67.0 344.747314453125 158.0 346.7873840332031 201.0 351.01416015625 232.0 351.2791748046875 136.0 354.6972961425781 80.0 360.6009521484375 329.0 383.28900146484375 169.0 398.6286926269531 284.0 401.3074951171875 149.0 411.3219299316406 234.0 413.3120422363281 194.0 427.301025390625 177.0 437.3531494140625 119.0 455.3163146972656 107.0 463.6632080078125 235.0 475.3659362792969 391.0 483.3539733886719 164.0 492.4783630371094 145.0 501.3661804199219 1864.0 502.3822326660156 186.0 519.376220703125 2022.0 589.4340209960938 75.0 636.0352172851562 162.0 636.4387817382812 198.0 637.3948974609375 2767.0 639.3780517578125 85.0 640.39599609375 94.0 661.3952026367188 128.0 663.4108276367188 5396.0 664.4063720703125 493.0 667.2337646484375 378.0 672.73486328125 140.0 678.8001098632812 102.0 678.9102783203125 75.0 679.406494140625 2272.0 679.5634765625 116.0 680.2241821289062 225.0 680.3406982421875 297.0 680.3997192382812 1549.0 680.7551879882812 101.0 680.8093872070312 159.0 680.9024658203125 269.0 681.0293579101562 486.0 681.1834716796875 91.0 681.4215698242188 103612.0 681.6721801757812 232.0 682.118408203125 206.0 682.4255981445312 19372.0 682.8573608398438 119.0 683.4207153320312 649.0 683.4798583984375 137.0 683.6672973632812 128.0 686.1881713867188 216.0 973.3528442382812 207.0 1099.2723388671875 114.0 1827.897705078125 447.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846381 PEPMASS=331.079224 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_BE9_01_3275.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169280-03!methyl 2-(2,6-dihydroxy-4-methylbenzoyl)-3-hydroxy-5-methoxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1=C(C(=O)C2=C(O)C=C(C)C=C2O)C(O)=CC(OC)=C1 INCHI=InChI=1S/C17H16O7/c1-8-4-11(18)15(12(19)5-8)16(21)14-10(17(22)24-3)6-9(23-2)7-13(14)20/h4-7,18-20H,1-3H3 INCHIAUX=XKIBNYJGNBTYMP-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846381 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846381 SCANS=293 122.03621673583984 179.0 123.04505920410156 318.0 139.03884887695312 321.0 149.0250244140625 228.0 165.01637268066406 132.0 181.05157470703125 1041.0 253.416259765625 102.0 284.0351867675781 308.0 299.05523681640625 516.0 331.078369140625 520.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846383 PEPMASS=389.120392 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_BE9_01_3275.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180657-03!(3S,6R,6aS,7S)-6,6a,7,8-tetrahydroxy-3-methyl-3,4,5,6,7,12a-hexahydro-2H-benzo[a]anthracene-1,12-dione [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CC(=O)C2=C(C1)C[C@@H](O)[C@]3(O)[C@@H](O)C4=C(C=CC=C4O)C(=O)C23 INCHI=InChI=1S/C19H20O6/c1-8-5-9-7-13(22)19(25)16(14(9)12(21)6-8)17(23)10-3-2-4-11(20)15(10)18(19)24/h2-4,8,13,16,18,20,22,24-25H,5-7H2,1H3/t8-,13+,16?,18-,19+/m0/s1 INCHIAUX=PKPHZFVECLENRP-QDWLCUAPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846383 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846383 SCANS=204 121.03128051757812 205.0 149.02056884765625 513.0 154.3863067626953 94.0 175.0745086669922 643.0 281.0910339355469 379.0 295.0964050292969 506.0 297.1213073730469 526.0 307.0825500488281 145.0 325.1073303222656 460.0 343.1134948730469 775.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846385 PEPMASS=585.320068 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_BE9_01_3275.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180613-03!1,11,22-trihydroxy-1,6,11,16,22,27-hexazacyclodotriacontane-2,5,12,15,23,26-hexone [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=ON1CCCCCNC(=O)CCC(=O)N(O)CCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC1=O INCHI=InChI=1S/C26H46N6O9/c33-21-9-12-24(36)30(39)18-6-2-4-16-28-22(34)10-14-26(38)32(41)20-8-5-17-29-23(35)11-13-25(37)31(40)19-7-1-3-15-27-21/h39-41H,1-20H2,(H,27,33)(H,28,34)(H,29,35) INCHIAUX=SXTGVXKFOVZYIK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846385 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846385 SCANS=179 90.58866119384766 91.0 98.0251235961914 3560.0 98.15876007080078 58.0 100.97000122070312 121.0 110.02518463134766 268.0 112.87640380859375 172.0 114.48977661132812 251.0 114.88389587402344 220.0 114.92938232421875 90.0 117.11104583740234 149.0 136.07400512695312 838.0 142.0538787841797 226.0 149.06838989257812 935.0 151.08535766601562 548.0 153.10389709472656 1020.0 155.11790466308594 2045.0 157.09715270996094 461.0 163.08380126953125 1007.0 167.03822326660156 83.0 167.0828857421875 4166.0 167.16854858398438 237.0 169.09786987304688 240.0 170.08383178710938 264.0 171.09793090820312 168.0 179.0794219970703 564.0 179.11602783203125 259.0 181.09889221191406 10180.0 181.14593505859375 123.0 182.10000610351562 111.0 183.1147918701172 1183.0 184.12152099609375 183.0 185.09300231933594 8196.0 187.1100311279297 218.0 188.0252227783203 111.0 193.1367950439453 166.0 194.46798706054688 162.0 195.11183166503906 218.0 199.1082763671875 9997.0 201.1225128173828 345.0 203.10577392578125 1800.0 206.0184783935547 199.0 216.10769653320312 513.0 217.11985778808594 7791.0 220.49229431152344 164.0 233.90394592285156 140.0 235.10794067382812 172.0 265.1214599609375 306.0 281.31695556640625 131.0 291.7550964355469 163.0 326.1630554199219 80.0 339.2615966796875 207.0 367.21929931640625 425.0 383.2330322265625 363.0 385.20635986328125 5364.0 388.7770690917969 61.0 399.2225036621094 2950.0 403.2259826660156 723.0 416.2301940917969 243.0 417.22735595703125 466.0 512.2723388671875 161.0 567.321533203125 170.0 584.7804565429688 135.0 584.9962158203125 285.0 585.32421875 13780.0 586.26953125 83.0 586.3308715820312 245.0 589.5001220703125 113.0 599.958251953125 164.0 1882.7762451171875 157.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846387 PEPMASS=621.2948 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_BE9_01_3275.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180613-03!1,11,22-trihydroxy-1,6,11,16,22,27-hexazacyclodotriacontane-2,5,12,15,23,26-hexone [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=ON1CCCCCNC(=O)CCC(=O)N(O)CCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC1=O INCHI=InChI=1S/C26H46N6O9/c33-21-9-12-24(36)30(39)18-6-2-4-16-28-22(34)10-14-26(38)32(41)20-8-5-17-29-23(35)11-13-25(37)31(40)19-7-1-3-15-27-21/h39-41H,1-20H2,(H,27,33)(H,28,34)(H,29,35) INCHIAUX=SXTGVXKFOVZYIK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846387 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846387 SCANS=183 98.02035522460938 216.0 163.0897674560547 225.0 167.08377075195312 706.0 181.1006622314453 1062.0 183.10813903808594 278.0 185.0976104736328 466.0 187.11138916015625 104.0 199.10519409179688 138.0 203.10137939453125 178.0 203.12034606933594 190.0 244.34124755859375 66.0 275.627685546875 76.0 303.2051696777344 144.0 369.2124328613281 201.0 385.2113037109375 560.0 399.22039794921875 196.0 585.3221435546875 1902.0 586.31787109375 251.0 1425.190185546875 71.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846389 PEPMASS=479.223511 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G4_BG4_01_3282.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380375-01!6-[(4E,6E)-2,3-dihydroxy-4,6-dimethyl-7-(1,2,4-trimethyl-3,6-dioxabicyclo[3.1.0]hexan-4-yl)hepta-4,6-dien-2-yl]-4-methoxy-3,5-dimethylpyran-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C)C(=O)OC(=C1C)C(C)(O)C(O)C(\C)=C\C(C)=C\C2(C)OC(C)C3(C)OC23 INCHI=InChI=1S/C24H34O7/c1-12(11-22(6)21-24(8,31-21)16(5)30-22)10-13(2)18(25)23(7,27)19-14(3)17(28-9)15(4)20(26)29-19/h10-11,16,18,21,25,27H,1-9H3/b12-11+,13-10+ INCHIAUX=UXTZIHZDUIRZDY-JASOSIDASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846389 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846389 SCANS=342 139.0410919189453 1030.0 140.04757690429688 271.0 150.03390502929688 331.0 153.05850219726562 574.0 153.08828735351562 608.0 165.05499267578125 670.0 167.03912353515625 175.0 181.05136108398438 759.0 182.05628967285156 523.0 197.0865478515625 3174.0 726.745849609375 74.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846391 PEPMASS=523.160828 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G4_BG4_01_3282.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180025-03!(2R,3S,4S,5R,6S)-2-[[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-(3,4,5-trimethoxyphenoxy)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O[C@@H]2O[C@H](CO[C@H]3OC[C@](O)(CO)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1OC INCHI=InChI=1S/C20H30O13/c1-27-10-4-9(5-11(28-2)16(10)29-3)32-18-15(24)14(23)13(22)12(33-18)6-30-19-17(25)20(26,7-21)8-31-19/h4-5,12-15,17-19,21-26H,6-8H2,1-3H3/t12-,13-,14+,15-,17+,18-,19+,20-/m1/s1 INCHIAUX=CKGKQISENBKOCA-NHBPFIHPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846391 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846391 SCANS=163 76.35540771484375 116.0 115.0405044555664 233.0 125.02471160888672 851.0 143.03663635253906 417.0 149.04705810546875 1535.0 153.0204620361328 451.0 155.03225708007812 154.0 166.65599060058594 385.0 167.48875427246094 123.0 168.043212890625 842.0 175.0585174560547 223.0 175.1387481689453 78.0 183.06349182128906 433.0 191.05006408691406 208.0 233.06788635253906 1378.0 293.09014892578125 3871.0 367.9867248535156 264.0 477.1659240722656 466.0 498.6148986816406 129.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846393 PEPMASS=765.158447 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G4_BG4_01_3282.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380374-01!2,3,4-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-5-(2-methylpropanoyloxy)hexanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(=O)OC(C(OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(OC(=O)\C=C\C3=CC(O)=C(O)C=C3)C(O)=O)C(O)=O INCHI=InChI=1S/C37H34O18/c1-18(2)37(51)55-34(36(49)50)32(53-29(45)13-7-20-4-10-23(39)26(42)16-20)31(52-28(44)12-6-19-3-9-22(38)25(41)15-19)33(35(47)48)54-30(46)14-8-21-5-11-24(40)27(43)17-21/h3-18,31-34,38-43H,1-2H3,(H,47,48)(H,49,50)/b12-6+,13-7+,14-8+ INCHIAUX=RIVNVLITMUKUQK-HSKKGTKSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846393 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846393 SCANS=293 83.01386260986328 578.0 85.03113555908203 1095.0 85.61323547363281 57.0 87.04658508300781 562.0 103.00643157958984 248.0 106.0378646850586 265.0 111.01029968261719 914.0 127.07470703125 814.0 129.0212860107422 2134.0 129.05868530273438 293.0 135.04615783691406 2226.0 146.55728149414062 87.0 147.02919006347656 1904.0 148.6694793701172 90.0 148.87722778320312 327.0 149.699462890625 148.0 150.15663146972656 68.0 153.03936767578125 119.0 155.06886291503906 1976.0 161.02374267578125 2240.0 163.04638671875 241.0 170.4335174560547 282.0 173.00877380371094 766.0 179.03201293945312 1778.0 191.0207061767578 9659.0 199.0618133544922 433.0 217.07064819335938 1143.0 218.59814453125 85.0 224.49505615234375 246.0 243.05108642578125 637.0 247.06130981445312 180.0 261.0609436035156 2813.0 264.0993957519531 215.0 278.4731750488281 139.0 278.8782958984375 99.0 279.0727844238281 34800.0 279.97613525390625 64.0 280.0799865722656 988.0 280.4747009277344 158.0 281.8936767578125 169.0 298.3535461425781 64.0 318.1022644042969 211.0 353.0561828613281 1425.0 379.09979248046875 206.0 423.080810546875 162.0 423.1182556152344 205.0 439.4301452636719 108.0 440.173828125 181.0 441.103271484375 10076.0 442.103515625 125.0 515.0819702148438 230.0 603.1341552734375 1179.0 604.1415405273438 250.0 765.1932373046875 139.0 1353.2244873046875 205.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846395 PEPMASS=797.206543 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G4_BG4_01_3282.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384599-01![3,4-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2C(O)C(O)C(COC(C)=O)OC2OC3=C(OC4=CC(OC5OC(CO)C(O)C(O)C5O)=CC(O)=C4C3=O)C6=CC=C(O)C=C6)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C35H42O21/c1-11-21(40)25(44)28(47)33(50-11)56-32-27(46)23(42)19(10-49-12(2)37)54-35(32)55-31-24(43)20-16(39)7-15(51-34-29(48)26(45)22(41)18(9-36)53-34)8-17(20)52-30(31)13-3-5-14(38)6-4-13/h3-8,11,18-19,21-23,25-29,32-36,38-42,44-48H,9-10H2,1-2H3/t11-,18?,19?,21-,22?,23?,25+,26?,27?,28+,29?,32?,33-,34?,35?/m0/s1 INCHIAUX=HRRAIHOSJIFLNS-FXFIXYPNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846395 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846395 SCANS=179 118.52713012695312 93.0 150.99974060058594 76.0 179.02220153808594 156.0 283.0225830078125 2560.0 284.0334167480469 2388.0 285.04248046875 398.0 325.3481750488281 222.0 326.0479431152344 992.0 388.184814453125 99.0 400.5893249511719 246.0 416.7820739746094 264.0 446.0835266113281 2372.0 575.1160278320312 449.0 575.1622314453125 124.0 630.306396484375 114.0 634.8123779296875 59.0 635.1561889648438 8044.0 636.16650390625 814.0 659.026123046875 82.0 677.166259765625 165.0 677.232177734375 159.0 678.1761474609375 141.0 695.1486206054688 190.0 725.7161254882812 71.0 737.2120361328125 109.0 795.5291137695312 165.0 795.9931030273438 97.0 797.2095336914062 4867.0 797.58056640625 385.0 798.216796875 701.0 815.2244262695312 64.0 862.3161010742188 87.0 1263.5045166015625 161.0 1292.1212158203125 52.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846398 PEPMASS=843.211975 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G4_BG4_01_3282.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384599-01![3,4-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2C(O)C(O)C(COC(C)=O)OC2OC3=C(OC4=CC(OC5OC(CO)C(O)C(O)C5O)=CC(O)=C4C3=O)C6=CC=C(O)C=C6)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C35H42O21/c1-11-21(40)25(44)28(47)33(50-11)56-32-27(46)23(42)19(10-49-12(2)37)54-35(32)55-31-24(43)20-16(39)7-15(51-34-29(48)26(45)22(41)18(9-36)53-34)8-17(20)52-30(31)13-3-5-14(38)6-4-13/h3-8,11,18-19,21-23,25-29,32-36,38-42,44-48H,9-10H2,1-2H3/t11-,18?,19?,21-,22?,23?,25+,26?,27?,28+,29?,32?,33-,34?,35?/m0/s1 INCHIAUX=HRRAIHOSJIFLNS-FXFIXYPNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846398 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846398 SCANS=175 104.93045043945312 165.0 127.43025207519531 138.0 158.4408721923828 58.0 178.99951171875 411.0 211.03860473632812 300.0 212.0477752685547 425.0 218.5345001220703 59.0 227.03439331054688 508.0 229.04823303222656 224.0 255.02911376953125 1817.0 256.0437927246094 422.0 283.0251770019531 11714.0 284.0330505371094 6142.0 285.0376281738281 1989.0 285.9691467285156 144.0 296.0242004394531 216.0 300.7800598144531 314.0 311.91522216796875 70.0 312.017578125 154.0 325.0086364746094 337.0 326.04119873046875 322.0 327.1088562011719 200.0 379.17706298828125 254.0 440.1318054199219 132.0 445.0835876464844 188.0 445.5510559082031 162.0 446.0836486816406 6319.0 446.82879638671875 122.0 448.1014404296875 177.0 448.40228271484375 98.0 531.1009521484375 243.0 635.1600341796875 12822.0 636.165283203125 1668.0 639.3038330078125 205.0 651.1597290039062 129.0 677.1614379882812 437.0 797.2139892578125 5101.0 798.2198486328125 391.0 798.2776489257812 219.0 799.2259521484375 206.0 1375.9407958984375 102.0 1532.988525390625 79.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846400 PEPMASS=445.109589 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E12_BE12_01_3278.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00161931-02!4-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O)C2C3C(COC3=O)CC4=C2C=C5OCOC5=C4O INCHI=InChI=1S/C21H20O8/c1-25-13-4-9(5-14(26-2)19(13)23)16-11-6-15-20(29-8-28-15)18(22)12(11)3-10-7-27-21(24)17(10)16/h4-6,10,16-17,22-23H,3,7-8H2,1-2H3 INCHIAUX=JGGWNGRBXJWAOC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846400 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846400 SCANS=273 79.9354248046875 125.0 190.06719970703125 225.0 257.0384521484375 123.0 272.06048583984375 225.0 309.0690612792969 298.0 323.0601806640625 199.0 341.06915283203125 102.0 370.1033935546875 157.0 371.11444091796875 109.0 384.108154296875 185.0 396.7456970214844 223.0 398.00518798828125 288.0 399.1095886230469 4792.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846402 PEPMASS=521.125793 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E12_BE12_01_3278.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384616-01!5-hydroxy-6,7-dimethoxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(OC)C(O)=C2C(=O)C=C(OC2=C1)C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3 INCHI=InChI=1S/C23H24O11/c1-30-15-8-14-17(19(27)22(15)31-2)12(25)7-13(33-14)10-3-5-11(6-4-10)32-23-21(29)20(28)18(26)16(9-24)34-23/h3-8,16,18,20-21,23-24,26-29H,9H2,1-2H3/t16-,18-,20+,21-,23-/m1/s1 INCHIAUX=RETJLKUBHXTIGH-FZFRBNDOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846402 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846402 SCANS=244 255.0275421142578 171.0 269.0448303222656 420.0 283.0240173339844 1372.0 298.05218505859375 563.0 311.0554504394531 324.0 312.05877685546875 110.0 312.7808837890625 149.0 313.07269287109375 8872.0 355.0835266113281 369.0 460.1029052734375 336.0 475.1409912109375 846.0 892.9561767578125 247.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846404 PEPMASS=558.29718 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E12_BE12_01_3278.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380158-01!2-[2-[2-[[2-[2-(2-hydroxypropanoylamino)-3-methylbutanoyl]oxy-3-methylbutanoyl]amino]-3-methylbutanoyl]oxypropanoylamino]-3-methylbutanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(NC(=O)C(C)OC(=O)C(NC(=O)C(OC(=O)C(NC(=O)C(C)O)C(C)C)C(C)C)C(C)C)C(O)=O INCHI=InChI=1S/C26H45N3O10/c1-11(2)17(24(34)35)27-22(32)16(10)38-25(36)18(12(3)4)29-23(33)20(14(7)8)39-26(37)19(13(5)6)28-21(31)15(9)30/h11-20,30H,1-10H3,(H,27,32)(H,28,31)(H,29,33)(H,34,35) INCHIAUX=YBUWNKPGCLTWJO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846404 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846404 SCANS=334 71.04983520507812 236.0 77.67737579345703 186.0 80.32322692871094 117.0 89.49755096435547 165.0 90.9631118774414 98.0 95.88172912597656 271.0 116.07288360595703 1525.0 117.05335998535156 210.0 144.10140991210938 765.0 155.0592803955078 282.0 155.10902404785156 235.0 156.70208740234375 75.0 172.13546752929688 829.0 188.09213256835938 14886.0 188.92417907714844 164.0 190.9972686767578 227.0 216.12448120117188 14905.0 217.12936401367188 266.0 266.82818603515625 123.0 269.19146728515625 242.0 287.16552734375 222.0 315.2024230957031 295.0 315.2823791503906 219.0 386.21630859375 119.0 387.2121276855469 7252.0 387.9372863769531 183.0 458.268310546875 184.0 558.3024291992188 11767.0 663.5886840820312 114.0 897.9818115234375 230.0 1424.1834716796875 252.0 1818.591552734375 128.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846406 PEPMASS=594.273865 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E12_BE12_01_3278.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380158-01!2-[2-[2-[[2-[2-(2-hydroxypropanoylamino)-3-methylbutanoyl]oxy-3-methylbutanoyl]amino]-3-methylbutanoyl]oxypropanoylamino]-3-methylbutanoic acid [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(NC(=O)C(C)OC(=O)C(NC(=O)C(OC(=O)C(NC(=O)C(C)O)C(C)C)C(C)C)C(C)C)C(O)=O INCHI=InChI=1S/C26H45N3O10/c1-11(2)17(24(34)35)27-22(32)16(10)38-25(36)18(12(3)4)29-23(33)20(14(7)8)39-26(37)19(13(5)6)28-21(31)15(9)30/h11-20,30H,1-10H3,(H,27,32)(H,28,31)(H,29,33)(H,34,35) INCHIAUX=YBUWNKPGCLTWJO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846406 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846406 SCANS=338 89.02781677246094 360.0 154.12060546875 80.0 172.140869140625 263.0 188.09197998046875 3408.0 216.12918090820312 769.0 369.20635986328125 294.0 387.2139587402344 865.0 558.3074951171875 2965.0 560.2789916992188 162.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846408 PEPMASS=755.233093 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E12_BE12_01_3278.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168920-03![4-[4,5-dihydroxy-6-methyl-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(O)C(OCCC3=CC(O)=C(O)C=C3)OC(CO)C2OC(=O)\C=C\C4=CC(O)=C(O)C=C4)C(OC5OCC(O)C(O)C5O)C(O)C1O INCHI=InChI=1S/C34H44O19/c1-14-24(42)26(44)31(53-32-27(45)25(43)21(40)13-48-32)34(49-14)52-30-28(46)33(47-9-8-16-3-6-18(37)20(39)11-16)50-22(12-35)29(30)51-23(41)7-4-15-2-5-17(36)19(38)10-15/h2-7,10-11,14,21-22,24-40,42-46H,8-9,12-13H2,1H3/b7-4+ INCHIAUX=UDHCHDJLZGYDDM-QPJJXVBHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846408 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846408 SCANS=181 72.21170806884766 80.0 85.02885437011719 346.0 89.02609252929688 565.0 95.01463317871094 277.0 95.10053253173828 154.0 113.02422332763672 1256.0 119.03387451171875 230.0 123.04505157470703 687.0 125.02582550048828 1454.0 127.04670715332031 292.0 133.0286407470703 3669.0 134.03465270996094 399.0 135.0453643798828 3178.0 135.1004638671875 113.0 137.02403259277344 170.0 141.94100952148438 110.0 149.04493713378906 1048.0 150.858642578125 127.0 151.0369873046875 289.0 153.05392456054688 738.0 157.78688049316406 161.0 160.02334594726562 247.0 160.4755096435547 137.0 160.49911499023438 148.0 161.0243682861328 49051.0 161.0799560546875 104.0 161.11407470703125 88.0 161.21969604492188 152.0 162.03768920898438 264.0 163.321533203125 76.0 179.03770446777344 958.0 181.04180908203125 275.0 183.0417022705078 218.0 215.0709686279297 126.0 227.0395965576172 206.0 235.0995635986328 361.0 261.0691833496094 434.0 263.0873718261719 51.0 280.3427734375 207.0 282.850341796875 308.0 283.4129638671875 409.0 286.1781921386719 130.0 315.11187744140625 549.0 348.99542236328125 122.0 349.636962890625 145.0 362.98663330078125 128.0 369.12017822265625 207.0 370.4758605957031 180.0 384.8113708496094 211.0 429.1510009765625 367.0 447.15057373046875 957.0 460.8489074707031 224.0 575.1932373046875 223.0 593.1185302734375 197.0 593.2077026367188 12539.0 594.2086791992188 411.0 624.2102661132812 246.0 744.2376098632812 109.0 744.9172973632812 100.0 745.9815063476562 83.0 753.918701171875 96.0 754.609619140625 85.0 754.7843627929688 77.0 754.85400390625 111.0 754.945556640625 133.0 755.125 109.0 755.2415161132812 29830.0 755.69091796875 244.0 756.0220336914062 55.0 756.24169921875 4333.0 756.3557739257812 165.0 757.236083984375 301.0 758.9376220703125 94.0 759.4332885742188 123.0 759.9279174804688 180.0 760.0771484375 67.0 760.74072265625 233.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846410 PEPMASS=479.08139 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C2_RC2_01_2979.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180655-02!5,7-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(OC3=C(C2=O)C(O)=CC(O)=C3)C4=CC(O)=C(O)C(O)=C4)[C@H](O)[C@@H](O)[C@H]1O INCHI=InChI=1S/C21H20O13/c22-5-12-15(28)17(30)18(31)21(33-12)34-20-16(29)13-8(24)3-7(23)4-11(13)32-19(20)6-1-9(25)14(27)10(26)2-6/h1-4,12,15,17-18,21-28,30-31H,5H2/t12-,15+,17+,18-,21+/m1/s1 INCHIAUX=FOHXFLPXBUAOJM-MGMURXEASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846410 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846410 SCANS=178 177.01683044433594 197.0 178.99658203125 797.0 179.5848388671875 209.0 204.04139709472656 151.0 219.0298309326172 125.0 252.18453979492188 160.0 259.023193359375 438.0 270.0169677734375 597.0 271.0262756347656 814.0 287.0228271484375 590.0 316.0242919921875 8806.0 316.1575622558594 404.0 317.0314025878906 2233.0 477.89959716796875 85.0 478.2811584472656 207.0 478.6745300292969 214.0 479.08489990234375 5186.0 480.08563232421875 177.0 852.7055053710938 125.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846412 PEPMASS=577.154297 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C2_RC2_01_2979.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168820-02!5-hydroxy-2-(4-hydroxyphenyl)-3,7-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=CC3=C(C(O)=C2)C(=O)C(O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)=C(O3)C5=CC=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O14/c1-9-17(30)20(33)22(35)26(37-9)39-13-7-14(29)16-15(8-13)40-24(11-3-5-12(28)6-4-11)25(19(16)32)41-27-23(36)21(34)18(31)10(2)38-27/h3-10,17-18,20-23,26-31,33-36H,1-2H3/t9-,10-,17-,18-,20+,21+,22+,23+,26-,27-/m0/s1 INCHIAUX=PUPKKEQDLNREIM-QNSQPKOQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846412 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846412 SCANS=208 212.5030517578125 177.0 283.0248718261719 405.0 285.0395812988281 1702.0 430.07598876953125 351.0 431.0986328125 920.0 559.2150268554688 216.0 577.20361328125 293.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846414 PEPMASS=623.15918 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C2_RC2_01_2979.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168820-02!5-hydroxy-2-(4-hydroxyphenyl)-3,7-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=CC3=C(C(O)=C2)C(=O)C(O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)=C(O3)C5=CC=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O14/c1-9-17(30)20(33)22(35)26(37-9)39-13-7-14(29)16-15(8-13)40-24(11-3-5-12(28)6-4-11)25(19(16)32)41-27-23(36)21(34)18(31)10(2)38-27/h3-10,17-18,20-23,26-31,33-36H,1-2H3/t9-,10-,17-,18-,20+,21+,22+,23+,26-,27-/m0/s1 INCHIAUX=PUPKKEQDLNREIM-QNSQPKOQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846414 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846414 SCANS=211 121.0326919555664 280.0 139.65501403808594 153.0 150.99913024902344 233.0 171.04298400878906 160.0 173.02464294433594 69.0 177.13404846191406 292.0 179.1513671875 117.0 213.4694061279297 234.0 217.04693603515625 229.0 255.03781127929688 367.0 257.04144287109375 240.0 271.0715026855469 267.0 277.7784729003906 227.0 277.944091796875 107.0 281.963623046875 142.0 283.0238037109375 4038.0 283.6034240722656 283.0 284.0391540527344 695.0 285.04046630859375 6870.0 292.35791015625 139.0 299.07855224609375 185.0 299.625 131.0 316.9617004394531 66.0 323.754638671875 193.0 429.5049743652344 63.0 430.0915222167969 3730.0 430.7742919921875 234.0 431.10040283203125 9074.0 431.2366027832031 91.0 432.10565185546875 155.0 435.646728515625 88.0 451.6388854980469 185.0 532.7798461914062 301.0 572.7681274414062 148.0 575.9880981445312 168.0 577.1573486328125 13540.0 578.1017456054688 64.0 578.1497802734375 201.0 578.3076782226562 474.0 578.6817626953125 71.0 581.5368041992188 167.0 1114.1253662109375 196.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846415 PEPMASS=593.127319 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C2_RC2_01_2979.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00163634-02![(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC=C(O)C=C2)O[C@@H](OC3=C(OC4=C(C3=O)C(O)=CC(O)=C4)C5=CC=C(O)C=C5)[C@H](O)[C@H]1O INCHI=InChI=1S/C30H26O13/c31-16-6-1-14(2-7-16)3-10-22(35)40-13-21-24(36)26(38)27(39)30(42-21)43-29-25(37)23-19(34)11-18(33)12-20(23)41-28(29)15-4-8-17(32)9-5-15/h1-12,21,24,26-27,30-34,36,38-39H,13H2/b10-3+/t21-,24-,26+,27-,30+/m1/s1 INCHIAUX=DVGGLGXQSFURLP-VWMSDXGPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846415 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846415 SCANS=276 75.4847640991211 293.0 115.27554321289062 177.0 145.02951049804688 795.0 150.99803161621094 268.0 153.01876831054688 183.0 158.03305053710938 202.0 184.83909606933594 246.0 185.06224060058594 255.0 195.05593872070312 206.0 197.073486328125 357.0 227.0326690673828 715.0 228.04901123046875 154.0 235.0169219970703 262.0 240.1758575439453 167.0 255.03402709960938 1438.0 256.0329895019531 451.0 256.0552062988281 539.0 257.04248046875 224.0 282.82586669921875 307.0 284.0335693359375 12679.0 285.0403747558594 10588.0 288.4771423339844 77.0 307.0951843261719 731.0 315.2898254394531 191.0 429.0795593261719 150.0 447.1013488769531 436.0 589.9241333007812 106.0 593.1306762695312 15847.0 594.7322387695312 129.0 597.5362548828125 65.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846418 PEPMASS=369.09375 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_BG11_01_3289.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380827-01!1-[(Z)-but-2-en-2-yl]-3,9-dihydroxy-4,7-dimethyl-6-oxobenzo[b][1,4]benzodioxepine-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C(\C)C1=C(C(O)=O)C(O)=C(C)C2=C1OC3=CC(O)=CC(C)=C3C(=O)O2 INCHI=InChI=1S/C20H18O7/c1-5-8(2)14-15(19(23)24)16(22)10(4)17-18(14)26-12-7-11(21)6-9(3)13(12)20(25)27-17/h5-7,21-22H,1-4H3,(H,23,24)/b8-5- INCHIAUX=DFNFONZYWQXTIJ-YVMONPNESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846418 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846418 SCANS=379 84.20348358154297 86.0 145.0713348388672 277.0 149.0254364013672 194.0 175.0790557861328 124.0 227.12265014648438 276.0 237.403564453125 123.0 247.5189208984375 71.0 263.1087341308594 149.0 265.7587585449219 157.0 266.0894470214844 408.0 269.0846862792969 240.0 279.1095275878906 165.0 280.0713195800781 225.0 281.1197204589844 1086.0 325.1031799316406 809.0 369.0945129394531 604.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846419 PEPMASS=393.026093 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_BG11_01_3289.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380829-01!1-[(Z)-but-2-en-2-yl]-2,8-dichloro-3,9-dihydroxy-4,7-dimethylbenzo[b][1,4]benzodioxepin-6-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C(\C)C1=C(Cl)C(O)=C(C)C2=C1OC3=CC(O)=C(Cl)C(C)=C3C(=O)O2 INCHI=InChI=1S/C19H16Cl2O5/c1-5-7(2)12-15(21)16(23)9(4)17-18(12)25-11-6-10(22)14(20)8(3)13(11)19(24)26-17/h5-6,22-23H,1-4H3/b7-5- INCHIAUX=FCMYLROGVKJIDN-ALCCZGGFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846419 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846419 SCANS=450 163.9192352294922 128.0 222.0657196044922 235.0 277.11053466796875 178.0 298.0452880859375 535.0 301.033447265625 296.0 301.0638427734375 775.0 313.0625 85.0 329.06146240234375 444.0 357.05120849609375 300.0 391.68212890625 92.0 391.7929992675781 483.0 393.032470703125 488.0 415.3784484863281 109.0 1395.38623046875 73.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846421 PEPMASS=403.1716 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_BG11_01_3289.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380826-01![1-(3,4-dihydroxy-5-methoxyphenyl)-7-(3,4-dihydroxyphenyl)heptan-3-yl] acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C(O)=CC(CCC(CCCCC2=CC=C(O)C(O)=C2)OC(C)=O)=C1 INCHI=InChI=1S/C22H28O7/c1-14(23)29-17(6-4-3-5-15-8-10-18(24)19(25)11-15)9-7-16-12-20(26)22(27)21(13-16)28-2/h8,10-13,17,24-27H,3-7,9H2,1-2H3 INCHIAUX=ISMTYWQWKQRTNM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846421 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846421 SCANS=323 109.02899932861328 304.0 177.06593322753906 209.0 190.0997314453125 311.0 191.10719299316406 424.0 192.08551025390625 227.0 205.09686279296875 401.0 227.83529663085938 234.0 297.1458435058594 150.0 311.1317138671875 843.0 325.1445007324219 204.0 327.0114440917969 80.0 328.13525390625 459.0 328.4556884765625 182.0 343.1590881347656 1501.0 371.1503601074219 239.0 388.1375732421875 202.0 402.1565246582031 111.0 403.17657470703125 5923.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846424 PEPMASS=426.986114 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_BG11_01_3289.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380824-01!1-[(Z)-but-2-en-2-yl]-2,8,10-trichloro-3,9-dihydroxy-4,7-dimethylbenzo[b][1,4]benzodioxepin-6-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C(\C)C1=C(Cl)C(O)=C(C)C2=C1OC3=C(Cl)C(O)=C(Cl)C(C)=C3C(=O)O2 INCHI=InChI=1S/C19H15Cl3O5/c1-5-6(2)9-12(21)14(23)8(4)16-18(9)26-17-10(19(25)27-16)7(3)11(20)15(24)13(17)22/h5,23-24H,1-4H3/b6-5- INCHIAUX=XEQDVQKKHOQZEP-WAYWQWQTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846424 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846424 SCANS=480 203.94955444335938 130.0 311.05133056640625 198.0 331.99609375 275.0 334.9924011230469 191.0 347.0252685546875 1732.0 347.0625305175781 200.0 355.0356140136719 231.0 376.01129150390625 290.0 391.0187072753906 416.0 426.9891662597656 1683.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846426 PEPMASS=305.176819 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_BA11_01_3327.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180037-02!2-hydroxy-4-methoxy-3-(3-methylbut-2-enyl)-6-pentylbenzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC1=C(C(O)=O)C(O)=C(CC=C(C)C)C(OC)=C1 INCHI=InChI=1S/C18H26O4/c1-5-6-7-8-13-11-15(22-4)14(10-9-12(2)3)17(19)16(13)18(20)21/h9,11,19H,5-8,10H2,1-4H3,(H,20,21) INCHIAUX=UJSSSFNGQWZNEN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846426 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846426 SCANS=516 171.57533264160156 49.0 191.10874938964844 1102.0 192.12002563476562 244.0 261.190185546875 1025.0 305.1808166503906 1258.0 317.84954833984375 157.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846427 PEPMASS=541.113464 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_BA11_01_3327.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180625-03!3-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(C=C1)C2OC3=C(C(=O)C2C4C(OC5=C(C4=O)C(O)=CC(O)=C5)C6=CC=C(O)C=C6)C(O)=CC(O)=C3 INCHI=InChI=1S/C30H22O10/c31-15-5-1-13(2-6-15)29-25(27(37)23-19(35)9-17(33)11-21(23)39-29)26-28(38)24-20(36)10-18(34)12-22(24)40-30(26)14-3-7-16(32)8-4-14/h1-12,25-26,29-36H INCHIAUX=RNQBLQALVMHBKH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846427 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846427 SCANS=348 125.02643585205078 748.0 151.00709533691406 1603.0 201.95242309570312 173.0 229.04771423339844 219.0 246.04368591308594 201.0 269.0671691894531 247.0 271.0649719238281 661.0 281.7164306640625 155.0 282.475830078125 122.0 283.0638732910156 396.0 297.0356140136719 197.0 303.1018981933594 545.0 305.1018981933594 181.0 307.3690185546875 99.0 308.04547119140625 452.0 308.42242431640625 155.0 308.98748779296875 122.0 309.03912353515625 1010.0 309.3040466308594 63.0 311.0650939941406 603.0 328.0225524902344 185.0 329.0783386230469 181.0 331.0628662109375 177.0 333.05523681640625 328.0 341.0432434082031 299.0 345.1343994140625 170.0 363.0661926269531 284.0 371.0967102050781 478.0 375.7384338378906 150.0 390.0829162597656 203.0 411.7604064941406 211.0 415.08392333984375 1236.0 431.1160583496094 167.0 448.0687255859375 221.0 455.1238098144531 150.0 541.1223754882812 1014.0 542.1217651367188 524.0 543.2615356445312 85.0 1442.8428955078125 321.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846430 PEPMASS=587.119629 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_BA11_01_3327.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180625-03!3-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(C=C1)C2OC3=C(C(=O)C2C4C(OC5=C(C4=O)C(O)=CC(O)=C5)C6=CC=C(O)C=C6)C(O)=CC(O)=C3 INCHI=InChI=1S/C30H22O10/c31-15-5-1-13(2-6-15)29-25(27(37)23-19(35)9-17(33)11-21(23)39-29)26-28(38)24-20(36)10-18(34)12-22(24)40-30(26)14-3-7-16(32)8-4-14/h1-12,25-26,29-36H INCHIAUX=RNQBLQALVMHBKH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846430 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846430 SCANS=354 125.0267105102539 5140.0 127.71074676513672 213.0 151.0034637451172 4475.0 151.0362548828125 242.0 151.1564483642578 118.0 152.9784393310547 124.0 155.4146728515625 147.0 158.33831787109375 123.0 163.00518798828125 319.0 169.0145263671875 842.0 173.06390380859375 186.0 183.04808044433594 248.0 192.05825805664062 241.0 196.54522705078125 204.0 201.06336975097656 895.0 202.7230987548828 480.0 229.05880737304688 1060.0 237.96682739257812 207.0 238.02593994140625 390.0 239.07015991210938 466.0 249.0557861328125 129.0 261.0959777832031 208.0 269.0455017089844 197.0 270.0511169433594 226.0 276.68170166015625 419.0 277.07122802734375 337.0 283.0572204589844 721.0 293.0471496582031 199.0 297.053955078125 179.0 301.0940856933594 209.0 304.52001953125 258.0 305.0794677734375 959.0 308.02117919921875 304.0 308.5733337402344 264.0 309.03924560546875 2564.0 311.0567626953125 1225.0 321.0417785644531 590.0 321.11639404296875 333.0 322.0653991699219 353.0 327.1023864746094 215.0 328.0240478515625 153.0 329.0888671875 193.0 331.07366943359375 166.0 336.0713195800781 288.0 337.07183837890625 324.0 340.0157470703125 798.0 341.0311279296875 740.0 343.05462646484375 234.0 345.1158142089844 1011.0 347.0874328613281 582.0 353.0381774902344 146.0 371.09149169921875 3036.0 377.10113525390625 186.0 385.0876159667969 424.0 389.1044616699219 900.0 390.08074951171875 150.0 391.0830993652344 686.0 413.1058044433594 128.0 414.5782165527344 150.0 415.08355712890625 7275.0 419.08837890625 123.0 421.10137939453125 302.0 431.1239013671875 784.0 434.0666809082031 179.0 435.07550048828125 1213.0 437.10003662109375 237.0 447.080810546875 897.0 455.11602783203125 553.0 473.1222839355469 427.0 479.1250305175781 154.0 497.1241455078125 1928.0 523.1453857421875 217.0 523.2551879882812 138.0 541.1168212890625 11531.0 542.125732421875 342.0 542.6724853515625 92.0 544.9026489257812 137.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846436 PEPMASS=431.143738 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_BE7_01_3273.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179845-03!5-chloro-3-[(E)-3,4-dihydroxy-3,5-dimethylhept-1-enyl]-7,8-dihydroxy-7-methyl-8,8a-dihydro-1H-isochromen-6-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(O)C(C)(O)\C=C\C1=CC2=C(Cl)C(=O)C(C)(O)C(O)C2CO1 INCHI=InChI=1S/C19H27ClO6/c1-5-10(2)15(21)18(3,24)7-6-11-8-12-13(9-26-11)16(22)19(4,25)17(23)14(12)20/h6-8,10,13,15-16,21-22,24-25H,5,9H2,1-4H3/b7-6+ INCHIAUX=CPMFRQHRPWPNMP-VOTSOKGWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846436 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846436 SCANS=277 125.0579833984375 207.0 127.03630828857422 193.0 177.09738159179688 284.0 203.07261657714844 316.0 203.17823791503906 118.0 206.05709838867188 240.0 207.05990600585938 325.0 217.0881805419922 499.0 221.07772827148438 297.0 226.0118408203125 156.0 245.07952880859375 180.0 263.04327392578125 353.0 263.0970458984375 552.0 299.0697021484375 1605.0 385.14385986328125 148.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846438 PEPMASS=506.271515 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_BE7_01_3273.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180395-03!(2E,6E,12E)-18-(2,6-dioxopiperidin-4-yl)-9,11-dihydroxy-8-methoxy-10,12,14-trimethyl-15-oxooctadeca-2,6,12-trienoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(\C=C\CC\C=C\C(O)=O)C(O)C(C)C(O)C(\C)=C\C(C)C(=O)CCCC1CC(=O)NC(=O)C1 INCHI=InChI=1S/C27H41NO8/c1-17(21(29)11-9-10-20-15-23(30)28-24(31)16-20)14-18(2)26(34)19(3)27(35)22(36-4)12-7-5-6-8-13-25(32)33/h7-8,12-14,17,19-20,22,26-27,34-35H,5-6,9-11,15-16H2,1-4H3,(H,32,33)(H,28,30,31)/b12-7+,13-8+,18-14+ INCHIAUX=YQDJUXPUIRGKNV-MNOLRWOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846438 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846438 SCANS=264 84.04895782470703 209.0 84.80236053466797 179.0 137.06431579589844 309.0 144.89688110351562 178.0 162.0580596923828 187.0 197.08326721191406 1244.0 231.14637756347656 528.0 237.0986328125 182.0 250.1428985595703 3720.0 255.12466430664062 1788.0 266.1553649902344 145.0 290.1763000488281 3753.0 304.2292175292969 68.0 307.0146179199219 182.0 444.2732849121094 125.0 488.2603759765625 618.0 506.2771911621094 2623.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846440 PEPMASS=622.340271 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_BE7_01_3273.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180336-03!16-butan-2-yl-10,11,14-trimethyl-13-propan-2-yl-3-prop-2-enyl-4-oxa-1,8,11,14,17-pentazabicyclo[17.3.0]docosane-2,5,9,12,15,18-hexone [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C1NC(=O)C2CCCN2C(=O)C(CC=C)OC(=O)CCNC(=O)C(C)N(C)C(=O)C(C(C)C)N(C)C1=O INCHI=InChI=1S/C29H47N5O7/c1-9-12-21-27(38)34-16-11-13-20(34)26(37)31-23(18(5)10-2)28(39)33(8)24(17(3)4)29(40)32(7)19(6)25(36)30-15-14-22(35)41-21/h9,17-21,23-24H,1,10-16H2,2-8H3,(H,30,36)(H,31,37) INCHIAUX=XIYSEKITPHTMJT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846440 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846440 SCANS=326 165.10350036621094 422.0 168.09669494628906 270.0 178.09060668945312 286.0 213.1072540283203 217.0 214.15621948242188 393.0 225.16111755371094 672.0 245.16751098632812 223.0 289.1593933105469 137.0 320.207275390625 219.0 327.2336120605469 235.0 353.2144470214844 424.0 402.2364196777344 119.0 412.12689208984375 268.0 422.281005859375 177.0 450.27197265625 207.0 486.306396484375 584.0 504.3211364746094 1621.0 508.3062744140625 151.0 509.00732421875 75.0 512.2929077148438 115.0 518.8901977539062 72.0 519.7151489257812 98.0 519.8112182617188 171.0 523.2064819335938 70.0 535.3229370117188 319.0 558.3413696289062 155.0 575.1897583007812 246.0 576.3402709960938 3894.0 577.3399047851562 252.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846442 PEPMASS=507.109619 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G7_GG7_01_3237.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179765-02!5,7-dihydroxy-6-methoxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C2=C(OC(=CC2=O)C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3)C=C1O INCHI=InChI=1S/C22H22O11/c1-30-21-12(25)7-14-16(18(21)27)11(24)6-13(32-14)9-2-4-10(5-3-9)31-22-20(29)19(28)17(26)15(8-23)33-22/h2-7,15,17,19-20,22-23,25-29H,8H2,1H3/t15-,17-,19+,20-,22-/m1/s1 INCHIAUX=MORLNMAFXVHNAI-IWLDQSELSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846442 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846442 SCANS=238 134.94549560546875 234.0 162.99853515625 297.0 200.04400634765625 220.0 255.02651977539062 432.0 269.0448913574219 293.0 281.00408935546875 162.0 283.02459716796875 1813.0 284.0271301269531 336.0 285.6363525390625 106.0 297.04022216796875 489.0 298.0545959472656 229.0 299.0569763183594 663.0 446.092041015625 1462.0 461.1075134277344 6174.0 462.1088562011719 109.0 464.7165222167969 257.0 476.22796630859375 124.0 483.4456481933594 67.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846443 PEPMASS=961.253174 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G7_GG7_01_3237.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385533-01![2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-6-yl]-4-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(\C=C\C(=O)OC2C(OC3OC(CO)C(O)C(O)C3OC4OC(CO)C(O)C(O)C4O)C(O)C(CO)OC2C5=C(O)C=C6OC(=CC(=O)C6=C5O)C7=CC(OC)=C(O)C=C7)=CC=C1O INCHI=InChI=1S/C44H50O24/c1-60-23-9-16(3-6-18(23)48)4-8-29(52)66-42-39(31-21(51)12-25-30(35(31)56)20(50)11-22(62-25)17-5-7-19(49)24(10-17)61-2)63-28(15-47)34(55)40(42)67-44-41(37(58)33(54)27(14-46)65-44)68-43-38(59)36(57)32(53)26(13-45)64-43/h3-12,26-28,32-34,36-49,51,53-59H,13-15H2,1-2H3/b8-4+ INCHIAUX=NHWODQZQPMIYBP-XBXARRHUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846443 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846443 SCANS=199 113.02030944824219 313.0 119.03302764892578 324.0 151.0406951904297 238.0 161.04556274414062 333.0 175.04193115234375 505.0 193.04678344726562 1869.0 207.07159423828125 297.0 230.32586669921875 126.0 235.0628204345703 5968.0 235.9644012451172 192.0 244.5188446044922 143.0 265.0656433105469 181.0 265.101318359375 328.0 266.06866455078125 108.0 295.0800476074219 3571.0 296.0858154296875 203.0 299.0462341308594 176.0 323.054443359375 717.0 337.0870056152344 140.0 341.07177734375 265.0 355.10345458984375 990.0 356.10406494140625 323.0 443.0995178222656 1690.0 447.6502990722656 426.0 448.5565490722656 50.0 449.9786071777344 100.0 455.303466796875 457.0 457.8760986328125 311.0 461.1209411621094 179.0 470.1417541503906 229.0 485.1096496582031 542.0 487.7815246582031 209.0 521.3843994140625 231.0 527.1222534179688 126.0 556.5376586914062 218.0 623.1578979492188 311.0 782.2818603515625 190.0 782.8765869140625 80.0 785.212890625 1550.0 799.1508178710938 477.0 799.2056274414062 3496.0 800.21533203125 587.0 816.0452270507812 145.0 841.2305297851562 370.0 929.238037109375 115.0 947.4202270507812 161.0 958.053466796875 84.0 958.5919189453125 52.0 959.3042602539062 61.0 959.7994384765625 251.0 960.2310180664062 206.0 960.6749267578125 127.0 961.265869140625 29062.0 961.406494140625 75.0 961.4866333007812 201.0 961.698486328125 109.0 962.2640991210938 4633.0 962.9892578125 129.0 963.2362060546875 69.0 966.4480590820312 128.0 984.644287109375 153.0 1029.9228515625 163.0 1034.328369140625 142.0 1949.5430908203125 288.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846446 PEPMASS=1007.259949 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G7_GG7_01_3237.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385533-01![2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-6-yl]-4-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(\C=C\C(=O)OC2C(OC3OC(CO)C(O)C(O)C3OC4OC(CO)C(O)C(O)C4O)C(O)C(CO)OC2C5=C(O)C=C6OC(=CC(=O)C6=C5O)C7=CC(OC)=C(O)C=C7)=CC=C1O INCHI=InChI=1S/C44H50O24/c1-60-23-9-16(3-6-18(23)48)4-8-29(52)66-42-39(31-21(51)12-25-30(35(31)56)20(50)11-22(62-25)17-5-7-19(49)24(10-17)61-2)63-28(15-47)34(55)40(42)67-44-41(37(58)33(54)27(14-46)65-44)68-43-38(59)36(57)32(53)26(13-45)64-43/h3-12,26-28,32-34,36-49,51,53-59H,13-15H2,1-2H3/b8-4+ INCHIAUX=NHWODQZQPMIYBP-XBXARRHUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846446 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846446 SCANS=205 111.00812530517578 275.0 113.02458190917969 451.0 120.97901153564453 231.0 134.03672790527344 1922.0 147.7054901123047 243.0 148.01792907714844 314.0 149.05764770507812 548.0 157.52809143066406 197.0 160.01565551757812 498.0 161.05859375 277.0 163.07113647460938 250.0 173.0586395263672 188.0 174.0306854248047 455.0 175.03878784179688 1403.0 176.0543212890625 240.0 177.0222625732422 160.0 191.0679931640625 944.0 192.04734802246094 261.0 193.048828125 2391.0 202.02947998046875 304.0 207.0699920654297 490.0 209.07992553710938 255.0 217.05520629882812 477.0 219.06063842773438 299.0 220.03750610351562 235.0 235.05795288085938 4766.0 236.06573486328125 198.0 246.91148376464844 255.0 265.07183837890625 1324.0 279.03765869140625 152.0 295.0824890136719 1624.0 296.086669921875 353.0 297.05072021484375 363.0 298.12982177734375 244.0 299.052490234375 587.0 308.041015625 861.0 309.03900146484375 151.0 311.0567932128906 228.0 323.0611572265625 1375.0 325.03863525390625 222.0 326.0440979003906 540.0 338.04730224609375 496.0 341.072509765625 130.0 344.050537109375 302.0 347.1781005859375 97.0 349.0466613769531 284.0 350.04425048828125 120.0 353.06048583984375 307.0 354.08905029296875 196.0 355.05224609375 238.0 355.1051025390625 1075.0 356.0628967285156 173.0 356.1067199707031 367.0 365.0782470703125 211.0 367.09405517578125 253.0 368.05126953125 192.0 369.0625305175781 488.0 370.3660583496094 218.0 371.07208251953125 923.0 376.8730773925781 114.0 382.6095886230469 149.0 383.0755920410156 929.0 387.0347595214844 272.0 393.0522155761719 199.0 397.10150146484375 234.0 425.0918884277344 264.0 428.0757751464844 544.0 441.02581787109375 123.0 443.10455322265625 1242.0 444.1155090332031 244.0 445.114501953125 273.0 459.090576171875 337.0 485.1019287109375 154.0 503.1103515625 259.0 523.8411254882812 101.0 533.1163940429688 217.0 591.314208984375 253.0 619.1253662109375 213.0 623.1575927734375 467.0 680.1806030273438 244.0 785.2123413085938 1303.0 786.2444458007812 124.0 799.1676025390625 108.0 799.2252807617188 1071.0 799.5025634765625 128.0 799.7245483398438 62.0 800.2061157226562 284.0 880.1571044921875 90.0 959.7644653320312 228.0 961.2635498046875 3924.0 961.4334106445312 114.0 962.26171875 1271.0 964.2752075195312 275.0 1554.4228515625 219.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846448 PEPMASS=839.422913 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_GE2_01_3220.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386101-01![3-methyl-1-[3-methyl-1-[3-methyl-1-[3-methyl-1-oxo-1-(1,3,4,5,6-pentahydroxyhexan-2-yloxy)pentan-2-yl]oxy-1-oxopentan-2-yl]oxy-1-oxopentan-2-yl]oxy-1-oxopentan-2-yl] 2-acetyloxy-3-methylpentanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(OC(C)=O)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OC(CO)C(O)C(O)C(O)CO INCHI=InChI=1S/C38H66O17/c1-12-19(6)29(50-24(11)41)35(46)53-31(21(8)14-3)37(48)55-33(23(10)16-5)38(49)54-32(22(9)15-4)36(47)52-30(20(7)13-2)34(45)51-26(18-40)28(44)27(43)25(42)17-39/h19-23,25-33,39-40,42-44H,12-18H2,1-11H3 INCHIAUX=HOFGZJTZROMXRO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846448 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846448 SCANS=540 78.60781860351562 409.0 80.53202056884766 91.0 87.51286315917969 67.0 88.70393371582031 494.0 88.74755096435547 109.0 88.7712631225586 162.0 89.15552520751953 348.0 89.526123046875 122.0 91.625244140625 222.0 92.99296569824219 208.0 95.34110260009766 138.0 95.78849029541016 219.0 97.74922180175781 351.0 103.10272216796875 152.0 107.43096923828125 180.0 113.05994415283203 4078.0 130.3080291748047 179.0 130.55752563476562 97.0 131.0713653564453 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286.4541015625 241.0 286.9205627441406 50.0 287.15087890625 68207.0 287.2205505371094 221.0 287.3420104980469 117.0 287.8887634277344 118.0 288.1541748046875 2963.0 288.6221008300781 140.0 288.8534851074219 149.0 289.8251953125 137.0 290.0513610839844 244.0 290.47802734375 105.0 290.7752380371094 88.0 291.2853088378906 120.0 400.5350036621094 82.0 400.74920654296875 66.0 401.03021240234375 83.0 401.1302795410156 93.0 401.1552429199219 147.0 401.2186584472656 56403.0 401.3426208496094 65.0 401.8068542480469 47.0 402.21685791015625 2359.0 402.2876892089844 200.0 405.3438720703125 116.0 415.5259094238281 58.0 415.8052673339844 94.0 418.97991943359375 136.0 442.34136962890625 141.0 452.662841796875 295.0 514.961181640625 174.0 515.28857421875 20859.0 515.5728759765625 64.0 516.2936401367188 2889.0 520.1940307617188 236.0 535.4449462890625 157.0 627.5925903320312 94.0 627.7031860351562 119.0 629.35498046875 1776.0 630.3534545898438 769.0 631.2470703125 90.0 653.9838256835938 256.0 756.7369384765625 148.0 761.3842163085938 285.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846450 PEPMASS=465.154358 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_RC3_01_3161.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381079-01!3-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=C2OC(C)(C)C=CC2=C3OC=C(C(=O)C3=C1O)C4=C(O)C=C(O)C=C4 INCHI=InChI=1S/C25H24O6/c1-13(2)5-7-16-21(28)20-22(29)18(15-8-6-14(26)11-19(15)27)12-30-24(20)17-9-10-25(3,4)31-23(16)17/h5-6,8-12,26-28H,7H2,1-4H3 INCHIAUX=ZSSVYEUXLNVQMH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846450 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846450 SCANS=539 218.197509765625 169.0 241.1294708251953 411.0 255.06448364257812 88.0 255.9967803955078 115.0 321.1094055175781 262.0 363.0943603515625 182.0 419.15087890625 3083.0 421.1649169921875 226.0 451.78509521484375 116.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846452 PEPMASS=445.134491 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_RC3_01_3161.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347669-02!4-(3-acetyl-2,6-dihydroxyphenyl)-2-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(CC(OC1OC(CO)C(O)C(O)C1O)C2=C(O)C=CC(C(C)=O)=C2O)C(O)=O INCHI=InChI=1S/C19H26O12/c1-7(21)8-3-4-9(22)13(14(8)23)10(5-11(29-2)18(27)28)30-19-17(26)16(25)15(24)12(6-20)31-19/h3-4,10-12,15-17,19-20,22-26H,5-6H2,1-2H3,(H,27,28) INCHIAUX=YTEWAPMLXIWBPY-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846452 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846452 SCANS=179 118.45149993896484 278.0 147.051025390625 268.0 159.18138122558594 82.0 160.27255249023438 438.0 161.03125 262.0 189.05599975585938 10272.0 191.0347442626953 305.0 221.08067321777344 4519.0 233.04727172851562 3188.0 265.0728759765625 1613.0 494.9337463378906 611.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846454 PEPMASS=533.12915 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_RC3_01_3161.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381078-01!3-[4-hydroxy-5-methoxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2-(2-oxochromen-7-yl)oxypropanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(CC(OC3=CC=C4C=CC(=O)OC4=C3)C(O)=O)=C1 INCHI=InChI=1S/C25H26O13/c1-34-17-6-12(16(9-14(17)27)37-25-23(31)22(30)21(29)19(10-26)38-25)7-18(24(32)33)35-13-4-2-11-3-5-20(28)36-15(11)8-13/h2-6,8-9,18-19,21-23,25-27,29-31H,7,10H2,1H3,(H,32,33)/t18?,19-,21-,22+,23-,25-/m1/s1 INCHIAUX=JTLPHVAPUJVXEJ-AYXSYUOHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846454 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846454 SCANS=208 99.68334197998047 271.0 133.02749633789062 221.0 149.0458526611328 408.0 150.03257751464844 1405.0 161.02377319335938 16207.0 162.02561950683594 179.0 165.05450439453125 1595.0 173.82608032226562 129.0 175.0327911376953 219.0 179.04861450195312 273.0 209.0500946044922 1494.0 224.6841583251953 92.0 371.09735107421875 591.0 374.0904235839844 144.0 498.71221923828125 178.0 533.1232299804688 861.0 796.480712890625 80.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846456 PEPMASS=943.271423 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_RC3_01_3161.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381081-01![(2S,3R,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=CC(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)=CC(O)=C4C3=O)C6=CC=C(O)C=C6)[C@H](O[C@@H]7O[C@@H](C)[C@H](OC(C)=O)[C@@H](O)[C@H]7O)[C@@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C41H52O25/c1-12-23(46)27(50)31(54)38(58-12)57-11-21-25(48)29(52)37(66-39-33(56)30(53)34(13(2)59-39)60-14(3)43)41(64-21)65-36-26(49)22-18(45)8-17(61-40-32(55)28(51)24(47)20(10-42)63-40)9-19(22)62-35(36)15-4-6-16(44)7-5-15/h4-9,12-13,20-21,23-25,27-34,37-42,44-48,50-56H,10-11H2,1-3H3/t12-,13-,20+,21+,23-,24+,25-,27+,28-,29-,30-,31+,32+,33+,34-,37+,38+,39-,40+,41-/m0/s1 INCHIAUX=QTJRRBYZPWQMKO-FBTMAVONSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846456 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846456 SCANS=225 140.7645721435547 149.0 141.21804809570312 48.0 161.3668670654297 147.0 179.0017852783203 419.0 283.02984619140625 344.0 284.033203125 5863.0 285.0413818359375 3915.0 285.131103515625 52.0 286.0491943359375 410.0 286.1491394042969 62.0 287.642822265625 107.0 327.0553283691406 354.0 376.42279052734375 204.0 376.6215515136719 161.0 411.4406433105469 251.0 432.1211853027344 121.0 437.5506896972656 141.0 441.10009765625 330.0 441.6565246582031 96.0 444.7672424316406 113.0 447.6023864746094 92.0 447.8363952636719 321.0 453.5231018066406 112.0 468.6881408691406 100.0 474.6766052246094 213.0 500.891845703125 269.0 518.6663818359375 64.0 533.1348266601562 163.0 567.1079711914062 230.0 575.1278076171875 152.0 593.1832885742188 127.0 597.0724487304688 176.0 677.1792602539062 348.0 829.953857421875 155.0 901.2351684570312 797.0 901.3221435546875 463.0 902.2763671875 110.0 914.3765869140625 126.0 927.8447875976562 277.0 930.6441040039062 245.0 932.1736450195312 188.0 940.1896362304688 142.0 941.4401245117188 148.0 941.6600952148438 107.0 941.7090454101562 137.0 941.7806396484375 365.0 941.8880004882812 68.0 942.1017456054688 392.0 942.1897583007812 59.0 942.22998046875 80.0 942.377197265625 165.0 942.4788208007812 258.0 942.5692138671875 60.0 942.641845703125 56.0 942.7100830078125 267.0 942.8265380859375 310.0 942.950927734375 144.0 943.057861328125 70.0 943.10693359375 152.0 943.2730712890625 72081.0 943.4229125976562 244.0 943.53564453125 353.0 944.1551513671875 149.0 944.2739868164062 8884.0 944.9956665039062 95.0 945.1671752929688 138.0 945.28515625 484.0 946.325927734375 89.0 946.5242919921875 94.0 948.165283203125 133.0 948.8666381835938 140.0 972.2369995117188 106.0 981.0755004882812 144.0 1339.4508056640625 415.0 1379.115478515625 364.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846457 PEPMASS=463.08728 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_RE9_01_2998.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385261-01! [M-2H+K]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC2=C(C=C1OC)[C@@]3(O)[C@@H](CO2)OC4=C5C[C@@H](OC5=CC=C4C3=O)C(=C)CO INCHI=InChI=1S/C23H22O8/c1-11(9-24)16-6-13-15(30-16)5-4-12-21(13)31-20-10-29-17-8-19(28-3)18(27-2)7-14(17)23(20,26)22(12)25/h4-5,7-8,16,20,24,26H,1,6,9-10H2,2-3H3/t16-,20-,23-/m1/s1 INCHIAUX=MYQAATJJIDGOMQ-AYPBNUJASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846457 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846457 SCANS=191 113.0234146118164 442.0 135.04429626464844 1982.0 141.9654541015625 69.0 143.0339813232422 255.0 151.00433349609375 6474.0 175.02630615234375 4769.0 205.0111541748047 171.0 245.04598999023438 231.0 285.4132995605469 138.0 286.1778564453125 149.0 286.864501953125 146.0 287.0574035644531 9261.0 287.1781005859375 57.0 287.564208984375 93.0 289.0049133300781 130.0 301.0586853027344 128.0 329.07781982421875 106.0 359.0697326660156 225.0 463.08770751953125 4056.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846462 PEPMASS=541.113098 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_RE9_01_2998.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385250-01!(2S)-6-[(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-8-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(C=C1)[C@@H]2CC(=O)C3=C(O)C(=C(O)C=C3O2)C4=C5O[C@@H](CC(=O)C5=C(O)C=C4O)C6=CC=C(O)C=C6 INCHI=InChI=1S/C30H22O10/c31-15-5-1-13(2-6-15)22-11-20(36)26-24(39-22)12-21(37)27(29(26)38)28-18(34)9-17(33)25-19(35)10-23(40-30(25)28)14-3-7-16(32)8-4-14/h1-9,12,22-23,31-34,37-38H,10-11H2/t22-,23-/m0/s1 INCHIAUX=YBDIZQWDBBOOFB-GOTSBHOMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846462 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846462 SCANS=337 119.05097198486328 608.0 121.03048706054688 448.0 143.049072265625 195.0 163.046142578125 219.0 165.02127075195312 467.0 189.01097106933594 295.0 189.99014282226562 354.0 191.01121520996094 318.0 192.52239990234375 110.0 196.04861450195312 329.0 207.02716064453125 233.0 229.05474853515625 559.0 229.14773559570312 85.0 231.03273010253906 423.0 233.0126953125 399.0 234.99203491210938 391.0 264.0258483886719 97.0 275.0194091796875 213.0 283.0676574707031 249.0 301.03948974609375 153.0 302.0683288574219 323.0 307.0694274902344 160.0 309.0655822753906 284.0 310.8000183105469 173.0 311.0556945800781 4564.0 327.0784606933594 367.0 337.0169982910156 308.0 337.0470275878906 245.0 351.0898742675781 1912.0 353.0737609863281 413.0 354.0754089355469 285.0 377.0703430175781 592.0 394.61572265625 75.0 395.073974609375 1164.0 403.0458984375 135.0 497.1443786621094 237.0 523.1132202148438 401.0 541.1178588867188 6152.0 544.7813720703125 131.0 692.2567138671875 182.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846464 PEPMASS=551.118835 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_RE9_01_2998.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385236-01!3-(3,4-dihydroxyphenyl)-2-[(E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-3-methoxycarbonyl-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoyl]oxypropanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1C(OC2=C(O)C=CC(\C=C\C(=O)OC(CC3=CC(O)=C(O)C=C3)C(O)=O)=C12)C4=CC=C(O)C(O)=C4 INCHI=InChI=1S/C28H24O12/c1-38-28(37)24-23-14(3-8-18(31)26(23)40-25(24)15-4-7-17(30)20(33)12-15)5-9-22(34)39-21(27(35)36)11-13-2-6-16(29)19(32)10-13/h2-10,12,21,24-25,29-33H,11H2,1H3,(H,35,36)/b9-5+ INCHIAUX=NFOCYHUCMXEHDG-WEVVVXLNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846464 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846464 SCANS=269 89.89825439453125 1160.0 109.03514862060547 1046.0 122.04185485839844 196.0 135.0458221435547 893.0 151.76318359375 415.0 151.92601013183594 55.0 159.03854370117188 235.0 167.03677368164062 265.0 179.04136657714844 601.0 185.0266876220703 608.0 197.0447235107422 1549.0 197.14398193359375 93.0 200.00711059570312 464.0 201.03665161132812 233.0 217.0693359375 135.0 222.06787109375 132.0 228.6631317138672 92.0 231.03048706054688 1692.0 232.04212951660156 537.0 249.0533905029297 462.0 251.0317840576172 615.0 265.0516052246094 394.0 269.07672119140625 134.0 276.04376220703125 99.0 277.05792236328125 617.0 279.034423828125 464.0 280.0400695800781 97.0 292.0413513183594 217.0 293.04901123046875 2870.0 294.0564270019531 623.0 295.0643615722656 1556.0 295.1488952636719 77.0 319.0281066894531 365.0 320.03155517578125 369.0 321.0431823730469 15397.0 321.7476806640625 147.0 323.85870361328125 324.0 332.11871337890625 119.0 335.0679016113281 300.0 339.0516662597656 923.0 353.0671691894531 6271.0 371.08685302734375 389.0 507.12750244140625 240.0 519.1055908203125 304.0 551.1159057617188 182.0 1038.9815673828125 83.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846466 PEPMASS=623.160095 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_RE9_01_2998.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180851-02!5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2=C(O[C@@H]3O[C@H](CO[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@H](O)[C@H](O)[C@H]3O)C(=O)C5=C(O2)C=C(O)C=C5O INCHI=InChI=1S/C28H32O16/c1-9-18(32)21(35)23(37)27(41-9)40-8-16-19(33)22(36)24(38)28(43-16)44-26-20(34)17-13(31)6-11(29)7-15(17)42-25(26)10-3-4-12(30)14(5-10)39-2/h3-7,9,16,18-19,21-24,27-33,35-38H,8H2,1-2H3/t9-,16+,18-,19-,21+,22-,23+,24+,27+,28-/m0/s1 INCHIAUX=UIDGLYUNOUKLBM-ZLADREHTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846466 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846466 SCANS=209 117.51171875 149.0 151.00357055664062 416.0 159.62123107910156 110.0 169.02061462402344 364.0 227.0328826904297 222.0 243.0352325439453 512.0 255.02810668945312 525.0 255.09255981445312 54.0 270.0116271972656 146.0 271.0259094238281 521.0 285.0386657714844 306.0 286.0527648925781 241.0 298.6528625488281 78.0 298.7776794433594 401.0 299.0194091796875 2174.0 300.0217590332031 1209.0 301.075927734375 263.0 314.0082702636719 53.0 314.04241943359375 4813.0 314.5796203613281 170.0 315.0522155761719 7103.0 357.03948974609375 337.0 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148.0 525.12890625 193.0 527.0714111328125 153.0 531.1419067382812 345.0 540.152099609375 164.0 548.0956420898438 117.0 549.1217651367188 207.0 551.126953125 247.0 551.1663208007812 115.0 567.1442260742188 198.0 568.1385498046875 215.0 569.1359252929688 223.0 575.1214599609375 208.0 587.129150390625 314.0 593.1350708007812 185.0 599.1480712890625 192.0 611.1595458984375 585.0 613.1192626953125 209.0 652.18017578125 142.0 653.14306640625 564.0 654.1609497070312 181.0 670.1834106445312 314.0 671.1769409179688 1383.0 730.0341186523438 169.0 731.047607421875 152.0 731.2034912109375 9504.0 732.20849609375 1590.0 736.1400756835938 228.0 737.3360595703125 120.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846474 PEPMASS=623.140137 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_GA12_01_3027.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380570-01![(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-2-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]methoxy]oxan-3-yl] (E)-3-phenylprop-2-enoate [M-2H+K]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)\C=C\C3=CC=CC=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](OC(=O)\C=C\C4=CC=CC=C4)[C@H](O)[C@H]1O INCHI=InChI=1S/C30H34O12/c1-17-23(33)26(36)28(41-21(31)14-12-18-8-4-2-5-9-18)30(39-17)38-16-20-24(34)25(35)27(37)29(40-20)42-22(32)15-13-19-10-6-3-7-11-19/h2-15,17,20,23-30,33-37H,16H2,1H3/b14-12+,15-13+/t17-,20+,23-,24+,25-,26+,27+,28+,29-,30+/m0/s1 INCHIAUX=OWWJIYCJJLVSON-DQLSKFBESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846474 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846474 SCANS=318 229.0494384765625 162.0 235.0398406982422 127.0 255.02210998535156 130.0 269.04278564453125 174.0 299.05682373046875 99.0 316.24951171875 257.0 327.0502014160156 4065.0 357.0650329589844 793.0 393.0531005859375 281.0 429.07708740234375 375.0 457.097412109375 170.0 577.1290283203125 1599.0 621.3496704101562 245.0 1318.7435302734375 305.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846475 PEPMASS=631.203003 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_GA12_01_3027.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380570-01![(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-2-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]methoxy]oxan-3-yl] (E)-3-phenylprop-2-enoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)\C=C\C3=CC=CC=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](OC(=O)\C=C\C4=CC=CC=C4)[C@H](O)[C@H]1O INCHI=InChI=1S/C30H34O12/c1-17-23(33)26(36)28(41-21(31)14-12-18-8-4-2-5-9-18)30(39-17)38-16-20-24(34)25(35)27(37)29(40-20)42-22(32)15-13-19-10-6-3-7-11-19/h2-15,17,20,23-30,33-37H,16H2,1H3/b14-12+,15-13+/t17-,20+,23-,24+,25-,26+,27+,28+,29-,30+/m0/s1 INCHIAUX=OWWJIYCJJLVSON-DQLSKFBESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846475 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846475 SCANS=346 143.0365447998047 198.0 147.0442657470703 8413.0 161.06129455566406 267.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846478 PEPMASS=1141.542603 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_GA12_01_3027.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180313-02![17-acetyl-8,14,17-trihydroxy-3-[5-[5-[3-hydroxy-4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-12-yl] benzoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1CC(OC2CCC3(C)C(CCC4(O)C3CC(OC(=O)C5=CC=CC=C5)C6(C)C(O)(CCC46O)C(C)=O)C2)OC(C)C1OC7CC(OC)C(OC8OC(C)C(OC9OC(CO)C(O)C(O)C9O)C(OC)C8O)C(C)O7 INCHI=InChI=1S/C55H84O22/c1-26-44(75-39-23-34(67-8)45(27(2)70-39)76-50-43(61)47(68-9)46(28(3)71-50)77-49-42(60)41(59)40(58)35(25-56)73-49)33(66-7)22-38(69-26)72-32-16-17-51(5)31(21-32)15-18-54(64)36(51)24-37(74-48(62)30-13-11-10-12-14-30)52(6)53(63,29(4)57)19-20-55(52,54)65/h10-14,26-28,31-47,49-50,56,58-61,63-65H,15-25H2,1-9H3 INCHIAUX=ODGKTDLGCWUSEC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846478 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846478 SCANS=424 70.01817321777344 157.0 73.02738189697266 315.0 74.7357177734375 345.0 78.04528045654297 197.0 81.66043090820312 241.0 83.01900482177734 463.0 85.02618408203125 302.0 87.00880432128906 302.0 101.02271270751953 191.0 109.0738296508789 339.0 111.04695892333984 454.0 113.02498626708984 1241.0 113.0618667602539 266.0 119.80400085449219 207.0 120.68321990966797 214.0 120.9215087890625 211.0 121.02877807617188 141468.0 121.1122055053711 230.0 121.27454376220703 136.0 121.73284912109375 106.0 121.90291595458984 115.0 122.03243255615234 3950.0 122.24980926513672 112.0 122.31745910644531 202.0 123.06294250488281 85.0 123.16773223876953 67.0 123.42062377929688 143.0 123.6903305053711 64.0 125.96568298339844 114.0 126.03273010253906 146.0 128.04640197753906 227.0 128.93069458007812 97.0 129.9229736328125 88.0 136.05905151367188 273.0 149.04676818847656 321.0 151.07699584960938 536.0 161.04087829589844 970.0 161.1531982421875 262.0 162.14639282226562 51.0 163.075927734375 416.0 180.13604736328125 91.0 182.0869598388672 188.0 231.28854370117188 233.0 254.04981994628906 282.0 271.1253662109375 202.0 313.14508056640625 197.0 321.13348388671875 111.0 327.2815856933594 220.0 345.2022399902344 209.0 389.1747131347656 246.0 412.2397766113281 189.0 425.6457214355469 182.0 443.03265380859375 84.0 445.24322509765625 195.0 453.16058349609375 413.0 456.4841613769531 155.0 458.1285095214844 188.0 458.3572082519531 162.0 461.2109680175781 119.0 462.3807373046875 134.0 470.8114929199219 392.0 489.972412109375 71.0 542.3204956054688 67.0 567.331298828125 142.0 586.2919311523438 225.0 651.3486938476562 367.0 691.3623657226562 75.0 711.403076171875 128.0 755.4363403320312 160.0 757.4230346679688 269.0 767.4223022460938 171.0 776.4411010742188 74.0 783.4288940429688 94.0 793.4362182617188 224.0 794.4554443359375 249.0 803.4149780273438 69.0 811.4446411132812 636.0 812.4520874023438 322.0 813.4461669921875 93.0 821.88525390625 214.0 845.4313354492188 160.0 853.4225463867188 250.0 854.4034423828125 204.0 866.81103515625 110.0 871.4657592773438 219.0 873.4450073242188 260.0 897.0784912109375 256.0 899.4833374023438 120.0 924.0526733398438 113.0 929.7440795898438 116.0 933.1154174804688 189.0 937.4982299804688 328.0 955.4808349609375 544.0 956.4889526367188 395.0 972.4069213867188 67.0 972.7625122070312 84.0 973.3845825195312 329.0 973.500244140625 15273.0 974.5078735351562 7066.0 975.50634765625 1079.0 976.503662109375 216.0 976.6372680664062 212.0 978.4042358398438 163.0 1095.5396728515625 2527.0 1095.6805419921875 127.0 1096.36767578125 132.0 1096.5260009765625 1141.0 1098.5545654296875 142.0 1162.0418701171875 204.0 1344.892822265625 175.0 1432.129150390625 156.0 1531.648681640625 93.0 1770.95703125 213.0 2000.1845703125 255.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846480 PEPMASS=475.123871 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_BA3_01_3319.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169054-02!3-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2=COC3=C(C=CC(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C3)C2=O INCHI=InChI=1S/C22H22O9/c1-28-12-4-2-11(3-5-12)15-10-29-16-8-13(6-7-14(16)18(15)24)30-22-21(27)20(26)19(25)17(9-23)31-22/h2-8,10,17,19-23,25-27H,9H2,1H3/t17-,19-,20+,21-,22-/m1/s1 INCHIAUX=MGJLSBDCWOSMHL-MIUGBVLSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846480 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846480 SCANS=249 104.79312133789062 291.0 135.0099334716797 253.0 142.06251525878906 351.0 161.0401153564453 402.0 252.04452514648438 813.0 265.7303771972656 212.0 267.0671081542969 7020.0 267.1296081542969 222.0 267.3559265136719 81.0 268.0762023925781 151.0 269.80419921875 131.0 312.097900390625 155.0 351.0965881347656 220.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846482 PEPMASS=543.113159 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A3_BA3_01_3319.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386014-01![(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-[(4-hydroxybenzoyl)oxymethyl]-2-(4-hydroxyphenoxy)oxan-3-yl] 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)C2=CC=C(O)C=C2)O[C@@H](OC3=CC=C(O)C=C3)[C@H](OC(=O)C4=CC(O)=C(O)C(O)=C4)[C@H]1O INCHI=InChI=1S/C26H24O13/c27-14-3-1-12(2-4-14)24(34)36-11-19-21(32)22(33)23(26(38-19)37-16-7-5-15(28)6-8-16)39-25(35)13-9-17(29)20(31)18(30)10-13/h1-10,19,21-23,26-33H,11H2/t19-,21-,22+,23-,26-/m1/s1 INCHIAUX=LIANLIDDEFJTSX-XZWSAFPPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846482 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846482 SCANS=224 93.03779602050781 494.0 109.03368377685547 328.0 110.13470458984375 298.0 125.02781677246094 266.0 137.0239715576172 2183.0 161.0535125732422 139.0 162.03359985351562 322.0 167.03594970703125 404.0 169.01596069335938 1403.0 175.156982421875 154.0 179.59242248535156 59.0 193.01995849609375 97.0 211.039306640625 430.0 221.04905700683594 230.0 252.02322387695312 391.0 281.06005859375 193.0 281.0890808105469 244.0 295.04937744140625 464.0 345.0703430175781 169.0 433.07611083984375 4707.0 542.1661987304688 359.0 542.2821655273438 157.0 543.1133422851562 2536.0 543.20166015625 183.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846484 PEPMASS=535.181885 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_GA4_01_3019.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380532-01![4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 3-acetyloxy-2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(OC(C)=O)C(O)(CC1=CC=C(O)C=C1)C(=O)OCC2=CC=C(OC3OC(CO)C(O)C(O)C3O)C=C2 INCHI=InChI=1S/C26H32O12/c1-14(36-15(2)28)26(34,11-16-3-7-18(29)8-4-16)25(33)35-13-17-5-9-19(10-6-17)37-24-23(32)22(31)21(30)20(12-27)38-24/h3-10,14,20-24,27,29-32,34H,11-13H2,1-2H3 INCHIAUX=OCPITUSJSRGORS-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846484 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846484 SCANS=295 161.55072021484375 61.0 163.07652282714844 3590.0 207.07427978515625 296.0 223.06268310546875 305.0 267.08685302734375 1392.0 535.150390625 164.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846485 PEPMASS=581.188171 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_GA4_01_3019.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380532-01![4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 3-acetyloxy-2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(OC(C)=O)C(O)(CC1=CC=C(O)C=C1)C(=O)OCC2=CC=C(OC3OC(CO)C(O)C(O)C3O)C=C2 INCHI=InChI=1S/C26H32O12/c1-14(36-15(2)28)26(34,11-16-3-7-18(29)8-4-16)25(33)35-13-17-5-9-19(10-6-17)37-24-23(32)22(31)21(30)20(12-27)38-24/h3-10,14,20-24,27,29-32,34H,11-13H2,1-2H3 INCHIAUX=OCPITUSJSRGORS-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846485 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846485 SCANS=290 93.03650665283203 247.0 106.04341888427734 404.0 119.05461883544922 282.0 125.34445190429688 269.0 134.0335693359375 194.0 146.03330993652344 172.0 150.84646606445312 97.0 162.05784606933594 186.0 163.07562255859375 15619.0 166.8513946533203 145.0 167.3013916015625 72.0 170.31463623046875 179.0 173.37644958496094 117.0 203.08071899414062 447.0 207.0645294189453 784.0 225.075927734375 264.0 267.08660888671875 17694.0 267.1346740722656 234.0 267.2359924316406 66.0 268.08428955078125 151.0 278.41546630859375 141.0 429.1413269042969 419.0 535.1511840820312 233.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846487 PEPMASS=539.325562 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G10_RG10_01_3013.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380884-01!(2S,3R,10R,13R,14S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R,5R)-2,3,5-trihydroxy-5,6-dimethylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)[C@](C)(O)C[C@@H](O)[C@](C)(O)C1CC[C@@]2(O)C3=CC(=O)C4C[C@@H](O)[C@@H](O)C[C@]4(C)C3CC[C@]12C INCHI=InChI=1S/C28H46O7/c1-15(2)26(5,33)14-23(32)27(6,34)22-8-10-28(35)17-11-19(29)18-12-20(30)21(31)13-24(18,3)16(17)7-9-25(22,28)4/h11,15-16,18,20-23,30-35H,7-10,12-14H2,1-6H3/t16?,18?,20-,21+,22?,23-,24-,25-,26-,27-,28-/m1/s1 INCHIAUX=YXPVYQIMXPYFSF-IBKWGOALSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846487 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846487 SCANS=279 125.05972290039062 145.0 173.11436462402344 524.0 203.13839721679688 134.0 252.99546813964844 230.0 301.1816711425781 487.0 319.1897888183594 3113.0 331.4346923828125 139.0 373.2239074707031 128.0 493.31890869140625 7898.0 494.31085205078125 332.0 539.32763671875 1111.0 1490.0408935546875 145.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846489 PEPMASS=756.21637 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G10_RG10_01_3013.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179986-02!2-[[4-[2-[(2S,3R,4S,5S,6R)-3-acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-(2-hydroxy-4-methoxy-6-methylbenzoyl)oxy-6-methylbenzoyl]oxy-2-hydroxy-6-methylbenzoyl]amino]propanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C(C(=O)OC2=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3OC(C)=O)=C(C(=O)OC4=CC(O)=C(C(=O)NC(C)C(O)=O)C(C)=C4)C(C)=C2)C(C)=C1 INCHI=InChI=1S/C36H39NO17/c1-14-8-20(11-22(40)26(14)32(44)37-17(4)33(45)46)51-35(48)28-16(3)9-21(52-34(47)27-15(2)7-19(49-6)10-23(27)41)12-24(28)53-36-31(50-18(5)39)30(43)29(42)25(13-38)54-36/h7-12,17,25,29-31,36,38,40-43H,13H2,1-6H3,(H,37,44)(H,45,46)/t17?,25-,29-,30+,31-,36-/m1/s1 INCHIAUX=RBFOMTAWEHHDSX-TZHFLBFYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846489 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846489 SCANS=402 85.45130157470703 100.0 88.03974151611328 321.0 90.72110748291016 223.0 94.9424057006836 86.0 102.2109603881836 244.0 105.52092742919922 282.0 114.01892852783203 15288.0 118.02984619140625 221.0 118.52243041992188 83.0 122.77519989013672 98.0 122.89962005615234 256.0 123.01162719726562 82.0 123.04376220703125 16971.0 123.12828063964844 88.0 123.35845947265625 78.0 123.64265441894531 291.0 125.13399505615234 176.0 129.03492736816406 58.0 129.86129760742188 90.0 134.45843505859375 171.0 137.0595703125 215.0 140.5985565185547 62.0 147.03526306152344 277.0 149.0233612060547 2465.0 163.0425262451172 346.0 166.0493621826172 511.0 167.03543090820312 1602.0 181.0499725341797 354.0 188.2283477783203 304.0 189.05625915527344 229.0 190.06546020507812 161.0 194.08340454101562 1958.0 203.0282745361328 294.0 220.064208984375 431.0 236.21568298339844 158.0 236.63307189941406 178.0 236.73104858398438 89.0 237.5797119140625 118.0 237.76300048828125 107.0 238.07066345214844 43366.0 238.16835021972656 251.0 238.27264404296875 152.0 238.56292724609375 76.0 238.864501953125 209.0 239.07403564453125 1363.0 239.224853515625 61.0 239.80128479003906 76.0 251.0544891357422 283.0 276.0035705566406 220.0 281.9766540527344 251.0 286.5475158691406 115.0 287.0562744140625 151.0 287.1398010253906 53.0 293.0641174316406 195.0 317.1634826660156 228.0 343.14422607421875 157.0 353.0887451171875 1383.0 356.4261474609375 143.0 371.0937805175781 2438.0 371.22100830078125 114.0 384.4368896484375 58.0 503.103271484375 112.0 581.7139282226562 64.0 591.8982543945312 71.0 592.166015625 9583.0 593.169189453125 1468.0 756.19482421875 516.0 756.2556762695312 217.0 757.2281494140625 400.0 1371.816650390625 338.0 1371.9874267578125 98.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846492 PEPMASS=430.283356 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_RG5_01_3008.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347750-02!(E,2S,3R,4R,5S)-4-acetyloxy-2-amino-3,5,14-trihydroxyicos-6-enoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCC(O)CCCCCC\C=C\[C@H](O)[C@@H](OC(C)=O)[C@H](O)[C@H](N)C(O)=O INCHI=InChI=1S/C22H41NO7/c1-3-4-5-10-13-17(25)14-11-8-6-7-9-12-15-18(26)21(30-16(2)24)20(27)19(23)22(28)29/h12,15,17-21,25-27H,3-11,13-14,23H2,1-2H3,(H,28,29)/b15-12+/t17?,18-,19-,20+,21+/m0/s1 INCHIAUX=OOEOVXMORBPOKC-LNBSYBDWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846492 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846492 SCANS=397 73.28530883789062 89.0 112.04081726074219 256.0 116.03517150878906 1842.0 140.04124450683594 474.0 158.0436553955078 270.0 188.80494689941406 124.0 253.22067260742188 53.0 306.2249450683594 92.0 350.2619323730469 181.0 430.27984619140625 1720.0 430.3783874511719 93.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846493 PEPMASS=517.122681 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_RG5_01_3008.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380462-01!5,7-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2=C3OC(=O)C=CC3=C(O)C(C4OC(CO)C(O)C(O)C4O)=C2O)C(O)C(O)C1O INCHI=InChI=1S/C21H26O15/c22-3-6-11(26)14(29)16(31)19(33-6)9-10(25)5-1-2-8(24)35-18(5)20(13(9)28)36-21-17(32)15(30)12(27)7(4-23)34-21/h1-2,6-7,11-12,14-17,19,21-23,25-32H,3-4H2 INCHIAUX=YRVGYJMSCQFOCA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846493 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846493 SCANS=164 150.03125 233.0 173.4396209716797 507.0 177.01756286621094 410.0 190.99456787109375 279.0 191.99908447265625 1025.0 205.00730895996094 235.0 206.02244567871094 877.0 217.00755310058594 318.0 220.63409423828125 153.0 221.008056640625 529.0 234.0155029296875 5220.0 235.02719116210938 757.0 247.02549743652344 193.0 264.0292053222656 2499.0 264.5754089355469 125.0 316.57891845703125 196.0 336.049072265625 406.0 354.0700988769531 469.0 355.0696105957031 203.0 397.07568359375 7424.0 427.084716796875 1584.0 517.1210327148438 3088.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846496 PEPMASS=762.395813 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_RG5_01_3008.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380594-01!(2S)-2-[2-[(5R,6R,7S,9S,11R,16R,18S,19S)-19-acetamido-6-[(3S)-3,4-dicarboxybutanoyl]oxy-11,16,18-trihydroxy-5,9-dimethylicosan-7-yl]oxy-2-oxoethyl]butanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCC[C@@H](C)[C@@H](OC(=O)C[C@H](CC(O)=O)C(O)=O)[C@H](C[C@@H](C)C[C@H](O)CCCC[C@@H](O)C[C@H](O)[C@H](C)NC(C)=O)OC(=O)C[C@H](CC(O)=O)C(O)=O INCHI=InChI=1S/C36H61NO16/c1-6-7-10-21(3)34(53-33(47)18-25(36(50)51)16-31(44)45)29(52-32(46)17-24(35(48)49)15-30(42)43)14-20(2)13-26(39)11-8-9-12-27(40)19-28(41)22(4)37-23(5)38/h20-22,24-29,34,39-41H,6-19H2,1-5H3,(H,37,38)(H,42,43)(H,44,45)(H,48,49)(H,50,51)/t20-,21+,22-,24-,25-,26+,27+,28-,29-,34+/m0/s1 INCHIAUX=ADACAMXIRQREOB-ZODIVDNVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846496 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846496 SCANS=348 77.82186889648438 179.0 79.0007095336914 109.0 81.10043334960938 138.0 84.8787612915039 149.0 85.65409851074219 195.0 87.04810333251953 342.0 88.16770935058594 125.0 88.95950317382812 538.0 91.61492156982422 130.0 95.01136016845703 216.0 96.64146423339844 47.0 97.99767303466797 349.0 112.96231079101562 188.0 113.02363586425781 5863.0 114.05165100097656 315.0 115.00057983398438 275.0 124.1396484375 140.0 129.57232666015625 297.0 130.0882568359375 242.0 131.0332489013672 1724.0 156.8123016357422 253.0 157.01356506347656 78983.0 157.0677947998047 139.0 157.10678100585938 97.0 157.13389587402344 291.0 157.9501953125 87.0 158.01515197753906 933.0 158.3369140625 69.0 159.00328063964844 45.0 159.2285614013672 159.0 160.64346313476562 83.0 165.81356811523438 131.0 168.800537109375 60.0 175.0254669189453 3891.0 179.94825744628906 47.0 209.29180908203125 136.0 237.1772918701172 226.0 274.8335266113281 248.0 289.8712463378906 352.0 290.4361267089844 170.0 313.29937744140625 294.0 339.0089111328125 84.0 352.96923828125 138.0 362.5162048339844 248.0 402.326904296875 386.0 446.3431396484375 253.0 446.3773193359375 190.0 586.3628540039062 776.0 602.3523559570312 85.0 603.3319702148438 88.0 603.5426025390625 190.0 603.6285400390625 60.0 603.8395385742188 92.0 603.9705200195312 160.0 604.3685302734375 22869.0 604.6569213867188 236.0 605.373291015625 1349.0 653.65234375 102.0 698.372802734375 88.0 701.3666381835938 88.0 744.3841552734375 2239.0 745.38037109375 207.0 750.035400390625 171.0 757.9981079101562 124.0 760.366943359375 92.0 761.224853515625 141.0 761.3677978515625 212.0 761.5558471679688 205.0 761.8407592773438 149.0 762.0149536132812 61.0 762.3941650390625 16341.0 762.6910400390625 78.0 763.3986206054688 2441.0 764.233642578125 82.0 782.9789428710938 169.0 802.8670654296875 272.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846497 PEPMASS=865.22699 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_RG5_01_3008.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380463-01!(3S,4R)-7-hydroxy-3-[(3S,4R)-7-hydroxy-4-(4-hydroxyphenyl)-2-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydrochromen-3-yl]-4-(4-hydroxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydrochromen-2-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C3[C@H]([C@@H]([C@@H]4[C@H](C5=CC=C(O)C=C5)C6=C(O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)C=C(O)C=C6OC4=O)C(=O)OC3=CC(O)=C2)C8=CC=C(O)C=C8)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C42H42O20/c43-13-25-33(49)35(51)37(53)41(61-25)59-23-11-19(47)9-21-29(23)27(15-1-5-17(45)6-2-15)31(39(55)57-21)32-28(16-3-7-18(46)8-4-16)30-22(58-40(32)56)10-20(48)12-24(30)60-42-38(54)36(52)34(50)26(14-44)62-42/h1-12,25-28,31-38,41-54H,13-14H2/t25-,26-,27-,28-,31+,32+,33-,34-,35+,36+,37-,38-,41-,42-/m1/s1 INCHIAUX=AYJLVEAOIKOWIP-DUKVQSBLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846497 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846497 SCANS=225 82.6528549194336 182.0 229.04969787597656 1484.0 257.04840087890625 318.0 283.06085205078125 230.0 311.0572814941406 553.0 379.05792236328125 429.0 391.1028747558594 2033.0 392.0956726074219 128.0 403.5277099609375 234.0 419.1033630371094 116.0 446.12225341796875 234.0 447.0589599609375 234.0 471.0676574707031 311.0 497.1477966308594 241.0 541.1084594726562 466.0 543.8291625976562 205.0 608.3203125 196.0 608.8104248046875 218.0 609.1217651367188 2284.0 610.1329956054688 836.0 703.161865234375 1272.0 704.1825561523438 148.0 705.2225952148438 218.0 745.1751098632812 175.0 771.1702270507812 524.0 772.1414794921875 238.0 806.0054321289062 123.0 823.3404541015625 175.0 865.2228393554688 5197.0 865.6231689453125 210.0 866.2233276367188 1075.0 867.2238159179688 499.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846499 PEPMASS=911.230347 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_RG5_01_3008.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380463-01!(3S,4R)-7-hydroxy-3-[(3S,4R)-7-hydroxy-4-(4-hydroxyphenyl)-2-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydrochromen-3-yl]-4-(4-hydroxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydrochromen-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C3[C@H]([C@@H]([C@@H]4[C@H](C5=CC=C(O)C=C5)C6=C(O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)C=C(O)C=C6OC4=O)C(=O)OC3=CC(O)=C2)C8=CC=C(O)C=C8)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C42H42O20/c43-13-25-33(49)35(51)37(53)41(61-25)59-23-11-19(47)9-21-29(23)27(15-1-5-17(45)6-2-15)31(39(55)57-21)32-28(16-3-7-18(46)8-4-16)30-22(58-40(32)56)10-20(48)12-24(30)60-42-38(54)36(52)34(50)26(14-44)62-42/h1-12,25-28,31-38,41-54H,13-14H2/t25-,26-,27-,28-,31+,32+,33-,34-,35+,36+,37-,38-,41-,42-/m1/s1 INCHIAUX=AYJLVEAOIKOWIP-DUKVQSBLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846499 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846499 SCANS=228 74.21864318847656 160.0 75.31549835205078 113.0 107.01089477539062 105.0 108.65853881835938 104.0 109.02596282958984 321.0 110.0255126953125 56.0 119.05797576904297 245.0 122.912109375 266.0 124.80525970458984 115.0 124.90438842773438 159.0 125.02342987060547 248.0 125.42713928222656 149.0 127.34983825683594 293.0 140.0108642578125 297.0 143.04908752441406 599.0 145.02622985839844 1831.0 149.02203369140625 452.0 161.0215301513672 1020.0 161.0612030029297 288.0 161.7026824951172 256.0 163.001708984375 555.0 164.00660705566406 309.0 165.0242156982422 418.0 175.92527770996094 72.0 177.01885986328125 927.0 184.8580322265625 193.0 185.0588836669922 2583.0 187.03419494628906 481.0 187.28817749023438 210.0 189.01747131347656 645.0 195.0792236328125 131.0 197.05667114257812 301.0 198.0718994140625 176.0 199.07998657226562 245.0 200.04071044921875 135.0 201.0570526123047 145.0 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660.1709594726562 422.0 660.4404296875 114.0 675.1596069335938 163.0 676.1859741210938 168.0 697.7291870117188 71.0 702.2512817382812 138.0 702.9352416992188 193.0 703.1676025390625 6586.0 704.1594848632812 1005.0 705.4015502929688 82.0 744.1868896484375 107.0 745.1719360351562 120.0 749.167724609375 87.0 763.1893920898438 96.0 771.176513671875 1362.0 821.2601318359375 132.0 865.2225341796875 8234.0 865.4031982421875 219.0 866.2274169921875 2025.0 866.898681640625 140.0 909.1666259765625 203.0 1326.843017578125 145.0 1426.7080078125 142.0 1664.1685791015625 133.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846502 PEPMASS=927.682129 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_RG5_01_3008.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380592-01!(26E,30E,34E)-2,6,10,14,18,22,26,30,34-nonamethyl-36-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexatriaconta-2,26,30,34-tetraene-6,10,14,18,22-pentol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCCC(C)(O)CCCC(C)(O)CCCC(C)(O)CCCC(C)(O)CCCC(C)(O)CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O INCHI=InChI=1S/C51H94O11/c1-38(2)19-13-26-47(6,56)28-15-30-49(8,58)32-17-34-51(10,60)35-18-33-50(9,59)31-16-29-48(7,57)27-14-24-40(4)22-11-20-39(3)21-12-23-41(5)25-36-61-46-45(55)44(54)43(53)42(37-52)62-46/h19,21-22,25,42-46,52-60H,11-18,20,23-24,26-37H2,1-10H3/b39-21+,40-22+,41-25+/t42-,43-,44+,45+,46+,47?,48?,49?,50?,51?/m1/s1 INCHIAUX=KBDCOGFOUWVOPM-NNCLPGHOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846502 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846502 SCANS=514 83.01725006103516 288.0 89.02922058105469 326.0 95.01536560058594 326.0 101.0228500366211 1951.0 101.62577056884766 66.0 102.10444641113281 64.0 113.02442169189453 2369.0 119.0341796875 4806.0 125.0942611694336 116.0 141.01747131347656 220.0 143.0341033935547 1404.0 149.04737854003906 245.0 153.13143920898438 343.0 161.04322814941406 1534.0 161.1011199951172 51.0 172.1416778564453 262.0 179.05606079101562 6748.0 183.13783264160156 153.0 213.13917541503906 246.0 231.2139892578125 420.0 257.21124267578125 181.0 377.3140869140625 223.0 415.574462890625 315.0 429.265625 66.0 430.2291259765625 253.0 430.39306640625 83.0 435.3420104980469 155.0 436.3032531738281 66.0 438.25048828125 101.0 442.5784912109375 342.0 446.5660705566406 213.0 450.4956970214844 194.0 453.35650634765625 145.0 464.6219482421875 170.0 468.5426025390625 153.0 469.3831481933594 245.0 481.81402587890625 210.0 498.7991943359375 170.0 542.9771728515625 285.0 689.6060791015625 151.0 701.6103515625 148.0 701.6973266601562 69.0 702.5968017578125 173.0 719.5772094726562 208.0 719.625732421875 499.0 720.6246337890625 364.0 744.989501953125 181.0 879.267822265625 242.0 880.2103271484375 88.0 880.3978271484375 152.0 880.6793212890625 167.0 881.033935546875 109.0 881.3603515625 54.0 881.5466918945312 180.0 881.6736450195312 19619.0 882.0701293945312 162.0 882.2942504882812 156.0 882.5831909179688 287.0 882.6754760742188 4445.0 883.6720581054688 209.0 895.3751831054688 121.0 902.3327026367188 151.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846504 PEPMASS=961.688293 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_RG5_01_3008.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347748-02!(30E,34E)-2,6,10,14,18,22,26,30,34-nonamethyl-36-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexatriaconta-2,30,34-triene-6,10,14,18,22,26,27-heptol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCCC(C)(O)CCCC(C)(O)CCCC(C)(O)CCCC(C)(O)CCCC(C)(O)CCCC(C)(O)C(O)CC\C(C)=C\CC\C(C)=C\CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C51H96O13/c1-37(2)18-12-24-46(5,57)25-13-26-47(6,58)27-14-28-48(7,59)29-15-30-49(8,60)31-16-32-50(9,61)33-17-34-51(10,62)41(53)22-21-38(3)19-11-20-39(4)23-35-63-45-44(56)43(55)42(54)40(36-52)64-45/h18-19,23,40-45,52-62H,11-17,20-22,24-36H2,1-10H3/b38-19+,39-23+/t40-,41?,42-,43+,44-,45-,46?,47?,48?,49?,50?,51?/m1/s1 INCHIAUX=MONOOAYGIBRELN-REQVTYDXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846504 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846504 SCANS=411 87.005126953125 176.0 89.02281951904297 1401.0 95.01361846923828 269.0 101.02359771728516 1557.0 102.02666473388672 339.0 113.0257568359375 1492.0 118.34893035888672 134.0 119.03455352783203 2143.0 124.99517059326172 174.0 131.02780151367188 237.0 139.07138061523438 207.0 143.03514099121094 343.0 149.05235290527344 548.0 161.04562377929688 861.0 162.04306030273438 62.0 171.13827514648438 629.0 179.05474853515625 6770.0 183.1365203857422 188.0 231.20880126953125 253.0 249.23594665527344 224.0 281.9382629394531 239.0 299.24810791015625 363.0 399.3324890136719 246.0 410.1510009765625 211.0 429.1854553222656 207.0 430.4261779785156 186.0 430.5812072753906 103.0 435.81353759765625 439.0 445.86456298828125 75.0 452.858154296875 126.0 474.6046447753906 362.0 578.382568359375 74.0 617.5051879882812 126.0 649.0396728515625 162.0 675.530029296875 283.0 705.5709228515625 138.0 721.5927734375 139.0 724.622802734375 148.0 733.584228515625 106.0 734.8906860351562 159.0 735.6222534179688 1033.0 736.6183471679688 341.0 737.5856323242188 123.0 751.5992431640625 256.0 753.6231689453125 1146.0 754.6513671875 267.0 777.639892578125 230.0 795.6011962890625 123.0 899.4974365234375 204.0 902.8826904296875 90.0 909.4940795898438 198.0 912.0846557617188 128.0 912.7343139648438 122.0 912.8211059570312 118.0 914.0068969726562 174.0 914.1019897460938 169.0 914.3991088867188 202.0 914.892822265625 180.0 915.4400024414062 204.0 915.678466796875 30800.0 916.6848754882812 12939.0 916.8052978515625 79.0 916.9550170898438 88.0 917.2235107421875 168.0 917.69970703125 307.0 917.7554321289062 258.0 918.453125 104.0 922.1468505859375 75.0 940.6748657226562 181.0 943.1693725585938 64.0 945.9705200195312 158.0 947.2720336914062 65.0 1095.5078125 176.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846506 PEPMASS=481.184967 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_RE5_01_2994.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384865-01!5-hydroxy-7-[4-hydroxy-2-methoxy-3-(3-methylbut-2-enyl)phenyl]-2,2-dimethyl-7,8-dihydropyrano[3,2-g]chromen-6-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C=CC(O)=C1CC=C(C)C)C2COC3=CC4=C(C=CC(C)(C)O4)C(O)=C3C2=O INCHI=InChI=1S/C26H28O6/c1-14(2)6-7-16-19(27)9-8-15(25(16)30-5)18-13-31-21-12-20-17(10-11-26(3,4)32-20)23(28)22(21)24(18)29/h6,8-12,18,27-28H,7,13H2,1-5H3 INCHIAUX=QJFJALJGKXGWFO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846506 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846506 SCANS=573 159.08364868164062 260.0 225.30226135253906 321.0 231.06568908691406 1042.0 249.9136199951172 145.0 435.18841552734375 2812.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846510 PEPMASS=491.117859 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_RE5_01_2994.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384867-01!5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2=CC(=O)C3=C(O)C(OC)=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3O2 INCHI=InChI=1S/C23H24O12/c1-31-13-5-9(3-4-10(13)25)12-6-11(26)17-14(33-12)7-15(22(32-2)19(17)28)34-23-21(30)20(29)18(27)16(8-24)35-23/h3-7,16,18,20-21,23-25,27-30H,8H2,1-2H3/t16-,18-,20+,21-,23-/m1/s1 INCHIAUX=YFZSQPRYLBGYKE-FZFRBNDOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846510 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846510 SCANS=236 116.35147094726562 144.0 147.04696655273438 216.0 151.71896362304688 160.0 235.9264373779297 163.0 250.4779815673828 95.0 285.036865234375 242.0 298.0108337402344 363.0 299.05816650390625 213.0 313.0345458984375 2924.0 314.0396728515625 294.0 315.0483093261719 528.0 316.3434143066406 174.0 327.0542297363281 365.0 328.0616455078125 654.0 329.0679016113281 424.0 360.0559997558594 323.0 401.1016540527344 200.0 476.0981750488281 1062.0 491.1193542480469 6856.0 491.19415283203125 160.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846512 PEPMASS=563.138428 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_RE5_01_2994.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384875-01!5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(O[C@@H]4OC[C@@H](O)[C@H](O)[C@H]4O)=C(OC3=C2)C5=CC=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C26H28O14/c1-9-17(30)20(33)22(35)26(37-9)38-12-6-13(28)16-15(7-12)39-23(10-2-4-11(27)5-3-10)24(19(16)32)40-25-21(34)18(31)14(29)8-36-25/h2-7,9,14,17-18,20-22,25-31,33-35H,8H2,1H3/t9-,14+,17-,18-,20+,21+,22+,25-,26-/m0/s1 INCHIAUX=DQBVFTJNUYZVQL-AJLBHKPASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846512 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846512 SCANS=199 104.55314636230469 112.0 150.62181091308594 100.0 151.0930938720703 288.0 176.0460205078125 194.0 255.02993774414062 271.0 271.0665588378906 236.0 283.0246887207031 4741.0 284.0244445800781 557.0 285.04364013671875 3187.0 417.08526611328125 108.0 430.0902099609375 5263.0 431.10418701171875 1448.0 434.2198791503906 173.0 563.1360473632812 5019.0 563.5952758789062 81.0 564.138427734375 276.0 1540.28759765625 234.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846514 PEPMASS=441.082031 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_RA6_01_3152.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385833-01![(2S,3R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl] 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1CC2=C(O)C=C(OC(=O)C3=CC(O)=C(O)C(O)=C3)C=C2O[C@H]1C4=CC=C(O)C(O)=C4 INCHI=InChI=1S/C22H18O10/c23-13-2-1-9(3-15(13)25)21-18(28)8-12-14(24)6-11(7-19(12)32-21)31-22(30)10-4-16(26)20(29)17(27)5-10/h1-7,18,21,23-29H,8H2/t18-,21+/m1/s1 INCHIAUX=WKIHBIBUCQPPBY-NQIIRXRSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846514 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846514 SCANS=214 97.02971649169922 295.0 109.0287094116211 813.0 137.0225830078125 484.0 162.03125 308.0 181.05648803710938 312.0 187.03964233398438 212.0 188.0452880859375 248.0 212.0486297607422 248.0 223.08251953125 153.0 230.05931091308594 213.0 245.0785675048828 405.0 288.9182434082031 124.0 289.0725402832031 5842.0 289.1496276855469 134.0 289.23419189453125 52.0 291.70269775390625 135.0 441.0799560546875 1502.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846516 PEPMASS=531.134766 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_RA6_01_3152.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385834-01!7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methoxychromen-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O[C@@H]2O[C@H](CO[C@@H]3OC[C@](O)(CO)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)C=C4OC(=O)C=CC4=C1 INCHI=InChI=1S/C21H26O13/c1-29-11-4-9-2-3-14(23)32-10(9)5-12(11)33-19-17(26)16(25)15(24)13(34-19)6-30-20-18(27)21(28,7-22)8-31-20/h2-5,13,15-20,22,24-28H,6-8H2,1H3/t13-,15-,16+,17-,18+,19-,20-,21-/m1/s1 INCHIAUX=DCERMUGUBKSKBM-DSEJFMNZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846516 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846516 SCANS=169 90.40363311767578 55.0 100.21229553222656 346.0 109.91819763183594 99.0 176.01199340820312 3687.0 190.2616424560547 185.0 190.36077880859375 68.0 191.03463745117188 13339.0 275.0772399902344 199.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846518 PEPMASS=623.160217 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_RA6_01_3152.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385828-01!3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)C(=O)C5=C(O)C=C(O)C=C5O2 INCHI=InChI=1S/C28H32O16/c1-9-18(33)21(36)23(38)27(40-9)44-26-22(37)19(34)16(8-29)42-28(26)43-25-20(35)17-13(32)6-11(30)7-15(17)41-24(25)10-3-4-12(31)14(5-10)39-2/h3-7,9,16,18-19,21-23,26-34,36-38H,8H2,1-2H3/t9-,16+,18-,19+,21+,22-,23+,26+,27-,28-/m0/s1 INCHIAUX=QHLKSZBFIJJREC-SPSUIZEHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846518 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846518 SCANS=219 84.99302673339844 230.0 215.0282745361328 281.0 299.01995849609375 1142.0 314.0428161621094 3366.0 315.0540771484375 554.0 445.0385437011719 314.0 459.1242980957031 113.0 623.1621704101562 1088.0 623.204833984375 654.0 624.18310546875 231.0 674.2478637695312 125.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846520 PEPMASS=669.165649 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_RA6_01_3152.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385828-01!3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)C(=O)C5=C(O)C=C(O)C=C5O2 INCHI=InChI=1S/C28H32O16/c1-9-18(33)21(36)23(38)27(40-9)44-26-22(37)19(34)16(8-29)42-28(26)43-25-20(35)17-13(32)6-11(30)7-15(17)41-24(25)10-3-4-12(31)14(5-10)39-2/h3-7,9,16,18-19,21-23,26-34,36-38H,8H2,1-2H3/t9-,16+,18-,19+,21+,22-,23+,26+,27-,28-/m0/s1 INCHIAUX=QHLKSZBFIJJREC-SPSUIZEHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846520 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846520 SCANS=220 226.98794555664062 243.0 243.02584838867188 192.0 243.04689025878906 240.0 270.0182189941406 224.0 271.0289306640625 271.0 285.0342102050781 215.0 285.0789794921875 184.0 296.64654541015625 75.0 299.0233459472656 783.0 300.0272216796875 448.0 313.0263366699219 243.0 314.043701171875 4209.0 315.0616455078125 179.0 459.09466552734375 215.0 622.0332641601562 246.0 623.1611938476562 5781.0 624.1729736328125 450.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846522 PEPMASS=341.174744 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_RC11_01_2988.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169633-02!9-phenyl-1-(2,4,6-trihydroxyphenyl)nonan-1-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC(O)=C(C(=O)CCCCCCCCC2=CC=CC=C2)C(O)=C1 INCHI=InChI=1S/C21H26O4/c22-17-14-19(24)21(20(25)15-17)18(23)13-9-4-2-1-3-6-10-16-11-7-5-8-12-16/h5,7-8,11-12,14-15,22,24-25H,1-4,6,9-10,13H2 INCHIAUX=OOGZWXIAHJKVAH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846522 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846522 SCANS=493 124.01878356933594 262.0 125.02445983886719 118.0 255.17457580566406 189.0 257.1632385253906 306.0 297.1793212890625 1134.0 341.130859375 220.0 341.18072509765625 3761.0 341.2989807128906 168.0 342.17706298828125 183.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846523 PEPMASS=375.123169 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_RC11_01_2988.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347401-02!(E)-1-[2,4-dihydroxy-3-[(2-hydroxyphenyl)methyl]-6-methoxyphenyl]-3-phenylprop-2-en-1-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C(CC2=CC=CC=C2O)C(O)=C1C(=O)\C=C\C3=CC=CC=C3 INCHI=InChI=1S/C23H20O5/c1-28-21-14-20(26)17(13-16-9-5-6-10-18(16)24)23(27)22(21)19(25)12-11-15-7-3-2-4-8-15/h2-12,14,24,26-27H,13H2,1H3/b12-11+ INCHIAUX=IVKGLRZLTNXWKF-VAWYXSNFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846523 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846523 SCANS=463 139.0404510498047 398.0 169.62191772460938 553.0 226.06260681152344 136.0 254.05960083007812 258.0 269.0827331542969 1654.0 281.0973205566406 345.0 375.122802734375 2157.0 792.0147094726562 157.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846525 PEPMASS=601.153748 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_RC11_01_2988.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385446-01![(2S,3R,4S,5S,6R)-2-[[(3S,4R,4aR)-4-ethenyl-4a-hydroxy-8-oxo-3,4,5,6-tetrahydropyrano[3,4-c]pyran-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2,4-dihydroxy-6-(3-hydroxyphenyl)benzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](O[C@@H]2OC=C3C(=O)OCC[C@@]3(O)[C@H]2C=C)[C@H](OC(=O)C4=C(C=C(O)C=C4O)C5=CC(O)=CC=C5)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C29H30O14/c1-2-17-27(40-12-18-25(36)39-7-6-29(17,18)38)43-28-24(23(35)22(34)20(11-30)41-28)42-26(37)21-16(9-15(32)10-19(21)33)13-4-3-5-14(31)8-13/h2-5,8-10,12,17,20,22-24,27-28,30-35,38H,1,6-7,11H2/t17-,20+,22+,23-,24+,27-,28-,29+/m0/s1 INCHIAUX=UZYZCCWBBBCDAD-WCYQFIIKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846525 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846525 SCANS=239 141.01776123046875 894.0 149.0575408935547 241.0 159.04232788085938 254.0 159.6166229248047 305.0 171.62889099121094 84.0 183.04832458496094 449.0 185.0181427001953 55.0 201.0557861328125 1275.0 226.8726806640625 330.0 227.03341674804688 3452.0 245.04656982421875 2588.0 459.1315002441406 235.0 601.1548461914062 492.0 601.263671875 189.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846528 PEPMASS=647.158386 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_RC11_01_2988.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385446-01![(2S,3R,4S,5S,6R)-2-[[(3S,4R,4aR)-4-ethenyl-4a-hydroxy-8-oxo-3,4,5,6-tetrahydropyrano[3,4-c]pyran-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2,4-dihydroxy-6-(3-hydroxyphenyl)benzoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](O[C@@H]2OC=C3C(=O)OCC[C@@]3(O)[C@H]2C=C)[C@H](OC(=O)C4=C(C=C(O)C=C4O)C5=CC(O)=CC=C5)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C29H30O14/c1-2-17-27(40-12-18-25(36)39-7-6-29(17,18)38)43-28-24(23(35)22(34)20(11-30)41-28)42-26(37)21-16(9-15(32)10-19(21)33)13-4-3-5-14(31)8-13/h2-5,8-10,12,17,20,22-24,27-28,30-35,38H,1,6-7,11H2/t17-,20+,22+,23-,24+,27-,28-,29+/m0/s1 INCHIAUX=UZYZCCWBBBCDAD-WCYQFIIKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846528 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846528 SCANS=238 97.0333023071289 171.0 124.21810913085938 264.0 125.8111343383789 68.0 126.91700744628906 223.0 141.01881408691406 3658.0 157.0664520263672 457.0 159.0435791015625 293.0 182.03369140625 373.0 183.0443572998047 2222.0 201.05526733398438 6966.0 226.0379638671875 437.0 227.03643798828125 35080.0 227.0771942138672 451.0 227.1696014404297 111.0 229.45944213867188 111.0 245.04620361328125 16715.0 245.23248291015625 189.0 245.34738159179688 83.0 246.2231903076172 51.0 247.4462890625 120.0 269.0484924316406 251.0 287.0570068359375 1129.0 347.08245849609375 173.0 389.08734130859375 195.0 407.0944519042969 140.0 459.1379089355469 430.0 513.1339111328125 181.0 539.1607055664062 210.0 601.153564453125 2185.0 602.1570434570312 171.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846530 PEPMASS=761.237854 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_RC11_01_2988.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385416-01!bis[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] (2R)-2-hydroxy-2-(2-methylpropyl)butanedioate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C[C@@](O)(CC(=O)OCC1=CC=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1)C(=O)OCC3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3 INCHI=InChI=1S/C34H46O17/c1-17(2)11-34(45,33(44)47-16-19-5-9-21(10-6-19)49-32-30(43)28(41)26(39)23(14-36)51-32)12-24(37)46-15-18-3-7-20(8-4-18)48-31-29(42)27(40)25(38)22(13-35)50-31/h3-10,17,22-23,25-32,35-36,38-43,45H,11-16H2,1-2H3/t22-,23-,25-,26-,27+,28+,29-,30-,31-,32-,34-/m1/s1 INCHIAUX=GQNUDXCKVPLQBI-KIQVUASESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846530 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846530 SCANS=252 96.22368621826172 472.0 123.04291534423828 765.0 127.07811737060547 359.0 129.05230712890625 263.0 191.0850067138672 240.0 242.10946655273438 155.0 250.1487579345703 286.0 457.17669677734375 1665.0 590.0117797851562 164.0 761.2443237304688 321.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846532 PEPMASS=771.26825 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_RC11_01_2988.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385416-01!bis[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] (2R)-2-hydroxy-2-(2-methylpropyl)butanedioate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C[C@@](O)(CC(=O)OCC1=CC=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1)C(=O)OCC3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3 INCHI=InChI=1S/C34H46O17/c1-17(2)11-34(45,33(44)47-16-19-5-9-21(10-6-19)49-32-30(43)28(41)26(39)23(14-36)51-32)12-24(37)46-15-18-3-7-20(8-4-18)48-31-29(42)27(40)25(38)22(13-35)50-31/h3-10,17,22-23,25-32,35-36,38-43,45H,11-16H2,1-2H3/t22-,23-,25-,26-,27+,28+,29-,30-,31-,32-,34-/m1/s1 INCHIAUX=GQNUDXCKVPLQBI-KIQVUASESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846532 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846532 SCANS=244 84.84577178955078 211.0 85.44129180908203 303.0 99.08281707763672 4119.0 101.06104278564453 89.0 105.34050750732422 60.0 113.02513885498047 214.0 122.97501373291016 113.0 123.04574584960938 15820.0 124.91117095947266 212.0 127.0772933959961 14464.0 127.12648010253906 97.0 127.14705657958984 84.0 128.3382110595703 201.0 129.05615234375 15387.0 130.31973266601562 194.0 130.59349060058594 121.0 131.03640747070312 71.0 137.120849609375 58.0 138.0365447998047 222.0 141.28585815429688 88.0 143.0318145751953 248.0 153.0554656982422 14481.0 159.0343017578125 340.0 161.0437469482422 2041.0 163.3278350830078 306.0 171.0667266845703 8282.0 171.1656494140625 129.0 172.06529235839844 186.0 189.07794189453125 2691.0 207.0634765625 385.0 210.37841796875 208.0 221.49668884277344 224.0 221.82623291015625 123.0 223.37156677246094 268.0 238.36412048339844 317.0 241.54774475097656 131.0 266.9092712402344 61.0 285.0996398925781 5772.0 287.8810729980469 189.0 337.1167297363281 115.0 351.1275939941406 220.0 415.15911865234375 200.0 439.1718444824219 609.0 454.8332214355469 94.0 455.3914489746094 149.0 456.0937194824219 138.0 456.5653991699219 209.0 456.6566467285156 392.0 457.02142333984375 123.0 457.1732482910156 59298.0 457.5539855957031 118.0 458.175537109375 3652.0 459.2293395996094 67.0 460.1084899902344 153.0 619.2259521484375 144.0 639.8992919921875 59.0 849.02490234375 99.0 1223.0806884765625 521.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846534 PEPMASS=341.138 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_RE6_01_3176.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347453-02!(E)-1,7-bis(4-hydroxyphenyl)hept-4-en-3-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(CC\C=C\C(=O)CCC2=CC=C(O)C=C2)C=C1 INCHI=InChI=1S/C19H20O3/c20-17(10-7-16-8-13-19(22)14-9-16)4-2-1-3-15-5-11-18(21)12-6-15/h2,4-6,8-9,11-14,21-22H,1,3,7,10H2/b4-2+ INCHIAUX=GIKJADRKBZHVCY-DUXPYHPUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846534 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846534 SCANS=339 83.04981994628906 306.0 178.72581481933594 66.0 189.09173583984375 2745.0 294.11474609375 212.0 295.13525390625 745.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846535 PEPMASS=575.377991 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_RE6_01_3176.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381180-01!3-[5-(3,5-dihydroxydecanoyloxy)-3-hydroxydecanoyl]oxy-5-hydroxydecanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC(O)CC(O)CC(=O)OC(CCCCC)CC(O)CC(=O)OC(CC(O)CCCCC)CC(O)=O INCHI=InChI=1S/C30H56O10/c1-4-7-10-13-22(31)16-24(33)19-29(37)39-26(15-12-9-6-3)18-25(34)20-30(38)40-27(21-28(35)36)17-23(32)14-11-8-5-2/h22-27,31-34H,4-21H2,1-3H3,(H,35,36) INCHIAUX=XBEDTLDOFCRJHC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846535 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846535 SCANS=465 107.10568237304688 168.0 123.11569213867188 148.0 167.11248779296875 300.0 185.1168670654297 5743.0 202.67684936523438 333.0 203.12924194335938 19068.0 203.22254943847656 49.0 203.40988159179688 257.0 204.68057250976562 202.0 227.13247680664062 244.0 245.13497924804688 1375.0 338.9784240722656 116.0 371.2472839355469 1287.0 389.2560729980469 1800.0 429.5420837402344 83.0 557.373046875 402.0 575.3764038085938 1382.0 1548.1390380859375 54.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846538 PEPMASS=609.143494 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_RE6_01_3176.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180501-02!3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2C(O)C(O)C(CO)OC2OC3=C(OC4=C(C3=O)C(O)=CC(O)=C4)C5=CC=C(O)C=C5)C(O)C(O)C1O INCHI=InChI=1S/C27H30O16/c28-7-14-17(33)20(36)22(38)26(40-14)43-25-21(37)18(34)15(8-29)41-27(25)42-24-19(35)16-12(32)5-11(31)6-13(16)39-23(24)9-1-3-10(30)4-2-9/h1-6,14-15,17-18,20-22,25-34,36-38H,7-8H2 INCHIAUX=LKZDFKLGDGSGEO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846538 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846538 SCANS=190 105.0699234008789 213.0 127.81427764892578 173.0 151.00173950195312 165.0 169.0121307373047 170.0 178.99888610839844 245.0 227.0319366455078 777.0 229.04307556152344 309.0 255.0283966064453 155.0 256.0338134765625 395.0 258.05755615234375 239.0 279.0542297363281 202.0 283.0158996582031 249.0 284.0335388183594 8254.0 285.04144287109375 2271.0 285.0999755859375 264.0 300.02777099609375 237.0 429.0737609863281 431.0 609.1480712890625 8543.0 610.1524658203125 233.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846540 PEPMASS=655.149353 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_RE6_01_3176.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180501-02!3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2C(O)C(O)C(CO)OC2OC3=C(OC4=C(C3=O)C(O)=CC(O)=C4)C5=CC=C(O)C=C5)C(O)C(O)C1O INCHI=InChI=1S/C27H30O16/c28-7-14-17(33)20(36)22(38)26(40-14)43-25-21(37)18(34)15(8-29)41-27(25)42-24-19(35)16-12(32)5-11(31)6-13(16)39-23(24)9-1-3-10(30)4-2-9/h1-6,14-15,17-18,20-22,25-34,36-38H,7-8H2 INCHIAUX=LKZDFKLGDGSGEO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846540 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846540 SCANS=191 134.62594604492188 274.0 135.06065368652344 176.0 151.0020751953125 400.0 162.99697875976562 163.0 179.0020751953125 479.0 183.0467987060547 276.0 209.00404357910156 175.0 223.58848571777344 246.0 227.0342559814453 1195.0 243.0367431640625 172.0 255.03091430664062 2122.0 256.03167724609375 414.0 261.0430603027344 377.0 283.02667236328125 238.0 284.03253173828125 15890.0 284.19342041015625 344.0 285.043212890625 4052.0 293.9125061035156 88.0 323.41046142578125 93.0 323.55975341796875 113.0 326.9027099609375 160.0 609.1474609375 22193.0 610.1384887695312 510.0 613.7083740234375 281.0 618.9276733398438 158.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846542 PEPMASS=563.135742 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_BC4_01_3258.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169653-02!7-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2=CC3=C(C(=O)C=C(O3)C4=CC=C(O)C=C4)C(O)=C2)C(OC5OCC(O)(CO)C5O)C(O)C1O INCHI=InChI=1S/C26H28O14/c27-8-18-20(32)21(33)22(40-25-23(34)26(35,9-28)10-36-25)24(39-18)37-13-5-14(30)19-15(31)7-16(38-17(19)6-13)11-1-3-12(29)4-2-11/h1-7,18,20-25,27-30,32-35H,8-10H2 INCHIAUX=NTDLXWMIWOECHG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846542 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846542 SCANS=224 131.08241271972656 76.0 195.07334899902344 202.0 268.0357666015625 232.0 269.04461669921875 7152.0 270.0429992675781 360.0 285.8365478515625 192.0 444.1111145019531 280.0 563.14111328125 10304.0 564.1411743164062 682.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846544 PEPMASS=609.139709 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_BC4_01_3258.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169653-02!7-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2=CC3=C(C(=O)C=C(O3)C4=CC=C(O)C=C4)C(O)=C2)C(OC5OCC(O)(CO)C5O)C(O)C1O INCHI=InChI=1S/C26H28O14/c27-8-18-20(32)21(33)22(40-25-23(34)26(35,9-28)10-36-25)24(39-18)37-13-5-14(30)19-15(31)7-16(38-17(19)6-13)11-1-3-12(29)4-2-11/h1-7,18,20-25,27-30,32-35H,8-10H2 INCHIAUX=NTDLXWMIWOECHG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846544 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846544 SCANS=218 159.04136657714844 174.0 228.96681213378906 222.0 267.0659484863281 227.0 267.448974609375 115.0 267.9730224609375 190.0 268.0458068847656 592.0 268.6426696777344 356.0 269.0487365722656 6286.0 296.0926208496094 225.0 298.8718566894531 242.0 413.1064147949219 375.0 431.1025695800781 341.0 563.1429443359375 11124.0 563.1978759765625 623.0 1768.1890869140625 63.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846546 PEPMASS=625.135071 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_BC4_01_3258.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385506-01!5,7-dihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(O)C=C(C=C2)C3=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(=O)C5=C(O)C=C(O)C=C5O3)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C27H30O17/c28-6-14-17(33)20(36)22(38)26(42-14)41-12-2-1-8(3-10(12)31)24-25(19(35)16-11(32)4-9(30)5-13(16)40-24)44-27-23(39)21(37)18(34)15(7-29)43-27/h1-5,14-15,17-18,20-23,26-34,36-39H,6-7H2/t14-,15-,17-,18-,20+,21+,22-,23-,26-,27+/m1/s1 INCHIAUX=RPVIQWDFJPYNJM-DEFKTLOSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846546 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846546 SCANS=178 93.9190444946289 161.0 151.00445556640625 468.0 154.0370635986328 273.0 154.08322143554688 188.0 161.1057891845703 330.0 163.00514221191406 212.0 179.000732421875 1386.0 230.97665405273438 170.0 255.03468322753906 327.0 271.0201110839844 817.0 272.03399658203125 215.0 299.0167236328125 837.0 300.0292663574219 7946.0 300.63641357421875 66.0 301.035400390625 13869.0 301.1037292480469 210.0 302.0414123535156 237.0 313.0337219238281 222.0 313.3355712890625 56.0 343.043212890625 161.0 462.07080078125 215.0 462.3805236816406 78.0 462.4384460449219 156.0 463.0887145996094 17942.0 463.1793212890625 62.0 463.22344970703125 96.0 464.111328125 127.0 505.1026306152344 162.0 625.1392211914062 2760.0 626.146240234375 358.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846548 PEPMASS=925.507324 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_BC4_01_3258.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180577-02!6-[[(3S,6aR,6bS,8aR,9R,12aS,14bR)-9-hydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(O)C(O)C(CO)OC2OC3C(O)C(O)C(OC3O[C@H]4CC[C@@]5(C)C(CC[C@]6(C)C5CC=C7[C@@H]8CC(C)(C)C[C@@H](O)[C@]8(C)CC[C@@]67C)C4(C)C)C(O)=O)C(O)C(O)C1O INCHI=InChI=1S/C48H78O17/c1-21-29(51)31(53)35(57)40(60-21)64-37-32(54)30(52)24(20-49)61-41(37)65-38-34(56)33(55)36(39(58)59)63-42(38)62-28-13-14-46(7)25(44(28,4)5)12-15-48(9)26(46)11-10-22-23-18-43(2,3)19-27(50)45(23,6)16-17-47(22,48)8/h10,21,23-38,40-42,49-57H,11-20H2,1-9H3,(H,58,59)/t21?,23-,24?,25?,26?,27+,28-,29?,30?,31?,32?,33?,34?,35?,36?,37?,38?,40?,41?,42?,45+,46-,47+,48+/m0/s1 INCHIAUX=ISTWCKNDZOSMPU-CIORFEAFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846548 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846548 SCANS=355 85.0278091430664 815.0 85.16699981689453 122.0 87.05431365966797 284.0 89.02559661865234 247.0 99.01066589355469 1184.0 101.0326156616211 387.0 112.01607513427734 331.0 113.025146484375 582.0 119.03268432617188 794.0 131.036376953125 321.0 143.03228759765625 1046.0 145.0472869873047 347.0 149.0512237548828 344.0 157.01316833496094 858.0 161.05374145507812 215.0 163.05947875976562 606.0 181.06640625 90.0 195.05245971679688 274.0 205.06890869140625 1967.0 247.07638549804688 157.0 257.0614929199219 288.0 265.0953369140625 628.0 432.7117919921875 165.0 433.50323486328125 216.0 439.279296875 102.0 439.35418701171875 342.0 441.71771240234375 599.0 443.9991455078125 270.0 451.2217102050781 219.0 459.3730773925781 203.0 460.14862060546875 71.0 483.1192321777344 212.0 509.389404296875 511.0 599.3713989257812 558.0 617.4190673828125 133.0 706.6856079101562 191.0 717.4094848632812 189.0 863.5209350585938 556.0 881.5452270507812 274.0 907.5968627929688 409.0 919.5499267578125 152.0 923.08837890625 118.0 923.9509887695312 106.0 924.319091796875 104.0 924.453125 69.0 924.5868530273438 106.0 924.8043212890625 167.0 925.5177612304688 15883.0 926.5239868164062 5712.0 931.330078125 77.0 1133.078125 105.0 1313.0634765625 244.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846549 PEPMASS=971.514099 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_BC4_01_3258.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180577-02!6-[[(3S,6aR,6bS,8aR,9R,12aS,14bR)-9-hydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(O)C(O)C(CO)OC2OC3C(O)C(O)C(OC3O[C@H]4CC[C@@]5(C)C(CC[C@]6(C)C5CC=C7[C@@H]8CC(C)(C)C[C@@H](O)[C@]8(C)CC[C@@]67C)C4(C)C)C(O)=O)C(O)C(O)C1O INCHI=InChI=1S/C48H78O17/c1-21-29(51)31(53)35(57)40(60-21)64-37-32(54)30(52)24(20-49)61-41(37)65-38-34(56)33(55)36(39(58)59)63-42(38)62-28-13-14-46(7)25(44(28,4)5)12-15-48(9)26(46)11-10-22-23-18-43(2,3)19-27(50)45(23,6)16-17-47(22,48)8/h10,21,23-38,40-42,49-57H,11-20H2,1-9H3,(H,58,59)/t21?,23-,24?,25?,26?,27+,28-,29?,30?,31?,32?,33?,34?,35?,36?,37?,38?,40?,41?,42?,45+,46-,47+,48+/m0/s1 INCHIAUX=ISTWCKNDZOSMPU-CIORFEAFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846549 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846549 SCANS=356 85.02971649169922 193.0 87.83818817138672 102.0 95.00994110107422 239.0 99.00890350341797 755.0 101.02397155761719 465.0 103.04405975341797 494.0 112.91920471191406 54.0 113.02631378173828 1655.0 115.03732299804688 480.0 119.03893280029297 353.0 119.57049560546875 101.0 131.03164672851562 1143.0 143.03350830078125 1145.0 145.05482482910156 402.0 157.01011657714844 230.0 161.04449462890625 585.0 163.06033325195312 1737.0 185.0922393798828 154.0 202.1408233642578 200.0 205.07154846191406 3561.0 212.39601135253906 230.0 247.08206176757812 482.0 253.6353302001953 385.0 265.0980224609375 116.0 265.13433837890625 160.0 308.1058044433594 171.0 325.1033935546875 148.0 377.10833740234375 119.0 405.3074035644531 218.0 426.4881286621094 270.0 432.49249267578125 161.0 432.6456604003906 220.0 437.33978271484375 114.0 439.35601806640625 417.0 440.3507080078125 263.0 458.3619079589844 170.0 474.9412841796875 201.0 509.4035949707031 649.0 510.4039306640625 143.0 553.3690795898438 80.0 599.397705078125 1239.0 717.4667358398438 419.0 771.8310546875 95.0 775.4891967773438 89.0 781.1629638671875 127.0 883.5170288085938 81.0 907.4995727539062 147.0 908.509521484375 113.0 920.0411987304688 82.0 921.4524536132812 246.0 922.8775024414062 87.0 923.6243286132812 81.0 923.7437744140625 192.0 925.5198974609375 19273.0 925.6627807617188 133.0 926.40869140625 127.0 926.517333984375 4793.0 927.5156860351562 662.0 930.8081665039062 185.0 956.8560791015625 116.0 1906.56982421875 224.0 1960.8194580078125 158.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846552 PEPMASS=319.082916 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_RG12_01_3015.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169879-02!2-hydroxy-6-[2-hydroxy-6-(hydroxymethyl)-4-methoxyphenoxy]-4-methylbenzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(CO)=C(OC2=C(C(O)=O)C(O)=CC(C)=C2)C(O)=C1 INCHI=InChI=1S/C16H16O7/c1-8-3-11(18)14(16(20)21)13(4-8)23-15-9(7-17)5-10(22-2)6-12(15)19/h3-6,17-19H,7H2,1-2H3,(H,20,21) INCHIAUX=ULPVIBVOKQAXJB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846552 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846552 SCANS=262 122.04681396484375 246.0 125.021240234375 247.0 153.01950073242188 632.0 242.0615692138672 223.0 260.0706787109375 1620.0 275.0918884277344 485.0 318.6758728027344 360.0 319.087890625 366.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846553 PEPMASS=453.157684 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_RG12_01_3015.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169587-03!methyl 3-(3,4-dihydroxyphenyl)-2-[[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]methyl]-4-methoxy-5-oxofuran-2-carboxylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C2(CC1=CC(CC=C(C)C)=C(O)C=C1)OC(=O)C(OC)=C2C3=CC(O)=C(O)C=C3 INCHI=InChI=1S/C25H26O8/c1-14(2)5-7-16-11-15(6-9-18(16)26)13-25(24(30)32-4)21(22(31-3)23(29)33-25)17-8-10-19(27)20(28)12-17/h5-6,8-12,26-28H,7,13H2,1-4H3 INCHIAUX=ABJOCPBDVGJFLG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846553 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846553 SCANS=386 132.69268798828125 142.0 221.00286865234375 1120.0 232.00079345703125 149.0 247.01881408691406 165.0 264.025146484375 2067.0 279.0522155761719 1831.0 453.15966796875 659.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846556 PEPMASS=487.198761 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_RG12_01_3015.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180802-02! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2CC3C(C)(CC4(O)OCC5(C)OC6(CCC3(C)C45O6)OC)OC2=C(C)C7=C1C(=O)OC7 INCHI=InChI=1S/C26H32O9/c1-13-15-10-31-20(27)17(15)19(29-5)14-9-16-21(2)7-8-25(30-6)34-23(4)12-32-24(28,26(21,23)35-25)11-22(16,3)33-18(13)14/h16,28H,7-12H2,1-6H3 INCHIAUX=UEVWVMGTABEFID-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846556 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846556 SCANS=396 107.0486831665039 216.0 149.0979766845703 406.0 161.05763244628906 298.0 163.06979370117188 198.0 177.0832061767578 185.0 191.0390167236328 219.0 205.0551300048828 348.0 226.05838012695312 214.0 233.12474060058594 307.0 251.1355438232422 219.0 279.51727294921875 281.0 281.1402587890625 3492.0 306.5216064453125 89.0 484.0857849121094 90.0 486.17742919921875 177.0 486.9052734375 60.0 487.0212707519531 125.0 487.19476318359375 4763.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846558 PEPMASS=533.204773 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_RG12_01_3015.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180802-02! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2CC3C(C)(CC4(O)OCC5(C)OC6(CCC3(C)C45O6)OC)OC2=C(C)C7=C1C(=O)OC7 INCHI=InChI=1S/C26H32O9/c1-13-15-10-31-20(27)17(15)19(29-5)14-9-16-21(2)7-8-25(30-6)34-23(4)12-32-24(28,26(21,23)35-25)11-22(16,3)33-18(13)14/h16,28H,7-12H2,1-6H3 INCHIAUX=UEVWVMGTABEFID-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846558 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846558 SCANS=397 123.07815551757812 216.0 193.04696655273438 265.0 219.10006713867188 352.0 251.130126953125 71.0 281.1425476074219 2264.0 456.21173095703125 369.0 457.1943664550781 205.0 469.18524169921875 160.0 487.201171875 6031.0 775.2063598632812 129.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846560 PEPMASS=565.210205 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_RG12_01_3015.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347452-02!4-[4-(2,4-dihydroxy-3,6-dimethylbenzoyl)oxy-2-methoxy-3,5,6-trimethylbenzoyl]oxy-2-methoxy-3,5,6-trimethylbenzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C)C(OC(=O)C2=C(C)C(C)=C(OC(=O)C3=C(C)C=C(O)C(C)=C3O)C(C)=C2OC)=C(C)C(C)=C1C(O)=O INCHI=InChI=1S/C31H34O10/c1-12-11-20(32)17(6)24(33)21(12)30(36)40-26-16(5)14(3)23(28(39-10)19(26)8)31(37)41-25-15(4)13(2)22(29(34)35)27(38-9)18(25)7/h11,32-33H,1-10H3,(H,34,35) INCHIAUX=UULGWGARYDGVBM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846560 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846560 SCANS=494 73.41776275634766 178.0 119.04997253417969 1128.0 131.31423950195312 152.0 150.0675506591797 1132.0 163.03892517089844 5494.0 163.11683654785156 71.0 165.09202575683594 1965.0 181.04754638671875 1169.0 209.0816650390625 5087.0 689.6790161132812 112.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846562 PEPMASS=353.084747 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3209.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384529-01!5,7-dihydroxy-2-methyl-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1=CC(=O)C2=C(O)C=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C2O1 INCHI=InChI=1S/C16H18O9/c1-5-2-6(18)10-7(19)3-8(20)11(15(10)24-5)16-14(23)13(22)12(21)9(4-17)25-16/h2-3,9,12-14,16-17,19-23H,4H2,1H3/t9-,12-,13+,14-,16+/m1/s1 INCHIAUX=UDTUCCXZNVRBEJ-PBVFJORSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846562 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846562 SCANS=140 205.05470275878906 333.0 233.0471649169922 1567.0 352.93896484375 350.0 353.0843505859375 1229.0 488.49310302734375 482.0 1084.9959716796875 82.0 1277.2344970703125 92.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846564 PEPMASS=357.167969 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3209.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384669-01![7-(3,4-dihydroxyphenyl)-1-(4-hydroxyphenyl)heptan-3-yl] acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)OC(CCCCC1=CC(O)=C(O)C=C1)CCC2=CC=C(O)C=C2 INCHI=InChI=1S/C21H26O5/c1-15(22)26-19(12-8-16-6-10-18(23)11-7-16)5-3-2-4-17-9-13-20(24)21(25)14-17/h6-7,9-11,13-14,19,23-25H,2-5,8,12H2,1H3 INCHIAUX=HLPXMGYELYMAQM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846564 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846564 SCANS=378 70.72888946533203 149.0 176.45620727539062 174.0 297.14715576171875 774.0 315.16424560546875 697.0 357.1730651855469 2538.0 357.23968505859375 300.0 358.1872863769531 272.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846565 PEPMASS=407.183807 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3209.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384531-01!3-(2,4-dihydroxyphenyl)-7-hydroxy-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OCC(C(=O)C2=C1)C3=CC=C(O)C=C3O INCHI=InChI=1S/C25H28O5/c1-14(2)5-7-16-11-20-24(29)21(18-10-8-17(26)12-22(18)27)13-30-25(20)19(23(16)28)9-6-15(3)4/h5-6,8,10-12,21,26-28H,7,9,13H2,1-4H3 INCHIAUX=QUBRRXBPXPHDJO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846565 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846565 SCANS=464 90.30554962158203 158.0 161.02500915527344 3026.0 173.06805419921875 314.0 177.09158325195312 170.0 202.46099853515625 306.0 212.2879638671875 186.0 245.15475463867188 4574.0 256.0975341796875 83.0 407.1863708496094 722.0 2001.364990234375 258.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846568 PEPMASS=414.995941 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3209.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169635-03!3,5-dichloro-2-hydroxy-6-(4-hydroxy-2-methoxy-6-methoxycarbonylphenoxy)-4-methylbenzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1=C(OC2=C(C(O)=O)C(O)=C(Cl)C(C)=C2Cl)C(OC)=CC(O)=C1 INCHI=InChI=1S/C17H14Cl2O8/c1-6-11(18)13(21)10(16(22)23)15(12(6)19)27-14-8(17(24)26-3)4-7(20)5-9(14)25-2/h4-5,20-21H,1-3H3,(H,22,23) INCHIAUX=MYFFDMMUGIQJQM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846568 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846568 SCANS=358 167.08950805664062 112.0 175.2664031982422 139.0 184.00770568847656 171.0 213.01498413085938 139.0 295.96295166015625 278.0 323.9583740234375 2284.0 324.9642028808594 197.0 338.98553466796875 5494.0 371.30999755859375 195.0 372.2505798339844 76.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846569 PEPMASS=593.146851 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3209.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384665-01!2-(3,4-dihydroxyphenyl)-5-hydroxy-3,7-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)=C(OC3=C2)C5=CC(O)=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O15/c1-8-17(31)20(34)22(36)26(38-8)40-11-6-14(30)16-15(7-11)41-24(10-3-4-12(28)13(29)5-10)25(19(16)33)42-27-23(37)21(35)18(32)9(2)39-27/h3-9,17-18,20-23,26-32,34-37H,1-2H3/t8-,9-,17-,18-,20+,21+,22+,23+,26-,27-/m0/s1 INCHIAUX=GXLQUHPXGLZNGE-BJBZVNFPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846569 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846569 SCANS=203 151.00405883789062 242.0 153.5546417236328 302.0 259.0213928222656 156.0 271.0223083496094 1282.0 280.91412353515625 225.0 283.0240478515625 593.0 284.1799621582031 102.0 293.5477294921875 102.0 296.8618469238281 184.0 298.5115661621094 95.0 299.0179748535156 5134.0 300.0254211425781 712.0 301.0330810546875 3458.0 324.1226501464844 147.0 431.09490966796875 144.0 446.0834655761719 6484.0 446.6478576660156 57.0 446.9923400878906 466.0 447.09332275390625 4420.0 447.2684020996094 84.0 447.52764892578125 76.0 449.3442077636719 136.0 593.1544189453125 6743.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846572 PEPMASS=639.153015 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3209.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384665-01!2-(3,4-dihydroxyphenyl)-5-hydroxy-3,7-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)=C(OC3=C2)C5=CC(O)=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O15/c1-8-17(31)20(34)22(36)26(38-8)40-11-6-14(30)16-15(7-11)41-24(10-3-4-12(28)13(29)5-10)25(19(16)33)42-27-23(37)21(35)18(32)9(2)39-27/h3-9,17-18,20-23,26-32,34-37H,1-2H3/t8-,9-,17-,18-,20+,21+,22+,23+,26-,27-/m0/s1 INCHIAUX=GXLQUHPXGLZNGE-BJBZVNFPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846572 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846572 SCANS=207 178.99856567382812 68.0 190.15846252441406 148.0 271.03594970703125 521.0 299.0241394042969 993.0 301.03118896484375 987.0 348.1382141113281 157.0 446.0810241699219 551.0 447.0919189453125 1190.0 593.149169921875 3547.0 1714.58544921875 162.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846573 PEPMASS=1603.868774 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3209.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347522-02!2-[[1-[2-[[2-[[2-[[2-[[2-[[2-[[2-[[2-[(2-acetamido-3-phenylpropanoyl)amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]-3-methylbutanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]-4-hydroxypyrrolidine-2-carbonyl]amino]-N-[1-[4-hydroxy-2-[[1-[(1-hydroxy-3-phenylpropan-2-yl)amino]-2-methyl-1-oxopropan-2-yl]carbamoyl]pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl]pentanediamide [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC(NC(=O)CNC(=O)C(NC(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)C(CC1=CC=CC=C1)NC(C)=O)C(C)C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)N2CC(O)CC2C(=O)NC(CCC(N)=O)C(=O)NC(C)(C)C(=O)N3CC(O)CC3C(=O)NC(C)(C)C(=O)NC(CO)CC4=CC=CC=C4 INCHI=InChI=1S/C76H118N16O19/c1-41(2)32-50(81-55(98)37-78-62(104)56(42(3)4)83-64(106)71(8,9)88-67(109)74(14,15)89-65(107)72(10,11)85-59(101)51(79-43(5)94)34-45-28-24-21-25-29-45)58(100)84-73(12,13)66(108)90-76(18,19)69(111)91-38-47(95)35-52(91)60(102)82-49(30-31-54(77)97)57(99)86-75(16,17)68(110)92-39-48(96)36-53(92)61(103)87-70(6,7)63(105)80-46(40-93)33-44-26-22-20-23-27-44/h20-29,41-42,46-53,56,93,95-96H,30-40H2,1-19H3,(H2,77,97)(H,78,104)(H,79,94)(H,80,105)(H,81,98)(H,82,102)(H,83,106)(H,84,100)(H,85,101)(H,86,99)(H,87,103)(H,88,109)(H,89,107)(H,90,108) INCHIAUX=OESVNVWXOTVKHT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846573 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846573 SCANS=414 70.02824401855469 279.0 70.05546569824219 221.0 71.68789672851562 188.0 73.24085235595703 63.0 76.59716796875 187.0 76.8451919555664 126.0 78.20532989501953 59.0 78.43116760253906 123.0 81.32261657714844 93.0 82.03248596191406 378.0 85.03829956054688 298.0 85.09387969970703 72.0 86.06525421142578 262.0 87.04503631591797 2275.0 88.73336029052734 127.0 91.05450439453125 434.0 96.04569244384766 192.0 96.90991973876953 99.0 97.48188018798828 103.0 98.02384948730469 405.0 99.05601501464844 416.0 100.48917388916016 73.0 101.07256317138672 3788.0 101.09889221191406 128.0 101.1556625366211 53.0 101.6722412109375 231.0 101.74899291992188 182.0 102.05548095703125 1278.0 102.49553680419922 196.0 106.06993865966797 197.0 106.82945251464844 151.0 107.20880889892578 193.0 107.65446472167969 248.0 108.08422088623047 274.0 108.87303161621094 140.0 109.0396957397461 1186.0 110.06055450439453 466.0 110.2092514038086 270.0 111.05741119384766 1951.0 112.04058074951172 6761.0 113.04659271240234 77.0 115.08966064453125 291.0 116.07247924804688 294.0 116.56082916259766 186.0 119.04492950439453 399.0 121.0348892211914 387.0 124.07742309570312 163.0 124.4651107788086 175.0 125.07209777832031 371.0 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609.1867065429688 310.0 615.1405029296875 281.0 615.202880859375 295.0 621.1503295898438 173.0 621.1854858398438 264.0 674.2686767578125 97.0 675.2094116210938 2774.0 676.1934204101562 528.0 705.2098388671875 231.0 795.2527465820312 649.0 1148.2001953125 277.0 1148.3525390625 165.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846582 PEPMASS=339.143951 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_RC11_01_3169.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169318-02!(E)-7-(4-methoxy-5-methyl-6-oxopyran-2-yl)-5-methyloct-6-enoic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C)C(=O)OC(=C1)C(\C)=C\C(C)CCCC(O)=O INCHI=InChI=1S/C16H22O5/c1-10(6-5-7-15(17)18)8-11(2)13-9-14(20-4)12(3)16(19)21-13/h8-10H,5-7H2,1-4H3,(H,17,18)/b11-8+ INCHIAUX=HXLDSEPZKLJMIQ-DHZHZOJOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846582 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846582 SCANS=348 137.97438049316406 165.0 147.077880859375 188.0 149.08946228027344 233.0 152.048095703125 237.0 173.132568359375 440.0 193.0824737548828 179.0 217.11492919921875 251.0 217.13644409179688 584.0 249.1486053466797 904.0 261.1284484863281 239.0 293.1429748535156 2962.0 1719.4033203125 113.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846583 PEPMASS=415.10199 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_RC11_01_3169.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385758-01!7-hydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C2=C3OC(=CC(=O)C3=CC=C2O)C4=CC=C(O)C=C4 INCHI=InChI=1S/C21H20O9/c22-8-15-17(26)18(27)19(28)21(30-15)16-12(24)6-5-11-13(25)7-14(29-20(11)16)9-1-3-10(23)4-2-9/h1-7,15,17-19,21-24,26-28H,8H2/t15-,17-,18+,19-,21+/m1/s1 INCHIAUX=IAEWGSIPWPKEFT-UVPIGPOJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846583 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846583 SCANS=170 267.0675964355469 1306.0 268.0677185058594 178.0 294.4409484863281 151.0 294.8643798828125 136.0 294.8992919921875 99.0 295.0624084472656 2422.0 337.0769348144531 174.0 415.10430908203125 2351.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846586 PEPMASS=477.102081 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_RC11_01_3169.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00163559-03!5-hydroxy-3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(=COC3=C2)C4=CC=C(O)C=C4)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-5-13(24)16-14(6-11)29-8-12(17(16)25)9-1-3-10(23)4-2-9/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m1/s1 INCHIAUX=ZCOLJUOHXJRHDI-CMWLGVBASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846586 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846586 SCANS=217 171.0474090576172 247.0 183.0437469482422 117.0 195.0399169921875 315.0 241.0533905029297 259.0 267.6832275390625 301.0 268.0377502441406 7576.0 269.0438537597656 8293.0 271.2205810546875 147.0 271.6038513183594 181.0 431.0979309082031 5534.0 434.9706726074219 225.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846588 PEPMASS=494.273926 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_RC11_01_3169.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381130-01!methyl (2E,8E)-9-[3a-hydroxy-6,7-dimethyl-1-(2-methylpropyl)-3-oxo-2,4,7,7a-tetrahydro-1H-isoindol-4-yl]-4,5-dihydroxy-8-methylnona-2,8-dienoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)\C=C\C(O)C(O)CC\C(C)=C\C1C=C(C)C(C)C2C(CC(C)C)NC(=O)C12O INCHI=InChI=1S/C25H39NO6/c1-14(2)11-19-23-17(5)16(4)13-18(25(23,31)24(30)26-19)12-15(3)7-8-20(27)21(28)9-10-22(29)32-6/h9-10,12-14,17-21,23,27-28,31H,7-8,11H2,1-6H3,(H,26,30)/b10-9+,15-12+ INCHIAUX=YUXUTEAAGHFKKH-MKQCFFQWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846588 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846588 SCANS=388 115.03986358642578 330.0 152.7611541748047 166.0 154.08714294433594 4106.0 157.031982421875 115.0 176.23779296875 180.0 177.16551208496094 151.0 239.12571716308594 153.0 332.22509765625 4844.0 505.9722900390625 135.0 592.5411987304688 121.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846590 PEPMASS=491.203217 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_RA9_01_3155.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381421-01!2-ethyl-4-[(Z)-2-[(3-formamido-2-hydroxybenzoyl)amino]but-2-enoyl]oxy-3-(2-methylbutanoyloxy)pentanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(=O)OC(C(C)OC(=O)C(\NC(=O)C1=CC=CC(NC=O)=C1O)=C\C)C(CC)C(O)=O INCHI=InChI=1S/C24H32N2O9/c1-6-13(4)23(32)35-20(15(7-2)22(30)31)14(5)34-24(33)17(8-3)26-21(29)16-10-9-11-18(19(16)28)25-12-27/h8-15,20,28H,6-7H2,1-5H3,(H,25,27)(H,26,29)(H,30,31)/b17-8- INCHIAUX=JLINBAUQGJKNRS-IUXPMGMMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846590 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846590 SCANS=375 82.00952911376953 89.0 101.0595474243164 196.0 101.8751220703125 70.0 108.04662322998047 550.0 134.95123291015625 235.0 145.04034423828125 227.0 145.07992553710938 213.0 155.06985473632812 293.0 161.03555297851562 1974.0 190.07276916503906 145.0 191.08168029785156 2999.0 217.06494140625 541.0 219.0779266357422 2677.0 245.057861328125 2833.0 262.0571594238281 107.0 263.0675964355469 2974.0 317.1451416015625 148.0 345.0911560058594 237.0 345.146240234375 1895.0 491.2022705078125 337.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846592 PEPMASS=656.350647 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_RA9_01_3155.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381220-01!16-butan-2-yl-3-(2,3-dihydroxypropyl)-10,11,14-trimethyl-13-propan-2-yl-4-oxa-1,8,11,14,17-pentazabicyclo[17.3.0]docosane-2,5,9,12,15,18-hexone [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C1NC(=O)C2CCCN2C(=O)C(CC(O)CO)OC(=O)CCNC(=O)C(C)N(C)C(=O)C(C(C)C)N(C)C1=O INCHI=InChI=1S/C29H49N5O9/c1-8-17(4)23-28(41)33(7)24(16(2)3)29(42)32(6)18(5)25(38)30-12-11-22(37)43-21(14-19(36)15-35)27(40)34-13-9-10-20(34)26(39)31-23/h16-21,23-24,35-36H,8-15H2,1-7H3,(H,30,38)(H,31,39) INCHIAUX=DJYDCIUMNXZSBH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846592 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846592 SCANS=272 101.07313537597656 158.0 127.04774475097656 621.0 139.05203247070312 170.0 140.0657501220703 337.0 148.06448364257812 134.0 152.1027069091797 210.0 154.11888122558594 250.0 162.35093688964844 141.0 165.10287475585938 2675.0 169.096435546875 173.0 171.14846801757812 311.0 173.04124450683594 254.0 173.09376525878906 980.0 181.13531494140625 181.0 183.14401245117188 196.0 196.10055541992188 301.0 201.14151000976562 247.0 209.1376953125 333.0 210.15634155273438 124.0 214.15086364746094 266.0 225.1813201904297 349.0 237.12168884277344 255.0 240.17344665527344 1763.0 286.1725769042969 537.0 286.2014465332031 199.0 294.1790466308594 327.0 295.45220947265625 130.0 309.1669006347656 141.0 319.7812194824219 118.0 322.2052001953125 432.0 323.16632080078125 571.0 325.962158203125 110.0 341.17474365234375 87.0 350.2041320800781 400.0 354.2079772949219 795.0 357.3975524902344 114.0 359.92242431640625 56.0 389.2626647949219 127.0 405.818359375 64.0 405.9095153808594 85.0 406.0316162109375 52.0 406.29248046875 1075.0 410.2624816894531 120.0 422.2794189453125 221.0 424.293212890625 6297.0 434.26904296875 204.0 434.3178405761719 133.0 452.2922058105469 534.0 478.0762634277344 129.0 478.2966613769531 730.0 479.3037109375 146.0 495.3313903808594 300.0 496.3105773925781 2287.0 508.3047790527344 392.0 509.3069763183594 97.0 520.3154907226562 396.0 521.287841796875 216.0 523.3430786132812 144.0 524.3062133789062 138.0 538.1680297851562 266.0 538.3256225585938 3406.0 548.3607177734375 168.0 550.3198852539062 281.0 552.3031005859375 560.0 562.1537475585938 100.0 564.34326171875 145.0 566.3590087890625 146.0 592.3722534179688 301.0 610.0779418945312 159.0 610.1551513671875 297.0 610.34375 16030.0 611.3292846679688 293.0 614.7083129882812 68.0 1303.12744140625 130.0 1443.4124755859375 66.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846593 PEPMASS=665.22937 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_RA9_01_3155.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381219-01![3,4-dihydroxy-5-[2-methylidene-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[(4-hydroxy-2-methylidenebutanoyl)oxymethyl]oxan-2-yl]oxybutanoyl]oxyoxan-2-yl]methyl 4-hydroxy-2-methylidenebutanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCCC(=C)C(=O)OCC1OCC(OC(=O)C(=C)CCO[C@@H]2O[C@H](COC(=O)C(=C)CCO)[C@@H](O)[C@H](O)[C@H]2O)C(O)C1O INCHI=InChI=1S/C27H40O16/c1-13(4-7-28)24(35)40-10-16-19(30)20(31)17(11-39-16)42-26(37)15(3)6-9-38-27-23(34)22(33)21(32)18(43-27)12-41-25(36)14(2)5-8-29/h16-23,27-34H,1-12H2/t16?,17?,18-,19?,20?,21-,22+,23-,27-/m1/s1 INCHIAUX=JGCNXPIMJMUVKE-OVYOWKQZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846593 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846593 SCANS=200 85.0298080444336 434.0 97.03022003173828 363.0 101.02108764648438 302.0 113.02391815185547 1170.0 115.04048919677734 2134.0 115.10519409179688 59.0 119.03317260742188 206.0 122.74260711669922 67.0 137.36383056640625 193.0 143.0351104736328 661.0 161.0458221435547 332.0 163.06011962890625 1979.0 163.9855499267578 97.0 164.99742126464844 258.0 179.06509399414062 86.0 259.08349609375 15936.0 262.08209228515625 167.0 269.55584716796875 155.0 277.0973205566406 3596.0 287.8701171875 115.0 375.13336181640625 272.0 423.1509094238281 1393.0 1214.6468505859375 68.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846596 PEPMASS=555.124573 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_BC3_01_3257.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385087-01!3-[5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2OC3=CC(O)=CC(O)=C3C(=O)C2C4C(OC5=CC(O)=CC(O)=C5C4=O)C6=CC=C(O)C=C6 INCHI=InChI=1S/C31H24O10/c1-39-19-8-4-15(5-9-19)31-27(29(38)25-21(36)11-18(34)13-23(25)41-31)26-28(37)24-20(35)10-17(33)12-22(24)40-30(26)14-2-6-16(32)7-3-14/h2-13,26-27,30-36H,1H3 INCHIAUX=QOPUSVUZHPIYER-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846596 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846596 SCANS=383 125.02449035644531 1795.0 125.10554504394531 167.0 151.0012664794922 972.0 163.11416625976562 143.0 175.2974395751953 215.0 177.0219268798828 214.0 201.05947875976562 130.0 207.08656311035156 266.0 217.0049285888672 255.0 229.04550170898438 72.0 252.0437774658203 229.0 281.04913330078125 193.0 292.0379333496094 158.0 295.0594787597656 218.0 308.0401916503906 444.0 308.7470397949219 147.0 311.0545654296875 140.0 317.1199645996094 311.0 323.05596923828125 268.0 325.0736389160156 255.0 328.0224304199219 238.0 341.0941467285156 85.0 345.1227722167969 293.0 348.0674743652344 214.0 359.1366882324219 543.0 361.09661865234375 274.0 364.04888916015625 132.0 370.07867431640625 178.0 377.1011047363281 155.0 385.110107421875 494.0 429.0998229980469 1344.0 431.0727233886719 223.0 445.1297607421875 868.0 449.0518493652344 207.0 453.092529296875 114.0 469.1278076171875 482.0 493.1357421875 197.0 511.1282958984375 362.0 555.1414184570312 1068.0 1873.1881103515625 264.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846597 PEPMASS=601.128967 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_BC3_01_3257.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385087-01!3-[5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2OC3=CC(O)=CC(O)=C3C(=O)C2C4C(OC5=CC(O)=CC(O)=C5C4=O)C6=CC=C(O)C=C6 INCHI=InChI=1S/C31H24O10/c1-39-19-8-4-15(5-9-19)31-27(29(38)25-21(36)11-18(34)13-23(25)41-31)26-28(37)24-20(35)10-17(33)12-22(24)40-30(26)14-2-6-16(32)7-3-14/h2-13,26-27,30-36H,1H3 INCHIAUX=QOPUSVUZHPIYER-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846597 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846597 SCANS=385 89.1428451538086 293.0 125.02405548095703 1838.0 126.80218505859375 102.0 145.02696228027344 222.0 151.00189208984375 2247.0 203.9001922607422 177.0 250.08224487304688 173.0 269.0454406738281 584.0 270.0591735839844 207.0 277.04644775390625 392.0 281.08489990234375 171.0 283.0636901855469 193.0 285.0430908203125 200.0 307.07598876953125 258.0 308.02874755859375 272.0 317.0769958496094 134.0 317.1197204589844 152.0 319.094482421875 555.0 323.2351989746094 133.0 325.0929870605469 158.0 336.04974365234375 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ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385094-01!2-(3,4-dihydroxyphenyl)-3-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC(O)=C(O)C=C5)[C@H](O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)[C@@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C33H40O20/c1-9-19(38)23(42)26(45)31(48-9)47-8-17-21(40)25(44)30(53-32-27(46)24(43)20(39)10(2)49-32)33(51-17)52-29-22(41)18-15(37)6-12(34)7-16(18)50-28(29)11-3-4-13(35)14(36)5-11/h3-7,9-10,17,19-21,23-27,30-40,42-46H,8H2,1-2H3/t9-,10-,17+,19-,20-,21-,23+,24+,25-,26+,27+,30+,31+,32-,33-/m0/s1 INCHIAUX=HKNBJSRIYRDSLB-MIORVHIISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846600 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846600 SCANS=188 106.14832305908203 150.0 108.0175552368164 425.0 110.578125 112.0 114.11345672607422 73.0 121.02851867675781 195.0 125.01959991455078 274.0 130.58860778808594 71.0 134.6588897705078 310.0 135.0843963623047 68.0 139.92825317382812 118.0 140.26353454589844 204.0 145.0188751220703 245.0 148.83656311035156 136.0 149.991455078125 375.0 151.00137329101562 627.0 163.0019073486328 781.0 169.01377868652344 261.0 169.46800231933594 267.0 173.05747985839844 272.0 175.04434204101562 286.0 178.99375915527344 1006.0 188.5492401123047 153.0 199.0482635498047 242.0 201.5275115966797 293.0 205.0478515625 222.0 212.044921875 187.0 220.04100036621094 103.0 225.9626007080078 318.0 227.02926635742188 432.0 239.03079223632812 230.0 242.7655029296875 70.0 243.03005981445312 2106.0 244.0444793701172 405.0 245.0452117919922 229.0 254.018798828125 774.0 255.02981567382812 3957.0 256.0655517578125 303.0 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755.2046508789062 29848.0 756.15673828125 260.0 756.2133178710938 2295.0 757.302490234375 69.0 761.9514770507812 90.0 775.5720825195312 292.0 1117.1680908203125 85.0 1593.7471923828125 98.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846602 PEPMASS=359.151672 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G9_RG9_01_3012.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380904-01!1-(3,4-dihydroxy-5-methoxyphenyl)-7-(3,4-dihydroxyphenyl)heptan-3-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C(O)=CC(CCC(=O)CCCCC2=CC=C(O)C(O)=C2)=C1 INCHI=InChI=1S/C20H24O6/c1-26-19-12-14(11-18(24)20(19)25)6-8-15(21)5-3-2-4-13-7-9-16(22)17(23)10-13/h7,9-12,22-25H,2-6,8H2,1H3 INCHIAUX=VROIYIJLFIRSJU-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846602 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846602 SCANS=293 137.0224609375 244.0 139.0377960205078 274.0 207.10301208496094 747.0 210.02590942382812 395.0 355.9400634765625 75.0 359.1556396484375 1785.0 359.2456970214844 88.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846603 PEPMASS=405.185638 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G9_RG9_01_3012.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380882-01!5-chloro-2,4-dihydroxy-6-methyl-3-[(E)-3-methyl-5-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-2-enyl]benzaldehyde [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CCC(=O)[C@H](C)[C@@]1(C)CC\C(C)=C\CC2=C(O)C(C=O)=C(C)C(Cl)=C2O INCHI=InChI=1S/C23H31ClO4/c1-13(10-11-23(5)14(2)7-9-19(26)16(23)4)6-8-17-21(27)18(12-25)15(3)20(24)22(17)28/h6,12,14,16,27-28H,7-11H2,1-5H3/b13-6+/t14-,16+,23+/m1/s1 INCHIAUX=IJEHYEVNWOYGMS-WGUBEYSISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846603 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846603 SCANS=535 86.28384399414062 475.0 87.89642333984375 119.0 202.0622100830078 278.0 206.6349639892578 107.0 238.0400848388672 210.0 405.1844482421875 6324.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846606 PEPMASS=447.132202 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G9_RG9_01_3012.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180263-02!4-[(2S)-2-hydroxy-3-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutoxy]furo[3,2-g]chromen-7-one [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@@H](O)COC2=C3C=CC(=O)OC3=CC4=C2C=CO4 INCHI=InChI=1S/C22H26O11/c1-22(2,33-21-19(28)18(27)17(26)14(8-23)32-21)15(24)9-30-20-10-3-4-16(25)31-13(10)7-12-11(20)5-6-29-12/h3-7,14-15,17-19,21,23-24,26-28H,8-9H2,1-2H3/t14-,15+,17-,18+,19-,21+/m1/s1 INCHIAUX=VCJBNRNRYLKSGX-OOBAEQHESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846606 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846606 SCANS=195 105.2558822631836 209.0 136.0584716796875 810.0 149.025634765625 478.0 163.0385284423828 879.0 164.04452514648438 1844.0 167.02731323242188 257.0 167.9592742919922 56.0 171.2852783203125 102.0 178.03993225097656 87.0 178.83509826660156 155.0 179.06997680664062 21704.0 1787.6505126953125 251.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846608 PEPMASS=511.148529 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G9_RG9_01_3012.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180263-02!4-[(2S)-2-hydroxy-3-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutoxy]furo[3,2-g]chromen-7-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@@H](O)COC2=C3C=CC(=O)OC3=CC4=C2C=CO4 INCHI=InChI=1S/C22H26O11/c1-22(2,33-21-19(28)18(27)17(26)14(8-23)32-21)15(24)9-30-20-10-3-4-16(25)31-13(10)7-12-11(20)5-6-29-12/h3-7,14-15,17-19,21,23-24,26-28H,8-9H2,1-2H3/t14-,15+,17-,18+,19-,21+/m1/s1 INCHIAUX=VCJBNRNRYLKSGX-OOBAEQHESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846608 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846608 SCANS=224 101.34760284423828 252.0 103.4277114868164 161.0 107.61048889160156 78.0 117.0376205444336 384.0 173.02481079101562 243.0 200.97206115722656 275.0 201.018310546875 22697.0 201.14405822753906 119.0 210.69078063964844 62.0 1747.3055419921875 103.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846610 PEPMASS=1253.625977 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G9_RG9_01_3012.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00025059-05!2-amino-4,6-dimethyl-3-oxo-1-N,9-N-bis[7,11,14-trimethyl-2,5,9,12,15-pentaoxo-3,10-di(propan-2-yl)-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]phenoxazine-1,9-dicarboxamide [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C1NC(=O)C(NC(=O)C2=C3N=C4C(OC3=C(C)C=C2)=C(C)C(=O)C(N)=C4C(=O)NC5C(C)OC(=O)C(C(C)C)N(C)C(=O)CN(C)C(=O)C6CCCN6C(=O)C(NC5=O)C(C)C)C(C)OC(=O)C(C(C)C)N(C)C(=O)CN(C)C(=O)C7CCCN7C1=O INCHI=InChI=1S/C62H86N12O16/c1-27(2)42-59(84)73-23-17-19-36(73)57(82)69(13)25-38(75)71(15)48(29(5)6)61(86)88-33(11)44(55(80)65-42)67-53(78)35-22-21-31(9)51-46(35)64-47-40(41(63)50(77)32(10)52(47)90-51)54(79)68-45-34(12)89-62(87)49(30(7)8)72(16)39(76)26-70(14)58(83)37-20-18-24-74(37)60(85)43(28(3)4)66-56(45)81/h21-22,27-30,33-34,36-37,42-45,48-49H,17-20,23-26,63H2,1-16H3,(H,65,80)(H,66,81)(H,67,78)(H,68,79) INCHIAUX=RJURFGZVJUQBHK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846610 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846610 SCANS=482 85.05149841308594 153.0 98.01126861572266 197.0 100.03946685791016 246.0 101.075439453125 513.0 102.05429077148438 272.0 105.10752868652344 87.0 115.73563385009766 85.0 123.09217834472656 179.0 124.04899597167969 257.0 124.07225799560547 258.0 125.0712890625 772.0 126.05224609375 236.0 126.09243774414062 564.0 127.0877456665039 782.0 127.65514373779297 168.0 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FILENAME=48d5ba679f764b79bcb17a9390a47940/C2_BC2_01_3256.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385081-01!7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-(4-methoxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2=COC3=CC(O[C@@H]4O[C@H](CO[C@@H]5OC[C@](O)(CO)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)=CC=C3C2=O INCHI=InChI=1S/C27H30O13/c1-35-14-4-2-13(3-5-14)17-9-36-18-8-15(6-7-16(18)20(17)29)39-25-23(32)22(31)21(30)19(40-25)10-37-26-24(33)27(34,11-28)12-38-26/h2-9,19,21-26,28,30-34H,10-12H2,1H3/t19-,21-,22+,23-,24+,25-,26-,27-/m1/s1 INCHIAUX=PJHJORWYAZKNAL-MFYRMPRMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846614 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846614 SCANS=270 76.86244201660156 122.0 96.87456512451172 219.0 97.40074920654297 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NAME=NCGC00091915-03![(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](OCCC3=CC=C(O)C(O)=C3)O[C@H](CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H]2OC(=O)\C=C\C5=CC(O)=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C35H46O20/c1-14-24(42)26(44)29(47)35(51-14)55-32-30(48)34(49-9-8-16-3-6-18(38)20(40)11-16)53-22(13-50-33-28(46)27(45)25(43)21(12-36)52-33)31(32)54-23(41)7-4-15-2-5-17(37)19(39)10-15/h2-7,10-11,14,21-22,24-40,42-48H,8-9,12-13H2,1H3/b7-4+/t14-,21+,22+,24-,25+,26+,27-,28+,29+,30+,31+,32+,33+,34+,35-/m0/s1 INCHIAUX=FSBUXLDOLNLABB-ISAKITKMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846616 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846616 SCANS=202 75.2501220703125 92.0 82.5726318359375 254.0 89.02490997314453 514.0 101.02342987060547 185.0 107.01293182373047 189.0 113.02862548828125 269.0 119.03308868408203 309.0 121.02790832519531 232.0 123.0475082397461 243.0 125.0257339477539 369.0 132.02183532714844 498.0 132.39015197753906 244.0 132.66436767578125 95.0 133.02935791015625 2936.0 133.07518005371094 83.0 134.04156494140625 307.0 135.04542541503906 1221.0 150.02638244628906 185.0 153.0560302734375 1053.0 154.61978149414062 87.0 161.02439880371094 29575.0 161.08680725097656 60.0 161.91456604003906 231.0 162.0218505859375 308.0 162.29901123046875 151.0 163.02796936035156 56.0 179.0330810546875 1114.0 185.05764770507812 144.0 207.5873565673828 152.0 221.068603515625 383.0 292.9169616699219 134.0 301.3718566894531 299.0 315.1056823730469 338.0 362.1942138671875 328.0 377.3931884765625 199.0 403.5875244140625 168.0 459.155517578125 738.0 461.16717529296875 653.0 477.1578063964844 671.0 555.7077026367188 56.0 605.2109985351562 101.0 620.2761840820312 54.0 623.2189331054688 7956.0 624.2247924804688 966.0 649.1991577148438 146.0 741.6348266601562 153.0 781.865478515625 61.0 783.1094970703125 48.0 783.1574096679688 96.0 783.5283203125 99.0 784.0210571289062 81.0 784.1322631835938 104.0 784.1950073242188 252.0 784.3057861328125 112.0 784.4501342773438 90.0 784.8515014648438 95.0 785.2522583007812 19973.0 785.7097778320312 253.0 786.2512817382812 2921.0 788.07275390625 118.0 790.1466064453125 255.0 790.2250366210938 200.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846618 PEPMASS=385.089081 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G10_GG10_01_3061.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380357-01!7-[3,5-dihydroxy-4-(4-hydroxyphenyl)-2-methoxyphenyl]-3-methoxy-3,4-dihydrooxepine-2,5-dione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1CC(=O)C=C(OC1=O)C2=CC(O)=C(C3=CC=C(O)C=C3)C(O)=C2OC INCHI=InChI=1S/C20H18O8/c1-26-16-8-12(22)7-15(28-20(16)25)13-9-14(23)17(18(24)19(13)27-2)10-3-5-11(21)6-4-10/h3-7,9,16,21,23-24H,8H2,1-2H3 INCHIAUX=PHJBAEPUTMLVER-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846618 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846618 SCANS=302 155.1245574951172 125.0 174.32562255859375 83.0 251.07373046875 183.0 267.070556640625 422.0 295.0667419433594 166.0 297.109130859375 379.0 311.0591735839844 1616.0 326.0749816894531 396.0 341.09503173828125 703.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846620 PEPMASS=544.178589 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G10_GG10_01_3061.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347672-02!N-[4,5-dihydroxy-2-[[4-[hydroxy(phenyl)methyl]-5-oxo-3-phenyl-2H-furan-2-yl]oxy]-6-(methoxymethyl)oxan-3-yl]acetamide [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COCC1OC(OC2OC(=O)C(C(O)C3=CC=CC=C3)=C2C4=CC=CC=C4)C(NC(C)=O)C(O)C1O INCHI=InChI=1S/C26H29NO9/c1-14(28)27-20-23(31)22(30)17(13-33-2)34-26(20)36-25-18(15-9-5-3-6-10-15)19(24(32)35-25)21(29)16-11-7-4-8-12-16/h3-12,17,20-23,25-26,29-31H,13H2,1-2H3,(H,27,28) INCHIAUX=UCFGUMMLHWLLKJ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846620 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846620 SCANS=296 100.03792572021484 572.0 101.03814697265625 827.0 131.44598388671875 126.0 133.02749633789062 195.0 133.0616912841797 272.0 147.2802276611328 234.0 157.02513122558594 463.0 170.0684051513672 277.0 172.07191467285156 292.0 174.02720642089844 581.0 179.08360290527344 269.0 185.02577209472656 172.0 191.0849609375 3336.0 206.0680389404297 258.0 207.08380126953125 762.0 214.08863830566406 228.0 216.08656311035156 416.0 219.07305908203125 67.0 234.09970092773438 528.0 235.07623291015625 1517.0 237.77786254882812 189.0 245.06455993652344 194.0 253.09486389160156 165.0 257.0837097167969 200.0 258.0816955566406 135.0 263.07098388671875 13983.0 276.1376953125 510.0 280.0772705078125 881.0 298.6202697753906 237.0 302.1229248046875 457.0 616.9047241210938 194.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846622 PEPMASS=925.288513 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G10_GG10_01_3061.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380356-01![2-[4-[3,4-dihydroxy-6-methyl-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-6-(hydroxymethyl)-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(C)OC(OC3C(O)C(OC5(COC(=O)\C=C\C4=CC=C(O)C=C4)OC(CO)C(O)C5O)OC(CO)C3OC(=O)\C=C\C6=CC=C(O)C=C6)C(O)C2O)C(O)C(O)C1O INCHI=InChI=1S/C42H54O23/c1-18-28(49)30(51)32(53)39(58-18)62-35-19(2)59-40(33(54)31(35)52)63-37-34(55)41(60-25(16-44)36(37)61-27(48)14-8-21-5-11-23(46)12-6-21)65-42(38(56)29(50)24(15-43)64-42)17-57-26(47)13-7-20-3-9-22(45)10-4-20/h3-14,18-19,24-25,28-41,43-46,49-56H,15-17H2,1-2H3/b13-7+,14-8+ INCHIAUX=YGVDLUVQOOJTBM-FNCQTZNRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846622 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846622 SCANS=232 75.03768920898438 79.0 75.5854721069336 139.0 75.67269134521484 57.0 83.42841339111328 151.0 84.09700012207031 221.0 85.03048706054688 551.0 85.66683959960938 91.0 89.02550506591797 338.0 93.98290252685547 232.0 96.97711944580078 201.0 99.04010009765625 225.0 101.02879333496094 167.0 104.44158172607422 386.0 110.37353515625 130.0 111.04106140136719 85.0 113.03095245361328 579.0 114.01593780517578 188.0 115.04251098632812 376.0 116.49427032470703 156.0 117.033935546875 5688.0 117.10839080810547 83.0 117.81851196289062 71.0 118.58433532714844 184.0 119.05056762695312 1794.0 125.02706146240234 341.0 127.03782653808594 594.0 128.78451538085938 116.0 129.01902770996094 669.0 132.0540771484375 263.0 143.03219604492188 887.0 144.98085021972656 115.0 145.0277099609375 61956.0 145.0884552001953 232.0 146.02891540527344 1404.0 146.51559448242188 168.0 147.1943359375 119.0 149.047607421875 353.0 150.03143310546875 189.0 151.029296875 259.0 152.87364196777344 106.0 156.81080627441406 58.0 157.0634002685547 216.0 159.04287719726562 243.0 161.0621795654297 212.0 162.98077392578125 184.0 163.03868103027344 11397.0 164.0528564453125 199.0 165.05397033691406 773.0 167.100341796875 101.0 173.0577850341797 329.0 173.1348876953125 101.0 176.04904174804688 449.0 176.88893127441406 73.0 187.0366973876953 171.0 190.0616912841797 144.0 201.05224609375 235.0 205.0453643798828 802.0 205.06813049316406 973.0 211.05645751953125 240.0 217.04835510253906 283.0 219.04620361328125 548.0 227.0629425048828 439.0 229.05166625976562 638.0 231.0590057373047 367.0 231.08335876464844 656.0 232.06088256835938 102.0 235.05953979492188 851.0 236.06826782226562 318.0 241.0694122314453 108.0 243.11614990234375 208.0 247.05995178222656 181.0 253.11585998535156 142.0 265.07171630859375 236.0 278.0912170410156 164.0 289.0729675292969 601.0 307.0799865722656 1349.0 308.0816345214844 391.0 326.0189514160156 76.0 345.1359558105469 211.0 359.1531677246094 195.0 360.1643371582031 224.0 365.08782958984375 100.0 372.81561279296875 102.0 429.5431823730469 87.0 431.4349670410156 93.0 433.4939270019531 124.0 434.452392578125 77.0 441.1419677734375 160.0 451.1269226074219 250.0 453.1634216308594 140.0 469.1336669921875 409.0 487.13970947265625 83.0 537.2142333984375 163.0 538.2516479492188 271.0 543.2850952148438 235.0 572.4524536132812 157.0 585.231689453125 135.0 599.1924438476562 1085.0 615.2161865234375 430.0 633.2255859375 1227.0 731.2958374023438 359.0 733.2896728515625 189.0 761.1824340820312 328.0 761.2449951171875 414.0 762.3466796875 60.0 777.7542724609375 220.0 778.3526000976562 75.0 778.427001953125 102.0 778.8201904296875 84.0 779.2603149414062 10950.0 780.2655639648438 2971.0 780.4794921875 158.0 785.2904663085938 215.0 925.0498046875 195.0 925.2984619140625 17336.0 926.3001098632812 5019.0 927.318115234375 77.0 927.9514770507812 94.0 929.8072509765625 98.0 1343.01416015625 98.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846623 PEPMASS=371.219269 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_BE8_01_3274.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347806-02!2,4-dihydroxy-6-methyl-3-[(E)-3-methyl-5-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-2-enyl]benzaldehyde [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CCC(=O)[C@H](C)[C@@]1(C)CC\C(C)=C\CC2=C(O)C=C(C)C(C=O)=C2O INCHI=InChI=1S/C23H32O4/c1-14(10-11-23(5)16(3)7-9-20(25)17(23)4)6-8-18-21(26)12-15(2)19(13-24)22(18)27/h6,12-13,16-17,26-27H,7-11H2,1-5H3/b14-6+/t16-,17+,23+/m1/s1 INCHIAUX=JSPPDMSCDGJJOM-YDMRWXCBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846623 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846623 SCANS=478 164.04808044433594 242.0 179.031494140625 255.0 181.2024688720703 192.0 369.2095947265625 237.0 371.22406005859375 3226.0 371.61865234375 135.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846626 PEPMASS=411.161743 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_BE8_01_3274.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384627-01! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1C(O)C(=O)C2C3C(O)(OOC2(C)C)C(CO)CC4(O)C(C=C(C)C4=O)C13O INCHI=InChI=1S/C20H28O9/c1-8-5-11-18(25,16(8)24)6-10(7-21)20(27)15-12(17(3,4)28-29-20)14(23)13(22)9(2)19(11,15)26/h5,9-13,15,21-22,25-27H,6-7H2,1-4H3 INCHIAUX=JPRAADAALYQLIE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846626 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846626 SCANS=190 141.01559448242188 153.0 165.056884765625 556.0 195.06790161132812 338.0 209.0807342529297 390.0 215.10919189453125 166.0 219.1058349609375 349.0 233.08216857910156 250.0 237.07150268554688 114.0 243.0719451904297 332.0 257.0899963378906 208.0 277.1363525390625 183.0 287.09075927734375 484.0 301.11871337890625 334.0 317.11236572265625 308.0 323.11614990234375 423.0 335.1249084472656 159.0 353.1168212890625 208.0 357.13433837890625 391.0 411.14453125 301.0 1770.7384033203125 79.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846628 PEPMASS=457.166931 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_BE8_01_3274.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384627-01! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1C(O)C(=O)C2C3C(O)(OOC2(C)C)C(CO)CC4(O)C(C=C(C)C4=O)C13O INCHI=InChI=1S/C20H28O9/c1-8-5-11-18(25,16(8)24)6-10(7-21)20(27)15-12(17(3,4)28-29-20)14(23)13(22)9(2)19(11,15)26/h5,9-13,15,21-22,25-27H,6-7H2,1-4H3 INCHIAUX=JPRAADAALYQLIE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846628 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846628 SCANS=160 116.45565795898438 289.0 122.03535461425781 389.0 127.034912109375 222.0 137.0330810546875 256.0 139.04310607910156 449.0 145.0662078857422 286.0 147.04595947265625 257.0 151.03932189941406 759.0 153.0596923828125 224.0 155.03761291503906 235.0 167.07081604003906 299.0 169.0501708984375 661.0 181.04837036132812 144.0 190.07078552246094 297.0 191.06884765625 113.0 194.07546997070312 337.0 195.059326171875 160.0 201.04930114746094 268.0 203.06802368164062 131.0 225.0947265625 246.0 226.0658721923828 173.0 229.04837036132812 151.0 230.07627868652344 223.0 241.08958435058594 333.0 243.1044464111328 620.0 255.12051391601562 311.0 259.0613098144531 471.0 263.1234436035156 149.0 269.0634765625 291.0 269.2811279296875 131.0 270.1924743652344 68.0 271.0923767089844 184.0 287.0912170410156 933.0 289.10162353515625 138.0 299.0943908691406 371.0 305.1014099121094 295.0 329.14434814453125 116.0 335.113525390625 266.0 411.1697082519531 704.0 457.17236328125 169.0 1408.115966796875 182.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846634 PEPMASS=743.342407 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_BE8_01_3274.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347423-02!3-[(3S,5S,8R,10S,13R,14S,17R)-3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@]12CCC3[C@@H](CC[C@H]4C[C@H](CC[C@]34C)OC5OC(CO)C(O)C(O)C5OC6OC(CO)C(O)C(O)C6O)[C@@]1(O)CC[C@@H]2C7=CC(=O)OC7 INCHI=InChI=1S/C35H54O14/c1-33-8-5-18(46-32-30(28(42)26(40)23(14-37)48-32)49-31-29(43)27(41)25(39)22(13-36)47-31)12-17(33)3-4-21-20(33)6-9-34(2)19(7-10-35(21,34)44)16-11-24(38)45-15-16/h11,17-23,25-32,36-37,39-44H,3-10,12-15H2,1-2H3/t17-,18-,19+,20?,21+,22?,23?,25?,26?,27?,28?,29?,30?,31?,32?,33-,34+,35-/m0/s1 INCHIAUX=RIPMDUQTRRLJTE-FHSBOVABSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846634 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846634 SCANS=232 80.23273468017578 149.0 85.02985382080078 544.0 89.02310943603516 108.0 101.02330780029297 743.0 113.02568054199219 1760.0 124.38987731933594 218.0 125.02261352539062 477.0 131.03851318359375 340.0 141.01805114746094 195.0 143.0338134765625 688.0 147.89759826660156 179.0 159.02935791015625 317.0 161.04437255859375 3868.0 179.0620880126953 359.0 221.06507873535156 526.0 221.9038848876953 72.0 222.0720977783203 182.0 247.16473388671875 184.0 261.07476806640625 269.0 295.19342041015625 214.0 332.1885986328125 370.0 332.2776184082031 181.0 335.4319152832031 110.0 372.9427185058594 240.0 373.24139404296875 4753.0 374.2373352050781 220.0 443.2501220703125 315.0 535.2930297851562 4505.0 536.2889404296875 358.0 553.3011474609375 245.0 556.0726318359375 98.0 577.2986450195312 122.0 579.2850952148438 85.0 666.385498046875 289.0 694.1627197265625 223.0 695.9476318359375 49.0 696.2578735351562 61.0 696.3230590820312 268.0 696.42041015625 162.0 696.7442016601562 158.0 697.192138671875 239.0 697.342529296875 20697.0 697.5289306640625 81.0 698.3479614257812 1171.0 700.9620971679688 88.0 701.7177734375 114.0 742.2932739257812 267.0 759.0528564453125 80.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846636 PEPMASS=469.134003 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C8_RC8_01_2985.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385458-01!(2R)-9-hydroxy-2-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-2,3-dihydrofuro[3,2-g]chromen-7-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H]2CC3=C(O2)C(O)=C4OC(=O)C=CC4=C3 INCHI=InChI=1S/C20H24O10/c1-20(2,30-19-15(25)14(24)13(23)10(7-21)27-19)11-6-9-5-8-3-4-12(22)29-17(8)16(26)18(9)28-11/h3-5,10-11,13-15,19,21,23-26H,6-7H2,1-2H3/t10-,11-,13-,14+,15-,19+/m1/s1 INCHIAUX=QZUDEXAHKXCIDG-NUUDRHLNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846636 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846636 SCANS=199 85.24617767333984 65.0 101.02228546142578 306.0 242.6200408935547 77.0 243.067138671875 4872.0 261.07745361328125 1465.0 333.0954284667969 237.0 423.130615234375 6064.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846638 PEPMASS=429.082458 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C8_RC8_01_2985.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385353-01!(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(5-hydroxy-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@H](OC2=CC(O)=C3C(=O)C=C(OC3=C2)C4=CC=CC=C4)O[C@@H]([C@@H](O)[C@@H]1O)C(O)=O INCHI=InChI=1S/C21H18O10/c22-11-6-10(29-21-18(26)16(24)17(25)19(31-21)20(27)28)7-14-15(11)12(23)8-13(30-14)9-4-2-1-3-5-9/h1-8,16-19,21-22,24-26H,(H,27,28)/t16-,17-,18+,19-,21+/m0/s1 INCHIAUX=IDRSJGHHZXBATQ-ZFORQUDYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846638 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846638 SCANS=289 113.02417755126953 222.0 140.92286682128906 261.0 253.05123901367188 3255.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846640 PEPMASS=479.118713 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C8_RC8_01_2985.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385447-01!1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2(O)C3=CC=CC(O)=C3C(=O)C4=C2C=C(CO)C=C4O INCHI=InChI=1S/C21H22O10/c22-6-8-4-10-15(12(25)5-8)17(27)14-9(2-1-3-11(14)24)21(10,30)20-19(29)18(28)16(26)13(7-23)31-20/h1-5,13,16,18-20,22-26,28-30H,6-7H2 INCHIAUX=WRQPROLXESIJKE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846640 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846640 SCANS=221 73.99027252197266 526.0 139.01278686523438 198.0 140.60235595703125 281.0 148.94129943847656 163.0 166.36630249023438 80.0 253.0459442138672 347.0 269.6458740234375 187.0 270.0547180175781 21529.0 270.25714111328125 122.0 270.35296630859375 148.0 272.3212890625 114.0 273.09808349609375 253.0 283.3729248046875 427.0 286.7211608886719 140.0 295.0616760253906 209.0 433.1163024902344 2179.0 833.8401489257812 456.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846641 PEPMASS=477.066132 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C8_RC8_01_2985.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385459-01!(3R,4R,5R)-3-hydroxy-4,5-bis[(3,4,5-trihydroxybenzoyl)oxy]cyclohexene-1-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1C=C(C[C@@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@@H]1OC(=O)C3=CC(O)=C(O)C(O)=C3)C(O)=O INCHI=InChI=1S/C21H18O13/c22-10-2-8(3-11(23)16(10)27)20(31)33-15-6-7(19(29)30)1-14(26)18(15)34-21(32)9-4-12(24)17(28)13(25)5-9/h1-5,14-15,18,22-28H,6H2,(H,29,30)/t14-,15-,18-/m1/s1 INCHIAUX=UFDJVOQZZQZYJG-IIDMSEBBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846641 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846641 SCANS=165 93.03768920898438 215.0 93.18801879882812 282.0 124.01728057861328 204.0 125.02373504638672 1401.0 140.0124053955078 339.0 166.99395751953125 122.0 168.00218200683594 370.0 169.01524353027344 15715.0 201.05262756347656 790.0 263.0595703125 240.0 301.0016174316406 236.0 307.0423889160156 314.0 325.0486755371094 248.0 472.0990295410156 134.0 476.3861083984375 206.0 477.0680236816406 2790.0 485.281982421875 274.0 1392.62451171875 586.0 1827.9090576171875 262.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846643 PEPMASS=353.085999 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_RE2_01_2991.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384991-01!(3R,5S)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,5-trihydroxycyclohexane-1-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1C[C@@](O)(C[C@@H](O)[C@H]1OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O INCHI=InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-14-11(19)6-16(24,15(22)23)7-12(14)20/h1-5,11-12,14,17-20,24H,6-7H2,(H,22,23)/b4-2+/t11-,12+,14?,16? INCHIAUX=GYFFKZTYYAFCTR-BKRVHWFXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846643 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846643 SCANS=170 93.03534698486328 135.0 135.0504608154297 352.0 137.0281524658203 317.0 161.02291870117188 486.0 173.0450439453125 1046.0 179.03265380859375 788.0 191.05368041992188 759.0 405.39996337890625 49.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846645 PEPMASS=515.116455 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_RE2_01_2991.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180681-02!(1R,3R,4S,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1C[C@@](O)(C[C@@H](OC(=O)\C=C\C2=CC(O)=C(O)C=C2)[C@H]1OC(=O)\C=C\C3=CC(O)=C(O)C=C3)C(O)=O INCHI=InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23+,25-/m1/s1 INCHIAUX=UFCLZKMFXSILNL-RVXRWRFUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846645 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846645 SCANS=227 83.30625915527344 57.0 91.26744079589844 264.0 93.04216003417969 254.0 107.05110168457031 370.0 111.04524993896484 359.0 133.0266876220703 744.0 133.1505126953125 184.0 135.043701171875 2013.0 135.07533264160156 62.0 137.0266876220703 294.0 155.0355224609375 1441.0 161.02479553222656 914.0 162.30455017089844 289.0 162.62391662597656 80.0 173.0471649169922 5529.0 179.0349884033203 4268.0 186.59323120117188 53.0 191.05776977539062 2822.0 250.56520080566406 104.0 267.8661804199219 72.0 334.53936767578125 139.0 334.5766906738281 224.0 334.61322021484375 94.0 335.0834655761719 1049.0 352.89056396484375 121.0 353.0893249511719 4129.0 354.0892028808594 124.0 513.1331787109375 174.0 515.12109375 3346.0 516.1311645507812 220.0 1235.5347900390625 126.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846647 PEPMASS=559.142639 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_RE2_01_2991.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384990-01!(1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxy-4-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxycyclohexane-1-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(\C=C\C(=O)O[C@@H]2[C@H](O)C[C@](O)(C[C@H]2OC(=O)\C=C\C3=CC=C(O)C(O)=C3)C(O)=O)=CC(OC)=C1O INCHI=InChI=1S/C27H28O13/c1-37-19-10-15(11-20(38-2)24(19)33)5-8-23(32)40-25-18(30)12-27(36,26(34)35)13-21(25)39-22(31)7-4-14-3-6-16(28)17(29)9-14/h3-11,18,21,25,28-30,33,36H,12-13H2,1-2H3,(H,34,35)/b7-4+,8-5+/t18-,21-,25-,27+/m1/s1 INCHIAUX=BEDSGEULUAVXQH-YGCGHWCOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846647 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846647 SCANS=274 82.51966094970703 205.0 85.11107635498047 129.0 89.26128387451172 178.0 93.03478240966797 369.0 93.44635009765625 203.0 100.78814697265625 127.0 111.04745483398438 495.0 125.30667114257812 88.0 132.02780151367188 300.0 137.026123046875 217.0 149.0202178955078 813.0 155.03614807128906 1903.0 161.0232696533203 585.0 164.05226135253906 1611.0 171.664306640625 188.0 173.0458526611328 15794.0 180.10992431640625 241.0 221.23655700683594 190.0 223.06167602539062 3558.0 223.14625549316406 75.0 308.9989929199219 242.0 397.1174621582031 6367.0 427.1149597167969 116.0 455.0279846191406 81.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846650 PEPMASS=563.136658 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_RE2_01_2991.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384986-01!1-hydroxy-2-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1=C(O)C2=C(C=C1O[C@@H]3O[C@H](CO[C@@H]4OC[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)C(=O)C5=CC=CC=C5C2=O INCHI=InChI=1S/C26H28O14/c27-6-12-14(5-11-16(19(12)31)18(30)10-4-2-1-3-9(10)17(11)29)39-26-24(36)22(34)21(33)15(40-26)8-38-25-23(35)20(32)13(28)7-37-25/h1-5,13,15,20-28,31-36H,6-8H2/t13-,15-,20+,21-,22+,23-,24-,25+,26-/m1/s1 INCHIAUX=NVKNRXOMCYTFJF-WFLOGZPDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846650 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846650 SCANS=254 99.31147003173828 209.0 135.3648223876953 320.0 135.42189025878906 201.0 216.0447998046875 282.0 237.0570068359375 309.0 239.02903747558594 321.0 251.03749084472656 1679.0 255.08413696289062 155.0 265.05078125 1004.0 269.0464782714844 5416.0 280.0408935546875 161.0 282.0546875 201.0 306.0489196777344 366.0 311.06500244140625 591.0 562.2068481445312 101.0 563.1382446289062 200.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846652 PEPMASS=609.141418 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_RE2_01_2991.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384986-01!1-hydroxy-2-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1=C(O)C2=C(C=C1O[C@@H]3O[C@H](CO[C@@H]4OC[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)C(=O)C5=CC=CC=C5C2=O INCHI=InChI=1S/C26H28O14/c27-6-12-14(5-11-16(19(12)31)18(30)10-4-2-1-3-9(10)17(11)29)39-26-24(36)22(34)21(33)15(40-26)8-38-25-23(35)20(32)13(28)7-37-25/h1-5,13,15,20-28,31-36H,6-8H2/t13-,15-,20+,21-,22+,23-,24-,25+,26-/m1/s1 INCHIAUX=NVKNRXOMCYTFJF-WFLOGZPDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846652 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846652 SCANS=257 139.0046844482422 135.0 140.52804565429688 75.0 157.82290649414062 276.0 237.05517578125 480.0 249.06069946289062 198.0 251.03787231445312 1360.0 265.05157470703125 1096.0 269.047607421875 9837.0 269.9018859863281 120.0 283.0665588378906 164.0 293.0395812988281 207.0 311.0530090332031 658.0 353.0671691894531 238.0 563.1395874023438 156.0 719.13623046875 206.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846654 PEPMASS=359.070007 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_GC6_01_3116.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380822-01!1-[(Z)-but-2-en-2-yl]-8-chloro-3,9-dihydroxy-4,7-dimethylbenzo[b][1,4]benzodioxepin-6-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C(\C)C1=CC(O)=C(C)C2=C1OC3=CC(O)=C(Cl)C(C)=C3C(=O)O2 INCHI=InChI=1S/C19H17ClO5/c1-5-8(2)11-6-12(21)9(3)17-18(11)24-14-7-13(22)16(20)10(4)15(14)19(23)25-17/h5-7,21-22H,1-4H3/b8-5- INCHIAUX=KZPINWADEGOBQG-YVMONPNESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846654 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846654 SCANS=423 182.99368286132812 297.0 208.99740600585938 432.0 237.09266662597656 179.0 267.10186767578125 420.0 295.0966491699219 335.0 300.05145263671875 83.0 303.0413513183594 402.0 308.07220458984375 189.0 315.0837097167969 676.0 323.09075927734375 208.0 359.0740051269531 1537.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846655 PEPMASS=523.182983 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_GC6_01_3116.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347605-02!(2S,3R,4S,5R)-2-[4-[7-hydroxy-3-(hydroxymethyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenoxy]oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC=C1O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)C3OC4=C(O)C=C(CCCO)C=C4C3CO INCHI=InChI=1S/C24H30O10/c1-31-19-9-13(4-5-18(19)33-24-21(30)20(29)17(28)11-32-24)22-15(10-26)14-7-12(3-2-6-25)8-16(27)23(14)34-22/h4-5,7-9,15,17,20-22,24-30H,2-3,6,10-11H2,1H3/t15?,17-,20+,21-,22?,24+/m1/s1 INCHIAUX=QDWGYCCSJIYJAE-WWFRPTEMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846655 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846655 SCANS=177 116.48797607421875 146.0 163.9732666015625 99.0 165.8662567138672 221.0 165.8941650390625 206.0 209.08090209960938 280.0 211.07823181152344 314.0 260.0191650390625 162.0 269.0815734863281 205.0 300.1058349609375 458.0 312.1061096191406 453.0 315.1263732910156 6846.0 315.43115234375 78.0 321.6903076171875 150.0 327.12347412109375 2758.0 332.0420227050781 134.0 345.138427734375 604.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846658 PEPMASS=835.288086 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_GC6_01_3116.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179693-03![(1S,4aS,6S,7R,7aS)-4-methoxycarbonyl-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-6-yl] (1S,4aS,6S,7R,7aS)-6-acetyloxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]3[C@@H](C)[C@H](C[C@H]13)OC(=O)C4=CO[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@@H]6[C@@H](C)[C@H](C[C@H]46)OC(C)=O INCHI=InChI=1S/C35H50O20/c1-11-18(50-13(3)38)5-15-17(10-49-32(22(11)15)54-34-28(43)26(41)24(39)20(7-36)52-34)31(46)51-19-6-14-16(30(45)47-4)9-48-33(23(14)12(19)2)55-35-29(44)27(42)25(40)21(8-37)53-35/h9-12,14-15,18-29,32-37,39-44H,5-8H2,1-4H3/t11-,12-,14+,15+,18-,19-,20+,21+,22+,23+,24+,25+,26-,27-,28+,29+,32-,33-,34-,35-/m0/s1 INCHIAUX=YDHSGSSEZHFAJJ-YRJFMNGISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846658 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846658 SCANS=232 83.16592407226562 187.0 85.0291519165039 188.0 99.55550384521484 217.0 101.02421569824219 2768.0 101.20208740234375 63.0 105.06929016113281 144.0 107.04944610595703 2633.0 107.53123474121094 94.0 113.02336120605469 507.0 119.03630065917969 853.0 119.82015228271484 171.0 123.08120727539062 196.0 133.0632781982422 1106.0 134.03546142578125 197.0 136.06097412109375 260.0 151.0729522705078 2541.0 167.0683135986328 76.0 177.05609130859375 1086.0 179.06277465820312 669.0 191.6850128173828 177.0 192.80548095703125 98.0 193.08908081054688 2141.0 193.14907836914062 163.0 195.06576538085938 7816.0 201.01759338378906 303.0 208.58425903320312 252.0 208.7405548095703 66.0 208.93438720703125 121.0 209.08175659179688 6871.0 209.7240447998047 209.0 211.09461975097656 1622.0 217.0526885986328 236.0 219.06517028808594 127.0 227.09471130371094 714.0 229.21615600585938 252.0 255.08726501464844 3869.0 269.0949401855469 299.0 270.75921630859375 90.0 279.088134765625 146.0 295.5404357910156 62.0 297.1004638671875 1893.0 297.1636047363281 191.0 297.42755126953125 160.0 298.1062927246094 129.0 340.1207580566406 204.0 345.47772216796875 268.0 357.12347412109375 1106.0 358.1092224121094 102.0 371.1334533691406 398.0 375.12615966796875 692.0 376.1206970214844 182.0 399.1297607421875 495.0 401.7991638183594 74.0 405.1578369140625 633.0 416.4520568847656 84.0 416.7333679199219 132.0 416.80975341796875 146.0 417.1430358886719 7918.0 418.15704345703125 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COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_GC6_01_3116.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380731-01!3-[6,12,22-tris(2-amino-2-oxoethyl)-19-(hydroxymethyl)-9-[(4-hydroxyphenyl)methyl]-16-(11-methyldodecyl)-2,5,8,11,14,18,21,24-octaoxo-1,4,7,10,13,17,20,23-octazabicyclo[23.3.0]octacosan-3-yl]propanamide [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CCCCCCCCCCC1CC(=O)NC(CC(N)=O)C(=O)NC(CC2=CC=C(O)C=C2)C(=O)NC(CC(N)=O)C(=O)NC(CCC(N)=O)C(=O)N3CCCC3C(=O)NC(CC(N)=O)C(=O)NC(CO)C(=O)N1 INCHI=InChI=1S/C50H78N12O14/c1-28(2)12-9-7-5-3-4-6-8-10-13-30-23-43(69)56-34(24-40(52)66)45(71)58-33(22-29-15-17-31(64)18-16-29)44(70)59-35(25-41(53)67)46(72)57-32(19-20-39(51)65)50(76)62-21-11-14-38(62)49(75)60-36(26-42(54)68)47(73)61-37(27-63)48(74)55-30/h15-18,28,30,32-38,63-64H,3-14,19-27H2,1-2H3,(H2,51,65)(H2,52,66)(H2,53,67)(H2,54,68)(H,55,74)(H,56,69)(H,57,72)(H,58,71)(H,59,70)(H,60,75)(H,61,73) INCHIAUX=KKIVMGDDVLIFLL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846660 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846660 SCANS=375 95.02561950683594 174.0 96.00968170166016 2448.0 97.04637145996094 132.0 98.0250244140625 1041.0 98.32074737548828 150.0 107.05877685546875 249.0 109.04143524169922 869.0 110.12854766845703 204.0 111.0205078125 246.0 113.03739166259766 1764.0 119.05095672607422 302.0 120.59857940673828 66.0 124.04320526123047 350.0 127.05120086669922 842.0 131.04364013671875 176.0 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PEPMASS=491.115265 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_BG2_01_3280.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180788-02!3-(4-hydroxyphenyl)-5-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2C(=O)C(=COC2=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C1)C4=CC=C(O)C=C4 INCHI=InChI=1S/C22H22O10/c1-29-14-6-12(31-22-21(28)20(27)19(26)16(8-23)32-22)7-15-17(14)18(25)13(9-30-15)10-2-4-11(24)5-3-10/h2-7,9,16,19-24,26-28H,8H2,1H3/t16-,19-,20+,21-,22-/m1/s1 INCHIAUX=KSVVGBSBNPMXJF-RECXWPGBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846665 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846665 SCANS=186 240.04417419433594 143.0 268.03759765625 208.0 281.06964111328125 111.0 282.0544738769531 1552.0 283.0656433105469 5570.0 285.9817199707031 428.0 445.1117858886719 896.0 678.19140625 88.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846668 PEPMASS=447.08902 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_BG2_01_3280.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180799-02!2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=C(OC3=C(C(O)=CC(O)=C3)C2=O)C4=CC(O)=C(O)C=C4)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C21H20O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-18,21-26,28-29H,1H3/t7-,15-,17+,18+,21-/m0/s1 INCHIAUX=OXGUCUVFOIWWQJ-HQBVPOQASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846668 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846668 SCANS=228 140.83802795410156 144.0 243.03863525390625 346.0 255.02618408203125 150.0 271.0311584472656 782.0 300.0291442871094 5336.0 301.0379943847656 2504.0 446.48516845703125 215.0 447.0902404785156 3397.0 467.8815002441406 148.0 1159.8544921875 182.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846670 PEPMASS=1123.58252 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G2_BG2_01_3280.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180847-02!(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,8R,10R,12R,14R,17S)-17-[(2S)-2-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](CO)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)[C@H]3CC[C@]4(C)C3[C@H](O)CC5[C@@]6(C)CC[C@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)C(C)(C)C6CC[C@@]45C INCHI=InChI=1S/C53H90O22/c1-23(2)10-9-14-53(8,75-47-43(67)39(63)37(61)29(72-47)22-68-45-41(65)36(60)28(21-56)69-45)24-11-16-52(7)33(24)25(57)18-31-50(5)15-13-32(49(3,4)30(50)12-17-51(31,52)6)73-48-44(40(64)35(59)27(20-55)71-48)74-46-42(66)38(62)34(58)26(19-54)70-46/h10,24-48,54-67H,9,11-22H2,1-8H3/t24-,25+,26+,27+,28-,29+,30?,31?,32-,33?,34+,35+,36-,37+,38-,39-,40-,41+,42+,43+,44+,45+,46-,47-,48-,50-,51+,52+,53-/m0/s1 INCHIAUX=JDCPEKQWFDWQLI-SOLAFZCXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846670 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846670 SCANS=297 149.044677734375 142.0 180.06478881835938 341.0 191.05752563476562 397.0 293.08367919921875 243.0 500.01177978515625 260.0 502.1673889160156 99.0 504.9715576171875 127.0 505.3132629394531 77.0 526.93017578125 155.0 530.9589233398438 247.0 531.138427734375 53.0 534.7061157226562 148.0 638.8060913085938 119.0 783.5201416015625 98.0 876.2505493164062 352.0 915.0791015625 94.0 915.5372314453125 109.0 944.9695434570312 123.0 945.5628662109375 166.0 1047.2337646484375 213.0 1068.0863037109375 86.0 1073.8936767578125 272.0 1075.4010009765625 129.0 1075.5858154296875 205.0 1076.13916015625 129.0 1076.4464111328125 197.0 1076.73193359375 185.0 1076.84326171875 80.0 1077.3892822265625 115.0 1077.584228515625 31016.0 1077.7923583984375 466.0 1078.0859375 281.0 1078.25244140625 180.0 1078.3065185546875 333.0 1078.59326171875 3887.0 1078.7308349609375 157.0 1079.3367919921875 240.0 1079.570556640625 372.0 1081.8800048828125 97.0 1082.8265380859375 223.0 1082.994384765625 200.0 1100.5968017578125 209.0 1106.7386474609375 62.0 1109.9464111328125 115.0 1121.58203125 55.0 1122.930908203125 98.0 1123.505126953125 227.0 1123.5914306640625 3809.0 1123.803466796875 86.0 1124.5904541015625 1057.0 1125.5762939453125 212.0 1369.9351806640625 97.0 1525.035400390625 221.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846672 PEPMASS=477.147125 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_GE8_01_3130.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385660-01!(10R)-2,8-dihydroxy-1-methoxy-6-methyl-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-10H-anthracen-9-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC2=C1C(=O)C3=C(O)C=C(C)C=C3[C@@H]2[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O INCHI=InChI=1S/C22H24O9/c1-8-5-10-14(22-20(29)19(28)17(26)13(7-23)31-22)9-3-4-11(24)21(30-2)16(9)18(27)15(10)12(25)6-8/h3-6,13-14,17,19-20,22-26,28-29H,7H2,1-2H3/t13-,14-,17-,19+,20-,22+/m1/s1 INCHIAUX=RVKRJABUQLMQNO-IPZRHRPYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846672 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846672 SCANS=243 124.01842498779297 148.0 131.19427490234375 489.0 135.6738739013672 112.0 137.82981872558594 133.0 140.51219177246094 183.0 152.22926330566406 127.0 153.0956573486328 202.0 187.08041381835938 294.0 225.05999755859375 207.0 236.5749053955078 208.0 249.05747985839844 1328.0 252.66925048828125 106.0 253.0502166748047 3297.0 267.0659484863281 839.0 268.0733337402344 1900.0 269.0810241699219 242.0 285.42156982421875 479.0 294.062744140625 285.0 296.0699768066406 2320.0 311.0914611816406 16431.0 311.7377014160156 86.0 313.9025573730469 154.0 416.10968017578125 101.0 431.13909912109375 2633.0 1066.30078125 192.0 1266.1746826171875 86.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846674 PEPMASS=461.115387 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_GE8_01_3130.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169775-02!4-(3,4-dihydroxyphenyl)-7-methoxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC2=C(C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C1)C(=CC(=O)O2)C4=CC(O)=C(O)C=C4 INCHI=InChI=1S/C22H22O11/c1-30-10-5-14-18(11(7-17(26)31-14)9-2-3-12(24)13(25)4-9)15(6-10)32-22-21(29)20(28)19(27)16(8-23)33-22/h2-7,16,19-25,27-29H,8H2,1H3/t16-,19-,20+,21-,22-/m1/s1 INCHIAUX=JZBHUVGJBWDUSA-RECXWPGBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846674 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846674 SCANS=203 133.06063842773438 255.0 147.80149841308594 371.0 214.019775390625 168.0 256.0299987792969 118.0 283.0198059082031 143.0 284.0295104980469 443.0 298.5418701171875 224.0 298.90869140625 297.0 299.0547790527344 9178.0 362.40081787109375 77.0 461.10064697265625 222.0 741.9005126953125 91.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846676 PEPMASS=507.121338 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_GE8_01_3130.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169775-02!4-(3,4-dihydroxyphenyl)-7-methoxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC2=C(C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C1)C(=CC(=O)O2)C4=CC(O)=C(O)C=C4 INCHI=InChI=1S/C22H22O11/c1-30-10-5-14-18(11(7-17(26)31-14)9-2-3-12(24)13(25)4-9)15(6-10)32-22-21(29)20(28)19(27)16(8-23)33-22/h2-7,16,19-25,27-29H,8H2,1H3/t16-,19-,20+,21-,22-/m1/s1 INCHIAUX=JZBHUVGJBWDUSA-RECXWPGBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846676 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846676 SCANS=201 284.0315856933594 134.0 297.0476989746094 161.0 298.05181884765625 122.0 298.69146728515625 76.0 299.0560302734375 7733.0 362.5859680175781 203.0 433.40618896484375 74.0 458.68304443359375 94.0 461.1141052246094 1359.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846678 PEPMASS=609.191162 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_GE8_01_3130.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385646-01!7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2CC(=O)C3=C(O)C=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)C=C3O2 INCHI=InChI=1S/C28H34O15/c1-10-21(33)23(35)25(37)27(39-10)43-26-24(36)22(34)19(9-29)42-28(26)40-12-6-14(31)20-15(32)8-16(41-18(20)7-12)11-3-4-13(30)17(5-11)38-2/h3-7,10,16,19,21-31,33-37H,8-9H2,1-2H3/t10-,16?,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1 INCHIAUX=AODBEDTXATXPNK-FCNYPLLVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846678 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846678 SCANS=220 108.0212173461914 418.0 149.06112670898438 292.0 151.0039825439453 688.0 151.08746337890625 77.0 161.18136596679688 64.0 164.01611328125 331.0 175.0442352294922 129.0 203.0635528564453 75.0 285.04058837890625 259.0 286.04144287109375 183.0 299.0648193359375 315.0 301.0703430175781 2242.0 302.0662841796875 138.0 310.897705078125 189.0 343.0901184082031 161.0 455.1301574707031 160.0 459.1181640625 572.0 463.1223449707031 212.0 609.1854248046875 2909.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846679 PEPMASS=655.197754 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_GE8_01_3130.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385646-01!7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2CC(=O)C3=C(O)C=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)C=C3O2 INCHI=InChI=1S/C28H34O15/c1-10-21(33)23(35)25(37)27(39-10)43-26-24(36)22(34)19(9-29)42-28(26)40-12-6-14(31)20-15(32)8-16(41-18(20)7-12)11-3-4-13(30)17(5-11)38-2/h3-7,10,16,19,21-31,33-37H,8-9H2,1-2H3/t10-,16?,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1 INCHIAUX=AODBEDTXATXPNK-FCNYPLLVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846679 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846679 SCANS=221 116.5235824584961 125.0 151.0026092529297 1154.0 163.0660400390625 131.0 164.0048065185547 299.0 164.0840301513672 77.0 165.0217742919922 231.0 193.01998901367188 389.0 231.94952392578125 187.0 286.0484619140625 241.0 301.0724182128906 2852.0 403.10101318359375 199.0 452.0434875488281 262.0 606.766845703125 151.0 608.8679809570312 211.0 609.177001953125 2654.0 610.1953735351562 117.0 654.3099365234375 111.0 972.9274291992188 65.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846682 PEPMASS=683.271545 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_GE8_01_3130.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385666-01!(1R,2S)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-2-N,3-N-bis[2-(4-hydroxyphenyl)ethyl]-6,8-dimethoxy-1,2-dihydronaphthalene-2,3-dicarboxamide [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O)[C@H]2[C@H](C(=O)NCCC3=CC=C(O)C=C3)C(=CC4=CC(OC)=C(O)C(OC)=C24)C(=O)NCCC5=CC=C(O)C=C5 INCHI=InChI=1S/C38H40N2O10/c1-47-28-19-24(20-29(48-2)34(28)43)31-32-23(18-30(49-3)35(44)36(32)50-4)17-27(37(45)39-15-13-21-5-9-25(41)10-6-21)33(31)38(46)40-16-14-22-7-11-26(42)12-8-22/h5-12,17-20,31,33,41-44H,13-16H2,1-4H3,(H,39,45)(H,40,46)/t31-,33-/m1/s1 INCHIAUX=IFNFMIMLJKQPGW-ZQWAWDFXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846682 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846682 SCANS=280 138.02935791015625 430.0 153.0594024658203 134.0 174.03573608398438 574.0 175.03643798828125 184.0 188.04251098632812 248.0 189.05575561523438 1709.0 202.06101989746094 173.0 204.6204833984375 154.0 207.1829833984375 63.0 216.01817321777344 288.0 229.03811645507812 250.0 230.04617309570312 710.0 244.0570831298828 231.0 249.68968200683594 239.0 255.05499267578125 185.0 256.96307373046875 65.0 258.0772399902344 198.0 281.2361145019531 152.0 299.0933837890625 151.0 307.73077392578125 297.0 307.8604431152344 109.0 308.0890197753906 306.0 310.0762939453125 179.0 311.05218505859375 128.0 312.0699462890625 235.0 313.0757141113281 133.0 315.0281066894531 71.0 318.8541259765625 129.0 327.088134765625 373.0 331.46600341796875 172.0 336.0781555175781 722.0 337.0914611816406 672.0 338.1025390625 138.0 339.07977294921875 213.0 341.1086730957031 454.0 343.0997619628906 217.0 344.0873718261719 183.0 351.11297607421875 963.0 352.12054443359375 5400.0 356.12384033203125 276.0 366.1378173828125 528.0 369.0860290527344 156.0 382.0870361328125 175.0 387.9358825683594 116.0 407.11712646484375 113.0 432.1115417480469 273.0 440.1125793457031 136.0 445.1600036621094 130.0 472.1429443359375 89.0 488.17626953125 158.0 489.1339416503906 254.0 490.14764404296875 1001.0 499.14459228515625 102.0 500.1481018066406 128.0 504.165771484375 851.0 505.1744079589844 1254.0 514.1669921875 511.0 515.1812744140625 319.0 520.1959838867188 5996.0 520.3267822265625 225.0 521.2053833007812 146.0 529.1987915039062 427.0 668.2326049804688 188.0 681.1962280273438 144.0 683.2625122070312 10692.0 684.2667236328125 582.0 684.7691650390625 216.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846684 PEPMASS=421.162659 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_GE6_01_3045.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385173-01!3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6,8-bis(3-methylbut-2-enyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC=C(C(=O)C2=C1O)C3=CC=C(O)C(O)=C3 INCHI=InChI=1S/C25H26O6/c1-13(2)5-8-16-22(28)17(9-6-14(3)4)25-21(23(16)29)24(30)18(12-31-25)15-7-10-19(26)20(27)11-15/h5-7,10-12,26-29H,8-9H2,1-4H3 INCHIAUX=OAUIRSVJXOFAOO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846684 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846684 SCANS=481 218.61727905273438 162.0 311.064208984375 211.0 323.054931640625 227.0 363.0854797363281 189.0 382.0892333984375 116.0 421.16552734375 3428.0 422.16680908203125 223.0 436.1078186035156 138.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846686 PEPMASS=609.178284 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_GE6_01_3045.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347371-02!methyl (4S,5Z,6S)-4-(2-methoxy-2-oxoethyl)-5-[2-[(E)-3-phenylprop-2-enoyl]oxyethylidene]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C[C@H]1\C(=C\COC(=O)\C=C\C2=CC=CC=C2)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)OC=C1C(=O)OC INCHI=InChI=1S/C27H32O13/c1-35-21(30)12-17-16(10-11-37-20(29)9-8-15-6-4-3-5-7-15)26(38-14-18(17)25(34)36-2)40-27-24(33)23(32)22(31)19(13-28)39-27/h3-10,14,17,19,22-24,26-28,31-33H,11-13H2,1-2H3/b9-8+,16-10-/t17-,19+,22+,23-,24+,26-,27-/m0/s1 INCHIAUX=QBKMGAJNGCTGFA-NVNVVJOKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846686 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846686 SCANS=318 116.93276977539062 143.0 147.04251098632812 4603.0 149.06231689453125 145.0 150.42820739746094 79.0 153.01483154296875 85.0 177.05960083007812 242.0 185.04141235351562 423.0 209.08387756347656 1693.0 221.04551696777344 219.0 253.06871032714844 699.0 299.096435546875 125.0 415.1238098144531 186.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846688 PEPMASS=861.18042 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E6_GE6_01_3045.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385183-01!(9R)-9-[(9R)-2-carboxy-4-hydroxy-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracen-9-yl]-4-hydroxy-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracene-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC=CC3=C2C(=O)C4=C(C=C(C=C4O)C(O)=O)[C@@H]3[C@@H]5C6=C(C(=O)C7=C5C=C(C=C7O)C(O)=O)C(O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)=CC=C6)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C42H38O20/c43-11-23-31(47)35(51)37(53)41(61-23)59-21-5-1-3-15-25(17-7-13(39(55)56)9-19(45)27(17)33(49)29(15)21)26-16-4-2-6-22(60-42-38(54)36(52)32(48)24(12-44)62-42)30(16)34(50)28-18(26)8-14(40(57)58)10-20(28)46/h1-10,23-26,31-32,35-38,41-48,51-54H,11-12H2,(H,55,56)(H,57,58)/t23-,24-,25-,26-,31-,32-,35+,36+,37-,38-,41-,42-/m1/s1 INCHIAUX=IPQVTOJGNYVQEO-KGFNBKMBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846688 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846688 SCANS=207 75.75880432128906 150.0 84.07755279541016 99.0 172.0528106689453 350.0 195.04229736328125 547.0 199.7917022705078 165.0 199.83758544921875 166.0 200.03823852539062 347.0 200.0535888671875 340.0 200.0946044921875 322.0 201.05593872070312 160.0 204.0363006591797 354.0 212.04022216796875 266.0 219.02548217773438 442.0 224.0463409423828 2469.0 225.0528106689453 616.0 226.06178283691406 206.0 226.75018310546875 111.0 227.0316925048828 3705.0 228.0429229736328 266.0 238.0625457763672 342.0 253.0526123046875 212.0 255.03663635253906 268.0 268.0391845703125 602.0 269.03778076171875 446.0 311.0505065917969 213.0 319.0645446777344 166.0 351.3818054199219 211.0 355.1115417480469 198.0 373.0091247558594 165.0 375.12701416015625 174.0 379.06085205078125 110.0 386.09710693359375 3619.0 386.3850402832031 166.0 387.08428955078125 224.0 388.1057434082031 140.0 388.34417724609375 94.0 388.62152099609375 120.0 389.0866394042969 1697.0 390.10186767578125 1206.0 400.07293701171875 156.0 418.090576171875 1503.0 419.09063720703125 171.0 422.0867919921875 392.0 429.0751037597656 209.0 431.0854187011719 439.0 446.0928955078125 227.0 448.0758361816406 469.0 449.1012878417969 625.0 450.107177734375 309.0 473.05560302734375 117.0 491.08074951171875 513.0 493.0854797363281 512.0 593.1461791992188 119.0 609.1618041992188 313.0 610.1436157226562 352.0 611.1430053710938 371.0 611.1860961914062 142.0 636.1244506835938 427.0 653.1641235351562 168.0 654.1488647460938 197.0 655.1492919921875 301.0 691.4962158203125 213.0 697.724853515625 228.0 698.1205444335938 740.0 699.1389770507812 207.0 699.2650756835938 117.0 700.14013671875 126.0 817.1981201171875 615.0 818.2066650390625 316.0 861.1966552734375 2149.0 862.2112426757812 312.0 880.7877807617188 80.0 1016.5593872070312 168.0 1121.6671142578125 164.0 1214.3411865234375 166.0 1214.5205078125 182.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846690 PEPMASS=383.096924 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_RA5_01_2967.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380241-01!5-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1=C2C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=CC(=O)OC2=CC=C1 INCHI=InChI=1S/C16H18O8/c1-7-3-2-4-8-12(7)9(5-11(18)22-8)23-16-15(21)14(20)13(19)10(6-17)24-16/h2-5,10,13-17,19-21H,6H2,1H3/t10-,13-,14+,15-,16-/m1/s1 INCHIAUX=DXBGTODWNFZHCD-LMXXTMHSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846690 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846690 SCANS=199 131.04855346679688 365.0 173.36962890625 277.0 175.0393524169922 3878.0 189.0521697998047 254.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846692 PEPMASS=395.096191 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_RA5_01_2967.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380394-01!methyl 2-(4a,6,10a-trihydroxy-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl)acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)CC1CC2(O)C(=O)C3=C(O)C=CC=C3C(=O)C2(O)C(C)O1 INCHI=InChI=1S/C17H18O8/c1-8-17(23)14(20)10-4-3-5-11(18)13(10)15(21)16(17,22)7-9(25-8)6-12(19)24-2/h3-5,8-9,18,22-23H,6-7H2,1-2H3 INCHIAUX=HILBWEPXZDMOAE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846692 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846692 SCANS=296 161.0643768310547 254.0 187.0383758544922 232.0 187.0731201171875 253.0 189.01837158203125 361.0 204.04356384277344 452.0 205.01634216308594 405.0 205.04751586914062 266.0 206.01983642578125 873.0 219.06826782226562 159.0 229.05728149414062 682.0 247.07261657714844 360.0 255.06361389160156 313.0 271.2837829589844 260.0 271.35467529296875 70.0 349.0976257324219 1108.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846694 PEPMASS=401.151184 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_RA5_01_2967.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380399-01!5-chloro-2,4-dihydroxy-6-methyl-3-[(2E,4E)-3-methyl-5-(1,2,6-trimethyl-5-oxocyclohex-3-en-1-yl)penta-2,4-dienyl]benzaldehyde [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1C=CC(=O)C(C)C1(C)\C=C\C(C)=C\CC2=C(O)C(C=O)=C(C)C(Cl)=C2O INCHI=InChI=1S/C23H27ClO4/c1-13(10-11-23(5)14(2)7-9-19(26)16(23)4)6-8-17-21(27)18(12-25)15(3)20(24)22(17)28/h6-7,9-12,14,16,27-28H,8H2,1-5H3/b11-10+,13-6+ INCHIAUX=ZLAQYJKDQSZARB-OGCXVWDESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846694 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846694 SCANS=543 128.00454711914062 377.0 154.47386169433594 57.0 169.00167846679688 223.0 214.19857788085938 154.0 235.01426696777344 200.0 264.0597229003906 267.0 306.68634033203125 181.0 319.1110534667969 164.0 401.15631103515625 3873.0 415.3763732910156 215.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846696 PEPMASS=411.107056 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_RA5_01_2967.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380243-01! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O)CCC1=C2OC3=C(C(=O)C2=C(O)C=C1)C(O)=C4C(OC5OC=CC45O)=C3 INCHI=InChI=1S/C22H20O8/c1-21(2,26)6-5-10-3-4-11(23)14-17(24)15-12(29-19(10)14)9-13-16(18(15)25)22(27)7-8-28-20(22)30-13/h3-4,7-9,20,23,25-27H,5-6H2,1-2H3 INCHIAUX=VXTQFTUOAJRUDO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846696 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846696 SCANS=405 323.13385009765625 188.0 344.0813903808594 160.0 349.11383056640625 207.0 355.10491943359375 283.0 365.1052551269531 372.0 368.0954895019531 527.0 411.10626220703125 1353.0 411.30999755859375 308.0 411.3587951660156 52.0 413.8866271972656 98.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846698 PEPMASS=501.122711 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_RA5_01_2967.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380504-01!7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxychromen-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@@]1(O)CO[C@@H](OC[C@H]2O[C@@H](OC3=CC=C4C=CC(=O)OC4=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H]1O INCHI=InChI=1S/C20H24O12/c21-7-20(27)8-29-19(17(20)26)28-6-12-14(23)15(24)16(25)18(32-12)30-10-3-1-9-2-4-13(22)31-11(9)5-10/h1-5,12,14-19,21,23-27H,6-8H2/t12-,14-,15+,16-,17+,18-,19-,20-/m1/s1 INCHIAUX=SXPBJYHKMRWZNA-ZITSYKRSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846698 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846698 SCANS=164 88.12609100341797 218.0 88.60948944091797 55.0 105.03082275390625 267.0 123.04464721679688 367.0 133.02951049804688 593.0 158.36077880859375 206.0 161.023681640625 33065.0 162.2141571044922 61.0 188.5374755859375 131.0 293.0864562988281 718.0 808.801025390625 244.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846700 PEPMASS=751.111938 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_RA5_01_2967.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380510-01![6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1C(COC(=O)C2=CC(O)=C(O)C(O)=C2)OC(OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC=C(O)C=C5)C(OC(=O)C6=CC(O)=C(O)C(O)=C6)C1O INCHI=InChI=1S/C35H28O19/c36-15-3-1-12(2-4-15)30-31(28(46)24-17(38)9-16(37)10-22(24)51-30)54-35-32(53-34(49)14-7-20(41)26(44)21(42)8-14)29(47)27(45)23(52-35)11-50-33(48)13-5-18(39)25(43)19(40)6-13/h1-10,23,27,29,32,35-45,47H,11H2 INCHIAUX=GAWOMYRLBFCSGL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846700 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846700 SCANS=254 101.02497100830078 312.0 123.00749969482422 261.0 125.02379608154297 879.0 150.9967803955078 361.0 162.63328552246094 293.0 166.9956817626953 1141.0 167.99771118164062 335.0 168.51161193847656 91.0 169.01451110839844 7350.0 176.93809509277344 81.0 195.0437774658203 321.0 211.02413940429688 801.0 215.0316619873047 241.0 218.7611083984375 366.0 222.66343688964844 188.0 223.02877807617188 444.0 226.03822326660156 108.0 235.02806091308594 839.0 239.0226593017578 164.0 243.06939697265625 149.0 251.0532989501953 154.0 255.05123901367188 254.0 259.02020263671875 286.0 262.4580078125 165.0 266.96856689453125 68.0 267.03765869140625 270.0 277.0428161621094 132.0 285.0384826660156 743.0 292.05389404296875 223.0 295.0500183105469 1085.0 296.9754333496094 104.0 297.0399475097656 295.0 297.06610107421875 366.0 312.5575866699219 295.0 313.0561828613281 7869.0 347.3208923339844 473.0 353.2417907714844 114.0 355.2804870605469 131.0 361.0535888671875 182.0 362.84344482421875 210.0 381.84991455078125 85.0 391.4024353027344 108.0 419.06634521484375 182.0 447.06048583984375 220.0 449.0700378417969 197.0 462.4977722167969 121.0 463.6453857421875 100.0 463.846435546875 304.0 464.346923828125 52.0 464.4013366699219 115.0 464.4382629394531 273.0 464.7167663574219 159.0 465.06744384765625 54909.0 465.3309020996094 189.0 466.0699768066406 3367.0 467.0735168457031 253.0 468.4783935546875 201.0 468.6766662597656 197.0 468.74334716796875 129.0 468.9628601074219 274.0 581.0863647460938 242.0 583.0952758789062 308.0 599.108642578125 294.0 600.1146240234375 267.0 745.7415771484375 80.0 746.0881958007812 121.0 748.4406127929688 116.0 748.8403930664062 145.0 749.8250732421875 74.0 750.5986328125 190.0 750.84765625 91.0 751.1151733398438 17270.0 752.1151123046875 2509.0 753.1347045898438 465.0 766.7594604492188 148.0 860.3391723632812 296.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846702 PEPMASS=378.167145 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G8_GG8_01_3238.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385469-01!1,3,5-trihydroxy-2,4-bis(3-methylbut-2-enyl)-10H-acridin-9-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=C(O)C2=C(NC3=C(O)C=CC=C3C2=O)C(CC=C(C)C)=C1O INCHI=InChI=1S/C23H25NO4/c1-12(2)8-10-15-20-18(23(28)16(21(15)26)11-9-13(3)4)22(27)14-6-5-7-17(25)19(14)24-20/h5-9,25-26,28H,10-11H2,1-4H3,(H,24,27) INCHIAUX=GLXYKTASIIUSRC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846702 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846702 SCANS=513 280.0701599121094 147.0 281.0659484863281 278.0 292.0592956542969 354.0 320.0970458984375 198.0 322.1075744628906 259.0 378.1707763671875 2915.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846703 PEPMASS=635.4104 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G8_GG8_01_3238.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347820-02!5-[[17-(5,6-dihydroxy-6-methylheptan-2-yl)-3,12-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CCC(O)C(C)(C)O)C1CCC2(C)C3=C(CC(O)C12C)C4(C)CC(OC(=O)CC(C)(O)CC(O)=O)C(O)C(C)(C)C4CC3 INCHI=InChI=1S/C36H60O9/c1-20(10-13-26(37)32(4,5)43)21-14-15-35(8)22-11-12-25-31(2,3)30(42)24(45-29(41)19-33(6,44)18-28(39)40)17-34(25,7)23(22)16-27(38)36(21,35)9/h20-21,24-27,30,37-38,42-44H,10-19H2,1-9H3,(H,39,40) INCHIAUX=SWRXIGFQDQTNKP-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846703 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846703 SCANS=412 81.03291320800781 660.0 99.0510025024414 225.0 101.02174377441406 410.0 125.02327728271484 445.0 143.0342559814453 271.0 177.864501953125 539.0 299.2307434082031 215.0 457.3340759277344 200.0 471.3436279296875 76.0 471.3773193359375 271.0 472.54388427734375 74.0 473.3507995605469 270.0 491.3708801269531 2056.0 515.3521728515625 260.0 533.3877563476562 160.0 553.3992309570312 182.0 573.4132080078125 171.0 573.45849609375 296.0 574.419189453125 193.0 575.427734375 133.0 617.3837280273438 202.0 634.6604614257812 83.0 635.4246826171875 2978.0 635.7039184570312 302.0 636.4322509765625 334.0 994.066162109375 87.0 1575.531005859375 1036.0 1582.1278076171875 130.0 1582.4986572265625 278.0 1603.251953125 90.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846706 PEPMASS=739.202393 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G8_GG8_01_3238.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169035-02!3-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](C)O[C@@H](OC[C@H]3O[C@@H](OC4=C(OC5=C(C4=O)C(O)=CC(O)=C5)C6=CC=C(O)C=C6)[C@H](O)[C@@H](O)[C@H]3O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C33H40O19/c1-10-19(37)23(41)25(43)32(48-10)51-29-20(38)11(2)47-31(27(29)45)46-9-17-21(39)24(42)26(44)33(50-17)52-30-22(40)18-15(36)7-14(35)8-16(18)49-28(30)12-3-5-13(34)6-4-12/h3-8,10-11,17,19-21,23-27,29,31-39,41-45H,9H2,1-2H3/t10-,11-,17+,19-,20-,21-,23+,24-,25+,26+,27+,29+,31+,32-,33-/m0/s1 INCHIAUX=UYVBMGULWGRDQT-KABOUGNXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846706 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846706 SCANS=198 90.837158203125 296.0 93.0347900390625 116.0 106.23889923095703 160.0 127.01821899414062 185.0 127.04220581054688 290.0 138.2492218017578 160.0 140.8617401123047 272.0 146.5604705810547 72.0 148.54026794433594 306.0 151.00509643554688 602.0 154.1531219482422 370.0 156.15016174316406 271.0 160.6795196533203 68.0 162.7704315185547 352.0 163.0620574951172 154.0 165.02340698242188 444.0 168.05630493164062 286.0 175.0370635986328 153.0 187.0398406982422 331.0 200.04820251464844 165.0 201.0222930908203 183.0 211.0350799560547 151.0 214.01417541503906 262.0 227.03416442871094 3780.0 227.07579040527344 179.0 227.12362670898438 205.0 228.03814697265625 620.0 229.0479278564453 912.0 255.03094482421875 4639.0 256.0353698730469 1509.0 257.0438232421875 1695.0 269.0494384765625 508.0 276.90264892578125 268.0 282.6382751464844 129.0 283.90057373046875 60.0 284.0321350097656 14325.0 284.11260986328125 284.0 284.329345703125 162.0 284.4298095703125 158.0 284.792236328125 243.0 284.880615234375 96.0 285.0416564941406 26409.0 285.19329833984375 169.0 286.04010009765625 327.0 286.5646057128906 108.0 287.77667236328125 218.0 299.06298828125 370.0 327.05126953125 924.0 341.11724853515625 240.0 344.7194519042969 117.0 345.264892578125 167.0 357.0659484863281 149.0 458.67962646484375 246.0 507.1722106933594 225.0 612.617919921875 145.0 735.855224609375 60.0 737.9666748046875 105.0 738.0062866210938 176.0 738.35888671875 71.0 738.5858154296875 64.0 738.7471313476562 103.0 739.2115478515625 21258.0 739.7464599609375 82.0 740.2110595703125 968.0 740.2719116210938 167.0 744.05126953125 94.0 744.1129150390625 151.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846708 PEPMASS=755.197937 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G8_GG8_01_3238.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169108-02!3-[6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](C)O[C@@H](OCC3OC(OC4=C(OC5=C(C4=O)C(O)=CC(O)=C5)C6=CC(O)=C(O)C=C6)C(O)C(O)C3O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O 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MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_BA7_01_3070.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384751-01!5-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C(OC3=C2)C5=CC=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O15/c1-9-17(31)20(34)22(36)26(38-9)39-12-6-13(30)16-14(7-12)40-24(10-2-4-11(29)5-3-10)25(19(16)33)42-27-23(37)21(35)18(32)15(8-28)41-27/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3/t9-,15+,17-,18+,20+,21-,22+,23+,26-,27-/m0/s1 INCHIAUX=JYXSWDCPHRTYGU-RVCYDTIBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846709 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846709 SCANS=198 189.05751037597656 278.0 227.0336151123047 202.0 229.4906005859375 55.0 229.56478881835938 97.0 255.02943420410156 432.0 283.0284729003906 6229.0 284.02593994140625 226.0 284.2641296386719 80.0 285.03875732421875 2788.0 430.0867919921875 4151.0 431.09912109375 3214.0 432.09783935546875 168.0 447.0934143066406 4000.0 581.0012817382812 77.0 593.1526489257812 6329.0 593.367919921875 143.0 1865.5318603515625 224.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846712 PEPMASS=575.133606 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_BA7_01_3070.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384751-01!5-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C(OC3=C2)C5=CC=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O15/c1-9-17(31)20(34)22(36)26(38-9)39-12-6-13(30)16-14(7-12)40-24(10-2-4-11(29)5-3-10)25(19(16)33)42-27-23(37)21(35)18(32)15(8-28)41-27/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3/t9-,15+,17-,18+,20+,21-,22+,23+,26-,27-/m0/s1 INCHIAUX=JYXSWDCPHRTYGU-RVCYDTIBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846712 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846712 SCANS=308 138.49923706054688 100.0 252.03927612304688 983.0 266.3886413574219 215.0 267.0655822753906 5235.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846714 PEPMASS=595.161072 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_BA7_01_3070.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384752-01!5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2=C(O)C(C3OC(CO)C(O)C(O)C3O)=C4OC(CC(=O)C4=C2O)C5=CC=C(O)C=C5 INCHI=InChI=1S/C27H32O15/c28-6-12-17(32)21(36)23(38)26(41-12)15-19(34)14-10(31)5-11(8-1-3-9(30)4-2-8)40-25(14)16(20(15)35)27-24(39)22(37)18(33)13(7-29)42-27/h1-4,11-13,17-18,21-24,26-30,32-39H,5-7H2 INCHIAUX=KLDARLGFVGIIIL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846714 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846714 SCANS=161 80.61502838134766 210.0 84.96327209472656 101.0 107.00930786132812 164.0 109.0253677368164 366.0 119.0473861694336 833.0 125.02210998535156 225.0 127.55709075927734 130.0 158.03656005859375 355.0 162.99801635742188 305.0 163.03700256347656 347.0 164.0428466796875 237.0 177.01768493652344 337.0 177.05487060546875 331.0 187.05064392089844 321.0 190.8915557861328 131.0 193.0108642578125 252.0 203.0699462890625 266.0 207.02279663085938 215.0 209.04421997070312 256.0 209.6990509033203 67.0 219.03562927246094 437.0 223.0250701904297 863.0 226.43394470214844 124.0 229.37985229492188 171.0 230.60655212402344 123.0 235.02120971679688 352.0 239.05426025390625 170.0 261.0361328125 193.0 265.0328369140625 541.0 270.08453369140625 295.0 275.087890625 210.0 282.07305908203125 275.0 291.5882568359375 81.0 292.5470275878906 235.0 294.751708984375 60.0 313.0694885253906 1315.0 317.08367919921875 259.0 325.0736389160156 337.0 327.11444091796875 97.0 337.06988525390625 272.0 343.0781555175781 266.0 353.05224609375 261.0 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NAME=NCGC00385772-01!5,7-dihydroxy-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C=C(C(O)=C1)C(C)(C)C=C)C2COC3=CC(O)=C(CC=C(C)C)C(O)=C3C2=O INCHI=InChI=1S/C26H30O6/c1-7-26(4,5)18-10-16(21(31-6)12-20(18)28)17-13-32-22-11-19(27)15(9-8-14(2)3)24(29)23(22)25(17)30/h7-8,10-12,17,27-29H,1,9,13H2,2-6H3 INCHIAUX=UTHDGFYWNZCMEW-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846716 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846716 SCANS=477 93.0372314453125 262.0 164.0875701904297 199.0 219.0673065185547 128.0 232.1733856201172 75.0 232.2818145751953 291.0 232.85060119628906 131.0 233.0840301513672 3269.0 233.83790588378906 147.0 234.27293395996094 65.0 264.0594482421875 232.0 407.1458740234375 168.0 437.1948547363281 4242.0 857.1384887695312 401.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846718 PEPMASS=547.326538 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_RA10_01_3156.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385760-01!(2S,3S,9R,13R,14S,16R)-2,3,16-trihydroxy-17-[(2R)-2-hydroxy-6-methyl-3-oxohept-6-en-2-yl]-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=C)CCC(=O)[C@](C)(O)C1[C@H](O)C[C@@]2(C)C3CC=C4C(C[C@H](O)[C@@H](O)C4(C)C)[C@]3(C)C(=O)C[C@]12C INCHI=InChI=1S/C30H46O6/c1-16(2)9-12-22(33)30(8,36)24-20(32)14-27(5)21-11-10-17-18(13-19(31)25(35)26(17,3)4)29(21,7)23(34)15-28(24,27)6/h10,18-21,24-25,31-32,35-36H,1,9,11-15H2,2-8H3/t18?,19-,20+,21?,24?,25+,27-,28+,29-,30-/m0/s1 INCHIAUX=JQKLZAQSMGFZSI-NRFHFCOISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846718 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846718 SCANS=349 109.0606689453125 245.0 135.08172607421875 227.0 139.07591247558594 621.0 155.1147918701172 187.0 157.4398956298828 104.0 233.32656860351562 89.0 302.7269592285156 172.0 303.2068176269531 213.0 343.2279052734375 757.0 345.2012634277344 216.0 385.23516845703125 240.0 387.25482177734375 227.0 397.2362060546875 327.0 399.164306640625 148.0 403.2389221191406 236.0 413.2276916503906 146.0 414.23614501953125 1425.0 415.25848388671875 777.0 421.2816467285156 234.0 441.29998779296875 171.0 446.2355041503906 387.0 465.2975158691406 267.0 468.29638671875 118.0 483.3165588378906 2850.0 501.3254089355469 549.0 829.6929321289062 223.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846720 PEPMASS=507.185913 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_RA10_01_3156.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385759-01!(5S)-1,7-bis(3,4-dihydroxyphenyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-3-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](O[C@@H](CCC2=CC=C(O)C(O)=C2)CC(=O)CCC3=CC(O)=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C25H32O11/c26-12-21-22(32)23(33)24(34)25(36-21)35-16(6-2-14-4-8-18(29)20(31)10-14)11-15(27)5-1-13-3-7-17(28)19(30)9-13/h3-4,7-10,16,21-26,28-34H,1-2,5-6,11-12H2/t16-,21+,22+,23-,24+,25+/m0/s1 INCHIAUX=LDAXQCVBWKSHLB-NAPQKZHBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846720 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846720 SCANS=200 83.05178833007812 374.0 106.30865478515625 284.0 121.02933502197266 666.0 147.0429229736328 236.0 163.14466857910156 182.0 205.09207153320312 1993.0 325.11541748046875 228.0 326.95135498046875 206.0 327.124755859375 11618.0 327.4429931640625 98.0 334.4153137207031 65.0 340.25677490234375 152.0 507.1905822753906 2662.0 924.7808837890625 301.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846722 PEPMASS=727.244141 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_RA10_01_3156.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381287-01!(2S,3R,4S,5S,6R)-2-[4-[(3R,3aR,6S,6aR)-6-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC=C1O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]3OC[C@H]4[C@@H]3CO[C@@H]4C5=CC(OC)=C(O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C=C5 INCHI=InChI=1S/C32H42O16/c1-41-19-7-13(3-5-17(19)45-31-27(39)25(37)23(35)21(9-33)47-31)29-15-11-44-30(16(15)12-43-29)14-4-6-18(20(8-14)42-2)46-32-28(40)26(38)24(36)22(10-34)48-32/h3-8,15-16,21-40H,9-12H2,1-2H3/t15-,16-,21+,22+,23+,24+,25-,26-,27+,28+,29-,30+,31+,32+/m0/s1 INCHIAUX=ZJSJQWDXAYNLNS-QZBZDVDMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846722 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846722 SCANS=196 81.66787719726562 59.0 91.8848648071289 268.0 101.02454376220703 312.0 113.02391052246094 438.0 125.02860260009766 412.0 136.01443481445312 354.0 139.0394287109375 643.0 143.0377960205078 329.0 149.0452880859375 243.0 151.0362091064453 1742.0 159.02859497070312 259.0 161.045166015625 939.0 162.04908752441406 304.0 163.0350799560547 400.0 177.06375122070312 271.0 178.8021240234375 109.0 178.8381805419922 153.0 178.9315643310547 135.0 179.05584716796875 1319.0 221.06504821777344 1584.0 223.83480834960938 89.0 262.9781799316406 270.0 263.08502197265625 332.0 323.0950012207031 2070.0 327.1156311035156 277.0 342.11444091796875 446.0 357.13336181640625 2032.0 681.2324829101562 433.0 682.2472534179688 164.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846724 PEPMASS=1049.27771 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_RA10_01_3156.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385765-01![(2S,3R,4S,5R,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC(O)=C(O)C=C5)[C@H](OC(=O)\C=C\C6=CC=C(O)C=C6)[C@@H](O[C@@H]7OC[C@H](O)[C@H](O)[C@H]7O)[C@@H]2O)[C@H](O)[C@H](O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)[C@H]1O INCHI=InChI=1S/C47H54O27/c1-16-30(56)40(72-46-37(63)35(61)32(58)26(13-48)69-46)38(64)45(67-16)66-15-27-33(59)41(73-44-36(62)31(57)24(54)14-65-44)43(71-28(55)9-4-17-2-6-19(49)7-3-17)47(70-27)74-42-34(60)29-23(53)11-20(50)12-25(29)68-39(42)18-5-8-21(51)22(52)10-18/h2-12,16,24,26-27,30-33,35-38,40-41,43-54,56-59,61-64H,13-15H2,1H3/b9-4+/t16-,24-,26+,27+,30-,31-,32+,33+,35-,36+,37+,38+,40+,41-,43+,44-,45+,46-,47-/m0/s1 INCHIAUX=YDPDTPHAIHAETR-RJHHWURMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846724 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846724 SCANS=245 79.82474517822266 100.0 95.30950927734375 91.0 100.54938507080078 213.0 111.0076675415039 255.0 111.29434967041016 176.0 117.0341796875 242.0 119.04872131347656 744.0 125.02102661132812 206.0 127.73716735839844 174.0 131.83013916015625 290.0 135.01376342773438 539.0 145.02960205078125 1134.0 146.03135681152344 195.0 146.38717651367188 367.0 147.04095458984375 267.0 147.9378662109375 97.0 150.23504638671875 249.0 150.75189208984375 156.0 150.76962280273438 173.0 151.0025634765625 3847.0 152.00970458984375 213.0 154.15371704101562 218.0 156.06053161621094 130.0 161.061767578125 201.0 163.00596618652344 650.0 163.04014587402344 1065.0 164.01101684570312 212.0 165.0795440673828 172.0 168.64981079101562 227.0 169.01060485839844 204.0 172.72756958007812 107.0 175.03623962402344 253.0 178.99722290039062 1740.0 179.0492706298828 292.0 183.04476928710938 127.0 184.3671417236328 156.0 191.01275634765625 311.0 199.03634643554688 195.0 199.07611083984375 307.0 201.0187225341797 243.0 203.03073120117188 186.0 213.01507568359375 187.0 215.03317260742188 202.0 216.0438690185547 196.0 225.02793884277344 259.0 227.0408477783203 239.0 229.00723266601562 187.0 229.0485382080078 1252.0 229.12548828125 55.0 230.92953491210938 235.0 239.04954528808594 183.0 243.02842712402344 1758.0 245.0493927001953 713.0 245.95115661621094 157.0 255.03231811523438 2793.0 256.0357360839844 672.0 257.045654296875 202.0 271.0264587402344 11349.0 272.0302429199219 2361.0 273.0429382324219 1319.0 274.038330078125 193.0 277.0977478027344 188.0 283.02154541015625 593.0 295.02923583984375 229.0 298.36541748046875 130.0 299.0208435058594 8381.0 299.13922119140625 288.0 299.2711181640625 80.0 300.0271911621094 19078.0 300.10797119140625 152.0 300.2974548339844 496.0 300.35546875 83.0 301.03570556640625 26780.0 301.99835205078125 186.0 302.0450134277344 1523.0 302.6657409667969 118.0 303.0425109863281 182.0 317.5233154296875 111.0 321.3115539550781 121.0 324.0316467285156 130.0 328.51995849609375 100.0 337.06378173828125 225.0 356.9998474121094 261.0 391.0854797363281 305.0 409.05694580078125 125.0 471.1408996582031 124.0 477.11041259765625 263.0 483.5258483886719 195.0 484.1051330566406 219.0 492.9577941894531 132.0 585.1969604492188 132.0 595.1236572265625 129.0 716.2108154296875 90.0 747.2025146484375 156.0 754.1907348632812 192.0 771.1846313476562 67.0 885.2234497070312 592.0 886.2293701171875 358.0 903.23828125 2422.0 904.232421875 911.0 955.1702880859375 179.0 1047.80224609375 93.0 1047.8814697265625 155.0 1048.31201171875 132.0 1049.276611328125 12902.0 1050.0224609375 93.0 1050.2835693359375 3444.0 1051.27783203125 262.0 1051.347412109375 145.0 1052.3826904296875 254.0 1053.9459228515625 60.0 1054.083740234375 99.0 1519.7474365234375 178.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846726 PEPMASS=401.083618 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_GC11_01_3217.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180622-03!methyl 4-hydroxy-3-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-5-oxofuran-2-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C2(CC1=CC=C(O)C=C1)OC(=O)C(O)=C2C3=CC=C(O)C=C3 INCHI=InChI=1S/C19H16O7/c1-25-18(24)19(10-11-2-6-13(20)7-3-11)15(16(22)17(23)26-19)12-4-8-14(21)9-5-12/h2-9,20-22H,10H2,1H3 INCHIAUX=AEKPZNDJHWFONI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846726 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846726 SCANS=328 133.02627563476562 234.0 189.0194091796875 345.0 204.0415802001953 517.0 205.04429626464844 199.0 240.02076721191406 163.0 249.03228759765625 739.0 295.0617980957031 607.0 296.0677490234375 5085.0 328.0536193847656 198.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846727 PEPMASS=407.094971 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_GC11_01_3217.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180813-03!methyl 2-hydroxy-6-(4-hydroxy-2-methoxy-6-methoxycarbonylphenoxy)-4-methylbenzoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1=C(OC2=C(C(=O)OC)C(O)=CC(C)=C2)C(OC)=CC(O)=C1 INCHI=InChI=1S/C18H18O8/c1-9-5-12(20)15(18(22)25-4)13(6-9)26-16-11(17(21)24-3)7-10(19)8-14(16)23-2/h5-8,19-20H,1-4H3 INCHIAUX=KYDNOVLBVBYOSW-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846727 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846727 SCANS=394 128.7421417236328 434.0 165.01943969726562 219.0 196.0386199951172 192.0 197.05923461914062 178.0 211.0360870361328 237.0 212.04856872558594 250.0 224.04534912109375 160.0 225.05221557617188 375.0 226.06158447265625 128.0 227.02552795410156 117.0 240.0460968017578 245.0 241.05091857910156 119.0 253.0489959716797 879.0 254.0589599609375 1198.0 255.03077697753906 175.0 255.0677490234375 213.0 270.0603332519531 958.0 271.0134582519531 198.0 285.0324401855469 242.0 297.040771484375 233.0 301.0709533691406 437.0 329.0682678222656 7337.0 331.68603515625 240.0 342.0671691894531 54.0 361.0943603515625 1960.0 1099.4117431640625 125.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846730 PEPMASS=467.11673 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_GC11_01_3217.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347390-02!(2R,3S)-7-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5-diol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@@H]1O[C@@H](OC2=CC(O)=C3C[C@H](O)[C@H](OC3=C2)C4=CC=C(O)C(O)=C4)[C@H](O)[C@H]1O INCHI=InChI=1S/C20H22O10/c21-7-16-17(26)18(27)20(30-16)28-9-4-12(23)10-6-14(25)19(29-15(10)5-9)8-1-2-11(22)13(24)3-8/h1-5,14,16-27H,6-7H2/t14-,16-,17-,18+,19+,20+/m0/s1 INCHIAUX=JRAAEKBJXQXXBZ-DAJYORATSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846730 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846730 SCANS=187 97.02883911132812 226.0 125.03702545166016 312.0 174.25186157226562 211.0 188.04541015625 363.0 205.05120849609375 263.0 219.5380401611328 176.0 221.08335876464844 185.0 224.88150024414062 204.0 245.08360290527344 721.0 269.07080078125 183.0 289.0719909667969 4631.0 421.10968017578125 497.0 422.1175537109375 261.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846732 PEPMASS=475.016571 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_GC11_01_3217.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347615-02!methyl 3,5-dichloro-2-hydroxy-6-(4-hydroxy-2-methoxy-6-methoxycarbonylphenoxy)-4-methylbenzoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1=CC(O)=CC(OC)=C1OC2=C(Cl)C(C)=C(Cl)C(O)=C2C(=O)OC INCHI=InChI=1S/C18H16Cl2O8/c1-7-12(19)14(22)11(18(24)27-4)16(13(7)20)28-15-9(17(23)26-3)5-8(21)6-10(15)25-2/h5-6,21-22H,1-4H3 INCHIAUX=UWTOESDPWKUNBD-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846732 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846732 SCANS=445 146.85887145996094 154.0 160.41383361816406 224.0 254.025390625 192.0 290.9991455078125 144.0 308.9827880859375 166.0 319.0080261230469 541.0 327.01483154296875 150.0 334.9924011230469 238.0 337.9830017089844 396.0 353.0049743652344 149.0 362.02203369140625 2845.0 362.362548828125 133.0 392.4190673828125 71.0 393.0312194824219 141.0 396.9953308105469 954.0 397.0433044433594 154.0 429.016845703125 3905.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846734 PEPMASS=623.26593 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_GC11_01_3217.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347381-02!(3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-13-methyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@]12CC[C@H]3[C@@H](CC[C@]4(O)C[C@H](CC[C@]34C=O)O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@@]1(O)CC[C@@H]2C6=COC(=O)C=C6 INCHI=InChI=1S/C30H42O11/c1-27-8-5-19-20(30(27,38)11-7-18(27)16-2-3-22(33)39-14-16)6-10-29(37)12-17(4-9-28(19,29)15-32)40-26-25(36)24(35)23(34)21(13-31)41-26/h2-3,14-15,17-21,23-26,31,34-38H,4-13H2,1H3/t17-,18+,19-,20+,21+,23+,24-,25+,26+,27+,28-,29-,30-/m0/s1 INCHIAUX=AXUYMUBJXHVZEL-DBOUUHTQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846734 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846734 SCANS=254 101.02719116210938 976.0 113.02509307861328 865.0 119.03082275390625 1129.0 143.03526306152344 1298.0 143.17080688476562 65.0 143.19100952148438 170.0 149.04747009277344 731.0 161.0436553955078 1365.0 179.05419921875 7197.0 179.1749267578125 78.0 274.39569091796875 82.0 283.1612854003906 93.0 288.2128601074219 353.0 288.3515625 152.0 301.2251892089844 134.0 327.2138366699219 215.0 353.2208557128906 161.0 371.18963623046875 273.0 371.22467041015625 235.0 397.1317443847656 150.0 397.20172119140625 4030.0 398.2001037597656 218.0 415.21417236328125 2616.0 577.0775146484375 173.0 577.2667236328125 4139.0 578.2632446289062 363.0 603.1339111328125 247.0 623.275146484375 153.0 624.2897338867188 158.0 629.88623046875 57.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846736 PEPMASS=623.157043 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_GC11_01_3217.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384649-01!3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)=C(OC2=C1)C5=CC=C(O)C=C5 INCHI=InChI=1S/C28H32O16/c1-39-12-6-13(32)17-14(7-12)40-24(10-2-4-11(31)5-3-10)25(20(17)35)43-28-26(22(37)19(34)16(9-30)42-28)44-27-23(38)21(36)18(33)15(8-29)41-27/h2-7,15-16,18-19,21-23,26-34,36-38H,8-9H2,1H3/t15-,16-,18+,19-,21+,22+,23-,26-,27+,28+/m1/s1 INCHIAUX=PNBMEXOTFKNHLQ-PVZBESAUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846736 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846736 SCANS=280 134.78961181640625 386.0 160.10462951660156 83.0 179.05181884765625 599.0 227.0408935546875 299.0 255.0264892578125 281.0 256.0443420410156 285.0 270.050048828125 305.0 271.0319519042969 152.0 283.025146484375 2046.0 284.0401306152344 243.0 296.8397521972656 76.0 297.8157653808594 81.0 298.04730224609375 4894.0 298.9791564941406 119.0 299.01898193359375 444.0 299.058349609375 1764.0 299.4802551269531 116.0 300.9041442871094 162.0 314.0433349609375 1715.0 315.0322570800781 435.0 319.5113525390625 162.0 321.0034484863281 207.0 341.0730895996094 299.0 354.21923828125 294.0 383.08514404296875 217.0 386.5096130371094 237.0 443.09912109375 270.0 623.1591796875 4302.0 624.1995849609375 138.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846738 PEPMASS=669.162476 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_GC11_01_3217.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384649-01!3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)=C(OC2=C1)C5=CC=C(O)C=C5 INCHI=InChI=1S/C28H32O16/c1-39-12-6-13(32)17-14(7-12)40-24(10-2-4-11(31)5-3-10)25(20(17)35)43-28-26(22(37)19(34)16(9-30)42-28)44-27-23(38)21(36)18(33)15(8-29)41-27/h2-7,15-16,18-19,21-23,26-34,36-38H,8-9H2,1H3/t15-,16-,18+,19-,21+,22+,23-,26-,27+,28+/m1/s1 INCHIAUX=PNBMEXOTFKNHLQ-PVZBESAUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846738 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846738 SCANS=282 147.0618133544922 252.0 147.3461456298828 335.0 148.98681640625 185.0 167.0302734375 300.0 193.0178680419922 646.0 215.03675842285156 278.0 227.0413360595703 151.0 255.02947998046875 186.0 262.5991516113281 316.0 271.0610046386719 555.0 283.0255126953125 4603.0 283.11083984375 293.0 284.0282287597656 459.0 297.0331115722656 213.0 297.0752868652344 388.0 297.12103271484375 162.0 297.77105712890625 163.0 297.93536376953125 89.0 298.04998779296875 11588.0 298.73297119140625 56.0 299.0587463378906 3564.0 300.0574645996094 376.0 301.26202392578125 163.0 303.39508056640625 106.0 311.5235290527344 82.0 312.0625915527344 206.0 323.4368896484375 60.0 325.90740966796875 421.0 333.1941223144531 121.0 371.0787353515625 270.0 443.0949401855469 337.0 620.6048583984375 76.0 621.4332275390625 282.0 623.1644897460938 12391.0 624.1704711914062 219.0 1019.0602416992188 149.0 1103.355712890625 119.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846740 PEPMASS=433.153961 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_GC12_01_3122.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380812-01!3-(4-hydroxy-2,2-dimethyl-1-oxo-3,3a-dihydroimidazo[1,2-a]indol-4-yl)-2-(4-oxoquinazolin-3-yl)propanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)NC2N(C1=O)C3=CC=CC=C3C2(O)CC(N4C=NC5=C(C=CC=C5)C4=O)C(O)=O INCHI=InChI=1S/C23H22N4O5/c1-22(2)21(31)27-16-10-6-4-8-14(16)23(32,20(27)25-22)11-17(19(29)30)26-12-24-15-9-5-3-7-13(15)18(26)28/h3-10,12,17,20,25,32H,11H2,1-2H3,(H,29,30) INCHIAUX=BMFPATPGMGPSGR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846740 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846740 SCANS=244 74.10612487792969 52.0 145.0394744873047 4240.0 146.02621459960938 337.0 147.0536346435547 241.0 199.11920166015625 325.0 243.1101531982422 1453.0 243.1914825439453 132.0 389.168701171875 935.0 433.1686096191406 167.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846742 PEPMASS=447.095764 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_GC12_01_3122.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380872-01!(2R,3S)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxybutanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(\C=C\C(=O)O[C@H](C(O)=O)[C@](O)(CC2=CC(O)=C(O)C=C2)C(O)=O)C=C1 INCHI=InChI=1S/C21H20O11/c1-31-16-6-3-11(8-15(16)24)4-7-17(25)32-18(19(26)27)21(30,20(28)29)10-12-2-5-13(22)14(23)9-12/h2-9,18,22-24,30H,10H2,1H3,(H,26,27)(H,28,29)/b7-4+/t18-,21-/m1/s1 INCHIAUX=YVHLLZXSGPDXOA-ZHBFVYIWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846742 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846742 SCANS=225 109.03305053710938 289.0 122.03567504882812 136.0 134.03646850585938 261.0 150.2318115234375 59.0 163.0423126220703 278.0 165.05685424804688 938.0 173.02830505371094 398.0 179.0347137451172 202.0 181.04945373535156 3436.0 189.0177764892578 569.0 191.03964233398438 1449.0 209.05197143554688 247.0 253.0342559814453 2340.0 271.0482482910156 266.0 1011.2850952148438 298.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846744 PEPMASS=761.51178 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_GC12_01_3122.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380799-01!5-[5-[5-(3,5-dihydroxydecanoyloxy)-3-hydroxydecanoyl]oxy-3-hydroxydecanoyl]oxy-3-hydroxydecanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCC(O)CC(O)CC(=O)OC(CCCCC)CC(O)CC(=O)OC(CCCCC)CC(O)CC(=O)OC(CCCCC)CC(O)CC(O)=O INCHI=InChI=1S/C40H74O13/c1-5-9-13-17-29(41)21-30(42)26-38(48)52-35(19-15-11-7-3)23-32(44)28-40(50)53-36(20-16-12-8-4)24-33(45)27-39(49)51-34(18-14-10-6-2)22-31(43)25-37(46)47/h29-36,41-45H,5-28H2,1-4H3,(H,46,47) INCHIAUX=PBYPZVMETKFGQR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846744 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846744 SCANS=507 75.18833923339844 230.0 75.2791976928711 267.0 123.11824798583984 281.0 125.10601806640625 297.0 130.89256286621094 84.0 134.20130920410156 118.0 139.09873962402344 70.0 167.11093139648438 774.0 185.11843872070312 4610.0 186.125732421875 259.0 201.8470458984375 88.0 201.92437744140625 196.0 203.04925537109375 150.0 203.09303283691406 144.0 203.1271514892578 12740.0 203.1865997314453 109.0 203.27442932128906 76.0 203.7523956298828 217.0 204.1351318359375 373.0 227.13668823242188 157.0 245.1347198486328 143.0 353.2281494140625 312.0 370.714111328125 145.0 371.2477722167969 1000.0 389.2579650878906 347.0 431.25860595703125 424.0 535.0133056640625 143.0 557.3788452148438 290.0 558.3906860351562 524.0 565.040283203125 301.0 575.3759155273438 1283.0 743.4984130859375 99.0 761.4578857421875 250.0 761.5132446289062 1065.0 762.5072631835938 448.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846746 PEPMASS=403.208374 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_BA8_01_3250.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381312-01!5-[10-(3,5-dihydroxyphenyl)decyl]benzene-1,3-diol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC(CCCCCCCCCCC2=CC(O)=CC(O)=C2)=CC(O)=C1 INCHI=InChI=1S/C22H30O4/c23-19-11-17(12-20(24)15-19)9-7-5-3-1-2-4-6-8-10-18-13-21(25)16-22(26)14-18/h11-16,23-26H,1-10H2 INCHIAUX=JEFDYMSGEDIFOV-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846746 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846746 SCANS=381 176.41941833496094 150.0 309.4613952636719 165.0 315.2098693847656 74.0 357.2114562988281 5775.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846748 PEPMASS=577.151489 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_BA8_01_3250.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180206-02!5-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyphenyl]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2=CC=C(C=C2)C3=CC(=O)C4=C(O3)C=C(OC5OC(CO)C(O)C(O)C5O)C=C4O)C(O)C(O)C1O INCHI=InChI=1S/C27H30O14/c1-10-20(31)22(33)24(35)26(37-10)38-12-4-2-11(3-5-12)16-8-15(30)19-14(29)6-13(7-17(19)40-16)39-27-25(36)23(34)21(32)18(9-28)41-27/h2-8,10,18,20-29,31-36H,9H2,1H3 INCHIAUX=JWESWEUFMKPWPH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846748 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846748 SCANS=225 154.0467987060547 301.0 218.33937072753906 102.0 268.0384521484375 485.0 269.04248046875 3174.0 296.0228576660156 208.0 577.155517578125 4669.0 577.291259765625 175.0 578.1571044921875 378.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846750 PEPMASS=623.156311 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_BA8_01_3250.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180206-02!5-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyphenyl]chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2=CC=C(C=C2)C3=CC(=O)C4=C(O3)C=C(OC5OC(CO)C(O)C(O)C5O)C=C4O)C(O)C(O)C1O INCHI=InChI=1S/C27H30O14/c1-10-20(31)22(33)24(35)26(37-10)38-12-4-2-11(3-5-12)16-8-15(30)19-14(29)6-13(7-17(19)40-16)39-27-25(36)23(34)21(32)18(9-28)41-27/h2-8,10,18,20-29,31-36H,9H2,1H3 INCHIAUX=JWESWEUFMKPWPH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846750 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846750 SCANS=224 116.2197494506836 94.0 183.080810546875 211.0 268.0399475097656 1179.0 269.0473937988281 7947.0 269.0872497558594 335.0 277.5817565917969 148.0 293.0460205078125 305.0 390.0295104980469 77.0 441.30755615234375 463.0 455.5295715332031 130.0 576.3613891601562 213.0 577.1578979492188 13956.0 577.3826293945312 67.0 577.462890625 97.0 578.1506958007812 317.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846751 PEPMASS=725.354797 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_BA8_01_3250.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381314-01![3-methyl-1-[3-methyl-1-[3-methyl-1-oxo-1-(2,3,4,5,6-pentahydroxyhexoxy)pentan-2-yl]oxy-1-oxopentan-2-yl]oxy-1-oxopentan-2-yl] 2-acetyloxy-3-methylpentanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(OC(C)=O)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OCC(O)C(O)C(O)C(O)CO INCHI=InChI=1S/C32H56O15/c1-10-16(5)25(29(39)43-15-22(36)24(38)23(37)21(35)14-33)45-31(41)27(18(7)12-3)47-32(42)28(19(8)13-4)46-30(40)26(17(6)11-2)44-20(9)34/h16-19,21-28,33,35-38H,10-15H2,1-9H3 INCHIAUX=BENIATCKWZLKMA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846751 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846751 SCANS=456 74.03443908691406 113.0 78.00949096679688 89.0 83.41299438476562 144.0 85.00808715820312 125.0 89.29988098144531 137.0 91.58799743652344 242.0 93.1253890991211 121.0 100.77100372314453 376.0 106.29132843017578 235.0 107.88201904296875 166.0 113.06078338623047 3081.0 116.02593994140625 100.0 121.70423126220703 346.0 123.28382110595703 146.0 128.7021942138672 64.0 129.84454345703125 123.0 131.07130432128906 28555.0 131.13763427734375 103.0 133.04904174804688 94.0 135.17153930664062 181.0 136.818359375 117.0 139.04904174804688 87.0 142.47792053222656 81.0 142.52581787109375 272.0 142.76268005371094 337.0 142.87701416015625 127.0 144.1777801513672 170.0 145.55487060546875 267.0 154.03155517578125 410.0 172.2495574951172 203.0 172.5435333251953 253.0 172.7133331298828 144.0 172.95506286621094 106.0 173.08180236816406 64822.0 173.14300537109375 171.0 173.1767120361328 252.0 173.31028747558594 243.0 173.6498565673828 119.0 173.75006103515625 76.0 174.083740234375 720.0 174.21298217773438 61.0 174.78504943847656 189.0 176.78079223632812 119.0 177.2729949951172 107.0 178.8179473876953 63.0 184.15745544433594 79.0 187.08602905273438 325.0 194.95309448242188 122.0 195.80767822265625 144.0 196.8466796875 156.0 197.0235137939453 69.0 197.06361389160156 115.0 202.41131591796875 299.0 212.19384765625 106.0 213.48487854003906 128.0 213.56097412109375 187.0 241.34080505371094 166.0 244.32180786132812 568.0 245.13768005371094 269.0 258.2459411621094 168.0 268.39996337890625 179.0 285.0290222167969 91.0 286.31231689453125 122.0 286.3479919433594 99.0 286.60455322265625 69.0 286.6370544433594 134.0 287.15045166015625 83281.0 287.281005859375 109.0 288.1514587402344 1529.0 289.6943359375 55.0 289.7957458496094 124.0 290.49847412109375 203.0 310.3721008300781 127.0 374.9902648925781 193.0 401.218017578125 42384.0 402.2190856933594 1211.0 421.6168212890625 126.0 475.26849365234375 145.0 480.987548828125 160.0 515.2852172851562 6600.0 515.5882568359375 117.0 516.2955932617188 526.0 873.1697998046875 459.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846754 PEPMASS=349.198761 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_GG6_01_3236.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385674-01!6,8-dihydroxy-3-(10-hydroxyundecyl)-3,4-dihydroisochromen-1-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)CCCCCCCCCC1CC2=CC(O)=CC(O)=C2C(=O)O1 INCHI=InChI=1S/C20H30O5/c1-14(21)9-7-5-3-2-4-6-8-10-17-12-15-11-16(22)13-18(23)19(15)20(24)25-17/h11,13-14,17,21-23H,2-10,12H2,1H3 INCHIAUX=YLEKEQNOOIMZQM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846754 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846754 SCANS=462 331.18817138671875 74.0 347.63055419921875 147.0 349.2047424316406 3092.0 349.31463623046875 167.0 839.4912109375 183.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846756 PEPMASS=461.068573 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_GG6_01_3236.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169021-02!(2S,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@H](OC2=C(OC3=C(C(O)=CC(O)=C3)C2=O)C4=CC=C(O)C=C4)O[C@@H]([C@@H](O)[C@@H]1O)C(O)=O INCHI=InChI=1S/C21H18O12/c22-8-3-1-7(2-4-8)17-18(13(25)12-10(24)5-9(23)6-11(12)31-17)32-21-16(28)14(26)15(27)19(33-21)20(29)30/h1-6,14-16,19,21-24,26-28H,(H,29,30)/t14-,15-,16+,19-,21+/m0/s1 INCHIAUX=FNTJVYCFNVUBOL-ZUGPOPFOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846756 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846756 SCANS=244 99.01592254638672 407.0 103.00209045410156 289.0 151.0027313232422 180.0 169.01380920410156 258.0 175.02587890625 281.0 179.10549926757812 74.0 185.06231689453125 224.0 187.04502868652344 216.0 221.7211151123047 159.0 229.05416870117188 139.0 284.9850769042969 200.0 285.0395202636719 6791.0 461.0604553222656 745.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846758 PEPMASS=493.094238 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_GG6_01_3236.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385532-01!2-(3,5-dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(C=C1O)C2=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(=O)C4=C(O)C=C(O)C=C4O2 INCHI=InChI=1S/C22H22O13/c1-32-20-10(26)2-7(3-11(20)27)19-21(16(29)14-9(25)4-8(24)5-12(14)33-19)35-22-18(31)17(30)15(28)13(6-23)34-22/h2-5,13,15,17-18,22-28,30-31H,6H2,1H3/t13-,15-,17+,18-,22+/m1/s1 INCHIAUX=SCHVWZLYQPLPJV-SZLBXBRSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846758 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846758 SCANS=227 221.4055938720703 185.0 222.64974975585938 122.0 240.77247619628906 167.0 287.01885986328125 809.0 315.01470947265625 3912.0 316.0216064453125 441.0 330.03271484375 370.0 331.05120849609375 270.0 344.9457702636719 74.0 474.0741271972656 194.0 478.0752258300781 635.0 492.0935974121094 242.0 493.0960388183594 5358.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846759 PEPMASS=739.20343 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_GG6_01_3236.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385601-01!5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=C(C3=O)C(O)=CC(O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)=C4)C6=CC=C(O)C=C6)[C@H](O)[C@@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C33H40O19/c1-10-19(36)23(40)26(43)31(47-10)46-9-17-21(38)25(42)28(45)33(51-17)52-30-22(39)18-15(35)7-14(49-32-27(44)24(41)20(37)11(2)48-32)8-16(18)50-29(30)12-3-5-13(34)6-4-12/h3-8,10-11,17,19-21,23-28,31-38,40-45H,9H2,1-2H3/t10-,11-,17+,19-,20-,21-,23+,24+,25-,26+,27+,28+,31+,32-,33-/m0/s1 INCHIAUX=PEFASEPMJYRQBW-HKWQTAEVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846759 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846759 SCANS=194 141.4436798095703 282.0 150.9994659423828 231.0 153.0194549560547 354.0 174.1814727783203 97.0 179.00079345703125 244.0 180.00152587890625 176.0 211.0431671142578 262.0 212.04592895507812 380.0 213.05221557617188 267.0 217.05618286132812 723.0 227.03736877441406 236.0 229.0559539794922 280.0 240.04286193847656 184.0 241.05393981933594 188.0 255.0313262939453 1203.0 256.0368347167969 803.0 256.16046142578125 151.0 257.0605773925781 225.0 276.698974609375 233.0 279.070068359375 134.0 281.35205078125 78.0 282.51806640625 148.0 282.7054443359375 120.0 282.7596740722656 183.0 282.97015380859375 354.0 283.02392578125 10460.0 283.1324157714844 61.0 284.0334777832031 11426.0 285.0420837402344 4566.0 288.0608215332031 67.0 299.0571594238281 209.0 307.06085205078125 114.0 314.70068359375 89.0 318.9863586425781 85.0 322.39483642578125 131.0 327.0439453125 318.0 352.93292236328125 168.0 360.41021728515625 77.0 367.6361083984375 283.0 375.2457275390625 129.0 420.7254943847656 103.0 427.57122802734375 84.0 430.0906982421875 2877.0 430.1993408203125 107.0 431.1022033691406 1292.0 447.0996398925781 126.0 503.1226806640625 117.0 565.1822509765625 71.0 589.467529296875 82.0 589.744384765625 108.0 592.5439453125 73.0 592.6395263671875 92.0 592.7371215820312 342.0 593.153076171875 30477.0 593.572021484375 114.0 594.1561889648438 2088.0 594.2471923828125 127.0 594.558349609375 296.0 595.1558837890625 183.0 596.6693725585938 181.0 597.8235473632812 243.0 608.5283203125 72.0 616.217529296875 156.0 734.2623291015625 102.0 739.2116088867188 6630.0 740.2222900390625 257.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846762 PEPMASS=479.115326 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_GA5_01_3199.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169525-02!5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC3=C(C(=O)CC(O3)C4=CC=C(O)C=C4)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-6,14,16,18-24,26-28H,7-8H2/t14?,16-,18-,19+,20-,21-/m1/s1 INCHIAUX=DLIKSSGEMUFQOK-RGHIGTIISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846762 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846762 SCANS=227 137.60911560058594 85.0 151.00119018554688 852.0 169.02471923828125 153.0 270.6807556152344 222.0 270.9616394042969 258.0 271.0614013671875 11029.0 274.05712890625 155.0 295.0661926269531 283.0 313.0737609863281 143.0 315.0436096191406 313.0 433.09814453125 341.0 433.13922119140625 149.0 478.1122741699219 224.0 928.3265380859375 163.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846764 PEPMASS=541.110229 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_GA5_01_3199.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180625-02!3-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(C=C1)C2OC3=C(C(=O)C2C4C(OC5=C(C4=O)C(O)=CC(O)=C5)C6=CC=C(O)C=C6)C(O)=CC(O)=C3 INCHI=InChI=1S/C30H22O10/c31-15-5-1-13(2-6-15)29-25(27(37)23-19(35)9-17(33)11-21(23)39-29)26-28(38)24-20(36)10-18(34)12-22(24)40-30(26)14-3-7-16(32)8-4-14/h1-12,25-26,29-36H INCHIAUX=RNQBLQALVMHBKH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846764 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846764 SCANS=314 117.0414810180664 395.0 125.02284240722656 3557.0 146.03387451171875 150.0 165.0179901123047 203.0 190.03111267089844 367.0 191.0298309326172 183.0 197.0621337890625 358.0 213.05393981933594 174.0 217.0166473388672 3249.0 229.04739379882812 201.0 231.06381225585938 488.0 231.5115203857422 526.0 259.0247802734375 324.0 272.0316162109375 415.0 279.03125 108.0 280.49468994140625 147.0 298.0544128417969 852.0 299.054931640625 208.0 342.03704833984375 561.0 342.4619445800781 345.0 343.0465087890625 3423.0 343.11383056640625 323.0 359.0942687988281 122.0 367.1430969238281 208.0 371.0963134765625 212.0 541.105224609375 784.0 921.0236206054688 82.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846766 PEPMASS=587.114685 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_GA5_01_3199.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180625-02!3-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(C=C1)C2OC3=C(C(=O)C2C4C(OC5=C(C4=O)C(O)=CC(O)=C5)C6=CC=C(O)C=C6)C(O)=CC(O)=C3 INCHI=InChI=1S/C30H22O10/c31-15-5-1-13(2-6-15)29-25(27(37)23-19(35)9-17(33)11-21(23)39-29)26-28(38)24-20(36)10-18(34)12-22(24)40-30(26)14-3-7-16(32)8-4-14/h1-12,25-26,29-36H INCHIAUX=RNQBLQALVMHBKH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846766 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846766 SCANS=327 83.01808166503906 164.0 107.01155853271484 317.0 124.01528930664062 314.0 125.02366638183594 3212.0 151.00233459472656 3836.0 169.01461791992188 314.0 172.0166778564453 143.0 172.63270568847656 136.0 173.0191192626953 220.0 177.0223388671875 186.0 187.06932067871094 209.0 193.01504516601562 180.0 195.0537567138672 469.0 197.06629943847656 362.0 205.74957275390625 55.0 215.07530212402344 268.0 225.05104064941406 196.0 229.05267333984375 1004.0 233.04751586914062 155.0 239.07180786132812 1175.0 239.1539306640625 300.0 243.0718994140625 245.0 258.36724853515625 262.0 265.0563659667969 389.0 267.06195068359375 256.0 269.0401916503906 330.0 270.05767822265625 526.0 271.0672607421875 260.0 277.044921875 148.0 281.0458068847656 121.0 283.0619812011719 1319.0 285.0391845703125 446.0 287.9478759765625 74.0 289.059814453125 230.0 293.10052490234375 123.0 296.0259094238281 164.0 303.1146545410156 188.0 307.0193176269531 308.0 308.0340881347656 235.0 309.04705810546875 2511.0 309.41064453125 159.0 310.074462890625 195.0 311.04083251953125 507.0 313.03265380859375 121.0 321.0373229980469 212.0 329.08294677734375 589.0 340.01080322265625 223.0 341.0268859863281 501.0 345.1148376464844 441.0 347.09039306640625 354.0 353.03338623046875 132.0 353.07366943359375 149.0 359.08953857421875 189.0 371.0982666015625 1611.0 379.5666809082031 276.0 379.64263916015625 100.0 385.0928649902344 187.0 387.0937805175781 177.0 389.1036682128906 638.0 390.0835266113281 133.0 391.08624267578125 388.0 403.07904052734375 135.0 415.0859375 4999.0 424.25958251953125 120.0 430.7301940917969 131.0 431.1196594238281 422.0 435.076171875 1022.0 435.1198425292969 233.0 440.0931701660156 184.0 447.07232666015625 1193.0 455.1196594238281 107.0 497.13421630859375 983.0 499.1087646484375 200.0 523.1174926757812 329.0 540.0103149414062 97.0 541.1177368164062 6703.0 541.5223999023438 85.0 542.1171875 358.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846772 PEPMASS=607.162292 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_GA5_01_3199.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00344564-03!5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1O)C2=CC(=O)C3=C(O2)C=C(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)C=C3O INCHI=InChI=1S/C28H32O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-8,10,19,21-30,32-37H,9H2,1-2H3/t10-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 INCHIAUX=GZSOSUNBTXMUFQ-YFAPSIMESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846772 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846772 SCANS=233 150.32138061523438 102.0 265.03179931640625 364.0 284.0374755859375 926.0 299.0579833984375 3108.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846773 PEPMASS=653.182922 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_GA5_01_3199.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00344564-03!5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1O)C2=CC(=O)C3=C(O2)C=C(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)C=C3O INCHI=InChI=1S/C28H32O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-8,10,19,21-30,32-37H,9H2,1-2H3/t10-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 INCHIAUX=GZSOSUNBTXMUFQ-YFAPSIMESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846773 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846773 SCANS=273 72.87191772460938 69.0 163.03977966308594 155.0 171.77455139160156 453.0 201.017333984375 2177.0 349.0909729003906 1883.0 352.45062255859375 72.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846775 PEPMASS=623.157776 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_GA5_01_3199.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180525-02!5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2=C(OC3OC(CO[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)C(O)C(O)C3O)C(=O)C5=C(O2)C=C(O)C=C5O INCHI=InChI=1S/C28H32O16/c1-9-18(32)21(35)23(37)27(41-9)40-8-16-19(33)22(36)24(38)28(43-16)44-26-20(34)17-13(31)6-11(29)7-15(17)42-25(26)10-3-4-12(30)14(5-10)39-2/h3-7,9,16,18-19,21-24,27-33,35-38H,8H2,1-2H3/t9-,16?,18-,19?,21+,22?,23+,24?,27+,28?/m0/s1 INCHIAUX=UIDGLYUNOUKLBM-ACHADDEXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846775 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846775 SCANS=214 100.0639877319336 271.0 118.56803131103516 230.0 150.99969482421875 280.0 154.53228759765625 236.0 162.796630859375 136.0 169.01365661621094 454.0 178.9964599609375 143.0 199.03799438476562 338.0 243.03053283691406 476.0 255.02796936035156 506.0 268.0265808105469 98.0 269.0442810058594 1844.0 271.0252685546875 994.0 285.0309143066406 441.0 286.0654602050781 300.0 294.72503662109375 299.0 299.01824951171875 2370.0 300.02154541015625 1896.0 314.04388427734375 7155.0 314.10174560546875 225.0 315.0496520996094 10707.0 316.6763916015625 112.0 327.3250427246094 101.0 329.0743713378906 255.0 336.2825927734375 130.0 374.7389221191406 299.0 577.1596069335938 474.0 621.6343383789062 63.0 622.4161987304688 115.0 622.701416015625 135.0 623.1626586914062 12381.0 623.5069580078125 86.0 624.1651000976562 497.0 627.5843505859375 165.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846778 PEPMASS=669.162659 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_GA5_01_3199.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180525-02!5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2=C(OC3OC(CO[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)C(O)C(O)C3O)C(=O)C5=C(O2)C=C(O)C=C5O INCHI=InChI=1S/C28H32O16/c1-9-18(32)21(35)23(37)27(41-9)40-8-16-19(33)22(36)24(38)28(43-16)44-26-20(34)17-13(31)6-11(29)7-15(17)42-25(26)10-3-4-12(30)14(5-10)39-2/h3-7,9,16,18-19,21-24,27-33,35-38H,8H2,1-2H3/t9-,16?,18-,19?,21+,22?,23+,24?,27+,28?/m0/s1 INCHIAUX=UIDGLYUNOUKLBM-ACHADDEXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846778 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846778 SCANS=217 146.4888153076172 179.0 154.5413818359375 267.0 243.03289794921875 373.0 286.052490234375 352.0 294.6418151855469 115.0 299.0102844238281 94.0 300.02996826171875 516.0 301.03314208984375 173.0 314.0375671386719 1494.0 315.04998779296875 1437.0 526.9802856445312 217.0 623.1600341796875 4123.0 645.8544921875 95.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846782 PEPMASS=414.999237 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_GA2_01_3293.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380630-01!3,5-dichloro-2-(2,4-dihydroxy-6-methoxycarbonylphenoxy)-6-methoxy-4-methylbenzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1=CC(O)=CC(O)=C1OC2=C(C(O)=O)C(OC)=C(Cl)C(C)=C2Cl INCHI=InChI=1S/C17H14Cl2O8/c1-6-11(18)14(25-2)10(16(22)23)15(12(6)19)27-13-8(17(24)26-3)4-7(20)5-9(13)21/h4-5,20-21H,1-3H3,(H,22,23) INCHIAUX=IJSJXKCVRHBPSG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846782 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846782 SCANS=313 216.94500732421875 3006.0 248.97360229492188 626.0 1320.5040283203125 170.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846784 PEPMASS=485.145233 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_GA2_01_3293.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380629-01!(3R)-4-[6-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]-1,5-dihydroxy-9,10-dioxoanthracen-2-yl]-3-hydroxy-3-methylbutanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H]1O[C@H](C[C@@H](O)[C@@H]1O)C2=CC=C3C(=O)C4=C(C=CC(C[C@@](C)(O)CC(O)=O)=C4O)C(=O)C3=C2O INCHI=InChI=1S/C25H26O10/c1-10-20(29)15(26)7-16(35-10)12-5-6-14-19(22(12)31)24(33)13-4-3-11(21(30)18(13)23(14)32)8-25(2,34)9-17(27)28/h3-6,10,15-16,20,26,29-31,34H,7-9H2,1-2H3,(H,27,28)/t10-,15-,16-,20-,25-/m1/s1 INCHIAUX=LKLNNJGYAYDANM-VRSSYPSJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846784 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846784 SCANS=291 186.3594970703125 228.0 189.74046325683594 167.0 249.0092315673828 130.0 250.0668182373047 219.0 277.0423583984375 215.0 279.06768798828125 3606.0 280.3704528808594 156.0 284.45367431640625 184.0 293.0754699707031 76.0 383.0631103515625 296.0 383.1151123046875 12017.0 386.5553894042969 94.0 399.2505187988281 119.0 484.1325378417969 120.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846786 PEPMASS=647.380249 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_GA2_01_3293.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380635-01![(2R,3R,4S,5S,6R)-3-acetyloxy-2-(acetyloxymethyl)-5-hexanoyloxy-6-[(2S,3R)-2,3,4-trihydroxybutoxy]oxan-4-yl] dodecanoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCCCC(=O)O[C@H]1[C@H](OC(C)=O)[C@@H](COC(C)=O)O[C@@H](OC[C@H](O)[C@H](O)CO)[C@H]1OC(=O)CCCCC INCHI=InChI=1S/C32H56O13/c1-5-7-9-10-11-12-13-14-16-18-27(38)44-30-29(42-23(4)35)26(21-40-22(3)34)43-32(41-20-25(37)24(36)19-33)31(30)45-28(39)17-15-8-6-2/h24-26,29-33,36-37H,5-21H2,1-4H3/t24-,25+,26-,29-,30+,31+,32-/m1/s1 INCHIAUX=YTRXIFNFFGXRFV-JBAQQFLCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846786 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846786 SCANS=347 113.01993560791016 142.0 200.5125274658203 495.0 290.10888671875 370.0 293.1324768066406 139.0 307.5076599121094 174.0 617.3200073242188 163.0 645.7374877929688 91.0 647.387939453125 3632.0 647.6029663085938 54.0 648.3900756835938 221.0 1546.3094482421875 57.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846788 PEPMASS=739.208557 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_GA2_01_3293.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169410-02!7-[6-[[3,4-dihydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-3-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OCC2OC(OC3=CC4=C(C(=O)C(=CO4)C5=CC=C(O)C=C5)C(O)=C3)C(O)C(O)C2O)C(O)C(O)C1OC6OC(CO)C(O)C(O)C6O INCHI=InChI=1S/C33H40O19/c1-11-30(52-33-28(44)24(40)22(38)18(8-34)50-33)26(42)29(45)31(48-11)47-10-19-23(39)25(41)27(43)32(51-19)49-14-6-16(36)20-17(7-14)46-9-15(21(20)37)12-2-4-13(35)5-3-12/h2-7,9,11,18-19,22-36,38-45H,8,10H2,1H3 INCHIAUX=VPBGBMLWGOFHSN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846788 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846788 SCANS=183 130.9943389892578 88.0 141.04502868652344 120.0 145.75518798828125 247.0 151.0039825439453 275.0 158.03933715820312 292.0 163.0052490234375 275.0 164.00709533691406 273.0 169.0113983154297 284.0 199.05160522460938 362.0 200.0511932373047 232.0 209.01327514648438 144.0 227.03970336914062 568.0 227.07200622558594 191.0 227.63792419433594 105.0 228.7872314453125 57.0 229.05044555664062 473.0 255.0315704345703 3358.0 256.0383605957031 1067.0 257.84906005859375 115.0 284.0334777832031 8835.0 284.1293640136719 70.0 285.0397033691406 3582.0 286.03009033203125 380.0 298.0491027832031 182.0 326.0436096191406 153.0 349.683837890625 165.0 371.1326599121094 100.0 533.131591796875 167.0 575.1887817382812 264.0 737.2749633789062 101.0 739.212890625 6998.0 740.2169799804688 963.0 740.7047119140625 99.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846789 PEPMASS=543.126587 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_RA8_01_2970.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380415-01!5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-8-yl]-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1CC2=C(O)C=C(O)C(C3C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC=C(O)C=C5)=C2OC1C6=CC=C(O)C=C6 INCHI=InChI=1S/C30H24O10/c31-15-5-1-13(2-6-15)28-22(37)11-18-19(34)12-21(36)25(30(18)40-28)26-27(38)24-20(35)9-17(33)10-23(24)39-29(26)14-3-7-16(32)8-4-14/h1-10,12,22,26,28-29,31-37H,11H2 INCHIAUX=YHJDRJVMBSUEDI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846789 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846789 SCANS=274 119.04891204833984 210.0 122.03267669677734 233.0 125.0247802734375 1446.0 150.91680908203125 162.0 151.00372314453125 5517.0 169.01425170898438 86.0 177.0216064453125 315.0 189.0172119140625 229.0 190.02781677246094 182.0 201.0554962158203 342.0 205.01663208007812 226.0 205.10671997070312 291.0 216.001708984375 462.0 240.0539093017578 246.0 250.0680694580078 285.0 255.07850646972656 300.0 257.04010009765625 400.0 268.03753662109375 515.0 269.05377197265625 273.0 281.0485534667969 790.0 282.0615539550781 254.0 283.05767822265625 631.0 292.0746765136719 209.0 305.1249084472656 268.0 309.07098388671875 123.0 311.05670166015625 392.0 315.08197021484375 203.0 320.1020202636719 136.0 325.0638732910156 91.0 335.0533142089844 166.0 351.4886474609375 203.0 367.8094177246094 115.0 373.10931396484375 182.0 377.1052551269531 187.0 391.1260986328125 169.0 405.07989501953125 288.0 417.10162353515625 8209.0 436.1065368652344 194.0 437.0855712890625 270.0 449.0857849121094 514.0 475.0985107421875 144.0 497.12738037109375 227.0 499.17376708984375 158.0 543.1362915039062 1339.0 592.771728515625 108.0 1041.775634765625 66.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846792 PEPMASS=589.133301 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_RA8_01_2970.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380415-01!5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-8-yl]-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1CC2=C(O)C=C(O)C(C3C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC=C(O)C=C5)=C2OC1C6=CC=C(O)C=C6 INCHI=InChI=1S/C30H24O10/c31-15-5-1-13(2-6-15)28-22(37)11-18-19(34)12-21(36)25(30(18)40-28)26-27(38)24-20(35)9-17(33)10-23(24)39-29(26)14-3-7-16(32)8-4-14/h1-10,12,22,26,28-29,31-37H,11H2 INCHIAUX=YHJDRJVMBSUEDI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846792 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846792 SCANS=279 125.02371978759766 376.0 151.00440979003906 1535.0 169.012939453125 523.0 190.01063537597656 276.0 204.12518310546875 220.0 218.01998901367188 246.0 239.08177185058594 160.0 254.06040954589844 268.0 273.0757751464844 239.0 281.0442810058594 378.0 283.04925537109375 264.0 309.092529296875 200.0 310.0498352050781 218.0 365.101806640625 185.0 391.1058654785156 258.0 417.09844970703125 2970.0 499.1560974121094 179.0 543.13134765625 1062.0 589.1516723632812 216.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846794 PEPMASS=637.138916 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_RA8_01_2970.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380486-01!7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9-hydroxy-6-(4-hydroxyphenyl)-[1,3]dioxolo[4,5-g]chromen-8-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC3=C(OC4=CC5=C(OCO5)C(O)=C4C3=O)C6=CC=C(O)C=C6)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C28H30O17/c29-6-13-16(32)20(36)22(38)27(42-13)45-26-21(37)17(33)14(7-30)43-28(26)44-25-19(35)15-11(5-12-24(18(15)34)40-8-39-12)41-23(25)9-1-3-10(31)4-2-9/h1-5,13-14,16-17,20-22,26-34,36-38H,6-8H2/t13-,14-,16-,17-,20+,21+,22-,26-,27+,28+/m1/s1 INCHIAUX=AQHBWLVCMSRMAR-YSXRLTKPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846794 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846794 SCANS=247 158.032470703125 205.0 178.99935913085938 260.0 223.9912872314453 222.0 227.02490234375 211.0 240.03807067871094 293.0 283.03411865234375 174.0 284.0276794433594 260.0 285.0433044433594 725.0 311.0268859863281 173.0 312.0266418457031 1022.0 313.03546142578125 712.0 457.08404541015625 159.0 501.1427917480469 199.0 517.1079711914062 407.0 637.136962890625 952.0 637.1792602539062 457.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846796 PEPMASS=507.108765 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_BA9_01_3072.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384744-01!5-hydroxy-3-[4-hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-methoxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C(=COC2=C1)C3=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C(O)C=C3 INCHI=InChI=1S/C22H22O11/c1-30-10-5-13(25)17-15(6-10)31-8-12(18(17)26)11-3-2-9(24)4-14(11)32-22-21(29)20(28)19(27)16(7-23)33-22/h2-6,8,16,19-25,27-29H,7H2,1H3/t16-,19-,20+,21-,22-/m1/s1 INCHIAUX=GODZRCRSZUIPBM-RECXWPGBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846796 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846796 SCANS=288 133.0284423828125 436.0 134.64613342285156 184.0 147.7662353515625 58.0 156.98065185546875 241.0 157.64019775390625 64.0 160.9195098876953 657.0 165.01605224609375 1697.0 201.0204620361328 205.0 240.04132080078125 172.0 271.06072998046875 441.0 284.1971435546875 254.0 299.0550842285156 19432.0 301.9873352050781 120.0 461.1112060546875 298.0 820.041015625 103.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846797 PEPMASS=593.14447 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_BA9_01_3072.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384791-01!7-[4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2C(O)C(O)C(CO)OC2OC3=CC(O)=C4C(=O)C=C(OC4=C3)C5=CC(O)=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O15/c1-9-20(33)22(35)24(37)26(38-9)42-25-23(36)21(34)18(8-28)41-27(25)39-11-5-14(31)19-15(32)7-16(40-17(19)6-11)10-2-3-12(29)13(30)4-10/h2-7,9,18,20-31,33-37H,8H2,1H3/t9-,18?,20-,21?,22+,23?,24+,25?,26-,27?/m0/s1 INCHIAUX=SHPPXMGVUDNKLV-BSYKUCBOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846797 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846797 SCANS=221 152.4359588623047 204.0 185.02737426757812 243.0 227.0321807861328 1564.0 255.02706909179688 2135.0 257.06689453125 349.0 276.9671630859375 421.0 277.7289123535156 79.0 283.2386169433594 126.0 283.6719665527344 241.0 284.0300598144531 9586.0 285.0406188964844 3314.0 303.96099853515625 140.0 363.1036376953125 226.0 447.0821533203125 110.0 447.1265869140625 201.0 499.25262451171875 221.0 593.1475830078125 12854.0 846.9553833007812 76.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846801 PEPMASS=753.21759 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_BA9_01_3072.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347374-02![(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(\C=C\C(=O)OC[C@H]2O[C@H](O[C@]3(CO)O[C@H](CO)[C@@H](O)[C@@H]3OC(=O)\C=C\C4=CC(OC)=C(O)C(OC)=C4)[C@H](O)[C@@H](O)[C@@H]2O)=CC(OC)=C1O INCHI=InChI=1S/C34H42O19/c1-45-18-9-16(10-19(46-2)26(18)39)5-7-24(37)49-14-23-28(41)30(43)31(44)33(50-23)53-34(15-36)32(29(42)22(13-35)52-34)51-25(38)8-6-17-11-20(47-3)27(40)21(12-17)48-4/h5-12,22-23,28-33,35-36,39-44H,13-15H2,1-4H3/b7-5+,8-6+/t22-,23-,28-,29-,30+,31-,32+,33-,34+/m1/s1 INCHIAUX=FHIJMQWMMZEFBL-OPSYHMPNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846801 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846801 SCANS=250 76.41011810302734 154.0 97.33441925048828 104.0 104.0300521850586 323.0 137.02261352539062 294.0 145.02911376953125 420.0 149.0211944580078 335.0 163.037109375 201.0 165.01324462890625 267.0 175.00299072265625 1352.0 179.0701141357422 358.0 190.02545166015625 3308.0 191.03134155273438 272.0 205.04942321777344 9510.0 207.42555236816406 140.0 223.0580596923828 369.0 235.06143188476562 211.0 257.5878601074219 68.0 277.0733642578125 373.0 341.109619140625 170.0 352.0797424316406 209.0 385.0949401855469 321.0 455.1380310058594 124.0 529.13671875 136.0 530.1578979492188 118.0 547.1610717773438 1113.0 548.1564331054688 264.0 573.1663208007812 98.0 738.231689453125 137.0 753.22412109375 661.0 754.195556640625 106.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846804 PEPMASS=799.220154 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_BA9_01_3072.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347374-02![(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(\C=C\C(=O)OC[C@H]2O[C@H](O[C@]3(CO)O[C@H](CO)[C@@H](O)[C@@H]3OC(=O)\C=C\C4=CC(OC)=C(O)C(OC)=C4)[C@H](O)[C@@H](O)[C@@H]2O)=CC(OC)=C1O INCHI=InChI=1S/C34H42O19/c1-45-18-9-16(10-19(46-2)26(18)39)5-7-24(37)49-14-23-28(41)30(43)31(44)33(50-23)53-34(15-36)32(29(42)22(13-35)52-34)51-25(38)8-6-17-11-20(47-3)27(40)21(12-17)48-4/h5-12,22-23,28-33,35-36,39-44H,13-15H2,1-4H3/b7-5+,8-6+/t22-,23-,28-,29-,30+,31-,32+,33-,34+/m1/s1 INCHIAUX=FHIJMQWMMZEFBL-OPSYHMPNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846804 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846804 SCANS=259 135.02737426757812 226.0 153.0165557861328 328.0 164.04627990722656 269.0 190.0292510986328 1358.0 205.04864501953125 4094.0 206.0528564453125 457.0 223.05189514160156 205.0 265.07012939453125 631.0 341.1172790527344 199.0 420.018310546875 171.0 514.13671875 294.0 529.1586303710938 123.0 547.1683349609375 403.0 753.2435913085938 819.0 754.2921142578125 109.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846806 PEPMASS=379.141724 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G3_RG3_01_3006.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347516-02!methyl 4-(4,6-dihydroxy-5-methoxy-2,5-dimethyl-3-oxocyclohexen-1-yl)oxy-2-hydroxy-3,6-dimethylbenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1=C(C)C=C(OC2=C(C)C(=O)C(O)C(C)(OC)C2O)C(C)=C1O INCHI=InChI=1S/C19H24O8/c1-8-7-11(9(2)13(20)12(8)18(24)25-5)27-15-10(3)14(21)16(22)19(4,26-6)17(15)23/h7,16-17,20,22-23H,1-6H3 INCHIAUX=BXZJZDQDHHZIIB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846806 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846806 SCANS=285 119.04576110839844 503.0 163.0420379638672 1314.0 195.0654754638672 1403.0 303.12823486328125 2648.0 379.142822265625 507.0 1065.653076171875 60.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846808 PEPMASS=445.101562 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G3_RG3_01_3006.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380471-01!5-hydroxy-6,8-dimethoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(OC)=C3OC(=O)C=CC3=C1O INCHI=InChI=1S/C17H20O11/c1-24-14-9(20)6-3-4-8(19)27-13(6)15(25-2)16(14)28-17-12(23)11(22)10(21)7(5-18)26-17/h3-4,7,10-12,17-18,20-23H,5H2,1-2H3/t7-,10-,11+,12-,17+/m1/s1 INCHIAUX=KDWWYRPEBULRGU-KIZWGXMFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846808 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846808 SCANS=174 197.04559326171875 231.0 205.9785919189453 289.0 206.9963836669922 178.0 217.00442504882812 136.0 221.0088348388672 3607.0 236.031982421875 5445.0 237.04080200195312 1098.0 238.83335876464844 148.0 249.0553436279297 258.0 267.0521240234375 570.0 277.1142272949219 249.0 355.0974426269531 237.0 384.07049560546875 493.0 399.0875244140625 1521.0 403.63055419921875 183.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846810 PEPMASS=439.142731 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G3_RG3_01_3006.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380585-01!(E)-3-[1-[(E)-but-2-en-2-yl]-9-hydroxy-10-(hydroxymethyl)-3-methoxy-4-methyl-6-oxobenzo[b][1,4]benzodioxepin-7-yl]but-2-enoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C)C2=C(OC3=C(CO)C(O)=CC(\C(C)=C\C(O)=O)=C3C(=O)O2)C(=C1)C(\C)=C\C INCHI=InChI=1S/C24H24O8/c1-6-11(2)15-9-18(30-5)13(4)21-23(15)31-22-16(10-25)17(26)8-14(12(3)7-19(27)28)20(22)24(29)32-21/h6-9,25-26H,10H2,1-5H3,(H,27,28)/b11-6+,12-7+ INCHIAUX=NTOXIMPFEPXTTB-GNXRPPCSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846810 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846810 SCANS=428 147.00465393066406 213.0 174.03195190429688 316.0 175.0365753173828 337.0 188.04795837402344 188.0 189.0915069580078 132.0 212.7261962890625 90.0 215.1117706298828 219.0 235.75611877441406 355.0 279.1488342285156 157.0 282.1215515136719 283.0 294.0859375 182.0 297.1472473144531 284.0 305.1224060058594 405.0 307.1057434082031 166.0 309.11895751953125 215.0 321.14581298828125 178.0 323.13818359375 176.0 339.1177673339844 250.0 350.06890869140625 200.0 351.162353515625 157.0 365.130615234375 494.0 367.1407775878906 250.0 377.12628173828125 138.0 378.1458740234375 135.0 380.12567138671875 539.0 383.1084899902344 1015.0 395.14752197265625 548.0 409.129150390625 189.0 439.140869140625 5270.0 439.36309814453125 101.0 440.1423034667969 132.0 442.55816650390625 89.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846812 PEPMASS=495.169922 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G3_RG3_01_3006.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347626-02![6-acetyloxy-7-(chloromethyl)-7-hydroxy-1-(3-methylbutanoyloxy)-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-yl]methyl 3-methylbutanoate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC(=O)OCC1=COC(OC(=O)CC(C)C)C2C1CC(OC(C)=O)C2(O)CCl INCHI=InChI=1S/C22H33ClO8/c1-12(2)6-18(25)28-9-15-10-29-21(31-19(26)7-13(3)4)20-16(15)8-17(30-14(5)24)22(20,27)11-23/h10,12-13,16-17,20-21,27H,6-9,11H2,1-5H3 INCHIAUX=QERAXRDNYJPTRN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846812 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846812 SCANS=402 161.8264617919922 135.0 175.02359008789062 691.0 207.85916137695312 56.0 263.01702880859375 1061.0 289.0332946777344 201.0 306.0361328125 546.0 321.059326171875 998.0 322.9696350097656 237.0 494.3936462402344 162.0 495.20770263671875 236.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846814 PEPMASS=511.221436 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G3_RG3_01_3006.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169100-02!2-[2,6-bis(3-methylbut-2-enyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2-hydroxyacetic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=CC(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC(CC=C(C)C)=C1C(O)C(O)=O INCHI=InChI=1S/C24H34O9/c1-12(2)5-7-14-9-16(32-24-22(29)21(28)19(26)17(11-25)33-24)10-15(8-6-13(3)4)18(14)20(27)23(30)31/h5-6,9-10,17,19-22,24-29H,7-8,11H2,1-4H3,(H,30,31)/t17-,19-,20?,21+,22-,24-/m1/s1 INCHIAUX=NKNHYXCDCIOHRT-CWAIYLBLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846814 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846814 SCANS=275 85.02719116210938 181.0 101.02758026123047 488.0 119.03186798095703 192.0 120.57345581054688 983.0 149.04531860351562 372.0 259.17047119140625 731.0 285.1508483886719 1536.0 345.1783752441406 141.0 421.2358093261719 220.0 465.215576171875 2659.0 468.29095458984375 196.0 477.1111145019531 92.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846816 PEPMASS=521.221313 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G3_RG3_01_3006.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347732-02!methyl 3-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-2-[[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]methyl]-4-methoxy-5-oxofuran-2-carboxylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C2(CC1=CC=C(O)C(CC=C(C)C)=C1)OC(=O)C(OC)=C2C3=CC(O)=C(O)C(CC=C(C)C)=C3 INCHI=InChI=1S/C30H34O8/c1-17(2)7-10-20-13-19(9-12-23(20)31)16-30(29(35)37-6)25(27(36-5)28(34)38-30)22-14-21(11-8-18(3)4)26(33)24(32)15-22/h7-9,12-15,31-33H,10-11,16H2,1-6H3 INCHIAUX=LARSXHUKWMVHRB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846816 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846816 SCANS=505 126.88084411621094 198.0 161.02818298339844 225.0 169.56927490234375 107.0 175.63902282714844 216.0 177.10108947753906 263.0 192.07962036132812 156.0 213.0470428466797 185.0 215.1079864501953 435.0 216.07785034179688 416.0 217.08700561523438 3395.0 218.08770751953125 61.0 218.1392059326172 289.0 218.21340942382812 159.0 220.02345275878906 280.0 230.37063598632812 79.0 243.6250457763672 173.0 244.07131958007812 410.0 246.0154571533203 192.0 251.85313415527344 117.0 259.10552978515625 368.0 272.064208984375 377.0 273.07781982421875 107.0 275.110595703125 305.0 286.6880798339844 118.0 287.08868408203125 128.0 289.0703430175781 13478.0 289.1595458984375 156.0 291.0770263671875 233.0 314.4645690917969 121.0 315.09051513671875 1847.0 332.0897216796875 11632.0 346.30413818359375 266.0 346.4668884277344 134.0 347.1155700683594 12988.0 348.12054443359375 91.0 375.1985168457031 463.0 390.2239990234375 178.0 433.1856384277344 206.0 434.19903564453125 163.0 447.1786193847656 3102.0 521.2196044921875 2750.0 1086.7822265625 232.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846818 PEPMASS=567.226685 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G3_RG3_01_3006.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347732-02!methyl 3-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-2-[[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]methyl]-4-methoxy-5-oxofuran-2-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C2(CC1=CC=C(O)C(CC=C(C)C)=C1)OC(=O)C(OC)=C2C3=CC(O)=C(O)C(CC=C(C)C)=C3 INCHI=InChI=1S/C30H34O8/c1-17(2)7-10-20-13-19(9-12-23(20)31)16-30(29(35)37-6)25(27(36-5)28(34)38-30)22-14-21(11-8-18(3)4)26(33)24(32)15-22/h7-9,12-15,31-33H,10-11,16H2,1-6H3 INCHIAUX=LARSXHUKWMVHRB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846818 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846818 SCANS=464 215.11070251464844 349.0 217.08953857421875 313.0 252.58309936523438 263.0 259.1001281738281 1232.0 261.8938903808594 133.0 303.08563232421875 167.0 331.0801696777344 555.0 361.0961608886719 158.0 421.2127685546875 392.0 439.12750244140625 241.0 479.2127380371094 271.0 492.87408447265625 55.0 493.18804931640625 2657.0 552.2003173828125 204.0 566.6633911132812 129.0 567.22314453125 1992.0 1490.2130126953125 107.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846819 PEPMASS=699.18158 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G3_RG3_01_3006.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380459-01!6-hydroxy-3-[3-hydroxy-4-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]-5,7-dimethoxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C(OC)=C2C(=O)C(=COC2=C1)C3=CC=C(OC4OC(COC5OC(CO)C(O)C(O)C5O)C(O)C(O)C4O)C(O)=C3 INCHI=InChI=1S/C29H34O17/c1-40-15-6-14-18(27(41-2)22(15)35)19(32)11(8-42-14)10-3-4-13(12(31)5-10)44-29-26(39)24(37)21(34)17(46-29)9-43-28-25(38)23(36)20(33)16(7-30)45-28/h3-6,8,16-17,20-21,23-26,28-31,33-39H,7,9H2,1-2H3 INCHIAUX=KHCREUNEQGORAM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846819 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846819 SCANS=224 121.90879821777344 228.0 160.92430114746094 242.0 160.98959350585938 171.0 183.04307556152344 172.0 190.69798278808594 181.0 255.0242156982422 283.0 261.0318908691406 268.0 271.0255432128906 511.0 298.0055847167969 96.0 299.0212097167969 1454.0 299.27667236328125 92.0 314.0434875488281 9742.0 328.1824645996094 211.0 328.6311340332031 164.0 329.0673522949219 44416.0 329.9165344238281 59.0 330.06524658203125 382.0 332.3705749511719 226.0 332.6277770996094 139.0 345.98138427734375 110.0 603.5448608398438 110.0 1630.494384765625 167.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846822 PEPMASS=491.081818 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_BA8_01_3324.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385981-01!6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2=C(OC3OC(C(O)C(O)C3O)C(O)=O)C(=O)C4=C(O)C=C(O)C=C4O2 INCHI=InChI=1S/C22H20O13/c1-32-11-4-7(2-3-9(11)24)18-19(14(26)13-10(25)5-8(23)6-12(13)33-18)34-22-17(29)15(27)16(28)20(35-22)21(30)31/h2-6,15-17,20,22-25,27-29H,1H3,(H,30,31) INCHIAUX=VVZWHOMBDMMRSC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846822 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846822 SCANS=224 101.02600860595703 302.0 145.02439880371094 418.0 259.05059814453125 191.0 271.0145263671875 163.0 271.04107666015625 141.0 274.36676025390625 182.0 300.0485534667969 277.0 315.0543212890625 2868.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846824 PEPMASS=623.195923 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_BA8_01_3324.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384632-01![(2R,3R,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-4-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](COC(=O)\C=C\C3=CC=C(O)C(O)=C3)O[C@@H](OCCC4=CC=C(O)C(O)=C4)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C29H36O15/c1-13-22(35)24(37)25(38)29(42-13)44-27-23(36)20(12-41-21(34)7-4-14-2-5-16(30)18(32)10-14)43-28(26(27)39)40-9-8-15-3-6-17(31)19(33)11-15/h2-7,10-11,13,20,22-33,35-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27-,28+,29+/m0/s1 INCHIAUX=FNMHEHXNBNCPCI-GCELSKRESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846824 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846824 SCANS=201 83.92118835449219 276.0 89.02552795410156 395.0 99.3819808959961 376.0 101.92422485351562 291.0 113.02393341064453 755.0 114.49217224121094 195.0 115.01277923583984 81.0 115.2326431274414 82.0 118.79522705078125 157.0 123.046630859375 251.0 132.02044677734375 346.0 133.03099060058594 3891.0 134.03810119628906 320.0 135.04592895507812 2759.0 136.7374267578125 106.0 137.057861328125 156.0 143.03622436523438 273.0 149.0644073486328 222.0 153.05886840820312 581.0 161.0254669189453 17651.0 161.08546447753906 54.0 163.03903198242188 226.0 179.03570556640625 1197.0 181.0552215576172 201.0 221.82720947265625 230.0 224.40475463867188 151.0 251.0560760498047 504.0 297.0871276855469 128.0 305.0806579589844 522.0 315.10693359375 603.0 316.0292663574219 151.0 330.80035400390625 102.0 355.1514587402344 141.0 461.1675109863281 3692.0 464.74993896484375 213.0 477.16900634765625 202.0 591.82080078125 240.0 619.3634643554688 181.0 621.3610229492188 208.0 621.904296875 111.0 622.194091796875 314.0 623.0808715820312 56.0 623.20068359375 24548.0 623.6257934570312 63.0 624.2247314453125 136.0 624.2711181640625 183.0 626.3222045898438 158.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846825 PEPMASS=371.15033 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_GC5_01_3308.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385279-01!4-[(3S)-7-hydroxy-8-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-3-yl]benzene-1,3-diol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=C2OC[C@@H](CC2=CC=C1O)C3=C(O)C=C(O)C=C3 INCHI=InChI=1S/C20H22O4/c1-12(2)3-6-17-18(22)8-4-13-9-14(11-24-20(13)17)16-7-5-15(21)10-19(16)23/h3-5,7-8,10,14,21-23H,6,9,11H2,1-2H3/t14-/m1/s1 INCHIAUX=HJYNNFAPXVIBTD-CQSZACIVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846825 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846825 SCANS=371 91.052978515625 315.0 104.81912231445312 139.0 109.03425598144531 423.0 135.0479736328125 502.0 148.0516815185547 245.0 201.15087890625 160.0 203.10658264160156 1578.0 215.11593627929688 223.0 241.1239776611328 146.0 256.0781555175781 191.0 279.14154052734375 174.0 307.1285400390625 207.0 324.5965576171875 62.0 325.1438293457031 4601.0 326.1540222167969 188.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846828 PEPMASS=363.160492 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_GC5_01_3308.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347642-02! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)C2CCC3(C)OC4=CC(O)=C(C(=O)C5=CC=CC=C5)C(O)=C4C1C23 INCHI=InChI=1S/C23H24O4/c1-22(2)13-9-10-23(3)18(13)19(22)17-15(27-23)11-14(24)16(21(17)26)20(25)12-7-5-4-6-8-12/h4-8,11,13,18-19,24,26H,9-10H2,1-3H3 INCHIAUX=BQIVXBUAUNSLAJ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846828 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846828 SCANS=518 186.0415496826172 165.0 267.06512451171875 1466.0 282.0910949707031 536.0 363.1553039550781 1610.0 367.3836364746094 56.0 439.3290710449219 87.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846830 PEPMASS=409.130005 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_GC5_01_3308.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180305-02! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(OC)C=C2C(OC[C@@H]3OC4=C(C=CC5=C4C[C@H](O5)C(C)=C)C(=O)[C@]23O)=C1 INCHI=InChI=1S/C23H22O7/c1-11(2)16-7-13-15(29-16)6-5-12-21(13)30-20-10-28-17-9-19(27-4)18(26-3)8-14(17)23(20,25)22(12)24/h5-6,8-9,16,20,25H,1,7,10H2,2-4H3/t16-,20-,23-/m0/s1 INCHIAUX=JFVKWCYZKMUTLH-GRWTVWFQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846830 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846830 SCANS=398 131.08860778808594 385.0 159.0476837158203 170.0 175.08172607421875 2507.0 192.9864501953125 200.0 335.1195068359375 287.0 350.1203308105469 398.0 365.13787841796875 108.0 379.106689453125 345.0 394.11224365234375 227.0 409.131591796875 88.0 941.43115234375 317.0 1105.073486328125 252.0 1667.7802734375 123.0 1786.12890625 62.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846834 PEPMASS=433.113861 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_GC5_01_3308.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180273-02!7-hydroxy-2-(4-hydroxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C3C(=O)CC(OC3=CC(O)=C2)C4=CC=C(O)C=C4)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)30-15-6-11(24)5-14-17(15)12(25)7-13(29-14)9-1-3-10(23)4-2-9/h1-6,13,16,18-24,26-28H,7-8H2/t13?,16-,18-,19+,20-,21-/m1/s1 INCHIAUX=MFQIWHVVFBCURA-LKBAIHPRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846834 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846834 SCANS=196 119.0621337890625 210.0 139.8969268798828 73.0 151.0050048828125 1704.0 164.00460815429688 192.0 165.01980590820312 282.0 169.01068115234375 188.0 177.0185546875 63.0 203.07652282714844 320.0 227.0751495361328 202.0 271.0643310546875 7894.0 273.9232177734375 122.0 274.1206359863281 270.0 282.3061218261719 193.0 313.0609130859375 295.0 433.11285400390625 1611.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846836 PEPMASS=475.089081 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C5_GC5_01_3308.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169163-02!(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C3OC(=CC(=O)C3=C1O)C4=CC=C(O)C=C4 INCHI=InChI=1S/C22H20O12/c1-31-19-13(33-22-18(28)16(26)17(27)20(34-22)21(29)30)7-12-14(15(19)25)10(24)6-11(32-12)8-2-4-9(23)5-3-8/h2-7,16-18,20,22-23,25-28H,1H3,(H,29,30)/t16-,17-,18+,20-,22+/m0/s1 INCHIAUX=GVEZRDBRYNJUDQ-QSUZLTIMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846836 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846836 SCANS=230 111.01634979248047 148.0 256.9859313964844 332.0 284.03509521484375 1181.0 299.0584411621094 3877.0 301.4497985839844 84.0 572.5252075195312 267.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846838 PEPMASS=351.154205 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_RA9_01_2971.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00170014-03!(E)-N-(4-acetamidobutyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(\C=C\C(=O)NCCCCNC(C)=O)=C1 INCHI=InChI=1S/C16H22N2O4/c1-12(19)17-9-3-4-10-18-16(21)8-6-13-5-7-14(20)15(11-13)22-2/h5-8,11,20H,3-4,9-10H2,1-2H3,(H,17,19)(H,18,21)/b8-6+ INCHIAUX=ZVMGKOAHBAIHLO-SOFGYWHQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846838 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846838 SCANS=221 107.77175903320312 242.0 134.03369140625 656.0 149.06117248535156 1355.0 161.02151489257812 151.0 218.09091186523438 150.0 247.12661743164062 216.0 278.1081237792969 201.0 289.1259765625 224.0 290.1373291015625 830.0 304.09722900390625 123.0 305.0739440917969 99.0 305.15289306640625 2417.0 305.5052185058594 287.0 306.1501159667969 307.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846840 PEPMASS=455.117065 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_RA9_01_2971.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380423-01!2-(hydroxymethyl)-5-(2-oxopropyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)CC1=C2C(=O)C=C(CO)OC2=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C1 INCHI=InChI=1S/C19H22O10/c1-8(22)2-9-3-10(5-13-15(9)12(23)4-11(6-20)27-13)28-19-18(26)17(25)16(24)14(7-21)29-19/h3-5,14,16-21,24-26H,2,6-7H2,1H3/t14-,16-,17+,18-,19-/m1/s1 INCHIAUX=QIMCRYYCUHMHMQ-IQZDNPOKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846840 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846840 SCANS=168 189.0165557861328 248.0 199.04432678222656 136.0 205.04940795898438 124.0 222.3048553466797 223.0 231.05311584472656 84.0 247.06922912597656 766.0 331.1197814941406 221.0 404.2198181152344 194.0 404.3774108886719 190.0 408.16668701171875 109.0 408.2399597167969 120.0 408.30755615234375 112.0 409.1125793457031 11823.0 409.8835754394531 200.0 412.6707458496094 176.0 469.1432189941406 190.0 617.845458984375 97.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846842 PEPMASS=481.132233 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_RA9_01_2971.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380421-01![3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 4-hydroxy-3,5-dimethoxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O)C(=O)OCC2=CC(O)=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C=C2 INCHI=InChI=1S/C22H26O12/c1-30-14-6-11(7-15(31-2)17(14)25)21(29)32-9-10-3-4-13(12(24)5-10)33-22-20(28)19(27)18(26)16(8-23)34-22/h3-7,16,18-20,22-28H,8-9H2,1-2H3/t16-,18-,19+,20-,22-/m1/s1 INCHIAUX=SFLVCICJLIKJKU-QKYBYQKWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846842 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846842 SCANS=263 105.4808349609375 366.0 121.02783203125 563.0 137.35462951660156 57.0 138.0334014892578 187.0 153.05538940429688 2844.0 182.01588439941406 204.0 196.9620361328125 252.0 197.04605102539062 17578.0 199.49594116210938 122.0 359.1020202636719 138.0 481.1346130371094 368.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846844 PEPMASS=463.122192 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_RA9_01_2971.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380421-01![3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 4-hydroxy-3,5-dimethoxybenzoate [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O)C(=O)OCC2=CC(O)=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C=C2 INCHI=InChI=1S/C22H26O12/c1-30-14-6-11(7-15(31-2)17(14)25)21(29)32-9-10-3-4-13(12(24)5-10)33-22-20(28)19(27)18(26)16(8-23)34-22/h3-7,16,18-20,22-28H,8-9H2,1-2H3/t16-,18-,19+,20-,22-/m1/s1 INCHIAUX=SFLVCICJLIKJKU-QKYBYQKWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846844 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846844 SCANS=252 135.04212951660156 436.0 178.07276916503906 306.0 179.03514099121094 4039.0 179.09413146972656 54.0 463.131103515625 683.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846846 PEPMASS=593.183472 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_BA12_01_3254.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169778-02!5-hydroxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2CC(=O)C3=C(O2)C=C(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)C=C3O INCHI=InChI=1S/C28H34O14/c1-11-21(31)23(33)25(35)27(39-11)38-10-19-22(32)24(34)26(36)28(42-19)40-14-7-15(29)20-16(30)9-17(41-18(20)8-14)12-3-5-13(37-2)6-4-12/h3-8,11,17,19,21-29,31-36H,9-10H2,1-2H3/t11-,17?,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 INCHIAUX=RMCRQBAILCLJGU-SMCKTMTRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846846 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846846 SCANS=284 164.0139923095703 228.0 169.00698852539062 201.0 199.04067993164062 162.0 269.0507507324219 233.0 270.053466796875 269.0 285.0792236328125 2461.0 309.0663757324219 119.0 593.1912231445312 904.0 597.327880859375 62.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846848 PEPMASS=639.186218 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_BA12_01_3254.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169778-02!5-hydroxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2CC(=O)C3=C(O2)C=C(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)C=C3O INCHI=InChI=1S/C28H34O14/c1-11-21(31)23(33)25(35)27(39-11)38-10-19-22(32)24(34)26(36)28(42-19)40-14-7-15(29)20-16(30)9-17(41-18(20)8-14)12-3-5-13(37-2)6-4-12/h3-8,11,17,19,21-29,31-36H,9-10H2,1-2H3/t11-,17?,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 INCHIAUX=RMCRQBAILCLJGU-SMCKTMTRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846848 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846848 SCANS=261 83.01834106445312 239.0 88.29940795898438 107.0 108.02125549316406 258.0 136.01953125 488.0 145.52244567871094 77.0 145.9686279296875 313.0 151.00559997558594 660.0 164.01004028320312 775.0 169.06602478027344 64.0 193.01893615722656 271.0 196.00271606445312 562.0 201.04629516601562 136.0 206.03872680664062 65.0 215.08810424804688 145.0 226.06033325195312 293.0 241.08265686035156 824.0 243.06715393066406 992.0 270.0517272949219 848.0 283.5406799316406 145.0 284.60595703125 127.0 284.7746887207031 121.0 285.076904296875 39346.0 285.1740417480469 119.0 285.2081604003906 242.0 285.846435546875 218.0 286.0916442871094 287.0 286.78692626953125 69.0 287.30828857421875 98.0 299.0965576171875 219.0 309.08294677734375 1335.0 310.4949951171875 178.0 327.09100341796875 929.0 339.0821533203125 174.0 592.4213256835938 125.0 593.189208984375 8992.0 594.2073974609375 261.0 1271.07421875 142.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846850 PEPMASS=607.182373 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C8_GC8_01_3311.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168946-02!5-hydroxy-2-(4-methoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(=O)C4=C(O2)C=C(O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)C=C4O INCHI=InChI=1S/C28H32O15/c1-10-18(31)21(34)23(36)27(39-10)40-13-7-14(30)17-15(8-13)41-25(11-3-5-12(38-2)6-4-11)26(20(17)33)43-28-24(37)22(35)19(32)16(9-29)42-28/h3-8,10,16,18-19,21-24,27-32,34-37H,9H2,1-2H3/t10-,16+,18-,19+,21+,22-,23+,24+,27-,28-/m0/s1 INCHIAUX=OFKKUHQXUNAUKP-CQNMNSRFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846850 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846850 SCANS=235 87.00788116455078 150.0 90.71308898925781 222.0 114.53561401367188 222.0 117.48298645019531 71.0 146.5281219482422 188.0 172.1826629638672 451.0 172.5643310546875 124.0 173.06173706054688 32686.0 173.12197875976562 49.0 173.4706573486328 228.0 173.607666015625 116.0 174.06517028808594 276.0 176.180908203125 82.0 179.12200927734375 89.0 181.0696258544922 320.0 188.3780517578125 153.0 199.078857421875 156.0 215.07904052734375 180.0 241.08816528320312 15410.0 241.3342742919922 51.0 302.1142883300781 117.0 303.08642578125 1791.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846852 PEPMASS=755.206604 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C8_GC8_01_3311.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385524-01!5,7-dihydroxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC=C(O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C=C5)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O 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593.1513061523438 11644.0 594.1513061523438 898.0 754.0859985351562 235.0 755.2052001953125 6685.0 756.2061157226562 1271.0 756.405517578125 109.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846854 PEPMASS=801.2099 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C8_GC8_01_3311.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385524-01!5,7-dihydroxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC=C(O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C=C5)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C33H40O20/c1-10-19(37)23(41)26(44)31(48-10)47-9-17-21(39)25(43)28(46)33(52-17)53-30-22(40)18-14(36)6-12(35)7-15(18)50-29(30)11-2-4-13(5-3-11)49-32-27(45)24(42)20(38)16(8-34)51-32/h2-7,10,16-17,19-21,23-28,31-39,41-46H,8-9H2,1H3/t10-,16+,17+,19-,20+,21+,23+,24-,25-,26+,27+,28+,31+,32+,33-/m0/s1 INCHIAUX=FYJOVKRHRUYSLY-QDSFYBSMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846854 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846854 SCANS=178 106.19701385498047 123.0 151.0025634765625 943.0 159.04721069335938 256.0 169.01336669921875 417.0 213.054931640625 546.0 227.03236389160156 811.0 229.03846740722656 127.0 241.0489959716797 297.0 255.03302001953125 2734.0 256.03936767578125 264.0 257.0303649902344 253.0 283.0243835449219 4463.0 283.5362854003906 165.0 283.81005859375 168.0 284.033447265625 6662.0 284.6916198730469 253.0 285.0418701171875 13060.0 285.1541748046875 93.0 286.0441589355469 335.0 287.61590576171875 63.0 291.3957214355469 209.0 299.0658874511719 169.0 307.06610107421875 148.0 327.0545959472656 587.0 446.0909729003906 595.0 447.0950012207031 2952.0 591.81201171875 193.0 592.4666137695312 106.0 593.153564453125 18100.0 593.2554931640625 164.0 594.1614990234375 1256.0 594.9664306640625 160.0 596.5982666015625 68.0 597.56494140625 135.0 755.2052612304688 2919.0 756.2133178710938 152.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846856 PEPMASS=716.322998 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_GA2_01_3017.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347686-02!N-[3-[5,8-bis[3-[acetyl(hydroxy)amino]propyl]-14-(hydroxymethyl)-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexazacyclooctadec-2-yl]propyl]-N-hydroxyacetamide [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias 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[M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CC(O)C(O)C(C)(C)O)C1CCC2(C)C3CCC4C5(CC35CCC12C)C(O)CC(O)C4(C)C(=O)OC6OC(CO)C(O)C(O)C6O INCHI=InChI=1S/C36H60O12/c1-17(13-19(38)28(44)31(2,3)46)18-9-10-33(5)21-7-8-22-34(6,30(45)48-29-27(43)26(42)25(41)20(15-37)47-29)23(39)14-24(40)36(22)16-35(21,36)12-11-32(18,33)4/h17-29,37-44,46H,7-16H2,1-6H3 INCHIAUX=RCCBGOMNZWYBTJ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846864 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846864 SCANS=272 73.0331039428711 196.0 101.02689361572266 295.0 113.02667236328125 365.0 119.03201293945312 340.0 161.0444793701172 1241.0 179.0525360107422 729.0 247.49456787109375 190.0 250.7603302001953 156.0 263.74993896484375 70.0 265.2962951660156 158.0 271.2037353515625 77.0 311.2381286621094 102.0 327.23358154296875 446.0 343.22698974609375 172.0 352.2607116699219 153.0 364.9220275878906 169.0 365.27752685546875 171.0 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792.4025268554688 393.0 813.4558715820312 171.0 818.6845703125 368.0 832.4566650390625 309.0 903.4645385742188 88.0 919.4400634765625 669.0 920.0718994140625 66.0 920.47119140625 502.0 920.7025756835938 80.0 920.9767456054688 261.0 921.469970703125 3959.0 921.5433349609375 522.0 922.4774780273438 1672.0 923.464111328125 178.0 925.3294677734375 111.0 934.5787353515625 75.0 937.3176879882812 101.0 937.4713134765625 5766.0 938.451904296875 1200.0 946.008056640625 113.0 1074.9635009765625 102.0 1077.648681640625 80.0 1080.7073974609375 67.0 1081.4368896484375 98.0 1081.60302734375 139.0 1081.9317626953125 98.0 1082.0146484375 207.0 1082.21875 252.0 1082.355224609375 129.0 1082.6533203125 93.0 1082.7908935546875 62.0 1083.52880859375 48500.0 1083.671142578125 396.0 1084.0677490234375 71.0 1084.5333251953125 15323.0 1084.755615234375 246.0 1084.9605712890625 77.0 1085.1363525390625 159.0 1085.2230224609375 81.0 1085.5284423828125 1936.0 1086.53466796875 97.0 1088.546142578125 174.0 1089.0135498046875 253.0 1089.863037109375 94.0 1102.7630615234375 66.0 1107.845458984375 248.0 1108.78173828125 212.0 1115.124267578125 184.0 1143.5045166015625 90.0 1144.536376953125 165.0 1147.1953125 88.0 1729.30517578125 303.0 1772.556884765625 215.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846872 PEPMASS=431.098389 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_BA12_01_3328.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180782-02!5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2=C(O)C3=C(OC(=CC3=O)C4=CC=C(O)C=C4)C=C2O INCHI=InChI=1S/C21H20O10/c22-7-14-17(26)19(28)20(29)21(31-14)16-11(25)6-13-15(18(16)27)10(24)5-12(30-13)8-1-3-9(23)4-2-8/h1-6,14,17,19-23,25-29H,7H2 INCHIAUX=MYXNWGACZJSMBT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846872 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846872 SCANS=229 153.06175231933594 346.0 211.08432006835938 244.0 225.03941345214844 178.0 237.0500030517578 65.0 283.07781982421875 89.0 295.0674743652344 62.0 311.0591735839844 2728.0 341.0732727050781 1565.0 431.09930419921875 2513.0 434.4006652832031 116.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846874 PEPMASS=565.156067 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_BA12_01_3328.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347405-02!(4S,5Z,6S)-5-[2-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyethylidene]-4-(2-methoxy-2-oxoethyl)-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C[C@H]1\C(=C\COC(=O)\C=C\C2=CC=C(O)C=C2)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)OC=C1C(O)=O INCHI=InChI=1S/C26H30O14/c1-36-20(30)10-16-15(8-9-37-19(29)7-4-13-2-5-14(28)6-3-13)25(38-12-17(16)24(34)35)40-26-23(33)22(32)21(31)18(11-27)39-26/h2-8,12,16,18,21-23,25-28,31-33H,9-11H2,1H3,(H,34,35)/b7-4+,15-8-/t16-,18+,21+,22-,23+,25-,26-/m0/s1 INCHIAUX=MGEVYVDQMTWJNV-HOPHSATRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846874 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846874 SCANS=267 80.67941284179688 89.0 117.0340805053711 492.0 119.056884765625 131.0 122.41152954101562 359.0 127.04151916503906 279.0 145.0260772705078 647.0 149.060546875 418.0 151.07142639160156 162.0 163.04071044921875 949.0 171.02938842773438 340.0 177.05746459960938 2274.0 187.03550720214844 386.0 189.05752563476562 191.0 195.0701141357422 797.0 221.0482635498047 2903.0 237.0814208984375 177.0 257.0877990722656 93.0 267.07635498046875 251.0 297.11175537109375 246.0 401.0735168457031 125.0 565.1676025390625 457.0 791.9228515625 63.0 1782.2783203125 51.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846876 PEPMASS=611.161987 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_BA12_01_3328.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347405-02!(4S,5Z,6S)-5-[2-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyethylidene]-4-(2-methoxy-2-oxoethyl)-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C[C@H]1\C(=C\COC(=O)\C=C\C2=CC=C(O)C=C2)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)OC=C1C(O)=O INCHI=InChI=1S/C26H30O14/c1-36-20(30)10-16-15(8-9-37-19(29)7-4-13-2-5-14(28)6-3-13)25(38-12-17(16)24(34)35)40-26-23(33)22(32)21(31)18(11-27)39-26/h2-8,12,16,18,21-23,25-28,31-33H,9-11H2,1H3,(H,34,35)/b7-4+,15-8-/t16-,18+,21+,22-,23+,25-,26-/m0/s1 INCHIAUX=MGEVYVDQMTWJNV-HOPHSATRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846876 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846876 SCANS=263 119.04932403564453 302.0 125.0643310546875 312.0 145.02859497070312 912.0 151.0740203857422 413.0 159.04600524902344 257.0 161.0650177001953 482.0 162.01596069335938 355.0 163.0448760986328 1362.0 165.02151489257812 737.0 177.05764770507812 4325.0 179.05075073242188 262.0 195.06414794921875 764.0 221.04737854003906 3210.0 237.07272338867188 277.0 239.0592803955078 227.0 267.06195068359375 251.0 565.1677856445312 828.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846879 PEPMASS=553.368164 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_BA8_01_3071.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347557-02!4,4,10,13,14-pentamethyl-17-(1,5,6-trihydroxy-6-methylheptan-2-yl)-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-2,3,12-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O)C(O)CCC(CO)C1CCC2(C)C3=C(CC(O)C12C)C4(C)CC(O)C(O)C(C)(C)C4CC3 INCHI=InChI=1S/C30H52O6/c1-26(2)22-10-9-19-20(28(22,5)15-21(32)25(26)35)14-24(34)30(7)18(12-13-29(19,30)6)17(16-31)8-11-23(33)27(3,4)36/h17-18,21-25,31-36H,8-16H2,1-7H3 INCHIAUX=YRXIDKUVBPMNRA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846879 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846879 SCANS=340 184.10752868652344 298.0 248.28355407714844 219.0 287.203369140625 173.0 431.32122802734375 133.0 485.7692565917969 121.0 488.2828063964844 194.0 489.35711669921875 697.0 507.09686279296875 101.0 507.2261047363281 131.0 507.3658752441406 2379.0 516.2720947265625 91.0 553.369873046875 532.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846881 PEPMASS=609.175415 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_BA8_01_3071.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384722-01!5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(C=C1)C2CC(=O)C3=C(O)C=C(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)C=C3O2 INCHI=InChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17?,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 INCHIAUX=QUQPHWDTPGMPEX-LLHRBZKSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846881 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846881 SCANS=212 87.00655364990234 460.0 134.0378875732422 259.0 147.5494842529297 390.0 147.84915161132812 92.0 151.00152587890625 315.0 164.0095672607422 703.0 177.00872802734375 371.0 196.00242614746094 390.0 257.0815124511719 162.0 258.0583190917969 187.0 299.0325927734375 154.0 300.089111328125 161.0 300.7770080566406 131.0 300.9586486816406 135.0 301.070068359375 12420.0 301.1706848144531 91.0 304.3075256347656 263.0 343.0812072753906 156.0 609.1851196289062 1377.0 921.662841796875 59.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846883 PEPMASS=655.180176 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_BA8_01_3071.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384722-01!5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(C=C1)C2CC(=O)C3=C(O)C=C(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)C=C3O2 INCHI=InChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17?,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 INCHIAUX=QUQPHWDTPGMPEX-LLHRBZKSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846883 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846883 SCANS=208 107.01456451416016 280.0 111.37122344970703 185.0 125.02519226074219 323.0 147.84756469726562 234.0 151.00070190429688 505.0 164.00975036621094 261.0 233.1021270751953 282.0 240.05958557128906 230.0 242.04989624023438 993.0 259.0577087402344 399.0 286.04754638671875 952.0 301.0704040527344 21255.0 303.997314453125 117.0 304.2807922363281 211.0 310.0556335449219 260.0 325.06781005859375 142.0 607.88720703125 215.0 609.0169677734375 128.0 609.1793823242188 4468.0 609.3248291015625 162.0 610.189208984375 336.0 893.9157104492188 217.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846889 PEPMASS=1033.509888 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_BA8_01_3071.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384723-01!3-[15,21-bis(2-amino-2-oxoethyl)-3-(1-hydroxyethyl)-6,12-bis(hydroxymethyl)-18-[(4-hydroxyphenyl)methyl]-25-(10-methylundecyl)-2,5,8,11,14,17,20,23-octaoxo-1,4,7,10,13,16,19,22-octazacyclopentacos-9-yl]propanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CCCCCCCCCC1CC(=O)NC(CC(N)=O)C(=O)NC(CC2=CC=C(O)C=C2)C(=O)NC(CC(N)=O)C(=O)NC(CO)C(=O)NC(CCC(O)=O)C(=O)NC(CO)C(=O)NC(C(C)O)C(=O)N1 INCHI=InChI=1S/C47H74N10O16/c1-25(2)11-9-7-5-4-6-8-10-12-28-20-38(64)51-32(21-36(48)62)43(69)53-31(19-27-13-15-29(61)16-14-27)42(68)54-33(22-37(49)63)44(70)56-34(23-58)45(71)52-30(17-18-39(65)66)41(67)55-35(24-59)46(72)57-40(26(3)60)47(73)50-28/h13-16,25-26,28,30-35,40,58-61H,4-12,17-24H2,1-3H3,(H2,48,62)(H2,49,63)(H,50,73)(H,51,64)(H,52,71)(H,53,69)(H,54,68)(H,55,67)(H,56,70)(H,57,72)(H,65,66) INCHIAUX=GVLISDGZEVBRHD-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846889 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FILENAME=48d5ba679f764b79bcb17a9390a47940/E12_RE12_01_3182.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385380-01!3-[3,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2C(CO)OC(OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC(O)=C(O)C=C5)C(O)C2O)C(O)C(O)C1O INCHI=InChI=1S/C27H30O17/c28-6-14-17(34)19(36)21(38)26(41-14)43-24-15(7-29)42-27(22(39)20(24)37)44-25-18(35)16-12(33)4-9(30)5-13(16)40-23(25)8-1-2-10(31)11(32)3-8/h1-5,14-15,17,19-22,24,26-34,36-39H,6-7H2 INCHIAUX=UTECWQIXBMWRRR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846895 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846895 SCANS=174 88.25479888916016 189.0 111.44221496582031 131.0 124.33968353271484 264.0 146.21771240234375 241.0 148.9900360107422 286.0 151.001708984375 183.0 159.54347229003906 79.0 164.2950439453125 201.0 168.3319091796875 101.0 175.0428009033203 321.0 177.5433807373047 716.0 178.99832153320312 932.0 203.03155517578125 269.0 216.05563354492188 162.0 217.04824829101562 197.0 228.0432891845703 240.0 243.02801513671875 337.0 254.02232360839844 162.0 254.0431365966797 233.0 255.03152465820312 1176.0 268.03924560546875 370.0 271.0275573730469 4016.0 272.037353515625 196.0 273.0467529296875 313.0 292.72369384765625 127.0 299.0257873535156 732.0 299.5371398925781 145.0 299.7294616699219 129.0 300.0274353027344 27163.0 300.1327209472656 75.0 301.0363464355469 4807.0 301.11334228515625 77.0 302.9126892089844 59.0 303.0025634765625 109.0 332.6479797363281 479.0 332.7026062011719 222.0 343.0343322753906 215.0 346.5471496582031 150.0 351.06658935546875 137.0 357.06890869140625 174.0 445.0783386230469 145.0 505.0856628417969 173.0 607.12109375 257.0 621.0581665039062 52.0 623.8284912109375 74.0 624.184326171875 65.0 624.2767333984375 123.0 624.81005859375 100.0 624.979736328125 186.0 625.1423950195312 20507.0 626.1644897460938 171.0 626.4916381835938 225.0 642.3978271484375 256.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846899 PEPMASS=755.178711 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E12_RE12_01_3182.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381212-01![6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OCC2OC(OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC(O)=C(O)C=C5)C(O)C(O)C2OC(=O)\C=C\C6=CC=C(O)C=C6)C(O)C(O)C1O INCHI=InChI=1S/C36H36O18/c1-14-26(43)28(45)30(47)35(50-14)49-13-23-33(53-24(42)9-4-15-2-6-17(37)7-3-15)29(46)31(48)36(52-23)54-34-27(44)25-21(41)11-18(38)12-22(25)51-32(34)16-5-8-19(39)20(40)10-16/h2-12,14,23,26,28-31,33,35-41,43,45-48H,13H2,1H3/b9-4+ INCHIAUX=HLWFQXZBFQLASS-RUDMXATFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846899 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846899 SCANS=237 81.63240051269531 288.0 99.56883239746094 338.0 100.06658935546875 171.0 109.03463745117188 177.0 111.65058898925781 153.0 111.71258544921875 177.0 142.16171264648438 123.0 145.03126525878906 196.0 147.0373077392578 201.0 149.02114868164062 233.0 151.00155639648438 1880.0 161.04917907714844 217.0 174.03099060058594 260.0 178.99827575683594 2415.0 179.11451721191406 80.0 188.04342651367188 203.0 191.02938842773438 163.0 199.03761291503906 205.0 205.0505828857422 192.0 209.00872802734375 408.0 216.0460205078125 569.0 226.02200317382812 320.0 227.04026794433594 653.0 243.03236389160156 1641.0 244.03872680664062 225.0 249.99099731445312 244.0 254.0158233642578 702.0 255.03192138671875 3047.0 271.0245361328125 6668.0 272.0248718261719 979.0 277.0711364746094 206.0 282.6140441894531 236.0 299.02325439453125 1544.0 299.44696044921875 184.0 299.5068054199219 61.0 299.8820495605469 94.0 300.0284423828125 32815.0 300.870361328125 141.0 301.0345153808594 4267.0 301.1227722167969 52.0 303.0576171875 308.0 303.9469299316406 96.0 304.31512451171875 132.0 312.48272705078125 54.0 317.716796875 117.0 359.12811279296875 169.0 383.1127624511719 189.0 401.041748046875 227.0 429.0849304199219 188.0 505.0796203613281 53.0 591.1470947265625 172.0 592.1363525390625 224.0 609.1467895507812 17742.0 609.2402954101562 154.0 609.3123779296875 86.0 610.1488647460938 638.0 613.6885986328125 245.0 754.810302734375 52.0 754.9285888671875 83.0 755.1820068359375 17222.0 756.1922607421875 2851.0 760.297607421875 82.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846901 PEPMASS=779.215515 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E12_RE12_01_3182.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381213-01![(2R,3S,4S,5R,6R)-3,4-dihydroxy-6-[(2S,3S,4S,5R)-3-hydroxy-2,5-bis(hydroxymethyl)-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxolan-2-yl]oxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](COC(=O)\C=C\C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2OC(=O)\C=C\C4=CC=C(O)C=C4)[C@@H](O)[C@@H]1OC(=O)\C=C\C5=CC=C(O)C=C5 INCHI=InChI=1S/C39H40O17/c40-19-28-35(53-31(46)17-8-23-3-12-26(43)13-4-23)37(50)39(21-41,55-28)56-38-36(54-32(47)18-9-24-5-14-27(44)15-6-24)34(49)33(48)29(52-38)20-51-30(45)16-7-22-1-10-25(42)11-2-22/h1-18,28-29,33-38,40-44,48-50H,19-21H2/b16-7+,17-8+,18-9+/t28-,29-,33-,34+,35-,36-,37+,38-,39+/m1/s1 INCHIAUX=SMVZSPTUXANNGQ-OHRRTPEXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846901 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846901 SCANS=279 75.5794677734375 311.0 77.17276000976562 267.0 89.04203033447266 59.0 94.01223754882812 415.0 99.00870513916016 213.0 113.0228271484375 214.0 116.13140869140625 224.0 117.03450775146484 1701.0 119.04928588867188 2326.0 120.8882827758789 125.0 121.02777099609375 222.0 121.10572052001953 175.0 127.00386047363281 127.0 134.9899139404297 419.0 139.04364013671875 290.0 142.4987335205078 130.0 143.7759552001953 301.0 145.02874755859375 36625.0 145.80880737304688 111.0 146.03257751464844 823.0 151.49583435058594 76.0 156.0560760498047 297.0 157.06187438964844 242.0 159.04476928710938 235.0 161.06044006347656 724.0 162.0403289794922 503.0 163.03929138183594 9869.0 164.04066467285156 236.0 172.86573791503906 188.0 187.04029846191406 1172.0 195.02992248535156 263.0 203.07485961914062 658.0 205.04624938964844 651.0 212.26292419433594 107.0 217.0426788330078 549.0 219.0723114013672 182.0 229.0410919189453 109.0 235.05307006835938 95.0 245.04330444335938 184.0 247.06338500976562 414.0 255.05943298339844 304.0 263.099609375 303.0 265.07257080078125 808.0 271.06951904296875 212.0 280.6207275390625 89.0 288.8470764160156 170.0 289.0683288574219 443.0 291.8229675292969 190.0 294.133056640625 68.0 304.51446533203125 160.0 307.0809020996094 2723.0 323.0985412597656 280.0 325.1167907714844 310.0 386.2846984863281 111.0 412.409912109375 225.0 451.1300048828125 2355.0 452.13165283203125 212.0 453.11102294921875 542.0 466.9954833984375 145.0 468.775634765625 234.0 469.1385498046875 7378.0 470.1385498046875 115.0 471.1045227050781 510.0 471.16339111328125 162.0 472.1398620605469 234.0 487.14306640625 358.0 614.7955322265625 129.0 615.1718139648438 5475.0 633.178466796875 5233.0 634.1702270507812 153.0 779.1121826171875 97.0 779.2233276367188 4179.0 780.2130126953125 986.0 784.8423461914062 65.0 1255.6483154296875 249.0 1673.4373779296875 207.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846903 PEPMASS=825.221008 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E12_RE12_01_3182.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381213-01![(2R,3S,4S,5R,6R)-3,4-dihydroxy-6-[(2S,3S,4S,5R)-3-hydroxy-2,5-bis(hydroxymethyl)-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxolan-2-yl]oxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](COC(=O)\C=C\C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2OC(=O)\C=C\C4=CC=C(O)C=C4)[C@@H](O)[C@@H]1OC(=O)\C=C\C5=CC=C(O)C=C5 INCHI=InChI=1S/C39H40O17/c40-19-28-35(53-31(46)17-8-23-3-12-26(43)13-4-23)37(50)39(21-41,55-28)56-38-36(54-32(47)18-9-24-5-14-27(44)15-6-24)34(49)33(48)29(52-38)20-51-30(45)16-7-22-1-10-25(42)11-2-22/h1-18,28-29,33-38,40-44,48-50H,19-21H2/b16-7+,17-8+,18-9+/t28-,29-,33-,34+,35-,36-,37+,38-,39+/m1/s1 INCHIAUX=SMVZSPTUXANNGQ-OHRRTPEXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846903 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846903 SCANS=280 99.43738555908203 198.0 99.48849487304688 206.0 117.03521728515625 2689.0 119.04981994628906 1938.0 125.67913818359375 101.0 127.09659576416016 134.0 132.71986389160156 63.0 144.45643615722656 229.0 145.02835083007812 17110.0 145.10269165039062 55.0 145.29425048828125 134.0 147.47872924804688 159.0 161.06533813476562 262.0 163.04042053222656 3776.0 165.0565643310547 297.0 185.06015014648438 132.0 187.04254150390625 566.0 189.04624938964844 169.0 205.0513458251953 549.0 215.08140563964844 168.0 227.06983947753906 306.0 234.89259338378906 201.0 235.06451416015625 189.0 241.01490783691406 111.0 265.07196044921875 431.0 289.07769775390625 350.0 307.08868408203125 867.0 316.01275634765625 151.0 317.3702697753906 157.0 325.3492126464844 135.0 363.52239990234375 170.0 375.5535888671875 123.0 451.1190490722656 329.0 451.1512145996094 566.0 453.11932373046875 216.0 469.1370849609375 3266.0 470.1536865234375 306.0 471.13873291015625 546.0 487.1694030761719 181.0 615.1077880859375 76.0 615.1668090820312 2052.0 616.1626586914062 178.0 633.1829833984375 3123.0 633.2872314453125 186.0 634.2086181640625 352.0 735.0038452148438 236.0 777.034423828125 54.0 778.703369140625 59.0 778.8234252929688 122.0 779.2236328125 5867.0 780.2144775390625 561.0 780.2755737304688 340.0 781.2284545898438 95.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846904 PEPMASS=327.181091 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_RA12_01_3158.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180698-03!(2S)-2-[(1S)-1-carboxyundecyl]-5-oxooxolane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCC[C@H](C(O)=O)[C@@]1(CCC(=O)O1)C(O)=O INCHI=InChI=1S/C17H28O6/c1-2-3-4-5-6-7-8-9-10-13(15(19)20)17(16(21)22)12-11-14(18)23-17/h13H,2-12H2,1H3,(H,19,20)(H,21,22)/t13-,17+/m1/s1 INCHIAUX=TUXHHVJPGQUPCF-DYVFJYSZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846904 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846904 SCANS=386 107.68448638916016 163.0 239.20130920410156 1334.0 255.19644165039062 122.0 265.1828918457031 509.0 283.1893310546875 1248.0 327.17919921875 803.0 1254.633056640625 473.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846907 PEPMASS=367.102722 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_RA12_01_3158.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381222-01!1,3,5-trihydroxy-4-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxycyclohexane-1-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(C=C1)\C=C\C(=O)OC2C(O)CC(O)(CC2O)C(O)=O INCHI=InChI=1S/C17H20O9/c1-25-13-4-2-9(6-10(13)18)3-5-14(21)26-15-11(19)7-17(24,16(22)23)8-12(15)20/h2-6,11-12,15,18-20,24H,7-8H2,1H3,(H,22,23)/b5-3+ INCHIAUX=HPBJJSKSRVQRQK-HWKANZROSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846907 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846907 SCANS=188 93.03498077392578 228.0 127.03863525390625 218.0 133.11685180664062 190.0 134.0350341796875 498.0 137.0179443359375 366.0 149.0622100830078 247.0 173.04710388183594 3856.0 193.05247497558594 680.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846908 PEPMASS=587.15564 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_BA4_01_3067.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384725-01![(2S,3R,4S,5R,6R)-3,5-dihydroxy-2-(6-methoxy-2-oxochromen-7-yl)oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-4-yl] acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O[C@@H]2O[C@H](CO[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@@H](O)[C@H](OC(C)=O)[C@H]2O)C=C4OC(=O)C=CC4=C1 INCHI=InChI=1S/C24H30O14/c1-9-17(27)19(29)20(30)23(34-9)33-8-15-18(28)22(35-10(2)25)21(31)24(38-15)37-14-7-12-11(6-13(14)32-3)4-5-16(26)36-12/h4-7,9,15,17-24,27-31H,8H2,1-3H3/t9-,15+,17-,18+,19+,20+,21+,22-,23+,24+/m0/s1 INCHIAUX=OCZMYDFOSNDPTJ-NOPQWDQOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846908 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846908 SCANS=188 93.35388946533203 131.0 144.21923828125 286.0 148.01756286621094 429.0 163.0681915283203 280.0 175.7994384765625 110.0 176.01124572753906 5887.0 179.35565185546875 115.0 190.17068481445312 103.0 191.0341339111328 13702.0 201.01632690429688 196.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846911 PEPMASS=627.222595 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_BA4_01_3067.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180706-02!(2R,3R,4S,5S,6R)-2-[[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-5,7-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O)C2C(CO)C(CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)CC4=C2C(OC)=C(O)C(OC)=C4 INCHI=InChI=1S/C28H38O13/c1-36-16-7-13(8-17(37-2)22(16)31)20-15(9-29)14(5-12-6-18(38-3)24(33)27(39-4)21(12)20)11-40-28-26(35)25(34)23(32)19(10-30)41-28/h6-8,14-15,19-20,23,25-26,28-35H,5,9-11H2,1-4H3/t14?,15?,19-,20?,23-,25+,26-,28-/m1/s1 INCHIAUX=PACBNJFGEWTGCE-OVYNBQGTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846911 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846911 SCANS=195 115.03860473632812 317.0 119.03337097167969 754.0 138.0254669189453 556.0 149.04385375976562 322.0 152.6618194580078 240.0 152.9046173095703 177.0 153.05397033691406 551.0 187.0395965576172 140.0 193.0669403076172 242.0 194.81234741210938 180.0 203.0677490234375 200.0 206.06248474121094 168.0 233.0820770263672 458.0 277.0586242675781 200.0 306.0478515625 256.0 306.1261291503906 81.0 328.0901794433594 288.0 341.0956115722656 140.0 355.1252746582031 206.0 357.0916748046875 149.0 358.104736328125 197.0 359.11199951171875 827.0 371.1162109375 422.0 373.12579345703125 248.0 386.1249694824219 332.0 401.1263732910156 349.0 402.12255859375 259.0 404.1527099609375 875.0 405.1795959472656 179.0 419.16943359375 2350.0 535.2083129882812 209.0 551.1774291992188 311.0 566.1937255859375 443.0 581.220703125 8620.0 581.343505859375 164.0 585.20458984375 252.0 717.1492919921875 68.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846913 PEPMASS=771.263916 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_BA4_01_3067.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384714-01!(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[4-[3-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O)C2OCC3C2COC3C4=CC(OC)=C(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)C(OC)=C4 INCHI=InChI=1S/C34H46O17/c1-13-23(36)26(39)28(41)33(48-13)51-32-27(40)25(38)22(10-35)49-34(32)50-31-20(44-4)8-15(9-21(31)45-5)30-17-12-46-29(16(17)11-47-30)14-6-18(42-2)24(37)19(7-14)43-3/h6-9,13,16-17,22-23,25-30,32-41H,10-12H2,1-5H3/t13-,16?,17?,22+,23-,25+,26+,27-,28+,29?,30?,32+,33-,34-/m0/s1 INCHIAUX=IZSBMDHDBLUZOI-ITDRTIBASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846913 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846913 SCANS=221 113.0196762084961 331.0 115.03874969482422 280.0 125.0245590209961 402.0 137.02426147460938 1037.0 139.04400634765625 232.0 145.0607452392578 387.0 147.10267639160156 120.0 151.0110321044922 847.0 152.04409790039062 324.0 153.01832580566406 241.0 153.41551208496094 182.0 158.03421020507812 203.0 164.4094696044922 189.0 165.8781280517578 101.0 166.02537536621094 3986.0 166.1346435546875 101.0 166.61990356445312 109.0 167.0341033935547 500.0 168.9866180419922 188.0 177.01699829101562 313.0 179.03285217285156 304.0 181.048828125 12846.0 184.0452423095703 233.0 189.10940551757812 276.0 191.02613830566406 100.0 191.07992553710938 174.0 192.04869079589844 317.0 192.4806365966797 84.0 197.28305053710938 101.0 202.0579376220703 299.0 205.06463623046875 950.0 206.0528564453125 363.0 209.0400848388672 429.0 210.05516052246094 167.0 221.07806396484375 843.0 224.0670928955078 251.0 225.078369140625 226.0 295.06005859375 258.0 306.9999084472656 133.0 307.1023254394531 205.0 339.09063720703125 280.0 341.1005554199219 181.0 356.12738037109375 271.0 356.2121887207031 70.0 357.09088134765625 274.0 368.3105163574219 109.0 369.09027099609375 169.0 369.7570495605469 78.0 371.1672058105469 112.0 380.8852844238281 59.0 384.1118469238281 142.0 386.23028564453125 151.0 387.11163330078125 2667.0 387.1423034667969 2486.0 388.7448425292969 52.0 398.13037109375 176.0 399.1434020996094 279.0 400.1488037109375 214.0 402.13189697265625 2278.0 403.1422424316406 162.0 415.7212829589844 153.0 416.1063537597656 291.0 416.8512268066406 71.0 417.1541442871094 17242.0 418.1544189453125 1041.0 420.9192199707031 205.0 559.0218505859375 201.0 561.1797485351562 171.0 680.2017822265625 195.0 695.2569580078125 881.0 696.2399291992188 223.0 707.2500610351562 1663.0 708.27587890625 455.0 725.2691040039062 6615.0 725.4180297851562 77.0 726.268798828125 1311.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846915 PEPMASS=557.10376 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_BA9_01_3251.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381322-01!3',4,5',6,8'-pentahydroxy-2',8'-bis(4-hydroxyphenyl)spiro[1-benzofuran-2,9'-3,4-dihydro-2H-furo[2,3-h]chromene]-3-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1CC2=C(O)C=C3OC(O)(C4=CC=C(O)C=C4)C5(OC6=C(C5=O)C(O)=CC(O)=C6)C3=C2OC1C7=CC=C(O)C=C7 INCHI=InChI=1S/C30H22O11/c31-15-5-1-13(2-6-15)26-21(36)11-18-19(34)12-23-25(27(18)39-26)29(30(38,41-23)14-3-7-16(32)8-4-14)28(37)24-20(35)9-17(33)10-22(24)40-29/h1-10,12,21,26,31-36,38H,11H2 INCHIAUX=PAUVEHXCLNBAPG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846915 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846915 SCANS=248 79.54463958740234 242.0 81.15884399414062 175.0 100.74279022216797 134.0 107.01509094238281 233.0 121.03841400146484 209.0 123.04186248779297 259.0 143.99624633789062 331.0 149.40716552734375 254.0 151.00225830078125 3950.0 153.01443481445312 211.0 161.0207061767578 260.0 165.01243591308594 157.0 169.01951599121094 198.0 226.59449768066406 192.0 227.0318603515625 455.0 240.04075622558594 179.0 253.0474395751953 207.0 255.02972412109375 925.0 257.0408020019531 472.0 259.37554931640625 117.0 279.0661315917969 137.0 281.04949951171875 235.0 282.05908203125 138.0 283.0260009765625 402.0 284.0308837890625 348.0 299.0575256347656 418.0 318.05047607421875 280.0 319.0580749511719 225.0 333.03369140625 140.0 341.0523681640625 142.0 346.05792236328125 303.0 363.0819091796875 206.0 377.06036376953125 252.0 388.0557861328125 146.0 390.8863830566406 69.0 403.1300354003906 170.0 404.0950927734375 274.0 405.0533142089844 383.0 405.10516357421875 2250.0 411.0859375 211.0 430.4637145996094 118.0 432.05279541015625 194.0 437.089599609375 221.0 475.8861083984375 155.0 495.1229553222656 108.0 511.12689208984375 181.0 538.1978149414062 159.0 539.1040649414062 1244.0 539.5635375976562 57.0 557.1058959960938 1831.0 605.2720336914062 115.0 1107.4837646484375 530.0 1507.996337890625 206.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846917 PEPMASS=603.109436 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_BA9_01_3251.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381322-01!3',4,5',6,8'-pentahydroxy-2',8'-bis(4-hydroxyphenyl)spiro[1-benzofuran-2,9'-3,4-dihydro-2H-furo[2,3-h]chromene]-3-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1CC2=C(O)C=C3OC(O)(C4=CC=C(O)C=C4)C5(OC6=C(C5=O)C(O)=CC(O)=C6)C3=C2OC1C7=CC=C(O)C=C7 INCHI=InChI=1S/C30H22O11/c31-15-5-1-13(2-6-15)26-21(36)11-18-19(34)12-23-25(27(18)39-26)29(30(38,41-23)14-3-7-16(32)8-4-14)28(37)24-20(35)9-17(33)10-22(24)40-29/h1-10,12,21,26,31-36,38H,11H2 INCHIAUX=PAUVEHXCLNBAPG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846917 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846917 SCANS=239 125.02625274658203 780.0 137.02542114257812 280.0 149.02655029296875 216.0 163.00021362304688 156.0 177.02903747558594 341.0 179.03224182128906 217.0 205.01223754882812 313.0 215.0311737060547 360.0 257.06353759765625 167.0 273.0727233886719 326.0 310.621337890625 110.0 311.0570068359375 2983.0 323.0785827636719 208.0 325.91314697265625 232.0 332.2710876464844 65.0 437.0916442871094 4785.0 440.8309326171875 116.0 459.084716796875 252.0 557.1091918945312 303.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846919 PEPMASS=683.343567 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_BA9_01_3251.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381318-01![3-methyl-1-[3-methyl-1-[3-methyl-1-oxo-1-(2,3,4,5,6-pentahydroxyhexoxy)pentan-2-yl]oxy-1-oxopentan-2-yl]oxy-1-oxopentan-2-yl] 2-hydroxy-3-methylpentanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(O)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OCC(O)C(O)C(O)C(O)CO INCHI=InChI=1S/C30H54O14/c1-9-15(5)21(34)27(37)42-25(17(7)11-3)29(39)44-26(18(8)12-4)30(40)43-24(16(6)10-2)28(38)41-14-20(33)23(36)22(35)19(32)13-31/h15-26,31-36H,9-14H2,1-8H3 INCHIAUX=XHFZCGJKWBSHAG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846919 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846919 SCANS=403 74.3758544921875 102.0 85.4111557006836 114.0 90.11534118652344 101.0 90.8354721069336 81.0 97.46900177001953 163.0 99.20157623291016 163.0 99.89323425292969 91.0 101.02440643310547 238.0 102.11132049560547 161.0 102.295166015625 279.0 120.29396057128906 120.0 122.17450714111328 312.0 122.3726806640625 91.0 123.04149627685547 181.0 123.613037109375 80.0 124.21208190917969 221.0 130.64337158203125 139.0 130.82395935058594 94.0 131.07118225097656 78801.0 131.12918090820312 157.0 131.1636505126953 57.0 131.2276153564453 74.0 131.4388885498047 253.0 131.478759765625 471.0 132.0692596435547 335.0 132.7285919189453 82.0 133.35801696777344 103.0 133.9795379638672 68.0 134.2628631591797 113.0 134.4841766357422 80.0 134.71165466308594 72.0 137.9330291748047 138.0 144.88427734375 204.0 152.3454132080078 194.0 157.71322631835938 148.0 163.0642547607422 453.0 177.3739013671875 122.0 181.0299530029297 259.0 181.07162475585938 18764.0 181.16192626953125 107.0 233.1177215576172 197.0 244.3004150390625 90.0 244.52685546875 102.0 244.92491149902344 126.0 244.99038696289062 189.0 245.1404571533203 46793.0 245.46389770507812 213.0 246.14434814453125 724.0 247.82452392578125 87.0 247.909423828125 140.0 261.3512878417969 84.0 263.4103088378906 127.0 294.94744873046875 95.0 357.0534973144531 110.0 357.2149963378906 110.0 358.0616149902344 52.0 358.736572265625 73.0 359.20855712890625 22757.0 360.21392822265625 488.0 360.5854187011719 120.0 361.6001892089844 147.0 473.27777099609375 7162.0 474.28167724609375 84.0 616.2554321289062 239.0 1817.4757080078125 74.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846921 PEPMASS=703.159424 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A9_BA9_01_3251.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381321-01!3',4,5',6-tetrahydroxy-2',8'-bis(4-hydroxyphenyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]spiro[1-benzofuran-2,9'-2,3,4,8-tetrahydrofuro[2,3-h]chromene]-3-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2=C(O)C3=C(OC4(C(OC5=CC(O)=C6CC(O)C(OC6=C45)C7=CC=C(O)C=C7)C8=CC=C(O)C=C8)C3=O)C=C2O INCHI=InChI=1S/C36H32O15/c37-12-23-27(43)29(45)30(46)33(48-23)24-19(41)11-21-25(28(24)44)34(47)36(51-21)26-22(49-35(36)14-3-7-16(39)8-4-14)10-18(40)17-9-20(42)31(50-32(17)26)13-1-5-15(38)6-2-13/h1-8,10-11,20,23,27,29-31,33,35,37-46H,9,12H2 INCHIAUX=MYIUHDZRMLFLNJ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846921 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846921 SCANS=190 104.70912170410156 109.0 105.0379867553711 171.0 109.03018188476562 123.0 125.02269744873047 304.0 151.00144958496094 165.0 161.02589416503906 250.0 163.00672912597656 154.0 164.01171875 259.0 165.01722717285156 136.0 179.028076171875 242.0 181.0145721435547 412.0 185.07034301757812 178.0 193.01429748535156 1236.0 199.03402709960938 186.0 203.03172302246094 139.0 223.02764892578125 518.0 239.0418701171875 150.0 240.03961181640625 122.0 241.04483032226562 171.0 249.20849609375 144.0 253.0504913330078 772.0 255.05609130859375 205.0 261.0481262207031 262.0 267.061279296875 306.0 269.07568359375 156.0 269.9789123535156 62.0 273.0486755371094 164.0 277.0710754394531 215.0 279.0660400390625 440.0 281.04541015625 271.0 282.05517578125 247.0 283.0528259277344 135.0 293.04473876953125 369.0 293.08245849609375 181.0 295.05810546875 364.0 297.0794982910156 174.0 306.0531311035156 426.0 308.0263977050781 488.0 309.0414733886719 176.0 311.0462951660156 374.0 311.9141845703125 162.0 316.0728454589844 346.0 318.0871276855469 162.0 321.0793762207031 457.0 321.1553649902344 202.0 322.0447692871094 244.0 323.0550231933594 597.0 330.0420227050781 182.0 335.0487060546875 154.0 340.07464599609375 90.0 346.04266357421875 146.0 348.0594787597656 192.0 349.0609436035156 243.0 350.0454406738281 193.0 352.0751953125 142.0 361.0688171386719 130.0 362.097412109375 125.0 363.1147155761719 117.0 365.05596923828125 152.0 365.2099304199219 59.0 384.04486083984375 198.0 385.0701904296875 247.0 386.0780334472656 448.0 389.10186767578125 947.0 405.102783203125 220.0 431.1107482910156 2501.0 443.076416015625 169.0 447.08172607421875 121.0 457.0911865234375 813.0 461.0862121582031 173.0 477.0772399902344 272.0 489.06134033203125 206.0 489.09063720703125 201.0 493.1317138671875 179.0 494.3432312011719 257.0 495.1526184082031 209.0 495.9960021972656 60.0 496.791259765625 68.0 497.12225341796875 351.0 511.136474609375 304.0 519.0078735351562 223.0 519.0922241210938 548.0 521.1160278320312 215.0 527.1376953125 151.0 539.1397705078125 367.0 541.1082153320312 334.0 551.1238403320312 143.0 566.110595703125 151.0 583.123291015625 5497.0 584.1202392578125 597.0 591.1093139648438 188.0 593.0430908203125 135.0 613.1394653320312 2872.0 625.131591796875 204.0 685.1693725585938 291.0 702.1838989257812 142.0 703.0777587890625 250.0 703.1691284179688 3307.0 704.1761474609375 143.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846923 PEPMASS=531.11377 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G3_GG3_01_3137.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380792-01![(5aS,6S)-2-methyl-1,3,4-trioxo-5a,6-dihydrooxepino[1,2]pyrrolo[4,5-c]pyrazin-6-yl] 3-(5-formyl-2-hydroxyphenoxy)-4-methoxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1OC2=C(O)C=CC(C=O)=C2)C(=O)O[C@H]3C=COC=C4C=C5N([C@H]34)C(=O)C(=O)N(C)C5=O INCHI=InChI=1S/C27H20N2O10/c1-28-24(32)17-10-16-13-37-8-7-20(23(16)29(17)26(34)25(28)33)39-27(35)15-4-6-19(36-2)22(11-15)38-21-9-14(12-30)3-5-18(21)31/h3-13,20,23,31H,1-2H3/t20-,23-/m0/s1 INCHIAUX=APGIPIWYVRPJKL-REWPJTCUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846923 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846923 SCANS=353 73.88314819335938 96.0 136.01531982421875 969.0 137.0238800048828 6895.0 141.0321807861328 158.0 157.0365753173828 99.0 211.0418701171875 869.0 229.05010986328125 197.0 233.0543975830078 148.0 243.06019592285156 390.0 255.03189086914062 672.0 259.0255126953125 298.0 261.05181884765625 203.0 287.0559387207031 7289.0 291.291748046875 168.0 305.0675964355469 289.0 386.0775146484375 221.0 387.07659912109375 199.0 644.7608032226562 185.0 1540.48291015625 176.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846924 PEPMASS=447.09317 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_RA2_01_3148.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385820-01!5,7-dihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(O)C=C(C=C2)C3=CC(=O)C4=C(O)C=C(O)C=C4O3)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)31-13-2-1-8(3-10(13)24)14-6-12(26)17-11(25)4-9(23)5-15(17)30-14/h1-6,16,18-25,27-29H,7H2/t16-,18-,19+,20-,21-/m1/s1 INCHIAUX=UHNXUSWGOJMEFO-QNDFHXLGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846924 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846924 SCANS=228 141.47584533691406 203.0 284.0115966796875 268.0 285.04266357421875 5219.0 327.052978515625 194.0 447.10015869140625 1519.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846927 PEPMASS=549.08844 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_RA2_01_3148.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385836-01!3-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@H](O)[C@@H](O)[C@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C4=CC(O)=C(O)C=C4)O[C@@H]1COC(=O)CC(O)=O INCHI=InChI=1S/C24H22O15/c25-9-4-12(28)17-13(5-9)37-22(8-1-2-10(26)11(27)3-8)23(19(17)33)39-24-21(35)20(34)18(32)14(38-24)7-36-16(31)6-15(29)30/h1-5,14,18,20-21,24-28,32,34-35H,6-7H2,(H,29,30)/t14-,18-,20+,21-,24+/m1/s1 INCHIAUX=NBQPHANHNTWDML-UJKBSQBPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846927 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846927 SCANS=203 109.86396026611328 122.0 129.07464599609375 160.0 142.22244262695312 274.0 152.41311645507812 105.0 153.38681030273438 142.0 164.5443572998047 175.0 178.99774169921875 481.0 227.03482055664062 230.0 243.02969360351562 364.0 245.0452423095703 354.0 255.02874755859375 1376.0 271.0238342285156 828.0 273.0398254394531 178.0 283.0284729003906 123.0 300.0273742675781 13633.0 301.0318298339844 3427.0 313.0396728515625 233.0 355.04473876953125 202.0 363.4670104980469 89.0 463.071533203125 145.0 487.12066650390625 112.0 503.8208312988281 177.0 504.9622497558594 77.0 505.1000671386719 6527.0 506.3265380859375 73.0 508.1341857910156 190.0 509.0120849609375 59.0 1907.7158203125 90.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846929 PEPMASS=411.236938 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_RE9_01_3179.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169259-02![1-(3,5-dihydroxyphenyl)-12-hydroxytridecan-2-yl] acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)CCCCCCCCCC(CC1=CC(O)=CC(O)=C1)OC(C)=O INCHI=InChI=1S/C21H34O5/c1-16(22)10-8-6-4-3-5-7-9-11-21(26-17(2)23)14-18-12-19(24)15-20(25)13-18/h12-13,15-16,21-22,24-25H,3-11,14H2,1-2H3 INCHIAUX=XPDBYTRMUWQPTF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846929 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846929 SCANS=382 123.04496765136719 287.0 148.0509033203125 291.0 165.05458068847656 295.0 185.18199157714844 115.0 195.05880737304688 328.0 218.05909729003906 169.0 277.2203674316406 245.0 302.7804260253906 259.0 305.2135314941406 4052.0 323.2330017089844 470.0 332.19451904296875 132.0 349.20367431640625 251.0 350.211669921875 670.0 353.01123046875 208.0 363.1607971191406 73.0 365.23541259765625 7932.0 366.2443542480469 141.0 366.6297302246094 106.0 1173.9229736328125 126.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846930 PEPMASS=607.346191 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_RE9_01_3179.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385384-01![(6R)-6-hydroxy-2-methyl-5-oxo-6-[(2S,3S,9R,13R,14S,16R)-2,3,16-trihydroxy-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]heptan-2-yl] acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)OC(C)(C)CCC(=O)[C@](C)(O)C1[C@H](O)C[C@@]2(C)C3CC=C4C(C[C@H](O)[C@@H](O)C4(C)C)[C@]3(C)C(=O)C[C@]12C INCHI=InChI=1S/C32H50O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,19-22,25-26,34-35,38-39H,11-16H2,1-9H3/t19?,20-,21+,22?,25?,26+,29-,30+,31-,32-/m0/s1 INCHIAUX=LKYNAQSYQLFTCM-KGCOOEROSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846930 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846930 SCANS=335 107.04843139648438 199.0 173.11537170410156 292.0 303.19549560546875 223.0 304.1925354003906 99.0 343.2304382324219 494.0 359.2308044433594 359.0 369.2174987792969 179.0 385.2317199707031 166.0 387.2579650878906 393.0 414.2548828125 364.0 414.4012451171875 47.0 441.3138122558594 209.0 459.30810546875 127.0 483.31085205078125 2463.0 501.325927734375 1498.0 501.446533203125 223.0 510.786865234375 184.0 543.3358764648438 232.0 561.351806640625 1405.0 561.4214477539062 135.0 562.349609375 85.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846933 PEPMASS=651.226379 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_RE9_01_3179.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180412-02![5-hydroxy-6-[2-(4-hydroxy-3-methoxyphenyl)ethoxy]-2-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(CCOC2OC(CO)C(OC(=O)\C=C\C3=CC(OC)=C(O)C=C3)C(OC4OC(C)C(O)C(O)C4O)C2O)=C1 INCHI=InChI=1S/C31H40O15/c1-15-24(36)25(37)26(38)31(43-15)46-29-27(39)30(42-11-10-17-5-8-19(34)21(13-17)41-3)44-22(14-32)28(29)45-23(35)9-6-16-4-7-18(33)20(12-16)40-2/h4-9,12-13,15,22,24-34,36-39H,10-11,14H2,1-3H3/b9-6+ INCHIAUX=RLGRBYHBNWLGER-RMKNXTFCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846933 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846933 SCANS=236 113.02141571044922 281.0 132.0164337158203 351.0 134.03880310058594 668.0 143.0362091064453 408.0 160.01119995117188 431.0 174.5806121826172 130.0 174.82199096679688 96.0 175.03958129882812 6537.0 193.0443878173828 201.0 475.18585205078125 516.0 587.2334594726562 196.0 651.2369384765625 1836.0 652.2392578125 218.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846935 PEPMASS=697.231934 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_RE9_01_3179.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180412-02![5-hydroxy-6-[2-(4-hydroxy-3-methoxyphenyl)ethoxy]-2-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(CCOC2OC(CO)C(OC(=O)\C=C\C3=CC(OC)=C(O)C=C3)C(OC4OC(C)C(O)C(O)C4O)C2O)=C1 INCHI=InChI=1S/C31H40O15/c1-15-24(36)25(37)26(38)31(43-15)46-29-27(39)30(42-11-10-17-5-8-19(34)21(13-17)41-3)44-22(14-32)28(29)45-23(35)9-6-16-4-7-18(33)20(12-16)40-2/h4-9,12-13,15,22,24-34,36-39H,10-11,14H2,1-3H3/b9-6+ INCHIAUX=RLGRBYHBNWLGER-RMKNXTFCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846935 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846935 SCANS=231 85.0338363647461 400.0 91.5911636352539 71.0 101.02772521972656 252.0 113.0247802734375 1108.0 116.71227264404297 93.0 125.23175811767578 136.0 132.02496337890625 344.0 134.03846740722656 983.0 137.02366638183594 301.0 149.0555419921875 242.0 160.01535034179688 4868.0 161.05007934570312 200.0 167.07034301757812 589.0 175.0397186279297 22459.0 176.0449676513672 332.0 193.05088806152344 3475.0 242.0509796142578 272.0 304.55316162109375 185.0 311.11273193359375 213.0 325.65667724609375 78.0 329.1360778808594 305.0 337.0975341796875 184.0 339.112548828125 313.0 356.28875732421875 125.0 475.1777038574219 1664.0 483.15869140625 199.0 505.1698913574219 104.0 648.9949951171875 195.0 650.2968139648438 205.0 650.8784790039062 61.0 650.941162109375 119.0 651.23095703125 12218.0 652.22705078125 143.0 653.421142578125 143.0 654.7824096679688 253.0 858.3824462890625 93.0 943.6535034179688 114.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846937 PEPMASS=351.084442 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_GE5_01_3223.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169972-02!3,6-dihydroxy-8-methoxy-3-methyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2C(=O)C3=C(O)C=C4CC(C)(O)CC(=O)C4=C3C(=O)C2=CC=C1 INCHI=InChI=1S/C20H16O6/c1-20(25)7-9-6-11(21)16-17(14(9)12(22)8-20)18(23)10-4-3-5-13(26-2)15(10)19(16)24/h3-6,21,25H,7-8H2,1-2H3 INCHIAUX=LQIPGPPZCXJWKY-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846937 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846937 SCANS=303 193.66864013671875 211.0 249.05784606933594 156.0 252.0458984375 169.0 262.06439208984375 293.0 267.0610046386719 109.0 277.0579833984375 295.0 290.0740051269531 191.0 292.08734130859375 317.0 307.06005859375 233.0 309.0908508300781 434.0 323.0802001953125 264.0 351.09051513671875 3792.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846938 PEPMASS=471.125824 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_GE5_01_3223.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386079-01! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2C(OC3OC=CC23O)=CC4=C1C(=O)C5=C(O)C=CC(CCC(C)(C)O)=C5O4 INCHI=InChI=1S/C23H22O8/c1-22(2,26)7-6-11-4-5-12(24)15-18(25)16-13(30-19(11)15)10-14-17(20(16)28-3)23(27)8-9-29-21(23)31-14/h4-5,8-10,21,24,26-27H,6-7H2,1-3H3 INCHIAUX=ICLRNDIRYAEKCT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846938 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846938 SCANS=393 279.1904296875 284.0 354.1103820800781 203.0 379.1123962402344 179.0 381.1102294921875 442.0 425.12640380859375 4226.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846941 PEPMASS=459.068237 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_GE5_01_3223.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386097-01! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1=CC(O)=C2C(=O)OCC34C(O)C(C5=C3C(O)=C6OC(=O)C7=C6C5=C(C)C=C7O)C(=O)C1=C24 INCHI=InChI=1S/C25H16O9/c1-6-3-8(26)12-15-10(6)14-16-19(28)11-7(2)4-9(27)13-17(11)25(22(16)30,5-33-23(13)31)18(14)20(29)21(15)34-24(12)32/h3-4,16,22,26-27,29-30H,5H2,1-2H3 INCHIAUX=GAFJDGLSFUKNRZ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846941 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846941 SCANS=338 135.77850341796875 246.0 187.04373168945312 371.0 212.15664672851562 158.0 216.04673767089844 252.0 280.0335998535156 235.0 287.11199951171875 192.0 303.10638427734375 243.0 342.0794982910156 210.0 356.0773620605469 149.0 356.55657958984375 169.0 357.0686950683594 197.0 358.083740234375 354.0 371.0541076660156 172.0 387.0863952636719 755.0 398.0926208496094 169.0 413.0442810058594 193.0 415.07879638671875 328.0 441.0675354003906 129.0 458.964599609375 56.0 459.072021484375 8922.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846942 PEPMASS=617.350952 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_GE5_01_3223.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386062-01!(3S,6R,12S)-6-benzyl-3-butan-2-yl-9-(6,7-dihydroxyoctyl)-1,4,7,10-tetrazabicyclo[10.4.0]hexadecane-2,5,8,11-tetrone [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)[C@@H]1NC(=O)[C@@H](CC2=CC=CC=C2)NC(=O)C(CCCCCC(O)C(C)O)NC(=O)[C@@H]3CCCCN3C1=O INCHI=InChI=1S/C31H48N4O6/c1-4-20(2)27-31(41)35-18-12-11-16-25(35)30(40)32-23(15-9-6-10-17-26(37)21(3)36)28(38)33-24(29(39)34-27)19-22-13-7-5-8-14-22/h5,7-8,13-14,20-21,23-27,36-37H,4,6,9-12,15-19H2,1-3H3,(H,32,40)(H,33,38)(H,34,39)/t20?,21?,23?,24-,25+,26?,27+/m1/s1 INCHIAUX=DXSMIOSVACQXTE-BDADPDBISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846942 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846942 SCANS=361 90.51640319824219 74.0 99.52061462402344 201.0 112.3655014038086 186.0 113.09602355957031 158.0 137.07052612304688 342.0 140.06930541992188 267.0 146.0604248046875 183.0 153.09130859375 135.0 201.11669921875 329.0 203.0845184326172 261.0 221.34410095214844 141.0 223.5913848876953 252.0 240.17489624023438 226.0 242.117431640625 564.0 243.13494873046875 1940.0 245.8983917236328 80.0 254.1903076171875 232.0 273.98583984375 142.0 276.1773376464844 198.0 278.7611083984375 182.0 297.24114990234375 655.0 310.21368408203125 593.0 322.20654296875 206.0 327.19964599609375 126.0 328.2233581542969 1725.0 336.18829345703125 213.0 371.24755859375 251.0 390.204833984375 198.0 399.2642517089844 207.0 457.2847595214844 97.0 497.36328125 179.0 564.608154296875 122.0 569.08203125 140.0 569.582275390625 59.0 569.894775390625 237.0 571.0853881835938 117.0 571.3511962890625 29718.0 571.45703125 290.0 571.5925903320312 70.0 572.337646484375 582.0 572.3816528320312 509.0 573.2133178710938 82.0 573.7648315429688 71.0 1451.9908447265625 118.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846945 PEPMASS=471.275177 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_BA6_01_3322.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347366-03!2,4,6-trihydroxy-5-[1-(4-hydroxy-1,1,4,7-tetramethyl-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[h]azulen-7-yl)-3-methylbutyl]benzene-1,3-dicarbaldehyde [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC(C1=C(O)C(C=O)=C(O)C(C=O)=C1O)C2(C)CCC3C2C4C(CCC3(C)O)C4(C)C INCHI=InChI=1S/C28H40O6/c1-14(2)11-19(20-24(32)15(12-29)23(31)16(13-30)25(20)33)27(5)9-7-18-22(27)21-17(26(21,3)4)8-10-28(18,6)34/h12-14,17-19,21-22,31-34H,7-11H2,1-6H3 INCHIAUX=IBLPTYJTKWQCDX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846945 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846945 SCANS=560 192.40452575683594 377.0 205.00880432128906 526.0 205.06353759765625 213.0 207.03103637695312 3011.0 229.2820587158203 93.0 250.0767059326172 214.0 261.07196044921875 305.0 291.1275939941406 212.0 355.159912109375 306.0 397.2095947265625 273.0 397.2369689941406 262.0 443.2796936035156 137.0 469.278564453125 498.0 470.2525329589844 302.0 470.7513732910156 272.0 470.9520568847656 183.0 471.276123046875 20492.0 471.34027099609375 331.0 474.9490661621094 160.0 713.8311767578125 205.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846947 PEPMASS=453.265198 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_BA6_01_3322.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347366-03!2,4,6-trihydroxy-5-[1-(4-hydroxy-1,1,4,7-tetramethyl-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[h]azulen-7-yl)-3-methylbutyl]benzene-1,3-dicarbaldehyde [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC(C1=C(O)C(C=O)=C(O)C(C=O)=C1O)C2(C)CCC3C2C4C(CCC3(C)O)C4(C)C INCHI=InChI=1S/C28H40O6/c1-14(2)11-19(20-24(32)15(12-29)23(31)16(13-30)25(20)33)27(5)9-7-18-22(27)21-17(26(21,3)4)8-10-28(18,6)34/h12-14,17-19,21-22,31-34H,7-11H2,1-6H3 INCHIAUX=IBLPTYJTKWQCDX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846947 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846947 SCANS=702 165.02041625976562 391.0 166.2495574951172 203.0 205.01312255859375 379.0 207.03309631347656 2360.0 207.10287475585938 132.0 207.2462158203125 114.0 213.98208618164062 337.0 217.01573181152344 302.0 217.13314819335938 247.0 217.50286865234375 251.0 219.02603149414062 183.0 220.35333251953125 244.0 250.0845489501953 171.0 282.07464599609375 82.0 425.2877502441406 91.0 451.2582702636719 755.0 452.7452392578125 336.0 453.2655334472656 13378.0 453.4659423828125 182.0 454.0820617675781 210.0 454.265869140625 166.0 457.2033996582031 171.0 1865.7965087890625 172.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846952 PEPMASS=519.113709 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_BA6_01_3322.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169327-02!3-(6-methoxy-1,3-benzodioxol-5-yl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C=C2OCOC2=C1)C3=COC4=C(C=CC(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)=C4)C3=O INCHI=InChI=1S/C23H22O11/c1-29-14-6-17-16(31-9-32-17)5-12(14)13-8-30-15-4-10(2-3-11(15)19(13)25)33-23-22(28)21(27)20(26)18(7-24)34-23/h2-6,8,18,20-24,26-28H,7,9H2,1H3/t18-,20-,21+,22-,23-/m1/s1 INCHIAUX=GIWDXQUHEWOAQO-DODNOZFWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846952 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846952 SCANS=229 151.86683654785156 83.0 207.01748657226562 70.0 224.04603576660156 506.0 266.0212707519531 256.0 267.03253173828125 893.0 296.0018615722656 99.0 296.03765869140625 382.0 311.0566101074219 7501.0 311.099853515625 170.0 312.06396484375 149.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846955 PEPMASS=477.103363 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_BA6_01_3322.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384759-01!5,7-dihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-methoxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(OC2=CC(O)=CC(O)=C2C1=O)C3=CC(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C(O)C=C3 INCHI=InChI=1S/C22H22O12/c1-31-21-17(28)15-11(26)5-9(24)6-13(15)32-20(21)8-2-3-10(25)12(4-8)33-22-19(30)18(29)16(27)14(7-23)34-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3/t14-,16-,18+,19-,22-/m1/s1 INCHIAUX=VUGZODBTVLLVFQ-UKWZQOBBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846955 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846955 SCANS=243 255.0385284423828 191.0 299.0299377441406 196.0 300.03192138671875 2448.0 302.6233215332031 109.0 315.0535888671875 6445.0 477.1100158691406 2568.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846957 PEPMASS=523.108093 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_BA6_01_3322.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384759-01!5,7-dihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-methoxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(OC2=CC(O)=CC(O)=C2C1=O)C3=CC(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C(O)C=C3 INCHI=InChI=1S/C22H22O12/c1-31-21-17(28)15-11(26)5-9(24)6-13(15)32-20(21)8-2-3-10(25)12(4-8)33-22-19(30)18(29)16(27)14(7-23)34-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3/t14-,16-,18+,19-,22-/m1/s1 INCHIAUX=VUGZODBTVLLVFQ-UKWZQOBBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846957 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846957 SCANS=244 271.0239562988281 182.0 300.032958984375 1047.0 315.0518798828125 5754.0 316.0426025390625 215.0 477.10791015625 4263.0 478.1014099121094 219.0 530.9074096679688 220.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846959 PEPMASS=565.192322 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_BA6_01_3322.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385100-01![(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(5-hydroxy-2-methyl-4-oxochromen-7-yl)oxyoxan-2-yl]methyl (4R)-4-(2-hydroxypropan-2-yl)cyclohexene-1-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1=CC(=O)C2=C(O)C=C(O[C@@H]3O[C@H](COC(=O)C4=CC[C@@H](CC4)C(C)(C)O)[C@@H](O)[C@H](O)[C@H]3O)C=C2O1 INCHI=InChI=1S/C26H32O11/c1-12-8-16(27)20-17(28)9-15(10-18(20)35-12)36-25-23(31)22(30)21(29)19(37-25)11-34-24(32)13-4-6-14(7-5-13)26(2,3)33/h4,8-10,14,19,21-23,25,28-31,33H,5-7,11H2,1-3H3/t14-,19+,21+,22-,23+,25+/m0/s1 INCHIAUX=OUBDJJFZUQGQLU-ZHFYLPRNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846959 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846959 SCANS=289 98.55290222167969 266.0 147.04922485351562 128.0 191.03562927246094 21774.0 191.95387268066406 124.0 233.05682373046875 205.0 257.04412841796875 285.0 519.1831665039062 564.0 1302.826904296875 257.0 1379.5723876953125 251.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846961 PEPMASS=539.212402 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_BA6_01_3322.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384841-01!2-[3-[4-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C(O)C(CO)OC2=C(OC)C=C(CCCOC3OC(CO)C(O)C(O)C3O)C=C2 INCHI=InChI=1S/C26H36O12/c1-34-18-11-15(6-7-16(18)29)22(30)20(12-27)37-17-8-5-14(10-19(17)35-2)4-3-9-36-26-25(33)24(32)23(31)21(13-28)38-26/h5-8,10-11,20-33H,3-4,9,12-13H2,1-2H3 INCHIAUX=NFUHNVZGHNEYRG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846961 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846961 SCANS=173 111.013671875 341.0 149.0251922607422 379.0 150.03309631347656 230.0 161.04808044433594 385.0 165.05848693847656 1205.0 175.37391662597656 72.0 183.02798461914062 304.0 195.06637573242188 874.0 229.5957489013672 140.0 236.4816131591797 341.0 343.1434020996094 536.0 491.1323547363281 266.0 491.1913146972656 2337.0 539.1604614257812 198.0 539.22021484375 179.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846963 PEPMASS=585.217773 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_BA6_01_3322.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384841-01!2-[3-[4-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C(O)C(CO)OC2=C(OC)C=C(CCCOC3OC(CO)C(O)C(O)C3O)C=C2 INCHI=InChI=1S/C26H36O12/c1-34-18-11-15(6-7-16(18)29)22(30)20(12-27)37-17-8-5-14(10-19(17)35-2)4-3-9-36-26-25(33)24(32)23(31)21(13-28)38-26/h5-8,10-11,20-33H,3-4,9,12-13H2,1-2H3 INCHIAUX=NFUHNVZGHNEYRG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846963 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846963 SCANS=177 97.76471710205078 118.0 150.03585815429688 556.0 162.03201293945312 178.0 164.65623474121094 145.0 164.79632568359375 105.0 164.8419952392578 147.0 164.98367309570312 156.0 165.05630493164062 2995.0 195.0684356689453 1394.0 314.1242980957031 281.0 329.1293029785156 282.0 343.1396789550781 740.0 359.0785217285156 223.0 491.1941223144531 3866.0 538.035888671875 181.0 539.2193603515625 1309.0 541.482177734375 100.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846965 PEPMASS=621.181335 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_BA6_01_3322.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385164-01!5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1OC)C2C3C(COC3=O)C(OC4OC(CO)C(O)C(O)C4O)C5=CC6=C(OCO6)C=C25 INCHI=InChI=1S/C28H32O13/c1-34-17-4-11(5-18(35-2)26(17)36-3)20-12-6-15-16(39-10-38-15)7-13(12)25(14-9-37-27(33)21(14)20)41-28-24(32)23(31)22(30)19(8-29)40-28/h4-7,14,19-25,28-32H,8-10H2,1-3H3 INCHIAUX=NXVJTGLCCSFGAT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846965 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846965 SCANS=269 113.02584838867188 255.0 153.05560302734375 474.0 161.04171752929688 647.0 179.06024169921875 337.0 215.03907775878906 204.0 291.0627746582031 265.0 324.14703369140625 173.0 329.101806640625 126.0 336.1080627441406 279.0 338.1396179199219 193.0 365.13629150390625 152.0 366.1184997558594 153.0 383.120361328125 520.0 384.08282470703125 237.0 395.11444091796875 942.0 413.1053771972656 205.0 431.1228942871094 228.0 455.12274169921875 166.0 575.1792602539062 4087.0 576.1689453125 131.0 621.20263671875 70.0 645.9561157226562 133.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846967 PEPMASS=627.228088 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_BA6_01_3322.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168949-02!(2R,3R,4S,5S,6R)-2-[[7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O)C2C(CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(CO)CC4=C2C(OC)=C(O)C(OC)=C4 INCHI=InChI=1S/C28H38O13/c1-36-16-7-13(8-17(37-2)22(16)31)20-15(11-40-28-26(35)25(34)23(32)19(10-30)41-28)14(9-29)5-12-6-18(38-3)24(33)27(39-4)21(12)20/h6-8,14-15,19-20,23,25-26,28-35H,5,9-11H2,1-4H3/t14?,15?,19-,20?,23-,25+,26-,28-/m1/s1 INCHIAUX=PQQRNPDHSJDAGV-OVYNBQGTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846967 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846967 SCANS=188 119.03388214111328 185.0 138.03640747070312 451.0 153.05616760253906 551.0 179.05728149414062 279.0 186.03155517578125 127.0 193.0683135986328 226.0 197.0429229736328 444.0 202.0685577392578 231.0 203.07310485839844 688.0 207.02662658691406 255.0 213.7046661376953 84.0 233.0847625732422 876.0 327.0868835449219 304.0 341.0997009277344 517.0 357.1464538574219 272.0 359.11407470703125 314.0 371.11297607421875 247.0 371.1459045410156 193.0 386.1442565917969 377.0 388.12518310546875 109.0 401.1520690917969 167.0 404.1396179199219 261.0 419.1696472167969 1275.0 427.1619873046875 180.0 444.116455078125 168.0 551.2124633789062 111.0 581.2284545898438 9729.0 599.4295654296875 112.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846969 PEPMASS=463.086548 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_RE8_01_2997.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168902-03!2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(OC3=C(C2=O)C(O)=CC(O)=C3)C4=CC(O)=C(O)C=C4)[C@H](O)[C@@H](O)[C@H]1O INCHI=InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15+,17+,18-,21+/m1/s1 INCHIAUX=OVSQVDMCBVZWGM-DTGCRPNFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846969 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846969 SCANS=208 147.52430725097656 220.0 148.29922485351562 73.0 151.00070190429688 300.0 153.0164031982422 340.0 163.00672912597656 259.0 163.87005615234375 66.0 186.1208038330078 67.0 193.01849365234375 363.0 211.0415496826172 221.0 216.0516815185547 336.0 227.0323944091797 113.0 242.0265350341797 268.0 243.03152465820312 465.0 244.0376739501953 297.0 255.02569580078125 1032.0 271.02862548828125 1390.0 299.86822509765625 224.0 300.0294494628906 6459.0 300.4014587402344 110.0 301.03631591796875 4387.0 463.09283447265625 3820.0 609.6387939453125 206.0 1382.643798828125 119.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846971 PEPMASS=491.11731 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_RE8_01_2997.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385218-01!7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O)C2=CC(=O)C3=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C(O)C=C3O2 INCHI=InChI=1S/C23H24O12/c1-31-15-3-9(4-16(32-2)19(15)27)12-7-11(26)18-13(33-12)5-10(25)6-14(18)34-23-22(30)21(29)20(28)17(8-24)35-23/h3-7,17,20-25,27-30H,8H2,1-2H3/t17-,20-,21+,22-,23-/m1/s1 INCHIAUX=FLSOTPIEFVBPBU-LDBVRRDLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846971 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846971 SCANS=216 231.02859497070312 303.0 299.0268249511719 179.0 300.0287170410156 150.0 314.0433654785156 493.0 329.0696716308594 2544.0 371.0920104980469 148.0 476.0995178222656 164.0 491.1227722167969 2768.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846972 PEPMASS=527.08075 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_RE8_01_2997.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385218-01!7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O)C2=CC(=O)C3=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C(O)C=C3O2 INCHI=InChI=1S/C23H24O12/c1-31-15-3-9(4-16(32-2)19(15)27)12-7-11(26)18-13(33-12)5-10(25)6-14(18)34-23-22(30)21(29)20(28)17(8-24)35-23/h3-7,17,20-25,27-30H,8H2,1-2H3/t17-,20-,21+,22-,23-/m1/s1 INCHIAUX=FLSOTPIEFVBPBU-LDBVRRDLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846972 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846972 SCANS=232 74.76546478271484 160.0 75.21484375 192.0 97.03236389160156 1122.0 105.699462890625 316.0 121.86290740966797 150.0 134.0379638671875 204.0 135.04331970214844 257.0 141.0189666748047 487.0 178.931640625 139.0 179.03509521484375 3235.0 179.60647583007812 309.0 185.00955200195312 5222.0 191.2115478515625 392.0 201.4199676513672 196.0 202.10833740234375 69.0 203.0201416015625 26902.0 203.09263610839844 122.0 204.02186584472656 455.0 212.93057250976562 116.0 364.2597351074219 144.0 365.05279541015625 20496.0 366.0531311035156 707.0 377.6798400878906 124.0 491.12158203125 117.0 527.0855712890625 2122.0 528.0804443359375 360.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846976 PEPMASS=485.132477 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_GC10_01_3120.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169448-03!5-(1,2,3,4,5,6-hexahydroxyhexoxy)-6-hydroxy-3-methoxy-9-methyl-4,5-dihydro-3H-pyrano[3,4-h][1]benzoxepine-2,7-dione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1CC(OC(O)C(O)C(O)C(O)C(O)CO)C2=C(OC1=O)C=C3C=C(C)OC(=O)C3=C2O INCHI=InChI=1S/C21H26O13/c1-7-3-8-4-10-14(16(25)13(8)20(29)32-7)11(5-12(31-2)19(28)33-10)34-21(30)18(27)17(26)15(24)9(23)6-22/h3-4,9,11-12,15,17-18,21-27,30H,5-6H2,1-2H3 INCHIAUX=NSIUWPVISVFSGF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846976 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846976 SCANS=202 142.4689178466797 188.0 144.2860870361328 159.0 185.02969360351562 227.0 229.05035400390625 6405.0 231.07420349121094 389.0 261.07708740234375 4090.0 273.0421142578125 2524.0 305.06634521484375 2515.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846979 PEPMASS=579.174072 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_GC10_01_3120.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380866-01!(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@H]([C@H](O)[C@@H](O)[C@@H]2O)C3=C(O)C=C4O[C@@H](CC(=O)C4=C3O)C5=CC=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H32O14/c1-9-19(31)22(34)25(37)27(39-9)38-8-16-20(32)23(35)24(36)26(41-16)18-13(30)7-15-17(21(18)33)12(29)6-14(40-15)10-2-4-11(28)5-3-10/h2-5,7,9,14,16,19-20,22-28,30-37H,6,8H2,1H3/t9-,14-,16+,19-,20+,22+,23-,24+,25+,26-,27+/m0/s1 INCHIAUX=HFSJWNXFQYKQNX-GTTIYPEBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846979 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846979 SCANS=183 83.74945831298828 372.0 83.78833770751953 71.0 94.49730682373047 176.0 119.04729461669922 571.0 134.28915405273438 98.0 151.00021362304688 376.0 162.99917602539062 206.0 164.01480102539062 270.0 167.07098388671875 205.0 170.956787109375 169.0 175.01097106933594 501.0 189.99188232421875 218.0 193.01393127441406 788.0 270.0604248046875 212.0 271.0704650878906 331.0 276.0509033203125 62.0 283.0599670410156 455.0 284.0651550292969 165.0 292.2503967285156 132.0 295.0623779296875 4993.0 296.5523376464844 142.0 296.8473205566406 156.0 310.0556640625 160.0 312.0516357421875 296.0 312.5994873046875 95.0 313.0727844238281 2391.0 325.0690002441406 718.0 337.07025146484375 535.0 339.076171875 159.0 343.07781982421875 686.0 356.05194091796875 93.0 379.0733947753906 144.0 415.1059265136719 800.0 432.1109924316406 104.0 433.134033203125 260.0 459.13116455078125 2043.0 459.33685302734375 84.0 459.4278259277344 118.0 577.831298828125 95.0 579.1729736328125 4766.0 1859.396240234375 63.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846981 PEPMASS=599.106323 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C10_GC10_01_3120.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169723-02![(2S,3R,4R,5R,6S)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=C(OC3=C(C(O)=CC(O)=C3)C2=O)C4=CC(O)=C(O)C=C4)[C@H](OC(=O)C5=CC(O)=C(O)C(O)=C5)[C@H](O)[C@H]1O INCHI=InChI=1S/C28H24O15/c1-9-20(35)23(38)26(42-27(39)11-5-16(33)21(36)17(34)6-11)28(40-9)43-25-22(37)19-15(32)7-12(29)8-18(19)41-24(25)10-2-3-13(30)14(31)4-10/h2-9,20,23,26,28-36,38H,1H3/t9-,20-,23+,26+,28-/m0/s1 INCHIAUX=KTTNFIOZYNBKEY-YIOJSCHVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846981 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846981 SCANS=242 107.01435852050781 789.0 109.02953338623047 454.0 113.51813507080078 128.0 129.75387573242188 147.0 131.0535430908203 364.0 135.01168823242188 211.0 146.71240234375 220.0 147.62501525878906 244.0 149.02333068847656 321.0 151.00161743164062 3420.0 157.24705505371094 86.0 161.05645751953125 253.0 162.9994659423828 575.0 163.63182067871094 152.0 169.01734924316406 558.0 172.41632080078125 89.0 178.9981231689453 1483.0 187.0397186279297 177.0 201.07464599609375 197.0 211.056884765625 189.0 217.01576232910156 72.0 229.0509490966797 153.0 231.03146362304688 217.0 239.03466796875 212.0 245.03231811523438 288.0 255.02816772460938 1001.0 271.0279846191406 145.0 273.04034423828125 969.0 283.0300598144531 464.0 297.0619201660156 329.0 298.30828857421875 140.0 299.3930969238281 113.0 299.5035400390625 60.0 300.0293273925781 87.0 300.7087097167969 86.0 300.7568054199219 99.0 300.8765869140625 243.0 301.0362243652344 37110.0 301.228271484375 126.0 301.5065612792969 159.0 301.67706298828125 131.0 301.9914245605469 95.0 303.4737548828125 128.0 304.1195068359375 132.0 304.1611328125 98.0 324.0289611816406 134.0 447.0910949707031 674.0 599.1076049804688 4126.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846983 PEPMASS=493.092102 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_BA2_01_3065.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00163589-02!2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)C=C(OC3=C2)C4=CC=C(O)C(O)=C4)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-6,16,18-25,27-29H,7H2/t16-,18-,19+,20-,21-/m1/s1 INCHIAUX=PEFNSGRTCBGNAN-QNDFHXLGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846983 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846983 SCANS=211 226.11740112304688 273.0 284.02978515625 561.0 284.05596923828125 464.0 285.0418395996094 884.0 447.09326171875 3719.0 447.2452087402344 282.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846985 PEPMASS=499.13382 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_BA2_01_3065.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347613-02!5-[(2R,3S)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(\C=C\C2=CC(O)=CC3=C2[C@@H]([C@@H](O3)C4=CC=C(O)C=C4)C5=CC(O)=CC(O)=C5)C=C1 INCHI=InChI=1S/C28H22O6/c29-20-7-2-16(3-8-20)1-4-18-11-24(33)15-25-26(18)27(19-12-22(31)14-23(32)13-19)28(34-25)17-5-9-21(30)10-6-17/h1-15,27-33H/b4-1+/t27-,28-/m0/s1 INCHIAUX=FQWLMRXWKZGLFI-PAKBJIOWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846985 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846985 SCANS=303 197.06700134277344 224.0 200.20358276367188 162.0 209.0921630859375 250.0 226.05886840820312 304.0 240.04588317871094 355.0 247.47589111328125 175.0 252.04580688476562 193.0 267.0715026855469 322.0 279.1026306152344 67.0 289.0994873046875 303.0 295.0789794921875 243.0 301.0940246582031 239.0 303.1007995605469 433.0 315.108642578125 134.0 317.0793762207031 164.0 343.0880126953125 199.0 345.0811767578125 195.0 346.0813903808594 326.0 347.09112548828125 633.0 359.08807373046875 1340.0 360.1011962890625 247.0 371.99530029296875 149.0 385.13848876953125 165.0 393.1416320800781 238.0 409.1375732421875 340.0 412.00531005859375 230.0 425.12939453125 462.0 435.1405029296875 187.0 446.35919189453125 156.0 452.6853332519531 181.0 453.133056640625 11135.0 453.2855529785156 72.0 454.1486511230469 167.0 471.1572570800781 133.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846987 PEPMASS=473.066864 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_BA2_01_3065.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00091914-04!(2R,3R)-2,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC(=O)[C@H](OC(=O)\C=C\C1=CC=C(O)C(O)=C1)[C@@H](OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O INCHI=InChI=1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+/t19-,20-/m1/s1 INCHIAUX=YDDGKXBLOXEEMN-IABMMNSOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846987 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846987 SCANS=202 101.4253158569336 93.0 135.0422821044922 1229.0 137.02354431152344 610.0 148.8091278076172 51.0 149.00811767578125 5532.0 149.05865478515625 189.0 157.80462646484375 165.0 161.0224151611328 188.0 163.03604125976562 306.0 179.0347900390625 4276.0 182.64222717285156 107.0 205.035888671875 165.0 219.0305938720703 837.0 293.0284423828125 1067.0 294.0314025878906 127.0 311.04071044921875 1153.0 610.1356201171875 180.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846989 PEPMASS=607.160156 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_BA2_01_3065.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385240-01!9-(4-hydroxy-3,5-dimethoxyphenyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O)C2C3C(COC3=O)CC4=C(OC5OC(CO)C(O)C(O)C5O)C6=C(OCO6)C=C24 INCHI=InChI=1S/C27H30O13/c1-34-14-4-10(5-15(35-2)20(14)29)18-12-6-16-25(38-9-37-16)24(13(12)3-11-8-36-26(33)19(11)18)40-27-23(32)22(31)21(30)17(7-28)39-27/h4-6,11,17-19,21-23,27-32H,3,7-9H2,1-2H3 INCHIAUX=HUCNZRPYZDCCEF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846989 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846989 SCANS=224 101.89545440673828 230.0 189.91455078125 378.0 195.56427001953125 188.0 199.24267578125 152.0 207.0447540283203 211.0 213.0568084716797 109.0 230.50955200195312 224.0 244.03306579589844 156.0 257.0484924316406 202.0 284.0275573730469 221.0 289.798828125 171.0 295.05902099609375 351.0 296.08013916015625 280.0 297.0632019042969 225.0 307.0628967285156 204.0 311.0949401855469 261.0 313.0870666503906 378.0 325.1163024902344 186.0 327.1330871582031 330.0 353.0677185058594 255.0 356.0955505371094 430.0 371.1236267089844 492.0 384.090087890625 502.0 396.77093505859375 115.0 396.8165283203125 73.0 398.1007080078125 64.0 398.3805847167969 188.0 398.9169921875 215.0 398.9933776855469 85.0 399.10943603515625 20968.0 399.3203430175781 74.0 400.1083984375 246.0 608.1548461914062 144.0 1260.3963623046875 185.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846991 PEPMASS=563.134949 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_BA2_01_3065.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169650-03!5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-6-(3,4,5-trihydroxyoxan-2-yl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2=C3OC(=CC(=O)C3=C(O)C(C4OCC(O)C(O)C4O)=C2O)C5=CC=C(O)C=C5 INCHI=InChI=1S/C26H28O14/c27-6-13-18(32)21(35)23(37)26(40-13)16-20(34)15(25-22(36)17(31)11(30)7-38-25)19(33)14-10(29)5-12(39-24(14)16)8-1-3-9(28)4-2-8/h1-5,11,13,17-18,21-23,25-28,30-37H,6-7H2 INCHIAUX=OVMFOVNOXASTPA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846991 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846991 SCANS=182 135.03887939453125 155.0 170.56353759765625 159.0 180.83680725097656 62.0 189.02418518066406 224.0 262.23223876953125 301.0 264.03936767578125 73.0 283.0642395019531 176.0 295.6849365234375 94.0 295.7781982421875 556.0 297.0754699707031 968.0 323.0586242675781 355.0 325.0710754394531 451.0 337.0635681152344 180.0 353.0658264160156 3497.0 356.0450439453125 51.0 365.0534362792969 185.0 383.07611083984375 1659.0 383.11883544921875 209.0 395.075927734375 213.0 397.4210205078125 137.0 413.08905029296875 294.0 419.0700988769531 119.0 443.09527587890625 923.0 455.1029357910156 181.0 473.10516357421875 1491.0 485.1014709472656 167.0 503.11285400390625 406.0 545.125244140625 599.0 563.13818359375 15890.0 564.1363525390625 119.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846993 PEPMASS=708.425659 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_BA2_01_3065.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347790-02!2-[[5-[[2,12-dihydroxy-4,4,10,13,14-pentamethyl-17-(1,5,6-trihydroxy-6-methylheptan-2-yl)-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoyl]amino]acetic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)(CC(=O)NCC(O)=O)CC(=O)OC1C(O)CC2(C)C(CCC3=C2CC(O)C4(C)C(CCC34C)C(CO)CCC(O)C(C)(C)O)C1(C)C INCHI=InChI=1S/C38H63NO11/c1-33(2)26-11-10-23-24(15-28(43)38(8)22(13-14-37(23,38)7)21(20-40)9-12-27(42)34(3,4)48)36(26,6)16-25(41)32(33)50-31(47)18-35(5,49)17-29(44)39-19-30(45)46/h21-22,25-28,32,40-43,48-49H,9-20H2,1-8H3,(H,39,44)(H,45,46) INCHIAUX=IOMBMOCSWVAYQU-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846993 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846993 SCANS=365 70.97441864013672 311.0 74.02745819091797 139.0 74.15403747558594 86.0 74.26720428466797 94.0 78.47938537597656 188.0 93.07719421386719 79.0 93.75053405761719 76.0 96.46654510498047 110.0 116.03596496582031 1472.0 123.39497375488281 90.0 124.33634948730469 257.0 125.02317810058594 136.0 126.34666442871094 118.0 138.05552673339844 20337.0 139.06326293945312 278.0 158.0453643798828 11765.0 158.09291076660156 58.0 159.73190307617188 260.0 180.0887451171875 110.0 181.73912048339844 246.0 182.04476928710938 38356.0 182.4458465576172 67.0 183.43678283691406 93.0 199.19671630859375 124.0 200.0545196533203 27175.0 200.11143493652344 63.0 201.05931091308594 1247.0 201.5228271484375 120.0 202.06336975097656 253.0 204.7403106689453 81.0 218.12759399414062 314.0 383.9455261230469 195.0 489.34368896484375 262.0 490.36846923828125 69.0 507.37799072265625 307.0 507.4434814453125 188.0 591.3853759765625 238.0 691.4559326171875 85.0 706.9716186523438 56.0 707.62841796875 239.0 708.4345703125 8149.0 708.5795288085938 50.0 709.4391479492188 1401.0 711.0404052734375 70.0 1558.2034912109375 162.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846994 PEPMASS=785.349487 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_GC12_01_3218.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384571-01!(E)-3-(4-hydroxyphenyl)-N-[3-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-[4-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-[3-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]amino]propyl]amino]butyl]amino]propyl]prop-2-enamide [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(\C=C\C(=O)NCCCN(CCCCN(CCCNC(=O)\C=C\C2=CC=C(O)C=C2)C(=O)\C=C\C3=CC=C(O)C=C3)C(=O)\C=C\C4=CC=C(O)C=C4)C=C1 INCHI=InChI=1S/C46H50N4O8/c51-39-17-5-35(6-18-39)13-25-43(55)47-29-3-33-49(45(57)27-15-37-9-21-41(53)22-10-37)31-1-2-32-50(46(58)28-16-38-11-23-42(54)24-12-38)34-4-30-48-44(56)26-14-36-7-19-40(52)20-8-36/h5-28,51-54H,1-4,29-34H2,(H,47,55)(H,48,56)/b25-13+,26-14+,27-15+,28-16+ INCHIAUX=KKJYIHSXTUGJLP-BRJCPHQQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846994 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846994 SCANS=298 77.23898315429688 153.0 77.95439147949219 248.0 119.05038452148438 2377.0 144.6832733154297 152.0 145.02891540527344 3941.0 159.07888793945312 202.0 178.0280303955078 209.0 269.03924560546875 210.0 303.4358825683594 235.0 314.1470031738281 215.0 322.16357421875 62.0 329.2934875488281 106.0 330.5379638671875 61.0 355.2087097167969 148.0 356.1925048828125 437.0 399.2134704589844 719.0 487.1588134765625 149.0 498.6437683105469 66.0 502.2306823730469 452.0 519.2584838867188 469.0 545.2454833984375 4382.0 546.254150390625 694.0 549.3119506835938 148.0 638.0097045898438 59.0 639.3214111328125 528.0 661.5360717773438 91.0 665.300048828125 3111.0 666.2946166992188 582.0 783.5347290039062 96.0 785.219482421875 303.0 785.3524780273438 2880.0 786.3685302734375 674.0 786.5494995117188 124.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846996 PEPMASS=831.354553 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_GC12_01_3218.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384571-01!(E)-3-(4-hydroxyphenyl)-N-[3-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-[4-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-[3-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]amino]propyl]amino]butyl]amino]propyl]prop-2-enamide [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(\C=C\C(=O)NCCCN(CCCCN(CCCNC(=O)\C=C\C2=CC=C(O)C=C2)C(=O)\C=C\C3=CC=C(O)C=C3)C(=O)\C=C\C4=CC=C(O)C=C4)C=C1 INCHI=InChI=1S/C46H50N4O8/c51-39-17-5-35(6-18-39)13-25-43(55)47-29-3-33-49(45(57)27-15-37-9-21-41(53)22-10-37)31-1-2-32-50(46(58)28-16-38-11-23-42(54)24-12-38)34-4-30-48-44(56)26-14-36-7-19-40(52)20-8-36/h5-28,51-54H,1-4,29-34H2,(H,47,55)(H,48,56)/b25-13+,26-14+,27-15+,28-16+ INCHIAUX=KKJYIHSXTUGJLP-BRJCPHQQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846996 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846996 SCANS=304 84.3968734741211 305.0 117.03532409667969 659.0 119.04917907714844 4336.0 121.97169494628906 99.0 145.03041076660156 3857.0 153.3011016845703 85.0 159.08058166503906 268.0 240.0639190673828 123.0 241.0231170654297 170.0 259.57537841796875 99.0 260.0094909667969 185.0 313.1941223144531 368.0 316.7734680175781 90.0 353.1838684082031 522.0 356.19696044921875 171.0 373.2190856933594 284.0 374.2041931152344 119.0 376.109619140625 131.0 384.526611328125 176.0 396.2530212402344 125.0 396.3476257324219 73.0 399.2041320800781 1839.0 430.185791015625 331.0 472.0263671875 219.0 502.2352294921875 437.0 519.2645874023438 764.0 543.3883666992188 121.0 545.2420043945312 5625.0 546.2425537109375 281.0 639.3112182617188 280.0 640.2747802734375 179.0 665.2872924804688 4030.0 784.24462890625 187.0 785.279541015625 165.0 785.353759765625 7584.0 786.3545532226562 2394.0 789.7407836914062 90.0 1282.4638671875 178.0 END IONS BEGIN IONS TITLE=CCMSLIB00000846999 PEPMASS=607.163635 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_RE10_01_3180.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385393-01!7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-phenylchromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC3=CC(O)=C4C(=O)C=C(OC4=C3)C5=CC=CC=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O13/c1-11-20(31)22(33)24(35)26(36-11)40-25-23(34)21(32)18(10-28)39-27(25)37-13-7-14(29)19-15(30)9-16(38-17(19)8-13)12-5-3-2-4-6-12/h2-9,11,18,20-29,31-35H,10H2,1H3/t11-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1 INCHIAUX=IJJFWUJRFABXCN-QVNVHUMTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000846999 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000846999 SCANS=254 77.40071105957031 163.0 91.58644104003906 148.0 107.01205444335938 255.0 121.04126739501953 262.0 127.10249328613281 236.0 131.04293823242188 248.0 143.0519256591797 390.0 151.00465393066406 169.0 163.06011962890625 156.0 209.05401611328125 148.0 237.1190643310547 125.0 251.15005493164062 105.0 251.3220977783203 87.0 251.9292755126953 83.0 252.10780334472656 97.0 252.74423217773438 245.0 253.05133056640625 41641.0 253.1935272216797 73.0 253.44960021972656 144.0 254.0568389892578 104.0 265.0567626953125 210.0 295.06396484375 919.0 307.4320983886719 67.0 329.0701599121094 199.0 397.08837890625 210.0 416.64007568359375 155.0 483.11907958984375 102.0 561.1608276367188 1804.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847001 PEPMASS=579.147888 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_RE10_01_3180.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385375-01!8-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@H]([C@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O)C3=C4OC(=CC(=O)C4=C(O)C=C3O)C5=CC(O)=C(O)C=C5 INCHI=InChI=1S/C26H28O15/c27-6-16-20(35)21(36)25(41-26-22(37)19(34)14(33)7-38-26)24(40-16)18-12(31)4-11(30)17-13(32)5-15(39-23(17)18)8-1-2-9(28)10(29)3-8/h1-5,14,16,19-22,24-31,33-37H,6-7H2/t14-,16-,19+,20-,21+,22-,24+,25-,26+/m1/s1 INCHIAUX=RQLWDYSEFWBFBP-HFSMFUKASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847001 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847001 SCANS=306 76.11483764648438 192.0 78.9189682006836 265.0 101.1950912475586 106.0 115.8160400390625 64.0 117.0314712524414 471.0 119.0516357421875 1602.0 125.02481842041016 741.0 126.2070083618164 178.0 133.58119201660156 211.0 137.02273559570312 113.0 137.9552459716797 102.0 145.02809143066406 9531.0 147.35008239746094 202.0 150.93348693847656 78.0 151.0018768310547 4840.0 151.87960815429688 87.0 157.06944274902344 323.0 157.10604858398438 174.0 163.03990173339844 2033.0 165.79368591308594 102.0 177.02484130859375 551.0 179.50730895996094 141.0 181.55087280273438 93.0 185.06192016601562 636.0 187.03564453125 236.0 189.00747680664062 332.0 190.0052947998047 148.0 193.01873779296875 250.0 199.0644073486328 241.0 205.01609802246094 172.0 217.0207977294922 265.0 227.06849670410156 273.0 271.0616149902344 13576.0 295.0545654296875 529.0 307.0850524902344 3600.0 307.8408203125 174.0 313.0732421875 364.0 326.0805969238281 265.0 337.06658935546875 165.0 399.0513000488281 390.0 415.1056823730469 1670.0 415.1633605957031 136.0 433.11944580078125 419.0 459.0981140136719 174.0 579.1497192382812 2941.0 582.6393432617188 146.0 781.1450805664062 194.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847002 PEPMASS=625.137329 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_RE10_01_3180.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385375-01!8-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@H]([C@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O)C3=C4OC(=CC(=O)C4=C(O)C=C3O)C5=CC(O)=C(O)C=C5 INCHI=InChI=1S/C26H28O15/c27-6-16-20(35)21(36)25(41-26-22(37)19(34)14(33)7-38-26)24(40-16)18-12(31)4-11(30)17-13(32)5-15(39-23(17)18)8-1-2-9(28)10(29)3-8/h1-5,14,16,19-22,24-31,33-37H,6-7H2/t14-,16-,19+,20-,21+,22-,24+,25-,26+/m1/s1 INCHIAUX=RQLWDYSEFWBFBP-HFSMFUKASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847002 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847002 SCANS=177 175.0024871826172 318.0 202.55422973632812 156.0 218.61605834960938 91.0 239.04562377929688 130.0 297.0428771972656 743.0 298.0519104003906 975.0 298.1200256347656 67.0 299.04620361328125 116.0 309.0408630371094 4347.0 311.0486755371094 135.0 322.99462890625 143.0 327.0503845214844 7841.0 329.5052490234375 229.0 339.03424072265625 135.0 351.0483703613281 265.0 357.0617980957031 4121.0 358.0556335449219 251.0 369.0369873046875 180.0 370.4300537109375 255.0 387.069091796875 141.0 393.03240966796875 293.0 411.0596008300781 181.0 429.07745361328125 4426.0 429.1285705566406 303.0 430.0742492675781 166.0 447.09423828125 385.0 449.1075744628906 188.0 459.0876159667969 1455.0 578.7849731445312 206.0 578.9099731445312 130.0 579.1336669921875 12549.0 580.1309204101562 539.0 580.33349609375 266.0 1985.3885498046875 164.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847007 PEPMASS=625.138428 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_RE10_01_3180.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385356-01![(2S,3R,4S,5R,6R)-3,5-dihydroxy-2-[[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-6-(hydroxymethyl)oxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)CC(OC3=C2)C4=CC=C(O)C=C4)[C@H](O)[C@@H](OC(=O)\C=C\C5=CC=C(O)C=C5)[C@@H]1O INCHI=InChI=1S/C30H28O12/c31-14-24-27(37)29(42-25(36)10-3-15-1-6-17(32)7-2-15)28(38)30(41-24)39-19-11-20(34)26-21(35)13-22(40-23(26)12-19)16-4-8-18(33)9-5-16/h1-12,22,24,27-34,37-38H,13-14H2/b10-3+/t22?,24-,27-,28-,29+,30-/m1/s1 INCHIAUX=BEHIONSZUBFJLA-JKIGBVBOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847007 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847007 SCANS=180 178.823974609375 174.0 274.9866943359375 183.0 285.0401916503906 243.0 297.0351867675781 629.0 298.0497131347656 321.0 298.07904052734375 204.0 299.064208984375 77.0 309.0456237792969 2124.0 311.0611267089844 393.0 326.03741455078125 265.0 327.0504455566406 4497.0 339.0591735839844 393.0 357.0604553222656 2817.0 369.0552978515625 418.0 429.0802001953125 2723.0 454.732177734375 138.0 458.24786376953125 113.0 458.97705078125 63.0 459.0918884277344 1362.0 577.4491577148438 141.0 579.1348266601562 7892.0 579.2474975585938 53.0 579.3211669921875 119.0 579.5919189453125 202.0 580.1309814453125 505.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847009 PEPMASS=719.158569 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E10_RE10_01_3180.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180593-02!2-[2-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC(=O)C(CC1=CC(O)=C(O)C=C1)OC(=O)C2C(C(C2C3=CC(O)=C(O)C=C3)C4=CC(O)=C(O)C=C4)C(=O)OC(CC5=CC(O)=C(O)C=C5)C(O)=O INCHI=InChI=1S/C36H32O16/c37-19-5-1-15(9-23(19)41)11-27(33(45)46)51-35(49)31-29(17-3-7-21(39)25(43)13-17)30(18-4-8-22(40)26(44)14-18)32(31)36(50)52-28(34(47)48)12-16-2-6-20(38)24(42)10-16/h1-10,13-14,27-32,37-44H,11-12H2,(H,45,46)(H,47,48) INCHIAUX=SUYLTDFWHNXGDX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847009 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847009 SCANS=210 83.33023834228516 102.0 83.64390563964844 108.0 85.6634521484375 140.0 102.88287353515625 269.0 104.025634765625 180.0 105.15556335449219 191.0 105.2507095336914 145.0 108.85687255859375 444.0 115.37118530273438 102.0 116.74422454833984 139.0 121.00785827636719 124.0 123.043212890625 551.0 124.04476928710938 246.0 133.0277862548828 2319.0 133.08204650878906 94.0 135.04611206054688 5571.0 145.0411834716797 255.0 149.06216430664062 489.0 151.03402709960938 251.0 159.0482635498047 209.0 160.6001434326172 102.0 160.7142791748047 167.0 160.73216247558594 199.0 160.77870178222656 155.0 160.80606079101562 172.0 160.8927001953125 56.0 161.02383422851562 46765.0 161.0961151123047 123.0 162.02767944335938 539.0 167.08380126953125 126.0 174.268798828125 91.0 175.0400390625 102.0 177.05027770996094 58.0 178.77647399902344 128.0 179.03533935546875 5901.0 187.03933715820312 671.0 197.04583740234375 8845.0 197.14979553222656 72.0 203.0371856689453 227.0 211.04208374023438 220.0 215.06607055664062 184.0 221.05072021484375 129.0 223.03558349609375 411.0 223.6923828125 116.0 229.01585388183594 270.0 231.03700256347656 274.0 241.04342651367188 162.0 243.03173828125 396.0 243.0678253173828 660.0 245.03379821777344 143.0 254.0663299560547 193.0 255.06517028808594 510.0 269.0880432128906 194.0 271.09857177734375 249.0 277.044921875 336.0 295.03802490234375 183.0 297.0769348144531 887.0 315.0806884765625 249.0 315.10845947265625 259.0 333.7685546875 76.0 339.0592041015625 180.0 340.12762451171875 195.0 341.0671691894531 3007.0 353.064697265625 283.0 357.0503845214844 160.0 357.8913269042969 114.0 358.4004211425781 92.0 358.9836120605469 155.0 359.07879638671875 15016.0 360.07470703125 862.0 409.0563049316406 186.0 410.0769348144531 195.0 431.1057434082031 128.0 476.10333251953125 143.0 493.1238098144531 166.0 495.1263732910156 250.0 495.16400146484375 188.0 519.087890625 119.0 520.2317504882812 82.0 521.1265869140625 275.0 539.1221923828125 588.0 540.1229248046875 620.0 715.7092895507812 108.0 717.0333862304688 102.0 718.1956176757812 113.0 718.5740966796875 143.0 718.806396484375 85.0 719.1614379882812 2458.0 720.10986328125 285.0 720.1648559570312 279.0 796.9649047851562 87.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847011 PEPMASS=447.089508 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_GC7_01_3213.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169252-03!4-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C3C(OC(=O)C=C3C4=CC(O)=C(O)C=C4)=CC(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H20O11/c22-7-15-18(27)19(28)20(29)21(32-15)31-14-5-9(23)4-13-17(14)10(6-16(26)30-13)8-1-2-11(24)12(25)3-8/h1-6,15,18-25,27-29H,7H2/t15-,18-,19+,20-,21-/m1/s1 INCHIAUX=VAPVFWUBNBLVMB-CMWLGVBASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847011 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847011 SCANS=169 174.0620880126953 139.0 175.0404052734375 218.0 241.0478057861328 335.0 241.14114379882812 85.0 285.0393371582031 4611.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847012 PEPMASS=493.094696 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_GC7_01_3213.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169252-03!4-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C3C(OC(=O)C=C3C4=CC(O)=C(O)C=C4)=CC(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H20O11/c22-7-15-18(27)19(28)20(29)21(32-15)31-14-5-9(23)4-13-17(14)10(6-16(26)30-13)8-1-2-11(24)12(25)3-8/h1-6,15,18-25,27-29H,7H2/t15-,18-,19+,20-,21-/m1/s1 INCHIAUX=VAPVFWUBNBLVMB-CMWLGVBASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847012 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847012 SCANS=171 138.85549926757812 59.0 144.82656860351562 125.0 173.0570831298828 232.0 175.04302978515625 244.0 284.59356689453125 115.0 285.0390319824219 18711.0 285.537353515625 102.0 285.85467529296875 190.0 286.58343505859375 85.0 286.96051025390625 64.0 447.1004943847656 3049.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847014 PEPMASS=587.114807 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_GC7_01_3213.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179829-02!(3S,4R)-3-[(3S,4R)-5,7-dihydroxy-4-(4-hydroxyphenyl)-2-oxo-3,4-dihydrochromen-3-yl]-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrochromen-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(C=C1)[C@H]2[C@@H]([C@@H]3[C@H](C4=CC=C(O)C=C4)C5=C(OC3=O)C=C(O)C=C5O)C(=O)OC6=C2C(O)=CC(O)=C6 INCHI=InChI=1S/C30H22O10/c31-15-5-1-13(2-6-15)23-25-19(35)9-17(33)11-21(25)39-29(37)27(23)28-24(14-3-7-16(32)8-4-14)26-20(36)10-18(34)12-22(26)40-30(28)38/h1-12,23-24,27-28,31-36H/t23-,24-,27+,28+/m1/s1 INCHIAUX=WCAMADNGWUBZMH-ZBVBGGFBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847014 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847014 SCANS=251 113.11973571777344 109.0 113.98883819580078 153.0 125.02072143554688 281.0 126.39421844482422 174.0 136.20639038085938 224.0 142.04403686523438 352.0 145.02772521972656 1570.0 161.0214080810547 168.0 161.0618438720703 307.0 177.01577758789062 683.0 197.07150268554688 275.0 215.97903442382812 150.0 217.0137939453125 2525.0 217.06069946289062 146.0 223.08950805664062 152.0 225.05052185058594 204.0 228.58326721191406 130.0 228.6563720703125 107.0 228.9584197998047 121.0 229.052001953125 19199.0 229.17396545410156 168.0 230.00784301757812 102.0 230.055908203125 292.0 231.51409912109375 233.0 232.00201416015625 188.0 233.064453125 157.0 239.0740966796875 522.0 239.5574951171875 120.0 241.02227783203125 191.0 243.0328369140625 800.0 243.06698608398438 198.0 245.48745727539062 159.0 254.05465698242188 226.0 256.0325012207031 266.0 256.0564880371094 182.0 257.0838623046875 211.0 258.0505065917969 174.0 266.47314453125 129.0 269.04461669921875 1675.0 271.05859375 128.0 277.0477600097656 118.0 281.045654296875 238.0 283.0677795410156 545.0 293.0471496582031 311.0 294.0621032714844 208.0 311.0566711425781 755.0 322.0494689941406 179.0 324.0343933105469 162.0 327.04364013671875 83.0 329.08282470703125 166.0 335.06158447265625 447.0 343.094482421875 288.0 345.1129455566406 190.0 351.0984802246094 211.0 353.0330810546875 1377.0 354.04107666015625 277.0 359.0465393066406 73.0 359.0920715332031 94.0 361.07171630859375 324.0 369.11090087890625 177.0 403.08154296875 286.0 411.1236877441406 431.0 415.07647705078125 1241.0 419.0738830566406 425.0 429.05670166015625 174.0 446.5997009277344 125.0 447.0755920410156 4521.0 447.1844787597656 154.0 453.139892578125 172.0 455.12103271484375 190.0 497.1257629394531 509.0 541.1148071289062 4726.0 1508.7655029296875 112.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847017 PEPMASS=557.104492 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_GC7_01_3213.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169589-02!(2S,3S)-8-[(2R,3S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@@H](OC2=C(C1=O)C(O)=CC(O)=C2[C@H]3[C@@H](OC4=C(C(O)=CC(O)=C4)C3=O)C5=CC=C(O)C=C5)C6=CC=C(O)C=C6 INCHI=InChI=1S/C30H22O11/c31-14-5-1-12(2-6-14)28-24(25(37)21-17(34)9-16(33)10-20(21)40-28)22-18(35)11-19(36)23-26(38)27(39)29(41-30(22)23)13-3-7-15(32)8-4-13/h1-11,24,27-29,31-36,39H/t24-,27-,28+,29+/m1/s1 INCHIAUX=AFDANKUHSLVEBJ-MBOHLOIDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847017 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847017 SCANS=277 90.98126220703125 472.0 110.11316680908203 119.0 125.02436828613281 1829.0 125.11957550048828 91.0 151.0057830810547 809.0 152.16249084472656 122.0 201.06105041503906 793.0 203.0388641357422 991.0 205.7856903076172 197.0 216.95811462402344 127.0 217.03074645996094 265.0 225.05621337890625 241.0 245.00460815429688 289.0 245.0478973388672 104.0 253.05599975585938 213.0 259.0580749511719 162.0 268.034912109375 461.0 268.44427490234375 311.0 268.8149108886719 152.0 269.0461730957031 2545.0 269.1322021484375 59.0 270.05596923828125 153.0 285.1961364746094 136.0 285.6888122558594 101.0 287.0625305175781 339.0 295.0453186035156 278.0 296.0330810546875 1161.0 296.28997802734375 272.0 297.04241943359375 180.0 306.0375061035156 205.0 309.04608154296875 214.0 319.0906982421875 337.0 324.0198974609375 227.0 325.03594970703125 307.0 349.0658874511719 198.0 353.0628662109375 255.0 357.1074523925781 269.0 359.0848083496094 387.0 359.2053527832031 70.0 377.1014709472656 139.0 391.0828857421875 181.0 401.28643798828125 132.0 401.9440002441406 167.0 403.0819396972656 7577.0 404.8641052246094 92.0 405.1048583984375 488.0 431.0787658691406 7749.0 432.079345703125 645.0 451.073486328125 356.0 463.0705261230469 317.0 539.1156005859375 118.0 555.9027709960938 174.0 557.1080932617188 2792.0 624.97705078125 112.0 1522.7742919921875 109.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847018 PEPMASS=539.094421 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_GC7_01_3213.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169589-02!(2S,3S)-8-[(2R,3S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@@H](OC2=C(C1=O)C(O)=CC(O)=C2[C@H]3[C@@H](OC4=C(C(O)=CC(O)=C4)C3=O)C5=CC=C(O)C=C5)C6=CC=C(O)C=C6 INCHI=InChI=1S/C30H22O11/c31-14-5-1-12(2-6-14)28-24(25(37)21-17(34)9-16(33)10-20(21)40-28)22-18(35)11-19(36)23-26(38)27(39)29(41-30(22)23)13-3-7-15(32)8-4-13/h1-11,24,27-29,31-36,39H/t24-,27-,28+,29+/m1/s1 INCHIAUX=AFDANKUHSLVEBJ-MBOHLOIDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847018 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847018 SCANS=298 98.92847442626953 140.0 100.06536102294922 86.0 107.01377868652344 263.0 112.13931274414062 389.0 133.0261688232422 94.0 133.9090576171875 388.0 138.3041534423828 294.0 141.03274536132812 188.0 144.6625213623047 124.0 148.82833862304688 189.0 151.8557891845703 300.0 157.0242156982422 218.0 159.04458618164062 275.0 161.02383422851562 263.0 181.0645751953125 303.0 181.60365295410156 78.0 182.59848022460938 211.0 183.04733276367188 78.0 197.05906677246094 192.0 201.06085205078125 251.0 225.05479431152344 266.0 244.19436645507812 153.0 265.9992980957031 87.0 268.1529541015625 231.0 268.5852966308594 62.0 268.6861267089844 181.0 268.74560546875 150.0 268.823486328125 64.0 268.9951477050781 334.0 269.0456848144531 114663.0 269.1406555175781 118.0 269.21966552734375 252.0 269.4440002441406 77.0 270.047119140625 180.0 270.12945556640625 70.0 271.2251281738281 126.0 272.9637145996094 119.0 280.8186950683594 326.0 280.8623352050781 119.0 319.79254150390625 102.0 572.2112426757812 67.0 799.36865234375 68.0 979.7843017578125 221.0 1594.7532958984375 150.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847021 PEPMASS=603.101501 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_GC7_01_3213.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169589-02!(2S,3S)-8-[(2R,3S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@@H](OC2=C(C1=O)C(O)=CC(O)=C2[C@H]3[C@@H](OC4=C(C(O)=CC(O)=C4)C3=O)C5=CC=C(O)C=C5)C6=CC=C(O)C=C6 INCHI=InChI=1S/C30H22O11/c31-14-5-1-12(2-6-14)28-24(25(37)21-17(34)9-16(33)10-20(21)40-28)22-18(35)11-19(36)23-26(38)27(39)29(41-30(22)23)13-3-7-15(32)8-4-13/h1-11,24,27-29,31-36,39H/t24-,27-,28+,29+/m1/s1 INCHIAUX=AFDANKUHSLVEBJ-MBOHLOIDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847021 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847021 SCANS=391 268.0383605957031 570.0 282.114013671875 63.0 282.3757019042969 69.0 282.7715759277344 210.0 282.90716552734375 71.0 283.05999755859375 3851.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847023 PEPMASS=755.23468 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_GC7_01_3213.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384554-01![(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](OCCC3=CC=C(O)C(O)=C3)O[C@H](CO[C@@H]4OC[C@H](O)[C@H](O)[C@H]4O)[C@H]2OC(=O)\C=C\C5=CC=C(O)C(O)=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C34H44O19/c1-14-24(41)26(43)28(45)34(50-14)53-31-29(46)33(47-9-8-16-3-6-18(36)20(38)11-16)51-22(13-49-32-27(44)25(42)21(39)12-48-32)30(31)52-23(40)7-4-15-2-5-17(35)19(37)10-15/h2-7,10-11,14,21-22,24-39,41-46H,8-9,12-13H2,1H3/b7-4+/t14-,21-,22+,24-,25-,26+,27+,28+,29+,30+,31+,32-,33+,34-/m0/s1 INCHIAUX=XPLMUADTACCMDJ-LVDCRSFESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847023 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847023 SCANS=200 72.01139068603516 135.0 72.27639770507812 167.0 86.55609893798828 101.0 98.57125854492188 143.0 113.02542114257812 1415.0 117.03680419921875 222.0 118.36045837402344 92.0 129.01878356933594 326.0 132.02056884765625 610.0 133.02980041503906 4162.0 133.2149200439453 49.0 134.0378875732422 409.0 134.66024780273438 118.0 134.90528869628906 293.0 135.04373168945312 3244.0 137.02743530273438 366.0 139.4700469970703 88.0 139.4994354248047 75.0 143.0287628173828 180.0 153.05386352539062 734.0 159.99082946777344 169.0 160.52615356445312 180.0 160.72003173828125 78.0 160.74720764160156 361.0 160.98667907714844 209.0 161.02362060546875 33097.0 162.02845764160156 1214.0 163.306640625 135.0 169.2073974609375 63.0 176.2689208984375 61.0 177.0242919921875 348.0 178.00987243652344 135.0 178.46575927734375 164.0 179.03428649902344 2764.0 190.06442260742188 328.0 191.0562286376953 569.0 251.03045654296875 251.0 281.7685546875 180.0 293.0592041015625 155.0 297.0964050292969 571.0 305.06500244140625 290.0 314.3773498535156 126.0 314.5588073730469 302.0 315.106689453125 871.0 315.138671875 229.0 317.2142639160156 88.0 332.9918212890625 204.0 354.8994140625 84.0 360.1863708496094 101.0 360.3628845214844 104.0 363.5159606933594 264.0 363.8105163574219 209.0 367.1199645996094 337.0 368.2513427734375 159.0 371.6634521484375 131.0 378.1441955566406 50.0 384.1367492675781 176.0 415.1347961425781 132.0 439.14404296875 227.0 443.1426086425781 232.0 459.119873046875 110.0 461.1643371582031 1543.0 462.1875915527344 234.0 477.14031982421875 132.0 479.169189453125 302.0 575.1654663085938 311.0 593.2094116210938 6278.0 594.2071533203125 361.0 623.1875 300.0 747.4556274414062 203.0 748.0519409179688 113.0 752.2783813476562 129.0 754.12451171875 218.0 754.5462646484375 153.0 755.1023559570312 170.0 755.2362670898438 32042.0 755.8885498046875 292.0 756.2477416992188 5624.0 756.3706665039062 84.0 756.6563720703125 140.0 757.2315673828125 143.0 760.0771484375 49.0 777.7672119140625 89.0 1555.1690673828125 245.0 1580.6419677734375 56.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847025 PEPMASS=425.118958 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_BA6_01_3069.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347649-02! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC2=C(C=C1OC)C3(O)C(CO2)OC4=C5CC(OC5=CC(O)=C4C3=O)C(C)=C INCHI=InChI=1S/C23H22O8/c1-10(2)14-5-11-15(30-14)7-13(24)20-21(11)31-19-9-29-16-8-18(28-4)17(27-3)6-12(16)23(19,26)22(20)25/h6-8,14,19,24,26H,1,5,9H2,2-4H3 INCHIAUX=JCJPVNDLAAXNEX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847025 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847025 SCANS=400 149.06053161621094 310.0 191.07513427734375 428.0 217.04957580566406 1675.0 307.9976806640625 111.0 367.10858154296875 217.0 425.1274108886719 494.0 1748.494140625 453.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847026 PEPMASS=427.134888 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_BA6_01_3069.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347590-02!9,11,12a-trihydroxy-2,3-dimethoxy-8-(3-methylbut-2-enyl)-6,6a-dihydrochromeno[3,4-b]chromen-12-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC2=C(C=C1OC)C3(O)C(CO2)OC4=C(CC=C(C)C)C(O)=CC(O)=C4C3=O INCHI=InChI=1S/C23H24O8/c1-11(2)5-6-12-14(24)8-15(25)20-21(12)31-19-10-30-16-9-18(29-4)17(28-3)7-13(16)23(19,27)22(20)26/h5,7-9,19,24-25,27H,6,10H2,1-4H3 INCHIAUX=LAUJMTGOOIBBOB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847026 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847026 SCANS=362 119.73853302001953 171.0 133.07179260253906 243.0 152.0021209716797 400.0 177.017578125 681.0 190.0661163330078 332.0 190.99545288085938 181.0 191.0355682373047 285.0 192.07675170898438 217.0 203.847900390625 152.0 207.0624237060547 124.0 218.06117248535156 157.0 219.06387329101562 543.0 236.21160888671875 194.0 237.07484436035156 193.0 250.04071044921875 161.0 258.0802307128906 132.0 323.0544128417969 189.0 339.08465576171875 325.0 369.0903625488281 211.0 397.0922546386719 1919.0 411.0977783203125 327.0 412.11309814453125 349.0 412.1499938964844 189.0 426.3328552246094 154.0 427.1380920410156 7869.0 428.1455383300781 193.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847029 PEPMASS=547.265015 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_BA6_01_3069.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384734-01!1-[2,4,6-trihydroxy-3-[7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]phenyl]dodecan-1-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCCCC(=O)C1=C(O)C(C2CC(OC3=CC(O)=CC=C23)C4=CC=C(O)C=C4)=C(O)C=C1O INCHI=InChI=1S/C33H40O7/c1-2-3-4-5-6-7-8-9-10-11-26(36)32-28(38)20-27(37)31(33(32)39)25-19-29(21-12-14-22(34)15-13-21)40-30-18-23(35)16-17-24(25)30/h12-18,20,25,29,34-35,37-39H,2-11,19H2,1H3 INCHIAUX=JGXZVDAPLSTBGZ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847029 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847029 SCANS=508 107.00977325439453 359.0 134.04275512695312 357.0 135.04539489746094 835.0 136.25491333007812 105.0 161.0239715576172 1213.0 161.43016052246094 171.0 177.05245971679688 216.0 203.03379821777344 877.0 221.18898010253906 159.0 223.1680908203125 73.0 239.0695343017578 2066.0 255.08934020996094 218.0 261.1895751953125 154.0 284.99786376953125 198.0 307.189697265625 2618.0 331.1900329589844 276.0 339.24310302734375 194.0 341.1942443847656 325.0 365.25067138671875 213.0 383.2124938964844 221.0 427.2160339355469 604.0 437.2319641113281 1310.0 437.2732238769531 283.0 438.23651123046875 220.0 547.2656860351562 3518.0 1906.36279296875 391.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847030 PEPMASS=563.149597 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_BA6_01_3069.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384733-01![(2R,3S,4S,5R,6S)-6-[4-[(E)-3-(2,4-dihydroxyphenyl)-3-oxoprop-1-enyl]phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC=C(O)C=C2)O[C@@H](OC3=CC=C(\C=C\C(=O)C4=CC=C(O)C=C4O)C=C3)[C@H](O)[C@H]1O INCHI=InChI=1S/C30H28O11/c31-19-7-1-17(2-8-19)6-14-26(35)39-16-25-27(36)28(37)29(38)30(41-25)40-21-10-3-18(4-11-21)5-13-23(33)22-12-9-20(32)15-24(22)34/h1-15,25,27-32,34,36-38H,16H2/b13-5+,14-6+/t25-,27-,28+,29-,30-/m1/s1 INCHIAUX=FCYCVETXTGWXBR-CMUGPJGNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847030 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847030 SCANS=288 75.9720230102539 108.0 95.34774780273438 107.0 103.06610870361328 144.0 104.77608489990234 71.0 113.03179931640625 236.0 119.05242919921875 1475.0 119.09923553466797 163.0 128.2705078125 80.0 134.9855194091797 286.0 135.0070037841797 1775.0 137.14077758789062 157.0 139.2078094482422 118.0 140.17442321777344 298.0 145.02804565429688 3280.0 153.0180206298828 2080.0 154.60499572753906 142.0 255.0655517578125 11757.0 256.063720703125 226.0 257.55322265625 208.0 271.53289794921875 60.0 297.08056640625 193.0 307.08648681640625 421.0 339.0889892578125 136.0 417.12152099609375 309.0 441.086669921875 181.0 563.1538696289062 6637.0 980.1150512695312 160.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847033 PEPMASS=627.222229 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_BA6_01_3069.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384749-01!2-[[5-(4-hydroxy-3,5-dimethoxyphenyl)-6,7-bis(hydroxymethyl)-1,3-dimethoxy-5,6,7,8-tetrahydronaphthalen-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O)C2C(CO)C(CO)CC3=C(OC)C(OC4OC(CO)C(O)C(O)C4O)=C(OC)C=C23 INCHI=InChI=1S/C28H38O13/c1-36-17-6-12(7-18(37-2)22(17)32)21-14-8-19(38-3)27(26(39-4)15(14)5-13(9-29)16(21)10-30)41-28-25(35)24(34)23(33)20(11-31)40-28/h6-8,13,16,20-21,23-25,28-35H,5,9-11H2,1-4H3 INCHIAUX=MLMDACHSXKCQIF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847033 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847033 SCANS=168 149.58126831054688 87.0 177.0565185546875 278.0 207.37969970703125 437.0 237.07432556152344 183.0 271.0218200683594 154.0 327.0776672363281 291.0 331.1247253417969 331.0 344.09613037109375 286.0 358.1057434082031 161.0 359.11053466796875 2275.0 373.1323547363281 1247.0 389.1208190917969 1887.0 404.1524963378906 4809.0 419.17022705078125 18247.0 420.17462158203125 114.0 546.75732421875 74.0 1046.425537109375 231.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847034 PEPMASS=481.199463 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_BE2_01_3268.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169031-03![6-(2-formamido-3-methylbutanoyl)oxy-2,3,4,5-tetrahydroxyhexyl] 2-formamido-3-methylbutanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(NC=O)C(=O)OCC(O)C(O)C(O)C(O)COC(=O)C(NC=O)C(C)C INCHI=InChI=1S/C18H32N2O10/c1-9(2)13(19-7-21)17(27)29-5-11(23)15(25)16(26)12(24)6-30-18(28)14(10(3)4)20-8-22/h7-16,23-26H,5-6H2,1-4H3,(H,19,21)(H,20,22) INCHIAUX=DORNRAAPIXGDPH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847034 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847034 SCANS=186 73.41959381103516 226.0 83.14514923095703 101.0 99.21707916259766 267.0 143.00172424316406 116.0 143.93017578125 366.0 144.06727600097656 28355.0 144.20956420898438 163.0 146.18748474121094 179.0 150.37362670898438 71.0 181.0677947998047 215.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847036 PEPMASS=509.249969 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_BE2_01_3268.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169113-03!2-[(2R,4aS,8S,8aS)-8-[2-[(4aS,7R,8aR)-7-(1-carboxyethenyl)-1-hydroxy-4a-methyl-2-oxo-6,7,8,8a-tetrahydro-5H-naphthalen-1-yl]ethyl]-4a-methyl-7-oxo-1,2,3,4,8,8a-hexahydronaphthalen-2-yl]prop-2-enoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@]12CC[C@H](C[C@H]1[C@H](CCC3(O)[C@@H]4C[C@@H](CC[C@@]4(C)C=CC3=O)C(=C)C(O)=O)C(=O)C=C2)C(=C)C(O)=O INCHI=InChI=1S/C30H38O7/c1-17(26(33)34)19-5-10-28(3)12-8-23(31)21(22(28)15-19)7-14-30(37)24-16-20(18(2)27(35)36)6-11-29(24,4)13-9-25(30)32/h8-9,12-13,19-22,24,37H,1-2,5-7,10-11,14-16H2,3-4H3,(H,33,34)(H,35,36)/t19-,20-,21+,22+,24-,28+,29+,30?/m1/s1 INCHIAUX=BSSWIRVAMSGQMG-RTTXQYISSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847036 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847036 SCANS=373 93.02974700927734 220.0 93.33724212646484 164.0 95.08587646484375 297.0 161.0938262939453 236.0 175.10946655273438 422.0 189.1287841796875 503.0 190.935791015625 261.0 191.14772033691406 189.0 199.10536193847656 187.0 201.12351989746094 231.0 218.09474182128906 143.0 219.13430786132812 148.0 227.7989044189453 109.0 230.09725952148438 280.0 230.8201141357422 242.0 242.92745971679688 214.0 245.12051391601562 133.0 245.17929077148438 94.0 250.53599548339844 100.0 259.07635498046875 183.0 267.4118957519531 132.0 329.97216796875 103.0 465.262451171875 2231.0 505.501953125 148.0 506.03936767578125 94.0 507.96533203125 198.0 508.52374267578125 247.0 508.6302185058594 164.0 508.68096923828125 151.0 508.7899169921875 182.0 509.25537109375 22052.0 509.8249816894531 92.0 510.240966796875 110.0 510.2955627441406 72.0 512.1500244140625 60.0 512.5887451171875 201.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847039 PEPMASS=549.15625 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_BE2_01_3268.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169733-03!(4S,5Z,6S)-4-(2-methoxy-2-oxoethyl)-5-[2-[(E)-3-phenylprop-2-enoyl]oxyethylidene]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C[C@H]1\C(=C\COC(=O)\C=C\C2=CC=CC=C2)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)OC=C1C(O)=O INCHI=InChI=1S/C26H30O13/c1-35-20(29)11-16-15(9-10-36-19(28)8-7-14-5-3-2-4-6-14)25(37-13-17(16)24(33)34)39-26-23(32)22(31)21(30)18(12-27)38-26/h2-9,13,16,18,21-23,25-27,30-32H,10-12H2,1H3,(H,33,34)/b8-7+,15-9-/t16-,18+,21+,22-,23+,25-,26-/m0/s1 INCHIAUX=JGHUOJAZXGSFRI-HOWDAYCMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847039 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847039 SCANS=282 72.17317199707031 126.0 104.65811920166016 115.0 113.03057861328125 227.0 121.02837371826172 515.0 123.0102310180664 364.0 127.03752136230469 241.0 145.03759765625 1223.0 146.68234252929688 125.0 147.0435333251953 2555.0 161.0312957763672 303.0 163.0399932861328 1495.0 163.1166229248047 67.0 164.81419372558594 149.0 165.0155029296875 299.0 176.83981323242188 307.0 176.9137420654297 74.0 177.02508544921875 121.0 177.05641174316406 6830.0 179.31605529785156 194.0 195.0657958984375 2051.0 208.05320739746094 254.0 221.0454559326172 3673.0 237.07098388671875 145.0 387.1051330566406 196.0 401.1173400878906 153.0 423.4205322265625 121.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847041 PEPMASS=597.1922 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_BE2_01_3268.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347745-02! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC=C2C(=O)C3(OC3C(=O)C24C5OC(C)C(C14)C6=C5C(=O)C7(OC7C6=O)C(O)C=C(C)C)C(O)C=C(C)C INCHI=InChI=1S/C30H32O10/c1-10(2)7-15(31)29-22(34)14-9-37-13(6)20-17-12(5)38-25(28(14,20)24(36)27(29)40-29)19-18(17)21(33)26-30(39-26,23(19)35)16(32)8-11(3)4/h7-9,12-13,15-17,20,25-27,31-32H,1-6H3 INCHIAUX=XQJFWXFZEDKVQR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847041 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847041 SCANS=397 91.6670913696289 242.0 92.79025268554688 59.0 95.04823303222656 309.0 103.05358123779297 235.0 107.05017852783203 340.0 119.04734802246094 686.0 147.0437774658203 1888.0 151.03955078125 492.0 163.0397186279297 76.0 165.04928588867188 960.0 176.0070343017578 164.0 178.02218627929688 272.0 179.0388946533203 264.0 181.05038452148438 277.0 189.01605224609375 248.0 190.02781677246094 338.0 191.03564453125 5672.0 192.0358123779297 69.0 193.0474395751953 661.0 193.10191345214844 114.0 200.09132385253906 212.0 206.05941772460938 170.0 227.0323486328125 312.0 241.08547973632812 243.0 247.12110900878906 232.0 257.0744323730469 390.0 259.1062316894531 256.0 261.11834716796875 294.0 275.0910339355469 579.0 299.1278991699219 135.0 306.05596923828125 217.0 311.09991455078125 308.0 321.1180725097656 173.0 330.0971984863281 449.0 336.02386474609375 150.0 355.07427978515625 99.0 400.077392578125 149.0 407.1269226074219 307.0 420.0572814941406 280.0 452.14215087890625 191.0 467.1243896484375 195.0 469.1505432128906 150.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847042 PEPMASS=633.066956 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_BE2_01_3268.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385057-01! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1C2COC(=O)C3=C(C(O)=C(O)C(O)=C3)C4=C(C=C(O)C(O)=C4O)C(=O)O[C@@H]1[C@@H](O)[C@H](OC(=O)C5=CC(O)=C(O)C(O)=C5)O2 INCHI=InChI=1S/C27H22O18/c28-9-1-6(2-10(29)16(9)32)24(39)45-27-22(38)23-19(35)13(43-27)5-42-25(40)7-3-11(30)17(33)20(36)14(7)15-8(26(41)44-23)4-12(31)18(34)21(15)37/h1-4,13,19,22-23,27-38H,5H2/t13?,19-,22-,23+,27+/m1/s1 INCHIAUX=TUSDEZXZIZRFGC-IHMVBCRFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847042 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847042 SCANS=170 111.80428314208984 97.0 125.02342987060547 232.0 132.23056030273438 249.0 150.3634490966797 193.0 156.73471069335938 135.0 163.03927612304688 258.0 166.99497985839844 194.0 168.3608856201172 130.0 173.037841796875 244.0 191.0336456298828 177.0 194.46824645996094 93.0 195.03518676757812 234.0 201.0272674560547 327.0 203.0441436767578 285.0 210.56475830078125 165.0 217.01564025878906 273.0 221.03384399414062 293.0 225.5788116455078 136.0 229.0188446044922 616.0 235.0179901123047 222.0 236.37158203125 58.0 245.00698852539062 561.0 246.6255340576172 160.0 247.037353515625 429.0 249.0394744873047 406.0 255.0265350341797 331.0 257.0072326660156 214.0 258.00872802734375 309.0 258.12017822265625 64.0 273.0039978027344 2146.0 274.01531982421875 331.0 275.01995849609375 2831.0 277.9629821777344 135.0 282.053955078125 323.0 283.9974060058594 132.0 288.71588134765625 50.0 299.0641784667969 402.0 299.9894104003906 348.0 300.9981384277344 14878.0 303.0482177734375 157.0 304.1131591796875 64.0 310.9464111328125 106.0 319.306396484375 80.0 329.0289611816406 1132.0 330.035400390625 249.0 331.0511779785156 433.0 334.0139465332031 401.0 355.0517272949219 164.0 359.0483093261719 203.0 363.0584716796875 119.0 371.0318603515625 167.0 401.0556640625 367.0 419.0634765625 1161.0 437.0530700683594 361.0 447.058349609375 164.0 448.9214172363281 116.0 458.57794189453125 60.0 463.0540771484375 4838.0 464.0553894042969 215.0 481.1161193847656 258.0 615.0574340820312 245.0 633.071533203125 20197.0 633.182861328125 242.0 634.0894775390625 113.0 637.5365600585938 152.0 753.6920166015625 121.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847045 PEPMASS=369.134155 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_GA10_01_3301.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380677-01!5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2CC(=O)C3=C(O)C(CC=C(C)C)=C(O)C=C3O2 INCHI=InChI=1S/C21H22O6/c1-11(2)4-6-13-15(23)9-19-20(21(13)25)16(24)10-17(27-19)12-5-7-14(22)18(8-12)26-3/h4-5,7-9,17,22-23,25H,6,10H2,1-3H3 INCHIAUX=GWVGVAPNTKLROZ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847045 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847045 SCANS=461 133.06646728515625 420.0 135.0535125732422 393.0 135.12718200683594 130.0 147.04556274414062 133.0 149.0613555908203 140.0 163.0045623779297 282.0 219.07501220703125 687.0 245.07864379882812 269.0 264.0664367675781 262.0 325.1521301269531 272.0 369.1397705078125 1618.0 369.1972351074219 188.0 372.55914306640625 270.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847046 PEPMASS=725.193176 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_GA10_01_3301.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380680-01!5-hydroxy-3-[(2S,3R,4R,5S)-3-hydroxy-5-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]oxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(O[C@@H]4O[C@@H](CO)[C@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H]4O)=C(OC3=C2)C6=CC=C(O)C=C6)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C32H38O19/c1-10-19(37)22(40)24(42)30(45-10)46-13-6-14(36)18-15(7-13)47-27(11-2-4-12(35)5-3-11)29(21(18)39)51-32-26(44)28(17(9-34)49-32)50-31-25(43)23(41)20(38)16(8-33)48-31/h2-7,10,16-17,19-20,22-26,28,30-38,40-44H,8-9H2,1H3/t10-,16+,17-,19-,20+,22+,23-,24+,25+,26+,28-,30-,31-,32-/m0/s1 INCHIAUX=LKVIDBLGZHMPCV-HLAATANNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847046 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847046 SCANS=206 104.58162689208984 198.0 137.06436157226562 134.0 143.97998046875 107.0 163.00233459472656 187.0 213.05783081054688 327.0 214.02987670898438 77.0 227.0343475341797 604.0 229.0494384765625 444.0 255.031982421875 760.0 257.0417175292969 147.0 277.6297912597656 241.0 281.0483093261719 336.0 283.02716064453125 1618.0 284.0327453613281 1518.0 285.041748046875 18476.0 286.0315856933594 440.0 287.61822509765625 53.0 300.8520202636719 174.0 430.0996398925781 396.0 430.44610595703125 113.0 431.1006164550781 6753.0 476.3180847167969 69.0 560.2721557617188 286.0 575.233154296875 173.0 577.774658203125 98.0 578.1432495117188 141.0 578.6174926757812 166.0 579.1358642578125 6518.0 580.1376342773438 280.0 583.0361328125 118.0 725.194580078125 1657.0 726.189697265625 185.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847049 PEPMASS=771.198914 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_GA10_01_3301.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380680-01!5-hydroxy-3-[(2S,3R,4R,5S)-3-hydroxy-5-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]oxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(O[C@@H]4O[C@@H](CO)[C@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H]4O)=C(OC3=C2)C6=CC=C(O)C=C6)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C32H38O19/c1-10-19(37)22(40)24(42)30(45-10)46-13-6-14(36)18-15(7-13)47-27(11-2-4-12(35)5-3-11)29(21(18)39)51-32-26(44)28(17(9-34)49-32)50-31-25(43)23(41)20(38)16(8-33)48-31/h2-7,10,16-17,19-20,22-26,28,30-38,40-44H,8-9H2,1H3/t10-,16+,17-,19-,20+,22+,23-,24+,25+,26+,28-,30-,31-,32-/m0/s1 INCHIAUX=LKVIDBLGZHMPCV-HLAATANNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847049 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847049 SCANS=207 157.31900024414062 238.0 165.69761657714844 348.0 169.06590270996094 225.0 178.73133850097656 227.0 178.99972534179688 275.0 185.06727600097656 336.0 187.3533935546875 264.0 191.0000457763672 211.0 195.04042053222656 240.0 205.0475311279297 73.0 208.15528869628906 177.0 209.28713989257812 151.0 213.05374145507812 179.0 214.0260467529297 186.0 227.0334014892578 952.0 239.03546142578125 302.0 241.04861450195312 234.0 255.03225708007812 1358.0 256.0267028808594 197.0 257.05072021484375 350.0 273.04974365234375 204.0 281.2695007324219 123.0 282.2917175292969 73.0 283.0256042480469 2622.0 283.0715637207031 99.0 284.0359191894531 4167.0 285.0408020019531 25431.0 285.1505126953125 103.0 286.0395812988281 492.0 287.5881652832031 66.0 297.7298889160156 128.0 429.35882568359375 190.0 430.09588623046875 781.0 431.0540771484375 267.0 431.1014099121094 8062.0 431.80682373046875 111.0 432.0957336425781 1137.0 434.71685791015625 79.0 453.0750732421875 217.0 563.146728515625 142.0 578.2451171875 163.0 578.5963134765625 222.0 578.8907470703125 116.0 579.1383056640625 9401.0 580.1416625976562 1338.0 584.2212524414062 238.0 586.4279174804688 148.0 702.5941162109375 168.0 725.197509765625 5354.0 726.1962890625 972.0 726.8880004882812 91.0 751.3576049804688 374.0 1077.648681640625 176.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847051 PEPMASS=387.213043 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_BA11_01_3074.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384803-01!2,4-dihydroxy-3-[(E)-4-hydroxy-3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)pent-2-enyl]-6-methylbenzaldehyde [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC(=O)C(C)C1(C)CC(O)C(\C)=C\CC2=C(O)C(C=O)=C(C)C=C2O INCHI=InChI=1S/C23H32O5/c1-13(6-8-17-20(26)10-14(2)18(12-24)22(17)28)21(27)11-23(5)15(3)7-9-19(25)16(23)4/h6,10,12,15-16,21,26-28H,7-9,11H2,1-5H3/b13-6+ INCHIAUX=BQAWIDAQBDWCGH-AWNIVKPZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847051 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847051 SCANS=360 136.0543670654297 294.0 165.614990234375 94.0 175.03916931152344 223.0 205.0826873779297 856.0 369.1990661621094 53.0 387.2182922363281 2596.0 387.36614990234375 75.0 405.6783447265625 245.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847053 PEPMASS=417.077393 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_BA11_01_3074.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384802-01!5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1CO[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C4=CC=C(O)C=C4)[C@H](O)[C@H]1O INCHI=InChI=1S/C20H18O10/c21-9-3-1-8(2-4-9)18-19(30-20-17(27)15(25)12(24)7-28-20)16(26)14-11(23)5-10(22)6-13(14)29-18/h1-6,12,15,17,20-25,27H,7H2/t12-,15+,17-,20+/m1/s1 INCHIAUX=RNVUDWOQYYWXBJ-BWYUNELBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847053 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847053 SCANS=240 93.03324890136719 261.0 125.88401794433594 230.0 151.00408935546875 276.0 178.99880981445312 148.0 205.0113067626953 254.0 227.03656005859375 668.0 255.03004455566406 1017.0 284.0310974121094 2053.0 285.0376892089844 691.0 417.08258056640625 2447.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847055 PEPMASS=421.07196 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_BA11_01_3074.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384833-01!1,3,6,7-tetrahydroxy-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C2=C(O)C3=C(OC4=C(C=C(O)C(O)=C4)C3=O)C=C2O INCHI=InChI=1S/C19H18O11/c20-4-11-15(25)17(27)18(28)19(30-11)12-8(23)3-10-13(16(12)26)14(24)5-1-6(21)7(22)2-9(5)29-10/h1-3,11,15,17-23,25-28H,4H2/t11-,15-,17+,18-,19+/m1/s1 INCHIAUX=AEDDIBAIWPIIBD-ZJKJAXBQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847055 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847055 SCANS=169 258.01654052734375 289.0 259.0151672363281 171.0 271.0245056152344 288.0 273.0559387207031 137.0 301.03466796875 1029.0 301.0791320800781 197.0 331.0555419921875 1017.0 403.0786437988281 496.0 421.076904296875 993.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847056 PEPMASS=569.137634 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_BA11_01_3074.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384830-01!3-[5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2OC3=CC(O)=CC(O)=C3C(=O)C2C4C(OC5=CC(O)=CC(O)=C5C4=O)C6=CC=C(OC)C=C6 INCHI=InChI=1S/C32H26O10/c1-39-19-7-3-15(4-8-19)31-27(29(37)25-21(35)11-17(33)13-23(25)41-31)28-30(38)26-22(36)12-18(34)14-24(26)42-32(28)16-5-9-20(40-2)10-6-16/h3-14,27-28,31-36H,1-2H3 INCHIAUX=BTCICADMSGBCKA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847056 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847056 SCANS=438 125.02232360839844 2744.0 151.00555419921875 426.0 237.07875061035156 147.0 242.06661987304688 184.0 243.066162109375 199.0 315.10125732421875 202.0 325.0593566894531 97.0 325.0850830078125 166.0 331.13092041015625 497.0 341.1285095214844 281.0 346.0718688964844 198.0 358.12738037109375 189.0 404.072998046875 183.0 414.68231201171875 100.0 415.11724853515625 296.0 415.1593322753906 286.0 417.1162109375 271.0 443.1043395996094 1212.0 448.080810546875 184.0 465.11181640625 137.0 483.1481018066406 349.0 569.1432495117188 905.0 573.455078125 74.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847061 PEPMASS=608.360962 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_BA11_01_3074.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384824-01!methyl 3-hydroxy-2-[[3-hydroxy-2-[[2-[(3-hydroxy-2,4-dimethyltetradecanoyl)amino]-3-methylbutanoyl]amino]butanoyl]amino]propanoate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCCC(C)C(O)C(C)C(=O)NC(C(C)C)C(=O)NC(C(C)O)C(=O)NC(CO)C(=O)OC INCHI=InChI=1S/C29H55N3O8/c1-8-9-10-11-12-13-14-15-16-19(4)25(35)20(5)26(36)31-23(18(2)3)27(37)32-24(21(6)34)28(38)30-22(17-33)29(39)40-7/h18-25,33-35H,8-17H2,1-7H3,(H,30,38)(H,31,36)(H,32,37) INCHIAUX=AKMKWHBDPUOPSK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847061 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847061 SCANS=472 113.0355224609375 191.0 131.03968811035156 177.0 153.09832763671875 224.0 171.1160125732422 244.0 182.71046447753906 119.0 212.09922790527344 189.0 229.11920166015625 252.0 268.12652587890625 791.0 280.128173828125 767.0 300.1563415527344 1458.0 301.1590576171875 146.0 344.1848449707031 114.0 369.29638671875 90.0 478.3336181640625 179.0 496.3433837890625 329.0 498.3614807128906 262.0 510.3487548828125 143.0 540.3543701171875 142.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847063 PEPMASS=618.389832 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_BA11_01_3074.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384824-01!methyl 3-hydroxy-2-[[3-hydroxy-2-[[2-[(3-hydroxy-2,4-dimethyltetradecanoyl)amino]-3-methylbutanoyl]amino]butanoyl]amino]propanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCCC(C)C(O)C(C)C(=O)NC(C(C)C)C(=O)NC(C(C)O)C(=O)NC(CO)C(=O)OC INCHI=InChI=1S/C29H55N3O8/c1-8-9-10-11-12-13-14-15-16-19(4)25(35)20(5)26(36)31-23(18(2)3)27(37)32-24(21(6)34)28(38)30-22(17-33)29(39)40-7/h18-25,33-35H,8-17H2,1-7H3,(H,30,38)(H,31,36)(H,32,37) INCHIAUX=AKMKWHBDPUOPSK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847063 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847063 SCANS=462 98.02141571044922 649.0 109.73350524902344 315.0 111.50092315673828 118.0 113.03653717041016 2747.0 113.16000366210938 66.0 115.08385467529297 1267.0 115.85232543945312 187.0 124.72721862792969 113.0 124.79287719726562 96.0 125.03470611572266 3172.0 132.6507110595703 188.0 141.06410217285156 341.0 143.04347229003906 292.0 145.05856323242188 503.0 145.34278869628906 242.0 149.3369903564453 278.0 153.0983123779297 396.0 154.08639526367188 1841.0 164.8837890625 166.0 166.80099487304688 108.0 169.06182861328125 220.0 169.0963592529297 1121.0 170.42478942871094 164.0 170.85362243652344 177.0 170.8932342529297 132.0 171.11288452148438 6019.0 171.89219665527344 129.0 180.11474609375 358.0 183.125 300.0 189.08755493164062 198.0 197.12411499023438 204.0 211.1094512939453 195.0 221.1220245361328 229.0 222.17813110351562 260.0 224.09303283691406 654.0 224.14013671875 767.0 225.12013244628906 943.0 226.1128387451172 197.0 227.10336303710938 473.0 233.5396728515625 256.0 236.12925720214844 181.0 239.091552734375 162.0 244.1297607421875 1479.0 250.1180419921875 181.0 264.6985168457031 161.0 267.7593688964844 412.0 267.885986328125 177.0 268.1273498535156 7903.0 270.24041748046875 303.0 279.1298522949219 128.0 279.990966796875 107.0 280.12969970703125 2526.0 285.29595947265625 175.0 285.6839294433594 72.0 296.8202209472656 262.0 298.1402893066406 293.0 300.1561279296875 22113.0 300.2695007324219 54.0 301.1552734375 407.0 303.278564453125 97.0 312.15716552734375 6060.0 312.9247131347656 178.0 312.9607238769531 92.0 314.9996643066406 148.0 330.165771484375 741.0 344.1816101074219 2443.0 349.4111633300781 169.0 351.0010070800781 239.0 352.284912109375 1127.0 352.36083984375 65.0 353.2880859375 200.0 354.5805969238281 114.0 369.32073974609375 716.0 370.3003845214844 178.0 374.1920166015625 824.0 406.97222900390625 134.0 427.32135009765625 197.0 434.32867431640625 201.0 436.24261474609375 317.0 452.9593505859375 162.0 453.2991638183594 229.0 465.21746826171875 209.0 466.3298034667969 4737.0 467.3466796875 278.0 478.3241882324219 3338.0 480.3424987792969 383.0 490.84814453125 95.0 496.337890625 1826.0 497.3363952636719 379.0 498.3551940917969 3028.0 502.2927551269531 74.0 510.3555603027344 1578.0 528.3541259765625 263.0 529.1127319335938 154.0 533.3255615234375 240.0 540.361083984375 755.0 541.5067749023438 121.0 542.3829345703125 4181.0 554.3744506835938 587.0 558.408203125 208.0 572.3884887695312 3809.0 912.5744018554688 73.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847065 PEPMASS=635.080566 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_BA11_01_3074.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384822-01![(2R,3S,4S,5R,6S)-3,4-dihydroxy-5,6-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)C2=CC(O)=C(O)C(O)=C2)O[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](OC(=O)C4=CC(O)=C(O)C(O)=C4)[C@H]1O INCHI=InChI=1S/C27H24O18/c28-11-1-8(2-12(29)18(11)34)24(39)42-7-17-21(37)22(38)23(44-25(40)9-3-13(30)19(35)14(31)4-9)27(43-17)45-26(41)10-5-15(32)20(36)16(33)6-10/h1-6,17,21-23,27-38H,7H2/t17-,21-,22+,23-,27+/m1/s1 INCHIAUX=LLENXGNWVNSBQG-VFTFQOQOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847065 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847065 SCANS=174 97.17095947265625 107.0 107.49524688720703 141.0 123.00627136230469 375.0 125.0248031616211 1759.0 151.0030059814453 856.0 166.9941864013672 211.0 168.0044708251953 684.0 169.0142059326172 5656.0 171.34927368164062 167.0 190.8572540283203 165.0 191.03643798828125 236.0 192.00543212890625 125.0 193.00794982910156 204.0 211.02658081054688 548.0 217.42575073242188 223.0 222.00979614257812 346.0 241.0341033935547 287.0 295.04296875 304.0 297.0558166503906 498.0 311.1074523925781 221.0 313.05462646484375 3970.0 447.05548095703125 81.0 463.333740234375 235.0 464.91033935546875 200.0 465.0654602050781 15537.0 465.15789794921875 96.0 466.07958984375 109.0 466.9104309082031 115.0 468.97149658203125 164.0 483.0733642578125 611.0 483.1209411621094 225.0 635.0921020507812 1140.0 937.8993530273438 89.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847067 PEPMASS=671.057617 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_BA11_01_3074.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384822-01![(2R,3S,4S,5R,6S)-3,4-dihydroxy-5,6-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)C2=CC(O)=C(O)C(O)=C2)O[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](OC(=O)C4=CC(O)=C(O)C(O)=C4)[C@H]1O INCHI=InChI=1S/C27H24O18/c28-11-1-8(2-12(29)18(11)34)24(39)42-7-17-21(37)22(38)23(44-25(40)9-3-13(30)19(35)14(31)4-9)27(43-17)45-26(41)10-5-15(32)20(36)16(33)6-10/h1-6,17,21-23,27-38H,7H2/t17-,21-,22+,23-,27+/m1/s1 INCHIAUX=LLENXGNWVNSBQG-VFTFQOQOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847067 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847067 SCANS=181 125.02300262451172 227.0 164.00320434570312 170.0 167.0291290283203 108.0 169.01109313964844 389.0 211.02108764648438 196.0 310.6900634765625 206.0 313.0640869140625 568.0 465.0639953613281 1621.0 634.2518920898438 130.0 635.0801391601562 802.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847069 PEPMASS=385.073395 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G7_GG7_01_3058.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380272-01!5,8-dihydroxy-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(O)=C3OC(=O)C=CC3=C1O INCHI=InChI=1S/C16H18O11/c1-24-14-8(19)5-2-3-7(18)26-13(5)12(23)15(14)27-16-11(22)10(21)9(20)6(4-17)25-16/h2-3,6,9-11,16-17,19-23H,4H2,1H3/t6-,9-,10+,11-,16+/m1/s1 INCHIAUX=CZSKYBTXDJQXNC-ZFQONWCHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847069 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847069 SCANS=170 82.18264770507812 72.0 178.9982147216797 225.0 206.99090576171875 1777.0 222.0149383544922 962.0 280.28533935546875 151.0 280.5582275390625 86.0 280.8804016113281 64.0 281.00738525390625 138.0 281.1282043457031 71.0 370.0514831542969 129.0 385.08038330078125 1437.0 807.4053344726562 127.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847071 PEPMASS=668.394775 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G7_GG7_01_3058.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347633-02!7-benzyl-11,14,20-trimethyl-16-(2-methylpropyl)-10,13-di(propan-2-yl)-17-oxa-1,5,8,11,14-pentazabicyclo[17.3.0]docosane-2,6,9,12,15,18-hexone [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC1OC(=O)C2C(C)CCN2C(=O)CCNC(=O)C(CC3=CC=CC=C3)NC(=O)C(C(C)C)N(C)C(=O)C(C(C)C)N(C)C1=O INCHI=InChI=1S/C36H55N5O7/c1-21(2)19-27-34(45)40(9)30(23(5)6)35(46)39(8)29(22(3)4)33(44)38-26(20-25-13-11-10-12-14-25)32(43)37-17-15-28(42)41-18-16-24(7)31(41)36(47)48-27/h10-14,21-24,26-27,29-31H,15-20H2,1-9H3,(H,37,43)(H,38,44) INCHIAUX=UCLZXGHPVJMYSQ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847071 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847071 SCANS=509 129.10113525390625 170.0 136.06736755371094 137.0 144.74412536621094 138.0 168.0626983642578 321.0 202.7634735107422 99.0 329.2147521972656 130.0 372.22918701171875 450.0 443.2730407714844 268.0 578.3717041015625 124.0 581.0553588867188 286.0 596.386474609375 158.0 668.4019165039062 1111.0 669.3912353515625 139.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847073 PEPMASS=714.400818 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G7_GG7_01_3058.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347633-02!7-benzyl-11,14,20-trimethyl-16-(2-methylpropyl)-10,13-di(propan-2-yl)-17-oxa-1,5,8,11,14-pentazabicyclo[17.3.0]docosane-2,6,9,12,15,18-hexone [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC1OC(=O)C2C(C)CCN2C(=O)CCNC(=O)C(CC3=CC=CC=C3)NC(=O)C(C(C)C)N(C)C(=O)C(C(C)C)N(C)C1=O INCHI=InChI=1S/C36H55N5O7/c1-21(2)19-27-34(45)40(9)30(23(5)6)35(46)39(8)29(22(3)4)33(44)38-26(20-25-13-11-10-12-14-25)32(43)37-17-15-28(42)41-18-16-24(7)31(41)36(47)48-27/h10-14,21-24,26-27,29-31H,15-20H2,1-9H3,(H,37,43)(H,38,44) INCHIAUX=UCLZXGHPVJMYSQ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847073 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847073 SCANS=510 127.08526611328125 238.0 129.1018524169922 130.0 131.0835723876953 377.0 139.08868408203125 94.0 140.05946350097656 301.0 153.07083129882812 256.0 155.08372497558594 659.0 160.0775146484375 214.0 168.13720703125 248.0 169.08108520507812 146.0 188.1486053466797 182.0 193.0976104736328 233.0 224.12734985351562 226.0 243.13418579101562 66.0 244.13211059570312 272.0 275.1355895996094 183.0 304.1478271484375 265.0 364.1922912597656 113.0 366.2104187011719 148.0 372.22320556640625 779.0 402.24578857421875 201.0 444.24871826171875 123.0 570.3287963867188 278.0 650.3903198242188 300.0 650.4395141601562 100.0 668.4024047851562 2683.0 669.420654296875 684.0 678.5631713867188 65.0 688.402587890625 159.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847075 PEPMASS=711.207581 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G7_GG7_01_3058.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380246-01!7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)O[C@H]2OC4=CC(O)=C5C(=O)CC(OC5=C4)C6=CC=C(O)C=C6)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C32H40O18/c1-11-22(37)25(40)28(43)31(46-11)50-29-26(41)24(39)20(10-45-30-27(42)23(38)17(36)9-44-30)49-32(29)47-14-6-15(34)21-16(35)8-18(48-19(21)7-14)12-2-4-13(33)5-3-12/h2-7,11,17-18,20,22-34,36-43H,8-10H2,1H3/t11-,17+,18?,20+,22-,23-,24+,25+,26-,27+,28+,29+,30-,31-,32+/m0/s1 INCHIAUX=VWZAZEGRFSUWHJ-WPJUDIRVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847075 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847075 SCANS=255 119.04661560058594 261.0 137.02523803710938 249.0 151.00033569335938 3225.0 151.07891845703125 128.0 169.01368713378906 212.0 174.99969482421875 319.0 177.01779174804688 505.0 185.06463623046875 295.0 190.0622100830078 224.0 271.0593566894531 5886.0 272.06292724609375 168.0 312.0590515136719 121.0 338.3802795410156 191.0 339.0714416503906 848.0 346.9596862792969 327.0 423.0811462402344 193.0 459.1309509277344 174.0 459.1575622558594 243.0 485.13916015625 226.0 547.1401977539062 232.0 590.31787109375 90.0 591.163818359375 1349.0 709.9447021484375 163.0 710.1882934570312 137.0 711.1087036132812 177.0 711.213134765625 5334.0 712.2111206054688 600.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847076 PEPMASS=757.211914 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G7_GG7_01_3058.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380246-01!7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)O[C@H]2OC4=CC(O)=C5C(=O)CC(OC5=C4)C6=CC=C(O)C=C6)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C32H40O18/c1-11-22(37)25(40)28(43)31(46-11)50-29-26(41)24(39)20(10-45-30-27(42)23(38)17(36)9-44-30)49-32(29)47-14-6-15(34)21-16(35)8-18(48-19(21)7-14)12-2-4-13(33)5-3-12/h2-7,11,17-18,20,22-34,36-43H,8-10H2,1H3/t11-,17+,18?,20+,22-,23-,24+,25+,26-,27+,28+,29+,30-,31-,32+/m0/s1 INCHIAUX=VWZAZEGRFSUWHJ-WPJUDIRVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847076 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847076 SCANS=257 83.01277160644531 348.0 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NAME=NCGC00380259-01!2-[[4-[4,6-dihydroxy-3-(3-methylbut-2-enyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-3,4-dihydro-2H-chromen-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2C(C(O)C(OC2=CC(OC3OC(CO)C(O)C(O)C3O)=C1)C4=CC=C(O)C=C4)C5=C(O)C=C(O)C(CC=C(C)C)=C5OC6OC(CO)C(O)C(O)C6O INCHI=InChI=1S/C39H48O18/c1-15(2)4-9-19-20(43)12-21(44)26(37(19)57-39-35(51)33(49)30(46)25(14-41)56-39)28-27-22(52-3)10-18(53-38-34(50)32(48)29(45)24(13-40)55-38)11-23(27)54-36(31(28)47)16-5-7-17(42)8-6-16/h4-8,10-12,24-25,28-36,38-51H,9,13-14H2,1-3H3 INCHIAUX=GQOCHCOFYNMUOJ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847079 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847079 SCANS=321 71.01080322265625 268.0 86.71743774414062 165.0 93.0823974609375 172.0 95.04829406738281 334.0 102.11907958984375 98.0 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167.0 623.2305908203125 1325.0 624.2423095703125 446.0 639.200439453125 476.0 640.223876953125 385.0 640.378173828125 117.0 641.2244262695312 19450.0 641.9546508789062 275.0 642.076904296875 70.0 642.2306518554688 3598.0 643.230712890625 180.0 803.2811279296875 479.0 1443.443603515625 108.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847081 PEPMASS=939.48645 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G7_GG7_01_3058.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380269-01!6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-5-[3,5-dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(O)C(CO)OC(OC3C(O)C(O)C(OC3OC4CCC5(C)C(CCC6(C)C5CC=C7C8CC(C)(C)CCC8(CCC67C)C(O)=O)C4(C)C)C(O)=O)C2O)C(O)C(O)C1O INCHI=InChI=1S/C48H76O18/c1-21-28(50)30(52)33(55)39(61-21)64-35-29(51)24(20-49)62-40(34(35)56)66-37-32(54)31(53)36(38(57)58)65-41(37)63-27-12-13-45(6)25(44(27,4)5)11-14-47(8)26(45)10-9-22-23-19-43(2,3)15-17-48(23,42(59)60)18-16-46(22,47)7/h9,21,23-37,39-41,49-56H,10-20H2,1-8H3,(H,57,58)(H,59,60) INCHIAUX=LHVARDGCCWIXJA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847081 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847081 SCANS=420 85.03120422363281 368.0 87.01412963867188 353.0 97.03166961669922 314.0 101.02680969238281 721.0 103.03626251220703 292.0 112.0134048461914 680.0 113.02442169189453 1165.0 115.00043487548828 177.0 115.03662872314453 251.0 117.01972961425781 295.0 131.03399658203125 539.0 143.03390502929688 771.0 145.04360961914062 152.0 157.0126953125 252.0 159.02798461914062 178.0 161.04478454589844 343.0 163.056640625 784.0 205.06973266601562 566.0 247.08090209960938 99.0 367.12969970703125 138.0 407.3268737792969 173.0 435.63446044921875 61.0 437.34368896484375 221.0 452.0934753417969 131.0 452.2021789550781 105.0 453.34368896484375 511.0 455.3533935546875 1613.0 456.36090087890625 145.0 497.34930419921875 536.0 523.3814086914062 805.0 537.3582153320312 566.0 538.36474609375 295.0 551.3970336914062 163.0 567.3692626953125 150.0 569.3822021484375 2079.0 569.5023193359375 64.0 570.3711547851562 76.0 571.370849609375 210.0 587.3756103515625 260.0 587.413330078125 309.0 613.3628540039062 842.0 631.3943481445312 196.0 703.9179077148438 74.0 712.8233642578125 136.0 713.4186401367188 131.0 713.4620971679688 249.0 731.4437255859375 728.0 732.4404296875 292.0 793.4716796875 183.0 794.41162109375 174.0 877.5042114257812 178.0 921.437744140625 344.0 921.5056762695312 167.0 928.7832641601562 108.0 935.3914794921875 89.0 936.6940307617188 74.0 937.58984375 146.0 937.8954467773438 206.0 938.0758666992188 109.0 938.291259765625 114.0 938.5758666992188 223.0 938.8135375976562 128.0 939.2342529296875 91.0 939.501953125 13775.0 939.691650390625 94.0 940.501220703125 3224.0 940.8689575195312 57.0 941.5304565429688 253.0 942.1950073242188 130.0 944.2490844726562 55.0 944.3927612304688 96.0 944.5099487304688 62.0 945.7305908203125 126.0 949.7846069335938 82.0 974.4266967773438 102.0 1334.177978515625 397.0 1483.69482421875 217.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847082 PEPMASS=985.492004 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G7_GG7_01_3058.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380269-01!6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-5-[3,5-dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(O)C(CO)OC(OC3C(O)C(O)C(OC3OC4CCC5(C)C(CCC6(C)C5CC=C7C8CC(C)(C)CCC8(CCC67C)C(O)=O)C4(C)C)C(O)=O)C2O)C(O)C(O)C1O INCHI=InChI=1S/C48H76O18/c1-21-28(50)30(52)33(55)39(61-21)64-35-29(51)24(20-49)62-40(34(35)56)66-37-32(54)31(53)36(38(57)58)65-41(37)63-27-12-13-45(6)25(44(27,4)5)11-14-47(8)26(45)10-9-22-23-19-43(2,3)15-17-48(23,42(59)60)18-16-46(22,47)7/h9,21,23-37,39-41,49-56H,10-20H2,1-8H3,(H,57,58)(H,59,60) INCHIAUX=LHVARDGCCWIXJA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847082 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847082 SCANS=425 87.0128402709961 230.0 87.04254150390625 336.0 99.00672149658203 333.0 101.0315933227539 122.0 113.03153991699219 483.0 115.04463958740234 307.0 131.03424072265625 1143.0 141.10421752929688 125.0 143.0315704345703 732.0 145.0482635498047 187.0 147.0313720703125 340.0 161.0455780029297 518.0 163.063232421875 254.0 205.06744384765625 755.0 247.09046936035156 145.0 348.8763427734375 93.0 437.37744140625 85.0 437.7637023925781 623.0 437.859619140625 69.0 441.2631530761719 265.0 441.76434326171875 236.0 443.5237121582031 101.0 451.2649841308594 237.0 453.3421630859375 864.0 455.3480529785156 722.0 462.5593566894531 277.0 465.6767578125 257.0 477.6005554199219 151.0 481.3697509765625 171.0 495.3755798339844 85.0 497.38262939453125 417.0 524.3751831054688 351.0 525.3660278320312 305.0 537.363037109375 761.0 538.3545532226562 167.0 569.376953125 1523.0 570.3967895507812 586.0 587.40380859375 306.0 613.37060546875 1975.0 641.4085693359375 195.0 701.228759765625 306.0 730.4281616210938 169.0 731.4485473632812 156.0 793.428955078125 220.0 817.425537109375 73.0 862.3961181640625 67.0 874.0748291015625 188.0 921.4891967773438 205.0 926.5133666992188 127.0 937.3574829101562 125.0 938.9797973632812 62.0 939.278564453125 112.0 939.3375244140625 55.0 939.4205322265625 482.0 939.5004272460938 12096.0 939.8369140625 63.0 940.50244140625 3795.0 940.625732421875 215.0 940.781005859375 135.0 941.514404296875 371.0 962.4816284179688 82.0 1286.46630859375 85.0 1482.3402099609375 221.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847085 PEPMASS=541.298462 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_GE2_01_3041.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385426-01!2,3,14-trihydroxy-10,13-dimethyl-17-(2,3,6,7-tetrahydroxy-6-methylheptan-2-yl)-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)(CO)CCC(O)C(C)(O)C1CCC2(O)C3=CC(=O)C4CC(O)C(O)CC4(C)C3CCC12C INCHI=InChI=1S/C27H44O8/c1-23(33,14-28)8-7-22(32)26(4,34)21-6-10-27(35)16-11-18(29)17-12-19(30)20(31)13-24(17,2)15(16)5-9-25(21,27)3/h11,15,17,19-22,28,30-35H,5-10,12-14H2,1-4H3 INCHIAUX=RRCGNPRHZQPOOT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847085 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847085 SCANS=186 83.05645751953125 310.0 103.83866882324219 852.0 117.53690338134766 136.0 175.0953826904297 3213.0 257.1795654296875 277.0 301.189208984375 244.0 319.1883850097656 835.0 333.1733703613281 178.0 389.2374267578125 165.0 493.96368408203125 56.0 494.0806579589844 167.0 495.2931213378906 8316.0 495.38446044921875 113.0 496.103759765625 153.0 541.31103515625 322.0 1108.655029296875 439.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847087 PEPMASS=593.147217 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_GE2_01_3041.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385434-01!8-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2C(O)C(O)C(CO)OC2C3=C4OC(=CC(=O)C4=C(O)C=C3O)C5=CC=C(O)C=C5)C(O)C(O)C1O INCHI=InChI=1S/C27H30O15/c28-7-15-20(35)22(37)26(42-27-23(38)21(36)19(34)16(8-29)41-27)25(40-15)18-12(32)5-11(31)17-13(33)6-14(39-24(17)18)9-1-3-10(30)4-2-9/h1-6,15-16,19-23,25-32,34-38H,7-8H2 INCHIAUX=FYTOTHFWELWOCG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847087 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847087 SCANS=198 101.02095031738281 271.0 109.15499877929688 212.0 169.0638885498047 324.0 175.00521850585938 293.0 282.0497131347656 235.0 293.04522705078125 1977.0 310.52203369140625 147.0 314.041748046875 181.0 323.094482421875 136.0 335.0566101074219 190.0 341.08050537109375 271.0 413.0882873535156 2226.0 471.5916442871094 70.0 593.1581420898438 2497.0 593.2321166992188 128.0 594.1748657226562 142.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847089 PEPMASS=639.153137 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_GE2_01_3041.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385434-01!8-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2C(O)C(O)C(CO)OC2C3=C4OC(=CC(=O)C4=C(O)C=C3O)C5=CC=C(O)C=C5)C(O)C(O)C1O INCHI=InChI=1S/C27H30O15/c28-7-15-20(35)22(37)26(42-27-23(38)21(36)19(34)16(8-29)41-27)25(40-15)18-12(32)5-11(31)17-13(33)6-14(39-24(17)18)9-1-3-10(30)4-2-9/h1-6,15-16,19-23,25-32,34-38H,7-8H2 INCHIAUX=FYTOTHFWELWOCG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847089 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847089 SCANS=184 162.64828491210938 220.0 166.31434631347656 222.0 170.11427307128906 180.0 174.4032745361328 145.0 180.0020751953125 191.0 181.0115509033203 201.0 199.03770446777344 420.0 270.01983642578125 440.0 287.0179138183594 496.0 288.0223388671875 120.0 309.0545349121094 102.0 314.0007019042969 165.0 315.0190734863281 637.0 316.0151062011719 403.0 327.0670471191406 145.0 327.5176086425781 87.0 329.0272216796875 110.0 329.0574951171875 178.0 329.1778869628906 56.0 330.0338134765625 1323.0 330.9209899902344 103.0 331.04156494140625 1067.0 359.0966491699219 442.0 371.0602111816406 414.0 477.10601806640625 4454.0 492.0808410644531 694.0 493.1077575683594 246.0 639.1663208007812 734.0 731.5941162109375 105.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847097 PEPMASS=685.15625 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_GE2_01_3041.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385418-01!2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C(O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)=C(OC2=C1O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C5=CC(O)=C(O)C=C5 INCHI=InChI=1S/C28H32O17/c1-8-16(33)19(36)21(38)27(41-8)45-26-18(35)15-12(32)6-13(40-2)24(44-28-22(39)20(37)17(34)14(7-29)42-28)25(15)43-23(26)9-3-4-10(30)11(31)5-9/h3-6,8,14,16-17,19-22,27-34,36-39H,7H2,1-2H3/t8-,14+,16-,17+,19+,20-,21+,22+,27-,28-/m0/s1 INCHIAUX=NMZDJTDURFIQKE-WPMCBUBKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847097 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847097 SCANS=175 169.01051330566406 355.0 169.08653259277344 67.0 175.00538635253906 363.0 316.01837158203125 185.0 330.03643798828125 201.0 331.0428771972656 744.0 360.89990234375 150.0 361.17236328125 297.0 477.0716552734375 683.0 477.10491943359375 1547.0 492.0910339355469 362.0 639.1549072265625 1065.0 643.4630126953125 128.0 653.1327514648438 120.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847098 PEPMASS=687.355591 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_GE2_01_3041.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385427-01!17-[2,3-dihydroxy-6-methyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(CCC(O)C(C)(O)C1CCC2(O)C3=CC(=O)C4CC(O)C(O)CC4(C)C3CCC12C)OC5OC(CO)C(O)C(O)C5O INCHI=InChI=1S/C33H54O12/c1-29(2,45-28-27(41)26(40)25(39)22(15-34)44-28)9-8-24(38)32(5,42)23-7-11-33(43)17-12-19(35)18-13-20(36)21(37)14-30(18,3)16(17)6-10-31(23,33)4/h12,16,18,20-28,34,36-43H,6-11,13-15H2,1-5H3 INCHIAUX=VJAXSGXKVCCJNY-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847098 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847098 SCANS=202 85.02444458007812 364.0 89.03057098388672 255.0 99.00991821289062 263.0 101.02131652832031 189.0 113.02409362792969 547.0 119.03598022460938 442.0 161.04412841796875 215.0 179.0547332763672 1506.0 233.15029907226562 316.0 287.16021728515625 262.0 300.52880859375 91.0 300.9829406738281 159.0 301.1716613769531 184.0 313.0934143066406 227.0 319.1863098144531 391.0 321.1562194824219 1370.0 357.169677734375 325.0 373.2047424316406 180.0 392.2230224609375 286.0 461.2933044433594 289.0 479.30322265625 602.0 551.2066650390625 92.0 607.3176879882812 134.0 623.35205078125 429.0 641.35107421875 13641.0 641.44384765625 229.0 642.3402099609375 974.0 645.0325317382812 231.0 664.736572265625 58.0 673.00439453125 180.0 687.3568115234375 106.0 1424.905517578125 304.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847101 PEPMASS=741.184204 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_GE2_01_3041.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385414-01!3-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](CO)O[C@@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC=C(O)C=C5)[C@@H]2O)[C@H](O[C@@H]6OC[C@@H](O)[C@H](O)[C@H]6O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C32H38O20/c33-7-16-20(40)23(43)29(52-30-24(44)19(39)14(38)9-46-30)32(49-16)50-27-21(41)17(8-34)48-31(25(27)45)51-28-22(42)18-13(37)5-12(36)6-15(18)47-26(28)10-1-3-11(35)4-2-10/h1-6,14,16-17,19-21,23-25,27,29-41,43-45H,7-9H2/t14-,16-,17-,19+,20-,21-,23+,24-,25-,27+,29-,30+,31+,32+/m1/s1 INCHIAUX=RIRIPDPAMZKRKD-UKBOIMOLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847101 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847101 SCANS=213 149.2783966064453 203.0 150.9989013671875 529.0 172.05641174316406 343.0 196.28659057617188 214.0 199.0436248779297 141.0 227.03668212890625 1228.0 229.04380798339844 440.0 239.03533935546875 285.0 241.05381774902344 162.0 255.0298614501953 4562.0 257.0371398925781 503.0 283.0285339355469 454.0 284.0318603515625 13486.0 285.03912353515625 5609.0 286.0368957519531 218.0 295.75299072265625 60.0 347.72650146484375 132.0 354.3134765625 151.0 357.529052734375 63.0 393.0614929199219 65.0 411.0610656738281 380.0 579.1387329101562 367.0 591.1349487304688 87.0 609.1470336914062 503.0 671.3070678710938 98.0 740.4429321289062 64.0 741.1888427734375 11555.0 741.352783203125 81.0 742.1935424804688 1149.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847102 PEPMASS=785.246338 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E2_GE2_01_3041.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385433-01![4-[4,5-dihydroxy-6-methyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(O)C(COC(=O)\C=C\C3=CC(O)=C(O)C=C3)OC(OCCC4=CC=C(O)C(O)=C4)C2O)C(OC5OC(CO)C(O)C(O)C5O)C(O)C1O INCHI=InChI=1S/C35H46O20/c1-14-24(42)28(46)32(55-34-29(47)27(45)25(43)21(12-36)52-34)35(51-14)54-31-26(44)22(13-50-23(41)7-4-15-2-5-17(37)19(39)10-15)53-33(30(31)48)49-9-8-16-3-6-18(38)20(40)11-16/h2-7,10-11,14,21-22,24-40,42-48H,8-9,12-13H2,1H3/b7-4+ INCHIAUX=PSFMBXYUQFAGAM-QPJJXVBHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847102 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847102 SCANS=223 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SMILES=O[C@@H]1C[C@@](O)(C[C@@H](O)[C@H]1OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O INCHI=InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-14-11(19)6-16(24,15(22)23)7-12(14)20/h1-5,11-12,14,17-20,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14?,16?/m1/s1 INCHIAUX=GYFFKZTYYAFCTR-AVXJPILUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847105 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847105 SCANS=163 134.04827880859375 311.0 135.0438995361328 452.0 155.03477478027344 373.0 161.0199432373047 172.0 173.04388427734375 1607.0 179.0340576171875 796.0 191.0556640625 640.0 992.2014770507812 146.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847106 PEPMASS=515.127563 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_GG12_01_3146.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169984-03!(3R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4-dihydroxycyclohexane-1-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@@H](C[C@@](O)(C[C@H]1OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O)OC(=O)\C=C\C3=CC(O)=C(O)C=C3 INCHI=InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(30)36-19-11-25(35,24(33)34)12-20(23(19)32)37-22(31)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-29,32,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23?,25?/m1/s1 INCHIAUX=KRZBCHWVBQOTNZ-RDJMKVHDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847106 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847106 SCANS=236 70.39425659179688 264.0 88.1313705444336 145.0 99.34176635742188 91.0 127.0393295288086 285.0 132.59701538085938 281.0 134.03646850585938 575.0 135.0436248779297 2176.0 161.0240936279297 676.0 173.04298400878906 441.0 178.76498413085938 282.0 179.0328826904297 7786.0 180.03463745117188 358.0 191.0546875 10707.0 196.33016967773438 166.0 335.0807800292969 206.0 339.04595947265625 110.0 353.0877685546875 10414.0 354.096923828125 389.0 860.6380615234375 112.0 1740.2784423828125 99.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847109 PEPMASS=561.134338 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_GG12_01_3146.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169984-03!(3R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4-dihydroxycyclohexane-1-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@@H](C[C@@](O)(C[C@H]1OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O)OC(=O)\C=C\C3=CC(O)=C(O)C=C3 INCHI=InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(30)36-19-11-25(35,24(33)34)12-20(23(19)32)37-22(31)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-29,32,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23?,25?/m1/s1 INCHIAUX=KRZBCHWVBQOTNZ-RDJMKVHDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847109 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847109 SCANS=240 135.04368591308594 368.0 161.02542114257812 230.0 170.84194946289062 107.0 173.0454559326172 73.0 179.03558349609375 1732.0 182.2297821044922 61.0 191.0548858642578 2449.0 335.0736083984375 147.0 353.0879211425781 3164.0 515.1572875976562 168.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847111 PEPMASS=799.644836 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_GG12_01_3146.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347805-02!(2E,6E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,34-triene-1,10,11,15,19,23,27,31-octol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCCC(C)(O)CCCC(C)(O)CCCC(C)(O)CCCC(C)(O)CCCC(C)(O)CCCC(C)(O)C(O)CC\C(C)=C\CC\C(C)=C\CO INCHI=InChI=1S/C45H86O8/c1-36(2)18-12-24-40(5,48)25-13-26-41(6,49)27-14-28-42(7,50)29-15-30-43(8,51)31-16-32-44(9,52)33-17-34-45(10,53)39(47)22-21-37(3)19-11-20-38(4)23-35-46/h18-19,23,39,46-53H,11-17,20-22,24-35H2,1-10H3/b37-19+,38-23+ INCHIAUX=MFQDKOXWQXOOAO-YAHSWYSTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847111 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847111 SCANS=447 85.0650634765625 354.0 87.05146789550781 261.0 127.08399963378906 324.0 213.15660095214844 214.0 231.20787048339844 146.0 234.1998291015625 297.0 253.2120819091797 231.0 325.274658203125 206.0 347.2912902832031 157.0 360.2705993652344 114.0 360.3656921386719 161.0 360.8522644042969 65.0 366.5117492675781 210.0 373.3070983886719 403.0 375.3227844238281 123.0 385.2940979003906 718.0 399.22540283203125 161.0 415.33343505859375 162.0 428.69549560546875 147.0 445.36334228515625 126.0 450.6954650878906 369.0 503.4102478027344 103.0 617.5186767578125 296.0 619.4828491210938 159.0 648.5751342773438 116.0 659.5565795898438 201.0 675.5640869140625 148.0 689.5449829101562 118.0 717.5932006835938 194.0 719.5891723632812 112.0 735.6149291992188 730.0 736.6371459960938 93.0 737.5982055664062 188.0 751.5930786132812 215.0 752.049560546875 60.0 752.6393432617188 268.0 752.7503051757812 172.0 753.4701538085938 257.0 753.6275634765625 15090.0 753.7349243164062 314.0 754.631591796875 2832.0 755.2544555664062 75.0 777.4047241210938 97.0 1281.9439697265625 156.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847113 PEPMASS=887.298096 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_GG12_01_3146.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180445-02![(2R,3R,4R,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-4-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](OCCC3=CC(O)=C(O)C=C3)O[C@H](CO[C@@H]4OC[C@](O)(CO)[C@H]4O)[C@H]2OC(=O)\C=C\C5=CC(O)=C(O)C=C5)[C@H](O[C@@H]6OC[C@H](O)[C@H](O)[C@H]6O)[C@H](O)[C@H]1O 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724.4212036132812 96.0 725.2496337890625 10576.0 725.3181762695312 679.0 726.2531127929688 1323.0 727.259521484375 251.0 729.689453125 322.0 730.4111938476562 63.0 750.0337524414062 128.0 755.2418212890625 217.0 775.7527465820312 187.0 781.2385864257812 177.0 805.9785766601562 117.0 835.0883178710938 148.0 861.495361328125 288.0 881.9816284179688 111.0 884.33349609375 99.0 884.405517578125 115.0 884.8529052734375 162.0 885.3167724609375 243.0 887.2806396484375 30570.0 887.38720703125 279.0 887.9292602539062 204.0 888.2929077148438 7091.0 888.400634765625 221.0 888.4773559570312 103.0 889.2831420898438 309.0 890.2755737304688 191.0 927.542724609375 155.0 953.7108154296875 128.0 1542.806396484375 207.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847117 PEPMASS=366.189789 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_GC12_01_3039.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347618-02!3-hydroxy-N-(1-hydroxy-4-methylpentan-2-yl)-5-oxo-6-phenylhexanamide [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC(CO)NC(=O)CC(O)CC(=O)CC1=CC=CC=C1 INCHI=InChI=1S/C18H27NO4/c1-13(2)8-15(12-20)19-18(23)11-17(22)10-16(21)9-14-6-4-3-5-7-14/h3-7,13,15,17,20,22H,8-12H2,1-2H3,(H,19,23) INCHIAUX=AZUKRZGSIRBRCH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847117 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847117 SCANS=267 97.39402770996094 779.0 133.05934143066406 224.0 142.08639526367188 4117.0 159.0830078125 2012.0 186.1127471923828 928.0 302.1820068359375 597.0 1162.3294677734375 100.0 1977.649658203125 348.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847118 PEPMASS=1129.500366 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_GC12_01_3039.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380232-01!(2S,3S,4S,5R,6R)-6-[(11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-5-[(2R,3R,4S,5R,6S)-6-carboxy-3-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@H](O[C@H]2O[C@@H]3[C@@H](O)[C@@H](O)[C@H](O[C@H]3O[C@@H]4[C@@H](O)[C@H](O)[C@H](O[C@H]4OC5CCC6(C)C(CCC7(C)C6CC=C8C9CC(C)(CCC9(C)CCC78C)C(O)=O)C5(C)C)C(O)=O)C(O)=O)C(O)=O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C54H82O25/c1-20-26(55)27(56)34(63)44(72-20)77-39-32(61)29(58)36(42(66)67)75-46(39)79-40-33(62)30(59)37(43(68)69)76-47(40)78-38-31(60)28(57)35(41(64)65)74-45(38)73-25-12-13-52(6)23(49(25,2)3)11-14-54(8)24(52)10-9-21-22-19-51(5,48(70)71)16-15-50(22,4)17-18-53(21,54)7/h9,20,22-40,44-47,55-63H,10-19H2,1-8H3,(H,64,65)(H,66,67)(H,68,69)(H,70,71)/t20-,22?,23?,24?,25?,26-,27+,28-,29-,30+,31-,32-,33-,34+,35-,36-,37-,38+,39+,40+,44-,45+,46-,47-,50?,51?,52?,53?,54?/m0/s1 INCHIAUX=SCYOPUASTLSBIC-ROLYLJTKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847118 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847118 SCANS=367 178.02761840820312 254.0 195.4026336669922 112.0 273.2830810546875 77.0 415.0254821777344 154.0 470.2906799316406 242.0 497.1145935058594 2450.0 498.123046875 413.0 515.0623168945312 97.0 515.70751953125 144.0 516.7565307617188 201.0 519.86279296875 175.0 520.947265625 267.0 522.3206176757812 107.0 524.3778686523438 227.0 525.2239990234375 247.0 527.5678100585938 237.0 534.756103515625 89.0 543.633056640625 179.0 543.723876953125 539.0 548.0126953125 361.0 548.83447265625 97.0 567.3538208007812 210.0 570.97119140625 224.0 732.2072143554688 237.0 932.5391845703125 233.0 1120.901123046875 168.0 1126.5721435546875 60.0 1126.7908935546875 90.0 1127.1776123046875 108.0 1127.4176025390625 218.0 1127.4986572265625 473.0 1127.6600341796875 235.0 1128.2115478515625 312.0 1128.2803955078125 156.0 1128.4971923828125 410.0 1128.5999755859375 79.0 1129.0994873046875 194.0 1129.3365478515625 115.0 1129.5081787109375 46952.0 1129.698974609375 168.0 1129.774169921875 59.0 1130.00390625 156.0 1130.239013671875 59.0 1130.5120849609375 9403.0 1131.5218505859375 973.0 1134.7674560546875 87.0 1702.0400390625 55.0 1733.200927734375 701.0 1766.72265625 204.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847121 PEPMASS=1145.498535 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_GC12_01_3039.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380231-01!5-[6-carboxy-3-[6-carboxy-4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-6-[[11-carboxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(O)C(O)C(OC2OC3C(O)C(O)C(OC3OC4C(O)C(O)C(OC4OC5CCC6(C)C(CCC7(C)C6CC=C8C9CC(C)(CCC9(C)CCC78C)C(O)=O)C5(C)CO)C(O)=O)C(O)=O)C(O)=O)C(O)C(O)C1O INCHI=InChI=1S/C54H82O26/c1-20-26(56)27(57)34(64)44(73-20)78-39-32(62)29(59)36(42(67)68)76-46(39)80-40-33(63)30(60)37(43(69)70)77-47(40)79-38-31(61)28(58)35(41(65)66)75-45(38)74-25-11-12-51(4)23(52(25,5)19-55)10-13-54(7)24(51)9-8-21-22-18-50(3,48(71)72)15-14-49(22,2)16-17-53(21,54)6/h8,20,22-40,44-47,55-64H,9-19H2,1-7H3,(H,65,66)(H,67,68)(H,69,70)(H,71,72) INCHIAUX=MNGUOJFSPDEZLA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847121 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847121 SCANS=374 71.01472473144531 498.0 72.58623504638672 81.0 72.9935073852539 599.0 83.01473999023438 88.0 85.0268783569336 1164.0 85.39253234863281 165.0 89.02300262451172 483.0 89.08140563964844 231.0 89.16069030761719 68.0 89.43858337402344 112.0 99.0058822631836 906.0 101.02448272705078 607.0 101.06853485107422 78.0 107.28178405761719 182.0 109.02782440185547 324.0 113.02323150634766 7477.0 114.03128051757812 144.0 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72.0 541.352294921875 161.0 547.048095703125 143.0 557.0402221679688 84.0 557.1590576171875 158.0 571.3685913085938 123.0 572.3908081054688 188.0 574.3729248046875 374.0 575.956787109375 114.0 585.3682250976562 205.0 588.0032958984375 81.0 598.6535034179688 238.0 611.1458129882812 615.0 620.1346435546875 88.0 629.1596069335938 419.0 629.3744506835938 148.0 630.3624267578125 179.0 633.0092163085938 62.0 634.590087890625 92.0 647.3921508789062 683.0 648.3833618164062 487.0 655.0942993164062 191.0 655.138671875 170.0 656.1322631835938 214.0 673.1431274414062 989.0 674.1128540039062 140.0 674.1494750976562 337.0 687.1635131835938 181.0 689.3978881835938 115.0 743.3772583007812 112.0 754.456787109375 125.0 761.3860473632812 114.0 761.4277954101562 204.0 805.4556884765625 240.0 823.4255981445312 141.0 981.4383544921875 153.0 1083.521484375 269.0 1096.674072265625 66.0 1116.5389404296875 137.0 1127.4764404296875 487.0 1127.7357177734375 130.0 1128.49462890625 269.0 1129.4892578125 610.0 1130.5069580078125 161.0 1143.696044921875 164.0 1145.5035400390625 23642.0 1145.7071533203125 85.0 1145.7978515625 71.0 1146.5078125 9002.0 1146.6630859375 204.0 1147.4158935546875 270.0 1147.50537109375 3010.0 1149.5172119140625 265.0 1151.6107177734375 181.0 1151.746826171875 225.0 1159.537353515625 137.0 1159.619873046875 154.0 1160.50341796875 306.0 1279.3043212890625 197.0 1631.0965576171875 265.0 1672.8106689453125 75.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847122 PEPMASS=1127.487305 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_GC12_01_3039.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380231-01!5-[6-carboxy-3-[6-carboxy-4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-6-[[11-carboxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxyoxane-2-carboxylic acid [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(O)C(O)C(OC2OC3C(O)C(O)C(OC3OC4C(O)C(O)C(OC4OC5CCC6(C)C(CCC7(C)C6CC=C8C9CC(C)(CCC9(C)CCC78C)C(O)=O)C5(C)CO)C(O)=O)C(O)=O)C(O)=O)C(O)C(O)C1O INCHI=InChI=1S/C54H82O26/c1-20-26(56)27(57)34(64)44(73-20)78-39-32(62)29(59)36(42(67)68)76-46(39)80-40-33(63)30(60)37(43(69)70)77-47(40)79-38-31(61)28(58)35(41(65)66)75-45(38)74-25-11-12-51(4)23(52(25,5)19-55)10-13-54(7)24(51)9-8-21-22-18-50(3,48(71)72)15-14-49(22,2)16-17-53(21,54)6/h8,20,22-40,44-47,55-64H,9-19H2,1-7H3,(H,65,66)(H,67,68)(H,69,70)(H,71,72) INCHIAUX=MNGUOJFSPDEZLA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847122 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847122 SCANS=361 83.0127944946289 305.0 99.01319885253906 353.0 101.02467346191406 329.0 113.02095794677734 578.0 115.0003433227539 253.0 119.0314712524414 218.0 131.033203125 120.0 133.0149688720703 1107.0 145.046875 300.0 157.01174926757812 224.0 163.0543212890625 342.0 175.02410888671875 208.0 259.08831787109375 238.0 262.091552734375 234.0 321.0804443359375 2361.0 322.095703125 206.0 337.0974426269531 262.0 339.0955505371094 1655.0 351.0522155761719 346.0 381.1090087890625 219.0 421.08795166015625 143.0 435.111572265625 216.0 435.3316345214844 196.0 497.11370849609375 2742.0 498.1119689941406 382.0 536.3826904296875 98.0 596.64990234375 199.0 611.142822265625 246.0 618.0643310546875 162.0 671.4691162109375 195.0 673.1136474609375 141.0 673.1558837890625 142.0 674.4973754882812 78.0 821.351806640625 130.0 1033.4794921875 124.0 1065.43994140625 154.0 1123.3966064453125 94.0 1126.990234375 186.0 1127.494873046875 2169.0 1128.4898681640625 670.0 1129.533203125 289.0 1132.8345947265625 84.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847125 PEPMASS=341.159973 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C9_RC9_01_3167.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381116-01!(E)-4-hydroxy-4-[4-hydroxy-2-[(E)-6-oxohept-1-enyl]cyclopentyl]but-2-enoic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)CCC\C=C\C1CC(O)CC1C(O)\C=C\C(O)=O INCHI=InChI=1S/C16H24O5/c1-11(17)5-3-2-4-6-12-9-13(18)10-14(12)15(19)7-8-16(20)21/h4,6-8,12-15,18-19H,2-3,5,9-10H2,1H3,(H,20,21)/b6-4+,8-7+ INCHIAUX=XOBLMJHTXIQOHS-GFGVWQOPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847125 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847125 SCANS=205 113.05960845947266 317.0 165.0921630859375 317.0 195.14202880859375 244.0 233.16273498535156 214.0 251.17030334472656 274.0 295.15435791015625 2839.0 298.118408203125 188.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847127 PEPMASS=437.196075 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C9_RC9_01_3167.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385780-01!5,7-dihydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-enyl)phenyl]-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C=CC(O)=C1CC=C(C)C)C2COC3=CC(O)=C(CC=C(C)C)C(O)=C3C2=O INCHI=InChI=1S/C26H30O6/c1-14(2)6-8-17-21(28)12-22-23(24(17)29)25(30)19(13-32-22)16-10-11-20(27)18(26(16)31-5)9-7-15(3)4/h6-7,10-12,19,27-29H,8-9,13H2,1-5H3 INCHIAUX=ARNVYCOTFWJTBS-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847127 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847127 SCANS=470 122.03392791748047 291.0 134.04002380371094 391.0 163.00009155273438 237.0 164.00877380371094 416.0 176.0080108642578 204.0 177.08641052246094 228.0 208.61924743652344 116.0 211.47962951660156 213.0 233.08323669433594 2688.0 244.84307861328125 147.0 266.1680603027344 158.0 434.5107421875 78.0 435.3670349121094 224.0 436.67230224609375 151.0 437.1964111328125 3800.0 437.2535705566406 84.0 1574.9244384765625 135.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847129 PEPMASS=461.108124 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C9_RC9_01_3167.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169618-04!6-[(6,8-dihydroxy-7-methoxy-3-methyl-1-oxo-3,4-dihydroisochromen-4-yl)oxy]-4,8-dihydroxy-7-methoxy-3-methyl-3,4-dihydroisochromen-1-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C2=C(C=C1O)C(OC3=C(OC)C(O)=C4C(=O)OC(C)C(O)C4=C3)C(C)OC2=O INCHI=InChI=1S/C22H22O11/c1-7-15(24)9-6-12(20(30-4)17(26)13(9)21(27)31-7)33-18-8(2)32-22(28)14-10(18)5-11(23)19(29-3)16(14)25/h5-8,15,18,23-26H,1-4H3 INCHIAUX=WLSOGIGMSWCVID-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847129 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847129 SCANS=298 120.21263122558594 178.0 149.05880737304688 239.0 151.03958129882812 981.0 170.02182006835938 121.0 178.99673461914062 566.0 179.03367614746094 182.0 206.02243041992188 4937.0 207.02818298339844 217.0 221.04571533203125 7041.0 224.032958984375 4113.0 239.05679321289062 9361.0 240.0645751953125 256.0 465.0413513183594 110.0 1592.9337158203125 209.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847131 PEPMASS=507.114014 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C9_RC9_01_3167.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169618-04!6-[(6,8-dihydroxy-7-methoxy-3-methyl-1-oxo-3,4-dihydroisochromen-4-yl)oxy]-4,8-dihydroxy-7-methoxy-3-methyl-3,4-dihydroisochromen-1-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C2=C(C=C1O)C(OC3=C(OC)C(O)=C4C(=O)OC(C)C(O)C4=C3)C(C)OC2=O INCHI=InChI=1S/C22H22O11/c1-7-15(24)9-6-12(20(30-4)17(26)13(9)21(27)31-7)33-18-8(2)32-22(28)14-10(18)5-11(23)19(29-3)16(14)25/h5-8,15,18,23-26H,1-4H3 INCHIAUX=WLSOGIGMSWCVID-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847131 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847131 SCANS=308 206.02101135253906 2161.0 221.04739379882812 2162.0 224.02976989746094 396.0 239.05691528320312 3744.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847136 PEPMASS=975.260559 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C9_RC9_01_3167.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381114-01!3-(1,3-benzodioxol-5-yl)-7-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-5-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-5,6-dimethoxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(OC2OC(COC3OCC(O)(CO)C3O)C(OC4OC(COC5OCC(O)(CO)C5O)C(O)C(O)C4O)C(O)C2O)C=C6OC=C(C(=O)C6=C1OC)C7=CC=C8OCOC8=C7 INCHI=InChI=1S/C40H50O25/c1-53-31-20(6-19-23(32(31)54-2)24(43)16(7-55-19)15-3-4-17-18(5-15)61-14-60-17)62-35-29(48)27(46)30(22(64-35)9-57-38-34(50)40(52,11-42)13-59-38)65-36-28(47)26(45)25(44)21(63-36)8-56-37-33(49)39(51,10-41)12-58-37/h3-7,21-22,25-30,33-38,41-42,44-52H,8-14H2,1-2H3 INCHIAUX=FZYKTYOEQYVLEL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847136 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847136 SCANS=215 89.02959442138672 216.0 99.00331115722656 170.0 101.02539825439453 186.0 123.04492950439453 232.0 125.02493286132812 114.0 137.02659606933594 178.0 146.46585083007812 99.0 149.04385375976562 210.0 161.0463409423828 287.0 166.03208923339844 188.0 167.11021423339844 180.0 191.0581817626953 2015.0 251.07418823242188 865.0 275.0739440917969 595.0 283.02801513671875 421.0 293.08697509765625 567.0 294.08392333984375 173.0 305.162841796875 112.0 309.0385437011719 198.0 310.9442138671875 183.0 311.0210266113281 10166.0 312.02362060546875 370.0 314.2110290527344 179.0 326.0437927246094 1546.0 327.072265625 125.0 341.0672302246094 8270.0 342.0725402832031 868.0 359.90716552734375 132.0 525.2496948242188 154.0 569.1614379882812 145.0 587.1817016601562 5076.0 588.1886596679688 301.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847138 PEPMASS=423.181061 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_RA7_01_3153.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385829-01!2-(3,4-dihydroxyphenyl)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC\C(C)=C\CC1=C(O)C=C2OC(CC(=O)C2=C1O)C3=CC(O)=C(O)C=C3 INCHI=InChI=1S/C25H28O6/c1-14(2)5-4-6-15(3)7-9-17-19(27)12-23-24(25(17)30)21(29)13-22(31-23)16-8-10-18(26)20(28)11-16/h5,7-8,10-12,22,26-28,30H,4,6,9,13H2,1-3H3/b15-7+ INCHIAUX=XCYSQFHYFNWYFP-VIZOYTHASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847138 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847138 SCANS=430 177.01731872558594 301.0 179.00404357910156 236.0 203.0360870361328 147.0 219.06507873535156 361.0 219.1429443359375 372.0 247.0640106201172 111.0 261.1473388671875 249.0 288.1363220214844 139.0 379.1922912597656 307.0 394.5939636230469 92.0 394.7752685546875 170.0 395.1861572265625 1411.0 395.2630920410156 81.0 396.84210205078125 93.0 398.6295166015625 188.0 423.18084716796875 1178.0 423.2941589355469 191.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847141 PEPMASS=469.18634 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_RA7_01_3153.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385829-01!2-(3,4-dihydroxyphenyl)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC\C(C)=C\CC1=C(O)C=C2OC(CC(=O)C2=C1O)C3=CC(O)=C(O)C=C3 INCHI=InChI=1S/C25H28O6/c1-14(2)5-4-6-15(3)7-9-17-19(27)12-23-24(25(17)30)21(29)13-22(31-23)16-8-10-18(26)20(28)11-16/h5,7-8,10-12,22,26-28,30H,4,6,9,13H2,1-3H3/b15-7+ INCHIAUX=XCYSQFHYFNWYFP-VIZOYTHASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847141 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847141 SCANS=444 135.0434112548828 3322.0 139.00283813476562 263.0 144.16612243652344 105.0 201.1340789794922 180.0 243.13426208496094 140.0 257.1524963378906 191.0 261.1544189453125 209.0 282.98809814453125 386.0 285.88922119140625 116.0 287.1289367675781 5746.0 287.8466796875 69.0 289.6831970214844 126.0 313.1405944824219 157.0 405.1740417480469 162.0 423.1800231933594 9045.0 700.08740234375 150.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847143 PEPMASS=519.223022 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_RA7_01_3153.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385824-01!methyl 2,4,10-triacetyloxy-5,9-dihydroxy-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1(C)C(CC(OC(C)=O)C2(C)C1C(OC(C)=O)C(O)C3=C2C(O)=CC(=C3)C(C)C)OC(C)=O INCHI=InChI=1S/C27H36O10/c1-12(2)16-9-17-21(18(31)10-16)26(6)19(35-13(3)28)11-20(36-14(4)29)27(7,25(33)34-8)24(26)23(22(17)32)37-15(5)30/h9-10,12,19-20,22-24,31-32H,11H2,1-8H3 INCHIAUX=CDYGRHOHQUXDMN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847143 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847143 SCANS=326 245.1164093017578 260.0 253.14036560058594 206.0 281.15484619140625 206.0 292.9155578613281 333.0 307.1376647949219 102.0 313.1355895996094 274.0 338.9791564941406 210.0 357.1822509765625 383.0 361.1523742675781 116.0 362.597412109375 176.0 375.18231201171875 412.0 417.18695068359375 120.0 417.2261657714844 229.0 459.2005920410156 159.0 477.2112731933594 1243.0 519.2322387695312 358.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847145 PEPMASS=565.227661 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_RA7_01_3153.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385824-01!methyl 2,4,10-triacetyloxy-5,9-dihydroxy-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1(C)C(CC(OC(C)=O)C2(C)C1C(OC(C)=O)C(O)C3=C2C(O)=CC(=C3)C(C)C)OC(C)=O INCHI=InChI=1S/C27H36O10/c1-12(2)16-9-17-21(18(31)10-16)26(6)19(35-13(3)28)11-20(36-14(4)29)27(7,25(33)34-8)24(26)23(22(17)32)37-15(5)30/h9-10,12,19-20,22-24,31-32H,11H2,1-8H3 INCHIAUX=CDYGRHOHQUXDMN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847145 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847145 SCANS=328 141.05523681640625 695.0 200.07662963867188 63.0 209.494384765625 182.0 215.10855102539062 371.0 223.09295654296875 114.0 250.91091918945312 125.0 253.11935424804688 255.0 255.1041259765625 295.0 256.0968933105469 191.0 257.1227111816406 335.0 263.1086730957031 518.0 265.1250915527344 131.0 269.11767578125 346.0 271.1463317871094 204.0 279.1368713378906 238.0 281.12811279296875 152.0 285.1500549316406 220.0 299.12713623046875 73.0 307.14080810546875 439.0 311.16461181640625 204.0 315.3743896484375 226.0 322.02423095703125 112.0 324.2801208496094 98.0 331.1545104980469 393.0 339.1666259765625 207.0 342.1499938964844 195.0 356.7698059082031 137.0 357.17059326171875 2984.0 361.1473083496094 258.0 363.189453125 264.0 373.167236328125 220.0 375.16552734375 461.0 385.1756286621094 217.0 389.1909484863281 175.0 391.1720275878906 297.0 417.19512939453125 2576.0 420.9302673339844 210.0 421.1832275390625 113.0 435.2032470703125 2604.0 435.4182434082031 118.0 436.2226257324219 187.0 445.1819763183594 204.0 476.8102111816406 94.0 477.2127685546875 13699.0 478.2220458984375 515.0 480.8131103515625 132.0 519.2236938476562 4840.0 520.23046875 122.0 523.4865112304688 122.0 1186.4617919921875 109.0 1629.421875 283.0 1654.3599853515625 156.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847147 PEPMASS=595.139038 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_GG6_01_3057.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169958-02![(2R,3R,4S,5R,6S)-3,5-dihydroxy-4-[(E)-3-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)prop-2-enoyl]oxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl (E)-3-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)\C=C\C2(O)C=CC(=O)C=C2)O[C@@H](OC3=CC=C(O)C=C3)[C@H](O)[C@H]1OC(=O)\C=C\C4(O)C=CC(=O)C=C4 INCHI=InChI=1S/C30H28O13/c31-18-1-3-21(4-2-18)41-28-26(37)27(43-24(35)10-16-30(39)13-7-20(33)8-14-30)25(36)22(42-28)17-40-23(34)9-15-29(38)11-5-19(32)6-12-29/h1-16,22,25-28,31,36-39H,17H2/b15-9+,16-10+/t22-,25-,26-,27+,28-/m1/s1 INCHIAUX=UJKUPLFZLUIDFV-QEVJKITNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847147 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847147 SCANS=252 109.02852630615234 1231.0 123.04334259033203 103.0 133.02857971191406 496.0 135.04624938964844 784.0 159.0504150390625 210.0 161.02247619628906 6046.0 165.77146911621094 62.0 169.43226623535156 68.0 179.03317260742188 2008.0 185.2987060546875 382.0 189.02049255371094 211.0 253.0772705078125 340.0 305.0779724121094 183.0 307.07806396484375 78.0 323.0908508300781 384.0 415.1067810058594 437.0 421.92041015625 259.0 485.11090087890625 488.0 595.1499633789062 228.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847149 PEPMASS=641.144409 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_GG6_01_3057.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169958-02![(2R,3R,4S,5R,6S)-3,5-dihydroxy-4-[(E)-3-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)prop-2-enoyl]oxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl (E)-3-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)prop-2-enoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)\C=C\C2(O)C=CC(=O)C=C2)O[C@@H](OC3=CC=C(O)C=C3)[C@H](O)[C@H]1OC(=O)\C=C\C4(O)C=CC(=O)C=C4 INCHI=InChI=1S/C30H28O13/c31-18-1-3-21(4-2-18)41-28-26(37)27(43-24(35)10-16-30(39)13-7-20(33)8-14-30)25(36)22(42-28)17-40-23(34)9-15-29(38)11-5-19(32)6-12-29/h1-16,22,25-28,31,36-39H,17H2/b15-9+,16-10+/t22-,25-,26-,27+,28-/m1/s1 INCHIAUX=UJKUPLFZLUIDFV-QEVJKITNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847149 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847149 SCANS=231 92.31305694580078 176.0 93.03921508789062 309.0 93.72686004638672 319.0 107.90608215332031 155.0 108.02136993408203 1045.0 109.02980041503906 5115.0 109.0985107421875 84.0 111.00707244873047 334.0 117.0328140258789 358.0 121.0296401977539 310.0 123.00677490234375 485.0 133.03172302246094 551.0 135.04234313964844 1724.0 150.46490478515625 81.0 151.0371551513672 279.0 161.02308654785156 8280.0 161.4298095703125 60.0 163.04164123535156 193.0 177.0587921142578 200.0 179.03306579589844 7812.0 179.5371551513672 65.0 193.04278564453125 239.0 197.04832458496094 250.0 214.8444366455078 70.0 217.0595245361328 200.0 221.04380798339844 713.0 225.0836639404297 207.0 235.40411376953125 96.0 247.05853271484375 524.0 253.07589721679688 197.0 259.0574035644531 202.0 305.0665588378906 1491.0 307.08428955078125 170.0 316.5688171386719 151.0 323.07415771484375 654.0 331.0709533691406 221.0 375.0704650878906 2057.0 375.6407165527344 55.0 414.53656005859375 101.0 414.6130065917969 51.0 414.6802978515625 97.0 415.1028137207031 8777.0 433.1142272949219 576.0 457.09552001953125 185.0 463.2153015136719 351.0 485.10797119140625 4021.0 593.8524780273438 136.0 594.05029296875 107.0 594.35302734375 213.0 595.1503295898438 4933.0 595.2695922851562 145.0 595.46337890625 72.0 696.7999877929688 210.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847151 PEPMASS=659.154968 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_GG6_01_3057.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169385-02!5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-7,8-dimethoxy-3-(4-methoxyphenyl)chromen-4-one [M-2H+K]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2=COC3=C(C2=O)C(OC4OC(CO)C(O)C(O)C4OC5OCC(O)C(O)C5O)=CC(OC)=C3OC INCHI=InChI=1S/C29H34O15/c1-37-13-6-4-12(5-7-13)14-10-40-26-19(20(14)32)16(8-17(38-2)25(26)39-3)42-29-27(23(35)22(34)18(9-30)43-29)44-28-24(36)21(33)15(31)11-41-28/h4-8,10,15,18,21-24,27-31,33-36H,9,11H2,1-3H3 INCHIAUX=NGUSMSQYMDPBGF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847151 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847151 SCANS=206 109.02619934082031 287.0 134.4854736328125 262.0 135.00167846679688 224.0 135.04342651367188 2357.0 161.02134704589844 1289.0 177.9187774658203 114.0 178.38519287109375 69.0 178.55194091796875 197.0 179.03421020507812 3926.0 179.15223693847656 154.0 259.05859375 123.0 305.0663146972656 259.0 307.08905029296875 168.0 323.0720520019531 427.0 415.0977478027344 321.0 433.1091003417969 976.0 475.12469482421875 275.0 595.1481323242188 890.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847153 PEPMASS=667.181335 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_GG6_01_3057.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169385-02!5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-7,8-dimethoxy-3-(4-methoxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2=COC3=C(C2=O)C(OC4OC(CO)C(O)C(O)C4OC5OCC(O)C(O)C5O)=CC(OC)=C3OC INCHI=InChI=1S/C29H34O15/c1-37-13-6-4-12(5-7-13)14-10-40-26-19(20(14)32)16(8-17(38-2)25(26)39-3)42-29-27(23(35)22(34)18(9-30)43-29)44-28-24(36)21(33)15(31)11-41-28/h4-8,10,15,18,21-24,27-31,33-36H,9,11H2,1-3H3 INCHIAUX=NGUSMSQYMDPBGF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847153 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847153 SCANS=243 113.05643463134766 192.0 143.047607421875 330.0 158.8532257080078 122.0 160.1177520751953 269.0 165.4796905517578 178.0 169.97447204589844 221.0 178.06434631347656 351.0 179.7176055908203 431.0 186.13104248046875 119.0 194.08920288085938 269.0 263.17462158203125 159.0 269.0460205078125 427.0 282.0181579589844 182.0 293.08056640625 232.0 297.0404968261719 12414.0 297.34869384765625 276.0 300.0520935058594 75.0 300.2144470214844 100.0 311.0541687011719 366.0 312.06390380859375 3845.0 316.14508056640625 71.0 323.46240234375 149.0 327.00732421875 444.0 327.0868225097656 46708.0 327.16455078125 196.0 327.2135925292969 94.0 328.0831604003906 674.0 330.04473876953125 112.0 330.37158203125 129.0 342.8997802734375 139.0 352.48187255859375 80.0 489.1672058105469 148.0 556.0120849609375 149.0 620.2286376953125 175.0 999.5005493164062 386.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847154 PEPMASS=1263.591675 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G6_GG6_01_3057.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380264-01!6-[6-[[10-acetyloxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylpropanoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl]oxy-4-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(=O)OC1C(OC(C)=O)C(C)(C)CC2C3=CCC4C5(C)CCC(OC6OC(C)C(OC7OC(C(O)C(OC8OC(CO)C(O)C(O)C8OC9OC(CO)C(O)C(O)C9O)C7O)C(O)=O)C(O)C6O)C(C)(C)C5CCC4(C)C3(C)C(O)C(O)C12CO INCHI=InChI=1S/C60H96O28/c1-22(2)50(78)88-48-47(80-24(4)64)55(5,6)18-26-25-12-13-30-57(9)16-15-31(56(7,8)29(57)14-17-58(30,10)59(25,11)45(74)46(75)60(26,48)21-63)83-51-38(71)36(69)41(23(3)79-51)84-53-40(73)42(39(72)43(86-53)49(76)77)85-54-44(35(68)33(66)28(20-62)82-54)87-52-37(70)34(67)32(65)27(19-61)81-52/h12,22-23,26-48,51-54,61-63,65-75H,13-21H2,1-11H3,(H,76,77) INCHIAUX=FFEZXYJBMGDYNX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847154 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847154 SCANS=316 70.54434967041016 129.0 71.01380157470703 390.0 73.02941131591797 495.0 73.98914337158203 176.0 75.00784301757812 249.0 81.07411193847656 273.0 81.51495361328125 88.0 83.01210021972656 214.0 85.02863311767578 1091.0 86.02715301513672 261.0 87.00709533691406 930.0 87.04359436035156 2569.0 87.27054595947266 144.0 89.02411651611328 2082.0 95.0130386352539 278.0 95.5861587524414 69.0 96.99337768554688 399.0 100.88097381591797 247.0 100.98418426513672 392.0 101.0230484008789 2871.0 103.03977966308594 546.0 109.02735137939453 117.0 112.01654052734375 208.0 112.03221893310547 322.0 112.970458984375 230.0 113.02397155761719 1498.0 115.03642272949219 736.0 118.59849548339844 134.0 119.03302001953125 3433.0 123.47237396240234 246.0 125.02301025390625 796.0 131.03268432617188 3596.0 133.04739379882812 249.0 137.02711486816406 876.0 138.28404235839844 119.0 139.0048370361328 945.0 139.03822326660156 290.0 142.95672607421875 202.0 143.03460693359375 2027.0 145.0498046875 832.0 155.03289794921875 194.0 157.01348876953125 1258.0 159.0263214111328 310.0 161.0408935546875 1044.0 163.06178283691406 3083.0 165.7238311767578 55.0 167.0321807861328 366.0 205.07223510742188 7558.0 230.99227905273438 169.0 247.081787109375 1096.0 257.0894775390625 284.0 265.098876953125 201.0 295.10479736328125 297.0 303.125732421875 119.0 307.0951843261719 250.0 308.1126403808594 335.0 325.0943298339844 269.0 326.1119079589844 200.0 371.08868408203125 156.0 383.115966796875 893.0 384.1259765625 169.0 401.5039978027344 558.0 408.6592712402344 200.0 447.1148376464844 284.0 466.123779296875 284.0 499.34161376953125 218.0 500.3597412109375 79.0 506.6888732910156 359.0 510.7222595214844 89.0 511.5118103027344 251.0 517.3453369140625 647.0 553.3546142578125 130.0 556.3732299804688 242.0 578.3807373046875 135.0 580.7857055664062 58.0 581.9827270507812 218.0 589.5712890625 167.0 590.3065185546875 154.0 594.6773681640625 273.0 595.3602905273438 352.0 611.0250854492188 152.0 615.3709716796875 382.0 616.9779663085938 210.0 617.1213989257812 61.0 617.3941040039062 678.0 618.4124145507812 231.0 619.406494140625 125.0 624.5604858398438 63.0 628.419677734375 90.0 629.779052734375 131.0 637.726318359375 88.0 642.614013671875 322.0 653.3770141601562 135.0 661.2373657226562 162.0 664.6904296875 67.0 712.4016723632812 137.0 713.414306640625 403.0 714.42431640625 233.0 733.4236450195312 229.0 775.43017578125 58.0 780.448486328125 99.0 833.4688110351562 187.0 860.4373168945312 84.0 863.4918823242188 109.0 919.4601440429688 111.0 921.5121459960938 75.0 937.4999389648438 115.0 967.45556640625 110.0 1083.283203125 62.0 1083.533935546875 1229.0 1083.6201171875 381.0 1084.5267333984375 382.0 1085.560302734375 167.0 1101.525146484375 78.0 1126.8150634765625 65.0 1145.5362548828125 108.0 1170.226806640625 229.0 1201.5721435546875 90.0 1206.3369140625 90.0 1234.2752685546875 179.0 1244.7301025390625 154.0 1252.5269775390625 268.0 1252.8333740234375 85.0 1256.4189453125 88.0 1259.642578125 87.0 1260.7686767578125 104.0 1261.228271484375 95.0 1261.4088134765625 85.0 1261.5743408203125 318.0 1261.679443359375 117.0 1262.3707275390625 56.0 1262.573974609375 431.0 1262.654541015625 95.0 1262.755615234375 54.0 1262.9183349609375 130.0 1263.290771484375 221.0 1263.60107421875 34134.0 1263.76513671875 91.0 1263.83935546875 138.0 1263.897216796875 100.0 1263.9749755859375 185.0 1264.6044921875 16561.0 1264.9776611328125 158.0 1265.2069091796875 126.0 1265.332275390625 244.0 1265.6083984375 5071.0 1265.7940673828125 76.0 1266.60693359375 877.0 1267.600341796875 74.0 1268.6317138671875 81.0 1274.26123046875 107.0 1306.2364501953125 70.0 1309.5872802734375 125.0 1615.478515625 89.0 1737.773681640625 135.0 1781.8184814453125 225.0 1848.429931640625 120.0 1894.7353515625 117.0 1927.955322265625 94.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847157 PEPMASS=377.099731 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_GG12_01_3242.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386044-01!6-[(2,3-dihydroxyphenyl)methyl]-5,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=CC(CC2=C(O)C=C3OC(CC(=O)C3=C2O)C4=CC=CC=C4)=C1O INCHI=InChI=1S/C22H18O6/c23-15-8-4-7-13(21(15)26)9-14-16(24)10-19-20(22(14)27)17(25)11-18(28-19)12-5-2-1-3-6-12/h1-8,10,18,23-24,26-27H,9,11H2 INCHIAUX=FMCBIXROZWHXRU-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847157 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847157 SCANS=432 109.03099822998047 333.0 134.6399383544922 178.0 151.004150390625 218.0 182.30084228515625 225.0 255.06741333007812 2417.0 255.22203063964844 41.0 256.07342529296875 222.0 267.06549072265625 409.0 377.1036376953125 1242.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847158 PEPMASS=619.218872 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_GG12_01_3242.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347763-02!(3R)-5-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methoxycarbonyl]hexanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C[C@](CC(O)=O)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(=O)OCC2=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C=C2 INCHI=InChI=1S/C27H40O16/c1-12(2)7-27(8-17(30)31,43-25-23(37)21(35)19(33)16(10-29)42-25)26(38)39-11-13-3-5-14(6-4-13)40-24-22(36)20(34)18(32)15(9-28)41-24/h3-6,12,15-16,18-25,28-29,32-37H,7-11H2,1-2H3,(H,30,31)/t15-,16-,18-,19-,20+,21+,22-,23-,24-,25+,27-/m1/s1 INCHIAUX=ZGNUJHGCJSHIQU-JOOANJHQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847158 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847158 SCANS=206 101.02847290039062 583.0 109.0635986328125 252.0 113.02316284179688 1099.0 119.03530883789062 770.0 123.04389953613281 306.0 125.0853271484375 128.0 127.07349395751953 627.0 149.04541015625 945.0 153.05593872070312 9149.0 157.0498504638672 99.0 161.04112243652344 426.0 171.058837890625 191.0 179.05606079101562 5471.0 285.0959777832031 256.0 300.9541931152344 88.0 307.1304016113281 267.0 439.1666259765625 1016.0 457.1725769042969 382.0 472.4350891113281 245.0 619.2235717773438 1835.0 619.82421875 114.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847161 PEPMASS=665.225281 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_GG12_01_3242.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347763-02!(3R)-5-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methoxycarbonyl]hexanoic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C[C@](CC(O)=O)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(=O)OCC2=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C=C2 INCHI=InChI=1S/C27H40O16/c1-12(2)7-27(8-17(30)31,43-25-23(37)21(35)19(33)16(10-29)42-25)26(38)39-11-13-3-5-14(6-4-13)40-24-22(36)20(34)18(32)15(9-28)41-24/h3-6,12,15-16,18-25,28-29,32-37H,7-11H2,1-2H3,(H,30,31)/t15-,16-,18-,19-,20+,21+,22-,23-,24-,25+,27-/m1/s1 INCHIAUX=ZGNUJHGCJSHIQU-JOOANJHQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847161 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847161 SCANS=218 101.02635955810547 753.0 113.02320861816406 573.0 123.0419921875 424.0 127.07592010498047 289.0 129.05262756347656 1046.0 153.05479431152344 1415.0 171.0677947998047 514.0 213.07803344726562 165.0 231.0831756591797 364.0 256.7926330566406 215.0 285.0946044921875 1057.0 288.2957458496094 71.0 291.1098937988281 331.0 457.1710205078125 2516.0 458.155517578125 74.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847163 PEPMASS=755.206604 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_GG12_01_3242.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386032-01!3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC=C(O)C=C5)[C@H](OC6OC(CO)C(O)C(O)C6O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C33H40O20/c1-10-19(38)23(42)26(45)31(48-10)47-9-17-21(40)25(44)30(53-32-27(46)24(43)20(39)16(8-34)50-32)33(51-17)52-29-22(41)18-14(37)6-13(36)7-15(18)49-28(29)11-2-4-12(35)5-3-11/h2-7,10,16-17,19-21,23-27,30-40,42-46H,8-9H2,1H3/t10-,16?,17+,19-,20?,21+,23+,24?,25-,26+,27?,30+,31+,32?,33-/m0/s1 INCHIAUX=VNLOLXSJMINBIS-CTLJHIMSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847163 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847163 SCANS=428 71.55215454101562 286.0 79.82746887207031 313.0 84.99649810791016 236.0 95.0136947631836 383.0 96.30199432373047 124.0 107.01481628417969 703.0 108.02177429199219 754.0 109.02962493896484 18835.0 110.85000610351562 126.0 111.04142761230469 226.0 111.61012268066406 104.0 112.59395599365234 716.0 123.0574722290039 231.0 129.1023712158203 222.0 130.04603576660156 232.0 131.7987823486328 52.0 131.85696411132812 57.0 132.4108123779297 176.0 132.6431427001953 101.0 134.05775451660156 149.0 135.00709533691406 502.0 137.3203125 226.0 138.19476318359375 270.0 139.05581665039062 218.0 139.21556091308594 190.0 142.06507873535156 94.0 142.6500244140625 319.0 143.04327392578125 340.0 144.69061279296875 73.0 144.99803161621094 73.0 145.06556701660156 763.0 147.94296264648438 148.0 148.61776733398438 167.0 149.99974060058594 211.0 150.23776245117188 217.0 150.5234832763672 212.0 151.00555419921875 1351.0 153.7808837890625 125.0 157.14505004882812 306.0 159.05064392089844 403.0 163.0027618408203 6840.0 163.04104614257812 306.0 169.01519775390625 267.0 169.06668090820312 847.0 171.04359436035156 828.0 174.85208129882812 130.0 175.60916137695312 147.0 178.2815704345703 100.0 181.0048065185547 198.0 181.06716918945312 198.0 181.16915893554688 308.0 183.3059539794922 165.0 183.59878540039062 130.0 183.6669158935547 123.0 183.8638153076172 75.0 184.11459350585938 85.0 184.4761199951172 75.0 184.59335327148438 112.0 184.63644409179688 171.0 185.06629943847656 305.0 185.15122985839844 123.0 185.56973266601562 256.0 185.62547302246094 210.0 185.7161865234375 103.0 186.15234375 79.0 195.0802459716797 228.0 196.0028533935547 241.0 196.61459350585938 98.0 202.06365966796875 257.0 209.0638427734375 186.0 211.07589721679688 1018.0 213.06028747558594 2213.0 217.51634216308594 244.0 219.61044311523438 227.0 221.06370544433594 110.0 225.05691528320312 1733.0 227.06752014160156 331.0 230.99041748046875 71.0 237.0409393310547 192.0 253.19248962402344 71.0 253.68382263183594 232.0 253.7257843017578 92.0 253.74684143066406 141.0 254.0560760498047 575.0 254.241943359375 135.0 254.2673797607422 159.0 254.4348907470703 117.0 254.62591552734375 239.0 254.78211975097656 196.0 254.8461456298828 113.0 254.97256469726562 326.0 255.0208282470703 161.0 255.0669708251953 87626.0 255.13833618164062 220.0 255.31593322753906 65.0 256.0038757324219 238.0 256.0684509277344 1856.0 256.1406555175781 275.0 257.3138122558594 81.0 257.7955322265625 94.0 257.83880615234375 111.0 258.0483093261719 199.0 266.2974853515625 176.0 266.5722351074219 39.0 266.6676025390625 96.0 267.06732177734375 26869.0 267.1811828613281 212.0 268.07666015625 835.0 273.03900146484375 372.0 375.8931579589844 262.0 375.9761657714844 101.0 376.1641845703125 107.0 376.3563537597656 95.0 376.483154296875 143.0 376.5671691894531 393.0 377.1040344238281 150047.0 377.1960754394531 482.0 377.36737060546875 78.0 378.10760498046875 7958.0 378.2271423339844 45.0 378.94342041015625 106.0 380.44671630859375 52.0 380.5115661621094 283.0 380.63397216796875 98.0 381.8207702636719 268.0 406.573974609375 275.0 591.7024536132812 191.0 988.5790405273438 258.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847165 PEPMASS=801.202271 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_GG12_01_3242.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386032-01!3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC=C(O)C=C5)[C@H](OC6OC(CO)C(O)C(O)C6O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C33H40O20/c1-10-19(38)23(42)26(45)31(48-10)47-9-17-21(40)25(44)30(53-32-27(46)24(43)20(39)16(8-34)50-32)33(51-17)52-29-22(41)18-14(37)6-13(36)7-15(18)49-28(29)11-2-4-12(35)5-3-11/h2-7,10,16-17,19-21,23-27,30-40,42-46H,8-9H2,1H3/t10-,16?,17+,19-,20?,21+,23+,24?,25-,26+,27?,30+,31+,32?,33-/m0/s1 INCHIAUX=VNLOLXSJMINBIS-CTLJHIMSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847165 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847165 SCANS=189 139.01034545898438 234.0 211.04127502441406 176.0 227.03628540039062 455.0 257.0519104003906 169.0 283.02545166015625 1233.0 283.2665100097656 124.0 283.34375 72.0 284.0367431640625 1183.0 285.0450744628906 2338.0 447.0882568359375 646.0 448.086669921875 212.0 585.6463623046875 112.0 593.1492309570312 2540.0 594.1377563476562 181.0 595.9535522460938 78.0 753.1781616210938 166.0 755.1353149414062 244.0 755.1947631835938 299.0 756.1942138671875 136.0 1057.9803466796875 55.0 1963.0372314453125 102.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847167 PEPMASS=371.109467 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_GG12_01_3063.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347565-02![3-(4-hydroxy-3-methoxybenzoyl)-2,3-dimethyloxiran-2-yl]-(4-hydroxy-3-methoxyphenyl)methanone [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC=C1O)C(=O)C2(C)OC2(C)C(=O)C3=CC=C(O)C(OC)=C3 INCHI=InChI=1S/C20H20O7/c1-19(17(23)11-5-7-13(21)15(9-11)25-3)20(2,27-19)18(24)12-6-8-14(22)16(10-12)26-4/h5-10,21-22H,1-4H3 INCHIAUX=ZDJWTWORZULMCQ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847167 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847167 SCANS=293 108.02153015136719 494.0 134.0347900390625 557.0 162.02630615234375 261.0 178.0292510986328 701.0 193.04835510253906 202.0 193.09056091308594 247.0 205.0524444580078 262.0 221.07127380371094 328.0 281.04901123046875 227.0 295.5511779785156 79.0 371.11737060546875 1782.0 1255.5262451171875 212.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847169 PEPMASS=445.218811 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_GG12_01_3063.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380371-01!5-hydroxy-2,2,6,6-tetramethyl-4-[3-methyl-1-[2,4,6-trihydroxy-3-(2-methylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC(C1=C(O)C(C(=O)C(C)C)=C(O)C=C1O)C2=C(O)C(C)(C)C(=O)C(C)(C)C2=O INCHI=InChI=1S/C25H34O7/c1-11(2)9-13(17-21(30)24(5,6)23(32)25(7,8)22(17)31)16-14(26)10-15(27)18(20(16)29)19(28)12(3)4/h10-13,26-27,29-30H,9H2,1-8H3 INCHIAUX=ZGUNMNCNGJXADK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847169 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847169 SCANS=564 74.12031555175781 231.0 92.44744873046875 61.0 102.42720794677734 148.0 103.63520812988281 112.0 106.89783477783203 46.0 111.36985778808594 151.0 112.04802703857422 296.0 112.984375 111.0 123.08949279785156 163.0 124.68901824951172 420.0 125.02581787109375 696.0 125.06687927246094 192.0 126.65486907958984 86.0 135.26344299316406 334.0 141.089599609375 186.0 151.0010986328125 247.0 151.07850646972656 168.0 165.0917205810547 1471.0 165.3311767578125 86.0 165.40065002441406 201.0 179.0728759765625 241.0 181.0863037109375 815.0 191.06581115722656 271.0 194.62034606933594 111.0 195.0637664794922 4723.0 207.32293701171875 170.0 207.62127685546875 97.0 208.18975830078125 61.0 208.3035888671875 124.0 208.52610778808594 443.0 208.6688232421875 52.0 208.70880126953125 175.0 208.99551391601562 277.0 209.08026123046875 29912.0 209.26478576660156 188.0 209.3818817138672 161.0 209.4844512939453 52.0 210.0759735107422 144.0 210.34417724609375 108.0 211.4210968017578 154.0 263.1269836425781 2374.0 264.13226318359375 160.0 279.84954833984375 90.0 352.7962341308594 189.0 445.22344970703125 8558.0 458.0097351074219 101.0 1948.6824951171875 139.0 1963.3826904296875 123.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847171 PEPMASS=427.208435 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_GG12_01_3063.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380371-01!5-hydroxy-2,2,6,6-tetramethyl-4-[3-methyl-1-[2,4,6-trihydroxy-3-(2-methylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC(C1=C(O)C(C(=O)C(C)C)=C(O)C=C1O)C2=C(O)C(C)(C)C(=O)C(C)(C)C2=O INCHI=InChI=1S/C25H34O7/c1-11(2)9-13(17-21(30)24(5,6)23(32)25(7,8)22(17)31)16-14(26)10-15(27)18(20(16)29)19(28)12(3)4/h10-13,26-27,29-30H,9H2,1-8H3 INCHIAUX=ZGUNMNCNGJXADK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847171 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847171 SCANS=546 203.24984741210938 137.0 369.1294250488281 529.0 427.2122802734375 3909.0 427.357421875 177.0 778.0742797851562 293.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847173 PEPMASS=467.129944 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_GG12_01_3063.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380369-01!(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-hydroxy-4-methoxy-2,5-diphenylphenoxy)oxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C(C2=CC=CC=C2)=C(O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)C=C1C4=CC=CC=C4 INCHI=InChI=1S/C25H24O9/c1-32-22-15(13-8-4-2-5-9-13)12-16(17(18(22)26)14-10-6-3-7-11-14)33-25-21(29)19(27)20(28)23(34-25)24(30)31/h2-12,19-21,23,25-29H,1H3,(H,30,31)/t19-,20-,21+,23-,25+/m0/s1 INCHIAUX=ULMASYHIMBKYFX-MDYSUIJBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847173 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847173 SCANS=276 247.07723999023438 316.0 275.07379150390625 216.0 276.07965087890625 2448.0 291.1001892089844 568.0 467.1368408203125 357.0 1303.2921142578125 741.0 1797.0286865234375 152.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847175 PEPMASS=887.477661 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_GG12_01_3063.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380368-01!methyl 3,15,21-tris[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]docosanoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)CC(CCCCCCCCCCCC(CCCCCC(C)OC1OC(CO)C(O)C(O)C1O)OC2OC(CO)C(O)C(O)C2O)OC3OC(CO)C(O)C(O)C3O INCHI=InChI=1S/C41H76O20/c1-23(56-39-36(52)33(49)30(46)26(20-42)59-39)15-11-10-14-17-24(57-40-37(53)34(50)31(47)27(21-43)60-40)16-12-8-6-4-3-5-7-9-13-18-25(19-29(45)55-2)58-41-38(54)35(51)32(48)28(22-44)61-41/h23-28,30-44,46-54H,3-22H2,1-2H3 INCHIAUX=BKEFKSNTAPNAHR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847175 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847175 SCANS=290 71.01433563232422 224.0 87.0084457397461 407.0 101.02172088623047 950.0 111.0082015991211 265.0 113.02182006835938 737.0 119.03614044189453 163.0 129.02357482910156 303.0 179.05104064941406 463.0 179.8874053955078 641.0 257.01641845703125 272.0 325.3125 86.0 370.3399353027344 244.0 437.53759765625 358.0 469.32305908203125 103.0 513.3311157226562 264.0 514.3400268554688 269.0 515.188232421875 142.0 531.3524169921875 157.0 621.3527221679688 148.0 675.3003540039062 97.0 675.3946533203125 10042.0 675.5271606445312 193.0 676.3995361328125 1454.0 707.416015625 1283.0 708.4215698242188 412.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847179 PEPMASS=933.481934 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G12_GG12_01_3063.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380368-01!methyl 3,15,21-tris[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]docosanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)CC(CCCCCCCCCCCC(CCCCCC(C)OC1OC(CO)C(O)C(O)C1O)OC2OC(CO)C(O)C(O)C2O)OC3OC(CO)C(O)C(O)C3O INCHI=InChI=1S/C41H76O20/c1-23(56-39-36(52)33(49)30(46)26(20-42)59-39)15-11-10-14-17-24(57-40-37(53)34(50)31(47)27(21-43)60-40)16-12-8-6-4-3-5-7-9-13-18-25(19-29(45)55-2)58-41-38(54)35(51)32(48)28(22-44)61-41/h23-28,30-44,46-54H,3-22H2,1-2H3 INCHIAUX=BKEFKSNTAPNAHR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847179 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847179 SCANS=287 71.01428985595703 398.0 83.01307678222656 570.0 83.84432220458984 192.0 85.03009796142578 1276.0 89.02281188964844 1500.0 95.01123046875 453.0 97.02706909179688 190.0 100.02242279052734 193.0 101.02332305908203 1818.0 111.0096664428711 421.0 112.01822662353516 707.0 113.02368927001953 2966.0 113.09519958496094 73.0 119.03321075439453 1190.0 121.10022735595703 166.0 123.0843734741211 169.0 124.01554870605469 716.0 125.02720642089844 575.0 129.01382446289062 109.0 144.04730224609375 290.0 159.0300750732422 590.0 164.67822265625 53.0 179.05450439453125 2135.0 205.0322723388672 418.0 248.0831298828125 243.0 302.7985534667969 187.0 309.2738952636719 236.0 312.2658386230469 311.0 315.53125 64.0 318.92218017578125 80.0 323.29217529296875 262.0 325.1792297363281 230.0 325.2915344238281 223.0 328.2421569824219 104.0 328.5189208984375 166.0 353.2126159667969 382.0 362.13018798828125 128.0 366.412353515625 217.0 367.3102111816406 76.0 369.29876708984375 235.0 405.34332275390625 318.0 455.3536682128906 271.0 469.0352478027344 70.0 469.35443115234375 401.0 470.88385009765625 111.0 471.78302001953125 106.0 513.3429565429688 1537.0 513.3898315429688 483.0 514.35693359375 230.0 529.6763916015625 148.0 531.3480834960938 116.0 543.3756103515625 125.0 545.224365234375 206.0 545.3583984375 124.0 565.37841796875 141.0 583.40576171875 126.0 631.3804931640625 281.0 657.3812866210938 90.0 674.366943359375 135.0 675.394287109375 33049.0 675.51318359375 112.0 675.5687866210938 340.0 676.3983764648438 6458.0 706.373291015625 62.0 707.3406372070312 191.0 707.421875 9643.0 707.6005249023438 55.0 708.4285888671875 1595.0 709.4354858398438 103.0 711.9764404296875 156.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847181 PEPMASS=493.202881 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_BC7_01_3261.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169998-02!(2R,3R,4S,5S,6R)-2-[(3R)-1,7-bis(3,4-dihydroxyphenyl)heptan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](O[C@H](CCCCC2=CC(O)=C(O)C=C2)CCC3=CC(O)=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C25H34O10/c26-13-21-22(31)23(32)24(33)25(35-21)34-16(8-5-15-7-10-18(28)20(30)12-15)4-2-1-3-14-6-9-17(27)19(29)11-14/h6-7,9-12,16,21-33H,1-5,8,13H2/t16-,21-,22-,23+,24-,25-/m1/s1 INCHIAUX=LSEDQFLRUJOXDX-SBOHWPTNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847181 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847181 SCANS=237 95.10651397705078 90.0 101.01982879638672 246.0 121.02559661865234 171.0 122.03551483154297 282.0 160.12350463867188 145.0 162.2560577392578 162.0 184.4153594970703 166.0 185.01702880859375 82.0 187.1058349609375 145.0 191.10577392578125 213.0 196.01535034179688 162.0 232.02377319335938 257.0 236.9744110107422 166.0 238.08358764648438 106.0 238.4770050048828 102.0 251.34066772460938 376.0 253.5895233154297 165.0 257.9453125 277.0 267.62457275390625 57.0 313.1434020996094 1096.0 331.15704345703125 3796.0 490.4536437988281 124.0 491.9579772949219 135.0 492.685302734375 173.0 493.1141357421875 158.0 493.2060241699219 25714.0 494.1985778808594 310.0 494.69525146484375 73.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847183 PEPMASS=769.321899 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_BC7_01_3261.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385089-01!(3S,5S,8R,9S,10S,13R,14S,17R)-3-[(2R,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,14-dihydroxy-13-methyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@H]2CC[C@]3(C=O)[C@H]4CC[C@]5(C)[C@H](CC[C@]5(O)[C@@H]4CC[C@]3(O)C2)C6=COC(=O)C=C6)[C@H](O)[C@H](O)[C@H]1O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O INCHI=InChI=1S/C36H52O15/c1-17-30(51-32-28(43)26(41)25(40)23(14-37)50-32)27(42)29(44)31(48-17)49-19-5-10-34(16-38)21-6-9-33(2)20(18-3-4-24(39)47-15-18)8-12-36(33,46)22(21)7-11-35(34,45)13-19/h3-4,15-17,19-23,25-32,37,40-46H,5-14H2,1-2H3/t17-,19-,20+,21-,22+,23+,25+,26-,27-,28+,29+,30-,31-,32-,33+,34-,35-,36-/m0/s1 INCHIAUX=DCSLTSSPIJWEJN-YRFFWODSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847183 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847183 SCANS=248 83.22679138183594 73.0 85.02960205078125 1031.0 89.02594757080078 775.0 99.0094223022461 263.0 101.02299499511719 3431.0 101.99388885498047 295.0 109.06212615966797 272.0 113.02345275878906 3390.0 113.10501861572266 75.0 119.03656005859375 831.0 123.11506652832031 230.0 125.02288055419922 374.0 127.03992462158203 244.0 131.03334045410156 1236.0 132.20379638671875 160.0 143.03492736816406 945.0 145.05108642578125 5324.0 145.4884490966797 95.0 149.0440216064453 466.0 149.09860229492188 173.0 159.0259552001953 685.0 161.044921875 10939.0 162.05972290039062 57.0 164.57003784179688 55.0 179.05674743652344 5072.0 180.07876586914062 265.0 187.10780334472656 134.0 205.04124450683594 188.0 207.52590942382812 138.0 221.0692901611328 8349.0 222.06597900390625 132.0 222.4293670654297 87.0 223.2992401123047 233.0 239.0791015625 309.0 240.77073669433594 73.0 240.89483642578125 172.0 240.97862243652344 69.0 241.0365753173828 82.0 247.08351135253906 5149.0 248.0831298828125 339.0 257.157958984375 258.0 263.0728759765625 773.0 265.0938415527344 1535.0 265.1758117675781 72.0 268.857666015625 102.0 271.16461181640625 72.0 283.17498779296875 406.0 285.18505859375 221.0 289.61871337890625 238.0 305.1524963378906 201.0 307.0973815917969 367.0 309.1830139160156 92.0 325.1204833984375 152.0 327.19854736328125 275.0 338.26898193359375 154.0 339.7252502441406 129.0 341.1124267578125 69.0 341.6305847167969 178.0 343.4427490234375 557.0 344.658203125 74.0 344.7334899902344 289.0 371.1888732910156 584.0 379.0969543457031 183.0 396.0489196777344 79.0 396.38275146484375 220.0 397.2044677734375 3623.0 408.3729553222656 255.0 415.20989990234375 123.0 561.2728271484375 1273.0 562.2827758789062 414.0 563.4523315429688 119.0 663.3063354492188 248.0 667.6342163085938 170.0 721.3818969726562 216.0 721.4281616210938 137.0 721.856689453125 74.0 722.1511840820312 60.0 722.78515625 120.0 723.0036010742188 268.0 723.0510864257812 117.0 723.32373046875 39349.0 723.5939331054688 216.0 724.2266235351562 54.0 724.3245849609375 5124.0 725.3751831054688 68.0 727.7048950195312 181.0 729.1666870117188 126.0 1041.4998779296875 52.0 1695.8697509765625 123.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847185 PEPMASS=391.189026 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_GA4_01_3198.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385677-01!3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,4-dihydroxy-6-[(E)-2-phenylethenyl]benzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC\C(C)=C\CC1=C(O)C=C(\C=C\C2=CC=CC=C2)C(C(O)=O)=C1O INCHI=InChI=1S/C25H28O4/c1-17(2)8-7-9-18(3)12-15-21-22(26)16-20(23(24(21)27)25(28)29)14-13-19-10-5-4-6-11-19/h4-6,8,10-14,16,26-27H,7,9,15H2,1-3H3,(H,28,29)/b14-13+,18-12+ INCHIAUX=WHNBKYRXAOMPAE-VSMNQWMWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847185 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847185 SCANS=511 195.0840606689453 264.0 223.07362365722656 390.0 247.11419677734375 343.0 263.0780944824219 193.0 264.0782470703125 178.0 278.12451171875 213.0 304.11474609375 239.0 347.2007751464844 1272.0 373.1755676269531 898.0 391.1920471191406 1382.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847187 PEPMASS=1101.543213 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A4_GA4_01_3198.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180865-02!6-[[4,4,6a,6b,11,11,14b-heptamethyl-8a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[4,5-dihydroxy-6-methyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(O)C(OC3CCC4(C)C(CCC5(C)C4CC=C6C7CC(C)(C)CCC7(CCC56C)C(=O)OC8OC(CO)C(O)C(O)C8O)C3(C)C)OC(C2O)C(O)=O)C(OC9OC(CO)C(O)C(O)C9O)C(O)C1O INCHI=InChI=1S/C54H86O23/c1-22-30(57)35(62)42(76-44-36(63)33(60)31(58)25(20-55)71-44)47(70-22)74-40-38(65)41(43(67)68)75-46(39(40)66)73-29-12-13-51(6)27(50(29,4)5)11-14-53(8)28(51)10-9-23-24-19-49(2,3)15-17-54(24,18-16-52(23,53)7)48(69)77-45-37(64)34(61)32(59)26(21-56)72-45/h9,22,24-42,44-47,55-66H,10-21H2,1-8H3,(H,67,68) INCHIAUX=UDPVBZZTXOCTNJ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847187 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847187 SCANS=267 83.01399993896484 230.0 85.02921295166016 1363.0 95.01676177978516 563.0 100.4383544921875 202.0 100.7520523071289 173.0 101.02474212646484 1295.0 110.40509796142578 60.0 111.00970458984375 286.0 112.85910034179688 324.0 113.0235366821289 2434.0 115.00605773925781 135.0 115.03992462158203 247.0 117.01524353027344 148.0 119.03290557861328 179.0 125.02273559570312 355.0 131.03585815429688 1021.0 143.03504943847656 826.0 144.03475952148438 73.0 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192.0643768310547 296.0 192.16641235351562 63.0 198.05506896972656 223.0 326.2080078125 520.0 336.2145690917969 268.0 354.2121276855469 1742.0 398.234375 1368.0 399.24310302734375 244.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847191 PEPMASS=477.102844 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_BA5_01_3321.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384521-01!2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(O)=C2C(=O)C(OC3OC(CO)C(O)C(O)C3O)=C(OC2=C1)C4=CC(O)=C(O)C=C4 INCHI=InChI=1S/C22H22O12/c1-31-9-5-12(26)15-13(6-9)32-20(8-2-3-10(24)11(25)4-8)21(17(15)28)34-22-19(30)18(29)16(27)14(7-23)33-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3 INCHIAUX=PHEWILLIAJUBQE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847191 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847191 SCANS=245 152.09841918945312 177.0 165.02191162109375 686.0 169.17752075195312 142.0 176.24664306640625 298.0 232.0359344482422 259.0 238.15264892578125 280.0 259.0583801269531 236.0 271.0254211425781 491.0 299.02105712890625 2820.0 313.4613037109375 126.0 314.0435485839844 8461.0 314.4059143066406 82.0 315.0510559082031 1574.0 315.7590637207031 217.0 329.3376159667969 147.0 477.0013732910156 186.0 477.1033630371094 4253.0 530.6903076171875 56.0 866.5740966796875 75.0 1300.3826904296875 60.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847193 PEPMASS=949.318237 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_BA5_01_3321.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384839-01!(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[4-[3-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C3OCC4C3COC4C5=CC(OC)=C(O[C@@H]6O[C@H](CO[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@@H](O)[C@H](O)[C@H]6O)C(OC)=C5 INCHI=InChI=1S/C40H56O23/c1-52-18-5-14(6-19(53-2)36(18)62-39-32(50)29(47)26(44)23(10-42)60-39)34-16-11-57-35(17(16)12-56-34)15-7-20(54-3)37(21(8-15)55-4)63-40-33(51)30(48)27(45)24(61-40)13-58-38-31(49)28(46)25(43)22(9-41)59-38/h5-8,16-17,22-35,38-51H,9-13H2,1-4H3/t16?,17?,22-,23-,24-,25-,26-,27-,28+,29+,30+,31-,32-,33-,34?,35?,38-,39+,40+/m1/s1 INCHIAUX=NONWRJXAJGEWOR-GMTLTCSKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847193 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MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G4_GG4_01_3138.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180352-03!(2S,3S,4S,5R,6S)-6-(2,4-dihydroxy-3,6-diphenylphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@H](OC2=C(C=C(O)C(C3=CC=CC=C3)=C2O)C4=CC=CC=C4)O[C@@H]([C@@H](O)[C@@H]1O)C(O)=O INCHI=InChI=1S/C24H22O9/c25-15-11-14(12-7-3-1-4-8-12)21(17(26)16(15)13-9-5-2-6-10-13)32-24-20(29)18(27)19(28)22(33-24)23(30)31/h1-11,18-20,22,24-29H,(H,30,31)/t18-,19-,20+,22-,24+/m0/s1 INCHIAUX=QQDLPJHEFJKVHT-MJRVOHGCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847195 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847195 SCANS=255 102.03956604003906 55.0 113.02318572998047 307.0 113.10389709472656 135.0 117.03111267089844 284.0 158.2399444580078 164.0 159.04345703125 260.0 175.02316284179688 558.0 205.10447692871094 212.0 230.0657958984375 179.0 233.09677124023438 217.0 245.12405395507812 255.0 247.0740203857422 222.0 251.1296844482422 292.0 275.06744384765625 176.0 276.0888671875 502.0 277.0846862792969 13838.0 331.09332275390625 103.0 451.381591796875 157.0 452.7458190917969 70.0 452.9638977050781 153.0 453.1241455078125 1868.0 458.5694885253906 52.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847197 PEPMASS=749.207947 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G4_GG4_01_3138.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179806-02![4,5-diacetyloxy-6-[7-hydroxy-5-methoxy-4-oxo-2-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-6-yl]oxan-3-yl] acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2C(=O)C=C(OC2=CC(O)=C1C3OCC(OC(C)=O)C(OC(C)=O)C3OC(C)=O)C4=CC=C(OC5OC(CO)C(O)C(O)C5O)C=C4 INCHI=InChI=1S/C33H36O17/c1-13(35)45-23-12-44-31(32(47-15(3)37)29(23)46-14(2)36)25-19(39)10-21-24(30(25)43-4)18(38)9-20(49-21)16-5-7-17(8-6-16)48-33-28(42)27(41)26(40)22(11-34)50-33/h5-10,22-23,26-29,31-34,39-42H,11-12H2,1-4H3 INCHIAUX=UPTPSJJNEWBOBD-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847197 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847197 SCANS=269 117.0333251953125 1932.0 203.32281494140625 61.0 266.2635192871094 343.0 266.41314697265625 114.0 271.0615539550781 204.0 280.1656799316406 224.0 281.0473327636719 174.0 283.05377197265625 220.0 289.67633056640625 131.0 292.0332946777344 435.0 305.04241943359375 416.0 307.05377197265625 353.0 309.10748291015625 185.0 310.0401306152344 353.0 319.04315185546875 344.0 333.0375671386719 226.0 333.0795593261719 315.0 337.0672607421875 777.0 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704.1701049804688 88.0 1120.5018310546875 67.0 1340.598388671875 303.0 1995.388427734375 246.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847199 PEPMASS=505.3461 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_GE5_01_3127.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384950-01!19-hydroxy-18-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyicosanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)C(CCCCCCCCCCCCCCCCC(O)=O)OC1OC(CO)C(O)C(O)C1O INCHI=InChI=1S/C26H50O9/c1-19(28)20(34-26-25(33)24(32)23(31)21(18-27)35-26)16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-22(29)30/h19-21,23-28,31-33H,2-18H2,1H3,(H,29,30) INCHIAUX=GYUCMTKUEQLBJW-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847199 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847199 SCANS=409 245.93348693847656 306.0 325.276123046875 491.0 340.9830627441406 202.0 343.2849426269531 789.0 350.993408203125 161.0 505.34014892578125 14066.0 506.5079040527344 264.0 509.2071228027344 73.0 1329.5772705078125 124.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847201 PEPMASS=581.397705 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_GE5_01_3127.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384949-01!2-(hydroxymethyl)-6-(2,20,21-trihydroxydocosan-3-yloxy)oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)C(O)CCCCCCCCCCCCCCCCC(OC1OC(CO)C(O)C(O)C1O)C(C)O INCHI=InChI=1S/C28H56O9/c1-20(30)22(32)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-23(21(2)31)36-28-27(35)26(34)25(33)24(19-29)37-28/h20-35H,3-19H2,1-2H3 INCHIAUX=IKQSIKPOUMLPKK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847201 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847201 SCANS=401 101.0263900756836 298.0 161.04466247558594 515.0 179.058349609375 1258.0 262.6391906738281 281.0 270.0796813964844 221.0 309.2818603515625 397.0 309.38909912109375 95.0 373.3363342285156 660.0 533.07421875 199.0 535.3927001953125 6370.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847203 PEPMASS=591.178528 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_GE5_01_3127.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384927-01!8-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2=CC(=O)C3=C(O)C=C(O)C(C4OC(CO)C(O)C(O)C4OC5OC(C)C(O)C(O)C5O)=C3O2 INCHI=InChI=1S/C28H32O14/c1-10-20(33)22(35)24(37)28(39-10)42-27-23(36)21(34)17(9-29)41-26(27)19-14(31)7-13(30)18-15(32)8-16(40-25(18)19)11-3-5-12(38-2)6-4-11/h3-8,10,17,20-24,26-31,33-37H,9H2,1-2H3 INCHIAUX=AOXGLIJSZLOQNZ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847203 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847203 SCANS=234 78.59870147705078 223.0 151.03611755371094 243.0 163.0640869140625 275.0 168.9275360107422 323.0 175.1496124267578 426.0 189.01490783691406 192.0 229.55560302734375 227.0 281.0489807128906 870.0 282.0578308105469 520.0 283.0628967285156 471.0 292.0358581542969 876.0 295.0539245605469 235.0 307.0638427734375 5425.0 325.080810546875 1490.0 334.04638671875 205.0 337.07232666015625 1089.0 351.0968017578125 190.0 354.0762939453125 221.0 355.07763671875 1306.0 367.0898742675781 623.0 369.0960693359375 749.0 370.1001892089844 269.0 391.0845947265625 142.0 397.09063720703125 513.0 409.0919494628906 64.0 427.1007080078125 930.0 591.1734008789062 7885.0 591.569091796875 341.0 592.1669921875 287.0 594.84765625 193.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847205 PEPMASS=917.267761 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_GE5_01_3127.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384931-01!3-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC(O)=C(O)C=C5)[C@H](O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H]6O)[C@@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C39H50O25/c1-10-21(45)26(50)29(53)36(57-10)56-9-19-24(48)28(52)35(64-38-31(55)33(22(46)11(2)58-38)62-37-30(54)27(51)23(47)18(8-40)60-37)39(61-19)63-34-25(49)20-16(44)6-13(41)7-17(20)59-32(34)12-3-4-14(42)15(43)5-12/h3-7,10-11,18-19,21-24,26-31,33,35-48,50-55H,8-9H2,1-2H3/t10-,11-,18+,19+,21-,22-,23+,24-,26+,27-,28-,29+,30+,31+,33+,35+,36+,37-,38-,39-/m0/s1 INCHIAUX=CBSLALAKOKYDBZ-SFGFBRIDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847205 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847205 SCANS=166 77.68466186523438 195.0 93.95721435546875 169.0 100.18852996826172 63.0 107.01251983642578 87.0 109.02545166015625 167.0 117.72755432128906 140.0 121.03160095214844 236.0 126.7511978149414 75.0 129.9630584716797 87.0 132.64053344726562 145.0 136.30702209472656 132.0 146.7660369873047 519.0 146.86033630371094 49.0 147.3312530517578 182.0 147.83409118652344 116.0 148.0164794921875 203.0 151.0001220703125 2958.0 151.31936645507812 143.0 152.00889587402344 205.0 152.6634063720703 219.0 153.0121307373047 214.0 157.29302978515625 148.0 157.74990844726562 165.0 157.9874267578125 240.0 163.00245666503906 666.0 164.010498046875 104.0 166.13726806640625 152.0 169.00953674316406 854.0 172.04869079589844 312.0 173.01895141601562 233.0 178.99790954589844 3999.0 180.98402404785156 232.0 182.03298950195312 218.0 186.0340576171875 174.0 190.04173278808594 214.0 190.9971923828125 273.0 191.03369140625 104.0 191.10537719726562 450.0 193.01036071777344 194.0 199.0501251220703 318.0 201.01808166503906 251.0 202.0253448486328 237.0 203.03395080566406 146.0 206.04202270507812 116.0 211.03065490722656 350.0 213.04998779296875 227.0 215.03135681152344 506.0 216.04867553710938 193.0 219.02651977539062 125.0 227.03843688964844 939.0 233.00758361816406 223.0 243.0261993408203 2625.0 244.05154418945312 479.0 245.0406036376953 450.0 254.0228271484375 723.0 254.96859741210938 122.0 255.0302276611328 7645.0 256.03594970703125 447.0 257.0397644042969 919.0 269.8957824707031 88.0 270.56085205078125 240.0 271.024169921875 21001.0 271.0813903808594 280.0 272.0295715332031 4513.0 279.0239562988281 163.0 284.0456237792969 159.0 284.1778259277344 112.0 285.034423828125 138.0 287.9332275390625 105.0 296.7975158691406 182.0 298.23773193359375 55.0 298.58233642578125 49.0 298.7954406738281 219.0 298.9873962402344 249.0 299.0208740234375 1363.0 300.0274963378906 78883.0 300.1150817871094 167.0 300.3907775878906 106.0 300.5945739746094 80.0 300.7071838378906 141.0 301.03472900390625 16788.0 301.46588134765625 90.0 302.04217529296875 939.0 302.5962829589844 149.0 302.7728576660156 102.0 302.907958984375 115.0 302.95806884765625 205.0 303.19110107421875 512.0 303.2843017578125 109.0 303.3041687011719 128.0 304.0312194824219 252.0 304.4516906738281 91.0 307.0561218261719 154.0 311.5738220214844 123.0 325.0440368652344 319.0 343.03143310546875 206.0 355.05718994140625 603.0 365.4574279785156 108.0 367.0341796875 178.0 367.9718322753906 111.0 373.119873046875 290.0 385.04290771484375 237.0 409.0677795410156 226.0 413.0202331542969 115.0 421.12945556640625 612.0 421.862060546875 247.0 423.5342102050781 128.0 424.11187744140625 66.0 425.1781311035156 326.0 428.1971740722656 113.0 431.58795166015625 296.0 431.8011169433594 52.0 436.3106689453125 120.0 436.4190368652344 136.0 436.701416015625 146.0 437.88336181640625 301.0 440.8014831542969 129.0 450.9443664550781 67.0 460.8423156738281 408.0 461.25592041015625 201.0 469.674560546875 113.0 473.41754150390625 195.0 480.5665283203125 103.0 483.9366149902344 152.0 591.130615234375 594.0 627.81298828125 57.0 651.1669311523438 204.0 781.269287109375 146.0 904.9063720703125 109.0 911.7214965820312 70.0 912.82177734375 163.0 913.1005859375 142.0 914.2973022460938 89.0 915.651611328125 71.0 915.9334106445312 57.0 916.0624389648438 102.0 916.1359252929688 70.0 916.1992797851562 175.0 916.3089599609375 153.0 916.5054931640625 71.0 917.2568359375 47035.0 917.4170532226562 114.0 917.534423828125 168.0 917.5874633789062 134.0 918.16259765625 336.0 918.2626342773438 12473.0 918.384765625 192.0 918.5744018554688 110.0 918.9955444335938 86.0 919.2651977539062 812.0 920.0965576171875 188.0 921.4166259765625 128.0 937.2398681640625 95.0 1326.37451171875 133.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847207 PEPMASS=345.097931 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_GA10_01_3025.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180397-02!4-(2,4-dihydroxy-3,5-dimethylbenzoyl)oxy-2-hydroxy-3,5-dimethylbenzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1=CC(C(O)=O)=C(O)C(C)=C1OC(=O)C2=CC(C)=C(O)C(C)=C2O INCHI=InChI=1S/C18H18O7/c1-7-5-12(14(20)9(3)13(7)19)18(24)25-16-8(2)6-11(17(22)23)15(21)10(16)4/h5-6,19-21H,1-4H3,(H,22,23) INCHIAUX=WKHWTIZYRUWECB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847207 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847207 SCANS=417 107.0144271850586 316.0 137.055419921875 850.0 139.9891357421875 67.0 143.92132568359375 99.0 146.93954467773438 172.0 163.03884887695312 1572.0 181.04922485351562 7827.0 345.0875244140625 78.0 496.94482421875 126.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847209 PEPMASS=421.165161 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A10_GA10_01_3025.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169117-02!3-[(7S,8R)-5-hydroxy-2,2,7,8-tetramethyl-6-oxo-7,8-dihydropyrano[3,2-g]chromen-10-yl]-3-phenylpropanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H]1OC2=C(C(=O)[C@H]1C)C(O)=C3C=CC(C)(C)OC3=C2C(CC(O)=O)C4=CC=CC=C4 INCHI=InChI=1S/C25H26O6/c1-13-14(2)30-24-19(17(12-18(26)27)15-8-6-5-7-9-15)23-16(10-11-25(3,4)31-23)22(29)20(24)21(13)28/h5-11,13-14,17,29H,12H2,1-4H3,(H,26,27)/t13-,14+,17?/m0/s1 INCHIAUX=CEJSYHIZUAMEQV-RFOFMGPBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847209 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847209 SCANS=513 129.08372497558594 301.0 173.0583038330078 151.0 189.05337524414062 225.0 211.04466247558594 336.0 253.120849609375 416.0 263.0730285644531 175.0 269.112060546875 421.0 273.1112365722656 335.0 277.1245422363281 345.0 278.1318054199219 135.0 280.03717041015625 122.0 289.1243591308594 209.0 321.11572265625 217.0 329.0970458984375 245.0 361.1471862792969 88.0 376.4443359375 116.0 376.6289978027344 157.0 376.7127380371094 260.0 377.1789245605469 3091.0 377.5807800292969 103.0 403.1678466796875 132.0 420.9762878417969 206.0 421.1656188964844 7126.0 421.8321838378906 102.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847211 PEPMASS=447.092499 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_BA7_01_3323.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384524-01!5,7-dihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]-3-methoxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(OC2=CC(O)=CC(O)=C2C1=O)C3=CC(O[C@@H]4OC[C@@H](O)[C@H](O)[C@H]4O)=C(O)C=C3 INCHI=InChI=1S/C21H20O11/c1-29-20-17(27)15-11(24)5-9(22)6-14(15)31-19(20)8-2-3-10(23)13(4-8)32-21-18(28)16(26)12(25)7-30-21/h2-6,12,16,18,21-26,28H,7H2,1H3/t12-,16+,18-,21+/m1/s1 INCHIAUX=ASKKBGQVSVTIAW-HVQFUZGHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847211 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847211 SCANS=260 155.78030395507812 222.0 209.01248168945312 331.0 300.0289611816406 2073.0 315.04925537109375 5002.0 316.0553894042969 197.0 447.09423828125 895.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847213 PEPMASS=477.0672 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_BA7_01_3323.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347854-02!(3R,4S,5R)-4-hydroxy-3,5-bis[(3,4,5-trihydroxybenzoyl)oxy]cyclohexene-1-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@@H](CC(=C[C@H]1OC(=O)C2=CC(O)=C(O)C(O)=C2)C(O)=O)OC(=O)C3=CC(O)=C(O)C(O)=C3 INCHI=InChI=1S/C21H18O13/c22-10-1-8(2-11(23)16(10)26)20(31)33-14-5-7(19(29)30)6-15(18(14)28)34-21(32)9-3-12(24)17(27)13(25)4-9/h1-5,14-15,18,22-28H,6H2,(H,29,30)/t14-,15-,18-/m1/s1 INCHIAUX=GASRJYBPBZZTBO-IIDMSEBBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847213 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847213 SCANS=185 110.00286102294922 260.0 124.01898193359375 258.0 125.0246353149414 822.0 137.02540588378906 1998.0 168.0052947998047 715.0 169.0154266357422 2726.0 200.063720703125 287.0 201.05686950683594 679.0 245.04141235351562 142.0 263.0584716796875 2123.0 281.06829833984375 362.0 289.0386657714844 2284.0 307.044677734375 381.0 477.06976318359375 2436.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847215 PEPMASS=493.170624 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_BA7_01_3323.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384835-01![4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2,3-dihydroxy-2-[(4-hydroxyphenyl)methyl]butanoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)C(O)(CC1=CC=C(O)C=C1)C(=O)OCC2=CC=C(OC3OC(CO)C(O)C(O)C3O)C=C2 INCHI=InChI=1S/C24H30O11/c1-13(26)24(32,10-14-2-6-16(27)7-3-14)23(31)33-12-15-4-8-17(9-5-15)34-22-21(30)20(29)19(28)18(11-25)35-22/h2-9,13,18-22,25-30,32H,10-12H2,1H3 INCHIAUX=FKMASXTUONWHBB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847215 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847215 SCANS=197 163.0364990234375 547.0 165.05796813964844 256.0 181.05349731445312 232.0 225.07821655273438 3295.0 387.13238525390625 361.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847217 PEPMASS=539.176392 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_BA7_01_3323.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384835-01![4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2,3-dihydroxy-2-[(4-hydroxyphenyl)methyl]butanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)C(O)(CC1=CC=C(O)C=C1)C(=O)OCC2=CC=C(OC3OC(CO)C(O)C(O)C3O)C=C2 INCHI=InChI=1S/C24H30O11/c1-13(26)24(32,10-14-2-6-16(27)7-3-14)23(31)33-12-15-4-8-17(9-5-15)34-22-21(30)20(29)19(28)18(11-25)35-22/h2-9,13,18-22,25-30,32H,10-12H2,1H3 INCHIAUX=FKMASXTUONWHBB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847217 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847217 SCANS=198 83.13017272949219 178.0 83.38453674316406 193.0 98.89867401123047 295.0 133.0419921875 239.0 163.04563903808594 503.0 179.06982421875 366.0 181.05409240722656 1067.0 225.0797576904297 16287.0 225.167236328125 150.0 227.70335388183594 122.0 230.2770233154297 119.0 387.1229248046875 222.0 493.16949462890625 564.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847223 PEPMASS=493.26474 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_BA7_01_3323.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384980-01!5-[5-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyloctanoyl]oxy-3-hydroxy-6-methyloctanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(CC(O)CC(=O)OC(CC(O)CC(O)=O)C(C)CC)OC1OC(CO)C(O)C1O INCHI=InChI=1S/C23H42O11/c1-5-12(3)16(7-14(25)9-19(27)28)32-20(29)10-15(26)8-17(13(4)6-2)33-23-22(31)21(30)18(11-24)34-23/h12-18,21-26,30-31H,5-11H2,1-4H3,(H,27,28) INCHIAUX=VQFBAKAPQDNJNU-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847223 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847223 SCANS=295 70.16261291503906 105.0 118.34587860107422 96.0 149.04833984375 157.0 153.09115600585938 470.0 158.56024169921875 250.0 171.10443115234375 3769.0 189.11911010742188 1630.0 203.6978759765625 123.0 213.1215362548828 211.0 231.1268310546875 1174.0 307.1929626464844 151.0 319.6449279785156 84.0 320.5978088378906 176.0 320.7090148925781 181.0 320.7823486328125 439.0 320.9368591308594 72.0 321.15716552734375 8342.0 321.3402404785156 122.0 325.1977233886719 486.0 475.26031494140625 117.0 490.6217956542969 266.0 493.2682189941406 6051.0 496.1459655761719 116.0 497.4222412109375 194.0 1219.8623046875 276.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847226 PEPMASS=661.007263 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_BA7_01_3323.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384690-01! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(OC2=CC(C=O)=CC=C2O)C=C(C=C1)C(=O)O[C@H]3C=COC=C4[C@@H](O)C56SSSS[C@H](N(C)C5=O)C(=O)N6[C@H]34 INCHI=InChI=1S/C27H22N2O10S4/c1-28-24-23(33)29-21-15(22(32)27(29,26(28)35)41-43-42-40-24)12-37-8-7-18(21)39-25(34)14-4-6-17(36-2)20(10-14)38-19-9-13(11-30)3-5-16(19)31/h3-12,18,21-22,24,31-32H,1-2H3/t18-,21-,22+,24-,27?/m0/s1 INCHIAUX=GGRMGMVFFCJIEH-RHKSLXRLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847226 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847226 SCANS=374 102.09773254394531 112.0 136.01881408691406 265.0 137.02725219726562 3781.0 138.0238800048828 192.0 141.84921264648438 234.0 145.24424743652344 274.0 175.04002380371094 160.0 181.9772186279297 153.0 189.9965362548828 238.0 192.0111083984375 211.0 193.01104736328125 269.0 205.06509399414062 346.0 208.0067901611328 447.0 211.04331970214844 1195.0 221.0060577392578 373.0 222.0060577392578 102.0 227.0325927734375 165.0 231.02325439453125 256.0 231.04391479492188 285.0 233.06817626953125 66.0 235.02639770507812 110.0 243.067138671875 1133.0 247.01681518554688 70.0 247.06768798828125 319.0 251.9860382080078 282.0 255.03237915039062 917.0 275.02386474609375 427.0 277.03515625 395.0 286.6546936035156 268.0 287.0579528808594 13286.0 287.1658935546875 76.0 287.19427490234375 125.0 288.0633544921875 226.0 300.0329284667969 317.0 308.9971618652344 262.0 338.0182800292969 474.0 401.1114807128906 145.0 503.1182861328125 327.0 519.0948486328125 213.0 522.0151977539062 179.0 546.7011108398438 143.0 547.0734252929688 780.0 547.1139526367188 491.0 547.6838989257812 172.0 563.0767211914062 1623.0 597.096435546875 353.0 889.4463500976562 248.0 1090.779052734375 55.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847227 PEPMASS=829.407043 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_BA7_01_3323.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180102-02!(E)-N-[2-[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[2-[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl]-4,5-dihydroxyoxan-3-yl]-13-methyltetradec-2-enamide [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CCCCCCCCC\C=C\C(=O)NC1C(OC2OC(CO)C(O)C(O)C2NC(C)=O)OC(CC(O)C3OC(C(O)C3O)N4C=CC(=O)NC4=O)C(O)C1O INCHI=InChI=1S/C38H62N4O16/c1-19(2)13-11-9-7-5-4-6-8-10-12-14-24(46)40-27-31(51)28(48)22(55-37(27)58-36-26(39-20(3)44)30(50)29(49)23(18-43)56-36)17-21(45)34-32(52)33(53)35(57-34)42-16-15-25(47)41-38(42)54/h12,14-16,19,21-23,26-37,43,45,48-53H,4-11,13,17-18H2,1-3H3,(H,39,44)(H,40,46)(H,41,47,54)/b14-12+ INCHIAUX=MEYZYGMYMLNUHJ-WYMLVPIESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847227 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847227 SCANS=391 111.0235366821289 790.0 112.0284423828125 199.0 113.02413940429688 841.0 115.03854370117188 170.0 119.0344467163086 299.0 127.03804016113281 304.0 138.04063415527344 222.0 143.0307159423828 391.0 145.05075073242188 277.0 152.03451538085938 186.0 176.74383544921875 145.0 181.02236938476562 241.0 189.0579833984375 219.0 202.05174255371094 91.0 212.06121826171875 707.0 241.0535125732422 168.0 280.2298889160156 242.0 308.2221374511719 1153.0 313.09759521484375 336.0 360.2587585449219 158.0 376.2812805175781 226.0 400.2566833496094 265.0 404.14019775390625 208.0 418.24932861328125 214.0 418.2747497558594 289.0 454.29241943359375 152.0 570.59765625 175.0 608.2738037109375 267.0 657.3665771484375 350.0 717.372314453125 295.0 718.3663330078125 147.0 786.3798217773438 270.0 787.248779296875 129.0 829.4161987304688 322.0 830.446533203125 235.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847230 PEPMASS=875.413574 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A7_BA7_01_3323.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180102-02!(E)-N-[2-[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[2-[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl]-4,5-dihydroxyoxan-3-yl]-13-methyltetradec-2-enamide [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CCCCCCCCC\C=C\C(=O)NC1C(OC2OC(CO)C(O)C(O)C2NC(C)=O)OC(CC(O)C3OC(C(O)C3O)N4C=CC(=O)NC4=O)C(O)C1O INCHI=InChI=1S/C38H62N4O16/c1-19(2)13-11-9-7-5-4-6-8-10-12-14-24(46)40-27-31(51)28(48)22(55-37(27)58-36-26(39-20(3)44)30(50)29(49)23(18-43)56-36)17-21(45)34-32(52)33(53)35(57-34)42-16-15-25(47)41-38(42)54/h12,14-16,19,21-23,26-37,43,45,48-53H,4-11,13,17-18H2,1-3H3,(H,39,44)(H,40,46)(H,41,47,54)/b14-12+ INCHIAUX=MEYZYGMYMLNUHJ-WYMLVPIESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847230 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847230 SCANS=384 72.11058044433594 80.0 74.37049102783203 260.0 75.9164047241211 216.0 78.46100616455078 194.0 78.64112854003906 209.0 82.27094268798828 295.0 84.74066162109375 132.0 85.03141021728516 1929.0 86.13758850097656 88.0 89.02648162841797 586.0 90.87832641601562 208.0 92.40560913085938 125.0 92.81658172607422 278.0 97.03298950195312 845.0 99.04535675048828 399.0 100.04179382324219 3031.0 101.0269775390625 2232.0 102.03089904785156 318.0 103.59461975097656 135.0 105.01541900634766 335.0 107.0218734741211 330.0 107.03799438476562 260.0 108.04544067382812 830.0 109.02136993408203 401.0 110.02472686767578 2100.0 111.02122497558594 24306.0 111.34435272216797 88.0 112.02124786376953 240.0 112.04510498046875 214.0 113.0250015258789 12843.0 113.32870483398438 102.0 115.04106140136719 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830.2769775390625 235.0 830.415283203125 5363.0 831.430908203125 333.0 834.7307739257812 140.0 1039.0361328125 91.0 1173.9755859375 143.0 1623.89306640625 251.0 1912.4595947265625 214.0 1952.5220947265625 163.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847232 PEPMASS=501.167572 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_GE7_01_3129.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385631-01!6-[2,3-dihydroxy-3-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-7-methoxychromen-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C=C2C=CC(=O)OC2=C1)C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(O)C(C)(C)O INCHI=InChI=1S/C21H28O11/c1-21(2,28)19(27)18(32-20-17(26)16(25)15(24)13(8-22)31-20)10-6-9-4-5-14(23)30-11(9)7-12(10)29-3/h4-7,13,15-20,22,24-28H,8H2,1-3H3/t13-,15-,16+,17-,18?,19?,20+/m1/s1 INCHIAUX=ABOPTWOWDLNBOE-OEFNFJSWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847232 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847232 SCANS=183 85.0286865234375 182.0 132.48377990722656 217.0 152.4283905029297 440.0 161.02391052246094 227.0 179.05838012695312 104.0 191.03468322753906 5805.0 191.56317138671875 131.0 203.037109375 651.0 205.0460205078125 249.0 217.04823303222656 104.0 233.0570526123047 252.0 235.06092834472656 226.0 243.05996704101562 517.0 245.04710388183594 1734.0 261.0750427246094 915.0 279.0887145996094 299.0 293.1045837402344 191.0 335.0791015625 1422.0 423.13543701171875 858.0 423.5399475097656 69.0 455.1531066894531 612.0 1556.207275390625 169.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847234 PEPMASS=461.077362 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_GE7_01_3129.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385624-01!(2S,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@H]1OC2=CC(O)=C3C(=O)C=C(OC3=C2)C4=CC=C(O)C(O)=C4)C(O)=O INCHI=InChI=1S/C21H18O12/c22-9-2-1-7(3-10(9)23)13-6-12(25)15-11(24)4-8(5-14(15)32-13)31-21-18(28)16(26)17(27)19(33-21)20(29)30/h1-6,16-19,21-24,26-28H,(H,29,30)/t16-,17-,18+,19-,21+/m0/s1 INCHIAUX=VSUOKLTVXQRUSG-ZFORQUDYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847234 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847234 SCANS=213 133.0290069580078 207.0 285.0406494140625 3459.0 327.0572204589844 418.0 461.0752868652344 153.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847235 PEPMASS=573.110046 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_GE7_01_3129.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385638-01!2,2'-bis(3,4-dihydroxyphenyl)-3',4,5',6-tetrahydroxyspiro[2H-1-benzofuran-3,9'-3,4-dihydro-2H-furo[2,3-h]chromene]-8'-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1CC2=C(O)C=C3OC(=O)C4(C(OC5=C4C(O)=CC(O)=C5)C6=CC=C(O)C(O)=C6)C3=C2OC1C7=CC=C(O)C(O)=C7 INCHI=InChI=1S/C30H22O12/c31-13-7-20(37)24-22(8-13)40-28(12-2-4-16(33)19(36)6-12)30(24)25-23(41-29(30)39)10-17(34)14-9-21(38)26(42-27(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,21,26,28,31-38H,9H2 INCHIAUX=BDMACDVLTOBWFC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847235 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847235 SCANS=199 107.05261993408203 191.0 149.0242919921875 280.0 161.0231170654297 479.0 165.0231170654297 323.0 177.0640106201172 113.0 202.9989013671875 331.0 203.04473876953125 294.0 211.03451538085938 457.0 215.03408813476562 223.0 216.03970336914062 183.0 224.04464721679688 143.0 227.04029846191406 237.0 245.0392608642578 872.0 256.0368347167969 277.0 264.0401611328125 258.0 271.0633544921875 250.0 283.0251770019531 2055.0 284.0332946777344 1010.0 285.0382080078125 2799.0 289.06402587890625 235.0 294.05865478515625 127.0 297.0509033203125 513.0 298.0452575683594 170.0 320.0340576171875 103.0 323.0518798828125 252.0 324.0285339355469 292.0 325.0415344238281 496.0 327.0478210449219 177.0 329.0712890625 208.0 338.0381164550781 148.0 339.045654296875 226.0 379.59197998046875 192.0 397.1038818359375 99.0 403.0908203125 193.0 409.10491943359375 130.0 420.087646484375 181.0 421.1085205078125 112.0 429.0544128417969 482.0 435.0728759765625 316.0 443.8731384277344 235.0 444.9286193847656 112.0 445.5811767578125 135.0 447.00885009765625 137.0 447.0748596191406 3507.0 447.6898498535156 163.0 448.08502197265625 441.0 448.587158203125 144.0 451.0744323730469 201.0 463.0934753417969 208.0 525.1460571289062 143.0 529.1150512695312 418.0 529.1578369140625 167.0 545.1309814453125 305.0 555.1122436523438 169.0 573.0916137695312 591.0 573.1199951171875 774.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847238 PEPMASS=619.115845 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_GE7_01_3129.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385638-01!2,2'-bis(3,4-dihydroxyphenyl)-3',4,5',6-tetrahydroxyspiro[2H-1-benzofuran-3,9'-3,4-dihydro-2H-furo[2,3-h]chromene]-8'-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1CC2=C(O)C=C3OC(=O)C4(C(OC5=C4C(O)=CC(O)=C5)C6=CC=C(O)C(O)=C6)C3=C2OC1C7=CC=C(O)C(O)=C7 INCHI=InChI=1S/C30H22O12/c31-13-7-20(37)24-22(8-13)40-28(12-2-4-16(33)19(36)6-12)30(24)25-23(41-29(30)39)10-17(34)14-9-21(38)26(42-27(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,21,26,28,31-38H,9H2 INCHIAUX=BDMACDVLTOBWFC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847238 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847238 SCANS=200 104.90098571777344 120.0 125.02593231201172 817.0 133.04832458496094 189.0 137.02001953125 505.0 144.54196166992188 257.0 159.03614807128906 323.0 161.0313262939453 426.0 162.03146362304688 420.0 162.99551391601562 76.0 163.3406524658203 150.0 166.368408203125 217.0 171.04591369628906 221.0 176.00936889648438 589.0 177.01641845703125 240.0 184.34423828125 91.0 188.042236328125 250.0 189.01992797851562 298.0 195.02687072753906 285.0 202.9833526611328 297.0 216.01678466796875 567.0 216.36244201660156 153.0 217.0082550048828 190.0 217.05299377441406 681.0 224.04722595214844 202.0 227.04197692871094 442.0 235.52542114257812 225.0 243.02761840820312 272.0 245.04417419433594 457.0 245.43075561523438 261.0 247.90484619140625 149.0 255.0262908935547 981.0 265.0116882324219 233.0 269.0420837402344 341.0 270.05047607421875 155.0 275.64727783203125 196.0 277.043212890625 88.0 280.04150390625 312.0 281.0450439453125 424.0 282.0123291015625 404.0 283.02313232421875 4401.0 284.0301818847656 1049.0 285.0405578613281 8116.0 293.0395202636719 90.0 295.0236511230469 150.0 295.0516662597656 298.0 296.045654296875 372.0 297.04119873046875 164.0 297.0650634765625 257.0 298.0418701171875 146.0 300.03680419921875 196.0 310.0575866699219 175.0 320.0277404785156 191.0 323.0579528808594 482.0 324.448486328125 77.0 325.03668212890625 997.0 327.043701171875 781.0 329.0683288574219 270.0 330.0317687988281 243.0 333.0802001953125 278.0 335.0564880371094 158.0 337.03729248046875 205.0 337.078857421875 214.0 338.0299377441406 193.0 338.0664978027344 251.0 339.0585632324219 694.0 340.05511474609375 337.0 341.07135009765625 244.0 367.0732421875 250.0 369.0468444824219 215.0 369.07989501953125 180.0 379.08258056640625 304.0 385.06634521484375 252.0 406.07110595703125 507.0 407.07904052734375 68.0 409.05682373046875 309.0 409.09185791015625 546.0 419.08526611328125 485.0 422.0734558105469 187.0 429.0508117675781 156.0 435.0776672363281 213.0 443.1149597167969 124.0 446.003173828125 92.0 446.2459411621094 177.0 446.74542236328125 259.0 447.07171630859375 9096.0 448.0768737792969 1934.0 449.0885925292969 194.0 461.1277160644531 268.0 463.0923156738281 175.0 472.08148193359375 164.0 485.12200927734375 189.0 487.10406494140625 1056.0 489.0827331542969 158.0 511.1132507324219 131.0 529.11328125 879.0 530.11376953125 192.0 544.4055786132812 158.0 545.105712890625 179.0 555.108642578125 199.0 555.4789428710938 233.0 573.1087646484375 9206.0 574.1261596679688 268.0 677.6444091796875 123.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847240 PEPMASS=647.220398 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_GE7_01_3129.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385630-01![6-[(5,7-dihydroxy-4-methyl-1,2,3,4-tetrahydronaphthalen-2-yl)oxy]-4,5-dihydroxy-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CC(CC2=CC(O)=CC(O)=C12)OC3OC(COC(=O)\C=C\C4=CC=C(O)C=C4)C(OC(=O)\C=C\C5=CC=C(O)C=C5)C(O)C3O INCHI=InChI=1S/C35H36O12/c1-19-14-26(16-22-15-25(38)17-27(39)31(19)22)45-35-33(43)32(42)34(47-30(41)13-7-21-4-10-24(37)11-5-21)28(46-35)18-44-29(40)12-6-20-2-8-23(36)9-3-20/h2-13,15,17,19,26,28,32-39,42-43H,14,16,18H2,1H3/b12-6+,13-7+ INCHIAUX=HSSDDGQDMDJKGU-PWHKKFIBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847240 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847240 SCANS=306 89.87061309814453 250.0 117.03878021240234 573.0 119.04862213134766 995.0 143.0369415283203 440.0 145.02842712402344 8417.0 146.0325927734375 258.0 157.06202697753906 231.0 159.04417419433594 250.0 161.0591583251953 208.0 163.0383758544922 5800.0 175.07701110839844 4074.0 177.0454864501953 77.0 183.08663940429688 242.0 187.03659057617188 1397.0 191.0701141357422 296.0 205.04747009277344 810.0 205.18521118164062 133.0 206.05091857910156 250.0 215.53289794921875 250.0 217.0481414794922 376.0 229.0497589111328 204.0 231.0704803466797 221.0 234.86427307128906 221.0 235.05873107910156 824.0 239.79847717285156 201.0 265.0750732421875 1207.0 293.0581359863281 198.0 297.2229309082031 229.0 307.0819091796875 366.0 318.3456726074219 93.0 325.08978271484375 405.0 381.1023254394531 387.0 409.12860107421875 168.0 411.10626220703125 864.0 471.135986328125 1761.0 471.9177551269531 299.0 483.1671142578125 237.0 643.1740112304688 86.0 645.1022338867188 72.0 647.210693359375 5316.0 1070.886962890625 537.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847242 PEPMASS=685.165161 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_GE7_01_3129.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385630-01![6-[(5,7-dihydroxy-4-methyl-1,2,3,4-tetrahydronaphthalen-2-yl)oxy]-4,5-dihydroxy-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-2H+K]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CC(CC2=CC(O)=CC(O)=C12)OC3OC(COC(=O)\C=C\C4=CC=C(O)C=C4)C(OC(=O)\C=C\C5=CC=C(O)C=C5)C(O)C3O INCHI=InChI=1S/C35H36O12/c1-19-14-26(16-22-15-25(38)17-27(39)31(19)22)45-35-33(43)32(42)34(47-30(41)13-7-21-4-10-24(37)11-5-21)28(46-35)18-44-29(40)12-6-20-2-8-23(36)9-3-20/h2-13,15,17,19,26,28,32-39,42-43H,14,16,18H2,1H3/b12-6+,13-7+ INCHIAUX=HSSDDGQDMDJKGU-PWHKKFIBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847242 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847242 SCANS=291 215.87559509277344 273.0 225.05426025390625 214.0 261.702392578125 182.0 265.466064453125 232.0 318.02606201171875 78.0 463.08740234375 100.0 505.098876953125 637.0 521.0908203125 566.0 522.0953369140625 1095.0 523.1061401367188 1637.0 667.166015625 144.0 684.088623046875 99.0 684.7941284179688 65.0 685.1644897460938 838.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847243 PEPMASS=693.228577 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E7_GE7_01_3129.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385630-01![6-[(5,7-dihydroxy-4-methyl-1,2,3,4-tetrahydronaphthalen-2-yl)oxy]-4,5-dihydroxy-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CC(CC2=CC(O)=CC(O)=C12)OC3OC(COC(=O)\C=C\C4=CC=C(O)C=C4)C(OC(=O)\C=C\C5=CC=C(O)C=C5)C(O)C3O INCHI=InChI=1S/C35H36O12/c1-19-14-26(16-22-15-25(38)17-27(39)31(19)22)45-35-33(43)32(42)34(47-30(41)13-7-21-4-10-24(37)11-5-21)28(46-35)18-44-29(40)12-6-20-2-8-23(36)9-3-20/h2-13,15,17,19,26,28,32-39,42-43H,14,16,18H2,1H3/b12-6+,13-7+ INCHIAUX=HSSDDGQDMDJKGU-PWHKKFIBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847243 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847243 SCANS=307 79.90513610839844 160.0 83.65766143798828 93.0 90.6732406616211 135.0 115.58666229248047 111.0 117.03209686279297 221.0 120.05375671386719 309.0 145.0290985107422 4897.0 153.53900146484375 179.0 161.06117248535156 416.0 163.0376739501953 3416.0 173.05580139160156 259.0 175.07684326171875 3358.0 187.0402374267578 2298.0 189.0589599609375 191.0 191.07359313964844 561.0 203.07029724121094 94.0 205.050537109375 594.0 231.06483459472656 160.0 235.06430053710938 1201.0 259.0622863769531 201.0 265.07904052734375 799.0 293.06494140625 235.0 307.0818176269531 686.0 308.7698059082031 214.0 308.80413818359375 148.0 333.0322570800781 84.0 335.8824462890625 166.0 411.1109619140625 737.0 453.1375732421875 217.0 471.13226318359375 1816.0 472.134765625 221.0 483.1678771972656 373.0 501.1683654785156 196.0 647.2135009765625 4758.0 648.0946655273438 96.0 648.2216796875 311.0 648.2741088867188 321.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847245 PEPMASS=433.073029 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_BA6_01_3248.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168846-02!(2R,3S)-2-[(3,4-dihydroxyphenyl)methyl]-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2-hydroxybutanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC(=O)[C@@H](OC(=O)\C=C\C1=CC(O)=C(O)C=C1)[C@](O)(CC2=CC(O)=C(O)C=C2)C(O)=O INCHI=InChI=1S/C20H18O11/c21-12-4-1-10(7-14(12)23)3-6-16(25)31-17(18(26)27)20(30,19(28)29)9-11-2-5-13(22)15(24)8-11/h1-8,17,21-24,30H,9H2,(H,26,27)(H,28,29)/b6-3+/t17-,20-/m1/s1 INCHIAUX=ACYXDIZTQDLTCB-UVIKLTKHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847245 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847245 SCANS=200 105.51836395263672 62.0 117.03079986572266 136.0 123.04864501953125 441.0 135.04441833496094 1667.0 137.06253051757812 379.0 147.0442352294922 180.0 151.03504943847656 559.0 163.04554748535156 278.0 165.05470275878906 634.0 173.0237274169922 233.0 177.02696228027344 378.0 179.0345458984375 3886.0 180.71389770507812 109.0 181.05079650878906 2664.0 189.024169921875 335.0 191.03663635253906 695.0 209.0565948486328 221.0 235.0308380126953 176.0 253.0384063720703 934.0 271.04803466796875 3696.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847247 PEPMASS=437.156708 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A6_BA6_01_3248.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385580-01!2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(2-hydroxy-3-methylbut-3-enyl)-3-(3-methylbut-2-enyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=C(OC2=C(CC(O)C(C)=C)C(O)=CC(O)=C2C1=O)C3=C(O)C=C(O)C=C3 INCHI=InChI=1S/C25H26O7/c1-12(2)5-7-16-23(31)22-21(30)11-20(29)17(10-18(27)13(3)4)25(22)32-24(16)15-8-6-14(26)9-19(15)28/h5-6,8-9,11,18,26-30H,3,7,10H2,1-2,4H3 INCHIAUX=VJZZZWSIXXKVQZ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847247 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847247 SCANS=377 115.05757904052734 141.0 123.08113098144531 370.0 125.05297088623047 289.0 134.99954223632812 253.0 153.75497436523438 67.0 176.01162719726562 362.0 189.02059936523438 185.0 190.77432250976562 175.0 191.070556640625 1940.0 209.08021545410156 410.0 219.0978240966797 139.0 227.07789611816406 229.0 235.06234741210938 257.0 243.06353759765625 226.0 243.11012268066406 279.0 245.0801239013672 3283.0 247.1294403076172 232.0 257.08538818359375 236.0 283.0165710449219 159.0 295.05780029296875 227.0 297.0386962890625 373.0 297.1121826171875 327.0 298.0523681640625 987.0 300.47271728515625 58.0 307.0849609375 142.0 307.4105529785156 184.0 308.27093505859375 88.0 315.12335205078125 996.0 349.07293701171875 203.0 365.0894775390625 254.0 367.1327819824219 344.0 419.1613464355469 167.0 437.1605529785156 3964.0 451.7088317871094 209.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847250 PEPMASS=367.117828 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_RC12_01_2989.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00095321-06!(1E,4Z,6E)-5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,4,6-trien-3-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(\C=C\C(=O)\C=C(O)\C=C\C2=CC=C(O)C(OC)=C2)=CC=C1O INCHI=InChI=1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-13,22,24-25H,1-2H3/b7-3+,8-4+,16-13- INCHIAUX=ZIUSSTSXXLLKKK-KOBPDPAPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847250 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847250 SCANS=378 89.43010711669922 169.0 112.99380493164062 123.0 134.03736877441406 3554.0 149.0641632080078 3088.0 158.0377655029297 318.0 160.0184326171875 161.0 161.02272033691406 241.0 173.06214904785156 1473.0 175.03793334960938 959.0 191.0690460205078 220.0 217.0533905029297 1640.0 367.1239013671875 176.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847251 PEPMASS=427.086029 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_RC12_01_2989.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385431-01!2-(1,2-dihydroxyethyl)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-4-hydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC(O)C1OC(=CC(O)C1OC(=O)\C=C\C2=CC=C(O)C(O)=C2)C(O)=O INCHI=InChI=1S/C17H18O10/c18-7-12(22)16-15(11(21)6-13(26-16)17(24)25)27-14(23)4-2-8-1-3-9(19)10(20)5-8/h1-6,11-12,15-16,18-22H,7H2,(H,24,25)/b4-2+ INCHIAUX=LYTOSEBVFHNSFK-DUXPYHPUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847251 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847251 SCANS=184 98.67909240722656 277.0 135.04345703125 691.0 177.96763610839844 117.0 179.03411865234375 5420.0 180.0347900390625 115.0 201.03842163085938 436.0 201.47885131835938 230.0 201.90562438964844 97.0 204.16404724121094 101.0 245.0713348388672 305.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847253 PEPMASS=409.236572 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_RC12_01_2989.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385436-01! [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC2=C(C(O)=C1)C3=C(O)C=C(CCCC=CCCCCCCCCC2)C=C3O INCHI=InChI=1S/C26H34O4/c27-21-17-20-14-12-10-8-6-4-2-1-3-5-7-9-11-13-19-15-22(28)26(23(29)16-19)25(20)24(30)18-21/h5,7,15-18,27-30H,1-4,6,8-14H2 INCHIAUX=KTLZDUANNXLDEG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847253 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847253 SCANS=470 175.08517456054688 343.0 326.183837890625 265.0 365.2470703125 220.0 391.2329406738281 228.0 409.24603271484375 3777.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847256 PEPMASS=455.241974 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_RC12_01_2989.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385436-01! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC2=C(C(O)=C1)C3=C(O)C=C(CCCC=CCCCCCCCCC2)C=C3O INCHI=InChI=1S/C26H34O4/c27-21-17-20-14-12-10-8-6-4-2-1-3-5-7-9-11-13-19-15-22(28)26(23(29)16-19)25(20)24(30)18-21/h5,7,15-18,27-30H,1-4,6,8-14H2 INCHIAUX=KTLZDUANNXLDEG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847256 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847256 SCANS=510 243.17698669433594 265.0 408.4543762207031 97.0 409.2409362792969 3311.0 418.3914489746094 82.0 454.2796936035156 207.0 969.5706176757812 172.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847258 PEPMASS=625.13739 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C12_RC12_01_2989.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385380-02!3-[3,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2C(CO)OC(OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC(O)=C(O)C=C5)C(O)C2O)C(O)C(O)C1O INCHI=InChI=1S/C27H30O17/c28-6-14-17(34)19(36)21(38)26(41-14)43-24-15(7-29)42-27(22(39)20(24)37)44-25-18(35)16-12(33)4-9(30)5-13(16)40-23(25)8-1-2-10(31)11(32)3-8/h1-5,14-15,17,19-22,24,26-34,36-39H,6-7H2 INCHIAUX=UTECWQIXBMWRRR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847258 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847258 SCANS=213 135.00848388671875 213.0 148.02230834960938 381.0 150.99728393554688 403.0 163.00892639160156 314.0 175.04176330566406 205.0 179.00071716308594 567.0 183.07052612304688 247.0 189.02293395996094 312.0 209.01629638671875 214.0 229.0706329345703 353.0 243.02664184570312 597.0 254.01779174804688 279.0 255.02865600585938 1607.0 270.67681884765625 234.0 271.0229187011719 2249.0 273.03765869140625 156.0 297.0404357910156 233.0 299.02789306640625 183.0 299.932373046875 77.0 300.02850341796875 19430.0 301.03564453125 8747.0 302.0458679199219 96.0 316.2666320800781 330.0 607.157958984375 243.0 625.1421508789062 17260.0 626.1259155273438 461.0 629.1756591796875 167.0 629.3955078125 175.0 704.0367431640625 130.0 1147.1561279296875 133.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847262 PEPMASS=445.076843 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_BA2_01_3318.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386028-01!(2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@H](OC2=C(O)C(O)=C3C(=O)C=C(OC3=C2)C4=CC=CC=C4)O[C@@H]([C@@H](O)[C@@H]1O)C(O)=O INCHI=InChI=1S/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1 INCHIAUX=IKIIZLYTISPENI-ZFORQUDYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847262 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847262 SCANS=254 90.8346939086914 109.0 136.9892120361328 356.0 166.99935913085938 414.0 268.0450744628906 160.0 268.4769592285156 101.0 268.91802978515625 157.0 269.04718017578125 6855.0 271.7052307128906 122.0 1074.1402587890625 413.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847264 PEPMASS=447.092773 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_BA2_01_3318.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386047-01!3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@H](OC2=CC(O)=C3C(=O)C(O)=C(OC3=C2)C4=CC=C(O)C=C4)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H20O11/c22-7-13-15(25)17(27)19(29)21(32-13)30-10-5-11(24)14-12(6-10)31-20(18(28)16(14)26)8-1-3-9(23)4-2-8/h1-6,13,15,17,19,21-25,27-29H,7H2/t13-,15-,17+,19-,21+/m1/s1 INCHIAUX=YPWHZCPMOQGCDQ-WNZLTNKYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847264 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847264 SCANS=226 70.55985260009766 223.0 150.99928283691406 379.0 185.05136108398438 328.0 216.30728149414062 86.0 284.0284729003906 265.0 285.04425048828125 1520.0 286.5541076660156 91.0 313.0610046386719 230.0 447.0931091308594 2632.0 1749.565673828125 204.0 1847.025634765625 93.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847266 PEPMASS=593.15033 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_BA2_01_3318.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385604-02!5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2=C(O)C(C3OC(CO)C(O)C(O)C3O)=C4OC(=CC(=O)C4=C2O)C5=CC=C(O)C=C5 INCHI=InChI=1S/C27H30O15/c28-6-12-17(32)21(36)23(38)26(41-12)15-19(34)14-10(31)5-11(8-1-3-9(30)4-2-8)40-25(14)16(20(15)35)27-24(39)22(37)18(33)13(7-29)42-27/h1-5,12-13,17-18,21-24,26-30,32-39H,6-7H2 INCHIAUX=FIAAVMJLAGNUKW-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847266 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847266 SCANS=172 117.03510284423828 194.0 174.91680908203125 159.0 207.03334045410156 215.0 225.89251708984375 165.0 282.0593566894531 214.0 288.9981994628906 210.0 297.07110595703125 319.0 305.72711181640625 180.0 308.07989501953125 194.0 309.07037353515625 236.0 321.03790283203125 146.0 323.0583801269531 379.0 325.07196044921875 769.0 328.064453125 167.0 329.0818176269531 258.0 335.0633239746094 182.0 337.07525634765625 143.0 353.0716857910156 4022.0 354.0643005371094 211.0 363.0673522949219 321.0 383.07794189453125 2788.0 395.0746765136719 151.0 411.0801696777344 234.0 413.0775451660156 119.0 413.1167297363281 276.0 419.06787109375 189.0 473.11627197265625 3672.0 485.1097717285156 203.0 503.1220703125 1037.0 547.2747192382812 101.0 557.1412963867188 160.0 575.1265258789062 297.0 575.3551635742188 328.0 589.9166259765625 190.0 592.251220703125 251.0 592.4729614257812 58.0 593.0545654296875 94.0 593.1565551757812 11711.0 593.2484741210938 309.0 593.5366821289062 105.0 594.1505126953125 287.0 596.6519775390625 115.0 597.4994506835938 192.0 1158.1702880859375 137.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847270 PEPMASS=619.166504 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_BA2_01_3318.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180689-02![(2S,3R,4R,5S,6S)-3,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-6-methyloxan-4-yl] acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=CC3=C(C(O)=C2)C(=O)C(O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](OC(C)=O)[C@H]4O)=C(O3)C5=CC=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C29H32O15/c1-10-19(33)22(36)23(37)28(39-10)42-15-8-16(32)18-17(9-15)43-25(13-4-6-14(31)7-5-13)27(21(18)35)44-29-24(38)26(41-12(3)30)20(34)11(2)40-29/h4-11,19-20,22-24,26,28-29,31-34,36-38H,1-3H3/t10-,11-,19-,20-,22+,23+,24+,26+,28-,29-/m0/s1 INCHIAUX=HDWMNUJZNUJIFF-MLNFOKRASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847270 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847270 SCANS=240 145.42532348632812 95.0 159.3868865966797 270.0 228.54440307617188 267.0 255.0338134765625 510.0 257.05426025390625 64.0 283.0249938964844 9175.0 284.0342102050781 666.0 285.04608154296875 3089.0 430.0945739746094 8149.0 430.50347900390625 57.0 431.1000061035156 1619.0 577.1865844726562 341.0 618.1489868164062 156.0 619.1719970703125 6915.0 620.1843872070312 159.0 913.8975830078125 119.0 1230.56494140625 236.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847272 PEPMASS=665.170532 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A2_BA2_01_3318.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180689-02![(2S,3R,4R,5S,6S)-3,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-6-methyloxan-4-yl] acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=CC3=C(C(O)=C2)C(=O)C(O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](OC(C)=O)[C@H]4O)=C(O3)C5=CC=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C29H32O15/c1-10-19(33)22(36)23(37)28(39-10)42-15-8-16(32)18-17(9-15)43-25(13-4-6-14(31)7-5-13)27(21(18)35)44-29-24(38)26(41-12(3)30)20(34)11(2)40-29/h4-11,19-20,22-24,26,28-29,31-34,36-38H,1-3H3/t10-,11-,19-,20-,22+,23+,24+,26+,28-,29-/m0/s1 INCHIAUX=HDWMNUJZNUJIFF-MLNFOKRASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847272 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847272 SCANS=249 143.07118225097656 141.0 151.00221252441406 264.0 255.034423828125 437.0 283.02587890625 4236.0 285.0470886230469 906.0 430.0887451171875 2782.0 431.0976257324219 555.0 472.1025085449219 240.0 473.1324157714844 212.0 619.0690307617188 96.0 619.1712646484375 1899.0 619.4360961914062 179.0 620.1642456054688 189.0 620.224853515625 169.0 1410.238037109375 227.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847273 PEPMASS=751.369629 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C11_BC11_01_3265.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347534-02![2-[4-hydroxy-2,5-bis(hydroxymethyl)-3-(2-methylpropanoyloxy)oxolan-2-yl]oxy-6-(hydroxymethyl)-4,5-bis(2-methylpropanoyloxy)oxan-3-yl] decanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCCCCCCC(=O)OC1C(OC2(CO)OC(CO)C(O)C2OC(=O)C(C)C)OC(CO)C(OC(=O)C(C)C)C1OC(=O)C(C)C INCHI=InChI=1S/C34H58O15/c1-8-9-10-11-12-13-14-15-24(38)44-28-27(46-31(41)20(4)5)26(45-30(40)19(2)3)23(17-36)43-33(28)49-34(18-37)29(47-32(42)21(6)7)25(39)22(16-35)48-34/h19-23,25-29,33,35-37,39H,8-18H2,1-7H3 INCHIAUX=YPZBTERWDWUANF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847273 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847273 SCANS=492 87.0417251586914 328.0 99.04383087158203 273.0 107.05011749267578 343.0 125.02186584472656 452.0 141.0126953125 145.0 143.0393524169922 165.0 171.1370849609375 1922.0 177.07337951660156 258.0 183.14599609375 159.0 199.06317138671875 109.0 231.0826873779297 149.0 323.0951843261719 106.0 341.1063537597656 208.0 393.13629150390625 489.0 411.1706237792969 448.0 412.1490783691406 153.0 463.1623229980469 174.0 481.1913757324219 1049.0 495.8163146972656 158.0 551.2421264648438 501.0 635.389404296875 114.0 705.3843383789062 226.0 751.37890625 262.0 1701.451416015625 246.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847276 PEPMASS=291.087738 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3114.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380743-01!4-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-3-hydroxy-2-methyl-2H-furan-5-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(=O)C(CC2=C(O)C(=CC(C)=C2O)C(C)=O)=C1O INCHI=InChI=1S/C15H16O6/c1-6-4-9(7(2)16)14(19)10(12(6)17)5-11-13(18)8(3)21-15(11)20/h4,8,17-19H,5H2,1-3H3 INCHIAUX=YLIUZRWENFNXMA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847276 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847276 SCANS=357 106.04589080810547 323.0 121.06671905517578 251.0 123.04508972167969 476.0 165.05592346191406 2278.0 177.0538330078125 399.0 976.7986450195312 23.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847278 PEPMASS=407.099243 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3114.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180623-02!(4-hydroxyphenyl)-[2,4,6-trihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]methanone [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C2=C(O)C(C(=O)C3=CC=C(O)C=C3)=C(O)C=C2O INCHI=InChI=1S/C19H20O10/c20-6-11-15(25)17(27)18(28)19(29-11)13-10(23)5-9(22)12(16(13)26)14(24)7-1-3-8(21)4-2-7/h1-5,11,15,17-23,25-28H,6H2/t11-,15-,17+,18-,19+/m1/s1 INCHIAUX=BZYKNVLTMWYEFA-ZJKJAXBQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847278 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847278 SCANS=142 223.0190887451172 318.0 245.04844665527344 178.0 287.05865478515625 2007.0 290.07415771484375 124.0 317.0634765625 1708.0 389.0906066894531 114.0 407.09173583984375 242.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847280 PEPMASS=437.161011 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3114.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347795-02!4-[3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,6-dihydroxybenzoyl]-3-formyl-5-hydroxybenzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC\C(C)=C\CC1=CC=C(O)C(C(=O)C2=C(O)C=C(C=C2C=O)C(O)=O)=C1O INCHI=InChI=1S/C25H26O7/c1-14(2)5-4-6-15(3)7-8-16-9-10-19(27)22(23(16)29)24(30)21-18(13-26)11-17(25(31)32)12-20(21)28/h5,7,9-13,27-29H,4,6,8H2,1-3H3,(H,31,32)/b15-7+ INCHIAUX=MLSVKXQHUTYXHD-VIZOYTHASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847280 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847280 SCANS=507 103.01506042480469 71.0 121.02751922607422 1877.0 121.77821350097656 113.0 121.83057403564453 89.0 127.423095703125 74.0 131.08474731445312 205.0 147.01171875 638.0 165.01976013183594 1240.0 190.99769592285156 727.0 195.04898071289062 444.0 197.0959014892578 137.0 200.75396728515625 222.0 227.14707946777344 194.0 243.13656616210938 141.0 245.1572265625 825.0 261.0897216796875 201.0 271.13323974609375 1916.0 299.1172790527344 118.0 306.10137939453125 185.0 308.03411865234375 134.0 322.0924377441406 233.0 324.1101989746094 289.0 350.0727233886719 237.0 357.1562805175781 137.0 375.1624450683594 2274.0 391.164794921875 158.0 393.1854553222656 102.0 419.148193359375 1500.0 420.1685485839844 290.0 435.75811767578125 141.0 437.1632080078125 3005.0 437.2657775878906 373.0 438.07537841796875 113.0 439.4486083984375 177.0 441.0312194824219 161.0 703.7314453125 170.0 1227.4742431640625 162.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847282 PEPMASS=483.167603 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3114.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347795-02!4-[3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,6-dihydroxybenzoyl]-3-formyl-5-hydroxybenzoic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC\C(C)=C\CC1=CC=C(O)C(C(=O)C2=C(O)C=C(C=C2C=O)C(O)=O)=C1O INCHI=InChI=1S/C25H26O7/c1-14(2)5-4-6-15(3)7-8-16-9-10-19(27)22(23(16)29)24(30)21-18(13-26)11-17(25(31)32)12-20(21)28/h5,7,9-13,27-29H,4,6,8H2,1-3H3,(H,31,32)/b15-7+ INCHIAUX=MLSVKXQHUTYXHD-VIZOYTHASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847282 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847282 SCANS=441 105.07508850097656 253.0 145.03016662597656 378.0 205.6735076904297 140.0 247.0973358154297 308.0 280.1099548339844 385.0 305.1894226074219 466.0 349.18389892578125 297.0 393.1719665527344 2541.0 400.7091979980469 111.0 437.1711730957031 852.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847284 PEPMASS=497.166992 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3114.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380738-01!3,5-dihydroxy-4-[3,4,5-trihydroxy-6-[[4-(2-hydroxypropan-2-yl)cyclohexene-1-carbonyl]oxymethyl]oxan-2-yl]oxybenzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O)C1CCC(=CC1)C(=O)OCC2OC(OC3=C(O)C=C(C=C3O)C(O)=O)C(O)C(O)C2O INCHI=InChI=1S/C23H30O12/c1-23(2,32)12-5-3-10(4-6-12)21(31)33-9-15-16(26)17(27)18(28)22(34-15)35-19-13(24)7-11(20(29)30)8-14(19)25/h3,7-8,12,15-18,22,24-28,32H,4-6,9H2,1-2H3,(H,29,30) INCHIAUX=PEERGVFNQUXNQA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847284 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847284 SCANS=231 84.2769546508789 95.0 90.60188293457031 269.0 91.33699035644531 95.0 119.86111450195312 138.0 125.02532958984375 3588.0 125.08130645751953 72.0 167.93707275390625 147.0 168.42837524414062 164.0 168.501953125 198.0 168.61172485351562 179.0 168.65377807617188 428.0 168.9613037109375 143.0 169.0139617919922 22504.0 169.09800720214844 157.0 171.0872039794922 104.0 183.33969116210938 138.0 497.1735534667969 1001.0 568.2986450195312 54.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847286 PEPMASS=557.145691 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3114.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380843-01!5,7-dihydroxy-2-(4-methoxyphenyl)-3-[3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-6-yl]-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2OC3=CC(O)=CC(O)=C3C(=O)C2C4=C(O)C=C5OC(C(O)CC5=C4O)C6=CC=C(O)C=C6 INCHI=InChI=1S/C31H26O10/c1-39-18-8-4-15(5-9-18)31-27(29(38)25-20(34)10-17(33)11-24(25)41-31)26-21(35)13-23-19(28(26)37)12-22(36)30(40-23)14-2-6-16(32)7-3-14/h2-11,13,22,27,30-37H,12H2,1H3 INCHIAUX=BKPFUQLDJWNCIK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847286 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847286 SCANS=307 84.4952163696289 239.0 125.0250015258789 2888.0 127.0437240600586 151.0 129.42782592773438 135.0 135.043212890625 569.0 137.021484375 137.0 138.0333251953125 233.0 151.0073699951172 211.0 152.02642822265625 338.0 158.04112243652344 337.0 189.020263671875 209.0 208.847900390625 286.0 213.05545043945312 332.0 213.08473205566406 160.0 243.07000732421875 149.0 255.11766052246094 196.0 259.0693359375 161.0 264.0765380859375 134.0 267.0433349609375 320.0 267.8182373046875 144.0 273.09503173828125 267.0 281.0525817871094 613.0 282.0561828613281 369.0 283.0594482421875 404.0 294.17718505859375 184.0 294.41937255859375 109.0 294.49310302734375 77.0 294.6668395996094 66.0 295.0609130859375 1181.0 296.082275390625 214.0 297.0742492675781 762.0 309.0489196777344 217.0 315.85626220703125 263.0 322.4436340332031 63.0 323.09619140625 170.0 326.0773010253906 65.0 328.107177734375 187.0 346.079833984375 214.0 349.0708312988281 449.0 352.1033020019531 295.0 367.08380126953125 176.0 372.10223388671875 157.0 403.1296691894531 182.0 405.14727783203125 220.0 416.0883483886719 356.0 422.08746337890625 308.0 423.0594177246094 136.0 431.1139221191406 9294.0 436.0856628417969 208.0 471.1445007324219 208.0 513.159912109375 64.0 556.483154296875 188.0 556.6370849609375 66.0 557.1434326171875 1164.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847288 PEPMASS=1130.575439 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C4_GC4_01_3114.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347560-02![3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[3-acetamido-6-[[4,5-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)NC1C(O)C(O)C(COC2OCC(O)C(O)C2OC3OCC(O)C(O)C3O)OC1OC4CCC5(C)C(CCC6(C)C5CC=C7C8CC(C)(C)CCC8(CCC67C)C(=O)OC9OC(CO)C(O)C(O)C9O)C4(C)C INCHI=InChI=1S/C54H87NO21/c1-24(57)55-34-39(64)38(63)30(23-71-47-43(36(61)28(59)22-70-47)75-45-41(66)35(60)27(58)21-69-45)73-44(34)74-33-12-13-51(6)31(50(33,4)5)11-14-53(8)32(51)10-9-25-26-19-49(2,3)15-17-54(26,18-16-52(25,53)7)48(68)76-46-42(67)40(65)37(62)29(20-56)72-46/h9,26-47,56,58-67H,10-23H2,1-8H3,(H,55,57) INCHIAUX=NFMZRMNYRASNPY-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847288 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847288 SCANS=337 209.06529235839844 231.0 430.8845520019531 128.0 431.40789794921875 452.0 571.123291015625 217.0 571.1902465820312 196.0 922.5169067382812 10831.0 923.4656982421875 248.0 923.5429077148438 1530.0 924.5184936523438 187.0 927.8731079101562 156.0 928.2194213867188 166.0 1084.5701904296875 3046.0 1085.5823974609375 572.0 1086.5653076171875 102.0 1130.492431640625 79.0 1130.583740234375 1355.0 1131.5792236328125 849.0 1131.7125244140625 242.0 1844.919921875 153.0 1858.3033447265625 127.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847290 PEPMASS=561.157837 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G9_RG9_01_3191.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381268-01!6-[4,5-dihydroxy-6-methyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2C(O)C(O)C(C)OC2C3=C(O)C=C4OC(=CC(=O)C4=C3O)C5=CC=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H30O13/c1-9-20(32)23(35)26(40-27-24(36)22(34)19(31)10(2)38-27)25(37-9)18-14(30)8-16-17(21(18)33)13(29)7-15(39-16)11-3-5-12(28)6-4-11/h3-10,19-20,22-28,30-36H,1-2H3/t9?,10-,19-,20?,22+,23?,24+,25?,26?,27-/m0/s1 INCHIAUX=ZUUPZDSDPDQRJK-VXPJCVMDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847290 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847290 SCANS=251 112.24112701416016 175.0 120.9207763671875 183.0 148.71221923828125 209.0 160.62191772460938 195.0 191.95423889160156 288.0 192.11158752441406 141.0 267.77093505859375 121.0 269.04730224609375 352.0 278.33233642578125 192.0 282.0522766113281 380.0 290.80572509765625 157.0 293.0467834472656 3594.0 307.0588073730469 177.0 308.65216064453125 84.0 310.07147216796875 275.0 311.05682373046875 818.0 314.04205322265625 135.0 323.05517578125 151.0 323.07794189453125 196.0 335.0640563964844 226.0 340.62469482421875 205.0 341.067626953125 529.0 353.07305908203125 240.0 369.0738220214844 237.0 379.0860290527344 342.0 395.9194030761719 114.0 397.09234619140625 6196.0 398.10064697265625 320.0 400.55950927734375 130.0 457.10107421875 156.0 517.1367797851562 94.0 561.1609497070312 9863.0 563.151123046875 93.0 564.3228759765625 236.0 909.9467163085938 285.0 1368.3460693359375 160.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847291 PEPMASS=577.152527 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G9_RG9_01_3191.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385129-01!5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@H]([C@H](O)[C@H](O)[C@H]1O)C2=C3OC(=CC(=O)C3=C(O)C([C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C2O)C5=CC=C(O)C=C5 INCHI=InChI=1S/C27H30O14/c1-8-17(31)21(35)23(37)27(39-8)16-20(34)15(26-24(38)22(36)18(32)13(7-28)41-26)19(33)14-11(30)6-12(40-25(14)16)9-2-4-10(29)5-3-9/h2-6,8,13,17-18,21-24,26-29,31-38H,7H2,1H3/t8-,13+,17-,18+,21+,22-,23+,24+,26-,27-/m0/s1 INCHIAUX=MVOUGOXRXQDXDC-RSPRXDBDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847291 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847291 SCANS=188 121.02708435058594 255.0 161.02117919921875 556.0 169.02792358398438 273.0 173.0142364501953 228.0 179.04168701171875 326.0 191.04078674316406 480.0 203.03636169433594 163.0 214.97808837890625 113.0 221.041748046875 806.0 233.0458221435547 153.0 268.0735778808594 200.0 283.05877685546875 171.0 295.0560607910156 410.0 296.0664978027344 291.0 297.0730285644531 313.0 307.06427001953125 222.0 311.05169677734375 369.0 314.04345703125 198.0 323.0508117675781 338.0 324.0646057128906 345.0 325.06805419921875 650.0 335.0621643066406 647.0 337.0753173828125 238.0 339.0854187011719 241.0 341.0644226074219 463.0 353.0665283203125 3767.0 354.07830810546875 230.0 355.0840148925781 182.0 356.0600280761719 284.0 365.06689453125 581.0 381.07147216796875 170.0 382.0643005371094 235.0 383.0757141113281 2982.0 383.220458984375 146.0 395.0751647949219 566.0 407.0884704589844 164.0 413.0908508300781 831.0 421.092529296875 376.0 433.08721923828125 177.0 443.0968017578125 175.0 455.0850524902344 271.0 457.1154479980469 3484.0 457.1976013183594 143.0 458.13970947265625 187.0 469.1104736328125 161.0 473.10467529296875 947.0 487.12322998046875 1266.0 559.126220703125 199.0 576.8826293945312 219.0 577.0092163085938 118.0 577.1566772460938 17953.0 578.1713256835938 205.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847294 PEPMASS=623.136902 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G9_RG9_01_3191.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381267-01![(2S,3S,4R,5R,6R)-3,5-dihydroxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]methoxy]oxan-4-yl] (E)-3-phenylprop-2-enoate [M-2H+K]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)\C=C\C3=CC=CC=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](OC(=O)\C=C\C4=CC=CC=C4)[C@H]1O INCHI=InChI=1S/C30H34O12/c1-17-23(33)28(41-21(31)14-12-18-8-4-2-5-9-18)27(37)29(39-17)38-16-20-24(34)25(35)26(36)30(40-20)42-22(32)15-13-19-10-6-3-7-11-19/h2-15,17,20,23-30,33-37H,16H2,1H3/b14-12+,15-13+/t17-,20+,23-,24+,25-,26+,27+,28+,29+,30-/m0/s1 INCHIAUX=CEYGYPUVRXNKQV-RKLDQHABSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847294 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847294 SCANS=315 137.02365112304688 234.0 167.9276123046875 123.0 221.04754638671875 105.0 221.79559326171875 86.0 276.6906433105469 147.0 299.0578918457031 1486.0 327.05340576171875 1932.0 339.0526428222656 157.0 357.0610046386719 810.0 358.2720947265625 147.0 365.06182861328125 209.0 429.08648681640625 366.0 577.1341552734375 1121.0 577.31787109375 73.0 622.2455444335938 275.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847296 PEPMASS=631.199219 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G9_RG9_01_3191.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381267-01![(2S,3S,4R,5R,6R)-3,5-dihydroxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]methoxy]oxan-4-yl] (E)-3-phenylprop-2-enoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)\C=C\C3=CC=CC=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](OC(=O)\C=C\C4=CC=CC=C4)[C@H]1O INCHI=InChI=1S/C30H34O12/c1-17-23(33)28(41-21(31)14-12-18-8-4-2-5-9-18)27(37)29(39-17)38-16-20-24(34)25(35)26(36)30(40-20)42-22(32)15-13-19-10-6-3-7-11-19/h2-15,17,20,23-30,33-37H,16H2,1H3/b14-12+,15-13+/t17-,20+,23-,24+,25-,26+,27+,28+,29+,30-/m0/s1 INCHIAUX=CEYGYPUVRXNKQV-RKLDQHABSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847296 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847296 SCANS=333 105.81050109863281 115.0 115.05516815185547 184.0 125.0263671875 351.0 127.06450653076172 252.0 131.0306854248047 326.0 131.0487518310547 196.0 146.12353515625 182.0 147.04513549804688 10999.0 147.083251953125 92.0 147.60208129882812 165.0 148.0530242919922 238.0 149.31130981445312 53.0 156.86705017089844 119.0 161.07762145996094 156.0 163.06492614746094 210.0 175.08053588867188 267.0 189.05642700195312 697.0 205.06973266601562 592.0 291.1114196777344 118.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847298 PEPMASS=395.286255 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_GE9_01_3131.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347722-02!(2Z)-2-[(E)-6-(hydroxymethyl)-2,4,8,10-tetramethyldodec-2-enylidene]-4-methylpentanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)CC(C)CC(CO)CC(C)\C=C(C)\C=C(\CC(C)C(O)=O)C(O)=O INCHI=InChI=1S/C23H40O5/c1-7-15(2)8-16(3)10-20(14-24)11-17(4)9-18(5)12-21(23(27)28)13-19(6)22(25)26/h9,12,15-17,19-20,24H,7-8,10-11,13-14H2,1-6H3,(H,25,26)(H,27,28)/b18-9+,21-12- INCHIAUX=NNPPLRJHBQPBAQ-UKRBZAIKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847298 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847298 SCANS=436 177.15708923339844 183.0 275.274169921875 236.0 307.30328369140625 409.0 351.28936767578125 1103.0 395.2897644042969 1720.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847300 PEPMASS=445.121277 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_GE9_01_3131.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00095300-04!5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1O)C2C3C(COC3=O)C(O)C4=C2C=C5OCOC5=C4 INCHI=InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3 INCHIAUX=YVCVYCSAAZQOJI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847300 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847300 SCANS=266 139.00234985351562 347.0 141.6733856201172 341.0 173.0560302734375 270.0 244.0341033935547 238.0 257.050048828125 289.0 271.0544128417969 204.0 298.03662109375 188.0 300.0639953613281 191.0 325.07025146484375 129.0 369.05340576171875 431.0 371.1484375 277.0 384.0869445800781 1831.0 396.6567077636719 59.0 399.1073303222656 4321.0 399.21014404296875 64.0 1198.645751953125 191.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847302 PEPMASS=593.161377 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_GE9_01_3131.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385604-01!5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2=C(O)C(C3OC(CO)C(O)C(O)C3O)=C4OC(=CC(=O)C4=C2O)C5=CC=C(O)C=C5 INCHI=InChI=1S/C27H30O15/c28-6-12-17(32)21(36)23(38)26(41-12)15-19(34)14-10(31)5-11(8-1-3-9(30)4-2-8)40-25(14)16(20(15)35)27-24(39)22(37)18(33)13(7-29)42-27/h1-5,12-13,17-18,21-24,26-30,32-39H,6-7H2 INCHIAUX=FIAAVMJLAGNUKW-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847302 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847302 SCANS=187 293.04974365234375 1659.0 295.3925476074219 117.0 325.0599670410156 214.0 341.8489685058594 118.0 383.0796203613281 375.0 395.8184509277344 98.0 413.0492858886719 262.0 413.092041015625 962.0 473.0843505859375 336.0 592.4964599609375 121.0 593.1522216796875 1085.0 597.3895263671875 197.0 935.2576904296875 111.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847304 PEPMASS=639.166321 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E9_GE9_01_3131.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385604-01!5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(C(O)C(O)C1O)C2=C(O)C(C3OC(CO)C(O)C(O)C3O)=C4OC(=CC(=O)C4=C2O)C5=CC=C(O)C=C5 INCHI=InChI=1S/C27H30O15/c28-6-12-17(32)21(36)23(38)26(41-12)15-19(34)14-10(31)5-11(8-1-3-9(30)4-2-8)40-25(14)16(20(15)35)27-24(39)22(37)18(33)13(7-29)42-27/h1-5,12-13,17-18,21-24,26-30,32-39H,6-7H2 INCHIAUX=FIAAVMJLAGNUKW-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847304 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847304 SCANS=186 75.28703308105469 111.0 85.02820587158203 289.0 95.0174560546875 293.0 98.50653839111328 79.0 119.03598022460938 223.0 164.640625 147.0 173.02053833007812 369.0 175.0119171142578 270.0 200.21482849121094 149.0 204.8983154296875 125.0 269.03631591796875 369.0 285.06878662109375 102.0 293.04443359375 8324.0 293.4922180175781 140.0 294.0553894042969 233.0 309.0321960449219 423.0 310.0524597167969 285.0 311.0601806640625 1122.0 314.0450744628906 218.0 323.0711669921875 385.0 324.3539123535156 132.0 335.0581359863281 405.0 341.0618591308594 479.0 411.4835510253906 199.0 413.0911865234375 13376.0 415.96063232421875 78.0 417.2041015625 107.0 473.11883544921875 543.0 592.4520263671875 88.0 593.1494750976562 8496.0 593.2604370117188 95.0 593.4900512695312 142.0 594.0194091796875 101.0 594.1511840820312 337.0 595.1353149414062 114.0 605.4839477539062 62.0 833.1146240234375 89.0 1069.392578125 121.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847310 PEPMASS=477.101807 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_RE8_01_3178.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180619-02!5,7-dihydroxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC=C(C=C2)C3=CC(=O)C4=C(O3)C=C(O)C=C4O)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-3-1-9(2-4-11)14-7-13(25)17-12(24)5-10(23)6-15(17)30-14/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1 INCHIAUX=ICLVCWSZHUZEFT-QNDFHXLGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847310 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847310 SCANS=233 240.04627990722656 292.0 268.0384216308594 735.0 269.0450744628906 3798.0 269.1365051269531 67.0 282.31573486328125 131.0 431.0997314453125 4157.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847312 PEPMASS=524.283752 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_RE8_01_3178.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381195-01!(2E,6E,12E)-19-(2-amino-2-oxoethyl)-9,11-dihydroxy-8-methoxy-10,12,14-trimethyl-15-oxohenicosa-2,6,12-trienedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(\C=C\CC\C=C\C(O)=O)C(O)C(C)C(O)C(\C)=C\C(C)C(=O)CCCC(CC(N)=O)CC(O)=O INCHI=InChI=1S/C27H43NO9/c1-17(21(29)11-9-10-20(15-23(28)30)16-25(33)34)14-18(2)26(35)19(3)27(36)22(37-4)12-7-5-6-8-13-24(31)32/h7-8,12-14,17,19-20,22,26-27,35-36H,5-6,9-11,15-16H2,1-4H3,(H2,28,30)(H,31,32)(H,33,34)/b12-7+,13-8+,18-14+ INCHIAUX=IZBWUVKNXOGJSA-MNOLRWOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847312 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847312 SCANS=262 97.07108306884766 202.0 111.08015441894531 274.0 123.17538452148438 433.0 133.10189819335938 179.0 134.51412963867188 547.0 134.56875610351562 365.0 137.56895446777344 348.0 154.08349609375 264.0 156.1025848388672 145.0 184.12918090820312 155.0 188.14407348632812 124.0 197.0699920654297 265.0 198.08309936523438 387.0 210.11399841308594 312.0 224.1620635986328 304.0 231.14559936523438 312.0 233.11856079101562 157.0 234.1507110595703 203.0 249.15335083007812 211.0 250.14111328125 1246.0 260.1316833496094 543.0 266.1336669921875 118.0 266.4623107910156 98.0 268.15789794921875 5424.0 268.2664794921875 95.0 269.1986083984375 82.0 278.14031982421875 297.0 279.1297912597656 207.0 290.1747131347656 535.0 296.1416015625 426.0 308.1902770996094 1468.0 448.2642517089844 331.0 462.2878723144531 1002.0 474.24664306640625 151.0 480.29205322265625 1684.0 506.2752685546875 820.0 523.485595703125 203.0 524.2855834960938 8291.0 533.164306640625 98.0 546.4999389648438 104.0 1050.3958740234375 299.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847314 PEPMASS=506.274078 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_RE8_01_3178.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381195-01!(2E,6E,12E)-19-(2-amino-2-oxoethyl)-9,11-dihydroxy-8-methoxy-10,12,14-trimethyl-15-oxohenicosa-2,6,12-trienedioic acid [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(\C=C\CC\C=C\C(O)=O)C(O)C(C)C(O)C(\C)=C\C(C)C(=O)CCCC(CC(N)=O)CC(O)=O INCHI=InChI=1S/C27H43NO9/c1-17(21(29)11-9-10-20(15-23(28)30)16-25(33)34)14-18(2)26(35)19(3)27(36)22(37-4)12-7-5-6-8-13-24(31)32/h7-8,12-14,17,19-20,22,26-27,35-36H,5-6,9-11,15-16H2,1-4H3,(H2,28,30)(H,31,32)(H,33,34)/b12-7+,13-8+,18-14+ INCHIAUX=IZBWUVKNXOGJSA-MNOLRWOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847314 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847314 SCANS=308 154.832275390625 181.0 166.12350463867188 249.0 197.07777404785156 186.0 245.5421905517578 96.0 247.17076110839844 506.0 247.54425048828125 180.0 250.14576721191406 253.0 264.1984558105469 322.0 290.1737060546875 1271.0 291.16558837890625 558.0 291.1976318359375 192.0 305.50885009765625 173.0 308.1859436035156 4653.0 308.40057373046875 64.0 430.26251220703125 337.0 462.2910461425781 458.0 474.24847412109375 138.0 476.23248291015625 275.0 488.26971435546875 181.0 506.2707824707031 4652.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847315 PEPMASS=595.163879 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_RE8_01_3178.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180518-02!2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=CC4=C(C(=O)CC(O4)C5=CC(O)=C(O)C=C5)C(O)=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C27H32O15/c1-9-20(32)22(34)24(36)26(39-9)38-8-18-21(33)23(35)25(37)27(42-18)40-11-5-14(30)19-15(31)7-16(41-17(19)6-11)10-2-3-12(28)13(29)4-10/h2-6,9,16,18,20-30,32-37H,7-8H2,1H3/t9-,16?,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1 INCHIAUX=OMQADRGFMLGFJF-GDRLQRQZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847315 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847315 SCANS=194 83.01627349853516 183.0 107.01299285888672 311.0 109.03050994873047 364.0 125.00847625732422 214.0 125.022705078125 228.0 131.0119171142578 195.0 133.03363037109375 97.0 135.0443115234375 4170.0 140.96705627441406 123.0 141.02639770507812 114.0 151.00401306152344 10173.0 153.33041381835938 109.0 165.02691650390625 182.0 169.01417541503906 176.0 175.0023956298828 638.0 177.0220947265625 213.0 193.0144500732422 257.0 201.05833435058594 291.0 205.02102661132812 143.0 235.23194885253906 57.0 269.0555725097656 568.0 286.0505065917969 188.0 287.0584716796875 1209.0 292.3719482421875 75.0 294.0312194824219 266.0 295.0509338378906 511.0 303.54656982421875 212.0 311.0474548339844 160.0 318.06640625 72.0 339.06744384765625 487.0 339.08612060546875 466.0 431.10003662109375 133.0 441.07391357421875 209.0 443.1451721191406 140.0 448.1173095703125 157.0 458.47088623046875 209.0 459.1158752441406 9811.0 460.1129455566406 191.0 460.84967041015625 78.0 475.1157531738281 144.0 577.1456909179688 184.0 591.9732666015625 218.0 592.6449584960938 86.0 592.9976196289062 133.0 593.88671875 142.0 594.2589721679688 268.0 595.165771484375 15559.0 596.1741333007812 359.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847317 PEPMASS=713.227173 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E8_RE8_01_3178.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180154-02![6-[[1a-(hydroxymethyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,5a,6,6a-tetrahydro-1bH-oxireno[5,6]cyclopenta[1,3-c]pyran-6-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl] (E)-3-(4-methoxyphenyl)prop-2-enoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(\C=C\C(=O)OC2C(C)OC(OC3C4OC4(CO)C5C3C=COC5OC6OC(CO)C(O)C(O)C6O)C(O)C2O)C=C1 INCHI=InChI=1S/C31H40O16/c1-13-25(44-18(34)8-5-14-3-6-15(40-2)7-4-14)22(37)24(39)29(42-13)45-26-16-9-10-41-28(19(16)31(12-33)27(26)47-31)46-30-23(38)21(36)20(35)17(11-32)43-30/h3-10,13,16-17,19-30,32-33,35-39H,11-12H2,1-2H3/b8-5+ INCHIAUX=RTCISXKUWWQSRF-VMPITWQZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847317 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847317 SCANS=250 85.02790832519531 578.0 92.13255310058594 512.0 101.02275085449219 268.0 107.04972839355469 193.0 108.01900482177734 165.0 113.02281951904297 428.0 119.05142974853516 190.0 133.06546020507812 290.0 135.0438232421875 214.0 139.03439331054688 169.0 145.0412139892578 185.0 151.03761291503906 840.0 153.05789184570312 308.0 161.05862426757812 604.0 163.0385284423828 1115.0 167.03285217285156 171.0 177.0558624267578 6579.0 177.22120666503906 205.0 179.07464599609375 275.0 180.04200744628906 275.0 181.05020141601562 584.0 182.05543518066406 98.0 205.04928588867188 529.0 217.08297729492188 205.0 219.06710815429688 158.0 235.06478881835938 171.0 245.08206176757812 641.0 268.0986633300781 156.0 271.0873107910156 149.0 273.08258056640625 161.0 295.0984191894531 201.0 299.4465026855469 96.0 341.1068420410156 1159.0 343.1061096191406 448.0 379.1203918457031 169.0 391.1320495605469 1041.0 419.1214294433594 222.0 475.16058349609375 178.0 488.1701354980469 184.0 505.1817626953125 343.0 529.1638793945312 130.0 667.2431030273438 85.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847319 PEPMASS=559.343262 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E11_RE11_01_3181.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00178802-07!N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCN INCHI=InChI=1S/C25H48N6O8/c1-21(32)29(37)18-9-3-6-16-27-22(33)12-14-25(36)31(39)20-10-4-7-17-28-23(34)11-13-24(35)30(38)19-8-2-5-15-26/h37-39H,2-20,26H2,1H3,(H,27,33)(H,28,34) INCHIAUX=UBQYURCVBFRUQT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847319 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847319 SCANS=168 89.37056732177734 118.0 98.02582550048828 982.0 153.1004180908203 596.0 155.1210479736328 533.0 163.09210205078125 407.0 171.1131134033203 228.0 180.8759765625 259.0 181.09776306152344 2337.0 181.19049072265625 113.0 181.4600372314453 85.0 183.03680419921875 74.0 183.11862182617188 408.0 199.10647583007812 1991.0 217.111572265625 146.0 223.11126708984375 211.0 241.12057495117188 1585.0 243.13267517089844 97.0 259.1314697265625 1482.0 317.220458984375 1969.0 363.20318603515625 223.0 384.2219543457031 166.0 441.234619140625 598.0 459.239990234375 329.0 499.31597900390625 180.0 559.2959594726562 205.0 559.3458251953125 777.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847322 PEPMASS=639.153442 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E11_RE11_01_3181.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385370-01!8-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](O[C@@H]2[C@@H](CO)O[C@H]([C@H](O)[C@H]2O)C3=C4OC(=CC(=O)C4=C(O)C=C3O)C5=CC=C(O)C=C5)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C27H30O15/c28-7-15-19(34)20(35)23(38)27(41-15)42-24-16(8-29)40-26(22(37)21(24)36)18-12(32)5-11(31)17-13(33)6-14(39-25(17)18)9-1-3-10(30)4-2-9/h1-6,15-16,19-24,26-32,34-38H,7-8H2/t15-,16-,19-,20+,21-,22-,23-,24-,26+,27+/m1/s1 INCHIAUX=NDSUKTASTPEKBX-LXXMDOISSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847322 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847322 SCANS=194 153.3304443359375 51.0 174.99893188476562 243.0 201.1315460205078 182.0 269.046142578125 168.0 282.047607421875 81.0 283.0537109375 176.0 283.5679626464844 136.0 293.0462951660156 8928.0 297.0360412597656 235.0 305.029541015625 114.0 311.0541687011719 662.0 335.0576171875 690.0 337.071044921875 353.0 349.0660705566406 190.0 411.60009765625 92.0 412.3307800292969 60.0 413.08587646484375 13921.0 414.0948486328125 255.0 473.1163024902344 581.0 474.1141052246094 119.0 586.00390625 86.0 588.1953125 173.0 591.9854736328125 111.0 592.0548095703125 110.0 592.5203857421875 127.0 593.1514282226562 14669.0 594.1497802734375 345.0 596.7175903320312 248.0 990.803466796875 175.0 1512.9029541015625 220.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847324 PEPMASS=595.127625 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E11_RE11_01_3181.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385381-01!2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1CO[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC(O)=C(O)C=C5)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H]1O INCHI=InChI=1S/C26H28O16/c27-9-4-12(30)16-14(5-9)40-23(8-1-2-10(28)11(29)3-8)24(19(16)34)42-26-22(37)20(35)18(33)15(41-26)7-39-25-21(36)17(32)13(31)6-38-25/h1-5,13,15,17-18,20-22,25-33,35-37H,6-7H2/t13-,15-,17+,18-,20+,21-,22-,25+,26+/m1/s1 INCHIAUX=YNMFDPCLPIMRFD-PEXUZNNCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847324 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847324 SCANS=200 89.02330017089844 259.0 156.26646423339844 167.0 162.99893188476562 174.0 164.49591064453125 127.0 178.99745178222656 332.0 192.00253295898438 177.0 193.0107879638672 140.0 226.022705078125 154.0 243.0288543701172 284.0 255.03009033203125 1245.0 271.0260009765625 1582.0 293.0447692871094 522.0 294.0450439453125 790.0 298.3968811035156 128.0 300.0283508300781 14563.0 301.0340270996094 1135.0 311.0670471191406 472.0 311.8689880371094 106.0 317.50640869140625 91.0 321.0377502441406 236.0 344.5075988769531 801.0 355.0533142089844 220.0 445.0880432128906 399.0 594.162353515625 176.0 595.068603515625 301.0 595.1347045898438 6089.0 1598.22998046875 878.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847325 PEPMASS=345.130463 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_GG11_01_3062.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380362-01!1,7-bis(3,4-dihydroxyphenyl)-6-hydroxyheptan-3-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC(CCC(=O)CCC1=CC=C(O)C(O)=C1)CC2=CC(O)=C(O)C=C2 INCHI=InChI=1S/C19H22O6/c20-14(4-1-12-2-7-16(22)18(24)10-12)5-6-15(21)9-13-3-8-17(23)19(25)11-13/h2-3,7-8,10-11,15,21-25H,1,4-6,9H2 INCHIAUX=NOFGKTVEZONBCG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847325 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847325 SCANS=256 165.0538330078125 1542.0 179.07244873046875 720.0 204.07179260253906 324.0 223.09164428710938 201.0 225.5324249267578 132.0 234.1519317626953 130.0 345.1343078613281 1693.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847328 PEPMASS=667.181824 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_GG11_01_3062.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179769-02!7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)C(OC)=C3O INCHI=InChI=1S/C29H34O15/c1-11-20(32)23(35)25(37)28(40-11)44-27-24(36)21(33)18(10-30)43-29(27)42-17-9-16-19(22(34)26(17)39-3)14(31)8-15(41-16)12-4-6-13(38-2)7-5-12/h4-9,11,18,20-21,23-25,27-30,32-37H,10H2,1-3H3/t11-,18+,20-,21+,23+,24-,25+,27+,28-,29+/m0/s1 INCHIAUX=QSFNHAFPXWQTGZ-PFWBXDKASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847328 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847328 SCANS=289 116.17853546142578 107.0 116.73007202148438 302.0 151.0332794189453 97.0 171.5244903564453 86.0 283.0217590332031 2104.0 294.04571533203125 403.0 296.8630065917969 184.0 297.0422058105469 280.0 297.4500427246094 95.0 297.6622314453125 117.0 298.0472717285156 5192.0 312.5398864746094 190.0 312.967529296875 214.0 313.0702819824219 27202.0 314.0889587402344 182.0 314.7386779785156 77.0 432.9752502441406 238.0 452.7048645019531 111.0 475.1200256347656 370.0 534.3984375 170.0 621.18408203125 838.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847329 PEPMASS=621.227966 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_GG11_01_3062.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380361-01![(2R,3S,4S,5R,6R)-6-[1,7-bis(4-hydroxyphenyl)-5-oxoheptan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC=C(O)C=C2)O[C@@H](OC(CCC3=CC=C(O)C=C3)CC(=O)CCC4=CC=C(O)C=C4)[C@H](O)[C@H]1O INCHI=InChI=1S/C34H38O11/c35-24-10-1-21(2-11-24)7-16-27(38)19-28(17-8-22-3-12-25(36)13-4-22)44-34-33(42)32(41)31(40)29(45-34)20-43-30(39)18-9-23-5-14-26(37)15-6-23/h1-6,9-15,18,28-29,31-37,40-42H,7-8,16-17,19-20H2/b18-9+/t28?,29-,31-,32+,33-,34-/m1/s1 INCHIAUX=MHWAHKIDOYBXCN-FHVVLDLYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847329 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847329 SCANS=337 93.11857604980469 84.0 104.83016967773438 156.0 117.0341567993164 553.0 119.052490234375 311.0 145.0288543701172 2120.0 161.060791015625 1246.0 162.02735900878906 221.0 163.03872680664062 5224.0 177.0519561767578 1070.0 180.7171173095703 146.0 184.44332885742188 206.0 189.089599609375 1074.0 191.06590270996094 386.0 205.05038452148438 3584.0 206.05685424804688 190.0 217.05044555664062 209.0 235.06130981445312 4805.0 235.51580810546875 107.0 236.62864685058594 112.0 256.996337890625 283.0 265.0713806152344 11245.0 266.0772705078125 147.0 276.728515625 173.0 295.1383972167969 433.0 307.0839538574219 237.0 313.0695495605469 92.0 314.041015625 126.0 325.0899963378906 2812.0 325.1708679199219 59.0 329.06842041015625 437.0 337.4989013671875 92.0 621.2159423828125 226.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847332 PEPMASS=667.233521 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_GG11_01_3062.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380361-01![(2R,3S,4S,5R,6R)-6-[1,7-bis(4-hydroxyphenyl)-5-oxoheptan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC=C(O)C=C2)O[C@@H](OC(CCC3=CC=C(O)C=C3)CC(=O)CCC4=CC=C(O)C=C4)[C@H](O)[C@H]1O INCHI=InChI=1S/C34H38O11/c35-24-10-1-21(2-11-24)7-16-27(38)19-28(17-8-22-3-12-25(36)13-4-22)44-34-33(42)32(41)31(40)29(45-34)20-43-30(39)18-9-23-5-14-26(37)15-6-23/h1-6,9-15,18,28-29,31-37,40-42H,7-8,16-17,19-20H2/b18-9+/t28?,29-,31-,32+,33-,34-/m1/s1 INCHIAUX=MHWAHKIDOYBXCN-FHVVLDLYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847332 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847332 SCANS=318 93.30152130126953 70.0 94.08038330078125 196.0 98.34645080566406 169.0 108.69066619873047 192.0 113.02011108398438 303.0 117.03251647949219 843.0 119.05038452148438 1822.0 121.02828979492188 321.0 130.3228302001953 141.0 133.06478881835938 831.0 135.97462463378906 146.0 145.02804565429688 4678.0 145.09864807128906 106.0 155.65911865234375 201.0 161.06031799316406 2226.0 162.0286407470703 178.0 163.03916931152344 10065.0 163.08148193359375 372.0 173.05677795410156 411.0 177.05535888671875 2720.0 177.88905334472656 71.0 187.0401611328125 1154.0 189.0905303955078 2484.0 191.0437774658203 331.0 191.51809692382812 178.0 205.0491943359375 13350.0 206.051513671875 163.0 235.05990600585938 11380.0 247.06158447265625 654.0 264.1078796386719 60.0 264.7198486328125 166.0 265.0703430175781 29105.0 265.1292724609375 86.0 265.4848327636719 176.0 283.0339660644531 253.0 291.55731201171875 273.0 293.7936706542969 191.0 295.07818603515625 91.0 295.1336975097656 2817.0 296.1570739746094 180.0 298.05096435546875 231.0 307.08258056640625 817.0 324.04339599609375 104.0 325.09466552734375 9807.0 325.1510925292969 482.0 326.0819091796875 324.0 328.9172058105469 112.0 620.2659301757812 237.0 621.2381591796875 1403.0 667.2675170898438 95.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847334 PEPMASS=811.440613 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G11_GG11_01_3062.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380364-01! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CCC(O[C@@H]1OC[C@@H](O)[C@H](O)[C@H]1O)C(C)(C)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C3CC[C@@]4(C)C5[C@@H](O)CC6[C@]7(C[C@@]57CC[C@]34C)C(=O)C=CC6(C)C INCHI=InChI=1S/C41H66O13/c1-20(21-10-13-39(7)33-22(43)16-25-36(2,3)12-11-26(45)41(25)19-40(33,41)15-14-38(21,39)6)8-9-27(53-34-31(49)28(46)23(44)18-51-34)37(4,5)54-35-32(50)30(48)29(47)24(17-42)52-35/h11-12,20-25,27-35,42-44,46-50H,8-10,13-19H2,1-7H3/t20?,21?,22-,23+,24+,25?,27?,28-,29+,30-,31+,32+,33?,34-,35-,38+,39-,40-,41+/m0/s1 INCHIAUX=RCDRNOBFNNSZNW-QSVQKMBVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847334 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847334 SCANS=384 71.01359558105469 275.0 85.02960205078125 333.0 89.02235412597656 1222.0 100.01458740234375 301.0 101.02235412597656 970.0 102.25625610351562 325.0 112.01322174072266 145.0 113.02398681640625 2727.0 113.0695571899414 91.0 119.03497314453125 520.0 125.01956176757812 215.0 140.0058135986328 379.0 143.03392028808594 792.0 149.0446319580078 416.0 150.04879760742188 217.0 159.02920532226562 969.0 161.04563903808594 3872.0 162.0448455810547 167.0 179.0579071044922 594.0 191.05284118652344 743.0 233.06561279296875 209.0 277.0967712402344 52.0 300.8387756347656 421.0 310.19610595703125 114.0 310.7193603515625 214.0 336.03265380859375 113.0 344.64410400390625 100.0 349.5666809082031 114.0 360.5840759277344 161.0 394.1612854003906 257.0 409.302490234375 140.0 411.2834167480469 113.0 431.1390075683594 159.0 445.3367919921875 166.0 454.3903503417969 243.0 471.3163757324219 108.0 513.3928833007812 186.0 615.409912109375 442.0 631.84375 62.0 632.43701171875 236.0 632.60595703125 179.0 632.70947265625 78.0 632.8436889648438 174.0 633.3984375 13187.0 634.3993530273438 1995.0 657.1802368164062 120.0 664.5562744140625 277.0 677.3866577148438 514.0 764.03076171875 69.0 764.429931640625 48.0 764.5826416015625 288.0 764.676025390625 138.0 765.117919921875 116.0 765.4445190429688 24155.0 765.5884399414062 121.0 765.761474609375 56.0 766.091796875 106.0 766.451416015625 2713.0 771.0609130859375 71.0 811.43896484375 268.0 1145.0450439453125 138.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847336 PEPMASS=645.182068 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_GA8_01_3023.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380127-01!5,6-dibenzoyloxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1C(OC(=O)C2=CC=CC=C2)C(OC(=O)C3=CC=CC=C3)C4C1C(OC5OC(CO)C(O)C(O)C5O)OC=C4C(O)=O INCHI=InChI=1S/C30H32O13/c1-14-19-20(17(26(35)36)13-39-29(19)43-30-23(34)22(33)21(32)18(12-31)40-30)25(42-28(38)16-10-6-3-7-11-16)24(14)41-27(37)15-8-4-2-5-9-15/h2-11,13-14,18-25,29-34H,12H2,1H3,(H,35,36) INCHIAUX=KNKHXYYGNZZSEJ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847336 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847336 SCANS=306 77.39830017089844 62.0 121.02827453613281 10024.0 122.99800109863281 71.0 131.05081176757812 1863.0 133.2375946044922 123.0 133.2938690185547 215.0 143.03158569335938 378.0 149.060302734375 615.0 151.5160675048828 199.0 165.0189971923828 205.0 175.04058837890625 858.0 181.7897186279297 247.0 190.8428955078125 274.0 190.9824676513672 104.0 191.0049285888672 98.0 191.05087280273438 298.0 191.27928161621094 158.0 193.05299377441406 357.0 287.0459289550781 260.0 315.0869140625 1313.0 316.1011047363281 108.0 316.9324035644531 151.0 318.5235290527344 84.0 355.1035461425781 377.0 432.3851318359375 224.0 433.17327880859375 211.0 434.1545104980469 150.0 437.12078857421875 241.0 477.1397399902344 289.0 599.1805419921875 1583.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847338 PEPMASS=681.167114 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_GA8_01_3023.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380530-01!3-(1,3-benzodioxol-5-yl)-7-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,6-dimethoxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(OC2OC(COC3OCC(O)(CO)C3O)C(O)C(O)C2O)C=C4OC=C(C(=O)C4=C1OC)C5=CC=C6OCOC6=C5 INCHI=InChI=1S/C29H32O16/c1-37-24-17(44-27-23(34)22(33)21(32)18(45-27)8-40-28-26(35)29(36,9-30)10-41-28)6-16-19(25(24)38-2)20(31)13(7-39-16)12-3-4-14-15(5-12)43-11-42-14/h3-7,18,21-23,26-28,30,32-36H,8-11H2,1-2H3 INCHIAUX=LXGTXWCOSLFWKC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847338 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847338 SCANS=220 116.85694122314453 209.0 126.5730209350586 91.0 154.19073486328125 210.0 174.2509307861328 183.0 177.0683135986328 214.0 188.40879821777344 88.0 210.03997802734375 555.0 248.03964233398438 289.0 248.1227264404297 679.0 255.02784729003906 233.0 269.43719482421875 192.0 283.02288818359375 392.0 293.08544921875 200.0 297.0348205566406 201.0 311.0184631347656 14779.0 313.0626220703125 221.0 325.0384826660156 367.0 326.0429382324219 2966.0 340.1180419921875 162.0 340.51702880859375 230.0 340.5547180175781 82.0 340.6225891113281 69.0 341.0659484863281 51612.0 341.14862060546875 301.0 341.62432861328125 186.0 342.0684814453125 626.0 343.81683349609375 61.0 344.2851257324219 169.0 344.5200500488281 79.0 1412.6439208984375 119.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847340 PEPMASS=839.428223 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_GA8_01_3023.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380125-01![3-methyl-1-[3-methyl-1-[3-methyl-1-[3-methyl-1-oxo-1-(2,3,4,5,6-pentahydroxyhexoxy)pentan-2-yl]oxy-1-oxopentan-2-yl]oxy-1-oxopentan-2-yl]oxy-1-oxopentan-2-yl] 2-acetyloxy-3-methylpentanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(OC(C)=O)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OC(C(C)CC)C(=O)OCC(O)C(O)C(O)C(O)CO INCHI=InChI=1S/C38H66O17/c1-12-19(6)29(34(45)50-18-26(42)28(44)27(43)25(41)17-39)52-36(47)31(21(8)14-3)54-38(49)33(23(10)16-5)55-37(48)32(22(9)15-4)53-35(46)30(20(7)13-2)51-24(11)40/h19-23,25-33,39,41-44H,12-18H2,1-11H3 INCHIAUX=VLOGACFISZMMCN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847340 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847340 SCANS=554 83.05606079101562 285.0 83.15416717529297 308.0 83.85601043701172 124.0 88.7066421508789 124.0 89.2129898071289 139.0 92.75206756591797 242.0 105.27180480957031 67.0 106.03141784667969 173.0 110.9378433227539 128.0 113.06056213378906 3106.0 117.36868286132812 334.0 126.48035430908203 259.0 131.07102966308594 25408.0 131.9416046142578 119.0 132.99855041503906 126.0 138.69264221191406 143.0 140.5107421875 76.0 143.92152404785156 202.0 146.14991760253906 157.0 148.61769104003906 203.0 153.99368286132812 208.0 160.4316864013672 176.0 172.10678100585938 132.0 172.2572784423828 102.0 173.0807342529297 56981.0 173.18524169921875 182.0 173.65847778320312 156.0 174.02142333984375 60.0 174.09579467773438 377.0 187.60702514648438 52.0 192.76023864746094 135.0 196.1470184326172 169.0 204.47067260742188 261.0 227.12120056152344 278.0 230.98936462402344 262.0 238.2070770263672 154.0 245.137939453125 575.0 250.03424072265625 104.0 265.1708984375 409.0 281.43548583984375 116.0 282.99462890625 117.0 284.6173400878906 113.0 287.149169921875 49756.0 287.7298583984375 230.0 288.1549377441406 2311.0 288.4715576171875 108.0 290.8876037597656 307.0 294.2311096191406 174.0 359.21563720703125 192.0 396.23748779296875 62.0 397.43505859375 228.0 397.5774230957031 142.0 397.6460876464844 132.0 397.77386474609375 110.0 398.51348876953125 259.0 398.9855041503906 129.0 399.539306640625 119.0 399.62274169921875 73.0 399.8212890625 145.0 399.9716491699219 114.0 400.05181884765625 121.0 400.162841796875 94.0 400.321533203125 54.0 400.5058898925781 107.0 400.6982727050781 124.0 401.15447998046875 239.0 401.2176208496094 35595.0 401.3976745605469 220.0 401.4472961425781 55.0 401.6405334472656 89.0 402.0795593261719 123.0 402.12664794921875 137.0 402.2234802246094 3298.0 404.8798828125 249.0 511.5870361328125 105.0 514.4634399414062 154.0 515.288330078125 15095.0 516.2872314453125 2273.0 518.5516967773438 80.0 586.43359375 207.0 607.5044555664062 81.0 629.3450927734375 1283.0 630.3569946289062 277.0 630.4058837890625 166.0 1417.218017578125 210.0 1932.20849609375 265.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847342 PEPMASS=1251.60022 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A8_GA8_01_3023.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380544-01![5-hydroxy-6-[6-[[14-hydroxy-10,13-dimethyl-17-[1-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxyethyl]-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl] (E)-2-methylbut-2-enoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1CC(OC2CCC3(C)C4CCC5(C)C(CCC5(O)C4CC=C3C2)C(C)OC6OC(COC7OC(COC8OC(CO)C(O)C(O)C8O)C(O)C(O)C7O)C(O)C(O)C6O)OC(C)C1OC9OC(C)C(OC(=O)C(\C)=C\C)C(OC)C9O INCHI=InChI=1S/C58H94O26/c1-10-24(2)51(70)83-49-27(5)78-55(47(69)50(49)73-9)84-48-26(4)76-37(20-33(48)72-8)79-29-13-16-56(6)28(19-29)11-12-32-31(56)14-17-57(7)30(15-18-58(32,57)71)25(3)77-54-46(68)43(65)40(62)36(82-54)23-75-53-45(67)42(64)39(61)35(81-53)22-74-52-44(66)41(63)38(60)34(21-59)80-52/h10-11,25-27,29-50,52-55,59-69,71H,12-23H2,1-9H3/b24-10+ INCHIAUX=LNHNOBYJWYNHSB-YSURURNPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847342 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847342 SCANS=353 71.01454162597656 164.0 73.03511810302734 241.0 73.39751434326172 171.0 75.33628845214844 62.0 78.82856750488281 228.0 83.01600646972656 230.0 84.76782989501953 671.0 85.02928161621094 1097.0 86.33949279785156 145.0 87.26058959960938 84.0 89.02436065673828 3260.0 92.71736907958984 102.0 95.01593017578125 246.0 97.029541015625 352.0 99.04464721679688 2619.0 101.02284240722656 5066.0 101.3280029296875 285.0 107.15638732910156 242.0 109.02904510498047 343.0 110.35381317138672 105.0 111.00611114501953 351.0 111.04426574707031 497.0 111.36839294433594 82.0 113.02557373046875 6587.0 114.02950286865234 291.0 115.04045867919922 321.0 116.33629608154297 56.0 119.03376007080078 3736.0 123.00424194335938 117.0 124.01215362548828 246.0 124.77945709228516 368.0 125.02372741699219 4016.0 127.03742980957031 800.0 129.0207061767578 253.0 131.0383758544922 908.0 139.04095458984375 265.0 143.0351104736328 1917.0 145.04762268066406 469.0 149.04539489746094 297.0 155.0322723388672 293.0 158.01942443847656 184.0 159.0278778076172 936.0 159.06947326660156 296.0 160.07444763183594 134.0 161.04449462890625 7150.0 162.04078674316406 228.0 169.04623413085938 163.0 171.02655029296875 109.0 173.04171752929688 171.0 175.34417724609375 138.0 177.83714294433594 84.0 178.50213623046875 158.0 178.88351440429688 132.0 179.05413818359375 7413.0 179.12176513671875 96.0 179.1511688232422 167.0 179.1882781982422 168.0 179.21876525878906 91.0 180.060546875 295.0 181.0609588623047 181.0 185.04371643066406 175.0 186.02658081054688 181.0 197.04640197753906 208.0 197.19175720214844 149.0 203.05801391601562 418.0 210.00161743164062 158.0 220.642822265625 160.0 221.06661987304688 5952.0 222.07095336914062 207.0 225.71707153320312 84.0 233.07008361816406 288.0 235.0806427001953 127.0 245.0664825439453 2412.0 263.07781982421875 2946.0 264.0809631347656 148.0 281.0887756347656 434.0 287.07659912109375 182.0 305.0935974121094 166.0 306.0888977050781 248.0 323.10028076171875 1749.0 341.1160583496094 326.0 342.10736083984375 237.0 355.1679382324219 274.0 383.1191711425781 2023.0 384.1208190917969 325.0 397.1394958496094 438.0 407.114501953125 1263.0 425.1285095214844 902.0 425.1761779785156 336.0 426.139404296875 267.0 449.11895751953125 156.0 475.09234619140625 158.0 485.150390625 180.0 486.1336975097656 181.0 547.5598754882812 191.0 559.3724975585938 230.0 561.4869995117188 281.0 561.6055297851562 131.0 564.5061645507812 52.0 567.1990966796875 198.0 571.6471557617188 175.0 576.3616943359375 136.0 623.4216918945312 126.0 629.6221923828125 90.0 635.501953125 106.0 637.342041015625 176.0 637.3959350585938 477.0 650.0625610351562 328.0 677.3984985351562 190.0 799.4503173828125 385.0 800.467529296875 222.0 801.3634033203125 70.0 881.5023803710938 302.0 903.3895874023438 144.0 907.4744262695312 138.0 943.4793090820312 469.0 943.6203002929688 156.0 944.4537963867188 285.0 944.5155639648438 209.0 961.4935302734375 207.0 962.5100708007812 162.0 1025.5498046875 125.0 1042.896728515625 68.0 1043.5408935546875 1935.0 1044.5540771484375 379.0 1044.6109619140625 178.0 1047.038818359375 89.0 1061.4202880859375 235.0 1067.0938720703125 79.0 1069.5343017578125 151.0 1074.5257568359375 62.0 1077.5286865234375 311.0 1103.9197998046875 154.0 1104.2513427734375 52.0 1104.5626220703125 209.0 1105.5423583984375 4713.0 1105.743408203125 107.0 1106.5496826171875 3509.0 1106.6533203125 88.0 1107.5347900390625 199.0 1107.6973876953125 74.0 1123.5592041015625 976.0 1124.556640625 1197.0 1125.5596923828125 372.0 1151.5977783203125 245.0 1156.9810791015625 89.0 1186.9071044921875 63.0 1202.4573974609375 74.0 1203.60888671875 141.0 1205.5966796875 16525.0 1206.3609619140625 187.0 1206.499755859375 103.0 1206.59521484375 7332.0 1206.775390625 73.0 1207.6065673828125 1561.0 1208.507568359375 103.0 1208.5946044921875 412.0 1210.6134033203125 62.0 1212.382568359375 239.0 1251.57958984375 292.0 1714.9991455078125 142.0 1817.865234375 169.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847344 PEPMASS=389.174957 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_RC7_01_2984.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385342-01!3-[3-[(2E)-3,7-dimethylocta-2,6-dienyl]-4-hydroxyphenyl]-7-hydroxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC\C(C)=C\CC1=CC(=CC=C1O)C2=COC3=CC(O)=CC=C3C2=O INCHI=InChI=1S/C25H26O4/c1-16(2)5-4-6-17(3)7-8-19-13-18(9-12-23(19)27)22-15-29-24-14-20(26)10-11-21(24)25(22)28/h5,7,9-15,26-27H,4,6,8H2,1-3H3/b17-7+ INCHIAUX=ZBHUUXLHDOUMKM-REZTVBANSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847344 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847344 SCANS=486 266.0542297363281 216.0 298.0525817871094 181.0 305.0945739746094 199.0 320.1119689941406 238.0 389.17626953125 3039.0 1152.3262939453125 230.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847346 PEPMASS=421.177948 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_RC7_01_2984.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347584-02!5-chloro-2,4-dihydroxy-3-[(E)-4-hydroxy-3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)pent-2-enyl]-6-methylbenzaldehyde [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC(=O)C(C)C1(C)CC(O)C(\C)=C\CC2=C(O)C(Cl)=C(C)C(C=O)=C2O INCHI=InChI=1S/C23H31ClO5/c1-12(19(27)10-23(5)13(2)7-9-18(26)15(23)4)6-8-16-21(28)17(11-25)14(3)20(24)22(16)29/h6,11,13,15,19,27-29H,7-10H2,1-5H3/b12-6+ INCHIAUX=XFTFIFNAWKMLKL-WUXMJOGZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847346 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847346 SCANS=429 193.03994750976562 177.0 203.06976318359375 279.0 229.08627319335938 218.0 229.99473571777344 189.0 239.04727172851562 2147.0 263.0555114746094 226.0 421.18408203125 6407.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847347 PEPMASS=607.165649 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_RC7_01_2984.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385348-01!7-[3-[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(4-methoxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1)C2=COC3=CC(OC4OC(CO)C(O)C(O)C4O[C@H]5OC[C@](O)(CO)[C@H]5O)=CC=C3C2=O INCHI=InChI=1S/C27H30O13/c1-35-14-4-2-13(3-5-14)17-10-36-18-8-15(6-7-16(18)20(17)30)38-25-23(22(32)21(31)19(9-28)39-25)40-26-24(33)27(34,11-29)12-37-26/h2-8,10,19,21-26,28-29,31-34H,9,11-12H2,1H3/t19?,21?,22?,23?,24-,25?,26+,27+/m0/s1 INCHIAUX=TUUBGLDJKKCMRH-NNNVMGKSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847347 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847347 SCANS=220 132.02020263671875 276.0 136.61866760253906 198.0 137.13461303710938 71.0 142.60382080078125 248.0 145.3707275390625 190.0 151.34947204589844 101.0 208.05068969726562 475.0 224.04400634765625 279.0 233.06170654296875 137.0 251.0409698486328 140.0 252.04261779785156 8602.0 253.0411376953125 190.0 264.7539367675781 220.0 265.3830261230469 71.0 265.5719909667969 136.0 266.78759765625 59.0 266.95477294921875 111.0 267.0664367675781 70853.0 267.7569274902344 89.0 268.06817626953125 499.0 269.97479248046875 161.0 277.56024169921875 213.0 278.39471435546875 172.0 281.0831604003906 196.0 293.09259033203125 146.0 561.1571655273438 129.0 927.5804443359375 59.0 1070.3751220703125 69.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847350 PEPMASS=621.181213 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C7_RC7_01_2984.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385338-01!4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(OC)=C1OC)C2C3C(COC3=O)CC4=C(OC5OC(CO)C(O)C(O)C5O)C6=C(OCO6)C=C24 INCHI=InChI=1S/C28H32O13/c1-34-15-5-11(6-16(35-2)25(15)36-3)19-13-7-17-26(39-10-38-17)24(14(13)4-12-9-37-27(33)20(12)19)41-28-23(32)22(31)21(30)18(8-29)40-28/h5-7,12,18-23,28-32H,4,8-10H2,1-3H3 INCHIAUX=PAIASCMUTMHGHU-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847350 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847350 SCANS=249 109.03057861328125 297.0 149.025634765625 251.0 173.06344604492188 329.0 195.04782104492188 181.0 197.0171356201172 256.0 200.8389129638672 68.0 200.9471893310547 102.0 205.2404022216797 94.0 207.04917907714844 195.0 217.68637084960938 263.0 228.0432586669922 173.0 236.39552307128906 148.0 281.0423278808594 162.0 299.0583190917969 320.0 313.07867431640625 296.0 339.0845947265625 316.0 341.1328430175781 228.0 353.1539611816406 205.0 355.0867614746094 428.0 369.1308288574219 119.0 383.07611083984375 575.0 384.11279296875 167.0 385.1385192871094 481.0 395.10833740234375 1054.0 395.1472473144531 252.0 396.1166687011719 211.0 398.1171569824219 266.0 413.1258850097656 11335.0 413.21392822265625 178.0 580.48291015625 64.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847352 PEPMASS=325.068512 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_BA5_01_3247.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179760-02!4,5-dihydroxy-9,10-dioxo-3-propylanthracene-2-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCC1=C(C=C2C(=O)C3=C(C(O)=CC=C3)C(=O)C2=C1O)C(O)=O INCHI=InChI=1S/C18H14O6/c1-2-4-8-10(18(23)24)7-11-14(16(8)21)17(22)13-9(15(11)20)5-3-6-12(13)19/h3,5-7,19,21H,2,4H2,1H3,(H,23,24) INCHIAUX=GBEKAVKMYUMWQR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847352 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847352 SCANS=358 224.0542449951172 468.0 252.04107666015625 370.0 281.0864562988281 3222.0 284.0327453613281 194.0 324.4905700683594 98.0 324.7925720214844 80.0 324.8948974609375 175.0 325.0776672363281 955.0 687.0958862304688 61.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847354 PEPMASS=429.099213 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_BA5_01_3247.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385567-01!6,8-dimethoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(OC)=C3OC(=O)C=CC3=C1 INCHI=InChI=1S/C17H20O10/c1-23-8-5-7-3-4-10(19)26-14(7)16(24-2)15(8)27-17-13(22)12(21)11(20)9(6-18)25-17/h3-5,9,11-13,17-18,20-22H,6H2,1-2H3/t9-,11-,12+,13-,17+/m1/s1 INCHIAUX=IKUQEFGEUOOPGY-QSDFBURQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847354 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847354 SCANS=158 75.98567962646484 178.0 123.9929428100586 88.0 163.00421142578125 219.0 206.02093505859375 1270.0 221.04446411132812 2554.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847356 PEPMASS=493.16626 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_BA5_01_3247.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384835-02![4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2,3-dihydroxy-2-[(4-hydroxyphenyl)methyl]butanoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)C(O)(CC1=CC=C(O)C=C1)C(=O)OCC2=CC=C(OC3OC(CO)C(O)C(O)C3O)C=C2 INCHI=InChI=1S/C24H30O11/c1-13(26)24(32,10-14-2-6-16(27)7-3-14)23(31)33-12-15-4-8-17(9-5-15)34-22-21(30)20(29)19(28)18(11-25)35-22/h2-9,13,18-22,25-30,32H,10-12H2,1H3 INCHIAUX=FKMASXTUONWHBB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847356 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847356 SCANS=195 114.63423919677734 170.0 123.96659851074219 235.0 135.0445556640625 267.0 163.0392608642578 206.0 181.0518798828125 656.0 207.0636444091797 191.0 225.0762939453125 7332.0 225.13760375976562 201.0 227.78836059570312 186.0 654.1514282226562 245.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847358 PEPMASS=539.171326 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_BA5_01_3247.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384835-02![4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2,3-dihydroxy-2-[(4-hydroxyphenyl)methyl]butanoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)C(O)(CC1=CC=C(O)C=C1)C(=O)OCC2=CC=C(OC3OC(CO)C(O)C(O)C3O)C=C2 INCHI=InChI=1S/C24H30O11/c1-13(26)24(32,10-14-2-6-16(27)7-3-14)23(31)33-12-15-4-8-17(9-5-15)34-22-21(30)20(29)19(28)18(11-25)35-22/h2-9,13,18-22,25-30,32H,10-12H2,1H3 INCHIAUX=FKMASXTUONWHBB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847358 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847358 SCANS=196 99.79122924804688 248.0 101.45629119873047 222.0 107.05076599121094 517.0 116.33125305175781 187.0 163.0445556640625 394.0 181.0531463623047 2613.0 225.0780792236328 33344.0 258.9200744628906 144.0 387.1533508300781 109.0 493.17376708984375 969.0 523.3043823242188 272.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847363 PEPMASS=1031.331299 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A5_BA5_01_3247.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381302-01![5-(3-acetyloxy-4,5-dihydroxy-6-methyloxan-2-yl)oxy-2-[4-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]-3,5-dihydroxy-2-[3-(4-hydroxyphenyl)propanoyl]phenoxy]-4-hydroxy-6-methyloxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(O)C(O)COC2C3=C(O)C(C(=O)CCC4=CC=C(O)C=C4)=C(OC5OC(C)C(OC6OC(C)C(O)C(O)C6OC(C)=O)C(O)C5OC(=O)\C=C\C7=CC=C(O)C=C7)C=C3O)C(O)C(O)C1O INCHI=InChI=1S/C49H60O24/c1-19-34(57)38(61)40(63)47(66-19)73-44-36(59)29(55)18-65-43(44)33-28(54)17-30(32(37(33)60)27(53)15-9-23-5-11-25(51)12-6-23)70-48-46(71-31(56)16-10-24-7-13-26(52)14-8-24)41(64)42(21(3)68-48)72-49-45(69-22(4)50)39(62)35(58)20(2)67-49/h5-8,10-14,16-17,19-21,29,34-36,38-49,51-52,54-55,57-64H,9,15,18H2,1-4H3/b16-10+ INCHIAUX=ZCDMPZRGEBDHMG-MHWRWJLKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847363 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847363 SCANS=288 78.19668579101562 123.0 87.47894287109375 181.0 88.15641021728516 126.0 93.03791809082031 351.0 93.10502624511719 141.0 95.0155258178711 270.0 95.65531158447266 310.0 98.1943130493164 304.0 100.8931655883789 515.0 101.02452850341797 238.0 105.03623962402344 890.0 107.01200103759766 291.0 107.0616455078125 88.0 108.99349212646484 273.0 113.14875793457031 183.0 117.28446197509766 155.0 117.93350219726562 125.0 119.04843139648438 3885.0 121.02388000488281 301.0 123.04251861572266 713.0 124.95677185058594 186.0 125.02435302734375 1025.0 125.78750610351562 205.0 125.92631530761719 176.0 127.04122161865234 256.0 131.05320739746094 100.0 135.0463409423828 228.0 137.0237579345703 1357.0 137.0657196044922 442.0 138.03076171875 112.0 142.58155822753906 241.0 145.03045654296875 411.0 145.06822204589844 244.0 147.00894165039062 200.0 147.04595947265625 1015.0 149.02452087402344 2226.0 149.0572509765625 217.0 151.03968811035156 1161.0 151.45419311523438 121.0 151.82447814941406 126.0 152.01211547851562 104.0 155.0508575439453 384.0 155.12408447265625 78.0 159.04931640625 420.0 161.02297973632812 344.0 161.05508422851562 637.0 162.88888549804688 279.0 163.0396728515625 4045.0 163.0752716064453 615.0 164.04754638671875 232.0 165.02304077148438 299.0 165.05239868164062 331.0 166.02728271484375 819.0 166.59730529785156 186.0 167.0442352294922 111.0 167.1657257080078 107.0 168.00823974609375 98.0 170.02186584472656 204.0 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773.2550048828125 424.0 775.3045043945312 234.0 807.2680053710938 576.0 808.2780151367188 277.0 810.2788696289062 235.0 811.263671875 5611.0 812.2579956054688 1574.0 813.277099609375 145.0 818.500244140625 80.0 825.300537109375 1448.0 826.2723999023438 239.0 859.1729736328125 131.0 863.0546875 102.0 864.6195678710938 185.0 865.2127685546875 82.0 865.7100219726562 57.0 865.8281860351562 91.0 866.03173828125 193.0 867.18017578125 307.0 867.2937622070312 28191.0 867.5008544921875 61.0 867.5944213867188 80.0 867.6889038085938 105.0 867.87451171875 177.0 868.296875 4985.0 868.6925048828125 119.0 869.1513061523438 121.0 869.2874755859375 1013.0 869.3670654296875 147.0 885.30078125 5700.0 886.3045043945312 1457.0 890.1471557617188 62.0 1030.541748046875 133.0 1031.3272705078125 1448.0 1032.3316650390625 116.0 1032.6121826171875 97.0 1033.3978271484375 177.0 1092.9942626953125 204.0 1138.03857421875 283.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847366 PEPMASS=500.153046 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_RA12_01_2974.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380440-01!2-[[(E)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyl]amino]pentanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(\C=C\C(=O)NC(CCC(O)=O)C(O)=O)=CC2=C1OC(C2CO)C3=CC(OC)=C(O)C=C3 INCHI=InChI=1S/C25H27NO10/c1-34-19-11-14(4-6-18(19)28)23-16(12-27)15-9-13(10-20(35-2)24(15)36-23)3-7-21(29)26-17(25(32)33)5-8-22(30)31/h3-4,6-7,9-11,16-17,23,27-28H,5,8,12H2,1-2H3,(H,26,29)(H,30,31)(H,32,33)/b7-3+ INCHIAUX=VWYFHPLNVVPMNO-XVNBXDOJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847366 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847366 SCANS=235 128.02938842773438 274.0 129.01596069335938 192.0 146.04388427734375 1623.0 148.0508575439453 498.0 172.02377319335938 356.0 190.06265258789062 184.0 239.08140563964844 101.0 243.0857696533203 163.0 282.0931091308594 656.0 294.09515380859375 188.0 295.096923828125 182.0 297.11529541015625 1095.0 309.07672119140625 117.0 309.1022033691406 181.0 323.07269287109375 379.0 323.1034240722656 352.0 327.1377868652344 295.0 337.0953674316406 204.0 353.1109619140625 1227.0 379.14093017578125 119.0 381.1510314941406 119.0 423.13067626953125 362.0 426.1696472167969 276.0 436.35919189453125 239.0 456.1638488769531 234.0 470.140869140625 1463.0 482.12371826171875 174.0 500.15997314453125 2270.0 515.72998046875 148.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847367 PEPMASS=711.262329 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A12_RA12_01_2974.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380480-01![(2R,3S,4S,5R,6R)-6-[1,7-bis(4-hydroxyphenyl)-5-oxoheptan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dimethoxyphenyl)prop-2-enoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(OC)C=C(\C=C\C(=O)OC[C@H]2O[C@@H](OC(CCC3=CC=C(O)C=C3)CC(=O)CCC4=CC=C(O)C=C4)[C@H](O)[C@@H](O)[C@@H]2O)C=C1 INCHI=InChI=1S/C36H42O12/c1-44-29-17-9-24(19-30(29)45-2)10-18-32(40)46-21-31-33(41)34(42)35(43)36(48-31)47-28(16-8-23-5-13-26(38)14-6-23)20-27(39)15-7-22-3-11-25(37)12-4-22/h3-6,9-14,17-19,28,31,33-38,41-43H,7-8,15-16,20-21H2,1-2H3/b18-10+/t28?,31-,33-,34+,35-,36-/m1/s1 INCHIAUX=FRZOQPPWSKEZAA-QBZXRRNTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847367 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847367 SCANS=335 83.05188751220703 256.0 84.41852569580078 183.0 111.12348937988281 156.0 116.51761627197266 304.0 123.8471908569336 97.0 125.02350616455078 173.0 145.06674194335938 226.0 146.45785522460938 80.0 147.04331970214844 147.0 149.0222625732422 281.0 149.05966186523438 1203.0 149.35862731933594 206.0 159.07330322265625 191.0 161.02320861816406 59.0 162.0665740966797 157.0 164.04833984375 245.0 164.3164825439453 108.0 172.05288696289062 251.0 177.01873779296875 280.0 177.05496215820312 334.0 187.07044982910156 261.0 187.91815185546875 192.0 189.05462646484375 221.0 189.09152221679688 18323.0 189.21751403808594 89.0 189.91952514648438 92.0 190.0644073486328 339.0 191.0320281982422 444.0 192.0457305908203 291.0 192.13743591308594 165.0 192.6094207763672 151.0 201.03009033203125 225.0 204.48956298828125 120.0 205.086181640625 3155.0 205.7866668701172 73.0 206.05767822265625 3925.0 206.59957885742188 139.0 206.66734313964844 170.0 207.06607055664062 8034.0 207.94700622558594 76.0 208.0713348388672 109.0 217.0888214111328 264.0 221.08258056640625 8816.0 222.07855224609375 213.0 233.07504272460938 57.0 247.10826110839844 284.0 248.7538299560547 384.0 249.07569885253906 7797.0 250.08070373535156 333.0 275.086669921875 246.0 278.1145324707031 104.0 279.0873107910156 98.0 293.83477783203125 176.0 294.8040771484375 71.0 294.9064025878906 83.0 295.1337585449219 20973.0 296.1287841796875 344.0 296.166015625 62.0 297.8532409667969 180.0 309.0992736816406 922.0 359.17877197265625 268.0 650.6058959960938 747.0 1660.384765625 130.0 1841.64453125 340.0 1986.652587890625 156.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847370 PEPMASS=505.234131 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_RE4_01_2993.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384856-01![(E,2R)-5-(3-chloro-5-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl] 3-methylbutanoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC(=O)O[C@H](C[C@@]1(C)[C@H](C)CCC(=O)[C@@H]1C)C(\C)=C\CC2=C(O)C(C=O)=C(C)C(Cl)=C2O INCHI=InChI=1S/C28H39ClO6/c1-15(2)12-24(32)35-23(13-28(7)17(4)9-11-22(31)19(28)6)16(3)8-10-20-26(33)21(14-30)18(5)25(29)27(20)34/h8,14-15,17,19,23,33-34H,9-13H2,1-7H3/b16-8+/t17-,19+,23-,28+/m1/s1 INCHIAUX=CJUHWKPMXGYAGR-CVGSNDQKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847370 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847370 SCANS=523 101.06169891357422 1075.0 186.0749969482422 244.0 199.0792999267578 360.0 205.30709838867188 365.0 209.0041961669922 513.0 213.0613555908203 173.0 237.07089233398438 265.0 263.044189453125 151.0 264.0580749511719 1321.0 265.05877685546875 290.0 279.69439697265625 109.0 317.1055908203125 349.0 399.4264831542969 166.0 401.15264892578125 407.0 402.1373596191406 82.0 402.2030334472656 143.0 403.1693115234375 21986.0 403.3053283691406 101.0 403.4778747558594 62.0 404.1807556152344 551.0 459.2970886230469 62.0 505.2323303222656 867.0 1658.1793212890625 90.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847372 PEPMASS=697.225525 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_RE4_01_2993.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384863-01![(E)-3-[4-[1-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxypropan-2-yl]oxy-3,5-dimethoxyphenyl]prop-2-enyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC=C1O)C(O)C(COC(=O)\C=C\C2=CC=C(O)C=C2)OC3=C(OC)C=C(\C=C\COC(=O)\C=C\C4=CC=C(O)C=C4)C=C3OC INCHI=InChI=1S/C39H38O12/c1-46-32-23-28(12-17-31(32)42)38(45)35(24-50-37(44)19-11-26-8-15-30(41)16-9-26)51-39-33(47-2)21-27(22-34(39)48-3)5-4-20-49-36(43)18-10-25-6-13-29(40)14-7-25/h4-19,21-23,35,38,40-42,45H,20,24H2,1-3H3/b5-4+,18-10+,19-11+ INCHIAUX=IKHAPHPJWABCCU-WGSZPKJISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847372 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847372 SCANS=378 77.67646789550781 293.0 89.02410888671875 291.0 108.71434020996094 118.0 117.0346450805664 503.0 119.05065155029297 3333.0 145.03082275390625 4829.0 145.0894012451172 80.0 145.10984802246094 258.0 149.02169799804688 220.0 149.86788940429688 105.0 162.03176879882812 756.0 163.00527954101562 198.0 163.04058837890625 11082.0 165.0536651611328 73.0 195.06893920898438 340.0 297.1244812011719 218.0 327.0866394042969 228.0 355.132080078125 202.0 551.1968994140625 800.0 613.1895141601562 100.0 653.279541015625 227.0 697.2349853515625 3461.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847374 PEPMASS=1083.580078 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_RE4_01_2993.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384896-01!3-[6,12,22-tris(2-amino-2-oxoethyl)-19-(hydroxymethyl)-9-[(4-hydroxyphenyl)methyl]-16-(11-methyltridecyl)-2,5,8,11,14,18,21,24-octaoxo-1,4,7,10,13,17,20,23-octazabicyclo[23.3.0]octacosan-3-yl]propanamide [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)CCCCCCCCCCC1CC(=O)NC(CC(N)=O)C(=O)NC(CC2=CC=C(O)C=C2)C(=O)NC(CC(N)=O)C(=O)NC(CCC(N)=O)C(=O)N3CCCC3C(=O)NC(CC(N)=O)C(=O)NC(CO)C(=O)N1 INCHI=InChI=1S/C51H80N12O14/c1-3-29(2)13-10-8-6-4-5-7-9-11-14-31-24-44(70)57-35(25-41(53)67)46(72)59-34(23-30-16-18-32(65)19-17-30)45(71)60-36(26-42(54)68)47(73)58-33(20-21-40(52)66)51(77)63-22-12-15-39(63)50(76)61-37(27-43(55)69)48(74)62-38(28-64)49(75)56-31/h16-19,29,31,33-39,64-65H,3-15,20-28H2,1-2H3,(H2,52,66)(H2,53,67)(H2,54,68)(H2,55,69)(H,56,75)(H,57,70)(H,58,73)(H,59,72)(H,60,71)(H,61,76)(H,62,74) INCHIAUX=SYWSRNVDWIDEAD-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847374 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847374 SCANS=354 96.01229095458984 575.0 98.02693176269531 303.0 99.0239486694336 375.0 102.19976806640625 237.0 109.04540252685547 1028.0 110.02925872802734 893.0 111.02333068847656 445.0 113.03540802001953 1169.0 127.05094909667969 1342.0 134.0616455078125 367.0 137.07106018066406 426.0 138.05502319335938 193.0 141.0311279296875 163.0 141.16741943359375 88.0 141.2117462158203 285.0 144.08009338378906 326.0 152.05381774902344 939.0 153.0304412841797 966.0 153.0802764892578 85.0 162.05848693847656 249.0 162.5337371826172 137.0 163.0838165283203 248.0 166.06484985351562 324.0 167.0471954345703 262.0 170.05703735351562 2793.0 170.0944061279297 2735.0 171.09840393066406 84.0 174.05174255371094 263.0 177.07174682617188 204.0 179.08294677734375 622.0 180.0791473388672 1422.0 181.0580291748047 322.0 181.09803771972656 218.0 182.0668182373047 155.0 182.09637451171875 115.0 184.1175079345703 285.0 186.08560180664062 298.0 195.07672119140625 550.0 196.06996154785156 264.0 198.08396911621094 150.0 205.0663299560547 178.0 206.09092712402344 252.0 207.07901000976562 538.0 211.08641052246094 249.0 213.1069793701172 232.0 215.0860595703125 195.0 217.05722045898438 309.0 223.11639404296875 201.0 223.49349975585938 172.0 223.95677185058594 86.0 224.07044982910156 2917.0 224.10763549804688 332.0 225.069091796875 335.0 226.08172607421875 484.0 227.0767364501953 210.0 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678.5178833007812 236.0 684.2813110351562 142.0 702.2807006835938 319.0 715.26171875 266.0 719.312744140625 202.0 758.4547119140625 170.0 769.4196166992188 175.0 776.4644165039062 712.0 777.47216796875 465.0 780.3146362304688 183.0 785.4478759765625 127.0 786.3059692382812 152.0 787.3150634765625 395.0 806.4754638671875 123.0 816.330322265625 93.0 823.5045776367188 153.0 828.4956665039062 130.0 831.481689453125 202.0 864.5223999023438 184.0 873.4758911132812 106.0 883.4924926757812 120.0 921.505859375 201.0 925.52978515625 130.0 955.5167236328125 117.0 970.5487670898438 111.0 995.8627319335938 54.0 1010.5709838867188 125.0 1032.7259521484375 83.0 1035.5487060546875 337.0 1045.4296875 76.0 1047.5731201171875 218.0 1048.597412109375 111.0 1053.5634765625 3059.0 1054.5638427734375 1232.0 1055.566162109375 416.0 1056.243408203125 149.0 1058.529052734375 60.0 1065.556396484375 763.0 1066.5533447265625 287.0 1083.585693359375 2268.0 1084.5859375 1445.0 1084.762451171875 96.0 1089.614990234375 260.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847376 PEPMASS=1129.584717 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E4_RE4_01_2993.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384896-01!3-[6,12,22-tris(2-amino-2-oxoethyl)-19-(hydroxymethyl)-9-[(4-hydroxyphenyl)methyl]-16-(11-methyltridecyl)-2,5,8,11,14,18,21,24-octaoxo-1,4,7,10,13,17,20,23-octazabicyclo[23.3.0]octacosan-3-yl]propanamide [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)CCCCCCCCCCC1CC(=O)NC(CC(N)=O)C(=O)NC(CC2=CC=C(O)C=C2)C(=O)NC(CC(N)=O)C(=O)NC(CCC(N)=O)C(=O)N3CCCC3C(=O)NC(CC(N)=O)C(=O)NC(CO)C(=O)N1 INCHI=InChI=1S/C51H80N12O14/c1-3-29(2)13-10-8-6-4-5-7-9-11-14-31-24-44(70)57-35(25-41(53)67)46(72)59-34(23-30-16-18-32(65)19-17-30)45(71)60-36(26-42(54)68)47(73)58-33(20-21-40(52)66)51(77)63-22-12-15-39(63)50(76)61-37(27-43(55)69)48(74)62-38(28-64)49(75)56-31/h16-19,29,31,33-39,64-65H,3-15,20-28H2,1-2H3,(H2,52,66)(H2,53,67)(H2,54,68)(H2,55,69)(H,56,75)(H,57,70)(H,58,73)(H,59,72)(H,60,71)(H,61,76)(H,62,74) INCHIAUX=SYWSRNVDWIDEAD-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847376 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847376 SCANS=353 73.04500579833984 184.0 81.0201644897461 195.0 82.03012084960938 558.0 95.02969360351562 871.0 96.01046752929688 5790.0 96.55146026611328 93.0 97.0423583984375 1456.0 98.02732849121094 2357.0 98.0818862915039 100.0 99.02511596679688 536.0 106.91946411132812 105.0 107.95931243896484 97.0 109.04505920410156 2460.0 110.02529907226562 1430.0 111.02070617675781 2232.0 111.06066131591797 654.0 112.02710723876953 299.0 113.03699493408203 8428.0 113.07416534423828 755.0 113.78150177001953 267.0 114.02247619628906 471.0 114.87093353271484 274.0 115.3298568725586 155.0 117.70465850830078 77.0 118.24109649658203 137.0 119.28955078125 118.0 122.45120239257812 132.0 125.0366439819336 3069.0 127.05107116699219 5985.0 127.45611572265625 524.0 128.04367065429688 189.0 129.89059448242188 262.0 132.0509490966797 247.0 134.06150817871094 517.0 135.02024841308594 228.0 137.07102966308594 682.0 137.50440979003906 532.0 137.70950317382812 116.0 138.06112670898438 1105.0 138.79153442382812 88.0 139.01449584960938 59.0 139.04859924316406 543.0 144.0816192626953 945.0 146.03909301757812 243.0 146.06105041503906 150.0 151.0765838623047 361.0 151.43096923828125 171.0 152.04522705078125 6894.0 152.64002990722656 269.0 153.02963256835938 7218.0 153.06692504882812 1118.0 154.06207275390625 425.0 154.6038818359375 85.0 155.04544067382812 385.0 162.056396484375 2089.0 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INCHI=InChI=1S/C25H26O7/c1-15(2)5-7-18-13-16(6-12-20(18)27)14-25(24(29)31-4)21(22(30-3)23(28)32-25)17-8-10-19(26)11-9-17/h5-6,8-13,26-27H,7,14H2,1-4H3 INCHIAUX=FCSKUNOKIVAIKK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847385 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847385 SCANS=400 78.84313201904297 152.0 122.98824310302734 73.0 127.01451110839844 135.0 131.05654907226562 107.0 132.3792724609375 191.0 133.0286407470703 1004.0 144.2872314453125 191.0 151.26382446289062 142.0 160.5299835205078 271.0 204.035400390625 142.0 205.0130157470703 13496.0 205.11265563964844 95.0 247.97898864746094 281.0 248.0331268310547 13661.0 261.31378173828125 75.0 262.5165100097656 129.0 262.5989685058594 176.0 263.05718994140625 23482.0 263.12994384765625 371.0 263.1676025390625 83.0 265.0731506347656 252.0 282.5143737792969 116.0 437.1609191894531 775.0 534.9761962890625 122.0 1016.586181640625 209.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847388 PEPMASS=1097.478027 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_RC6_01_3164.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381093-01!(2S,3S)-2-[(2S,4R,5R,6R)-4-[(4R,5S,6R)-4-[(2S,4S,5R,6R)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-6-[(2S,4R,5R,6R)-4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-methoxy-6-methyloxan-2-yl]oxy-8,9-dihydroxy-7-methyl-3,4-dihydro-2H-anthracen-1-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CO[C@@H]([C@@H]1CC2=CC3=CC(O[C@H]4C[C@@H](O[C@H]5C[C@@H](O)[C@H](O)[C@@H](C)O5)[C@H](OC)[C@@H](C)O4)=C(C)C(O)=C3C(O)=C2C(=O)[C@H]1O[C@H]6C[C@@H](OC7C[C@@H](O[C@H]8C[C@](C)(O)[C@H](O)[C@@H](C)O8)[C@@H](O)[C@@H](C)O7)[C@H](O)[C@@H](C)O6)C(=O)[C@@H](O)[C@@H](C)O INCHI=InChI=1S/C53H78O24/c1-19-30(73-36-17-33(49(66-9)24(6)71-36)76-34-14-29(55)43(58)21(3)68-34)13-27-11-26-12-28(50(67-10)48(63)42(57)20(2)54)51(47(62)40(26)46(61)39(27)41(19)56)77-37-16-31(44(59)23(5)70-37)74-35-15-32(45(60)22(4)69-35)75-38-18-53(8,65)52(64)25(7)72-38/h11,13,20-25,28-29,31-38,42-45,49-52,54-61,64-65H,12,14-18H2,1-10H3/t20-,21-,22-,23-,24-,25-,28+,29-,31-,32-,33-,34+,35?,36+,37+,38+,42+,43-,44-,45+,49-,50+,51+,52-,53+/m1/s1 INCHIAUX=GRZRQKSQIMICPO-RSCYJRMKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847388 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847388 SCANS=301 188.93321228027344 207.0 259.7942199707031 238.0 464.89166259765625 290.0 522.1654663085938 72.0 675.2732543945312 215.0 676.1546630859375 175.0 677.4778442382812 65.0 692.2421875 82.0 805.33447265625 133.0 949.4063110351562 2767.0 950.397705078125 370.0 954.0858764648438 171.0 955.1124267578125 150.0 959.4766235351562 386.0 1053.4576416015625 313.0 1054.5362548828125 135.0 1096.444091796875 62.0 1097.483154296875 15322.0 1097.586669921875 474.0 1098.22509765625 148.0 1098.47119140625 3215.0 1099.5006103515625 189.0 1099.64013671875 167.0 1103.4031982421875 101.0 1322.8687744140625 112.0 1323.0447998046875 250.0 1586.3843994140625 226.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847390 PEPMASS=1139.490356 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_RC6_01_3164.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381097-01![(2R,3R,4S,6S)-6-[(2R,3S,4R)-6-[(2R,3R,4R,6S)-6-[[(2S,3S)-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-6-[(2S,4R,5R,6R)-4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-methoxy-6-methyloxan-2-yl]oxy-8,9-dihydroxy-7-methyl-1-oxo-3,4-dihydro-2H-anthracen-2-yl]oxy]-3-hydroxy-2-methyloxan-4-yl]oxy-3-hydroxy-2-methyloxan-4-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CO[C@@H]([C@@H]1CC2=CC3=CC(O[C@H]4C[C@@H](O[C@H]5C[C@@H](O)[C@H](O)[C@@H](C)O5)[C@H](OC)[C@@H](C)O4)=C(C)C(O)=C3C(O)=C2C(=O)[C@H]1O[C@H]6C[C@@H](OC7C[C@@H](O[C@H]8C[C@](C)(O)[C@H](OC(C)=O)[C@@H](C)O8)[C@@H](O)[C@@H](C)O7)[C@H](O)[C@@H](C)O6)C(=O)[C@@H](O)[C@@H](C)O INCHI=InChI=1S/C55H80O25/c1-20-32(76-38-18-35(51(68-10)25(6)73-38)79-36-15-31(58)45(61)22(3)70-36)14-29-12-28-13-30(52(69-11)50(66)44(60)21(2)56)53(49(65)42(28)48(64)41(29)43(20)59)80-39-17-33(46(62)24(5)72-39)77-37-16-34(47(63)23(4)71-37)78-40-19-55(9,67)54(26(7)74-40)75-27(8)57/h12,14,21-26,30-31,33-40,44-47,51-54,56,58-64,67H,13,15-19H2,1-11H3/t21-,22-,23-,24-,25-,26-,30+,31-,33-,34-,35-,36+,37?,38+,39+,40+,44+,45-,46-,47+,51-,52+,53+,54-,55+/m1/s1 INCHIAUX=DWKUSIQEYCEKNA-PGYZNXCJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847390 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847390 SCANS=341 130.99172973632812 107.0 134.6143341064453 118.0 137.04257202148438 74.0 154.6842803955078 125.0 165.0503387451172 227.0 176.16749572753906 163.0 180.06027221679688 305.0 183.01730346679688 73.0 202.0712432861328 161.0 213.05679321289062 231.0 215.0782012939453 476.0 217.079345703125 150.0 241.05099487304688 413.0 242.0716552734375 206.0 244.06690979003906 218.0 253.04879760742188 302.0 254.05909729003906 87.0 255.05978393554688 598.0 267.06707763671875 259.0 268.0899658203125 419.0 269.0459289550781 22783.0 270.0543518066406 4126.0 271.059326171875 2403.0 274.0389404296875 287.0 282.06536865234375 132.0 283.06414794921875 430.0 285.0904541015625 358.0 296.0645751953125 191.0 297.0760803222656 554.0 315.0763244628906 149.0 323.433837890625 158.0 324.0636901855469 1430.0 325.0672912597656 493.0 326.9334716796875 123.0 341.0656433105469 3985.0 341.5349426269531 94.0 342.0609130859375 396.0 345.1352844238281 154.0 369.0926513671875 332.0 373.0760803222656 354.0 401.1304931640625 167.0 417.11810302734375 153.0 418.12030029296875 207.0 429.1014404296875 267.0 468.697509765625 224.0 470.80133056640625 135.0 496.99432373046875 154.0 513.176025390625 114.0 513.3119506835938 160.0 521.1072387695312 217.0 527.1923217773438 343.0 529.1890258789062 115.0 536.9762573242188 291.0 542.3936767578125 129.0 543.8120727539062 74.0 544.1930541992188 3643.0 545.2019653320312 2348.0 546.1968383789062 137.0 547.0049438476562 149.0 548.1997680664062 357.0 558.210693359375 250.0 559.2127685546875 160.0 560.1806640625 153.0 569.2130126953125 343.0 573.2241821289062 222.0 581.7041625976562 113.0 587.1925048828125 163.0 589.253173828125 131.0 599.2103271484375 1356.0 601.1793212890625 127.0 616.2101440429688 407.0 616.2718505859375 77.0 657.2683715820312 119.0 660.2700805664062 134.0 692.2710571289062 490.0 708.2608032226562 207.0 716.2542114257812 280.0 717.2745971679688 835.0 718.281982421875 303.0 787.3839721679688 158.0 789.3190307617188 383.0 821.3233642578125 121.0 901.3119506835938 71.0 931.4049072265625 447.0 988.6871948242188 112.0 989.9081420898438 169.0 991.4151000976562 7483.0 991.8093872070312 239.0 992.42431640625 3405.0 993.1216430664062 198.0 993.4176025390625 512.0 1063.4315185546875 294.0 1064.4405517578125 422.0 1089.4610595703125 217.0 1095.475341796875 343.0 1096.48681640625 260.0 1139.244873046875 159.0 1139.4180908203125 409.0 1139.49072265625 3938.0 1140.41650390625 193.0 1140.489013671875 1793.0 1141.484130859375 223.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847392 PEPMASS=1181.501709 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_RC6_01_3164.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381094-01![(2R,3R,4R,6S)-6-[[(6S,7S)-6-[(2S,4R,5R,6R)-4-[(4R,5S,6R)-4-[(2S,4S,5R,6R)-5-acetyloxy-4-hydroxy-4,6-dimethyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-7-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-4,10-dihydroxy-3-methyl-5-oxo-7,8-dihydro-6H-anthracen-2-yl]oxy]-4-[(2S,4R,5S,6R)-4-hydroxy-5-methoxy-6-methyloxan-2-yl]oxy-2-methyloxan-3-yl] acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CO[C@@H]([C@@H]1CC2=CC3=CC(O[C@H]4C[C@@H](O[C@H]5C[C@@H](O)[C@H](OC)[C@@H](C)O5)[C@H](OC(C)=O)[C@@H](C)O4)=C(C)C(O)=C3C(O)=C2C(=O)[C@H]1O[C@H]6C[C@@H](OC7C[C@@H](O[C@H]8C[C@](C)(O)[C@H](OC(C)=O)[C@@H](C)O8)[C@@H](O)[C@@H](C)O7)[C@H](O)[C@@H](C)O6)C(=O)[C@@H](O)[C@@H](C)O INCHI=InChI=1S/C57H82O26/c1-21-34(79-40-19-37(53(26(6)75-40)77-28(8)59)82-38-16-33(61)52(70-11)25(5)74-38)15-31-13-30-14-32(54(71-12)51(68)46(63)22(2)58)55(50(67)44(30)49(66)43(31)45(21)62)83-41-18-35(47(64)24(4)73-41)80-39-17-36(48(65)23(3)72-39)81-42-20-57(10,69)56(27(7)76-42)78-29(9)60/h13,15,22-27,32-33,35-42,46-48,52-56,58,61-66,69H,14,16-20H2,1-12H3/t22-,23-,24-,25-,26-,27-,32+,33-,35-,36-,37-,38+,39?,40+,41+,42+,46+,47-,48+,52-,53-,54+,55+,56-,57+/m1/s1 INCHIAUX=ZYVSOIYQKUDENJ-YVQLHGKOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847392 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847392 SCANS=390 71.01866149902344 392.0 72.4191665649414 148.0 101.01710510253906 313.0 115.03722381591797 177.0 138.0094757080078 240.0 141.04783630371094 74.0 148.3877716064453 194.0 180.05955505371094 68.0 197.0550537109375 290.0 201.06866455078125 228.0 210.84568786621094 127.0 211.26095581054688 91.0 212.88812255859375 126.0 214.06678771972656 457.0 225.0583953857422 565.0 227.0568389892578 219.0 228.0357666015625 68.0 240.0386199951172 282.0 241.04820251464844 1033.0 242.05731201171875 1835.0 243.0688934326172 341.0 250.06016540527344 265.0 251.06790161132812 241.0 252.080810546875 293.0 253.0523681640625 696.0 254.05838012695312 674.0 255.06051635742188 656.0 258.9910583496094 153.0 265.24017333984375 130.0 266.0639343261719 196.0 267.0670471191406 410.0 268.0705261230469 470.0 269.0458984375 38286.0 269.1138000488281 135.0 269.1460876464844 151.0 269.6596984863281 117.0 269.92333984375 54.0 270.0508728027344 5203.0 270.45465087890625 161.0 271.06134033203125 3722.0 272.0677795410156 153.0 279.1691589355469 134.0 279.2310791015625 95.0 281.0789794921875 310.0 282.0514221191406 529.0 283.05950927734375 1122.0 284.065185546875 231.0 285.0755615234375 264.0 286.05084228515625 94.0 295.0586853027344 842.0 296.07171630859375 254.0 298.04193115234375 193.0 299.0578308105469 663.0 313.0704650878906 81.0 313.9579162597656 244.0 322.0628967285156 222.0 323.0577697753906 240.0 324.064453125 1792.0 325.0739440917969 677.0 329.3376770019531 150.0 332.580322265625 79.0 341.063720703125 4350.0 341.3542785644531 133.0 342.06494140625 547.0 347.11114501953125 193.0 356.09735107421875 661.0 373.0951232910156 677.0 374.1098327636719 227.0 400.1070556640625 165.0 403.1207580566406 81.0 415.1439208984375 277.0 417.096435546875 210.0 462.7068176269531 138.0 487.5951843261719 115.0 505.1580505371094 257.0 511.2096252441406 311.0 515.1853637695312 175.0 526.2106323242188 178.0 527.1836547851562 84.0 534.10595703125 60.0 537.2069091796875 315.0 541.2088623046875 71.0 548.7111206054688 200.0 560.01025390625 257.0 567.2302856445312 153.0 571.2238159179688 268.0 583.2166137695312 90.0 585.3384399414062 183.0 585.7874145507812 107.0 586.2059326171875 6749.0 586.2916870117188 87.0 587.2128295898438 6998.0 587.8690795898438 147.0 588.2233276367188 488.0 589.0209350585938 189.0 600.2328491210938 123.0 601.218994140625 139.0 611.2191772460938 179.0 612.22412109375 189.0 613.2548217773438 109.0 616.2029418945312 189.0 641.2107543945312 1819.0 642.2594604492188 104.0 658.1806640625 119.0 658.2240600585938 1111.0 659.2220458984375 355.0 671.2606201171875 186.0 702.2494506835938 143.0 709.2559204101562 227.0 716.2728271484375 102.0 717.2689208984375 438.0 718.287109375 349.0 719.3229370117188 181.0 734.289306640625 511.0 735.277587890625 149.0 736.2677001953125 66.0 738.421142578125 172.0 789.3064575195312 102.0 973.4019165039062 267.0 1031.9490966796875 53.0 1033.428955078125 12725.0 1034.4306640625 3996.0 1035.4068603515625 315.0 1035.5430908203125 82.0 1038.9783935546875 67.0 1044.4716796875 94.0 1045.420654296875 214.0 1066.6593017578125 127.0 1105.3746337890625 246.0 1105.450927734375 515.0 1106.44091796875 285.0 1119.4478759765625 183.0 1132.3321533203125 177.0 1137.4683837890625 249.0 1138.4874267578125 344.0 1180.26513671875 121.0 1181.5003662109375 5492.0 1182.423583984375 258.0 1182.498291015625 2405.0 1182.86572265625 86.0 1183.5087890625 348.0 1629.600341796875 74.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847394 PEPMASS=1209.533325 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C6_RC6_01_3164.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381096-01![(2R,3R,4S,6S)-6-[(2R,3S,4R)-6-[(2R,3R,4R,6S)-6-[[(2S,3S)-6-[(2S,4R,5R,6R)-4-[(2S,4R,5S,6R)-5-acetyloxy-4-hydroxy-6-methyloxan-2-yl]oxy-5-methoxy-6-methyloxan-2-yl]oxy-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-8,9-dihydroxy-7-methyl-1-oxo-3,4-dihydro-2H-anthracen-2-yl]oxy]-3-hydroxy-2-methyloxan-4-yl]oxy-3-hydroxy-2-methyloxan-4-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] 2-methylpropanoate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CO[C@@H]([C@@H]1CC2=CC3=CC(O[C@H]4C[C@@H](O[C@H]5C[C@@H](O)[C@H](OC(C)=O)[C@@H](C)O5)[C@H](OC)[C@@H](C)O4)=C(C)C(O)=C3C(O)=C2C(=O)[C@H]1O[C@H]6C[C@@H](OC7C[C@@H](O[C@H]8C[C@](C)(O)[C@H](OC(=O)C(C)C)[C@@H](C)O8)[C@@H](O)[C@@H](C)O7)[C@H](O)[C@@H](C)O6)C(=O)[C@@H](O)[C@@H](C)O INCHI=InChI=1S/C59H86O26/c1-22(2)58(70)85-57-29(9)78-43(21-59(57,11)71)82-37-18-40(74-25(5)49(37)66)81-36-19-42(75-26(6)48(36)65)84-56-33(55(73-13)52(69)47(64)24(4)60)15-31-14-32-16-35(23(3)46(63)44(32)50(67)45(31)51(56)68)80-41-20-38(54(72-12)28(8)77-41)83-39-17-34(62)53(27(7)76-39)79-30(10)61/h14,16,22,24-29,33-34,36-43,47-49,53-57,60,62-67,71H,15,17-21H2,1-13H3/t24-,25-,26-,27-,28-,29-,33+,34-,36-,37-,38-,39+,40?,41+,42+,43+,47+,48-,49+,53-,54-,55+,56+,57-,59+/m1/s1 INCHIAUX=ARRRKSYGKYIGBH-KABRLWMDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847394 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847394 SCANS=437 71.01527404785156 273.0 85.03131103515625 215.0 99.06390380859375 124.0 101.02108764648438 278.0 101.06068420410156 235.0 101.26995086669922 113.0 103.04291534423828 194.0 132.7063446044922 117.0 160.35537719726562 179.0 168.05770874023438 300.0 187.9878692626953 260.0 198.07801818847656 292.0 201.0521240234375 199.0 203.02224731445312 237.0 212.0517578125 234.0 213.0545196533203 162.0 214.06033325195312 236.0 224.98976135253906 259.0 227.0740966796875 124.0 231.0922088623047 196.0 236.04290771484375 116.0 238.0972137451172 172.0 239.0738525390625 332.0 240.03761291503906 191.0 240.07582092285156 253.0 241.05307006835938 1168.0 242.0575408935547 833.0 243.07687377929688 340.0 247.0116729736328 313.0 249.05947875976562 292.0 251.0696258544922 209.0 252.0445098876953 282.0 253.04937744140625 578.0 254.0585479736328 164.0 255.0667724609375 829.0 256.067138671875 362.0 259.7534484863281 290.0 267.06494140625 1412.0 268.0372009277344 446.0 268.0731201171875 193.0 269.04669189453125 36396.0 270.0528259277344 3935.0 270.40032958984375 198.0 271.059814453125 3119.0 273.7771301269531 178.0 274.0642395019531 216.0 280.0220642089844 127.0 280.078125 242.0 281.044189453125 224.0 283.05682373046875 554.0 284.07275390625 111.0 285.08013916015625 192.0 286.04901123046875 143.0 289.2159729003906 129.0 294.048828125 206.0 295.0603332519531 390.0 296.0653381347656 271.0 297.07147216796875 235.0 298.0888366699219 210.0 301.0692138671875 437.0 302.04193115234375 240.0 306.0528564453125 480.0 307.05615234375 328.0 314.0577392578125 269.0 322.0474548339844 228.0 324.0654602050781 730.0 324.3570861816406 211.0 325.0696105957031 1136.0 341.0683288574219 3397.0 342.06512451171875 166.0 349.1002197265625 303.0 351.083984375 272.0 373.1023254394531 124.0 382.8721618652344 162.0 417.11566162109375 137.0 425.1233825683594 258.0 427.138427734375 200.0 469.1744079589844 91.0 485.1513977050781 127.0 493.17779541015625 266.0 499.1864318847656 167.0 508.025390625 143.0 509.9723815917969 255.0 515.2069091796875 271.0 527.1748657226562 131.0 557.2128295898438 89.0 557.250244140625 121.0 558.2130737304688 124.0 560.8135375976562 229.0 567.22314453125 100.0 569.234130859375 140.0 571.2261962890625 81.0 572.2249755859375 226.0 581.1931762695312 151.0 583.2103881835938 257.0 583.6077270507812 217.0 586.2042236328125 5879.0 587.1591186523438 204.0 587.2147216796875 4190.0 588.218994140625 376.0 591.5368041992188 155.0 600.2040405273438 207.0 601.2479248046875 190.0 603.24462890625 138.0 613.2471313476562 195.0 620.0341796875 170.0 629.2174682617188 245.0 630.2233276367188 228.0 637.2449340820312 335.0 637.8392333984375 118.0 640.2362670898438 103.0 641.193603515625 392.0 641.2252807617188 532.0 642.2244262695312 146.0 657.2517700195312 249.0 658.2437744140625 629.0 658.3496704101562 99.0 658.5755615234375 124.0 673.2509765625 131.0 674.2572021484375 195.0 702.2569580078125 96.0 734.2713012695312 570.0 735.2633056640625 171.0 744.2943115234375 164.0 745.337158203125 406.0 746.296630859375 258.0 819.374755859375 99.0 820.326904296875 112.0 912.7576293945312 279.0 947.4334106445312 131.0 1001.4390258789062 78.0 1027.38427734375 275.0 1058.934326171875 230.0 1061.367919921875 412.0 1061.4600830078125 9409.0 1061.8775634765625 166.0 1062.2735595703125 243.0 1062.361328125 174.0 1062.4595947265625 4052.0 1063.45703125 450.0 1064.382080078125 101.0 1077.4788818359375 138.0 1133.495361328125 268.0 1133.6390380859375 261.0 1134.4810791015625 65.0 1165.4091796875 68.0 1165.515869140625 784.0 1165.596435546875 187.0 1166.50537109375 528.0 1167.49267578125 156.0 1207.3402099609375 90.0 1208.0662841796875 137.0 1209.5391845703125 5490.0 1210.5386962890625 2148.0 1211.088134765625 142.0 1211.5361328125 478.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847396 PEPMASS=345.094818 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_BE5_01_3271.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381446-01!6,7-dihydroxy-5-[3-hydroxy-2-(methoxymethyl)-5-methylphenoxy]-4-methyl-3H-2-benzofuran-1-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COCC1=C(OC2=C(O)C(O)=C3C(=O)OCC3=C2C)C=C(C)C=C1O INCHI=InChI=1S/C18H18O7/c1-8-4-12(19)11(6-23-3)13(5-8)25-17-9(2)10-7-24-18(22)14(10)15(20)16(17)21/h4-5,19-21H,6-7H2,1-3H3 INCHIAUX=LQEYIIJYBJCNKH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847396 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847396 SCANS=307 149.03578186035156 245.0 175.04144287109375 236.0 177.0165252685547 217.0 179.02748107910156 259.0 197.1061553955078 253.0 199.07388305664062 164.0 218.01475524902344 210.0 225.09222412109375 141.0 269.08465576171875 480.0 285.0750732421875 455.0 313.0696105957031 1670.0 345.09478759765625 99.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847398 PEPMASS=423.234619 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/E5_BE5_01_3271.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384578-01!5-[5-(acetyloxymethyl)-1,2,4a-trimethyl-7-oxo-3,4,8,8a-tetrahydro-2H-naphthalen-1-yl]-3-methylpentanoic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CCC1(C)C(C)CCC2(C)C1CC(=O)C=C2COC(C)=O)CC(O)=O INCHI=InChI=1S/C22H34O5/c1-14(10-20(25)26)6-8-21(4)15(2)7-9-22(5)17(13-27-16(3)23)11-18(24)12-19(21)22/h11,14-15,19H,6-10,12-13H2,1-5H3,(H,25,26) INCHIAUX=OLDFOHABNQZMKB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847398 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847398 SCANS=397 122.3607406616211 163.0 317.2124938964844 926.0 375.5482482910156 144.0 377.23193359375 2938.0 377.3492736816406 56.0 431.2330627441406 285.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847400 PEPMASS=593.149902 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_RA11_01_3157.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385434-02!8-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2C(O)C(O)C(CO)OC2C3=C4OC(=CC(=O)C4=C(O)C=C3O)C5=CC=C(O)C=C5)C(O)C(O)C1O INCHI=InChI=1S/C27H30O15/c28-7-15-20(35)22(37)26(42-27-23(38)21(36)19(34)16(8-29)41-27)25(40-15)18-12(32)5-11(31)17-13(33)6-14(39-24(17)18)9-1-3-10(30)4-2-9/h1-6,15-16,19-23,25-32,34-38H,7-8H2 INCHIAUX=FYTOTHFWELWOCG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847400 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847400 SCANS=206 108.70658111572266 70.0 117.03411865234375 229.0 119.032470703125 242.0 159.0491180419922 278.0 161.02249145507812 211.0 175.00198364257812 145.0 175.0233612060547 388.0 221.05593872070312 395.0 269.04718017578125 2566.0 270.0513000488281 881.0 280.3668518066406 81.0 280.89080810546875 214.0 281.04071044921875 331.0 283.0575256347656 239.0 292.581298828125 128.0 292.7967834472656 110.0 293.0459899902344 10709.0 293.8336486816406 73.0 294.06805419921875 398.0 295.05145263671875 130.0 310.04779052734375 226.0 310.8716735839844 166.0 311.0533447265625 1540.0 312.05535888671875 249.0 312.4251403808594 177.0 312.4908142089844 90.0 314.041259765625 245.0 314.38592529296875 144.0 315.0441589355469 79.0 321.0834655761719 170.0 323.055419921875 174.0 325.06024169921875 132.0 340.0569152832031 194.0 353.06329345703125 408.0 364.0140075683594 63.0 413.0867614746094 6424.0 414.0888366699219 286.0 473.10955810546875 1789.0 585.5010986328125 134.0 592.072998046875 121.0 592.147216796875 563.0 593.155517578125 4482.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847402 PEPMASS=639.155273 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_RA11_01_3157.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385434-02!8-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2C(O)C(O)C(CO)OC2C3=C4OC(=CC(=O)C4=C(O)C=C3O)C5=CC=C(O)C=C5)C(O)C(O)C1O INCHI=InChI=1S/C27H30O15/c28-7-15-20(35)22(37)26(42-27-23(38)21(36)19(34)16(8-29)41-27)25(40-15)18-12(32)5-11(31)17-13(33)6-14(39-24(17)18)9-1-3-10(30)4-2-9/h1-6,15-16,19-23,25-32,34-38H,7-8H2 INCHIAUX=FYTOTHFWELWOCG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847402 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847402 SCANS=178 293.04791259765625 1720.0 293.4156188964844 296.0 311.052978515625 836.0 323.06341552734375 215.0 412.61676025390625 134.0 413.0923767089844 3054.0 593.14453125 3356.0 593.2138061523438 173.0 1682.69677734375 309.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847408 PEPMASS=769.400452 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_RA11_01_3157.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381070-01![(6R)-6-[(2S,3S,9R,13R,14S,16R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-11-oxo-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxoheptan-2-yl] acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)OC(C)(C)CCC(=O)[C@](C)(O)C1[C@H](O)C[C@@]2(C)C3CC=C4C(C[C@H](O)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C4(C)C)[C@]3(C)C(=O)C[C@]12C INCHI=InChI=1S/C38H60O13/c1-18(40)51-33(2,3)13-12-25(43)38(9,48)30-22(42)15-35(6)24-11-10-19-20(37(24,8)26(44)16-36(30,35)7)14-21(41)31(34(19,4)5)50-32-29(47)28(46)27(45)23(17-39)49-32/h10,20-24,27-32,39,41-42,45-48H,11-17H2,1-9H3/t20?,21-,22+,23+,24?,27+,28-,29+,30?,31+,32-,35-,36+,37-,38-/m0/s1 INCHIAUX=NRRXDXZXLJSBPH-QXOOQKBESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847408 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847408 SCANS=298 85.02882385253906 315.0 85.99959564208984 321.0 89.02534484863281 234.0 95.01054382324219 228.0 99.04795837402344 159.0 101.02517700195312 688.0 102.82705688476562 111.0 113.02356719970703 544.0 115.07719421386719 280.0 119.04695892333984 210.0 122.03509521484375 155.0 131.0747528076172 274.0 137.0589141845703 189.0 148.0506134033203 199.0 149.06060791015625 210.0 153.0947265625 238.0 155.10597229003906 681.0 159.02870178222656 474.0 161.04635620117188 2273.0 236.66700744628906 195.0 251.1344757080078 180.0 255.5744171142578 304.0 271.1651611328125 199.0 288.4163818359375 55.0 309.1893005371094 358.0 315.6037902832031 241.0 317.7981262207031 352.0 320.7287292480469 230.0 327.1949768066406 1093.0 335.0653991699219 525.0 335.21051025390625 138.0 339.18621826171875 188.0 345.2088623046875 1232.0 362.2151794433594 243.0 371.2242736816406 246.0 384.4320068359375 97.0 386.6820983886719 255.0 387.2646789550781 129.0 414.2284240722656 101.0 465.20001220703125 213.0 483.3101501464844 750.0 489.2706298828125 197.0 501.3106994628906 186.0 501.344970703125 187.0 503.2701110839844 209.0 505.2934265136719 166.0 507.2654724121094 1230.0 521.2670288085938 217.0 531.2462158203125 239.0 533.268310546875 204.0 547.2920532226562 250.0 565.3070068359375 733.0 575.2927856445312 283.0 576.2727661132812 233.0 597.30517578125 217.0 601.3304443359375 466.0 603.3456420898438 171.0 608.2820434570312 773.0 611.3045654296875 5747.0 611.94140625 177.0 612.3287963867188 350.0 612.3703002929688 335.0 615.1511840820312 74.0 619.3184814453125 169.0 622.60693359375 176.0 644.3108520507812 201.0 645.3663330078125 6542.0 646.3720703125 799.0 647.3472290039062 374.0 662.8013305664062 186.0 663.173583984375 183.0 663.3739624023438 13060.0 663.5025634765625 103.0 664.382080078125 1660.0 681.36279296875 469.0 682.3661499023438 165.0 705.3836059570312 9507.0 706.39111328125 1259.0 707.3715209960938 407.0 721.3843994140625 146.0 723.3956909179688 3969.0 723.4659423828125 242.0 723.895751953125 296.0 724.3809204101562 161.0 725.262939453125 126.0 755.6011352539062 309.0 756.9608154296875 56.0 765.0687255859375 162.0 767.0819091796875 62.0 767.4158325195312 117.0 769.4013061523438 5785.0 770.399658203125 901.0 774.1237182617188 171.0 1421.8314208984375 207.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847410 PEPMASS=746.395996 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/A11_RA11_01_3157.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381288-01!2-[2-[19-acetamido-6-(3,4-dicarboxybutanoyloxy)-16,18-dihydroxy-5,9-dimethylicosan-7-yl]oxy-2-oxoethyl]butanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCCCC(C)C(OC(=O)CC(CC(O)=O)C(O)=O)C(CC(C)CCCCCCC(O)CC(O)C(C)NC(C)=O)OC(=O)CC(CC(O)=O)C(O)=O INCHI=InChI=1S/C36H61NO15/c1-6-7-13-22(3)34(52-33(46)19-26(36(49)50)17-31(43)44)29(51-32(45)18-25(35(47)48)16-30(41)42)15-21(2)12-10-8-9-11-14-27(39)20-28(40)23(4)37-24(5)38/h21-23,25-29,34,39-40H,6-20H2,1-5H3,(H,37,38)(H,41,42)(H,43,44)(H,47,48)(H,49,50) INCHIAUX=GQCJWFPDXATUKS-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847410 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847410 SCANS=346 81.88025665283203 207.0 85.03244018554688 461.0 89.76696014404297 399.0 90.9256820678711 101.0 96.99383544921875 382.0 97.89474487304688 119.0 108.46879577636719 186.0 108.73043823242188 55.0 113.02346801757812 7865.0 114.05789184570312 314.0 114.99964141845703 52.0 131.03330993652344 1826.0 139.00738525390625 209.0 156.01458740234375 253.0 156.2017822265625 109.0 156.43240356445312 146.0 156.66043090820312 99.0 156.79922485351562 124.0 156.91343688964844 149.0 156.9418182373047 270.0 157.0142059326172 88036.0 157.0711669921875 48.0 157.16026306152344 84.0 157.34230041503906 104.0 157.46641540527344 179.0 157.50250244140625 174.0 157.6200408935547 316.0 158.01649475097656 426.0 160.90367126464844 160.0 164.78054809570312 67.0 165.4835205078125 79.0 166.45489501953125 81.0 175.0269012451172 3597.0 175.19876098632812 86.0 175.29119873046875 62.0 175.4956512451172 60.0 279.6237487792969 168.0 280.2356262207031 155.0 280.8846130371094 244.0 281.6448974609375 176.0 282.5097961425781 295.0 297.1983337402344 220.0 297.2505798339844 446.0 299.306884765625 121.0 306.1983337402344 71.0 326.7712707519531 183.0 368.14862060546875 200.0 371.1004943847656 179.0 371.916748046875 57.0 430.3659973144531 386.0 544.3677978515625 149.0 570.337646484375 217.0 587.45849609375 94.0 587.5545654296875 104.0 587.6786499023438 97.0 588.2630004882812 134.0 588.377197265625 21312.0 589.3724365234375 2243.0 589.8417358398438 89.0 621.4540405273438 286.0 726.2789306640625 128.0 727.8599243164062 109.0 728.3946533203125 1518.0 728.447998046875 182.0 728.5421142578125 146.0 729.3927001953125 343.0 736.6860961914062 60.0 745.0110473632812 92.0 746.395751953125 19890.0 746.5347290039062 131.0 747.3995971679688 1598.0 751.134521484375 142.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847412 PEPMASS=463.085358 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_RG5_01_3187.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179797-03!2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(OC3=C(C2=O)C(O)=CC(O)=C3)C4=CC(O)=C(O)C=C4)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15-,17+,18-,21+/m1/s1 INCHIAUX=OVSQVDMCBVZWGM-QSOFNFLRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847412 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847412 SCANS=200 100.60893249511719 154.0 144.8628387451172 229.0 151.0050506591797 245.0 227.0323028564453 192.0 255.0274200439453 481.0 255.18898010253906 436.0 271.0260925292969 1081.0 300.02581787109375 4629.0 301.03509521484375 4028.0 463.0888977050781 4539.0 463.1729736328125 226.0 1801.917724609375 199.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847414 PEPMASS=527.137268 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_RG5_01_3187.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381247-01!3-ethenyl-4-[2-(3,4,5-trihydroxybenzoyl)oxyethyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2OC=C(C(CCOC(=O)C3=CC(O)=C(O)C(O)=C3)C2C=C)C(O)=O)C(O)C(O)C1O INCHI=InChI=1S/C23H28O14/c1-2-10-11(3-4-34-21(33)9-5-13(25)16(27)14(26)6-9)12(20(31)32)8-35-22(10)37-23-19(30)18(29)17(28)15(7-24)36-23/h2,5-6,8,10-11,15,17-19,22-30H,1,3-4,7H2,(H,31,32) INCHIAUX=UGWAFWFSLCHCJD-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847414 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847414 SCANS=180 78.01156616210938 335.0 83.74667358398438 53.0 91.66724395751953 207.0 95.01078796386719 232.0 113.024169921875 242.0 116.82720947265625 111.0 125.02835083007812 1504.0 151.07318115234375 529.0 169.0146026611328 9835.0 169.08810424804688 222.0 179.05709838867188 191.0 179.08319091796875 260.0 179.50604248046875 254.0 195.06240844726562 895.0 213.07708740234375 164.0 251.05552673339844 180.0 303.0912170410156 222.0 321.103759765625 312.0 375.13397216796875 1701.0 526.4857177734375 318.0 527.142578125 4294.0 548.1058349609375 78.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847416 PEPMASS=607.163452 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_RG5_01_3187.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385120-01!7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2=CC(=O)C3=C(O)C=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)C=C3O2 INCHI=InChI=1S/C28H32O15/c1-10-21(33)23(35)25(37)27(39-10)43-26-24(36)22(34)19(9-29)42-28(26)40-12-6-14(31)20-15(32)8-16(41-18(20)7-12)11-3-4-13(30)17(5-11)38-2/h3-8,10,19,21-31,33-37H,9H2,1-2H3/t10-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1 INCHIAUX=LGOQXEQWOCSLEC-CYZBKYQRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847416 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847416 SCANS=225 162.93080139160156 57.0 166.3365478515625 284.0 198.68267822265625 56.0 229.9945526123047 249.0 284.03680419921875 2640.0 284.8816223144531 438.0 299.05712890625 10191.0 300.0571594238281 166.0 317.2648620605469 138.0 341.0619812011719 175.0 443.0984802246094 191.0 607.1622314453125 1957.0 608.1739501953125 253.0 630.197509765625 68.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847418 PEPMASS=653.16864 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_RG5_01_3187.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385120-01!7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2=CC(=O)C3=C(O)C=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)C=C3O2 INCHI=InChI=1S/C28H32O15/c1-10-21(33)23(35)25(37)27(39-10)43-26-24(36)22(34)19(9-29)42-28(26)40-12-6-14(31)20-15(32)8-16(41-18(20)7-12)11-3-4-13(30)17(5-11)38-2/h3-8,10,19,21-31,33-37H,9H2,1-2H3/t10-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1 INCHIAUX=LGOQXEQWOCSLEC-CYZBKYQRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847418 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847418 SCANS=224 144.714111328125 268.0 255.0312957763672 369.0 283.02374267578125 887.0 283.2859191894531 150.0 283.82391357421875 155.0 284.0303955078125 220.0 285.04547119140625 171.0 298.0559387207031 416.0 298.14111328125 152.0 298.75042724609375 77.0 298.9286193847656 163.0 299.0566101074219 3769.0 300.04315185546875 366.0 369.0846862792969 185.0 447.0928649902344 142.0 592.150634765625 209.0 607.1677856445312 4275.0 609.1583251953125 112.0 611.293701171875 91.0 834.6429443359375 169.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847420 PEPMASS=665.386841 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G5_RG5_01_3187.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169960-03!(2E,4E)-12-[(10E,12E)-13-carboxy-3-hydroxy-2-(hydroxymethyl)-8,10,12-trimethyltrideca-10,12-dienoyl]oxy-13-(hydroxymethyl)-3,5,7-trimethyltetradeca-2,4-dienedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CCCCC(O)C(CO)C(=O)OC(CCCCC(C)C\C(C)=C\C(C)=C\C(O)=O)C(CO)C(O)=O)C\C(C)=C\C(C)=C\C(O)=O INCHI=InChI=1S/C36H58O11/c1-23(15-25(3)17-27(5)19-33(40)41)11-7-9-13-31(39)29(21-37)36(46)47-32(30(22-38)35(44)45)14-10-8-12-24(2)16-26(4)18-28(6)20-34(42)43/h17-20,23-24,29-32,37-39H,7-16,21-22H2,1-6H3,(H,40,41)(H,42,43)(H,44,45)/b25-17+,26-18+,27-19+,28-20+ INCHIAUX=DQBXBQIOPVLJEV-SLTMLOGKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847420 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847420 SCANS=412 71.01375579833984 257.0 107.05152130126953 227.0 127.5721664428711 160.0 153.12425231933594 159.0 165.11102294921875 135.0 168.1245880126953 283.0 174.4381561279297 124.0 177.15872192382812 252.0 177.23890686035156 151.0 207.17520141601562 1595.0 233.15550231933594 212.0 233.191162109375 395.0 248.17239379882812 225.0 249.186279296875 1816.0 251.1644744873047 4010.0 253.89605712890625 94.0 261.1908874511719 216.0 267.1733093261719 415.0 267.2229309082031 304.0 275.16046142578125 237.0 278.19342041015625 265.0 279.2127380371094 1051.0 297.2049255371094 865.0 311.1864929199219 574.0 323.1863098144531 1865.0 323.3584289550781 88.0 339.17413330078125 423.0 340.1740417480469 388.0 340.4910583496094 67.0 341.1969909667969 39626.0 341.2916564941406 317.0 341.5975341796875 118.0 342.1990051269531 584.0 344.076171875 168.0 344.2725830078125 188.0 345.3382263183594 82.0 665.40478515625 623.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847421 PEPMASS=411.143951 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3030.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380168-01!3-[2-(2-hydroxy-4-methoxy-6-methylphenoxy)-4-methoxy-6-methylphenoxy]-5-methylbenzene-1,2-diol [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(C)=C(OC2=CC(OC)=CC(C)=C2OC3=CC(C)=CC(O)=C3O)C(O)=C1 INCHI=InChI=1S/C23H24O7/c1-12-6-17(24)21(26)19(7-12)29-23-14(3)9-16(28-5)11-20(23)30-22-13(2)8-15(27-4)10-18(22)25/h6-11,24-26H,1-5H3 INCHIAUX=CGEQZXRFQKBBQJ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847421 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847421 SCANS=419 122.04194641113281 642.0 134.4313507080078 294.0 137.0222930908203 630.0 137.0590057373047 267.0 138.03009033203125 864.0 142.02764892578125 175.0 152.04872131347656 82.0 153.05506896972656 1396.0 159.0819854736328 210.0 244.07044982910156 596.0 258.66558837890625 289.0 259.0637512207031 269.0 259.09344482421875 779.0 274.0840759277344 413.0 411.14111328125 563.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847423 PEPMASS=475.253204 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3030.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347503-02!8-[2-(3,4-dihydroxy-2,5-dimethoxyoxolan-3-yl)ethyl]-4a,7,8-trimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-2,3-diol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1OC(OC)C(O)(CCC2(C)C(C)CCC3(C)C2CC(O)C(O)C34CO4)C1O INCHI=InChI=1S/C22H38O8/c1-12-6-7-20(3)14(10-13(23)15(24)22(20)11-29-22)19(12,2)8-9-21(26)16(25)17(27-4)30-18(21)28-5/h12-18,23-26H,6-11H2,1-5H3 INCHIAUX=RLYPFWBODVDUHT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847423 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847423 SCANS=300 184.0856170654297 181.0 186.62469482421875 138.0 323.1847229003906 204.0 327.21759033203125 196.0 409.1836242675781 166.0 411.2475280761719 89.0 429.2514343261719 2860.0 475.2499084472656 274.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847425 PEPMASS=503.175781 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3030.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380568-01!2-(hydroxymethyl)-6-[[3,4,5-trihydroxy-6-(4-prop-2-enylphenoxy)oxan-2-yl]methoxy]oxane-3,4,5-triol [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OCC2OC(OC3=CC=C(CC=C)C=C3)C(O)C(O)C2O)C(O)C(O)C1O INCHI=InChI=1S/C21H30O11/c1-2-3-10-4-6-11(7-5-10)30-21-19(28)17(26)15(24)13(32-21)9-29-20-18(27)16(25)14(23)12(8-22)31-20/h2,4-7,12-28H,1,3,8-9H2 INCHIAUX=OLRLUJCFUDJRGB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847425 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847425 SCANS=208 111.01173400878906 249.0 113.02276611328125 397.0 120.59058380126953 99.0 125.02344512939453 627.0 127.08598327636719 61.0 131.03492736816406 241.0 133.06472778320312 1310.0 137.61500549316406 131.0 161.04861450195312 266.0 179.05340576171875 809.0 179.63937377929688 159.0 219.35301208496094 101.0 220.72450256347656 203.0 221.06443786621094 1988.0 263.0729675292969 313.0 323.0971984863281 4036.0 457.1865234375 94.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847428 PEPMASS=995.301636 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3030.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180665-02!tris[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] 2-hydroxypropane-1,2,3-tricarboxylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC=C(COC(=O)CC(O)(CC(=O)OCC3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3)C(=O)OCC5=CC=C(O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C=C5)C=C2)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C45H56O25/c46-15-27-32(51)35(54)38(57)41(68-27)65-24-7-1-21(2-8-24)18-62-30(49)13-45(61,44(60)64-20-23-5-11-26(12-6-23)67-43-40(59)37(56)34(53)29(17-48)70-43)14-31(50)63-19-22-3-9-25(10-4-22)66-42-39(58)36(55)33(52)28(16-47)69-42/h1-12,27-29,32-43,46-48,51-59,61H,13-20H2/t27-,28-,29-,32-,33-,34-,35+,36+,37+,38-,39-,40-,41-,42-,43-/m1/s1 INCHIAUX=WYKQPGOKTKQHQG-SHGJSZTHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847428 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847428 SCANS=194 71.92460632324219 62.0 85.0283203125 515.0 101.02184295654297 449.0 104.22483825683594 111.0 109.99949645996094 220.0 111.00761413574219 3072.0 112.98871612548828 1390.0 113.0236587524414 197.0 114.39114379882812 90.0 115.08182525634766 94.0 129.01783752441406 2548.0 129.75120544433594 584.0 147.07763671875 261.0 149.05780029296875 415.0 154.99722290039062 188.0 155.38314819335938 150.0 155.43804931640625 103.0 159.03070068359375 201.0 161.04403686523438 6293.0 162.05154418945312 290.0 173.00274658203125 255.0 179.07696533203125 240.0 217.05450439453125 531.0 221.0712890625 170.0 249.06202697753906 215.0 255.0896453857422 274.0 258.59014892578125 108.0 263.0739440917969 304.0 278.73553466796875 85.0 311.11285400390625 293.0 345.165771484375 123.0 368.26019287109375 53.0 368.57659912109375 64.0 368.6332702636719 95.0 368.9615478515625 68.0 369.1234436035156 1751.0 369.32427978515625 181.0 370.6844482421875 102.0 375.4453430175781 212.0 379.1105041503906 806.0 397.11602783203125 3204.0 398.1182556152344 185.0 399.09075927734375 831.0 400.6759948730469 120.0 415.09027099609375 214.0 423.091552734375 6417.0 424.0922546386719 962.0 437.1185302734375 146.0 441.09423828125 1437.0 459.11260986328125 616.0 460.1037902832031 327.0 492.29193115234375 104.0 535.153076171875 251.0 727.205322265625 8073.0 728.2047729492188 1251.0 728.4127197265625 127.0 729.20166015625 103.0 760.54443359375 113.0 833.2323608398438 405.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847430 PEPMASS=1041.306519 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/C3_GC3_01_3030.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180665-02!tris[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] 2-hydroxypropane-1,2,3-tricarboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC=C(COC(=O)CC(O)(CC(=O)OCC3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3)C(=O)OCC5=CC=C(O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C=C5)C=C2)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C45H56O25/c46-15-27-32(51)35(54)38(57)41(68-27)65-24-7-1-21(2-8-24)18-62-30(49)13-45(61,44(60)64-20-23-5-11-26(12-6-23)67-43-40(59)37(56)34(53)29(17-48)70-43)14-31(50)63-19-22-3-9-25(10-4-22)66-42-39(58)36(55)33(52)28(16-47)69-42/h1-12,27-29,32-43,46-48,51-59,61H,13-20H2/t27-,28-,29-,32-,33-,34-,35+,36+,37+,38-,39-,40-,41-,42-,43-/m1/s1 INCHIAUX=WYKQPGOKTKQHQG-SHGJSZTHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847430 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847430 SCANS=193 71.01193237304688 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270.12982177734375 176.0 272.4947204589844 103.0 275.32208251953125 69.0 337.9766845703125 106.0 349.06549072265625 178.0 349.6374816894531 169.0 350.6239929199219 219.0 356.5220642089844 208.0 369.119140625 5165.0 370.12115478515625 719.0 371.6893310546875 165.0 379.1014709472656 557.0 379.3482360839844 171.0 395.8186950683594 117.0 396.5140380859375 97.0 397.1142883300781 10002.0 398.1175537109375 1014.0 399.04986572265625 297.0 399.095703125 3165.0 400.1133728027344 381.0 400.2840270996094 161.0 413.1011047363281 175.0 422.1194763183594 133.0 422.5162658691406 290.0 423.09100341796875 18724.0 423.6181640625 59.0 424.0960998535156 1362.0 440.9761962890625 167.0 441.1058349609375 5036.0 442.1000061035156 996.0 459.11358642578125 1883.0 460.10357666015625 96.0 490.94512939453125 207.0 563.1257934570312 207.0 667.1880493164062 115.0 689.5161743164062 253.0 709.1978759765625 145.0 723.5462646484375 123.0 724.0762329101562 62.0 725.8372802734375 74.0 727.1222534179688 173.0 727.20751953125 42588.0 727.38916015625 329.0 727.5626220703125 106.0 727.6427001953125 131.0 728.0925903320312 72.0 728.2098388671875 9617.0 728.3995361328125 97.0 729.2203979492188 815.0 729.6259155273438 159.0 729.9266967773438 98.0 732.7855224609375 59.0 995.2977905273438 1052.0 996.3141479492188 321.0 1781.906494140625 236.0 1900.448974609375 145.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847432 PEPMASS=445.117554 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G4_RG4_01_3007.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169067-03! [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2OC3(C)CCCC(O3)C2=C(O)C4=C1OC5=CC=C(O)C(OC)=C5C4=O INCHI=InChI=1S/C21H20O8/c1-21-8-4-5-11(28-21)13-16(24)14-15(23)12-10(7-6-9(22)17(12)25-2)27-18(14)20(26-3)19(13)29-21/h6-7,11,22,24H,4-5,8H2,1-3H3 INCHIAUX=MTCOVRSZCNNQLP-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847432 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847432 SCANS=447 200.8494873046875 208.0 239.0319061279297 159.0 284.0331726074219 286.0 297.097412109375 331.0 311.02642822265625 185.0 314.0557556152344 463.0 341.06536865234375 403.0 369.06231689453125 601.0 384.0859680175781 1966.0 399.1083679199219 4120.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847434 PEPMASS=567.13916 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G4_RG4_01_3007.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380460-01!5-hydroxy-3-(5-hydroxy-2,4-dimethoxyphenyl)-6-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(OC)=C(O)C=C1C2=COC3=CC(OC4OC(CO)C(O)C(O)C4O)=C(OC)C(O)=C3C2=O INCHI=InChI=1S/C24H26O13/c1-32-12-5-13(33-2)11(26)4-9(12)10-8-35-14-6-15(23(34-3)20(29)17(14)18(10)27)36-24-22(31)21(30)19(28)16(7-25)37-24/h4-6,8,16,19,21-22,24-26,28-31H,7H2,1-3H3 INCHIAUX=CVEQISBYHSILGF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847434 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847434 SCANS=241 228.03529357910156 328.0 273.0386962890625 318.0 285.0292053222656 229.0 312.9982604980469 137.0 328.0277099609375 989.0 329.03253173828125 956.0 343.04718017578125 1410.0 344.0471496582031 579.0 345.0573425292969 348.0 359.07672119140625 7002.0 371.0804138183594 359.0 506.0804138183594 107.0 506.11871337890625 227.0 521.1326293945312 3807.0 911.2452392578125 494.0 END IONS BEGIN IONS TITLE=CCMSLIB00000847436 PEPMASS=771.203491 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=48d5ba679f764b79bcb17a9390a47940/G4_RG4_01_3007.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380464-01!3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC2=C(OC3=CC(OC4OC(CO)C(O)C(O)C4O)=CC(O)=C3C2=O)C5=CC(O)=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O INCHI=InChI=1S/C33H40O21/c1-9-28(53-33-26(46)23(43)20(40)17(8-35)52-33)24(44)27(47)31(48-9)54-30-21(41)18-14(38)5-11(49-32-25(45)22(42)19(39)16(7-34)51-32)6-15(18)50-29(30)10-2-3-12(36)13(37)4-10/h2-6,9,16-17,19-20,22-28,31-40,42-47H,7-8H2,1H3/t9-,16?,17+,19?,20+,22?,23-,24-,25?,26+,27+,28-,31-,32?,33-/m0/s1 INCHIAUX=KVODFZNXODDECO-LSSGXCBUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000847436 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000847436 SCANS=165 74.01744842529297 144.0 113.08057403564453 64.0 125.02142333984375 325.0 132.96693420410156 152.0 143.0433349609375 248.0 146.93626403808594 238.0 151.0041961669922 617.0 157.08058166503906 151.0 163.04222106933594 256.0 174.45318603515625 178.0 174.7008819580078 113.0 175.00253295898438 325.0 175.30694580078125 103.0 179.0013427734375 601.0 189.0149688720703 243.0 191.00021362304688 160.0 193.02545166015625 130.0 217.9087371826172 146.0 224.2069091796875 176.0 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201.0536651611328 377.0 204.041259765625 292.0 205.051025390625 5931.0 207.06228637695312 258.0 217.04734802246094 662.0 219.06719970703125 555.0 229.05093383789062 94.0 233.83187866210938 60.0 235.05844116210938 1660.0 247.06796264648438 120.0 265.0708312988281 781.0 293.1038818359375 609.0 309.09527587890625 139.0 325.08905029296875 319.0 455.12255859375 160.0 473.1551513671875 566.0 510.13873291015625 235.0 1276.170654296875 159.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849200 PEPMASS=355.09613 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A10_GA10_01_8458.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169088-03_C17H14N2O4_Spiro[3H-1,4-benzodiazepine-3,2'-oxirane]-2,5(1H,4H)-dione, 3'-(3-hydroxyphenyl)-4-methyl-, (3S,3'R)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias 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IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381091-01_C20H24O4_1,7-Bis(4-hydroxyphenyl)-5-methoxy-3-heptanone [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(CCC1=CC=C(O)C=C1)CC(=O)CCC2=CC=C(O)C=C2 INCHI=InChI=1S/C20H24O4/c1-24-20(13-7-16-4-10-18(22)11-5-16)14-19(23)12-6-15-2-8-17(21)9-3-15/h2-5,8-11,20-22H,6-7,12-14H2,1H3 INCHIAUX=PASZRDILCDRSOZ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849226 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849226 SCANS=483 83.05166625976562 178.0 120.52753448486328 83.0 177.496337890625 110.0 187.76693725585938 228.0 189.09190368652344 1860.0 190.09375 202.0 221.11849975585938 4368.0 233.11328125 744.0 295.13671875 1161.0 327.1593322753906 7319.0 768.1707153320312 139.0 854.31982421875 119.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849229 PEPMASS=373.114716 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_RA4_01_8254.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381092-01_C15H20O8_2-Acetyl-5-hydroxy-3-methylphenyl beta-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)C1=C(C)C=C(O)C=C1O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O INCHI=InChI=1S/C15H20O8/c1-6-3-8(18)4-9(11(6)7(2)17)22-15-14(21)13(20)12(19)10(5-16)23-15/h3-4,10,12-16,18-21H,5H2,1-2H3/t10-,12-,13+,14-,15-/m1/s1 INCHIAUX=GXLXFBBEKMNRQK-TVKJYDDYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849229 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849229 SCANS=293 123.04364013671875 610.0 149.02210998535156 148.0 164.96597290039062 126.0 165.05577087402344 8987.0 166.06959533691406 404.0 167.03414916992188 238.0 207.06219482421875 120.0 279.1451721191406 109.0 327.1091003417969 243.0 328.110107421875 104.0 530.7684326171875 200.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849233 PEPMASS=529.302856 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_RA4_01_8254.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381095-01_C26H44O8_7-Hydroxy-4-[(3Z)-5-hydroxy-3-methyl-3-penten-1-yl]-4a,8,8-trimethyl-3-methylenedecahydro-2-naphthalenyl beta-D-mannopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(/CCC1C(=C)C(CC2C(C)(C)C(O)CCC12C)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)=C/CO INCHI=InChI=1S/C26H44O8/c1-14(9-11-27)6-7-16-15(2)17(12-19-25(3,4)20(29)8-10-26(16,19)5)33-24-23(32)22(31)21(30)18(13-28)34-24/h9,16-24,27-32H,2,6-8,10-13H2,1,3-5H3/b14-9-/t16?,17?,18-,19?,20?,21-,22+,23+,24-,26?/m1/s1 INCHIAUX=JECOCDKQCZSANH-RFKAOMIISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849233 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849233 SCANS=447 101.023681640625 314.0 131.03504943847656 167.0 144.1827850341797 91.0 161.04518127441406 544.0 164.80674743652344 77.0 179.04896545410156 209.0 189.13511657714844 210.0 263.0163269042969 147.0 465.2755126953125 309.0 483.2911682128906 3016.0 529.3037719726562 847.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849235 PEPMASS=583.204346 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_RA4_01_8254.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381098-01_C26H34O12_3-Hydroxy-1-(3-hydroxy-4-methoxyphenyl)-2-{4-[(1E)-3-hydroxy-1-propen-1-yl]-2-methoxyphenoxy}propyl beta-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(C=C1O)C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(CO)OC3=C(OC)C=C(\C=C\CO)C=C3 INCHI=InChI=1S/C26H34O12/c1-34-17-8-6-15(11-16(17)30)25(38-26-24(33)23(32)22(31)20(12-28)37-26)21(13-29)36-18-7-5-14(4-3-9-27)10-19(18)35-2/h3-8,10-11,20-33H,9,12-13H2,1-2H3/b4-3+/t20-,21?,22-,23+,24-,25?,26+/m1/s1 INCHIAUX=XBTCTDQFKYYTLT-JPNAWLBCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849235 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849235 SCANS=313 71.01331329345703 199.0 79.27033996582031 149.0 79.90345001220703 202.0 89.02384948730469 510.0 90.75010681152344 128.0 98.2314453125 346.0 99.41210174560547 149.0 101.02519226074219 1501.0 108.50447845458984 164.0 113.02406311035156 2453.0 119.03470611572266 2602.0 129.97628784179688 281.0 133.0304718017578 344.0 134.03573608398438 165.0 143.0349884033203 1411.0 145.03048706054688 890.0 146.03750610351562 1082.0 147.74380493164062 162.0 148.8351287841797 54.0 148.8787384033203 129.0 148.91424560546875 198.0 149.02505493164062 508.0 150.03053283691406 190.0 151.04937744140625 195.0 161.0237579345703 379.0 161.05296325683594 3792.0 161.4956512451172 250.0 162.03269958496094 2220.0 162.10305786132812 96.0 164.04727172851562 1161.0 164.90541076660156 152.0 165.05667114257812 820.0 173.47821044921875 67.0 174.0282440185547 111.0 177.05564880371094 5924.0 178.79934692382812 123.0 179.0589141845703 11653.0 180.06190490722656 197.0 182.48422241210938 101.0 185.4580535888672 74.0 185.9166717529297 105.0 189.05690002441406 366.0 195.06446838378906 673.0 203.07540893554688 55.0 207.06179809570312 108.0 209.07608032226562 196.0 219.06787109375 267.0 224.2400360107422 111.0 225.05935668945312 138.0 231.0653839111328 492.0 237.0714874267578 185.0 251.0796661376953 224.0 282.09820556640625 121.0 284.09930419921875 190.0 297.1021728515625 103.0 309.1057434082031 209.0 311.5928649902344 150.0 312.10601806640625 717.0 324.1009521484375 148.0 325.9842529296875 65.0 326.362060546875 69.0 327.1255798339844 4261.0 328.1426696777344 118.0 339.11798095703125 254.0 342.1051940917969 449.0 357.1318359375 2174.0 487.0981140136719 78.0 537.19287109375 375.0 538.0799560546875 87.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849238 PEPMASS=495.264557 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G9_GG9_01_8245.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380230-01_C26H40O9_2,4a,6-Trihydroxy-8-isopropyl-1,1-dimethyl-2,3,4,4a,5,10,11,11a-octahydro-1H-dibenzo[a,d][7]annulen-7-yl beta-D-glucopyranoside [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C1=CC2=C(CC3(O)CCC(O)C(C)(C)C3CC2)C(=C1O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)O INCHI=InChI=1S/C26H40O9/c1-12(2)14-9-13-5-6-17-25(3,4)18(28)7-8-26(17,33)10-15(13)19(29)23(14)35-24-22(32)21(31)20(30)16(11-27)34-24/h9,12,16-18,20-22,24,27-33H,5-8,10-11H2,1-4H3/t16-,17?,18?,20-,21+,22-,24+,26?/m1/s1 INCHIAUX=XQWLUDAZDUBMCD-AVRSQHCNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849238 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849238 SCANS=383 80.66535186767578 241.0 107.25438690185547 236.0 165.08953857421875 83.0 167.82394409179688 222.0 168.5374755859375 183.0 179.10592651367188 1883.0 286.4100646972656 176.0 315.1971435546875 803.0 317.9476013183594 62.0 333.0009460449219 103.0 333.20635986328125 17746.0 335.72113037109375 41.0 491.6236572265625 96.0 491.7573547363281 53.0 494.4272155761719 35.0 495.25994873046875 7761.0 495.51727294921875 116.0 499.13775634765625 79.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849241 PEPMASS=541.270386 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G9_GG9_01_8245.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380230-01_C26H40O9_2,4a,6-Trihydroxy-8-isopropyl-1,1-dimethyl-2,3,4,4a,5,10,11,11a-octahydro-1H-dibenzo[a,d][7]annulen-7-yl beta-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C1=CC2=C(CC3(O)CCC(O)C(C)(C)C3CC2)C(=C1O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)O INCHI=InChI=1S/C26H40O9/c1-12(2)14-9-13-5-6-17-25(3,4)18(28)7-8-26(17,33)10-15(13)19(29)23(14)35-24-22(32)21(31)20(30)16(11-27)34-24/h9,12,16-18,20-22,24,27-33H,5-8,10-11H2,1-4H3/t16-,17?,18?,20-,21+,22-,24+,26?/m1/s1 INCHIAUX=XQWLUDAZDUBMCD-AVRSQHCNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849241 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849241 SCANS=407 113.02445983886719 209.0 143.03378295898438 164.0 217.20907592773438 160.0 305.2626953125 138.0 315.2008972167969 289.0 329.0848388671875 167.0 331.18463134765625 152.0 332.1883239746094 477.0 332.4564208984375 183.0 332.6426696777344 63.0 333.2068786621094 7829.0 347.2196960449219 583.0 349.0210876464844 121.0 375.2264404296875 826.0 375.27667236328125 224.0 405.23309326171875 133.0 435.23431396484375 502.0 495.2585754394531 6641.0 496.24945068359375 279.0 541.275146484375 368.0 1933.9808349609375 243.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849244 PEPMASS=451.12854 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G9_GG9_01_8245.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380234-01_C20H22O9_4-Hydroxy-2-(hydroxymethyl)phenyl 2-O-benzoyl-beta-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(CO)C=C(O)C=C2)[C@H](OC(=O)C3=CC=CC=C3)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C20H22O9/c21-9-12-8-13(23)6-7-14(12)27-20-18(17(25)16(24)15(10-22)28-20)29-19(26)11-4-2-1-3-5-11/h1-8,15-18,20-25H,9-10H2/t15-,16-,17+,18-,20-/m1/s1 INCHIAUX=OKUXNMMTKMWVBG-BFMVXSJESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849244 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849244 SCANS=287 120.81127166748047 106.0 120.92852783203125 128.0 121.0289306640625 11792.0 121.57601928710938 88.0 121.84386444091797 94.0 136.0136260986328 727.0 137.02513122558594 1237.0 138.03024291992188 12498.0 139.03956604003906 4116.0 141.1949462890625 189.0 145.05027770996094 361.0 163.03990173339844 136.0 165.0520782470703 341.0 170.20460510253906 199.0 176.02963256835938 219.0 193.04550170898438 167.0 267.089599609375 179.0 283.084228515625 2157.0 405.1175231933594 1994.0 488.605712890625 151.0 744.2355346679688 181.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849248 PEPMASS=545.280701 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G9_GG9_01_8245.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380242-01_C30H42O9_Card-20(22)-enolide, 1,3-bis(acetyloxy)-14,15-epoxy-7,21-dihydroxy-4,4,8-trimethyl-, (1alpha,3alpha,7alpha,9xi,13alpha,15beta,17alpha)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)O[C@@H]1C[C@H](OC(C)=O)[C@]2(C)C3CC[C@@]4(C)[C@@H](C[C@H]5O[C@@]45[C@]3(C)[C@H](O)CC2C1(C)C)\C6=C\C(=O)OC6O INCHI=InChI=1S/C30H42O9/c1-14(31)36-21-13-22(37-15(2)32)28(6)18-8-9-27(5)17(16-10-24(34)38-25(16)35)11-23-30(27,39-23)29(18,7)20(33)12-19(28)26(21,3)4/h10,17-23,25,33,35H,8-9,11-13H2,1-7H3/t17-,18?,19?,20+,21+,22-,23+,25?,27-,28+,29-,30+/m0/s1 INCHIAUX=VODAHSRZQBCHLA-KCMDGGSUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849248 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849248 SCANS=440 85.06101989746094 306.0 95.04683685302734 252.0 97.06430053710938 763.0 110.03649139404297 131.0 125.23274230957031 48.0 128.53793334960938 190.0 128.87332153320312 119.0 128.95187377929688 111.0 133.06768798828125 260.0 137.05735778808594 1190.0 145.0504150390625 280.0 159.07473754882812 229.0 161.09788513183594 277.0 163.11610412597656 286.0 170.0447998046875 63.0 170.76016235351562 179.0 172.5905303955078 140.0 181.0115966796875 117.0 181.12506103515625 445.0 183.12161254882812 121.0 192.72421264648438 176.0 199.1123504638672 238.0 215.13796997070312 176.0 217.1179656982422 248.0 219.13888549804688 141.0 220.7130889892578 108.0 221.15313720703125 225.0 221.58880615234375 64.0 233.1859893798828 203.0 235.79002380371094 67.0 254.23355102539062 387.0 257.31097412109375 80.0 258.7522888183594 104.0 258.90142822265625 158.0 264.9908752441406 99.0 268.3873291015625 87.0 269.192626953125 138.0 271.1722106933594 105.0 283.1661376953125 1085.0 285.1783752441406 120.0 286.15576171875 86.0 298.0361022949219 60.0 301.1790466308594 724.0 302.1117858886719 157.0 311.19219970703125 173.0 315.1953125 316.0 317.1695861816406 182.0 318.70623779296875 62.0 321.20391845703125 294.0 327.2249755859375 75.0 333.2107849121094 228.0 335.2260437011719 793.0 339.19696044921875 242.0 345.21844482421875 132.0 355.2275085449219 243.0 359.2242736816406 145.0 361.2481994628906 82.0 363.2345886230469 370.0 365.226318359375 146.0 371.2420654296875 184.0 373.22637939453125 161.0 377.2474060058594 330.0 381.2397766113281 772.0 382.2228088378906 145.0 387.2473449707031 205.0 389.2301025390625 180.0 389.26959228515625 381.0 395.25262451171875 182.0 397.2373962402344 449.0 399.2523193359375 3370.0 401.1961975097656 191.0 401.23321533203125 89.0 402.24822998046875 221.0 415.2504577636719 280.0 415.55865478515625 82.0 415.60589599609375 60.0 416.05426025390625 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FILENAME=777be51f66ee4b2495aec448886f0c38/G9_GG9_01_8245.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380242-01_C30H42O9_Card-20(22)-enolide, 1,3-bis(acetyloxy)-14,15-epoxy-7,21-dihydroxy-4,4,8-trimethyl-, (1alpha,3alpha,7alpha,9xi,13alpha,15beta,17alpha)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)O[C@@H]1C[C@H](OC(C)=O)[C@]2(C)C3CC[C@@]4(C)[C@@H](C[C@H]5O[C@@]45[C@]3(C)[C@H](O)CC2C1(C)C)\C6=C\C(=O)OC6O INCHI=InChI=1S/C30H42O9/c1-14(31)36-21-13-22(37-15(2)32)28(6)18-8-9-27(5)17(16-10-24(34)38-25(16)35)11-23-30(27,39-23)29(18,7)20(33)12-19(28)26(21,3)4/h10,17-23,25,33,35H,8-9,11-13H2,1-7H3/t17-,18?,19?,20+,21+,22-,23+,25?,27-,28+,29-,30+/m0/s1 INCHIAUX=VODAHSRZQBCHLA-KCMDGGSUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849250 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849250 SCANS=439 83.01969909667969 136.0 97.0659408569336 382.0 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SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_GA2_01_8199.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380614-01_C24H23N5O4_2H-Pyrazino[2,1-b]quinazoline-3,6(1H,4H)-dione, 1-methyl-4-[[(2S,9S,9aS)-2,3,9,9a-tetrahydro-9-hydroxy-2-methyl-3-oxo-1H-imidazo[1,2-a]indol-9-yl]methyl]-, (1S,4R)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1N[C@H]2N(C1=O)C3=C(C=CC=C3)[C@@]2(O)C[C@H]4N5C(=O)C6=C(C=CC=C6)/N=C5/[C@H](C)NC4=O INCHI=InChI=1S/C24H23N5O4/c1-12-19-27-16-9-5-3-7-14(16)22(32)28(19)18(20(30)25-12)11-24(33)15-8-4-6-10-17(15)29-21(31)13(2)26-23(24)29/h3-10,12-13,18,23,26,33H,11H2,1-2H3,(H,25,30)/t12-,13-,18+,23-,24-/m0/s1 INCHIAUX=DQQCCKFZJNINST-VCPZKGNQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849262 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849262 SCANS=431 99.87458801269531 115.0 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TITLE=CCMSLIB00000849265 PEPMASS=490.173096 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_GA2_01_8199.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380614-01_C24H23N5O4_2H-Pyrazino[2,1-b]quinazoline-3,6(1H,4H)-dione, 1-methyl-4-[[(2S,9S,9aS)-2,3,9,9a-tetrahydro-9-hydroxy-2-methyl-3-oxo-1H-imidazo[1,2-a]indol-9-yl]methyl]-, (1S,4R)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1N[C@H]2N(C1=O)C3=C(C=CC=C3)[C@@]2(O)C[C@H]4N5C(=O)C6=C(C=CC=C6)/N=C5/[C@H](C)NC4=O INCHI=InChI=1S/C24H23N5O4/c1-12-19-27-16-9-5-3-7-14(16)22(32)28(19)18(20(30)25-12)11-24(33)15-8-4-6-10-17(15)29-21(31)13(2)26-23(24)29/h3-10,12-13,18,23,26,33H,11H2,1-2H3,(H,25,30)/t12-,13-,18+,23-,24-/m0/s1 INCHIAUX=DQQCCKFZJNINST-VCPZKGNQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849265 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849265 SCANS=453 145.04104614257812 431.0 159.0572052001953 112.0 160.03565979003906 275.0 170.03414916992188 154.0 171.0591278076172 254.0 172.05577087402344 200.0 183.06085205078125 217.0 184.04136657714844 159.0 186.06698608398438 163.0 188.08792114257812 874.0 189.0593719482422 192.0 198.06895446777344 176.0 213.0563201904297 493.0 214.05340576171875 179.0 215.08213806152344 402.0 225.06369018554688 93.0 240.07525634765625 223.0 242.09144592285156 5577.0 259.0052490234375 221.0 264.71636962890625 82.0 373.1402587890625 235.0 443.4557800292969 149.0 443.6219482421875 63.0 444.1676025390625 11855.0 444.24261474609375 144.0 444.8106689453125 118.0 445.1739807128906 187.0 447.8708801269531 151.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849267 PEPMASS=500.265472 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker 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5-acetoxy-6,10-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylene-1,4,8-trioxohexadecahydro-2H-naphtho[1,2-h]isochromene-2-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1(C)OC(=O)C2C3(C)C(OC(C)=O)C(O)C4C(C)(C)C(=O)CC(O)C4(C)C3CC(=C)C2(C)C1=O INCHI=InChI=1S/C28H38O10/c1-12-10-14-26(6)16(31)11-15(30)24(3,4)18(26)17(32)20(37-13(2)29)27(14,7)19-21(33)38-28(8,23(35)36-9)22(34)25(12,19)5/h14,16-20,31-32H,1,10-11H2,2-9H3 INCHIAUX=BTGVTHAIJREEMO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849270 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849270 SCANS=457 113.060791015625 161.0 117.01873779296875 699.0 120.58718872070312 176.0 145.06344604492188 218.0 173.07688903808594 223.0 187.0736846923828 161.0 190.06581115722656 81.0 197.06373596191406 129.0 223.8246307373047 189.0 231.13575744628906 156.0 241.08038330078125 117.0 244.2064971923828 95.0 244.35647583007812 99.0 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208.0 460.2051696777344 447.0 471.24029541015625 203.0 473.1991882324219 88.0 473.2288513183594 121.0 474.4759216308594 90.0 474.8164367675781 54.0 475.24346923828125 2190.0 483.1929626464844 117.0 489.25225830078125 341.0 489.3007507324219 283.0 501.1614074707031 173.0 501.2207336425781 2026.0 519.2112426757812 184.0 523.0328369140625 118.0 533.248779296875 567.0 541.0023193359375 206.0 576.2715454101562 99.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849274 PEPMASS=622.346863 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C12_GC12_01_8222.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380598-01_C30H49N5O9_3-(3-sec-Butyl-6-isopropyl-5,8,9-trimethyl-1,4,7,10,14,17-hexaoxoicosahydropyrrolo[1,2-d][1,4,7,10,13,16]oxapentaazacyclononadecin-16-yl)-2-methylpropanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C1NC(=O)C2CCCN2C(=O)C(CC(C)C(O)=O)OC(=O)CCNC(=O)C(C)N(C)C(=O)C(C(C)C)N(C)C1=O INCHI=InChI=1S/C30H49N5O9/c1-9-17(4)23-28(40)34(8)24(16(2)3)29(41)33(7)19(6)25(37)31-13-12-22(36)44-21(15-18(5)30(42)43)27(39)35-14-10-11-20(35)26(38)32-23/h16-21,23-24H,9-15H2,1-8H3,(H,31,37)(H,32,38)(H,42,43) INCHIAUX=WTVZRLMVNARECX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849274 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849274 SCANS=401 71.01502227783203 372.0 80.42451477050781 30.0 83.04850006103516 480.0 83.5482406616211 88.0 88.04133605957031 335.0 96.69166564941406 149.0 101.07119750976562 2369.0 112.02587890625 283.0 114.05654907226562 333.0 124.03734588623047 217.0 127.05064392089844 1411.0 128.10621643066406 54.0 129.1035919189453 213.0 136.11322021484375 463.0 138.05882263183594 248.0 139.0507049560547 742.0 139.11351013183594 170.0 140.1133575439453 216.0 142.0511932373047 1087.0 143.04037475585938 389.0 143.1184539794922 621.0 150.0551300048828 277.0 150.09429931640625 347.0 152.10687255859375 200.0 152.13894653320312 217.0 154.08311462402344 206.0 156.06277465820312 27.0 162.08885192871094 216.0 163.0447540283203 154.0 163.12277221679688 252.0 164.99989318847656 301.0 165.06646728515625 451.0 165.1033477783203 689.0 166.08753967285156 282.0 168.08380126953125 537.0 168.103515625 1311.0 169.0985107421875 457.0 173.09288024902344 8250.0 175.4524383544922 159.0 177.06597900390625 190.0 178.08795166015625 179.0 191.1363983154297 103.0 192.10723876953125 227.0 193.10008239746094 1672.0 195.1134490966797 171.0 196.09706115722656 699.0 196.14224243164062 404.0 197.09107971191406 206.0 197.12989807128906 826.0 199.0716552734375 189.0 201.1244659423828 138.0 203.08351135253906 176.0 203.11404418945312 242.0 207.1201171875 136.0 209.1300506591797 660.0 209.18531799316406 48.0 210.1573944091797 123.0 214.15667724609375 987.0 221.08688354492188 225.0 224.0960693359375 75.0 225.1608123779297 681.0 237.08596801757812 162.0 238.09864807128906 171.0 238.14547729492188 143.0 239.10519409179688 388.0 240.08316040039062 422.0 240.16954040527344 560.0 242.18942260742188 175.0 247.1820526123047 130.0 282.213623046875 162.0 286.1780700683594 1875.0 287.76678466796875 238.0 291.16986083984375 504.0 295.4804992675781 180.0 295.929443359375 97.0 296.2335205078125 474.0 297.7289733886719 57.0 298.0223693847656 48.0 303.68157958984375 131.0 303.8592224121094 168.0 312.2365417480469 172.0 314.1669006347656 137.0 315.129150390625 77.0 320.469482421875 247.0 322.2088317871094 455.0 335.16204833984375 2712.0 335.2279052734375 68.0 335.8228454589844 157.0 340.6560974121094 34.0 349.2055969238281 140.0 350.2157287597656 185.0 353.1612854003906 134.0 353.2543640136719 175.0 364.188232421875 151.0 366.20391845703125 1140.0 387.0014343261719 116.0 399.24481201171875 149.0 399.27362060546875 295.0 409.2477722167969 205.0 422.2669982910156 302.0 424.2908630371094 801.0 424.3309631347656 575.0 425.2383117675781 303.0 447.2582092285156 60.0 448.2445373535156 704.0 476.2940673828125 181.0 496.3072509765625 627.0 507.0552062988281 90.0 507.3208312988281 207.0 532.32421875 441.0 534.474609375 76.0 547.2446899414062 26.0 550.3240966796875 4002.0 550.462890625 136.0 562.327392578125 151.0 611.6725463867188 163.0 621.3952026367188 142.0 621.5292358398438 178.0 621.5874633789062 33.0 621.7481079101562 25.0 622.1265869140625 38.0 622.3477783203125 32494.0 622.9009399414062 32.0 622.9768676757812 182.0 623.1109619140625 241.0 623.342529296875 627.0 623.480224609375 47.0 624.3770141601562 104.0 624.7329711914062 70.0 626.6851196289062 53.0 627.0089111328125 124.0 627.3611450195312 24.0 633.8538208007812 76.0 647.6228637695312 64.0 833.52587890625 148.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849277 PEPMASS=415.141388 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C12_GC12_01_8222.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380599-01_C22H24O8_Benzoic acid, 3,6-dihydroxy-4-methoxy-2-methyl-, (6R,7R)-5,6,7,8-tetrahydro-7-hydroxy-7-methyl-8-oxo-3-[(1E)-1-propen-1-yl]-1H-2-benzopyran-6-yl ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C(=C(C(=C1)O)C(=O)O[C@@H]2CC/3=C(COC(=C3)/C=C/C)\C(=O)[C@]2(C)O)C INCHI=InChI=1S/C22H24O8/c1-5-6-13-7-12-8-17(22(3,27)20(25)14(12)10-29-13)30-21(26)18-11(2)19(24)16(28-4)9-15(18)23/h5-7,9,17,23-24,27H,8,10H2,1-4H3/b6-5+/t17-,22-/m1/s1 INCHIAUX=XLOJLWAYOTYURW-NZRBFCARSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849277 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849277 SCANS=423 72.34796142578125 82.0 72.94518280029297 172.0 73.63778686523438 203.0 86.99977111816406 154.0 97.68840789794922 217.0 108.01760864257812 316.0 114.31687927246094 146.0 121.02771759033203 146.0 121.06422424316406 146.0 122.03687286376953 457.0 123.04924774169922 477.0 133.06748962402344 232.0 135.08348083496094 223.0 136.0164337158203 297.0 137.02304077148438 488.0 137.06048583984375 153.0 138.03262329101562 1782.0 147.08078002929688 117.0 149.0591278076172 575.0 151.04019165039062 2643.0 152.0462188720703 273.0 152.8763885498047 57.0 153.0541229248047 2129.0 153.28732299804688 68.0 155.030029296875 241.0 159.04664611816406 174.0 160.04693603515625 242.0 161.0583953857422 88.0 163.0733184814453 159.0 165.09164428710938 149.0 171.08493041992188 241.0 173.05648803710938 178.0 173.0959014892578 91.0 174.06944274902344 445.0 175.07518005371094 1293.0 179.03781127929688 638.0 180.0040740966797 159.0 182.02236938476562 3635.0 184.04808044433594 126.0 189.054931640625 318.0 189.0941162109375 540.0 191.10694885253906 267.0 194.680419921875 169.0 195.84996032714844 74.0 196.03733825683594 6109.0 196.0992889404297 135.0 196.37925720214844 119.0 197.04574584960938 5506.0 198.3946075439453 49.0 198.82701110839844 203.0 201.15953063964844 148.0 202.06942749023438 176.0 203.06863403320312 202.0 217.08717346191406 6561.0 228.03176879882812 187.0 233.07931518554688 161.0 235.10142517089844 593.0 251.04415893554688 141.0 415.1495056152344 499.0 441.0375671386719 153.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849281 PEPMASS=467.137573 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G2_RG2_01_8290.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169696-02_C17H26O12_Methyl (1S,4aR,6S,7R,7aS)-1-(beta-D-glucopyranosyloxy)-4a,6,7-trihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)\C1=C\O[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]3[C@@](C)(O)[C@@H](O)C[C@]13O INCHI=InChI=1S/C17H26O12/c1-16(24)8(19)3-17(25)6(13(23)26-2)5-27-15(12(16)17)29-14-11(22)10(21)9(20)7(4-18)28-14/h5,7-12,14-15,18-22,24-25H,3-4H2,1-2H3/t7-,8+,9-,10+,11-,12-,14+,15+,16+,17+/m1/s1 INCHIAUX=VFYACENSDOLJGQ-SNONCDODSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849281 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849281 SCANS=211 88.57192993164062 208.0 89.01866149902344 151.0 101.02542877197266 512.0 107.05320739746094 687.0 108.55900573730469 147.0 111.58236694335938 176.0 112.38916015625 351.0 113.0245132446289 1267.0 115.04280090332031 151.0 117.67593383789062 149.0 119.03292083740234 699.0 123.04492950439453 201.0 125.02281951904297 124.0 135.0469207763672 362.0 136.05401611328125 189.0 137.0210418701172 862.0 139.0423583984375 594.0 143.0441436767578 127.0 145.01101684570312 119.0 146.7681427001953 188.0 149.0433349609375 430.0 161.0485076904297 2279.0 163.04408264160156 278.0 165.0399627685547 111.0 168.22686767578125 310.0 169.04989624023438 2393.0 177.01744079589844 222.0 177.05545043945312 1297.0 178.0475616455078 227.0 178.06443786621094 218.0 178.366455078125 53.0 179.0558319091797 11812.0 180.04196166992188 212.0 183.07240295410156 571.0 187.0366973876953 225.0 189.06158447265625 604.0 191.0385284423828 423.0 193.05162048339844 345.0 195.065185546875 1378.0 201.05221557617188 273.0 205.0492401123047 413.0 207.05978393554688 298.0 209.044921875 139.0 209.09010314941406 98.0 211.0582733154297 646.0 213.0773162841797 505.0 219.06480407714844 519.0 223.059814453125 4604.0 233.04837036132812 287.0 235.05279541015625 241.0 237.07427978515625 248.0 241.07040405273438 7621.0 245.04624938964844 146.0 251.06129455566406 155.0 259.0798645019531 1237.0 264.64105224609375 182.0 265.0716247558594 1936.0 265.1242980957031 192.0 271.0775451660156 256.0 273.0954284667969 178.0 277.077392578125 133.0 281.06817626953125 160.0 283.0738525390625 595.0 295.08013916015625 764.0 298.4817199707031 168.0 307.075927734375 359.0 312.5487060546875 65.0 313.0912170410156 146.0 321.1000061035156 139.0 325.0905456542969 497.0 331.1018371582031 631.0 337.1125793457031 130.0 343.10943603515625 249.0 353.0882568359375 182.0 371.1023254394531 489.0 385.1147155761719 3705.0 401.90869140625 82.0 403.12860107421875 1536.0 403.7503356933594 64.0 405.2397766113281 68.0 421.1441650390625 529.0 467.13165283203125 124.0 476.0390930175781 228.0 1347.903564453125 94.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849284 PEPMASS=408.153992 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G2_RG2_01_8290.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380729-01_C21H21N3O3_8',8'-Dimethyl-5a',6'-dihydro-3'H,5'H,8'H-spiro[indole-2,7'-pyrrolo[1',2':4,5]pyrazino[1,2-a]azepine]-3,5',12'(1H,2'H)-trione [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)\C=C/N2[C@@H](C[C@@]13NC4=CC=CC=C4C3=O)C(=O)N5CC/C=C5/C2=O INCHI=InChI=1S/C21H21N3O3/c1-20(2)9-11-24-16(19(27)23-10-5-8-15(23)18(24)26)12-21(20)17(25)13-6-3-4-7-14(13)22-21/h3-4,6-9,11,16,22H,5,10,12H2,1-2H3/t16-,21-/m0/s1 INCHIAUX=LBFQJHHYMJAUKS-KKSFZXQISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849284 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849284 SCANS=373 144.0425262451172 477.0 157.0677947998047 200.0 161.3231964111328 156.0 162.69471740722656 245.0 163.0504150390625 6143.0 163.2815704345703 85.0 163.74598693847656 97.0 194.08468627929688 173.0 198.0894317626953 842.0 204.33740234375 70.0 361.12957763671875 49.0 362.14312744140625 1022.0 892.7294921875 819.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849287 PEPMASS=825.423462 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G2_RG2_01_8290.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380730-01_C42H66O16_beta-D-Glucopyranose, 6-O-beta-D-glucopyranosyl-1-O-[(3beta,5xi,9xi)-3,19,24-trihydroxy-24,28-dioxours-12-en-28-yl]- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC2(CCC3(C)\C(=C/CC4C5(C)CCC(O)C(C)(C5CCC34C)C(O)=O)C2C1(C)O)C(=O)OC6OC(COC7OC(CO)C(O)C(O)C7O)C(O)C(O)C6O INCHI=InChI=1S/C42H66O16/c1-19-9-14-42(36(53)58-34-31(50)29(48)27(46)22(57-34)18-55-33-30(49)28(47)26(45)21(17-43)56-33)16-15-38(3)20(32(42)41(19,6)54)7-8-23-37(2)12-11-25(44)40(5,35(51)52)24(37)10-13-39(23,38)4/h7,19,21-34,43-50,54H,8-18H2,1-6H3,(H,51,52) INCHIAUX=LCQFYEBJTAIMPC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849287 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ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380730-01_C42H66O16_beta-D-Glucopyranose, 6-O-beta-D-glucopyranosyl-1-O-[(3beta,5xi,9xi)-3,19,24-trihydroxy-24,28-dioxours-12-en-28-yl]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC2(CCC3(C)\C(=C/CC4C5(C)CCC(O)C(C)(C5CCC34C)C(O)=O)C2C1(C)O)C(=O)OC6OC(COC7OC(CO)C(O)C(O)C7O)C(O)C(O)C6O INCHI=InChI=1S/C42H66O16/c1-19-9-14-42(36(53)58-34-31(50)29(48)27(46)22(57-34)18-55-33-30(49)28(47)26(45)21(17-43)56-33)16-15-38(3)20(32(42)41(19,6)54)7-8-23-37(2)12-11-25(44)40(5,35(51)52)24(37)10-13-39(23,38)4/h7,19,21-34,43-50,54H,8-18H2,1-6H3,(H,51,52) INCHIAUX=LCQFYEBJTAIMPC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849290 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849290 SCANS=350 157.96536254882812 284.0 161.04483032226562 192.0 171.9199676513672 220.0 179.05645751953125 130.0 181.01119995117188 71.0 221.07272338867188 122.0 234.2281494140625 104.0 253.2324981689453 82.0 323.0929870605469 315.0 380.1550598144531 205.0 386.45733642578125 106.0 396.1567687988281 177.0 439.3197937011719 96.0 457.3385314941406 91.0 465.45623779296875 230.0 483.314697265625 747.0 500.6931457519531 117.0 501.3212890625 6981.0 502.3381652832031 759.0 524.7308959960938 64.0 595.3289794921875 113.0 663.384765625 78.0 805.9852905273438 192.0 824.4473876953125 237.0 825.4276123046875 1207.0 826.4281005859375 317.0 871.4549560546875 114.0 872.4542846679688 77.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849292 PEPMASS=752.455078 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G2_RG2_01_8290.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380734-01_C39H65NO10_2-{6-[5-Hydroxy-3-(2-hydroxy-2-propanyl)-6a,9b-dimethyldodecahydrocyclopenta[f]chromen-7-yl]-4a-methyl-3,4,4a,7,8,8a-hexahydro-2H-chromen-2-yl}-2-propanyl 2-acetamido-2-deoxy-6-O-methylhexopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COCC1OC(OC(C)(C)C2CCC3(C)/C=C(CCC3O2)/C4CCC5C6(C)CCC(OC6C(O)CC45C)C(C)(C)O)C(NC(C)=O)C(O)C1O INCHI=InChI=1S/C39H65NO10/c1-21(41)40-30-32(44)31(43)25(20-46-9)47-34(30)50-36(4,5)28-14-16-37(6)18-22(10-13-29(37)48-28)23-11-12-26-38(7)17-15-27(35(2,3)45)49-33(38)24(42)19-39(23,26)8/h18,23-34,42-45H,10-17,19-20H2,1-9H3,(H,40,41) INCHIAUX=YRWXPMXSOIZLLX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849292 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849292 SCANS=519 84.01498413085938 181.0 98.43327331542969 95.0 99.96635437011719 121.0 100.03962707519531 5529.0 100.87033081054688 93.0 112.04824829101562 181.0 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FILENAME=777be51f66ee4b2495aec448886f0c38/C3_GC3_01_8213.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380484-01_C22H36O12_beta-D-Glucopyranose, 6-O-beta-D-glucopyranosyl-1-O-[(2,6,6-trimethyl-1-cyclohexen-1-yl)carbonyl]- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC/1=C(C(=O)OC2OC(COC3OC(CO)C(O)C(O)C3O)C(O)C(O)C2O)/C(C)(C)CCC1 INCHI=InChI=1S/C22H36O12/c1-9-5-4-6-22(2,3)12(9)19(30)34-21-18(29)16(27)14(25)11(33-21)8-31-20-17(28)15(26)13(24)10(7-23)32-20/h10-11,13-18,20-21,23-29H,4-8H2,1-3H3 INCHIAUX=URTXXFGOVQACIC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849298 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849298 SCANS=319 167.1083984375 3730.0 179.0587615966797 271.0 220.8204345703125 62.0 221.07444763183594 287.0 263.0675964355469 209.0 322.0444030761719 149.0 323.1023254394531 390.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849302 PEPMASS=537.218811 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C3_GC3_01_8213.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380484-01_C22H36O12_beta-D-Glucopyranose, 6-O-beta-D-glucopyranosyl-1-O-[(2,6,6-trimethyl-1-cyclohexen-1-yl)carbonyl]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC/1=C(C(=O)OC2OC(COC3OC(CO)C(O)C(O)C3O)C(O)C(O)C2O)/C(C)(C)CCC1 INCHI=InChI=1S/C22H36O12/c1-9-5-4-6-22(2,3)12(9)19(30)34-21-18(29)16(27)14(25)11(33-21)8-31-20-17(28)15(26)13(24)10(7-23)32-20/h10-11,13-18,20-21,23-29H,4-8H2,1-3H3 INCHIAUX=URTXXFGOVQACIC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849302 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849302 SCANS=315 89.02345275878906 57.0 101.0252914428711 645.0 112.65670013427734 196.0 113.025146484375 717.0 119.03562927246094 524.0 125.02496337890625 816.0 131.034912109375 185.0 141.02598571777344 171.0 143.03675842285156 1053.0 149.046630859375 178.0 161.04486083984375 1570.0 163.1173858642578 35.0 166.16152954101562 256.0 167.04754638671875 170.0 167.10731506347656 20928.0 167.2185821533203 108.0 171.11973571777344 76.0 173.0447235107422 202.0 179.0565185546875 3118.0 179.4812469482422 281.0 221.07107543945312 1178.0 263.07806396484375 847.0 287.06927490234375 76.0 323.1000671386719 7432.0 336.9468078613281 78.0 491.2137756347656 896.0 491.2571105957031 157.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849305 PEPMASS=475.145996 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C3_GC3_01_8213.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380492-01_C19H26O11_Ethanone, 1-[4-[(6-O-beta-D-xylopyranosyl-beta-D-glucopyranosyl)oxy]phenyl]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)C1=CC=C(O[C@@H]2O[C@H](CO[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)C=C1 INCHI=InChI=1S/C19H26O11/c1-8(20)9-2-4-10(5-3-9)29-19-17(26)15(24)14(23)12(30-19)7-28-18-16(25)13(22)11(21)6-27-18/h2-5,11-19,21-26H,6-7H2,1H3/t11-,12-,13+,14-,15+,16-,17-,18+,19-/m1/s1 INCHIAUX=YQOKGDRMWQLQNR-BMVMOQKNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849305 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849305 SCANS=230 70.0135269165039 85.0 70.61248779296875 65.0 71.32279968261719 327.0 71.65632629394531 149.0 72.32219696044922 75.0 81.99461364746094 92.0 83.32102966308594 83.0 84.85166931152344 147.0 93.60879516601562 185.0 102.72233581542969 125.0 106.7701187133789 208.0 108.0221939086914 449.0 120.01797485351562 393.0 131.03761291503906 204.0 133.6675262451172 166.0 133.8793487548828 161.0 133.92434692382812 67.0 134.15553283691406 208.0 134.36166381835938 94.0 134.63490295410156 274.0 134.7432098388672 74.0 134.7877197265625 236.0 134.87353515625 141.0 134.90855407714844 105.0 134.9462890625 201.0 134.96881103515625 220.0 134.99249267578125 113.0 135.0127716064453 232.0 135.04493713378906 131318.0 135.09909057617188 134.0 135.2097625732422 65.0 135.5509796142578 338.0 135.78134155273438 117.0 135.9548797607422 162.0 135.97738647460938 134.0 136.051513671875 292.0 136.1103057861328 122.0 136.30694580078125 144.0 136.5197296142578 134.0 137.02011108398438 85.0 137.5481414794922 89.0 137.6356964111328 134.0 138.2950439453125 291.0 138.37835693359375 129.0 140.90182495117188 81.0 143.028076171875 141.0 144.98570251464844 98.0 145.6854248046875 81.0 148.77191162109375 64.0 149.04635620117188 635.0 155.02830505371094 149.0 177.0524444580078 192.0 191.0615692138672 164.0 233.06407165527344 228.0 239.0120086669922 177.0 251.07546997070312 282.0 293.08880615234375 2698.0 339.0712890625 149.0 429.1368713378906 579.0 457.7029724121094 58.0 457.8113098144531 101.0 461.4527587890625 125.0 700.7002563476562 143.0 936.6864624023438 211.0 968.4606323242188 56.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849307 PEPMASS=465.124908 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C3_GC3_01_8213.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380493-01_C17H24O12_4H-Pyran-4-one, 2-methyl-3-[[6-O-[(2R,3R,4R)-tetrahydro-3,4-dihydroxy-4-(hydroxymethyl)-2-furanyl]-beta-D-glucopyranosyl]oxy]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC/1=C(O[C@@H]2O[C@H](CO[C@@H]3OC[C@](O)(CO)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)/C(=O)/C=C\O1 INCHI=InChI=1S/C17H24O12/c1-7-13(8(19)2-3-25-7)29-15-12(22)11(21)10(20)9(28-15)4-26-16-14(23)17(24,5-18)6-27-16/h2-3,9-12,14-16,18,20-24H,4-6H2,1H3/t9-,10-,11+,12-,14+,15+,16-,17-/m1/s1 INCHIAUX=OXNYNKGAOAFFBD-AHZIVMAWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849307 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849307 SCANS=200 119.03150177001953 199.0 125.02363586425781 1504.0 131.6217041015625 51.0 143.03245544433594 627.0 149.047119140625 474.0 175.0582733154297 117.0 191.05642700195312 360.0 233.06675720214844 1725.0 293.0860595703125 2817.0 845.293212890625 21.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849310 PEPMASS=455.244812 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C3_GC3_01_8213.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380497-01_C27H36O6_1-Naphthalenecarboxylic acid, 8-(benzoyloxy)decahydro-7-hydroxy-5-[(3Z)-5-hydroxy-3-methyl-3-penten-1-yl]-1,4a-dimethyl-6-methylene- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(/CCC1C(=C)C(O)C(OC(=O)C2=CC=CC=C2)C3C1(C)CCCC3(C)C(O)=O)=C/CO INCHI=InChI=1S/C27H36O6/c1-17(13-16-28)11-12-20-18(2)21(29)22(33-24(30)19-9-6-5-7-10-19)23-26(20,3)14-8-15-27(23,4)25(31)32/h5-7,9-10,13,20-23,28-29H,2,8,11-12,14-16H2,1,3-4H3,(H,31,32)/b17-13- INCHIAUX=ZBHRERABGSTQPS-LGMDPLHJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849310 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849310 SCANS=530 89.34088134765625 93.0 97.68472290039062 60.0 119.08524322509766 179.0 121.02945709228516 1737.0 127.69277954101562 186.0 150.5736846923828 205.0 155.07752990722656 288.0 157.1109619140625 138.0 169.09951782226562 309.0 173.13330078125 3247.0 211.1152801513672 195.0 219.12924194335938 140.0 223.15174865722656 238.0 227.1415557861328 289.0 235.151123046875 876.0 237.16468811035156 1125.0 239.1788787841797 205.0 241.1986846923828 300.0 249.16798400878906 295.0 251.14352416992188 108.0 253.1959686279297 10484.0 257.474853515625 132.0 271.2026672363281 1195.0 273.3331604003906 164.0 303.19281005859375 165.0 309.024658203125 144.0 388.99578857421875 202.0 394.9721374511719 153.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849313 PEPMASS=501.249878 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C3_GC3_01_8213.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380497-01_C27H36O6_1-Naphthalenecarboxylic acid, 8-(benzoyloxy)decahydro-7-hydroxy-5-[(3Z)-5-hydroxy-3-methyl-3-penten-1-yl]-1,4a-dimethyl-6-methylene- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(/CCC1C(=C)C(O)C(OC(=O)C2=CC=CC=C2)C3C1(C)CCCC3(C)C(O)=O)=C/CO INCHI=InChI=1S/C27H36O6/c1-17(13-16-28)11-12-20-18(2)21(29)22(33-24(30)19-9-6-5-7-10-19)23-26(20,3)14-8-15-27(23,4)25(31)32/h5-7,9-10,13,20-23,28-29H,2,8,11-12,14-16H2,1,3-4H3,(H,31,32)/b17-13- INCHIAUX=ZBHRERABGSTQPS-LGMDPLHJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849313 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849313 SCANS=531 100.43231201171875 132.0 111.2435073852539 172.0 119.09589385986328 192.0 121.03060150146484 2878.0 121.05854797363281 410.0 122.98147583007812 92.0 127.43034362792969 64.0 141.06918334960938 235.0 147.08746337890625 214.0 149.09600830078125 359.0 152.90533447265625 224.0 153.982177734375 231.0 156.0975341796875 171.0 157.1018829345703 905.0 169.10342407226562 666.0 171.1187286376953 443.0 173.05055236816406 98.0 173.09463500976562 213.0 173.13438415527344 7760.0 183.124267578125 134.0 189.130615234375 217.0 190.99118041992188 91.0 201.08560180664062 154.0 206.79702758789062 96.0 209.12416076660156 228.0 213.16647338867188 272.0 219.1431884765625 553.0 220.99310302734375 164.0 225.13201904296875 132.0 231.17250061035156 165.0 233.12400817871094 234.0 235.15184020996094 863.0 237.16517639160156 2016.0 239.16136169433594 133.0 241.19363403320312 270.0 251.18756103515625 217.0 252.13912963867188 80.0 252.84080505371094 203.0 253.19802856445312 19627.0 255.17388916015625 232.0 267.1626281738281 106.0 269.1668701171875 188.0 270.2813415527344 143.0 271.205810546875 9483.0 273.17303466796875 216.0 285.1825866699219 508.0 290.9950256347656 160.0 296.99267578125 87.0 303.1986083984375 1129.0 305.1972961425781 118.0 307.00958251953125 75.0 315.1869812011719 298.0 315.4175109863281 95.0 328.9997863769531 268.0 333.2055969238281 2775.0 349.2085876464844 176.0 351.98809814453125 113.0 375.00067138671875 148.0 383.15826416015625 250.0 396.97540283203125 113.0 403.044189453125 180.0 455.2439880371094 562.0 461.0281982421875 158.0 1013.1865844726562 271.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849315 PEPMASS=939.493774 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C3_GC3_01_8213.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380498-01_C48H76O18_(3beta,5xi,9xi,22beta)-22-Hydroxyolean-12-en-3-yl 6-deoxy-alpha-L-mannopyranosyl-(1->2)-beta-D-galactopyranuronosyl-(1->2)-beta-D-glucopyranosiduronic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O)[C@H](O[C@H]2O[C@@H]3[C@@H](O)[C@H](O)[C@H](O[C@H]3O[C@H]4CC[C@@]5(C)C(CC[C@]6(C)C5C\C=C/7[C@@H]8CC(C)(C)C[C@@H](O)[C@]8(C)CC[C@@]67C)C4(C)C)C(O)=O)C(O)=O)[C@H](O)[C@H](O)[C@H]1O 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179.0503387451172 184.0 194.35494995117188 93.0 203.0583038330078 243.0 203.6952362060547 373.0 213.0506591796875 178.0 233.06768798828125 165.0 305.0841369628906 214.0 308.3692932128906 71.0 323.0975341796875 1094.0 339.99273681640625 83.0 351.1059875488281 151.0 365.108642578125 2409.0 453.1380310058594 102.0 512.2240600585938 234.0 513.1564331054688 687.0 1961.46142578125 229.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849355 PEPMASS=1367.65271 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A7_GA7_01_8455.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381283-01_C63H102O29_Hexopyranose, O-pentopyranosyl-(1->6)-O-hexopyranosyl-(1->4)-1-O-[(3beta,5xi,9xi,18xi)-28-oxo-3-[[O-pentopyranosyl-(1->4)-O-pentopyranosyl-(1->4)-6-deoxyhexopyranosyl]oxy]olean-12-en-28-yl]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias 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1456.3231201171875 48.0 1458.1090087890625 55.0 1507.740478515625 191.0 1588.6453857421875 110.0 1923.9779052734375 80.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849362 PEPMASS=581.189636 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A7_GA7_01_8455.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381289-01_C26H32O12_Cyclopenta[c]pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-5-hydroxy-7-methyl-6-[[(2E)-1-oxo-3-phenyl-2-propen-1-yl]oxy]-, methyl ester, (1S,4aS,5S,6R,7R,7aR)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C/1=C/O[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]3[C@@H](C)[C@@H](OC(=O)/C=C/C4=CC=CC=C4)[C@@H](O)[C@H]13 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206.0 113.03984832763672 299.0 203.11366271972656 153.0 216.96524047851562 190.0 257.155029296875 163.0 269.1421813964844 202.0 289.12225341796875 196.0 289.1460876464844 227.0 313.14666748046875 188.0 331.1561584472656 708.0 349.1674499511719 562.0 350.3282470703125 88.0 365.1668395996094 595.0 367.17822265625 1881.0 368.3177490234375 89.0 460.7843017578125 93.0 470.20953369140625 143.0 511.2098083496094 216.0 528.220458984375 97.0 528.350830078125 207.0 528.8807373046875 61.0 529.0625610351562 83.0 529.2304077148438 5450.0 575.2304077148438 79.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849368 PEPMASS=695.404968 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A8_GA8_01_8456.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169096-02_C36H58O10_beta-D-Glucopyranose, 1-O-[(2alpha,3beta,5xi,9xi,18xi)-2,3,19-trihydroxy-28-oxours-12-en-28-yl]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CC[C@@]2(CC[C@]3(C)\C(=C/CC4[C@@]5(C)C[C@@H](O)[C@H](O)C(C)(C)C5CC[C@@]34C)C2[C@]1(C)O)C(=O)O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O INCHI=InChI=1S/C36H58O10/c1-18-10-13-36(30(43)46-29-26(41)25(40)24(39)21(17-37)45-29)15-14-33(5)19(27(36)35(18,7)44)8-9-23-32(4)16-20(38)28(42)31(2,3)22(32)11-12-34(23,33)6/h8,18,20-29,37-42,44H,9-17H2,1-7H3/t18-,20-,21-,22?,23?,24-,25+,26-,27?,28+,29+,32+,33-,34-,35-,36+/m1/s1 INCHIAUX=MLKQAGPAYHTNQQ-UJKXLRNUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849368 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849368 SCANS=440 143.03775024414062 151.0 161.0442352294922 177.0 207.05148315429688 1152.0 393.3056945800781 134.0 401.05718994140625 165.0 425.3382263183594 95.0 427.32537841796875 151.0 467.31781005859375 408.0 469.33746337890625 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620.9949951171875 77.0 622.2774658203125 69.0 622.92529296875 85.0 632.2636108398438 91.0 810.3142700195312 115.0 1167.109619140625 136.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849407 PEPMASS=365.193573 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G12_RG12_01_8300.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179869-02_C20H30O6_2(5H)-Furanone, 5-hydroxy-3-[2-(octahydro-2,3-dihydroxy-5,6,8a-trimethylspiro[naphthalene-1(2H),2'-oxiran]-5-yl)ethyl]- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC2(C)C(CC(O)C(O)C23CO3)C1(C)CC\C4=C\C(O)OC4=O INCHI=InChI=1S/C20H30O6/c1-11-4-7-19(3)14(9-13(21)16(23)20(19)10-25-20)18(11,2)6-5-12-8-15(22)26-17(12)24/h8,11,13-16,21-23H,4-7,9-10H2,1-3H3 INCHIAUX=IJOCZMKYIFYFQK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849407 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INCHI=InChI=1S/C33H47NO13/c1-18-10-8-6-4-3-5-7-9-11-21(45-32-30(39)28(34)29(38)19(2)44-32)15-25-27(31(40)41)22(36)17-33(42,47-25)16-20(35)14-24-23(46-24)12-13-26(37)43-18/h3-9,11-13,18-25,27-30,32,35-36,38-39,42H,10,14-17,34H2,1-2H3,(H,40,41)/b4-3+,7-5+,8-6+,11-9+,13-12+/t18-,19-,20+,21+,22+,23-,24-,25+,27-,28+,29-,30+,32+,33-/m1/s1 INCHIAUX=NCXMLFZGDNKEPB-FFPOYIOWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849413 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849413 SCANS=345 111.04375457763672 325.0 137.02342224121094 546.0 150.07839965820312 329.0 155.0353546142578 455.0 157.04898071289062 246.0 161.0995330810547 152.0 163.07615661621094 235.0 173.06573486328125 201.0 173.09634399414062 328.0 213.08578491210938 185.0 245.0138397216797 122.0 280.12261962890625 263.0 289.1234130859375 181.0 301.1702575683594 139.0 321.0340881347656 167.0 395.19036865234375 163.0 421.2005920410156 463.0 439.2343444824219 113.0 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USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849416 SCANS=229 97.03104400634766 486.0 99.00457000732422 168.0 101.01483154296875 65.0 115.04022216796875 175.0 116.4850082397461 174.0 125.02297973632812 569.0 125.03903198242188 312.0 131.03341674804688 147.0 132.04066467285156 609.0 145.05072021484375 290.0 145.732666015625 219.0 149.04327392578125 823.0 157.05528259277344 121.0 167.0340576171875 214.0 174.0548553466797 323.0 191.0581512451172 254.0 233.06686401367188 2004.0 275.073974609375 152.0 291.8344421386719 82.0 292.9061584472656 74.0 292.9891662597656 73.0 293.0882263183594 2854.0 293.1503601074219 86.0 293.7388916015625 26.0 293.7816467285156 41.0 426.0522766113281 58.0 426.14288330078125 4674.0 1934.9517822265625 52.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849419 PEPMASS=497.214386 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G12_RG12_01_8300.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380849-01_C28H34O8_(2E,4E)-1-{(1R,3S,7S,8R,10S)-12-[(4E)-4-Hexenoyl]-1,6,8,13-tetrahydroxy-3,7,10,14-tetramethyl-2,9-dioxapentacyclo[8.4.0.0~3,8~.0~4,14~.0~7,11~]tetradeca-5,12-dien-5-yl}-2,4-hexadien-1-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C/C=C/CCC(=O)C/1=C(O)/C2(C)C3\C(=C(O)/[C@]4(C)C1[C@]5(C)O[C@@]4(O)[C@@]3(C)O[C@]25O)C(=O)\C=C\C=C\C INCHI=InChI=1S/C28H34O8/c1-7-9-11-13-15(29)17-19-23(3)22(32)18(16(30)14-12-10-8-2)20-24(4,21(17)31)28(34)25(19,5)35-27(23,33)26(20,6)36-28/h7-11,13,19-20,31-34H,12,14H2,1-6H3/b9-7+,10-8+,13-11+/t19?,20?,23?,24-,25-,26-,27+,28+/m0/s1 INCHIAUX=AWAWQVBWAWCQSJ-IMZYPISCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849419 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849419 SCANS=561 113.06554412841797 139.0 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DATACOLLECTOR=lfnothias SMILES=C[C@H]1[C@@H]2[C@H](OC(C)=O)C(=O)[C@@]3(C)[C@@H](CC[C@H]4\C([C@H](C[C@]34C)OC(C)=O)=C(/CCC=C(C)C)C(O)=O)[C@@]2(C)\C=C/C1=O INCHI=InChI=1S/C33H44O8/c1-17(2)10-9-11-21(30(38)39)26-22-12-13-25-31(6)15-14-23(36)18(3)27(31)28(41-20(5)35)29(37)33(25,8)32(22,7)16-24(26)40-19(4)34/h10,14-15,18,22,24-25,27-28H,9,11-13,16H2,1-8H3,(H,38,39)/b26-21-/t18-,22+,24+,25+,27-,28+,31-,32+,33-/m1/s1 INCHIAUX=MDFZYGLOIJNNRM-OAJDADRGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849425 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849425 SCANS=542 109.02894592285156 180.0 117.91203308105469 163.0 119.08712768554688 238.0 121.06478881835938 205.0 135.0792236328125 698.0 139.11456298828125 296.0 143.08009338378906 116.0 155.03065490722656 159.0 161.06109619140625 963.0 161.10073852539062 255.0 162.06834411621094 185.0 169.0867462158203 192.0 173.13633728027344 420.0 175.11294555664062 142.0 177.0671844482422 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SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G4_RG4_01_8292.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380744-01_C22H32O11_beta-D-Glucopyranoside, 4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl 6-O-[(2R,3R,4R)-tetrahydro-3,4-dihydroxy-4-(hydroxymethyl)-2-furanyl]- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=CC(=CC=C1O)O[C@@H]2O[C@H](CO[C@@H]3OC[C@](O)(CO)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O INCHI=InChI=1S/C22H32O11/c1-11(2)3-4-12-7-13(5-6-14(12)24)32-20-18(27)17(26)16(25)15(33-20)8-30-21-19(28)22(29,9-23)10-31-21/h3,5-7,15-21,23-29H,4,8-10H2,1-2H3/t15-,16-,17+,18-,19+,20-,21-,22-/m1/s1 INCHIAUX=UEAATLOMPYZOFF-PYEGHPNJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849437 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849437 SCANS=274 89.02912902832031 299.0 101.03048706054688 224.0 125.0257797241211 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INCHI=InChI=1S/C22H32O11/c1-11(2)3-4-12-7-13(5-6-14(12)24)32-20-18(27)17(26)16(25)15(33-20)8-30-21-19(28)22(29,9-23)10-31-21/h3,5-7,15-21,23-29H,4,8-10H2,1-2H3/t15-,16-,17+,18-,19+,20-,21-,22-/m1/s1 INCHIAUX=UEAATLOMPYZOFF-PYEGHPNJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849440 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849440 SCANS=272 86.4522476196289 109.0 89.02436828613281 344.0 96.27365112304688 60.0 101.02657318115234 316.0 115.03971099853516 455.0 121.02627563476562 363.0 125.0229721069336 1932.0 131.0325469970703 341.0 133.02723693847656 101.0 134.032958984375 240.0 135.0419921875 136.0 143.03012084960938 80.0 148.7124786376953 141.0 148.80853271484375 163.0 149.04286193847656 2312.0 159.0222930908203 170.0 161.04554748535156 289.0 176.08273315429688 380.0 177.0918731689453 1068.0 188.06021118164062 156.0 191.0563201904297 1134.0 193.77587890625 108.0 195.42173767089844 95.0 199.4971160888672 68.0 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106.0 107.63311004638672 255.0 133.02944946289062 2062.0 134.02732849121094 229.0 189.02113342285156 52.0 203.03245544433594 132.0 205.01393127441406 7285.0 244.76681518554688 148.0 244.98992919921875 173.0 247.82545471191406 155.0 248.03172302246094 6541.0 248.09523010253906 141.0 248.36526489257812 61.0 262.7709655761719 205.0 263.0559997558594 6300.0 295.0636291503906 255.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849479 PEPMASS=415.105194 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E3_GE3_01_8226.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169454-03_C20H18O7_2-Furancarboxylic acid, 2,5-dihydro-3-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-4-methoxy-5-oxo-, methyl ester [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C\1(CC2=CC=C(O)C=C2)OC(=O)\C(=C1C3=CC=C(O)C=C3)OC INCHI=InChI=1S/C20H18O7/c1-25-17-16(13-5-9-15(22)10-6-13)20(19(24)26-2,27-18(17)23)11-12-3-7-14(21)8-4-12/h3-10,21-22H,11H2,1-2H3 INCHIAUX=DYMYDSWEIIXYNX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849479 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849479 SCANS=395 76.88810729980469 114.0 92.12344360351562 226.0 93.35616302490234 165.0 108.87774658203125 254.0 119.19325256347656 85.0 120.43729400634766 184.0 124.57242584228516 113.0 125.17906188964844 166.0 127.00753021240234 112.0 132.29934692382812 114.0 133.0275115966797 1117.0 136.23793029785156 64.0 137.7774658203125 99.0 140.25123596191406 77.0 144.49044799804688 88.0 146.94900512695312 105.0 187.0417022705078 308.0 189.0121612548828 329.0 203.6787567138672 67.0 204.04637145996094 180.0 204.37979125976562 53.0 204.5531768798828 88.0 205.0135040283203 18429.0 205.124755859375 147.0 205.43795776367188 100.0 205.80636596679688 68.0 207.57931518554688 103.0 226.83494567871094 243.0 235.06057739257812 506.0 244.53564453125 214.0 245.2020721435547 91.0 248.03240966796875 18963.0 261.4973449707031 256.0 262.75701904296875 83.0 263.01165771484375 112.0 263.05548095703125 36998.0 329.1777038574219 174.0 369.1007080078125 2619.0 925.5380859375 104.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849482 PEPMASS=514.246643 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E3_GE3_01_8226.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180503-03_C28H37NO8_Pentanedioic acid, 2-[(2R,2'R,6'R,8a'S)-3',4',4'a,5',6,6',7',8,8',8'a-decahydro-4,6'-dihydroxy-2',5',5',8'a-tetramethyl-6-oxospiro[2H-furo[2,3-e]isoindole-2,1'(2'H)-naphthalen]-7(3H)-yl]-, (2S)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CCC2C(C)(C)[C@H](O)CC[C@]2(C)[C@@]13CC4=C(O)C=C5C(=O)N(CC5=C4O3)[C@@H](CCC(O)=O)C(O)=O INCHI=InChI=1S/C28H37NO8/c1-14-5-7-20-26(2,3)21(31)9-10-27(20,4)28(14)12-16-19(30)11-15-17(23(16)37-28)13-29(24(15)34)18(25(35)36)6-8-22(32)33/h11,14,18,20-21,30-31H,5-10,12-13H2,1-4H3,(H,32,33)(H,35,36)/t14-,18+,20?,21-,27+,28-/m1/s1 INCHIAUX=QZGOQORSUIQVIR-FFZVSTMVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849482 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849482 SCANS=436 96.4203872680664 144.0 107.0103759765625 239.0 124.0380630493164 183.0 148.0414581298828 158.0 156.49298095703125 62.0 163.0253143310547 252.0 174.0189971923828 558.0 174.05271911621094 171.0 175.02578735351562 825.0 176.03448486328125 520.0 177.04559326171875 144.0 190.04539489746094 198.0 191.0891571044922 123.0 192.11988830566406 196.0 204.0685272216797 204.0 205.07737731933594 90.0 205.25994873046875 141.0 210.91624450683594 46.0 215.0216064453125 185.0 217.07614135742188 1561.0 219.0864715576172 192.0 227.80868530273438 98.0 229.28370666503906 288.0 231.05584716796875 206.0 237.05426025390625 248.0 243.09645080566406 54.0 243.17698669433594 193.0 244.05221557617188 167.0 245.07095336914062 701.0 247.81552124023438 199.0 248.22943115234375 83.0 248.3032684326172 151.0 249.0645751953125 251.0 250.19015502929688 162.0 253.64427185058594 212.0 254.6993865966797 158.0 258.1970520019531 169.0 265.12628173828125 67.0 266.3154602050781 295.0 274.2545471191406 54.0 277.0523986816406 111.0 283.0486755371094 112.0 313.9482421875 416.0 329.213134765625 213.0 332.75054931640625 88.0 341.213623046875 177.0 343.2425842285156 141.0 357.19744873046875 175.0 368.99603271484375 187.0 382.200927734375 97.0 384.2158508300781 2860.0 385.5969543457031 205.0 396.2115478515625 339.0 398.23126220703125 123.0 408.2601013183594 197.0 410.2301025390625 1094.0 411.24237060546875 186.0 424.1224365234375 234.0 426.2745666503906 1036.0 434.2403564453125 173.0 442.2105407714844 50.0 451.1744689941406 178.0 452.2464599609375 5682.0 458.2490234375 174.0 468.2333984375 91.0 470.2549743652344 26027.0 471.0289611816406 176.0 477.8004455566406 100.0 477.8992919921875 73.0 485.2509460449219 122.0 485.3611145019531 94.0 488.2652587890625 203.0 496.2414855957031 1640.0 509.044189453125 163.0 510.57220458984375 85.0 511.1238708496094 148.0 513.1005859375 88.0 513.163330078125 59.0 513.25537109375 162.0 513.2860107421875 207.0 513.5167846679688 151.0 513.5955810546875 319.0 513.80517578125 219.0 513.9600219726562 83.0 514.1066284179688 166.0 514.245361328125 67332.0 514.3482055664062 119.0 514.4151000976562 123.0 514.5226440429688 166.0 514.8417358398438 113.0 515.076904296875 56.0 515.1355590820312 83.0 515.2371215820312 258.0 515.3407592773438 79.0 515.6573486328125 144.0 516.2802734375 150.0 516.7755737304688 78.0 517.8298950195312 84.0 518.0198364257812 202.0 518.1199951171875 154.0 518.50732421875 49.0 1084.353759765625 161.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849485 PEPMASS=556.258606 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E3_GE3_01_8226.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347572-02_C30H39NO9_Pentanedioic acid, 2-[(2R,2'R,6'S,8a'S)-6'-(acetyloxy)-3',4',4'a,5',6,6',7',8,8',8'a-decahydro-4-hydroxy-2',5',5',8'a-tetramethyl-6-oxospiro[2H-furo[2,3-e]isoindole-2,1'(2'H)-naphthalen]-7(3H)-yl]-, (2S)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CCC2C(C)(C)[C@H](CC[C@]2(C)[C@@]13CC4=C(O3)C5=C(C=C4O)C(=O)N(C5)[C@@H](CCC(O)=O)C(O)=O)OC(C)=O INCHI=InChI=1S/C30H39NO9/c1-15-6-8-22-28(3,4)23(39-16(2)32)10-11-29(22,5)30(15)13-18-21(33)12-17-19(25(18)40-30)14-31(26(17)36)20(27(37)38)7-9-24(34)35/h12,15,20,22-23,33H,6-11,13-14H2,1-5H3,(H,34,35)(H,37,38)/t15-,20+,22?,23+,29+,30-/m1/s1 INCHIAUX=QOSHGFOSXAHAJH-RDHHEUPCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849485 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849485 SCANS=482 118.9930191040039 242.0 129.0250701904297 286.0 134.01893615722656 131.0 152.99586486816406 129.0 175.0283203125 385.0 176.03289794921875 228.0 184.4945068359375 275.0 201.0717010498047 144.0 217.08514404296875 305.0 219.05084228515625 129.0 219.08535766601562 276.0 225.2825469970703 68.0 231.0564727783203 278.0 235.04513549804688 179.0 240.23135375976562 134.0 244.048095703125 93.0 244.9996795654297 197.0 245.06849670410156 417.0 250.08216857910156 129.0 256.2315979003906 222.0 257.66693115234375 70.0 260.504150390625 78.0 261.8019104003906 122.0 263.88531494140625 201.0 266.2452087402344 64.0 277.0555419921875 171.0 278.0635070800781 74.0 280.6243896484375 172.0 287.0218811035156 246.0 288.0871887207031 99.0 288.1448669433594 193.0 293.1826171875 81.0 304.7565002441406 134.0 364.19000244140625 127.0 366.205078125 224.0 375.6698303222656 90.0 389.0041809082031 150.0 390.9701232910156 232.0 391.0272216796875 204.0 392.2328186035156 408.0 408.25457763671875 597.0 424.2168273925781 132.0 426.2315673828125 861.0 427.2179260253906 243.0 432.7337951660156 57.0 434.2349853515625 3133.0 438.2197265625 155.0 450.244384765625 81.0 452.2444152832031 3479.0 468.2694396972656 658.0 468.6968078613281 183.0 492.23675537109375 116.0 493.5345153808594 152.0 494.255126953125 8954.0 495.2547607421875 274.0 511.2499694824219 78.0 511.4272766113281 111.0 511.5196838378906 184.0 512.2666015625 21065.0 512.4237670898438 241.0 512.527587890625 288.0 514.9180297851562 131.0 516.6188354492188 128.0 520.2462768554688 110.0 538.248046875 9476.0 538.3847045898438 82.0 539.2529296875 115.0 553.1282958984375 134.0 554.9191284179688 213.0 555.6315307617188 77.0 555.7217407226562 191.0 555.8866577148438 300.0 555.978271484375 219.0 556.1520385742188 188.0 556.2554931640625 39415.0 557.25732421875 266.0 559.7559204101562 111.0 763.9757080078125 143.0 1480.2547607421875 153.0 1640.788818359375 147.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849488 PEPMASS=602.263611 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E3_GE3_01_8226.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347572-02_C30H39NO9_Pentanedioic acid, 2-[(2R,2'R,6'S,8a'S)-6'-(acetyloxy)-3',4',4'a,5',6,6',7',8,8',8'a-decahydro-4-hydroxy-2',5',5',8'a-tetramethyl-6-oxospiro[2H-furo[2,3-e]isoindole-2,1'(2'H)-naphthalen]-7(3H)-yl]-, (2S)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CCC2C(C)(C)[C@H](CC[C@]2(C)[C@@]13CC4=C(O3)C5=C(C=C4O)C(=O)N(C5)[C@@H](CCC(O)=O)C(O)=O)OC(C)=O INCHI=InChI=1S/C30H39NO9/c1-15-6-8-22-28(3,4)23(39-16(2)32)10-11-29(22,5)30(15)13-18-21(33)12-17-19(25(18)40-30)14-31(26(17)36)20(27(37)38)7-9-24(34)35/h12,15,20,22-23,33H,6-11,13-14H2,1-5H3,(H,34,35)(H,37,38)/t15-,20+,22?,23+,29+,30-/m1/s1 INCHIAUX=QOSHGFOSXAHAJH-RDHHEUPCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849488 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849488 SCANS=488 85.02999877929688 230.0 128.9979248046875 182.0 176.028564453125 175.0 178.08779907226562 200.0 179.99961853027344 246.0 181.7530059814453 189.0 187.3334503173828 65.0 203.05685424804688 74.0 205.06671142578125 105.0 209.00057983398438 171.0 219.09359741210938 185.0 228.07899475097656 176.0 231.05287170410156 95.0 240.4797821044922 277.0 244.0582733154297 186.0 244.3662109375 164.0 245.07083129882812 340.0 263.08648681640625 60.0 266.0412292480469 154.0 275.39532470703125 192.0 283.0782470703125 79.0 283.9588928222656 132.0 286.0850524902344 113.0 336.37652587890625 74.0 351.1401062011719 221.0 352.2275695800781 167.0 376.98126220703125 116.0 377.01947021484375 230.0 379.04083251953125 155.0 397.0324401855469 95.0 406.1883239746094 129.0 406.2437438964844 202.0 408.2549133300781 590.0 424.21368408203125 464.0 426.2397155761719 113.0 434.2325744628906 2004.0 450.2611999511719 121.0 452.244873046875 2689.0 457.0078125 105.0 477.0367431640625 169.0 484.21893310546875 69.0 494.2554626464844 4572.0 494.3731384277344 121.0 495.2646789550781 105.0 509.7598571777344 146.0 511.44586181640625 213.0 512.26611328125 9362.0 516.253173828125 111.0 537.4788208007812 54.0 538.0448608398438 254.0 538.2456665039062 5876.0 538.6077270507812 56.0 539.60546875 126.0 551.5878295898438 58.0 555.9569091796875 135.0 556.1735229492188 67.0 556.2552490234375 31905.0 556.6587524414062 86.0 557.278564453125 195.0 559.735595703125 200.0 560.4480590820312 75.0 560.5147705078125 180.0 582.50830078125 202.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849491 PEPMASS=311.151154 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E3_GE3_01_8226.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380321-01_C15H22O4_11-(Hydroxymethyl)-2,11-dimethyl-3-oxotricyclo[4.3.2.0~1,5~]undecane-9-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1C(=O)CC2C3CCC(C(O)=O)C12CC3(C)CO INCHI=InChI=1S/C15H22O4/c1-8-12(17)5-11-9-3-4-10(13(18)19)15(8,11)6-14(9,2)7-16/h8-11,16H,3-7H2,1-2H3,(H,18,19) INCHIAUX=QIYQVTNAEPQSBX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849491 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849491 SCANS=274 142.03114318847656 270.0 165.91885375976562 219.0 183.0257568359375 166.0 191.14602661132812 418.0 192.1104278564453 195.0 221.15428161621094 181.0 265.1444396972656 6156.0 268.1134948730469 151.0 1130.3834228515625 152.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849494 PEPMASS=419.165009 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E3_GE3_01_8226.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380324-01_C23H29ClO5_Benzaldehyde, 3-chloro-4,6-dihydroxy-2-methyl-5-[(2E,6E)-3-methyl-7-[(2S)-tetrahydro-5,5-dimethyl-4-oxo-2-furanyl]-2,6-octadien-1-yl]- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(/CC/C=C(C)/[C@H]1CC(=O)C(C)(C)O1)=C\CC2=C(O)C(=C(C)C(=C2O)Cl)C=O INCHI=InChI=1S/C23H29ClO5/c1-13(7-6-8-14(2)18-11-19(26)23(4,5)29-18)9-10-16-21(27)17(12-25)15(3)20(24)22(16)28/h8-9,12,18,27-28H,6-7,10-11H2,1-5H3/b13-9+,14-8+/t18-/m1/s1 INCHIAUX=VGYPZLGWVQQOST-LWTYEDPSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849494 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849494 SCANS=614 156.7863006591797 189.0 173.06060791015625 108.0 184.0271453857422 172.0 186.06314086914062 596.0 187.08401489257812 232.0 188.07369995117188 347.0 196.9963836669922 926.0 197.9999237060547 201.0 201.05142211914062 681.0 209.0027618408203 373.0 210.01034545898438 101.0 216.0769805908203 741.0 231.0645294189453 192.0 234.0474853515625 36.0 277.06903076171875 228.0 278.98724365234375 189.0 297.1560363769531 150.0 305.1282043457031 143.0 333.1252136230469 1390.0 337.1860046386719 174.0 355.1891784667969 146.0 383.1874084472656 180.0 417.15606689453125 134.0 418.563232421875 140.0 419.10986328125 491.0 419.1651306152344 16832.0 419.34918212890625 25.0 420.1751708984375 116.0 422.1730651855469 147.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849497 PEPMASS=737.233215 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E3_GE3_01_8226.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380334-01_C34H42O18_beta-D-Glucopyranoside, (1aS,1bS,2S,5aR,6S,6aS)-6-[[3-O-acetyl-6-deoxy-2-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-alpha-L-mannopyranosyl]oxy]-1a,1b,2,5a,6,6a-hexahydro-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl, 2-acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@H]2[C@@H]3\C=C/O[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4OC(C)=O)[C@@H]3[C@@]5(CO)O[C@@H]25)[C@H](OC(=O)/C=C/C6=CC=C(O)C=C6)[C@H](OC(C)=O)[C@H]1O INCHI=InChI=1S/C34H42O18/c1-14-23(41)27(46-15(2)37)29(49-21(40)9-6-17-4-7-18(39)8-5-17)33(45-14)50-26-19-10-11-44-31(22(19)34(13-36)30(26)52-34)51-32-28(47-16(3)38)25(43)24(42)20(12-35)48-32/h4-11,14,19-20,22-33,35-36,39,41-43H,12-13H2,1-3H3/b9-6+/t14-,19+,20+,22+,23-,24+,25-,26-,27+,28+,29+,30-,31-,32-,33-,34+/m0/s1 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1002.6202392578125 104.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849509 PEPMASS=481.138977 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E11_GE11_01_8234.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169148-03_C22H26O12_Benzoic acid, 4-hydroxy-, 1-(hexopyranosyloxy)-1,4a,5,7a-tetrahydro-4a-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-5-yl ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2O\C=C/C3(O)C(OC(=O)C4=CC=C(O)C=C4)\C=C(\CO)C23)C(O)C(O)C1O INCHI=InChI=1S/C22H26O12/c23-8-11-7-14(33-19(29)10-1-3-12(25)4-2-10)22(30)5-6-31-20(15(11)22)34-21-18(28)17(27)16(26)13(9-24)32-21/h1-7,13-18,20-21,23-28,30H,8-9H2 INCHIAUX=RUMMZUFGTMKLMC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849509 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462.83648681640625 124.0 463.1241149902344 2852.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849515 PEPMASS=527.14502 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E11_GE11_01_8234.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169148-03_C22H26O12_Benzoic acid, 4-hydroxy-, 1-(hexopyranosyloxy)-1,4a,5,7a-tetrahydro-4a-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-5-yl ester [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2O\C=C/C3(O)C(OC(=O)C4=CC=C(O)C=C4)\C=C(\CO)C23)C(O)C(O)C1O INCHI=InChI=1S/C22H26O12/c23-8-11-7-14(33-19(29)10-1-3-12(25)4-2-10)22(30)5-6-31-20(15(11)22)34-21-18(28)17(27)16(26)13(9-24)32-21/h1-7,13-18,20-21,23-28,30H,8-9H2 INCHIAUX=RUMMZUFGTMKLMC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849515 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193.0498504638672 148.0 196.07144165039062 234.0 197.05673217773438 186.0 210.0634765625 76.0 213.0786895751953 188.0 223.06423950195312 158.0 226.433349609375 117.0 231.01901245117188 55.0 231.3473358154297 185.0 231.7176513671875 154.0 258.8994445800781 60.0 282.0455322265625 244.0 283.0673522949219 246.0 299.0905456542969 116.0 299.8890075683594 95.0 300.08489990234375 231.0 300.6654357910156 62.0 301.0711975097656 30917.0 304.1279602050781 75.0 304.1937255859375 153.0 311.0827331542969 362.0 312.0816650390625 390.0 319.08062744140625 537.0 328.1476745605469 146.0 343.10400390625 529.0 345.96978759765625 203.0 371.05889892578125 254.0 445.1215515136719 227.0 478.75439453125 103.0 479.5385437011719 61.0 480.88702392578125 145.0 481.1351623535156 34950.0 481.29656982421875 69.0 481.9281311035156 101.0 482.1382141113281 341.0 503.5099182128906 95.0 526.1672973632812 232.0 743.1199951171875 834.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849518 PEPMASS=479.158905 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E11_GE11_01_8234.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169346-02_C23H28O11_Methyl (3R,4R,5R)-3,4-dihydroxy-5-({6-O-[(2E)-3-phenyl-2-propenoyl]-beta-D-glucopyranosyl}oxy)-1-cyclohexene-1-carboxylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)\C1=C\[C@@H](O)[C@@H](O)[C@@H](C1)O[C@@H]2O[C@H](COC(=O)\C=C\C3=CC=CC=C3)[C@@H](O)[C@H](O)[C@H]2O INCHI=InChI=1S/C23H28O11/c1-31-22(30)13-9-14(24)18(26)15(10-13)33-23-21(29)20(28)19(27)16(34-23)11-32-17(25)8-7-12-5-3-2-4-6-12/h2-9,14-16,18-21,23-24,26-29H,10-11H2,1H3/b8-7+/t14-,15-,16-,18-,19-,20+,21-,23-/m1/s1 INCHIAUX=DOFMBNVUGRDDTK-NZNOAPCVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849518 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849518 SCANS=349 108.88601684570312 195.0 133.06622314453125 195.0 147.04368591308594 3691.0 151.04054260253906 421.0 161.0607147216797 2465.0 163.08303833007812 276.0 169.1316680908203 95.0 173.07369995117188 180.0 189.0567169189453 563.0 354.9950866699219 114.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849521 PEPMASS=525.165161 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E11_GE11_01_8234.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169346-02_C23H28O11_Methyl (3R,4R,5R)-3,4-dihydroxy-5-({6-O-[(2E)-3-phenyl-2-propenoyl]-beta-D-glucopyranosyl}oxy)-1-cyclohexene-1-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)\C1=C\[C@@H](O)[C@@H](O)[C@@H](C1)O[C@@H]2O[C@H](COC(=O)\C=C\C3=CC=CC=C3)[C@@H](O)[C@H](O)[C@H]2O 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54.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849524 PEPMASS=469.138519 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E11_GE11_01_8234.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380452-01_C20H24O10_2-Cyclohexene-1-carboxylic acid, 1-hydroxy-6-oxo-, [2-(beta-D-glucopyranosyloxy)phenyl]methyl ester [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(COC(=O)C3(O)\C=C/CCC3=O)C=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C20H24O10/c21-9-13-15(23)16(24)17(25)18(30-13)29-12-6-2-1-5-11(12)10-28-19(26)20(27)8-4-3-7-14(20)22/h1-2,4-6,8,13,15-18,21,23-25,27H,3,7,9-10H2/t13-,15-,16+,17-,18-,20?/m1/s1 INCHIAUX=CZDNLUMNELLDDD-QZFWYPLZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849524 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FILENAME=777be51f66ee4b2495aec448886f0c38/E11_GE11_01_8234.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380453-01_C64H96O26_Pregn-5-en-20-one, 11-(acetyloxy)-12-(benzoyloxy)-3-[[O-hexopyranosyl-(1->4)-O--6-deoxy-3-O-methylhexopyranosyl-(1->4)-O--2,6-dideoxy-3-O-methylhexopyranosyl-(1->4)-O--2,6-dideoxy-3-O-methylhexopyranosyl-(1->4)-2,6-dideoxy-3-O-methylhexopyranosyl]oxy]-8,14-dihydroxy-, (3beta,9xi,11alpha,12beta,14beta)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1CC(OC(C)C1OC2CC(OC)C(OC3CC(OC)C(OC4OC(C)C(OC5OC(CO)C(O)C(O)C5O)C(OC)C4O)C(C)O3)C(C)O2)O[C@H]6CC[C@]7(C)C8[C@H](OC(C)=O)[C@@H](OC(=O)C9=CC=CC=C9)[C@]%10(C)[C@H](CC[C@]%10(O)[C@]8(O)C\C=C7\C6)C(C)=O 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SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00170013-03_C15H22O5_1H-3,9a-Methanocyclopent[c]oxocin-4-carboxylic acid, 3,4,5,6,6a,9-hexahydro-4-hydroxy-7-(1-hydroxy-1-methylethyl)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O)\C1=C\CC23COC(C2)C(O)(CCC13)C(O)=O INCHI=InChI=1S/C15H22O5/c1-13(2,18)9-3-5-14-7-11(20-8-14)15(19,12(16)17)6-4-10(9)14/h3,10-11,18-19H,4-8H2,1-2H3,(H,16,17) INCHIAUX=LKOCXGZSSYQSLN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849593 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849593 SCANS=329 102.13571166992188 85.0 104.23976135253906 184.0 175.0764923095703 125.0 177.08981323242188 308.0 201.09439086914062 192.0 281.13995361328125 4856.0 282.1409912109375 106.0 317.3903503417969 102.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849596 PEPMASS=451.198242 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A 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346.0815124511719 99.0 346.9936218261719 54.0 359.1524963378906 350.0 383.14971923828125 54.0 391.1804504394531 134.0 401.16705322265625 208.0 414.5916442871094 111.0 414.838134765625 122.0 416.5795593261719 66.0 418.2633972167969 90.0 418.94219970703125 126.0 419.171142578125 16505.0 437.1886901855469 148.0 451.2051696777344 635.0 504.63104248046875 61.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849599 PEPMASS=352.141449 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A3_RA3_01_8253.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381076-01_C17H23NO7_4-[(2-{[(2-Ethyl-2,3-dihydroxybutanoyl)oxy]methyl}phenyl)amino]-4-oxobutanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(O)(C(C)O)C(=O)OCC1=C(NC(=O)CCC(O)=O)C=CC=C1 INCHI=InChI=1S/C17H23NO7/c1-3-17(24,11(2)19)16(23)25-10-12-6-4-5-7-13(12)18-14(20)8-9-15(21)22/h4-7,11,19,24H,3,8-10H2,1-2H3,(H,18,20)(H,21,22) INCHIAUX=VDRDRMCAECTSGB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849599 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849599 SCANS=355 82.86859130859375 124.0 101.02181243896484 247.0 147.06655883789062 10113.0 147.1673583984375 52.0 164.0823211669922 91.0 222.07969665527344 218.0 352.13232421875 185.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849602 PEPMASS=645.220276 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A3_RA3_01_8253.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381084-01_C31H36O12_8'-Acetoxy-2,2,2',9',13'-pentamethyl-6'-methylene-6,11',15',16'-tetraoxodihydro-4H-spiro[pyran-3,5'-[10,14,17]trioxapentacyclo[7.6.1.1~7,12~.0~1,12~.0~2,7~]heptadecan]-3'-yl (2E)-2-methyl-2-butenoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C/C=C(C)/C(=O)OC1CC2(CCC(=O)OC2(C)C)C(=C)C34OC56C(C)OC(=O)C5(C(=O)C(C)(OC6=O)C3OC(C)=O)C14C INCHI=InChI=1S/C31H36O12/c1-10-14(2)20(34)40-18-13-28(12-11-19(33)41-25(28,6)7)15(3)30-22(39-17(5)32)26(8)21(35)29(27(18,30)9)23(36)38-16(4)31(29,43-30)24(37)42-26/h10,16,18,22H,3,11-13H2,1-2,4-9H3/b14-10+ INCHIAUX=PUNXZEDIXYLVKL-GXDHUFHOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849602 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849602 SCANS=556 99.0478515625 238.0 149.06272888183594 120.0 155.06932067871094 113.0 161.0968017578125 302.0 163.1156768798828 126.0 177.05874633789062 686.0 199.11459350585938 141.0 212.0884552001953 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120.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849605 PEPMASS=909.487427 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A3_RA3_01_8253.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381086-01_C47H74O17_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(O)C(O)COC2OC3C(O)C(O)C(OC3O[C@H]4CC[C@@]5(C)C(CC[C@]6(C)C5C(=O)C\C7=C\8CC(C)(C)CC(O)[C@]8(C)CC[C@@]67C)C4(C)C)C(O)=O)C(O)C(O)C1O INCHI=InChI=1S/C47H74O17/c1-20-28(51)30(53)33(56)39(60-20)63-35-29(52)24(49)19-59-40(35)64-36-32(55)31(54)34(38(57)58)62-41(36)61-27-11-12-45(7)25(43(27,4)5)10-13-47(9)37(45)23(48)16-21-22-17-42(2,3)18-26(50)44(22,6)14-15-46(21,47)8/h20,24-37,39-41,49-56H,10-19H2,1-9H3,(H,57,58)/t20?,24?,25?,26?,27-,28?,29?,30?,31?,32?,33?,34?,35?,36?,37?,39?,40?,41?,44+,45-,46+,47+/m0/s1 INCHIAUX=KHQMXKRETWUVJU-XCXJUXRBSA-N PUBMED=N/A 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DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)[C@H]2OC[C@](O)(CC3=CC(=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3)OC)[C@@H]2CO INCHI=InChI=1S/C26H34O12/c1-34-18-8-14(4-5-16(18)29)24-15(10-27)26(33,12-36-24)9-13-3-6-17(19(7-13)35-2)37-25-23(32)22(31)21(30)20(11-28)38-25/h3-8,15,20-25,27-33H,9-12H2,1-2H3/t15-,20-,21-,22+,23-,24-,25-,26-/m1/s1 INCHIAUX=SXGSYHDLSPXCMU-CTQTXEDXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849617 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849617 SCANS=223 111.63152313232422 189.0 133.85848999023438 95.0 159.0216064453125 164.0 161.0472869873047 129.0 182.0000762939453 113.0 183.4654083251953 154.0 186.0632781982422 122.0 187.0364532470703 327.0 188.66165161132812 192.0 197.5507354736328 239.0 200.05313110351562 159.0 202.8610382080078 73.0 203.0688018798828 130.0 208.4844970703125 216.0 216.56796264648438 158.0 241.0664825439453 172.0 256.0769348144531 534.0 257.08221435546875 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NAME=NCGC00168940-03_C26H34O12_4-{[(3S,4R,5S)-3-Hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)tetrahydro-3-furanyl]methyl}-2-methoxyphenyl beta-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)[C@H]2OC[C@](O)(CC3=CC(=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3)OC)[C@@H]2CO INCHI=InChI=1S/C26H34O12/c1-34-18-8-14(4-5-16(18)29)24-15(10-27)26(33,12-36-24)9-13-3-6-17(19(7-13)35-2)37-25-23(32)22(31)21(30)20(11-28)38-25/h3-8,15,20-25,27-33H,9-12H2,1-2H3/t15-,20-,21-,22+,23-,24-,25-,26-/m1/s1 INCHIAUX=SXGSYHDLSPXCMU-CTQTXEDXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849620 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849620 SCANS=221 111.00787353515625 204.0 117.90596771240234 85.0 123.01028442382812 210.0 139.1002655029297 192.0 139.52413940429688 181.0 140.7657470703125 129.0 141.40586853027344 110.0 148.200439453125 212.0 168.0781707763672 243.0 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(2S)-[(5S,6S,10S,12S,13R,15S,19S)-6-(3-furyl)-15,18-dihydroxy-1,5,16-trimethyl-8,14-dioxo-7,11-dioxahexacyclo[14.2.1.0~2,12~.0~5,10~.0~10,12~.0~13,18~]nonadec-19-yl](hydroxy)acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)[C@@H](O)[C@H]1[C@@]2(C)CC3(O)[C@@H](C(=O)[C@H]2O)[C@]45O[C@]46CC(=O)O[C@@H](C7=COC=C7)[C@]6(C)CCC5[C@]13C INCHI=InChI=1S/C27H32O10/c1-22-11-25(33)18(15(29)19(22)31)27-13(24(25,3)17(22)16(30)21(32)34-4)5-7-23(2)20(12-6-8-35-10-12)36-14(28)9-26(23,27)37-27/h6,8,10,13,16-20,30-31,33H,5,7,9,11H2,1-4H3/t13?,16-,17-,18+,19+,20-,22+,23-,24+,25?,26-,27-/m0/s1 INCHIAUX=SZIDPCXTWHHMAY-WRFOTCILSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849623 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849623 SCANS=347 109.02701568603516 201.0 117.07099914550781 257.0 124.84575653076172 159.0 134.15721130371094 85.0 135.04612731933594 227.0 135.8097381591797 144.0 137.0584716796875 2319.0 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(2S)-[(5S,6S,10S,12S,13R,15S,19S)-6-(3-furyl)-15,18-dihydroxy-1,5,16-trimethyl-8,14-dioxo-7,11-dioxahexacyclo[14.2.1.0~2,12~.0~5,10~.0~10,12~.0~13,18~]nonadec-19-yl](hydroxy)acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)[C@@H](O)[C@H]1[C@@]2(C)CC3(O)[C@@H](C(=O)[C@H]2O)[C@]45O[C@]46CC(=O)O[C@@H](C7=COC=C7)[C@]6(C)CCC5[C@]13C INCHI=InChI=1S/C27H32O10/c1-22-11-25(33)18(15(29)19(22)31)27-13(24(25,3)17(22)16(30)21(32)34-4)5-7-23(2)20(12-6-8-35-10-12)36-14(28)9-26(23,27)37-27/h6,8,10,13,16-20,30-31,33H,5,7,9,11H2,1-4H3/t13?,16-,17-,18+,19+,20-,22+,23-,24+,25?,26-,27-/m0/s1 INCHIAUX=SZIDPCXTWHHMAY-WRFOTCILSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849626 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849626 SCANS=344 72.91874694824219 84.0 99.00521087646484 75.0 100.1010513305664 271.0 106.04141235351562 144.0 109.02651977539062 259.0 109.93168640136719 126.0 113.02946472167969 162.0 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SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380703-01_C29H48ClN5O8_Pyrrolo[1,2-d][1,4,7,10,13,16]oxapentaazacyclononadecine-1,4,7,10,14,17(11H,16H)-hexone, 16-(3-chloro-2-hydroxypropyl)dodecahydro-5,8,9-trimethyl-6-(1-methylethyl)-3-(1-methylpropyl)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC[C@@H](C)[C@@H]1NC(=O)[C@@H]2CCCN2C(=O)[C@@H](CC(O)CCl)OC(=O)CCNC(=O)[C@H](C)N(C)C(=O)[C@H](C(C)C)N(C)C1=O INCHI=InChI=1S/C29H48ClN5O8/c1-8-17(4)23-28(41)34(7)24(16(2)3)29(42)33(6)18(5)25(38)31-12-11-22(37)43-21(14-19(36)15-30)27(40)35-13-9-10-20(35)26(39)32-23/h16-21,23-24,36H,8-15H2,1-7H3,(H,31,38)(H,32,39)/t17-,18+,19?,20+,21-,23+,24+/m1/s1 INCHIAUX=WUTLOXOGFQPKLT-TURBSJQQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849629 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849629 SCANS=409 101.06891632080078 260.0 129.10263061523438 177.0 153.04183959960938 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INCHI=InChI=1S/C30H42O12/c31-15-23-24(35)25(36)26(42-29-27(37)30(38,16-32)17-39-29)28(41-23)40-22(14-9-19-7-12-21(34)13-8-19)4-2-1-3-18-5-10-20(33)11-6-18/h5-8,10-13,22-29,31-38H,1-4,9,14-17H2/t22?,23-,24-,25+,26-,27+,28-,29+,30-/m1/s1 INCHIAUX=GFFOBQNFESRPJR-JKHMXVTDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849638 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849638 SCANS=355 74.40345764160156 88.0 99.0070571899414 302.0 101.02519989013672 282.0 119.03597259521484 150.0 159.02706909179688 206.0 191.06446838378906 362.0 281.1516418457031 60.0 299.1667175292969 3736.0 314.702880859375 355.0 353.1695556640625 178.0 413.1968688964844 162.0 443.21710205078125 360.0 447.0159912109375 96.0 461.2168884277344 9541.0 591.6127319335938 50.0 592.1920166015625 45.0 592.5166625976562 99.0 592.5620727539062 112.0 592.9661865234375 126.0 593.2597045898438 11120.0 593.3829345703125 168.0 594.2584228515625 144.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849641 PEPMASS=639.269165 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E5_GE5_01_8228.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347400-02_C30H42O12_1,7-Bis(4-hydroxyphenyl)-3-heptanyl 2-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydro-2-furanyl]-beta-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC(CCCCC2=CC=C(O)C=C2)CCC3=CC=C(O)C=C3)[C@H](O[C@@H]4OC[C@](O)(CO)[C@H]4O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C30H42O12/c31-15-23-24(35)25(36)26(42-29-27(37)30(38,16-32)17-39-29)28(41-23)40-22(14-9-19-7-12-21(34)13-8-19)4-2-1-3-18-5-10-20(33)11-6-18/h5-8,10-13,22-29,31-38H,1-4,9,14-17H2/t22?,23-,24-,25+,26-,27+,28-,29+,30-/m1/s1 INCHIAUX=GFFOBQNFESRPJR-JKHMXVTDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849641 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ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380358-01_C22H24O7_Benzoic acid, 2-hydroxy-4-methoxy-6-methyl-, 5,6,7,8-tetrahydro-7-hydroxy-7-methyl-8-oxo-3-[(1E)-1-propen-1-yl]-1H-2-benzopyran-6-yl ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=C(C(=C1)C)C(=O)OC2CC/3=C(COC(=C3)/C=C/C)\C(=O)C2(C)O)O INCHI=InChI=1S/C22H24O7/c1-5-6-14-8-13-9-18(22(3,26)20(24)16(13)11-28-14)29-21(25)19-12(2)7-15(27-4)10-17(19)23/h5-8,10,18,23,26H,9,11H2,1-4H3/b6-5+ INCHIAUX=VNQRSFQBEKLVHZ-AATRIKPKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849644 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849644 SCANS=461 83.04798126220703 247.0 84.72229766845703 56.0 84.77165985107422 91.0 84.95956420898438 159.0 106.0499038696289 156.0 107.04918670654297 593.0 127.84029388427734 207.0 133.0313720703125 243.0 135.0435333251953 2774.0 136.0509033203125 559.0 137.05789184570312 1253.0 137.09278869628906 294.0 145.02777099609375 199.0 147.07994079589844 152.0 149.06065368652344 1137.0 149.0986785888672 829.0 150.07835388183594 143.0 159.04574584960938 196.0 161.05223083496094 177.0 163.04319763183594 141.0 163.06646728515625 271.0 173.09671020507812 204.0 174.07093811035156 281.0 175.0753936767578 1365.0 180.0435333251953 2276.0 181.052490234375 1208.0 187.073974609375 125.0 189.0919647216797 1051.0 191.11517333984375 252.0 202.06353759765625 108.0 216.7562255859375 283.0 217.0856170654297 6534.0 265.9139404296875 108.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849646 PEPMASS=463.147644 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E5_GE5_01_8228.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380365-01_C19H28O13_4-Hydroxy-3,5-dimethoxyphenyl 6-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydro-2-furanyl]-beta-D-glucopyranoside [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(=C1O)OC)O[C@@H]2O[C@H](CO[C@H]3OC[C@](O)(CO)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O INCHI=InChI=1S/C19H28O13/c1-27-9-3-8(4-10(28-2)12(9)21)31-17-15(24)14(23)13(22)11(32-17)5-29-18-16(25)19(26,6-20)7-30-18/h3-4,11,13-18,20-26H,5-7H2,1-2H3/t11-,13-,14+,15-,16+,17-,18+,19-/m1/s1 INCHIAUX=BPSJMBKZSUTYNF-GXCUHXBUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849646 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849646 SCANS=199 99.0059814453125 351.0 115.04293823242188 518.0 125.02285766601562 358.0 132.8018035888672 97.0 138.00399780273438 127.0 139.00341796875 582.0 140.0109405517578 397.0 143.0369110107422 132.0 149.046142578125 500.0 152.00938415527344 429.0 153.01670837402344 469.0 154.02786254882812 1211.0 167.03631591796875 329.0 168.0432586669922 485.0 169.0503692626953 1428.0 170.58883666992188 136.0 176.0086212158203 133.0 178.02734375 218.0 179.033447265625 550.0 191.0592498779297 479.0 233.06483459472656 765.0 277.09820556640625 165.0 293.0879821777344 1387.0 301.0375061035156 228.0 463.14276123046875 527.0 463.1820373535156 208.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849650 PEPMASS=445.136871 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E5_GE5_01_8228.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380365-01_C19H28O13_4-Hydroxy-3,5-dimethoxyphenyl 6-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydro-2-furanyl]-beta-D-glucopyranoside [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(=C1O)OC)O[C@@H]2O[C@H](CO[C@H]3OC[C@](O)(CO)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O INCHI=InChI=1S/C19H28O13/c1-27-9-3-8(4-10(28-2)12(9)21)31-17-15(24)14(23)13(22)11(32-17)5-29-18-16(25)19(26,6-20)7-30-18/h3-4,11,13-18,20-26H,5-7H2,1-2H3/t11-,13-,14+,15-,16+,17-,18+,19-/m1/s1 INCHIAUX=BPSJMBKZSUTYNF-GXCUHXBUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849650 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849650 SCANS=227 79.03639221191406 95.0 81.89774322509766 54.0 109.02877807617188 747.0 150.1072235107422 102.0 150.56675720214844 80.0 150.61129760742188 257.0 151.03981018066406 37019.0 151.11753845214844 92.0 152.56576538085938 122.0 152.64283752441406 82.0 152.87831115722656 143.0 152.91319274902344 212.0 154.7785186767578 100.0 157.8846893310547 120.0 163.91683959960938 113.0 168.05218505859375 117.0 445.1315002441406 1416.0 697.9070434570312 219.0 1413.0513916015625 162.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849652 PEPMASS=509.153442 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E5_GE5_01_8228.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380365-01_C19H28O13_4-Hydroxy-3,5-dimethoxyphenyl 6-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydro-2-furanyl]-beta-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(=C1O)OC)O[C@@H]2O[C@H](CO[C@H]3OC[C@](O)(CO)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O INCHI=InChI=1S/C19H28O13/c1-27-9-3-8(4-10(28-2)12(9)21)31-17-15(24)14(23)13(22)11(32-17)5-29-18-16(25)19(26,6-20)7-30-18/h3-4,11,13-18,20-26H,5-7H2,1-2H3/t11-,13-,14+,15-,16+,17-,18+,19-/m1/s1 INCHIAUX=BPSJMBKZSUTYNF-GXCUHXBUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849652 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849652 SCANS=198 89.01970672607422 51.0 113.0229721069336 217.0 115.0423355102539 291.0 120.40109252929688 149.0 125.02356719970703 1927.0 127.03648376464844 216.0 131.03001403808594 240.0 139.00558471679688 443.0 143.03695678710938 418.0 143.97964477539062 71.0 144.36602783203125 203.0 149.04476928710938 675.0 152.0121307373047 554.0 153.01934814453125 1942.0 153.2999267578125 41.0 154.02745056152344 831.0 155.03321838378906 108.0 161.0421142578125 121.0 167.0312042236328 168.0 168.0438690185547 568.0 169.04978942871094 796.0 173.0406951904297 495.0 179.0316925048828 224.0 181.0085906982422 182.0 191.0542449951172 1350.0 197.05152893066406 241.0 211.05477905273438 246.0 218.99501037597656 67.0 221.04843139648438 148.0 226.7769775390625 87.0 233.06607055664062 4406.0 263.8336486816406 146.0 293.08734130859375 4855.0 297.56915283203125 112.0 323.0927429199219 509.0 431.12359619140625 146.0 463.1481018066406 5382.0 463.255859375 151.0 466.89019775390625 109.0 1694.0950927734375 305.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849657 PEPMASS=491.142883 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E5_GE5_01_8228.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380366-01_C19H26O12_4-Acetyl-2-hydroxyphenyl 2-O-beta-D-fructofuranosyl-beta-D-xylopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)C1=CC=C(O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O[C@]3(CO)O[C@H](CO)[C@@H](O)[C@@H]3O)C(=C1)O INCHI=InChI=1S/C19H26O12/c1-8(22)9-2-3-12(10(23)4-9)29-18-16(14(25)11(24)6-28-18)31-19(7-21)17(27)15(26)13(5-20)30-19/h2-4,11,13-18,20-21,23-27H,5-7H2,1H3/t11-,13-,14+,15-,16-,17+,18+,19+/m1/s1 INCHIAUX=YOBMRYYTHXIXSD-SMTILKTDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849657 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849657 SCANS=233 78.23006439208984 173.0 78.400146484375 149.0 81.09366607666016 160.0 85.33857727050781 155.0 95.97294616699219 200.0 103.24785614013672 106.0 108.02320098876953 195.0 111.01203918457031 201.0 131.03433227539062 117.0 149.83615112304688 142.0 150.81402587890625 282.0 151.03904724121094 63097.0 151.40289306640625 172.0 152.04551696777344 242.0 152.93690490722656 133.0 154.47625732421875 84.0 154.5670623779297 87.0 155.71498107910156 132.0 168.03189086914062 47.0 197.04293823242188 481.0 222.2360382080078 193.0 250.63453674316406 153.0 439.5968933105469 152.0 443.96502685546875 64.0 445.13623046875 6091.0 445.1954345703125 139.0 445.7166442871094 71.0 446.7642822265625 53.0 491.17376708984375 108.0 663.975341796875 209.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849662 PEPMASS=355.157135 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E5_GE5_01_8228.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380367-01_C21H24O5_7-Benzofurancarboxylic acid, 2,3-dihydro-2-(1-hydroxy-1-methylethyl)-4-methoxy-6-(2-phenylethyl)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2CC(OC2=C(C(O)=O)C(=C1)CCC3=CC=CC=C3)C(C)(C)O INCHI=InChI=1S/C21H24O5/c1-21(2,24)17-12-15-16(25-3)11-14(18(20(22)23)19(15)26-17)10-9-13-7-5-4-6-8-13/h4-8,11,17,24H,9-10,12H2,1-3H3,(H,22,23) INCHIAUX=XJKIBJFVLHQLKC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849662 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849662 SCANS=543 83.3435287475586 52.0 134.0355224609375 100.0 135.0452880859375 500.0 175.3611297607422 49.0 189.06771850585938 105.0 226.099365234375 2363.0 237.09005737304688 89.0 241.12442016601562 2955.0 269.083251953125 88.0 283.0981140136719 88.0 293.15594482421875 193.0 311.1749267578125 452.0 355.156005859375 4609.0 355.2148742675781 198.0 356.1553955078125 103.0 588.1975708007812 118.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849663 PEPMASS=401.162506 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E5_GE5_01_8228.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380367-01_C21H24O5_7-Benzofurancarboxylic acid, 2,3-dihydro-2-(1-hydroxy-1-methylethyl)-4-methoxy-6-(2-phenylethyl)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2CC(OC2=C(C(O)=O)C(=C1)CCC3=CC=CC=C3)C(C)(C)O INCHI=InChI=1S/C21H24O5/c1-21(2,24)17-12-15-16(25-3)11-14(18(20(22)23)19(15)26-17)10-9-13-7-5-4-6-8-13/h4-8,11,17,24H,9-10,12H2,1-3H3,(H,22,23) INCHIAUX=XJKIBJFVLHQLKC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849663 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849663 SCANS=500 125.01671600341797 72.0 148.98899841308594 265.0 175.0762481689453 230.0 189.08624267578125 240.0 207.0989990234375 1683.0 224.06744384765625 238.0 233.11415100097656 223.0 237.09381103515625 162.0 238.0988006591797 302.0 241.11534118652344 153.0 253.12350463867188 782.0 257.0893249511719 176.0 277.142822265625 195.0 293.1547546386719 393.0 296.1474304199219 197.0 309.1513366699219 392.0 309.75286865234375 71.0 311.1676330566406 6374.0 312.1758117675781 67.0 312.942138671875 221.0 325.14251708984375 197.0 355.1559143066406 6436.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849668 PEPMASS=565.268616 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E5_GE5_01_8228.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380379-01_C29H42O11_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(CCCC2(C)C(CC/C3=C/COC3=O)C(=C)CCC12)COC4OC(COC(=O)CC(O)=O)C(O)C(O)C4O INCHI=InChI=1S/C29H42O11/c1-16-5-8-20-28(2,10-4-11-29(20,3)18(16)7-6-17-9-12-37-26(17)36)15-39-27-25(35)24(34)23(33)19(40-27)14-38-22(32)13-21(30)31/h9,18-20,23-25,27,33-35H,1,4-8,10-15H2,2-3H3,(H,30,31) INCHIAUX=TZPGGHIYBMWPBI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849668 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849668 SCANS=432 114.21245574951172 96.0 143.034912109375 100.0 159.03932189941406 233.0 161.04330444335938 778.0 290.98846435546875 282.0 312.9775695800781 68.0 317.2114562988281 1300.0 350.2072448730469 174.0 359.2224426269531 110.0 371.2197265625 116.0 461.2790222167969 254.0 479.2633361816406 2813.0 523.2531127929688 98.0 528.9911499023438 130.0 790.3646850585938 70.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849671 PEPMASS=483.167053 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C5_GC5_01_8215.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180812-03_C26H28O9_1H,3H-Oxireno[c]pyrano[4'',3'':2',3']furo[3',4':5,6]naphtho[1,2-d]pyran-3,8,10(6H,9aH)-trione, 12-(3-furanyl)-4,4a,8a,12,12a,13,14,14a-octahydro-7-hydroxy-6,6,8a,12a-tetramethyl-, (4aS,8aR,8bR,9aS,12S,12aS,14bR)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC/1(C)O[C@H]2CC(=O)OC[C@]23C4CC[C@@]5(C)[C@@H](OC(=O)[C@H]6O[C@@]56[C@]4(C)C(=O)\C(=C13)O)C7=COC=C7 INCHI=InChI=1S/C26H28O9/c1-22(2)17-16(28)18(29)24(4)13(25(17)11-32-15(27)9-14(25)34-22)5-7-23(3)19(12-6-8-31-10-12)33-21(30)20-26(23,24)35-20/h6,8,10,13-14,19-20,28H,5,7,9,11H2,1-4H3/t13?,14-,19-,20+,23-,24-,25-,26+/m0/s1 INCHIAUX=SNGHLUWTFLYPMT-OEZBNQCDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849671 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849671 SCANS=460 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INCHI=InChI=1S/C25H30O13/c1-25(34)8-14(28)17-13(22(32)33)10-35-23(18(17)25)38-24-21(20(31)19(30)15(9-26)36-24)37-16(29)7-4-11-2-5-12(27)6-3-11/h2-7,10,14-15,17-21,23-24,26-28,30-31,34H,8-9H2,1H3,(H,32,33)/b7-4+ INCHIAUX=USQLNPJSDYEFJF-QPJJXVBHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849686 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849686 SCANS=251 109.03173828125 396.0 113.02747344970703 347.0 117.0350112915039 691.0 145.02728271484375 1545.0 149.0605010986328 950.0 153.01760864257812 208.0 161.0478057861328 256.0 163.0442352294922 474.0 166.84500122070312 71.0 167.03375244140625 271.0 167.07266235351562 700.0 174.77052307128906 226.0 177.0717315673828 224.0 182.10728454589844 103.0 185.08221435546875 997.0 193.0522003173828 277.0 229.06849670410156 726.0 235.0590362548828 141.0 254.1324005126953 127.0 289.02978515625 165.0 353.0818176269531 183.0 373.1125183105469 2792.0 391.1225891113281 515.0 537.1622314453125 7198.0 537.5584106445312 135.0 540.5156860351562 112.0 749.0595092773438 165.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849689 PEPMASS=423.16687 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C5_GC5_01_8215.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380520-01_C20H26O7_5-(3-Furyl)-2a',5'-dihydroxy-8b'-(hydroxymethyl)-7'-methyldodecahydrospiro[furan-3,6'-naphtho[1,8-bc]furan]-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CC2OCC3(O)CCC(O)C(C14CC(OC4=O)C5=COC=C5)C23CO INCHI=InChI=1S/C20H26O7/c1-11-6-15-20(9-21)16(13(22)2-4-18(20,24)10-26-15)19(11)7-14(27-17(19)23)12-3-5-25-8-12/h3,5,8,11,13-16,21-22,24H,2,4,6-7,9-10H2,1H3 INCHIAUX=DHPGIJYSTONUPM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849689 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849689 SCANS=319 102.62351989746094 21.0 151.0792236328125 123.0 175.1190643310547 206.0 251.12063598632812 103.0 255.14291381835938 143.0 267.1419677734375 430.0 285.15277099609375 291.0 299.1296081542969 255.0 329.1418151855469 2831.0 377.1617431640625 2701.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849692 PEPMASS=465.210205 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C12_RC12_01_8275.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169179-04_C23H32O7_(5R,9aS,9bS)-9b-Hydroxy-6,6,9a-trimethyl-1-oxo-1,3,5,5a,6,7,8,9,9a,9b-decahydronaphtho[1,2-c]furan-5-yl (2E,4E)-6,7-dihydroxy-2,4-octadienoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)C(O)\C=C\C=C\C(=O)O[C@@H]1\C=C2\COC(=O)[C@]2(O)[C@@]3(C)CCCC(C)(C)C13 INCHI=InChI=1S/C23H32O7/c1-14(24)16(25)8-5-6-9-18(26)30-17-12-15-13-29-20(27)23(15,28)22(4)11-7-10-21(2,3)19(17)22/h5-6,8-9,12,14,16-17,19,24-25,28H,7,10-11,13H2,1-4H3/b8-5+,9-6+/t14?,16?,17-,19?,22+,23+/m1/s1 INCHIAUX=AVBLSPPEZPLINV-LPUDELNJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849692 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849692 SCANS=410 89.68043518066406 181.0 90.953125 215.0 127.07869720458984 219.0 130.93710327148438 71.0 152.92724609375 77.0 153.0561065673828 5827.0 169.0552520751953 187.0 171.06683349609375 4666.0 204.11642456054688 221.0 217.06564331054688 142.0 219.14346313476562 185.0 221.1551055908203 119.0 231.13771057128906 406.0 247.1326141357422 770.0 255.00071716308594 144.0 265.14599609375 198.0 295.1727294921875 197.0 331.2012634277344 302.0 347.2333068847656 185.0 366.9866943359375 105.0 375.1782531738281 952.0 380.986083984375 116.0 419.2076110839844 1079.0 464.2138977050781 97.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849695 PEPMASS=505.205139 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C12_RC12_01_8275.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347804-02_C25H32O8_2,20-Dihydroxy-13-methoxy-4,7,17,22,22-pentamethyl-5,10,21,23-tetraoxahexacyclo[18.2.1.0~1,17~.0~4,16~.0~6,14~.0~8,12~]tricosa-6(14),7,12-trien-11-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2CC3C(C)(CC(O)C45OC(O)(CCC34C)OC5(C)C)OC2=C(C)C6=C1C(=O)OC6 INCHI=InChI=1S/C25H32O8/c1-12-14-11-30-20(27)17(14)19(29-6)13-9-15-22(4)7-8-24(28)32-21(2,3)25(22,33-24)16(26)10-23(15,5)31-18(12)13/h15-16,26,28H,7-11H2,1-6H3 INCHIAUX=ZFKOTULZHLMUJE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849695 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849695 SCANS=416 113.06306457519531 204.0 157.12046813964844 82.0 165.11834716796875 165.0 171.07505798339844 203.0 177.05453491210938 254.0 177.0891876220703 194.0 191.0326385498047 1128.0 193.0762176513672 226.0 193.12083435058594 112.0 195.10504150390625 110.0 206.06349182128906 285.0 207.06149291992188 168.0 238.05081176757812 639.0 327.1127624511719 189.0 339.1604309082031 148.0 351.1238098144531 86.0 353.09356689453125 130.0 353.13580322265625 117.0 368.1208190917969 129.0 383.1519775390625 4295.0 400.1160888671875 369.0 401.0551452636719 119.0 401.15966796875 5318.0 413.2043151855469 152.0 459.20465087890625 1856.0 1059.6318359375 56.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849698 PEPMASS=437.158051 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C12_RC12_01_8275.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381048-01_C25H26O7_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC/C(C)=C/CC1=C(O)C(=C(O)C=C1)C2OC(=O)C3=C2C(=CC(=C3)C(O)=O)O INCHI=InChI=1S/C25H26O7/c1-13(2)5-4-6-14(3)7-8-15-9-10-18(26)21(22(15)28)23-20-17(25(31)32-23)11-16(24(29)30)12-19(20)27/h5,7,9-12,23,26-28H,4,6,8H2,1-3H3,(H,29,30)/b14-7+ INCHIAUX=YEOVVCBEYCCOOP-VGOFMYFVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849698 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849698 SCANS=520 93.033447265625 520.0 161.02960205078125 149.0 173.0670928955078 233.0 175.5541229248047 142.0 191.0042724609375 222.0 192.00799560546875 245.0 201.05294799804688 257.0 213.08999633789062 169.0 239.08872985839844 300.0 240.0767059326172 180.0 251.03500366210938 209.0 262.10479736328125 208.0 266.0860595703125 219.0 279.1089172363281 327.0 279.9488525390625 93.0 280.1077880859375 198.0 281.1212158203125 171.0 331.17047119140625 70.0 349.1744689941406 872.0 393.1778564453125 2111.0 416.9661865234375 180.0 437.1617736816406 1102.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849700 PEPMASS=483.163147 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C12_RC12_01_8275.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381048-01_C25H26O7_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC/C(C)=C/CC1=C(O)C(=C(O)C=C1)C2OC(=O)C3=C2C(=CC(=C3)C(O)=O)O INCHI=InChI=1S/C25H26O7/c1-13(2)5-4-6-14(3)7-8-15-9-10-18(26)21(22(15)28)23-20-17(25(31)32-23)11-16(24(29)30)12-19(20)27/h5,7,9-12,23,26-28H,4,6,8H2,1-3H3,(H,29,30)/b14-7+ INCHIAUX=YEOVVCBEYCCOOP-VGOFMYFVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849700 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849700 SCANS=516 123.0440444946289 320.0 124.01612091064453 254.0 145.03402709960938 260.0 157.06771850585938 201.0 158.03775024414062 302.0 160.55372619628906 189.0 166.0195770263672 180.0 169.06556701660156 272.0 173.06655883789062 291.0 183.0425567626953 294.0 183.07957458496094 330.0 185.05982971191406 338.0 188.09274291992188 106.0 195.756103515625 114.0 196.96615600585938 124.0 201.05429077148438 1368.0 204.66806030273438 115.0 206.02284240722656 144.0 210.0352325439453 150.0 212.06158447265625 233.0 212.08462524414062 211.0 212.60435485839844 143.0 213.05862426757812 1182.0 215.0726318359375 239.0 217.1236114501953 270.0 221.09121704101562 139.0 222.10418701171875 238.0 226.0681610107422 358.0 227.06849670410156 805.0 237.05166625976562 151.0 239.0997772216797 336.0 240.0800323486328 948.0 243.0821075439453 257.0 244.13990783691406 154.0 245.04835510253906 85.0 252.1147918701172 356.0 254.05335998535156 117.0 255.08749389648438 173.0 256.0299377441406 327.0 258.0498046875 211.0 259.0621032714844 193.0 261.09783935546875 118.0 261.117919921875 191.0 262.10015869140625 727.0 265.09014892578125 796.0 266.09759521484375 85.0 267.1031188964844 79.0 268.11090087890625 87.0 278.9389343261719 231.0 279.1123352050781 624.0 280.1119384765625 1020.0 281.12451171875 760.0 283.1643371582031 139.0 305.0890808105469 89.0 305.1834411621094 472.0 306.0888366699219 906.0 308.6230773925781 57.0 312.1422424316406 263.0 319.13629150390625 188.0 321.1864929199219 273.0 321.2079772949219 293.0 324.1027526855469 645.0 324.1778869628906 134.0 331.1767883300781 231.0 334.1590881347656 151.0 349.1822204589844 7205.0 365.20880126953125 180.0 375.16485595703125 608.0 389.2154541015625 106.0 392.15985107421875 66.0 392.3755187988281 65.0 392.6126403808594 181.0 393.1717529296875 24317.0 393.2584228515625 84.0 394.176025390625 152.0 394.2188415527344 220.0 394.4022521972656 261.0 395.71112060546875 158.0 419.1514587402344 1057.0 436.50775146484375 58.0 436.5603942871094 202.0 437.1600341796875 17009.0 437.98944091796875 177.0 438.07464599609375 49.0 438.1596374511719 205.0 438.73162841796875 105.0 441.0174560546875 183.0 904.5938110351562 51.0 1160.0238037109375 204.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849704 PEPMASS=528.257507 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C12_RC12_01_8275.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381051-01_C29H39NO8_2-(4-Hydroxy-6-methoxy-1-oxo-5-{[(2E,6Z)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]oxy}-1,3-dihydro-2H-isoindol-2-yl)pentanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC2=C(CN(C(CCC(O)=O)C(O)=O)C2=O)C(=C1OC\C=C(C)\CC\C=C(C)/CCC=C(C)C)O INCHI=InChI=1S/C29H39NO8/c1-18(2)8-6-9-19(3)10-7-11-20(4)14-15-38-27-24(37-5)16-21-22(26(27)33)17-30(28(21)34)23(29(35)36)12-13-25(31)32/h8,10,14,16,23,33H,6-7,9,11-13,15,17H2,1-5H3,(H,31,32)(H,35,36)/b19-10-,20-14+ INCHIAUX=XVPVYSHSGBUSAR-RPGLOVOBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849704 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849704 SCANS=573 70.51679229736328 68.0 75.44599151611328 183.0 80.81529998779297 123.0 113.80199432373047 90.0 118.37432861328125 73.0 138.05245971679688 209.0 140.94317626953125 76.0 157.4103240966797 150.0 161.64752197265625 321.0 177.00802612304688 557.0 177.04318237304688 112.0 177.8707733154297 143.0 178.01657104492188 590.0 178.32949829101562 53.0 178.72140502929688 101.0 182.01959228515625 215.0 184.04373168945312 194.0 190.97068786621094 118.0 191.0258026123047 700.0 191.1854705810547 78.0 191.7458038330078 89.0 192.0304412841797 7268.0 192.66915893554688 198.0 194.04502868652344 123.0 194.5336456298828 90.0 205.04135131835938 1668.0 206.04637145996094 1394.0 207.0518798828125 1833.0 208.0620880126953 886.0 209.64256286621094 81.0 210.06336975097656 132.0 219.0254364013672 135.0 219.05613708496094 160.0 219.76145935058594 291.0 219.79598999023438 99.0 220.060791015625 18044.0 221.06785583496094 533.0 222.34371948242188 81.0 224.053466796875 155.0 234.16213989257812 76.0 234.50228881835938 99.0 234.94708251953125 78.0 235.0840301513672 5432.0 239.08169555664062 1779.0 244.0037841796875 179.0 247.00172424316406 104.0 249.06617736816406 1122.0 252.0597381591797 298.0 253.04739379882812 89.0 261.0635986328125 149.0 264.05517578125 203.0 265.05224609375 117.0 266.0592041015625 344.0 267.0745544433594 6272.0 275.110595703125 83.0 278.0264892578125 647.0 279.0749206542969 27774.0 280.08160400390625 297.0 283.0627136230469 234.0 304.0849914550781 62.0 305.04449462890625 125.0 306.05389404296875 183.0 311.0649719238281 4861.0 319.0049743652344 120.0 324.0653076171875 480.0 340.9877014160156 76.0 347.93218994140625 166.0 366.2033386230469 78.0 408.25701904296875 361.0 452.2397766113281 361.0 454.28375244140625 160.0 484.25933837890625 177.0 527.2509155273438 114.0 528.2593994140625 1316.0 1164.20263671875 207.0 1482.13427734375 139.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849707 PEPMASS=607.274841 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C12_RC12_01_8275.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381053-01_C31H44O12_beta-D-Glucopyranoside, 5-(4-hydroxyphenyl)-1-[2-(4-hydroxyphenyl)ethyl]pentyl 6-O-(6-deoxy-alpha-L-mannopyranosyl)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC(CCCCC3=CC=C(O)C=C3)CCC4=CC=C(O)C=C4)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C31H44O12/c1-17-24(34)26(36)28(38)30(41-17)40-16-23-25(35)27(37)29(39)31(43-23)42-22(15-10-19-8-13-21(33)14-9-19)5-3-2-4-18-6-11-20(32)12-7-18/h6-9,11-14,17,22-39H,2-5,10,15-16H2,1H3/t17-,22?,23+,24-,25+,26+,27-,28+,29+,30+,31+/m0/s1 INCHIAUX=JYQIWENZJDPRSV-WHJIMDRXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849707 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849707 SCANS=336 101.02432250976562 188.0 111.00706481933594 156.0 113.0204849243164 326.0 143.0395965576172 192.0 145.05242919921875 353.0 145.4875946044922 74.0 149.0685272216797 173.0 163.06155395507812 118.0 177.08859252929688 91.0 205.06529235839844 206.0 229.0725555419922 101.0 229.096435546875 109.0 278.0325622558594 85.0 287.68280029296875 188.0 291.5472412109375 85.0 292.6050109863281 133.0 295.1319580078125 124.0 299.1661376953125 5760.0 301.6202697753906 131.0 443.2130126953125 226.0 461.2160339355469 5908.0 461.3038635253906 65.0 463.2364501953125 124.0 605.3701782226562 82.0 606.0531616210938 85.0 607.2767333984375 18195.0 612.0363159179688 107.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849709 PEPMASS=653.278381 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C12_RC12_01_8275.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381053-01_C31H44O12_beta-D-Glucopyranoside, 5-(4-hydroxyphenyl)-1-[2-(4-hydroxyphenyl)ethyl]pentyl 6-O-(6-deoxy-alpha-L-mannopyranosyl)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC(CCCCC3=CC=C(O)C=C3)CCC4=CC=C(O)C=C4)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C31H44O12/c1-17-24(34)26(36)28(38)30(41-17)40-16-23-25(35)27(37)29(39)31(43-23)42-22(15-10-19-8-13-21(33)14-9-19)5-3-2-4-18-6-11-20(32)12-7-18/h6-9,11-14,17,22-39H,2-5,10,15-16H2,1H3/t17-,22?,23+,24-,25+,26+,27-,28+,29+,30+,31+/m0/s1 INCHIAUX=JYQIWENZJDPRSV-WHJIMDRXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849709 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849709 SCANS=334 71.01237487792969 76.0 85.02764892578125 267.0 101.02507019042969 1126.0 107.44593048095703 90.0 111.00759887695312 217.0 113.02469635009766 821.0 115.04413604736328 169.0 119.03340911865234 735.0 124.01338958740234 191.0 125.02468872070312 614.0 131.0325927734375 150.0 135.1265869140625 119.0 143.0339813232422 516.0 159.0293426513672 252.0 163.06263732910156 355.0 169.0471649169922 108.0 169.10093688964844 129.0 172.00015258789062 72.0 172.245849609375 153.0 175.11289978027344 118.0 177.09146118164062 278.0 187.0187530517578 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627.5671997070312 131.0 634.2644653320312 127.0 652.2034912109375 314.0 654.2225341796875 115.0 687.863037109375 103.0 709.397216796875 71.0 1043.877685546875 225.0 1232.5418701171875 121.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849713 PEPMASS=452.22702 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C12_RC12_01_8275.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381056-01_C22H33NO6_Valine, N-acetyl-, 1,3,5,5a,6,7,8,9,9a,9b-decahydro-9b-hydroxy-6,6,9a-trimethyl-3-oxonaphtho[1,2-c]furan-9-yl ester [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(NC(C)=O)C(=O)OC1CCC(C)(C)C2C\C=C/3C(=O)OCC3(O)C12C INCHI=InChI=1S/C22H33NO6/c1-12(2)17(23-13(3)24)19(26)29-16-9-10-20(4,5)15-8-7-14-18(25)28-11-22(14,27)21(15,16)6/h7,12,15-17,27H,8-11H2,1-6H3,(H,23,24) INCHIAUX=DFGYGTWTXGTQIC-UHFFFAOYSA-N PUBMED=N/A 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265.2220458984375 54.0 266.1407165527344 229.0 284.56842041015625 105.0 327.03631591796875 182.0 344.2126770019531 105.0 388.2123718261719 2670.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849716 PEPMASS=421.148132 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C12_RC12_01_8275.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381057-01_C20H24O7_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C(C)/C(=O)OC1C(O)C2C(CC3(C)OC3C(=O)CC1=C)OC(=O)C2=C INCHI=InChI=1S/C20H24O7/c1-6-9(2)18(23)26-16-10(3)7-12(21)17-20(5,27-17)8-13-14(15(16)22)11(4)19(24)25-13/h6,13-17,22H,3-4,7-8H2,1-2,5H3/b9-6- INCHIAUX=YSXFDQZXVFAMSB-TWGQIWQCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849716 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849716 SCANS=397 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120.0 375.1488952636719 1420.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849719 PEPMASS=875.220703 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C8_RC8_01_8271.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179726-03_C40H44O22_1,4-Ethanonaphthalene-5,10-dicarboxylic acid, 1,4,4a,5,6,8a-hexahydro-5,10-dihydroxy-6,9-dioxo-, bis[[2-(beta-D-glucopyranosyloxy)-3-hydroxyphenyl]methyl] ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(COC(=O)C3(O)C4\C=C/C(C5C4\C=C/C(=O)C5(O)C(=O)OCC6=C(O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)C(=CC=C6)O)C3=O)C=CC=C2O)[C@H](O)[C@@H](O)[C@@H]1O 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ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00163426-02_C35H58O9_alpha-D-threo-Pentopyranose, 2,4-dideoxy-1-C-[(1S,2R,3S)-2-hydroxy-3-[(2R,3S,4E,6E,9S,10S,11R,12E,14Z)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxooxacyclohexadeca-4,6,12,14-tetraen-2-yl]-1-methylbutyl]-4-methyl-5-C-(1-methylethyl)-, (5R)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CO[C@H]1/C=C/C=C(C)/C[C@H](C)[C@H](O)[C@H](C)\C=C(C)\C=C(OC)\C(=O)O[C@@H]1[C@@H](C)[C@@H](O)[C@H](C)[C@@]2(O)C[C@@H](O)[C@H](C)[C@H](O2)C(C)C INCHI=InChI=1S/C35H58O9/c1-19(2)32-24(7)27(36)18-35(40,44-32)26(9)31(38)25(8)33-28(41-10)14-12-13-20(3)15-22(5)30(37)23(6)16-21(4)17-29(42-11)34(39)43-33/h12-14,16-17,19,22-28,30-33,36-38,40H,15,18H2,1-11H3/b14-12+,20-13+,21-16+,29-17-/t22-,23+,24-,25-,26-,27+,28-,30-,31+,32+,33+,35+/m0/s1 INCHIAUX=XDHNQDDQEHDUTM-JQWOJBOSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849743 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849743 SCANS=671 83.47660827636719 66.0 88.11847686767578 189.0 109.06521606445312 2189.0 110.86849975585938 104.0 111.08163452148438 1522.0 153.0433807373047 48.0 154.06385803222656 334.0 169.08697509765625 9322.0 187.9654083251953 453.0 189.12515258789062 71.0 190.53448486328125 75.0 203.14414978027344 151.0 243.17938232421875 61.0 243.9929962158203 182.0 257.00054931640625 135.0 371.2002868652344 262.0 371.2427062988281 71.0 419.246826171875 3399.0 473.2910461425781 168.0 491.30120849609375 3936.0 492.2825622558594 195.0 513.3519897460938 135.0 530.0806274414062 102.0 530.1134643554688 188.0 531.3349609375 615.0 567.4066162109375 85.0 585.37939453125 365.0 585.9141845703125 62.0 603.396728515625 360.0 621.3912963867188 92.0 621.419677734375 101.0 666.998779296875 149.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849746 PEPMASS=589.300293 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A 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SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380603-02_C15H17NO5_Benzoic acid, 4-[[tetrahydro-2-[(1E)-3-hydroxy-1-buten-1-yl]-5-oxo-3-furanyl]amino]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)/C=C/C1OC(=O)CC1NC2=CC=C(C=C2)C(O)=O INCHI=InChI=1S/C15H17NO5/c1-9(17)2-7-13-12(8-14(18)21-13)16-11-5-3-10(4-6-11)15(19)20/h2-7,9,12-13,16-17H,8H2,1H3,(H,19,20)/b7-2+ INCHIAUX=IZSWILLJDXDGDJ-FARCUNLSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849749 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849749 SCANS=301 90.77974700927734 85.0 92.05136108398438 365.0 94.27770233154297 287.0 132.0806884765625 125.0 134.06036376953125 383.0 135.03050231933594 180.0 144.05224609375 264.0 156.84361267089844 160.0 158.0983428955078 597.0 202.08348083496094 430.0 246.1109619140625 514.0 247.1141815185547 159.0 290.10321044921875 3796.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849751 PEPMASS=441.154724 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A6_GA6_01_8203.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380663-01_C24H26O8_Spiro[furo[4,3,2-ij]pyrano[4',3':4,5]cyclohepta[1,2-f][2]benzopyran-7(9H),2'-oxirane]-1,5,9,13(2H,3aH,11H)-tetrone, 5a,6,6a,13a,13b,13c-hexahydro-2,5a,11,11,13a-pentamethyl- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC2OC(=O)C3(C)CC4C(C)(C(C23)C1=O)C(=O)\C=C5/C(=C\C(=O)OC5(C)C)C46CO6 INCHI=InChI=1S/C24H26O8/c1-10-18(27)16-17-19(30-10)31-20(28)22(17,4)8-13-23(16,5)14(25)6-11-12(24(13)9-29-24)7-15(26)32-21(11,2)3/h6-7,10,13,16-17,19H,8-9H2,1-5H3 INCHIAUX=PCBBMDQLBUYDDZ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849751 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849751 SCANS=469 83.04673767089844 255.0 83.0878677368164 91.0 133.06741333007812 236.0 151.073974609375 205.0 161.10108947753906 143.0 185.0557098388672 113.0 189.09136962890625 152.0 191.0731964111328 266.0 199.0798797607422 162.0 201.09033203125 105.0 219.08399963378906 88.0 225.12403869628906 258.0 249.12754821777344 147.0 255.0995635986328 310.0 265.14849853515625 170.0 278.16998291015625 190.0 280.11138916015625 146.0 296.9964599609375 74.0 305.1508483886719 153.0 316.9813537597656 523.0 342.997314453125 65.0 349.14276123046875 216.0 411.1425476074219 198.0 441.1524963378906 3874.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849755 PEPMASS=289.107513 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A6_GA6_01_8203.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380665-01_C16H18O5_(8E)-11,13-Dihydroxy-4-methyl-4,5,6,7-tetrahydro-2H-3-benzoxacyclododecine-2,10(1H)-dione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC/C=C/C(=O)C2=C(O)C=C(O)C=C2CC(=O)O1 INCHI=InChI=1S/C16H18O5/c1-10-5-3-2-4-6-13(18)16-11(8-15(20)21-10)7-12(17)9-14(16)19/h4,6-7,9-10,17,19H,2-3,5,8H2,1H3/b6-4+ INCHIAUX=AVIRMQMUBGNCKS-GQCTYLIASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849755 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849755 SCANS=411 122.03717803955078 314.0 142.07742309570312 153.0 149.0185546875 422.0 161.0224609375 541.0 175.0349884033203 470.0 177.12551879882812 233.0 189.04837036132812 369.0 190.06158447265625 110.0 203.1019744873047 413.0 219.01686096191406 111.0 245.11810302734375 168.0 247.1043243408203 186.0 289.10919189453125 5009.0 289.16644287109375 234.0 290.1222229003906 335.0 393.7669372558594 107.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849758 PEPMASS=401.083984 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A6_GA6_01_8203.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380667-01_C15H20N2O4S2_Pyrazino[1,2-a]indole-1,4-dione, 2,3,5a,6,10,10a-hexahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-3,10a-bis(methylthio)-, (3R,5aS,6S,10aR)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CS[C@@]1(CO)N(C)C(=O)[C@@]2(CC/3=C/C=C\[C@H](O)[C@H]3N2C1=O)SC INCHI=InChI=1S/C15H20N2O4S2/c1-16-12(20)14(22-2)7-9-5-4-6-10(19)11(9)17(14)13(21)15(16,8-18)23-3/h4-6,10-11,18-19H,7-8H2,1-3H3/t10-,11-,14+,15+/m0/s1 INCHIAUX=OVBAGMZLGLXSBN-UOVKNHIHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849758 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849758 SCANS=374 102.81462097167969 80.0 137.21377563476562 170.0 168.05386352539062 247.0 244.0247039794922 186.0 262.0391845703125 2463.0 262.4151611328125 57.0 262.4979248046875 79.0 277.0634460449219 3438.0 332.1174621582031 123.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849761 PEPMASS=941.508484 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A6_GA6_01_8203.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380668-01_C48H78O18_(3beta,5xi,9xi,22beta)-22,24-Dihydroxyolean-12-en-3-yl 6-deoxy-alpha-L-mannopyranosyl-(1->2)-beta-D-galactopyranosyl-(1->2)-beta-D-glucopyranosiduronic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]2O[C@@H]3[C@@H](O)[C@H](O)[C@H](O[C@H]3O[C@H]4CC[C@@]5(C)C(CC[C@]6(C)C5C\C=C/7[C@@H]8CC(C)(C)C[C@@H](O)[C@]8(C)CC[C@@]67C)[C@@]4(C)CO)C(O)=O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C48H78O18/c1-21-29(52)31(54)35(58)40(61-21)65-37-32(55)30(53)24(19-49)62-41(37)66-38-34(57)33(56)36(39(59)60)64-42(38)63-28-12-13-45(5)25(46(28,6)20-50)11-14-48(8)26(45)10-9-22-23-17-43(2,3)18-27(51)44(23,4)15-16-47(22,48)7/h9,21,23-38,40-42,49-58H,10-20H2,1-8H3,(H,59,60)/t21-,23-,24+,25?,26?,27+,28-,29-,30-,31+,32-,33-,34-,35+,36-,37+,38+,40-,41-,42+,44+,45-,46+,47+,48+/m0/s1 INCHIAUX=PTDAHAWQAGSZDD-VJQGOKKYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849761 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849761 SCANS=478 71.01736450195312 857.0 75.00877380371094 289.0 84.02235412597656 403.0 85.02911376953125 1412.0 86.00312042236328 142.0 87.01044464111328 213.0 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IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381337-01_C64H104O30_Pentopyranosyl-(1->4)pentopyranosyl-(1->4)-1-O-[(3beta,5xi,9xi,18xi)-3-{[hexopyranosyl-(1->3)hexopyranosyl-(1->4)-6-deoxyhexopyranosyl]oxy}-28-oxoolean-12-en-28-yl]hexopyranose [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(O[C@H]2CC[C@@]3(C)C(CC[C@]4(C)C3C\C=C/5C6CC(C)(C)CC[C@@]6(CC[C@@]45C)C(=O)OC7OC(CO)C(OC8OCC(OC9OCC(O)C(O)C9O)C(O)C8O)C(O)C7O)C2(C)C)C(O)C(O)C1OC%10OC(CO)C(O)C(OC%11OC(CO)C(O)C(O)C%11O)C%10O 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1351.024658203125 99.0 1351.1202392578125 170.0 1351.3634033203125 125.0 1351.467529296875 348.0 1351.6533203125 23284.0 1351.973876953125 80.0 1352.657958984375 10554.0 1353.398193359375 121.0 1353.65771484375 3040.0 1353.78515625 115.0 1354.0816650390625 114.0 1354.4127197265625 122.0 1354.679443359375 233.0 1358.31591796875 150.0 1359.2542724609375 180.0 1377.0753173828125 184.0 1382.142578125 76.0 1452.0059814453125 111.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849781 PEPMASS=423.201782 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C4_RC4_01_8267.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380973-01_C21H30O6_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC1CC2\C(=C/C3CCCCC3C2(C)C4(O1)OC(=O)C(C)(O)OC4=O)C INCHI=InChI=1S/C21H30O6/c1-5-14-11-16-12(2)10-13-8-6-7-9-15(13)19(16,3)21(25-14)18(23)26-20(4,24)17(22)27-21/h10,13-16,24H,5-9,11H2,1-4H3 INCHIAUX=BKISVXZMCJBOKR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849781 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849781 SCANS=623 87.00865173339844 1515.0 215.6271209716797 109.0 235.00181579589844 210.0 289.17864990234375 245.0 305.2195129394531 179.0 333.2059631347656 166.0 377.1955871582031 4935.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849785 PEPMASS=473.144196 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C4_RC4_01_8267.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380975-01_C24H26O10_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1=C(C(=O)C2=C(O)C3=C(OC4(C)OC3CCC4O)C=C2OC)C(=CC(=C1)OC)OC INCHI=InChI=1S/C24H26O10/c1-24-17(25)7-6-13(33-24)19-16(34-24)10-15(31-4)20(22(19)27)21(26)18-12(23(28)32-5)8-11(29-2)9-14(18)30-3/h8-10,13,17,25,27H,6-7H2,1-5H3 INCHIAUX=XKQFWJXMPAGPGP-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849785 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849785 SCANS=462 131.0469970703125 189.0 137.06317138671875 128.0 177.0236358642578 167.0 227.06802368164062 173.0 229.0509033203125 979.0 269.0736389160156 67.0 283.05389404296875 186.0 285.0765686035156 155.0 293.0338134765625 284.0 309.0754089355469 120.0 311.1124267578125 150.0 314.0337829589844 51.0 321.0325622558594 209.0 322.0574951171875 232.0 324.0563659667969 60.0 325.06866455078125 140.0 325.1077575683594 780.0 329.059814453125 171.0 337.0760803222656 468.0 339.0531921386719 622.0 339.0869140625 565.0 340.00897216796875 60.0 341.0787658691406 260.0 341.1037292480469 355.0 343.0875244140625 114.0 348.9828186035156 161.0 350.984619140625 126.0 353.06097412109375 529.0 353.1095275878906 118.0 354.0765075683594 198.0 355.0872802734375 221.0 359.0722351074219 216.0 364.092041015625 140.0 365.0760192871094 185.0 366.0841369628906 126.0 368.09124755859375 408.0 369.0965881347656 2722.0 382.11151123046875 158.0 385.0889892578125 167.0 395.10528564453125 110.0 397.0675354003906 94.0 397.130126953125 1040.0 400.103515625 138.0 401.12847900390625 284.0 409.0991516113281 178.0 411.1045837402344 991.0 413.1226501464844 201.0 423.1082458496094 699.0 426.0924072265625 118.0 426.302001953125 192.0 429.1255187988281 454.0 429.1772766113281 206.0 441.1192321777344 7162.0 471.9340515136719 49.0 472.2404479980469 229.0 472.4884033203125 106.0 473.1457824707031 3043.0 687.7811279296875 80.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849788 PEPMASS=517.290588 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C4_RC4_01_8267.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380976-01_C28H42N2O7_(4E,10E)-13,20-Dihydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3-oxo-2-azabicyclo[16.3.1]docosa-1(22),4,10,18,20-pentaen-9-yl carbamate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1CC\C=C(/C)C(=O)NC2=CC(=CC(=C2)O)CC(C)CC(OC)C(O)C(C)\C=C(C)\C1OC(N)=O INCHI=InChI=1S/C28H42N2O7/c1-16-10-20-13-21(15-22(31)14-20)30-27(33)17(2)8-7-9-23(35-5)26(37-28(29)34)19(4)12-18(3)25(32)24(11-16)36-6/h8,12-16,18,23-26,31-32H,7,9-11H2,1-6H3,(H2,29,34)(H,30,33)/b17-8+,19-12+ INCHIAUX=HUXWGTSMSXMDBH-CWNVEXOKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849788 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849788 SCANS=344 87.41383361816406 179.0 141.09071350097656 201.0 161.1344757080078 652.0 179.14781188964844 139.0 205.1143798828125 132.0 214.08148193359375 188.0 220.1080322265625 145.0 221.12234497070312 118.0 234.1122283935547 111.0 236.127197265625 1248.0 243.4421844482422 135.0 262.1083984375 1548.0 281.93731689453125 85.0 288.1429138183594 228.0 290.97821044921875 239.0 292.15557861328125 78.0 302.11993408203125 162.0 318.173828125 531.0 330.1659851074219 152.0 330.1932067871094 129.0 344.1719970703125 167.0 360.1820068359375 107.0 424.1252136230469 152.0 424.2440490722656 541.0 424.2671813964844 641.0 442.2632141113281 2320.0 456.2690124511719 777.0 459.26995849609375 107.0 473.496826171875 277.0 473.94573974609375 118.0 474.1717224121094 142.0 474.28656005859375 6161.0 477.7301330566406 121.0 482.3916015625 78.0 1299.1126708984375 168.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849791 PEPMASS=563.296021 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C4_RC4_01_8267.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380976-01_C28H42N2O7_(4E,10E)-13,20-Dihydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3-oxo-2-azabicyclo[16.3.1]docosa-1(22),4,10,18,20-pentaen-9-yl carbamate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1CC\C=C(/C)C(=O)NC2=CC(=CC(=C2)O)CC(C)CC(OC)C(O)C(C)\C=C(C)\C1OC(N)=O INCHI=InChI=1S/C28H42N2O7/c1-16-10-20-13-21(15-22(31)14-20)30-27(33)17(2)8-7-9-23(35-5)26(37-28(29)34)19(4)12-18(3)25(32)24(11-16)36-6/h8,12-16,18,23-26,31-32H,7,9-11H2,1-6H3,(H2,29,34)(H,30,33)/b17-8+,19-12+ INCHIAUX=HUXWGTSMSXMDBH-CWNVEXOKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849791 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849791 SCANS=343 96.96317291259766 65.0 97.06758117675781 203.0 109.07322692871094 238.0 127.54356384277344 234.0 141.48728942871094 60.0 147.02957153320312 260.0 159.12216186523438 156.0 161.14419555664062 199.0 176.9801788330078 179.0 179.019287109375 90.0 179.1517791748047 182.0 190.08596801757812 433.0 204.0951385498047 145.0 214.67901611328125 128.0 218.1163787841797 293.0 226.8794708251953 110.0 227.8096923828125 245.0 235.96778869628906 29.0 236.1273956298828 1503.0 243.03427124023438 44.0 253.09597778320312 139.0 262.1064147949219 2808.0 266.11767578125 252.0 312.16253662109375 228.0 315.1563720703125 113.0 318.168212890625 260.0 330.16961669921875 411.0 406.234375 131.0 424.2638244628906 969.0 438.2841796875 98.0 440.2414245605469 71.0 442.2613830566406 3335.0 456.273193359375 1596.0 469.182373046875 36.0 469.3521728515625 186.0 474.0277404785156 146.0 474.28741455078125 20529.0 474.8473205566406 68.0 475.28753662109375 160.0 519.261474609375 78.0 563.7203369140625 79.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849794 PEPMASS=457.22168 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E2_RE2_01_8278.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00163699-03_C26H34O7_2,4,6,8-Decatetraenedioic acid, mono[5-methoxy-4-[2-methyl-3-(3-methyl-2-buten-1-yl)oxiranyl]-1-oxaspiro[2.5]oct-6-yl] ester, (2E,4E,6E,8E)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1C(CCC2(CO2)C1C3(C)OC3CC=C(C)C)OC(=O)\C=C\C=C\C=C\C=C\C(O)=O INCHI=InChI=1S/C26H34O7/c1-18(2)13-14-20-25(3,33-20)24-23(30-4)19(15-16-26(24)17-31-26)32-22(29)12-10-8-6-5-7-9-11-21(27)28/h5-13,19-20,23-24H,14-17H2,1-4H3,(H,27,28)/b7-5+,8-6+,11-9+,12-10+ INCHIAUX=NGGMYCMLYOUNGM-HCNIIHBUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849794 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849794 SCANS=531 84.49536895751953 117.0 85.23448181152344 245.0 103.05584716796875 162.0 118.99723815917969 271.0 130.0409393310547 1731.0 131.04986572265625 2759.0 146.03944396972656 221.0 147.04393005371094 231.0 149.06005859375 265.0 151.0402374267578 166.0 173.06387329101562 176.0 179.06951904296875 385.0 189.13214111328125 259.0 316.9795227050781 261.0 324.0078430175781 207.0 363.1978759765625 165.0 377.0106506347656 299.0 378.9971618652344 97.0 413.23272705078125 73.0 457.23785400390625 296.0 457.32861328125 177.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849797 PEPMASS=503.226746 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E2_RE2_01_8278.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00163699-03_C26H34O7_2,4,6,8-Decatetraenedioic acid, mono[5-methoxy-4-[2-methyl-3-(3-methyl-2-buten-1-yl)oxiranyl]-1-oxaspiro[2.5]oct-6-yl] ester, (2E,4E,6E,8E)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1C(CCC2(CO2)C1C3(C)OC3CC=C(C)C)OC(=O)\C=C\C=C\C=C\C=C\C(O)=O INCHI=InChI=1S/C26H34O7/c1-18(2)13-14-20-25(3,33-20)24-23(30-4)19(15-16-26(24)17-31-26)32-22(29)12-10-8-6-5-7-9-11-21(27)28/h5-13,19-20,23-24H,14-17H2,1-4H3,(H,27,28)/b7-5+,8-6+,11-9+,12-10+ INCHIAUX=NGGMYCMLYOUNGM-HCNIIHBUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849797 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849797 SCANS=534 111.05133819580078 70.0 112.98735809326172 250.0 117.07131958007812 221.0 122.6934814453125 128.0 130.0421905517578 972.0 130.70053100585938 128.0 131.04977416992188 6054.0 139.0740203857422 440.0 145.07415771484375 341.0 149.05984497070312 491.0 151.08462524414062 210.0 153.0453643798828 234.0 161.0594940185547 254.0 166.06301879882812 188.0 175.04205322265625 268.0 179.0656280517578 147.0 180.08016967773438 447.0 198.9910430908203 274.0 201.13235473632812 136.0 202.98692321777344 241.0 219.1349639892578 128.0 220.13446044921875 391.0 239.10792541503906 312.0 268.14984130859375 132.0 291.009521484375 212.0 303.0164489746094 117.0 347.00323486328125 201.0 356.96649169921875 90.0 362.99627685546875 223.0 369.2364196777344 153.0 378.9775085449219 178.0 396.99749755859375 251.0 399.0101013183594 211.0 413.23211669921875 410.0 419.0105285644531 242.0 453.1527404785156 99.0 457.22607421875 2846.0 484.9872741699219 87.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849800 PEPMASS=379.210602 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E2_RE2_01_8278.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168836-03_C20H30O4_6,18,19-Trihydroxytrachyloban-2-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC12CC34CC(O)C5C(C)(CC(=O)CC5(CO)CO)C3CC1C2C4 INCHI=InChI=1S/C20H30O4/c1-17-4-11(23)5-20(9-21,10-22)16(17)14(24)7-19-6-13-12(3-15(17)19)18(13,2)8-19/h12-16,21-22,24H,3-10H2,1-2H3 INCHIAUX=WTOYNGQRGOLPNU-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849800 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849800 SCANS=413 124.05258178710938 297.0 181.8812255859375 71.0 267.175537109375 463.0 285.18572998046875 463.0 301.17974853515625 95.0 303.1938781738281 112.0 315.1891784667969 653.0 332.51031494140625 189.0 333.2060852050781 7690.0 334.2079772949219 254.0 335.5743103027344 42.0 379.20880126953125 247.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849802 PEPMASS=491.083649 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E2_RE2_01_8278.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168973-03_C18H22O11S_Carbonothioic acid, O-[[(2aS,4aS,5S,7bS)-5-(beta-D-glucopyranosyloxy)-2a,4a,5,7b-tetrahydro-1-oxo-1H-2,6-dioxacyclopent[cd]inden-4-yl]methyl] S-methyl ester [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CSC(=O)OC\C1=C\[C@@H]2OC(=O)\C3=C\O[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H]1[C@H]23 INCHI=InChI=1S/C18H22O11S/c1-30-18(24)26-4-6-2-8-11-7(15(23)27-8)5-25-16(10(6)11)29-17-14(22)13(21)12(20)9(3-19)28-17/h2,5,8-14,16-17,19-22H,3-4H2,1H3/t8-,9+,10+,11-,12+,13-,14+,16-,17-/m0/s1 INCHIAUX=OJISWUQNQQWEND-FCVLBCLDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849802 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849802 SCANS=270 81.2591323852539 130.0 118.9862289428711 119.0 119.05372619628906 630.0 120.83126068115234 54.0 124.59101867675781 80.0 129.03411865234375 422.0 131.05142211914062 172.0 135.04478454589844 185.0 138.40640258789062 358.0 147.04490661621094 20317.0 147.25120544433594 48.0 159.0467987060547 278.0 161.0441131591797 668.0 162.017578125 158.0 163.039306640625 147.0 165.0531463623047 624.0 177.039794921875 280.0 189.05613708496094 193.0 191.03468322753906 4900.0 193.52029418945312 55.0 195.0536346435547 911.0 199.82974243164062 93.0 203.03562927246094 159.0 209.03872680664062 112.0 221.0431671142578 390.0 238.1140594482422 109.0 242.77481079101562 145.0 283.0209655761719 276.0 293.07440185546875 325.0 353.0857849121094 687.0 371.0972595214844 375.0 399.09283447265625 210.0 445.0823669433594 4244.0 466.39825439453125 76.0 491.09130859375 758.0 531.9000244140625 64.0 1665.1788330078125 163.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849806 PEPMASS=377.085388 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E2_RE2_01_8278.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169010-02_C18H18O9_Naphtho[2,3-c]furan-1(3H)-one, 8-(beta-D-glucopyranosyloxy)-9-hydroxy- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C3C(=C4C(=O)OCC4=CC3=CC=C2)O)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C18H18O9/c19-5-10-13(20)15(22)16(23)18(27-10)26-9-3-1-2-7-4-8-6-25-17(24)12(8)14(21)11(7)9/h1-4,10,13,15-16,18-23H,5-6H2/t10-,13-,15+,16-,18-/m1/s1 INCHIAUX=SGQJDTLFQCDZGS-UQEKQVNISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849806 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849806 SCANS=275 187.0410614013672 232.0 215.03564453125 8573.0 215.1235809326172 60.0 376.99359130859375 225.0 377.0786437988281 287.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849809 PEPMASS=571.163635 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E2_RE2_01_8278.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380852-01_C24H30O13_2-(Hexopyranosyloxy)-1a-(hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydrooxireno[4,5]cyclopenta[1,2-c]pyran-6-yl 3,4-dimethoxybenzoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(OC)C=C(C=C1)C(=O)OC2C3\C=C/OC(OC4OC(CO)C(O)C(O)C4O)C3C5(CO)OC25 INCHI=InChI=1S/C24H30O13/c1-31-12-4-3-10(7-13(12)32-2)21(30)35-19-11-5-6-33-22(15(11)24(9-26)20(19)37-24)36-23-18(29)17(28)16(27)14(8-25)34-23/h3-7,11,14-20,22-23,25-29H,8-9H2,1-2H3 INCHIAUX=JPLOCWOFCUFHBG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849809 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849809 SCANS=304 82.32276916503906 75.0 92.1982421875 210.0 97.02921295166016 379.0 104.06090545654297 76.0 110.31744384765625 252.0 111.00553131103516 135.0 112.0111083984375 145.0 113.02494049072266 200.0 120.45918273925781 112.0 123.01517486572266 318.0 123.04222869873047 536.0 132.02537536621094 230.0 135.0430450439453 628.0 136.01487731933594 160.0 137.02694702148438 974.0 137.0606231689453 671.0 137.21971130371094 86.0 145.029541015625 561.0 147.04278564453125 190.0 150.0294952392578 370.0 151.0403289794922 2822.0 153.05381774902344 178.0 160.2008514404297 112.0 161.044677734375 528.0 163.04061889648438 4215.0 169.05137634277344 438.0 173.02357482910156 137.0 175.0381622314453 67.0 177.05958557128906 203.0 178.02825927734375 182.0 178.05718994140625 406.0 181.05108642578125 16400.0 182.0548553466797 149.0 187.2783203125 108.0 189.05462646484375 215.0 193.0501708984375 152.0 193.0889892578125 596.0 199.06808471679688 548.0 205.05250549316406 397.0 206.0599365234375 1297.0 207.07150268554688 186.0 219.02890014648438 128.0 221.08143615722656 1896.0 234.05343627929688 259.0 245.08238220214844 159.0 246.8190460205078 87.0 247.27529907226562 114.0 248.54747009277344 113.0 248.82008361816406 103.0 249.02218627929688 60.0 249.07652282714844 22376.0 249.5564422607422 111.0 250.0828399658203 130.0 253.3751678466797 142.0 261.06195068359375 202.0 269.0481262207031 182.0 273.076171875 131.0 277.08319091796875 204.0 279.0876159667969 727.0 287.0941162109375 282.0 289.0980224609375 104.0 299.0841064453125 501.0 301.075927734375 760.0 315.0926818847656 279.0 333.09521484375 940.0 345.09381103515625 723.0 363.11279296875 620.0 381.1297912597656 150.0 411.1627502441406 69.0 523.1796264648438 116.0 524.19287109375 126.0 525.1626586914062 322.0 652.5443115234375 191.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849812 PEPMASS=809.437439 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A5_RA5_01_8354.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347541-02_C42H66O15_beta-D-Glucopyranose, 1-O-[(3beta,5xi,9xi,18xi)-3-(beta-D-glucopyranuronosyloxy)-29-hydroxy-28-oxoolean-12-en-28-yl]- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(CO)CC[C@@]2(CC[C@]3(C)\C(=C/CC4[C@@]5(C)CC[C@H](O[C@@H]6O[C@@H]([C@@H](O)[C@H](O)[C@H]6O)C(O)=O)C(C)(C)C5CC[C@@]34C)C2C1)C(=O)O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O INCHI=InChI=1S/C42H66O15/c1-37(2)23-9-12-41(6)24(39(23,4)11-10-25(37)55-35-31(50)28(47)29(48)32(56-35)33(51)52)8-7-20-21-17-38(3,19-44)13-15-42(21,16-14-40(20,41)5)36(53)57-34-30(49)27(46)26(45)22(18-43)54-34/h7,21-32,34-35,43-50H,8-19H2,1-6H3,(H,51,52)/t21?,22-,23?,24?,25+,26-,27+,28+,29+,30-,31-,32+,34+,35-,38?,39+,40-,41-,42+/m1/s1 INCHIAUX=IDUNGWJLADYQNW-JSXUMIJBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849812 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849812 SCANS=388 71.01506042480469 154.0 75.00942993164062 1803.0 84.02120971679688 208.0 85.02923583984375 3046.0 87.01432037353516 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BEGIN IONS TITLE=CCMSLIB00000849815 PEPMASS=640.192139 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A5_RA5_01_8354.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385678-01_C27H33NO14_4,8-Dimethoxyfuro[2,3-b]quinolin-7-yl 2-O-acetyl-6-deoxy-3-O-beta-D-glucopyranosyl-alpha-L-mannopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2N=C3OC=CC3=C(OC)C2=CC=C1O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H]4OC(C)=O INCHI=InChI=1S/C27H33NO14/c1-10-17(31)23(42-26-20(34)19(33)18(32)15(9-29)41-26)24(39-11(2)30)27(38-10)40-14-6-5-12-16(22(14)36-4)28-25-13(7-8-37-25)21(12)35-3/h5-8,10,15,17-20,23-24,26-27,29,31-34H,9H2,1-4H3/t10-,15+,17-,18+,19-,20+,23+,24+,26-,27-/m0/s1 INCHIAUX=RHOKVADXUJGRSQ-HYUJTPQQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849815 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849815 SCANS=411 84.61134338378906 149.0 86.91606140136719 137.0 90.04360961914062 169.0 90.09268951416016 107.0 91.2302017211914 110.0 91.84385681152344 143.0 101.02387237548828 198.0 111.00118255615234 277.0 113.02801513671875 383.0 116.4540786743164 79.0 117.39151000976562 213.0 120.20960235595703 161.0 120.31309509277344 76.0 122.77223205566406 188.0 127.90965270996094 53.0 128.15707397460938 172.0 129.74896240234375 73.0 129.8757781982422 413.0 130.41282653808594 108.0 138.47943115234375 60.0 141.0561065673828 92.0 143.0350799560547 862.0 145.0511016845703 2748.0 155.30029296875 293.0 159.03013610839844 240.0 159.62342834472656 134.0 161.04287719726562 772.0 162.11924743652344 210.0 183.9003143310547 103.0 185.05015563964844 481.0 186.0215606689453 1066.0 187.06378173828125 175.0 213.38958740234375 116.0 213.72776794433594 130.0 213.84182739257812 97.0 214.01498413085938 25585.0 215.01451110839844 245.0 229.03904724121094 22679.0 242.90933227539062 82.0 243.1985626220703 171.0 243.71551513671875 259.0 244.06190490722656 109352.0 244.13609313964844 78.0 245.06533813476562 613.0 246.07958984375 141.0 246.957275390625 127.0 249.36817932128906 317.0 253.0686798095703 141.0 257.4384765625 115.0 276.0085144042969 154.0 287.8008117675781 124.0 289.0979309082031 1297.0 289.2532653808594 56.0 307.1046447753906 7263.0 349.1124572753906 1647.0 520.1260375976562 160.0 534.167236328125 86.0 594.1770629882812 375.0 623.5332641601562 134.0 1061.281494140625 50.0 1420.5279541015625 229.0 1853.608154296875 147.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849818 PEPMASS=523.148865 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A5_RA5_01_8354.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385679-01_C24H28O13_Cyclopenta[c]pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-[[(4-hydroxy-3-methoxybenzoyl)oxy]methyl]- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C(=O)OCC/2=C/CC\3C2C(O\C=C3C(O)=O)O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O INCHI=InChI=1S/C24H28O13/c1-33-15-6-10(3-5-14(15)26)22(32)34-8-11-2-4-12-13(21(30)31)9-35-23(17(11)12)37-24-20(29)19(28)18(27)16(7-25)36-24/h2-3,5-6,9,12,16-20,23-29H,4,7-8H2,1H3,(H,30,31)/t12?,16-,17?,18-,19+,20-,23?,24+/m1/s1 INCHIAUX=RYWDJUUPROVLNV-LXFHESFISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849818 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849818 SCANS=354 84.84625244140625 138.0 89.03172302246094 193.0 90.3370590209961 61.0 91.02063751220703 188.0 92.39803314208984 108.0 93.03401184082031 181.0 93.05131530761719 143.0 95.05537414550781 250.0 97.03181457519531 113.0 104.11593627929688 187.0 108.02012634277344 848.0 113.02339172363281 617.0 121.06615447998047 1047.0 122.03588104248047 176.0 123.04647827148438 1640.0 125.03006744384766 277.0 131.0509796142578 4310.0 137.13729858398438 106.0 142.5262908935547 215.0 146.82061767578125 213.0 149.05995178222656 6521.0 151.00106811523438 205.0 152.01272583007812 1330.0 161.04275512695312 193.0 163.0707244873047 117.0 164.70201110839844 68.0 165.8043212890625 99.0 166.0286407470703 685.0 166.52650451660156 203.0 166.60520935058594 87.0 167.0359344482422 20046.0 167.17100524902344 71.0 168.03897094726562 188.0 174.5569305419922 235.0 175.0401611328125 3351.0 176.55690002441406 112.0 192.20367431640625 72.0 193.05177307128906 3524.0 229.0869598388672 111.0 240.0880584716797 142.0 250.90579223632812 111.0 255.08792114257812 89.0 267.059814453125 235.0 268.5897216796875 107.0 299.0929260253906 3478.0 316.92279052734375 267.0 317.0993957519531 2079.0 318.00506591796875 88.0 343.087646484375 414.0 353.8312072753906 100.0 354.4858093261719 91.0 355.101806640625 1102.0 355.612060546875 166.0 361.0982666015625 1764.0 479.16351318359375 298.0 520.2282104492188 157.0 523.1480712890625 9146.0 523.3189086914062 77.0 540.6422729492188 50.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849821 PEPMASS=569.154602 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A5_RA5_01_8354.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385679-01_C24H28O13_Cyclopenta[c]pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-[[(4-hydroxy-3-methoxybenzoyl)oxy]methyl]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C(=O)OCC/2=C/CC\3C2C(O\C=C3C(O)=O)O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O INCHI=InChI=1S/C24H28O13/c1-33-15-6-10(3-5-14(15)26)22(32)34-8-11-2-4-12-13(21(30)31)9-35-23(17(11)12)37-24-20(29)19(28)18(27)16(7-25)36-24/h2-3,5-6,9,12,16-20,23-29H,4,7-8H2,1H3,(H,30,31)/t12?,16-,17?,18-,19+,20-,23?,24+/m1/s1 INCHIAUX=RYWDJUUPROVLNV-LXFHESFISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849821 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849821 SCANS=364 108.01607513427734 246.0 115.6354751586914 216.0 121.06535339355469 304.0 131.0503692626953 1130.0 143.03640747070312 129.0 149.05966186523438 2230.0 152.00808715820312 420.0 166.0331268310547 194.0 167.03549194335938 6674.0 175.04396057128906 1657.0 179.05564880371094 62.0 193.05093383789062 2059.0 298.4691467285156 122.0 299.0924072265625 887.0 300.22308349609375 91.0 317.1042175292969 1152.0 355.1136169433594 350.0 361.0497741699219 238.0 361.0824279785156 173.0 479.16485595703125 226.0 518.9664916992188 84.0 522.9576416015625 79.0 523.1470947265625 4555.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849824 PEPMASS=517.35675 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A5_RA5_01_8354.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385682-01_C30H48O4_(2alpha,3beta,5xi,9xi,18xi)-2,3-Dihydroxyolean-12-en-28-oic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)CC[C@@]2(CC[C@]3(C)\C(=C/CC4[C@@]5(C)C[C@@H](O)[C@H](O)C(C)(C)C5CC[C@@]34C)C2C1)C(O)=O INCHI=InChI=1S/C30H48O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-22-27(5)17-20(31)23(32)26(3,4)21(27)10-11-29(22,28)7/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19?,20-,21?,22?,23+,27+,28-,29-,30+/m1/s1 INCHIAUX=MDZKJHQSJHYOHJ-DMHJTJTCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849824 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849824 SCANS=645 172.81842041015625 125.0 248.9894561767578 213.0 469.5295104980469 79.0 470.3475646972656 124.0 471.3484802246094 6021.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849827 PEPMASS=567.167725 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E7_RE7_01_8283.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179785-03_C26H32O14_Cyclopenta[c]pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-4a,7-dihydroxy-6-[[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-7-methyl-, methyl ester, (1S,4aR,6S,7R,7aS)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)\C1=C\O[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]3[C@@](C)(O)[C@H](C[C@]13O)OC(=O)\C=C\C4=CC=C(O)C=C4 INCHI=InChI=1S/C26H32O14/c1-25(34)16(39-17(29)8-5-12-3-6-13(28)7-4-12)9-26(35)14(22(33)36-2)11-37-24(21(25)26)40-23-20(32)19(31)18(30)15(10-27)38-23/h3-8,11,15-16,18-21,23-24,27-28,30-32,34-35H,9-10H2,1-2H3/b8-5+/t15-,16+,18-,19+,20-,21-,23+,24+,25+,26+/m1/s1 INCHIAUX=NQXDDVZOWBZZHN-CRSYUQHVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849827 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849827 SCANS=334 79.5137939453125 84.0 101.02509307861328 557.0 102.93155670166016 144.0 103.30944061279297 305.0 103.37971496582031 67.0 113.03364562988281 271.0 117.03520202636719 1186.0 119.04983520507812 1131.0 119.0911636352539 42.0 121.70948791503906 93.0 137.02308654785156 211.0 137.06004333496094 238.0 139.040771484375 787.0 143.03543090820312 239.0 145.0288543701172 9681.0 145.469482421875 115.0 146.0292510986328 210.0 147.0435028076172 142.0 153.05731201171875 227.0 162.7519989013672 146.0 163.03964233398438 6039.0 163.08311462402344 330.0 165.0508575439453 441.0 169.05125427246094 420.0 172.2859344482422 201.0 174.34056091308594 94.0 175.0391845703125 212.0 179.0482635498047 138.0 191.0360870361328 686.0 195.06822204589844 107.0 197.04296875 177.0 203.0704345703125 209.0 207.06842041015625 226.0 223.06089782714844 1511.0 233.0337677001953 261.0 241.07171630859375 2017.0 247.06149291992188 114.0 265.0812683105469 192.0 271.09765625 186.0 285.0494079589844 193.0 285.0748291015625 380.0 303.0902099609375 208.0 325.1109619140625 123.0 385.1067199707031 113.0 387.1087951660156 1525.0 403.1291809082031 850.0 405.1166076660156 223.0 567.1683959960938 2930.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849830 PEPMASS=613.172913 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E7_RE7_01_8283.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179785-03_C26H32O14_Cyclopenta[c]pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-4a,7-dihydroxy-6-[[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-7-methyl-, methyl ester, (1S,4aR,6S,7R,7aS)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)\C1=C\O[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]3[C@@](C)(O)[C@H](C[C@]13O)OC(=O)\C=C\C4=CC=C(O)C=C4 INCHI=InChI=1S/C26H32O14/c1-25(34)16(39-17(29)8-5-12-3-6-13(28)7-4-12)9-26(35)14(22(33)36-2)11-37-24(21(25)26)40-23-20(32)19(31)18(30)15(10-27)38-23/h3-8,11,15-16,18-21,23-24,27-28,30-32,34-35H,9-10H2,1-2H3/b8-5+/t15-,16+,18-,19+,20-,21-,23+,24+,25+,26+/m1/s1 INCHIAUX=NQXDDVZOWBZZHN-CRSYUQHVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849830 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849830 SCANS=327 73.7775650024414 105.0 76.0796127319336 47.0 83.01221466064453 213.0 83.90863037109375 181.0 84.36541748046875 237.0 84.47270202636719 155.0 85.48863220214844 118.0 87.29784393310547 223.0 88.9579849243164 131.0 89.02427673339844 254.0 89.73822021484375 58.0 89.76947021484375 126.0 90.32457733154297 192.0 91.20101165771484 138.0 94.04753875732422 91.0 95.50910949707031 57.0 99.0093765258789 239.0 100.68086242675781 85.0 101.02416229248047 1853.0 102.94861602783203 118.0 103.170654296875 204.0 109.03111267089844 169.0 109.40576934814453 134.0 111.00703430175781 495.0 112.52747344970703 105.0 113.02536010742188 864.0 113.45096588134766 160.0 116.66447448730469 114.0 117.03466796875 1879.0 118.04122161865234 556.0 119.05000305175781 8309.0 119.09918212890625 83.0 119.37528228759766 122.0 121.02616119384766 516.0 123.0077133178711 178.0 123.04468536376953 348.0 124.028564453125 157.0 127.03913879394531 207.0 132.05596923828125 76.0 134.0325164794922 200.0 137.02699279785156 1191.0 137.06167602539062 146.0 139.04107666015625 3542.0 141.01995849609375 711.0 142.7615966796875 233.0 142.81349182128906 110.0 143.0036163330078 198.0 143.0340576171875 1780.0 144.496337890625 110.0 144.74330139160156 362.0 144.805419921875 134.0 144.83070373535156 287.0 144.9460906982422 69.0 145.02935791015625 61698.0 145.0730438232422 112.0 145.19918823242188 101.0 146.03517150878906 101.0 146.09539794921875 72.0 146.1444549560547 89.0 147.04600524902344 405.0 147.11488342285156 78.0 147.44688415527344 114.0 148.01666259765625 319.0 148.5013885498047 65.0 148.75543212890625 74.0 149.0248260498047 597.0 150.02980041503906 88.0 150.2700653076172 104.0 151.0434112548828 627.0 152.18893432617188 75.0 152.29808044433594 329.0 153.05433654785156 924.0 157.0453643798828 97.0 157.15191650390625 72.0 159.04347229003906 244.0 160.0480499267578 101.0 161.052001953125 291.0 162.03700256347656 127.0 162.69895935058594 138.0 163.0394287109375 64470.0 163.09683227539062 84.0 164.0464630126953 578.0 164.3927001953125 100.0 164.87538146972656 44.0 165.05548095703125 220.0 167.03134155273438 205.0 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219.06517028808594 479.0 223.0615234375 21954.0 226.89764404296875 229.0 227.07650756835938 170.0 229.0497283935547 202.0 231.0695343017578 114.0 232.69546508789062 122.0 233.0562286376953 330.0 235.0571746826172 87.0 237.08175659179688 219.0 239.1069793701172 160.0 241.07273864746094 15729.0 241.36318969726562 107.0 247.06484985351562 1321.0 250.827392578125 122.0 253.0697479248047 97.0 259.0865783691406 504.0 261.1650695800781 181.0 263.0548095703125 129.0 263.8074951171875 84.0 264.38226318359375 309.0 264.6783752441406 239.0 265.0710144042969 1629.0 266.0758361816406 129.0 267.0494384765625 175.0 267.0787048339844 135.0 269.08416748046875 219.0 269.2125549316406 176.0 271.10223388671875 325.0 272.09375 133.0 273.5549011230469 80.0 277.0701599121094 207.0 279.0766296386719 280.0 279.106689453125 239.0 281.0719299316406 146.0 283.0865173339844 312.0 284.05535888671875 131.0 285.0749816894531 2736.0 286.0878601074219 134.0 291.0709228515625 200.0 292.8463439941406 272.0 295.6190185546875 97.0 297.0815734863281 174.0 303.0875549316406 4900.0 303.44818115234375 145.0 306.9881286621094 58.0 307.0997314453125 99.0 321.112060546875 227.0 325.1068115234375 825.0 326.3756408691406 155.0 327.0775451660156 304.0 331.10662841796875 281.0 343.1121826171875 287.0 343.1446228027344 91.0 345.09912109375 148.0 353.091796875 237.0 363.7541809082031 73.0 369.09954833984375 467.0 371.0987243652344 228.0 375.1058044433594 329.0 379.0847473144531 265.0 383.10455322265625 120.0 383.3458251953125 105.0 384.8564147949219 85.0 385.1094665527344 337.0 386.71881103515625 72.0 387.1086120605469 17465.0 387.24127197265625 44.0 388.05950927734375 153.0 388.138671875 239.0 389.10614013671875 137.0 390.36651611328125 211.0 403.1212463378906 1379.0 403.1740417480469 206.0 405.12322998046875 2009.0 406.1086120605469 122.0 407.0849914550781 170.0 411.10321044921875 229.0 420.909912109375 131.0 421.1351318359375 178.0 429.1201171875 413.0 447.11724853515625 98.0 457.2883605957031 175.0 459.13616943359375 296.0 465.15185546875 304.0 471.1209716796875 225.0 489.1324157714844 115.0 489.9536437988281 170.0 499.16229248046875 123.0 517.140625 230.0 545.6297607421875 265.0 549.1506958007812 338.0 554.6249389648438 58.0 556.1670532226562 67.0 563.9818725585938 108.0 565.7673950195312 50.0 565.8916015625 159.0 566.1959228515625 148.0 566.6420288085938 43.0 566.7142333984375 201.0 566.8025512695312 141.0 567.1736450195312 61209.0 568.0130615234375 60.0 568.1732788085938 1131.0 571.0145874023438 165.0 571.2642211914062 107.0 571.4009399414062 184.0 571.5317993164062 180.0 571.6719360351562 47.0 594.6942749023438 88.0 613.5267944335938 119.0 613.7495727539062 184.0 665.7348022460938 114.0 845.3251342773438 85.0 845.4732666015625 222.0 1215.0892333984375 84.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849833 PEPMASS=533.162354 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E7_RE7_01_8283.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380892-01_C26H30O12_Cyclopenta[c]pyran-4-carboxylic acid, 1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-1-[[6-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-beta-D-glucopyranosyl]oxy]-, methyl ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C/1=C/OC(O[C@@H]2O[C@H](COC(=O)\C=C\C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)C\4C1C\C=C4CO INCHI=InChI=1S/C26H30O12/c1-34-24(33)17-11-36-25(20-14(10-27)5-8-16(17)20)38-26-23(32)22(31)21(30)18(37-26)12-35-19(29)9-4-13-2-6-15(28)7-3-13/h2-7,9,11,16,18,20-23,25-28,30-32H,8,10,12H2,1H3/b9-4+/t16?,18-,20?,21-,22+,23-,25?,26+/m1/s1 INCHIAUX=IVYAOUHUAWZJDB-ORELLXTGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849833 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849833 SCANS=370 72.96656036376953 37.0 75.43305969238281 40.0 78.9920654296875 157.0 101.02427673339844 1518.0 105.04319763183594 166.0 111.04015350341797 70.0 114.92314147949219 150.0 117.0334243774414 1422.0 119.04882049560547 284.0 123.04401397705078 4213.0 123.10344696044922 155.0 125.9894027709961 121.0 131.0488739013672 192.0 133.0633544921875 187.0 142.3290252685547 225.0 145.02935791015625 25768.0 146.03643798828125 314.0 146.1491241455078 38.0 147.0426788330078 688.0 150.672607421875 72.0 159.12796020507812 123.0 161.05982971191406 413.0 161.3903045654297 122.0 163.03842163085938 5140.0 174.03439331054688 214.0 175.0366973876953 199.0 176.03933715820312 214.0 177.05165100097656 413.0 189.0623016357422 196.0 192.0398406982422 136.0 193.04896545410156 157.0 194.05621337890625 192.0 203.91702270507812 183.0 205.05044555664062 535.0 207.06529235839844 1307.0 225.07696533203125 2779.0 225.8759765625 29.0 235.06094360351562 529.0 237.09803771972656 177.0 238.54129028320312 27.0 247.04624938964844 23.0 265.06512451171875 1344.0 290.2520446777344 302.0 307.0821533203125 2194.0 321.0714111328125 123.0 457.11639404296875 111.0 457.1588134765625 81.0 473.1368713378906 178.0 501.13201904296875 536.0 503.1516418457031 103.0 515.162109375 370.0 533.1660766601562 9688.0 533.2658081054688 240.0 1198.0384521484375 67.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849836 PEPMASS=579.167969 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E7_RE7_01_8283.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380892-01_C26H30O12_Cyclopenta[c]pyran-4-carboxylic acid, 1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-1-[[6-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-beta-D-glucopyranosyl]oxy]-, methyl ester [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C/1=C/OC(O[C@@H]2O[C@H](COC(=O)\C=C\C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)C\4C1C\C=C4CO INCHI=InChI=1S/C26H30O12/c1-34-24(33)17-11-36-25(20-14(10-27)5-8-16(17)20)38-26-23(32)22(31)21(30)18(37-26)12-35-19(29)9-4-13-2-6-15(28)7-3-13/h2-7,9,11,16,18,20-23,25-28,30-32H,8,10,12H2,1H3/b9-4+/t16?,18-,20?,21-,22+,23-,25?,26+/m1/s1 INCHIAUX=IVYAOUHUAWZJDB-ORELLXTGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849836 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849836 SCANS=386 77.186767578125 56.0 90.06446838378906 140.0 100.8887710571289 98.0 101.02404022216797 3231.0 105.03156280517578 205.0 108.0433120727539 280.0 113.02312469482422 158.0 116.84457397460938 139.0 116.96853637695312 136.0 117.03535461425781 1662.0 117.86052703857422 95.0 118.03580474853516 139.0 119.05032348632812 797.0 123.0464096069336 3050.0 124.92782592773438 183.0 125.9338150024414 84.0 126.72308349609375 57.0 127.04011535644531 177.0 133.8675994873047 103.0 144.5263214111328 109.0 145.0283203125 21319.0 145.25706481933594 83.0 147.0428924560547 909.0 148.90896606445312 68.0 163.0413360595703 5139.0 171.66549682617188 248.0 177.20794677734375 44.0 181.0353546142578 315.0 187.04498291015625 208.0 193.0536346435547 711.0 205.05099487304688 475.0 205.4954376220703 111.0 207.06312561035156 1805.0 225.07723999023438 3041.0 234.18064880371094 63.0 235.0607452392578 291.0 247.06109619140625 208.0 259.063232421875 115.0 265.0708312988281 654.0 271.0535888671875 91.0 274.1182861328125 68.0 307.0811767578125 1797.0 321.1104736328125 229.0 353.09576416015625 115.0 369.12139892578125 90.0 387.1455993652344 239.0 457.1680603027344 51.0 483.1366271972656 247.0 501.14044189453125 721.0 501.19720458984375 245.0 502.1031188964844 72.0 502.28570556640625 87.0 504.6280517578125 68.0 515.15869140625 167.0 530.8341674804688 108.0 532.4989624023438 167.0 532.609375 196.0 533.1679077148438 22270.0 534.1642456054688 295.0 537.2525634765625 154.0 556.0057983398438 106.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849839 PEPMASS=379.246521 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E7_RE7_01_8283.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380894-01_C22H36O5_1-Naphthalenepentanoic acid, 4-(acetyloxy)-3,4,4a,5,6,7,8,8a-octahydro-3-hydroxy-beta,2,5,5,8a-pentamethyl- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CCC/1=C(C)/C(O)C(OC(C)=O)C2C(C)(C)CCCC12C)CC(O)=O INCHI=InChI=1S/C22H36O5/c1-13(12-17(24)25)8-9-16-14(2)18(26)19(27-15(3)23)20-21(4,5)10-7-11-22(16,20)6/h13,18-20,26H,7-12H2,1-6H3,(H,24,25) INCHIAUX=XFCLFWWTDWKJAH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849839 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849839 SCANS=548 171.1123504638672 139.0 174.9407958984375 160.0 185.73155212402344 46.0 185.86427307128906 42.0 241.15634155273438 107.0 287.1958312988281 95.0 319.2281188964844 6189.0 320.22576904296875 248.0 322.59124755859375 157.0 335.224365234375 186.0 379.24957275390625 2862.0 382.6088562011719 127.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849842 PEPMASS=425.252045 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E7_RE7_01_8283.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380894-01_C22H36O5_1-Naphthalenepentanoic acid, 4-(acetyloxy)-3,4,4a,5,6,7,8,8a-octahydro-3-hydroxy-beta,2,5,5,8a-pentamethyl- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CCC/1=C(C)/C(O)C(OC(C)=O)C2C(C)(C)CCCC12C)CC(O)=O INCHI=InChI=1S/C22H36O5/c1-13(12-17(24)25)8-9-16-14(2)18(26)19(27-15(3)23)20-21(4,5)10-7-11-22(16,20)6/h13,18-20,26H,7-12H2,1-6H3,(H,24,25) INCHIAUX=XFCLFWWTDWKJAH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849842 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849842 SCANS=550 193.2372283935547 198.0 195.88156127929688 105.0 207.60606384277344 111.0 215.13848876953125 136.0 261.01190185546875 152.0 287.2119445800781 104.0 318.7370910644531 138.0 319.2284240722656 12174.0 335.2176208496094 195.0 344.98052978515625 171.0 379.2489318847656 12186.0 379.4039611816406 192.0 379.693603515625 105.0 688.8408813476562 111.0 1070.203369140625 102.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849845 PEPMASS=551.209717 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E7_RE7_01_8283.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380895-01_C27H36O12_1-Cyclohexene-1-carboxylic acid, 4-[[6-O-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propen-1-yl]-beta-D-glucopyranosyl]oxy]-2,6,6-trimethyl- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(=C1O)OC)/C=C/C(=O)OC[C@H]2O[C@@H](OC3C\C(=C(C(O)=O)/C(C)(C)C3)C)[C@H](O)[C@@H](O)[C@@H]2O INCHI=InChI=1S/C27H36O12/c1-13-8-15(11-27(2,3)20(13)25(33)34)38-26-24(32)23(31)22(30)18(39-26)12-37-19(28)7-6-14-9-16(35-4)21(29)17(10-14)36-5/h6-7,9-10,15,18,22-24,26,29-32H,8,11-12H2,1-5H3,(H,33,34)/b7-6+/t15?,18-,22-,23+,24-,26-/m1/s1 INCHIAUX=RNEQSBBQXWZUJN-QASYRCSTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849845 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849845 SCANS=358 73.54093170166016 70.0 85.48702239990234 104.0 90.77845764160156 170.0 91.01698303222656 252.0 101.70011138916016 164.0 113.02719116210938 359.0 113.81177520751953 55.0 117.07339477539062 321.0 119.0147476196289 258.0 121.10757446289062 147.0 129.82821655273438 70.0 137.01702880859375 49.0 147.04364013671875 296.0 149.02285766601562 828.0 149.063720703125 338.0 150.0331268310547 214.0 152.04196166992188 157.0 155.65769958496094 136.0 156.3805694580078 120.0 158.82553100585938 165.0 161.0261993408203 166.0 163.0399627685547 221.0 164.04812622070312 1315.0 165.0919647216797 4925.0 165.13217163085938 154.0 166.03057861328125 220.0 174.9979248046875 822.0 176.00946044921875 392.0 178.03179931640625 145.0 178.05999755859375 121.0 179.0726318359375 1069.0 179.8751220703125 41.0 181.04994201660156 209.0 183.09959411621094 249.0 188.04989624023438 631.0 190.02622985839844 2532.0 191.03207397460938 1119.0 191.7177276611328 175.0 193.01727294921875 275.0 194.0237579345703 322.0 195.0713653564453 156.0 203.08277893066406 236.0 205.05055236816406 5326.0 206.05699157714844 697.0 207.0321502685547 222.0 208.0386199951172 779.0 209.05752563476562 314.0 220.65054321289062 69.0 221.08328247070312 1610.0 222.05133056640625 184.0 222.1275634765625 110.0 222.81053161621094 107.0 223.06234741210938 10441.0 223.8078155517578 79.0 224.06788635253906 46.0 234.79440307617188 145.0 235.02047729492188 186.0 237.07745361328125 2025.0 247.055908203125 199.0 247.07980346679688 116.0 250.04757690429688 933.0 252.54896545410156 363.0 263.0470275878906 142.0 263.9700012207031 74.0 264.74468994140625 157.0 265.0710754394531 14557.0 266.07672119140625 143.0 267.0804443359375 132.0 277.08294677734375 200.0 281.0662536621094 157.0 283.53265380859375 106.0 292.3827819824219 56.0 294.21343994140625 72.0 295.0810241699219 4802.0 297.4073791503906 122.0 298.0960998535156 190.0 311.0779724121094 985.0 319.09234619140625 190.0 325.0908203125 5069.0 367.1048583984375 300.0 371.07977294921875 416.0 384.3052062988281 108.0 385.1173400878906 1920.0 385.3913879394531 92.0 521.2037963867188 131.0 533.2094116210938 146.0 550.4383544921875 94.0 550.4629516601562 112.0 550.6856689453125 58.0 551.0921630859375 55.0 551.2162475585938 9151.0 552.3065185546875 60.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849848 PEPMASS=649.246094 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E7_RE7_01_8283.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380896-01_C32H42O14_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC(=O)OC1O\C=C(COC2OC(CO)C(O)C(O)C2OC(=O)\C=C\C3=CC=C(O)C=C3)/C4CCC(O)(COC(C)=O)C14 INCHI=InChI=1S/C32H42O14/c1-17(2)12-25(37)46-30-26-22(10-11-32(26,40)16-43-18(3)34)20(14-41-30)15-42-31-29(28(39)27(38)23(13-33)44-31)45-24(36)9-6-19-4-7-21(35)8-5-19/h4-9,14,17,22-23,26-31,33,35,38-40H,10-13,15-16H2,1-3H3/b9-6+ INCHIAUX=PWYKZGIRJKJYLR-RMKNXTFCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849848 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849848 SCANS=431 70.65684509277344 101.0 73.03514862060547 191.0 75.64119720458984 248.0 75.82418823242188 120.0 80.52519226074219 156.0 85.83182525634766 384.0 95.50010681152344 206.0 100.9823226928711 39.0 101.0252456665039 252.0 101.05870056152344 262.0 105.26406860351562 178.0 107.02598571777344 277.0 113.0289535522461 196.0 117.03388977050781 6301.0 118.18650817871094 152.0 119.04954528808594 3922.0 119.32306671142578 141.0 121.02626037597656 223.0 121.06266784667969 126.0 125.02345275878906 180.0 143.0420379638672 240.0 144.00746154785156 176.0 144.80308532714844 162.0 145.02923583984375 63273.0 146.0364532470703 498.0 146.89700317382812 47.0 146.9335174560547 79.0 153.04869079589844 170.0 155.51611328125 157.0 156.29266357421875 123.0 156.96327209472656 27.0 161.06040954589844 984.0 162.67471313476562 78.0 163.0400390625 6065.0 165.3281707763672 149.0 177.05575561523438 933.0 179.0597381591797 316.0 187.04025268554688 3479.0 197.07862854003906 80.0 199.65882873535156 79.0 203.06883239746094 72.0 205.05076599121094 5234.0 217.0709991455078 178.0 247.0981903076172 169.0 289.08831787109375 165.0 307.0863952636719 857.0 331.119873046875 158.0 341.9946594238281 65.0 349.1426086425781 151.0 359.1396789550781 285.0 367.1019287109375 2883.0 370.6240539550781 193.0 373.1493225097656 168.0 401.1358337402344 116.0 443.17010498046875 27.0 547.00537109375 175.0 547.183349609375 1802.0 548.2010498046875 132.0 549.77392578125 75.0 644.666015625 40.0 647.3822631835938 104.0 648.4022216796875 71.0 649.2523803710938 5008.0 649.4297485351562 46.0 650.253173828125 105.0 653.4844360351562 61.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849851 PEPMASS=695.25116 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E7_RE7_01_8283.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380896-01_C32H42O14_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC(=O)OC1O\C=C(COC2OC(CO)C(O)C(O)C2OC(=O)\C=C\C3=CC=C(O)C=C3)/C4CCC(O)(COC(C)=O)C14 INCHI=InChI=1S/C32H42O14/c1-17(2)12-25(37)46-30-26-22(10-11-32(26,40)16-43-18(3)34)20(14-41-30)15-42-31-29(28(39)27(38)23(13-33)44-31)45-24(36)9-6-19-4-7-21(35)8-5-19/h4-9,14,17,22-23,26-31,33,35,38-40H,10-13,15-16H2,1-3H3/b9-6+ INCHIAUX=PWYKZGIRJKJYLR-RMKNXTFCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849851 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849851 SCANS=429 73.04313659667969 197.0 81.94535827636719 72.0 93.0819091796875 232.0 101.02217864990234 203.0 101.06324005126953 222.0 101.53730773925781 177.0 117.03369903564453 3571.0 119.04924011230469 4092.0 121.03231048583984 298.0 131.0313262939453 106.0 141.0572509765625 263.0 143.02926635742188 197.0 144.30360412597656 85.0 144.4976043701172 143.0 144.99404907226562 127.0 145.0288543701172 44076.0 145.10772705078125 94.0 146.76901245117188 82.0 146.95591735839844 124.0 148.0386199951172 154.0 148.2405548095703 71.0 156.0587158203125 159.0 159.0447998046875 241.0 161.02392578125 212.0 161.05706787109375 1083.0 162.47557067871094 115.0 163.04022216796875 5933.0 163.2916259765625 73.0 168.73526000976562 148.0 181.02609252929688 205.0 187.0397186279297 3390.0 197.0773468017578 86.0 198.9921875 83.0 199.07237243652344 111.0 203.06048583984375 189.0 205.05029296875 5371.0 221.060302734375 188.0 247.04690551757812 236.0 247.09381103515625 694.0 268.1452941894531 139.0 303.29052734375 119.0 303.319091796875 211.0 307.0839538574219 207.0 335.58551025390625 186.0 349.0987548828125 523.0 367.1033935546875 4395.0 388.5577087402344 111.0 451.1692199707031 94.0 488.142822265625 213.0 505.1502685546875 111.0 506.1893615722656 147.0 512.8236083984375 110.0 547.1835327148438 2441.0 591.9966430664062 149.0 607.2443237304688 155.0 648.1401977539062 131.0 648.4584350585938 89.0 649.246826171875 15355.0 650.23876953125 92.0 650.2710571289062 136.0 652.4932250976562 59.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849854 PEPMASS=520.163147 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E7_RE7_01_8283.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380900-01_C20H29NO12_2-{[6-O-(beta-D-Glucopyranosyl)-beta-D-glucopyranosyl]oxy}-2-phenylacetamide [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=NC(=O)C(O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)C3=CC=CC=C3 INCHI=InChI=1S/C20H29NO12/c21-18(29)17(8-4-2-1-3-5-8)33-20-16(28)14(26)12(24)10(32-20)7-30-19-15(27)13(25)11(23)9(6-22)31-19/h1-5,9-17,19-20,22-28H,6-7H2,(H2,21,29)/t9-,10-,11-,12-,13+,14+,15-,16-,17?,19-,20+/m1/s1 INCHIAUX=OCQMNDCGKQJTNY-BVXMNXTGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849854 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849854 SCANS=212 82.34170532226562 77.0 92.35958862304688 154.0 95.0122299194336 254.0 99.01046752929688 388.0 100.68790435791016 188.0 101.02273559570312 460.0 113.02679443359375 522.0 117.0175552368164 290.0 119.03372192382812 551.0 121.05905151367188 185.0 125.02107238769531 951.0 131.0399932861328 322.0 137.03196716308594 281.0 143.0323028564453 1615.0 150.05661010742188 3305.0 161.04656982421875 2092.0 167.03187561035156 316.0 179.0545654296875 1124.0 221.0670623779297 725.0 233.06785583496094 431.0 245.0648651123047 689.0 263.0775146484375 1246.0 266.4583740234375 94.0 269.1038818359375 342.0 305.0934143066406 260.0 311.0801696777344 122.0 311.96044921875 87.0 312.1092834472656 3994.0 323.09942626953125 3783.0 429.6903991699219 61.0 429.7452087402344 118.0 430.5440673828125 70.0 431.1559753417969 990.0 431.2650146484375 103.0 473.0116271972656 77.0 473.9014892578125 60.0 474.0466003417969 202.0 474.0809020996094 269.0 474.1617736816406 14502.0 475.1960754394531 133.0 476.580322265625 63.0 482.1164855957031 65.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849857 PEPMASS=403.128479 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G5_GG5_01_8241.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169180-03_C17H24O11_Cyclopenta[c]pyran-4,7-dicarboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-, 4-methyl ester, (1S,4aS,7S,7aS)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)\C1=C\O[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]3[C@H](CC[C@H]13)C(O)=O INCHI=InChI=1S/C17H24O11/c1-25-15(24)8-5-26-16(10-6(8)2-3-7(10)14(22)23)28-17-13(21)12(20)11(19)9(4-18)27-17/h5-7,9-13,16-21H,2-4H2,1H3,(H,22,23)/t6-,7+,9-,10+,11-,12+,13-,16+,17+/m1/s1 INCHIAUX=RLCWEUBIDIWNEA-JACXBSBZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849857 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849857 SCANS=248 71.32332611083984 338.0 74.3033447265625 68.0 99.00631713867188 289.0 100.16850280761719 50.0 101.0248031616211 291.0 103.05158233642578 146.0 121.02932739257812 274.0 137.05943298339844 135.0 139.0398712158203 4225.0 147.04171752929688 305.0 147.18099975585938 44.0 149.0592803955078 144.0 155.0821533203125 157.0 155.48080444335938 29.0 163.69796752929688 139.0 165.05081176757812 479.0 179.06768798828125 770.0 183.06903076171875 133.0 198.7640838623047 86.0 209.04734802246094 195.0 223.06114196777344 638.0 241.0668487548828 129.0 325.10626220703125 199.0 327.1091003417969 402.0 328.9469299316406 57.0 371.09429931640625 729.0 403.1229553222656 2902.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849859 PEPMASS=449.133667 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G5_GG5_01_8241.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169180-03_C17H24O11_Cyclopenta[c]pyran-4,7-dicarboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-, 4-methyl ester, (1S,4aS,7S,7aS)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)\C1=C\O[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]3[C@H](CC[C@H]13)C(O)=O INCHI=InChI=1S/C17H24O11/c1-25-15(24)8-5-26-16(10-6(8)2-3-7(10)14(22)23)28-17-13(21)12(20)11(19)9(4-18)27-17/h5-7,9-13,16-21H,2-4H2,1H3,(H,22,23)/t6-,7+,9-,10+,11-,12+,13-,16+,17+/m1/s1 INCHIAUX=RLCWEUBIDIWNEA-JACXBSBZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849859 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849859 SCANS=258 95.79850006103516 100.0 101.01776123046875 236.0 127.03974914550781 157.0 139.03628540039062 498.0 147.04324340820312 299.0 165.05300903320312 299.0 179.06605529785156 356.0 223.05096435546875 250.0 241.07359313964844 441.0 371.0964050292969 400.0 403.1240539550781 3254.0 410.683837890625 85.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849862 PEPMASS=547.333069 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G5_GG5_01_8241.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180415-03_C30H46O6_Urs-12-ene-24,28-dioic acid, 3,19-dihydroxy-, (3beta,5xi,9xi,18xi)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CC[C@@]2(CC[C@]3(C)\C(=C/CC4[C@@]5(C)CC[C@H](O)[C@@](C)(C5CC[C@@]34C)C(O)=O)C2[C@]1(C)O)C(O)=O INCHI=InChI=1S/C30H46O6/c1-17-9-14-30(24(34)35)16-15-26(3)18(22(30)29(17,6)36)7-8-19-25(2)12-11-21(31)28(5,23(32)33)20(25)10-13-27(19,26)4/h7,17,19-22,31,36H,8-16H2,1-6H3,(H,32,33)(H,34,35)/t17-,19?,20?,21+,22?,25-,26-,27-,28-,29-,30+/m1/s1 INCHIAUX=UIEGOKVPCRANSU-RIGHBNFWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849862 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849862 SCANS=537 177.01068115234375 201.0 200.8676300048828 153.0 237.02105712890625 223.0 267.3642272949219 97.0 268.8061828613281 390.0 270.064697265625 218.0 304.9840393066406 181.0 351.0135498046875 290.0 383.0215759277344 123.0 439.3194274902344 781.0 482.9883117675781 102.0 483.32830810546875 69.0 501.3214111328125 10687.0 501.4595642089844 64.0 502.02093505859375 124.0 502.3207702636719 358.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849866 PEPMASS=606.22522 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G5_GG5_01_8241.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347814-02_C29H37NO13_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)N1CCC2=CC=C(O)C(=C2C1CC3=CC=C(O)C=C3)OC4OC(COC5OCC(O)(CO)C5O)C(O)C(O)C4O INCHI=InChI=1S/C29H37NO13/c1-14(32)30-9-8-16-4-7-19(34)25(21(16)18(30)10-15-2-5-17(33)6-3-15)43-27-24(37)23(36)22(35)20(42-27)11-40-28-26(38)29(39,12-31)13-41-28/h2-7,18,20,22-24,26-28,31,33-39H,8-13H2,1H3 INCHIAUX=CZSDLEOHLKBTSI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849866 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849866 SCANS=303 107.04904174804688 207.0 108.74105072021484 94.0 114.37614440917969 177.0 121.02668762207031 210.0 147.04177856445312 479.0 151.04617309570312 136.0 160.69703674316406 100.0 161.53936767578125 125.0 161.837890625 201.0 162.05564880371094 4905.0 162.1365966796875 54.0 177.04159545898438 530.0 205.0724639892578 602.0 206.07936096191406 461.0 241.0916748046875 253.0 253.08111572265625 191.0 292.7266540527344 170.0 310.1053161621094 181.0 311.35015869140625 124.0 311.48486328125 88.0 311.64642333984375 177.0 311.753662109375 214.0 311.8615417480469 90.0 311.8904724121094 79.0 312.1235656738281 32507.0 312.6723327636719 142.0 313.1303405761719 224.0 315.30865478515625 196.0 319.6867980957031 59.0 323.2231750488281 119.0 323.4018249511719 136.0 329.6791687011719 88.0 334.813232421875 58.0 337.0006408691406 153.0 354.12908935546875 141.0 372.1568603515625 91.0 559.321533203125 160.0 604.9281005859375 92.0 606.2206420898438 6702.0 607.21875 351.0 1115.0206298828125 134.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849869 PEPMASS=652.231018 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G5_GG5_01_8241.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347814-02_C29H37NO13_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)N1CCC2=CC=C(O)C(=C2C1CC3=CC=C(O)C=C3)OC4OC(COC5OCC(O)(CO)C5O)C(O)C(O)C4O INCHI=InChI=1S/C29H37NO13/c1-14(32)30-9-8-16-4-7-19(34)25(21(16)18(30)10-15-2-5-17(33)6-3-15)43-27-24(37)23(36)22(35)20(42-27)11-40-28-26(38)29(39,12-31)13-41-28/h2-7,18,20,22-24,26-28,31,33-39H,8-13H2,1H3 INCHIAUX=CZSDLEOHLKBTSI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849869 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849869 SCANS=308 76.37774658203125 239.0 115.3667221069336 84.0 115.98103332519531 68.0 133.05589294433594 275.0 135.0470733642578 223.0 145.01962280273438 141.0 147.04421997070312 323.0 149.02325439453125 109.0 149.0454559326172 189.0 152.7279815673828 86.0 154.0167999267578 43.0 154.49099731445312 157.0 154.54400634765625 41.0 159.0308380126953 438.0 159.18048095703125 150.0 160.0393829345703 434.0 161.0504150390625 39.0 161.7579345703125 124.0 161.89100646972656 113.0 162.05514526367188 6534.0 162.09010314941406 410.0 163.05825805664062 132.0 166.69271850585938 193.0 174.4725341796875 140.0 177.0415496826172 737.0 188.4459991455078 123.0 199.0722198486328 127.0 205.06996154785156 1073.0 206.081787109375 1466.0 223.07086181640625 180.0 225.89163208007812 153.0 226.0678253173828 117.0 239.08351135253906 192.0 241.08334350585938 469.0 253.08636474609375 224.0 272.081298828125 132.0 294.6794128417969 50.0 310.1073913574219 227.0 311.0156555175781 134.0 311.7848815917969 44.0 311.8790588378906 67.0 312.0412902832031 293.0 312.12310791015625 55922.0 312.2922058105469 43.0 313.1221618652344 322.0 314.88140869140625 258.0 314.9302978515625 71.0 315.1901550292969 130.0 315.2564392089844 87.0 316.1143493652344 97.0 349.42236328125 64.0 354.1337585449219 256.0 513.1731567382812 88.0 565.436767578125 35.0 599.8676147460938 107.0 602.3414916992188 59.0 604.7112426757812 142.0 605.7208251953125 276.0 606.220458984375 20459.0 606.3963623046875 336.0 607.208740234375 148.0 641.4389038085938 45.0 651.1937255859375 103.0 1715.416015625 116.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849872 PEPMASS=347.189667 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G5_GG5_01_8241.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380146-01_C20H28O5_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(CCCC2(C)C1C(O)OC2=O)C3CCC4CC3(CC4=C)C(O)=O INCHI=InChI=1S/C20H28O5/c1-11-9-20(16(22)23)10-12(11)5-6-13(20)18(2)7-4-8-19(3)14(18)15(21)25-17(19)24/h12-15,21H,1,4-10H2,2-3H3,(H,22,23) INCHIAUX=UWPQNWXARKJJQM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849872 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849872 SCANS=480 241.1588897705078 374.0 301.1819763183594 686.0 329.123779296875 59.0 329.17462158203125 1305.0 329.25665283203125 165.0 347.1831359863281 2539.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849874 PEPMASS=465.144501 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G5_GG5_01_8241.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380149-01_C22H26O11_Benzoic acid, 4-hydroxy-, 1-(hexopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)cyclopenta[c]pyran-5-yl ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2O\C=C/C3C(OC(=O)C4=CC=C(O)C=C4)\C=C(CO)/C23)C(O)C(O)C1O INCHI=InChI=1S/C22H26O11/c23-8-11-7-14(31-20(29)10-1-3-12(25)4-2-10)13-5-6-30-21(16(11)13)33-22-19(28)18(27)17(26)15(9-24)32-22/h1-7,13-19,21-28H,8-9H2 INCHIAUX=JZWZFNOVWZEQMF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849874 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849874 SCANS=284 91.65475463867188 190.0 137.02357482910156 11921.0 140.75039672851562 47.0 165.051025390625 136.0 267.159423828125 130.0 285.0728759765625 241.0 303.0845947265625 506.0 465.1385192871094 1565.0 469.33099365234375 152.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849878 PEPMASS=511.150543 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G5_GG5_01_8241.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380149-01_C22H26O11_Benzoic acid, 4-hydroxy-, 1-(hexopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)cyclopenta[c]pyran-5-yl ester [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2O\C=C/C3C(OC(=O)C4=CC=C(O)C=C4)\C=C(CO)/C23)C(O)C(O)C1O INCHI=InChI=1S/C22H26O11/c23-8-11-7-14(31-20(29)10-1-3-12(25)4-2-10)13-5-6-30-21(16(11)13)33-22-19(28)18(27)17(26)15(9-24)32-22/h1-7,13-19,21-28H,8-9H2 INCHIAUX=JZWZFNOVWZEQMF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849878 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849878 SCANS=285 74.16961669921875 41.0 93.04229736328125 397.0 96.09182739257812 126.0 134.50054931640625 270.0 135.0402374267578 117.0 136.01351928710938 668.0 136.0819091796875 193.0 137.02317810058594 25337.0 138.235107421875 44.0 141.78697204589844 79.0 143.40521240234375 31.0 149.03842163085938 176.0 165.05450439453125 1064.0 172.36720275878906 146.0 179.0537567138672 222.0 235.0511932373047 43.0 258.4593200683594 187.0 285.0687561035156 509.0 303.0840148925781 1628.0 304.0973815917969 243.0 327.10028076171875 342.0 464.02178955078125 50.0 464.51690673828125 60.0 464.7115173339844 67.0 464.7597351074219 82.0 465.1408386230469 13687.0 465.2683410644531 191.0 465.7618408203125 43.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849880 PEPMASS=449.143463 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G10_RG10_01_8298.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380811-02_C23H22N4O6_1H-Imidazo[1,2-a]indole-9-propanoic acid, 2,3,9,9a-tetrahydro-1,9-dihydroxy-2,2-dimethyl-3-oxo-alpha-(4-oxo-3(4H)-quinazolinyl)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)N(O)C2N(C1=O)C3=CC=CC=C3C2(O)CC(N4\C=N/C5=C(C=CC=C5)C4=O)C(O)=O INCHI=InChI=1S/C23H22N4O6/c1-22(2)21(31)26-16-10-6-4-8-14(16)23(32,20(26)27(22)33)11-17(19(29)30)25-12-24-15-9-5-3-7-13(15)18(25)28/h3-10,12,17,20,32-33H,11H2,1-2H3,(H,29,30) INCHIAUX=GVRDYBOOMKTYKH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849880 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849880 SCANS=382 79.14019012451172 158.0 79.63821411132812 135.0 83.068359375 144.0 102.05130767822266 230.0 105.53836822509766 69.0 110.0573501586914 251.0 111.05157470703125 304.0 121.81045532226562 199.0 121.9581527709961 133.0 131.03921508789062 263.0 132.0412139892578 166.0 134.06283569335938 199.0 134.6003875732422 146.0 136.0388946533203 178.0 142.6808319091797 65.0 144.0420379638672 478.0 144.83078002929688 196.0 145.03985595703125 74445.0 145.0851287841797 101.0 145.86082458496094 281.0 146.05702209472656 786.0 147.24850463867188 183.0 147.65261840820312 65.0 149.7190704345703 94.0 154.36453247070312 145.0 157.0544891357422 170.0 158.06280517578125 265.0 171.04879760742188 93.0 171.0929412841797 488.0 172.07725524902344 178.0 173.0758056640625 652.0 181.0753173828125 381.0 183.05906677246094 458.0 183.73167419433594 541.0 184.03927612304688 704.0 187.08294677734375 329.0 196.5853271484375 196.0 197.06692504882812 136.0 197.10891723632812 209.0 198.0797882080078 267.0 199.0506134033203 966.0 199.5043487548828 134.0 202.6116485595703 177.0 203.034912109375 202.0 203.078369140625 720.0 205.03466796875 213.0 212.0562286376953 232.0 212.0911102294922 214.0 213.06216430664062 222.0 213.10235595703125 152.0 214.07086181640625 195.0 214.83229064941406 92.0 215.08154296875 3553.0 215.15879821777344 117.0 217.8668212890625 77.0 223.0938262939453 152.0 225.0609893798828 186.0 226.0760498046875 1028.0 241.09637451171875 5078.0 247.06268310546875 173.0 259.0784912109375 131.0 259.11016845703125 185.0 285.0868835449219 458.0 288.1204833984375 196.0 291.8716125488281 158.0 303.09661865234375 194.0 304.1076965332031 2571.0 332.09246826171875 116.0 343.1613464355469 141.0 371.12921142578125 173.0 387.1492004394531 427.0 401.1321716308594 383.0 405.12139892578125 169.0 405.1590270996094 837.0 431.1368408203125 639.0 449.1478271484375 4743.0 564.8040771484375 181.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849884 PEPMASS=525.281982 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G10_RG10_01_8298.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380815-01_C31H42O7_5-Heptenoic acid, 2-[(4alpha,5alpha,6beta,8alpha,9beta,13alpha,14beta,16beta,17E)-16-(acetyloxy)-6-hydroxy-4,8,10,14-tetramethyl-3,7-dioxogon-1-en-17-ylidene]-6-methyl-, (2E)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H]1[C@@H]2[C@H](O)C(=O)[C@@]3(C)[C@@H](CC[C@H]4\C([C@H](C[C@]34C)OC(C)=O)=C(\CCC=C(C)C)C(O)=O)[C@@]2(C)\C=C/C1=O INCHI=InChI=1S/C31H42O7/c1-16(2)9-8-10-19(28(36)37)24-20-11-12-23-29(5)14-13-21(33)17(3)25(29)26(34)27(35)31(23,7)30(20,6)15-22(24)38-18(4)32/h9,13-14,17,20,22-23,25-26,34H,8,10-12,15H2,1-7H3,(H,36,37)/b24-19+/t17-,20+,22+,23+,25-,26+,29-,30+,31-/m1/s1 INCHIAUX=ZGQQEJUGWPCCHA-IDDAUYTMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849884 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849884 SCANS=532 114.14675903320312 229.0 116.95729064941406 148.0 121.0667953491211 703.0 122.03164672851562 173.0 123.07991027832031 274.0 133.06788635253906 183.0 135.07896423339844 100.0 139.10836791992188 231.0 151.0743408203125 366.0 153.09535217285156 315.0 169.08494567871094 509.0 173.0559539794922 214.0 174.5127410888672 137.0 177.1266632080078 141.0 181.07464599609375 298.0 187.1536407470703 168.0 189.9464569091797 57.0 190.88375854492188 73.0 191.03378295898438 177.0 191.06600952148438 57.0 191.13970947265625 118.0 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[M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(CCC(O)=O)C=CC=C1O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O INCHI=InChI=1S/C16H22O9/c1-23-15-8(5-6-11(18)19)3-2-4-9(15)24-16-14(22)13(21)12(20)10(7-17)25-16/h2-4,10,12-14,16-17,20-22H,5-7H2,1H3,(H,18,19)/t10-,12-,13+,14-,16-/m1/s1 INCHIAUX=VLHQGQCFFBCKMV-RSQMQNDGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849893 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849893 SCANS=264 72.42768859863281 186.0 72.6657485961914 104.0 119.05064392089844 1321.0 135.04356384277344 165.0 136.05165100097656 1109.0 149.05796813964844 187.0 180.04290771484375 499.0 194.05282592773438 257.0 195.0657958984375 13136.0 195.3092041015625 66.0 279.0323791503906 284.0 357.11346435546875 405.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849896 PEPMASS=363.141876 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G10_RG10_01_8298.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380820-01_C19H24O7_1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 3,4,5,6,9,10-hexahydro-8,9,16-trihydroxy-14-methoxy-3-methyl-, (3S,8S,9R,11E)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=C2C(=O)O[C@@H](C)CCCC(=O)[C@H](O)[C@H](O)C\C=C\C2=C1)O INCHI=InChI=1S/C19H24O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h4,6,9-11,15,18,21-23H,3,5,7-8H2,1-2H3/b6-4+/t11-,15+,18-/m0/s1 INCHIAUX=WFIUAGOQGGAREU-APARVZKSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849896 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849896 SCANS=448 147.0461883544922 231.0 163.07516479492188 229.0 174.03201293945312 912.0 177.0926055908203 112.0 189.05517578125 1658.0 231.09776306152344 287.0 235.0612030029297 276.0 247.0541229248047 312.0 282.98297119140625 176.0 325.0017395019531 123.0 345.12799072265625 156.0 363.1475524902344 1157.0 376.5662536621094 109.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849899 PEPMASS=409.147125 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G10_RG10_01_8298.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380820-01_C19H24O7_1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 3,4,5,6,9,10-hexahydro-8,9,16-trihydroxy-14-methoxy-3-methyl-, (3S,8S,9R,11E)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=C2C(=O)O[C@@H](C)CCCC(=O)[C@H](O)[C@H](O)C\C=C\C2=C1)O INCHI=InChI=1S/C19H24O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h4,6,9-11,15,18,21-23H,3,5,7-8H2,1-2H3/b6-4+/t11-,15+,18-/m0/s1 INCHIAUX=WFIUAGOQGGAREU-APARVZKSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849899 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849899 SCANS=449 125.05583953857422 198.0 146.0372314453125 198.0 173.08413696289062 203.0 174.02932739257812 1301.0 177.0584716796875 186.0 189.05465698242188 2872.0 200.6494598388672 120.0 205.09750366210938 271.0 207.063232421875 317.0 217.0548095703125 413.0 231.74435424804688 55.0 232.06961059570312 117.0 232.35845947265625 66.0 235.06541442871094 306.0 272.08209228515625 150.0 301.1416320800781 115.0 335.14654541015625 183.0 345.1402587890625 527.0 363.14385986328125 5464.0 366.8398742675781 139.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849902 PEPMASS=326.148254 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G10_RG10_01_8298.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380832-01_C18H21N3O3_2H-Pyrazino[2,1-b]quinazoline-3,6(1H,4H)-dione, 10-hydroxy-4-(1-methylethyl)-1-(2-methylpropylidene)-, (1Z,4S)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C=C1NC(=O)C(C(C)C)N\2C(=O)C3=CC=CC(=C3\N=C12)O INCHI=InChI=1S/C18H21N3O3/c1-9(2)8-12-16-20-14-11(6-5-7-13(14)22)18(24)21(16)15(10(3)4)17(23)19-12/h5-10,15,22H,1-4H3,(H,19,23) INCHIAUX=UVGDCLGJXMBOBD-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849902 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849902 SCANS=485 134.16705322265625 111.0 161.0364990234375 401.0 186.03231811523438 125.0 199.0404510498047 184.0 227.07675170898438 229.0 242.0972137451172 145.0 244.114013671875 138.0 254.0939483642578 536.0 268.0706787109375 165.0 271.1090393066406 168.0 283.0872802734375 426.0 298.1588134765625 162.0 311.1264343261719 126.0 326.1501159667969 2103.0 326.4798278808594 113.0 327.0709533691406 41.0 327.4270324707031 34.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849905 PEPMASS=667.224609 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_GA2_01_8450.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179753-02_C31H40O16_(1S,4aR,5S,7aS)-5-({6-Deoxy-4-O-[(2E)-3-(3-hydroxy-4-methoxyphenyl)-2-propenoyl]-alpha-L-mannopyranosyl}oxy)-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl beta-D-glucopyranoside [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(\C=C\C(=O)O[C@H]2[C@H](C)O[C@@H](O[C@@H]3\C=C(\CO)[C@H]4[C@@H](O\C=C/[C@@H]34)O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@@H]2O)C=C1 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278.17132568359375 117.0 278.4140625 91.0 278.6700134277344 47.0 279.0874938964844 24310.0 281.5325927734375 64.0 282.23291015625 69.0 285.838134765625 73.0 293.09552001953125 241.0 317.7398986816406 73.0 323.0296936035156 152.0 324.5359802246094 131.0 327.103515625 934.0 337.2176208496094 317.0 337.6434326171875 138.0 339.12811279296875 496.0 353.575439453125 69.0 371.0041809082031 131.0 372.9075622558594 232.0 468.2488708496094 74.0 472.1393737792969 281.0 487.1609191894531 4460.0 488.1692199707031 198.0 490.6157531738281 101.0 555.9976196289062 111.0 652.2015380859375 260.0 655.579345703125 126.0 663.4158325195312 117.0 664.4969482421875 108.0 665.7157592773438 110.0 665.977294921875 138.0 666.8395385742188 93.0 667.22705078125 29026.0 667.6943969726562 122.0 668.0970458984375 56.0 668.1762084960938 259.0 668.2326049804688 625.0 669.547119140625 148.0 671.4187622070312 148.0 671.9729614257812 138.0 673.8958129882812 70.0 677.3407592773438 94.0 678.9185791015625 133.0 695.7864990234375 56.0 1649.4290771484375 170.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849908 PEPMASS=783.27124 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_GA2_01_8450.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381215-01_C36H48O19_beta-D-Glucopyranoside, 2-(3,4-dimethoxyphenyl)ethyl 3-O-(6-deoxy-alpha-L-mannopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]-6-O-[(2S,3R,4R)-tetrahydro-3,4-dihydroxy-4-(hydroxymethyl)-2-furanyl]- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(CCO[C@@H]2O[C@H](CO[C@H]3OC[C@](O)(CO)[C@H]3O)[C@@H](OC(=O)/C=C/C4=CC=C(O)C(=C4)O)[C@H](O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@H]2O)C=C1OC 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395.2093505859375 123.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849956 PEPMASS=407.134735 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C2_GC2_01_8212.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380470-01_C19H22O7_(3aS,4S,5S,6E,10Z,11aR)-6-Formyl-5-hydroxy-10-(hydroxymethyl)-3-methylene-2-oxo-2,3,3a,4,5,8,9,11a-octahydrocyclodeca[b]furan-4-yl methacrylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=C)C(=O)O[C@@H]1[C@@H](O)\C(=C/CC\C(=C\[C@H]2OC(=O)C(=C)[C@H]12)CO)C=O INCHI=InChI=1S/C19H22O7/c1-10(2)18(23)26-17-15-11(3)19(24)25-14(15)7-12(8-20)5-4-6-13(9-21)16(17)22/h6-7,9,14-17,20,22H,1,3-5,8H2,2H3/b12-7-,13-6-/t14-,15+,16+,17+/m1/s1 INCHIAUX=HQPSNGXRJBMMAL-WHZRINGVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849956 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849956 SCANS=316 147.04022216796875 83.0 157.0618896484375 177.0 160.0559844970703 197.0 173.0983123779297 201.0 177.0556182861328 176.0 183.08348083496094 986.0 185.0655517578125 224.0 185.09886169433594 575.0 201.08985900878906 629.0 203.10562133789062 193.0 211.08270263671875 321.0 213.08877563476562 229.0 213.11241149902344 247.0 227.06817626953125 184.0 245.08197021484375 111.0 275.09002685546875 938.0 361.1327819824219 91.0 407.1510925292969 133.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849959 PEPMASS=567.20813 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C2_GC2_01_8212.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380475-01_C26H34O11_beta-D-Glucopyranoside, [(2R,3R)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxypropyl)-7-methoxy-3-benzofuranyl]methyl [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)[C@@H]2OC3=C(C=C(CCCO)C=C3OC)[C@@H]2CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O INCHI=InChI=1S/C26H34O11/c1-33-18-10-14(5-6-17(18)29)24-16(12-35-26-23(32)22(31)21(30)20(11-28)36-26)15-8-13(4-3-7-27)9-19(34-2)25(15)37-24/h5-6,8-10,16,20-24,26-32H,3-4,7,11-12H2,1-2H3/t16-,20+,21+,22-,23+,24-,26+/m0/s1 INCHIAUX=VTKHRLZMWODHJA-QMYUBYRNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849959 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849959 SCANS=315 71.01676940917969 151.0 96.23807525634766 217.0 101.02653503417969 214.0 113.0260238647461 410.0 117.57975006103516 325.0 131.04647827148438 151.0 137.02525329589844 240.0 143.03103637695312 430.0 145.0286865234375 155.0 149.0452117919922 198.0 151.0390625 214.0 161.05035400390625 152.0 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TITLE=CCMSLIB00000849974 PEPMASS=357.132782 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C10_RC10_01_8273.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169025-02_C20H22O6_Benzoic acid, 2-hydroxy-6-[2-hydroxy-6-(hydroxymethyl)-4-methylphenoxy]-3-(3-methyl-2-buten-1-yl)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCC1=C(O)C(=C(OC2=C(CO)C=C(C)C=C2O)C=C1)C(O)=O INCHI=InChI=1S/C20H22O6/c1-11(2)4-5-13-6-7-16(17(18(13)23)20(24)25)26-19-14(10-21)8-12(3)9-15(19)22/h4,6-9,21-23H,5,10H2,1-3H3,(H,24,25) INCHIAUX=CQCKOPHUTBMXHC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849974 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849974 SCANS=516 121.02781677246094 188.0 123.04264068603516 188.0 133.10104370117188 254.0 135.0449981689453 247.0 150.02919006347656 251.0 151.0403594970703 396.0 152.0473175048828 1384.0 153.0550537109375 1312.0 177.0917510986328 711.0 184.00685119628906 146.0 188.2790069580078 281.0 189.06387329101562 33.0 222.0686492919922 215.0 223.07327270507812 197.0 283.133544921875 176.0 295.1325988769531 1908.0 311.1325988769531 277.0 311.2106628417969 59.0 312.84100341796875 132.0 312.9322509765625 62.0 313.0531921386719 79.0 313.1454162597656 4315.0 314.15423583984375 156.0 316.19073486328125 113.0 337.631591796875 128.0 357.1321716308594 246.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849977 PEPMASS=697.341309 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C10_RC10_01_8273.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347778-02_C34H52O12_1,5,16-Trihydroxy-26-oxo-6,7:22,26-diepoxyergost-24-en-3-yl hexopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C1C\C(=C(\C)C(=O)O1)C)C2C(O)CC3C4C(CCC23C)C5(C)C(O)CC(CC5(O)C6OC46)OC7OC(CO)C(O)C(O)C7O INCHI=InChI=1S/C34H52O12/c1-13-8-20(44-30(41)14(13)2)15(3)24-19(36)10-18-23-17(6-7-32(18,24)4)33(5)22(37)9-16(11-34(33,42)29-28(23)46-29)43-31-27(40)26(39)25(38)21(12-35)45-31/h15-29,31,35-40,42H,6-12H2,1-5H3 INCHIAUX=INOKSQLHQGQUNF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849977 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849977 SCANS=334 101.02128601074219 284.0 113.02230072021484 444.0 119.04215240478516 414.0 132.0184326171875 437.0 133.0292510986328 276.0 134.0370330810547 1451.0 141.90310668945312 83.0 143.03305053710938 619.0 148.0398406982422 695.0 149.05885314941406 947.0 150.05128479003906 117.0 160.017333984375 1011.0 161.02496337890625 1053.0 161.04840087890625 518.0 162.02854919433594 586.0 162.97943115234375 135.0 163.06494140625 387.0 164.03463745117188 283.0 165.1668701171875 211.0 175.04100036621094 1613.0 175.16302490234375 139.0 179.02926635742188 103.0 179.05496215820312 2603.0 189.05128479003906 146.0 190.04981994628906 56.0 193.0593719482422 182.0 282.080810546875 154.0 325.0977478027344 299.0 328.2227478027344 245.0 337.09686279296875 1885.0 338.0990295410156 253.0 340.1201171875 1873.0 341.1174621582031 211.0 349.3764343261719 144.0 358.1335754394531 935.0 386.1224670410156 122.0 391.271240234375 254.0 435.2511291503906 181.0 445.2961730957031 238.0 449.89703369140625 128.0 453.2274475097656 120.0 453.26617431640625 1504.0 454.2572021484375 180.0 456.0821533203125 48.0 471.2919616699219 48.0 489.2808532714844 252.0 520.1766967773438 59.0 647.5783081054688 82.0 649.5238647460938 91.0 651.337646484375 2880.0 652.3506469726562 145.0 664.2353515625 69.0 669.346435546875 338.0 678.4384155273438 146.0 696.240478515625 306.0 697.2899169921875 182.0 697.3442993164062 2778.0 697.9453735351562 95.0 698.3506469726562 66.0 702.4605102539062 122.0 702.501708984375 170.0 954.125 291.0 1658.5740966796875 693.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849980 PEPMASS=505.268219 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C10_RC10_01_8273.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347846-02_C30H38N2O5_(1E)-6-Hydroxy-12-(1H-indol-3-ylmethyl)-7-methoxy-4,13,13a-trimethyl-5,6,7,8,12,12a,13,13a,14a,14b-decahydro-3H-cycloundeca[d]oxireno[f]isoindole-9,10(4H,11H)-dione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1CC(=O)C23C(\C=C\CC(C)CC1O)C4OC4(C)C(C)C2C(CC5=C[NH]C6=CC=CC=C56)NC3=O INCHI=InChI=1S/C30H38N2O5/c1-16-8-7-10-20-27-29(3,37-27)17(2)26-22(13-18-15-31-21-11-6-5-9-19(18)21)32-28(35)30(20,26)25(34)14-24(36-4)23(33)12-16/h5-7,9-11,15-17,20,22-24,26-27,31,33H,8,12-14H2,1-4H3,(H,32,35)/b10-7+ INCHIAUX=QTAIHYVDCKOYHV-JXMROGBWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849980 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849980 SCANS=491 116.05094909667969 230.0 226.20033264160156 165.0 233.12686157226562 187.0 273.04693603515625 307.0 290.1092529296875 165.0 290.9843444824219 178.0 340.9862060546875 143.0 360.99688720703125 107.0 369.8025207519531 339.0 388.2043151855469 192.0 396.01678466796875 213.0 401.00457763671875 195.0 430.2395935058594 331.0 472.2395324707031 186.0 473.2466125488281 3883.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849983 PEPMASS=551.273621 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C10_RC10_01_8273.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347846-02_C30H38N2O5_(1E)-6-Hydroxy-12-(1H-indol-3-ylmethyl)-7-methoxy-4,13,13a-trimethyl-5,6,7,8,12,12a,13,13a,14a,14b-decahydro-3H-cycloundeca[d]oxireno[f]isoindole-9,10(4H,11H)-dione [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1CC(=O)C23C(\C=C\CC(C)CC1O)C4OC4(C)C(C)C2C(CC5=C[NH]C6=CC=CC=C56)NC3=O INCHI=InChI=1S/C30H38N2O5/c1-16-8-7-10-20-27-29(3,37-27)17(2)26-22(13-18-15-31-21-11-6-5-9-19(18)21)32-28(35)30(20,26)25(34)14-24(36-4)23(33)12-16/h5-7,9-11,15-17,20,22-24,26-27,31,33H,8,12-14H2,1-4H3,(H,32,35)/b10-7+ INCHIAUX=QTAIHYVDCKOYHV-JXMROGBWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849983 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849983 SCANS=484 116.05191040039062 569.0 117.60619354248047 66.0 142.06546020507812 516.0 148.07681274414062 285.0 149.10044860839844 168.0 171.0696563720703 164.0 176.07688903808594 156.0 177.0924835205078 342.0 177.530517578125 161.0 186.09799194335938 216.0 205.0880584716797 155.0 213.13150024414062 225.0 215.10968017578125 236.0 218.55889892578125 57.0 220.14004516601562 73.0 231.56700134277344 131.0 235.36764526367188 95.0 236.94805908203125 120.0 242.13482666015625 182.0 243.8622589111328 221.0 244.12059020996094 200.0 249.1092987060547 291.0 250.55563354492188 377.0 251.31549072265625 225.0 261.1451110839844 132.0 265.0171203613281 97.0 267.2699279785156 218.0 272.13287353515625 274.0 273.8135986328125 234.0 276.43511962890625 117.0 282.19317626953125 175.0 289.5726623535156 123.0 291.7244873046875 89.0 301.1837158203125 353.0 310.7342529296875 76.0 311.1338195800781 220.0 312.1177673339844 100.0 312.6244201660156 155.0 316.2105712890625 129.0 320.9783020019531 117.0 344.1832580566406 604.0 348.3267517089844 145.0 349.1907958984375 169.0 360.9846496582031 134.0 411.2472229003906 200.0 412.22918701171875 599.0 414.21759033203125 193.0 430.24163818359375 1549.0 445.2371520996094 100.0 455.2432861328125 680.0 470.9482727050781 57.0 470.9823303222656 90.0 471.213623046875 49.0 471.8110656738281 96.0 472.0888977050781 66.0 472.2461853027344 149.0 472.2870178222656 116.0 472.3345947265625 94.0 472.44049072265625 238.0 472.5854187011719 388.0 472.7509765625 79.0 472.78594970703125 167.0 472.87432861328125 106.0 473.169921875 303.0 473.2457275390625 65920.0 473.3725891113281 89.0 473.6629943847656 56.0 474.23065185546875 177.0 474.25823974609375 239.0 474.66461181640625 83.0 475.5231018066406 102.0 476.9102478027344 189.0 477.1495361328125 100.0 504.2147521972656 257.0 927.4247436523438 125.0 1074.406005859375 133.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849986 PEPMASS=647.377197 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C10_RC10_01_8273.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381031-01_C36H56O10_Olean-12-en-28-oic acid, 3-(beta-D-glucopyranuronosyloxy)-23-hydroxy-, (3beta,5xi,9xi,18xi)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)CC[C@@]2(CC[C@]3(C)\C(=C/CC4[C@@]5(C)CC[C@H](O[C@@H]6O[C@@H]([C@@H](O)[C@H](O)[C@H]6O)C(O)=O)C(C)(CO)C5CC[C@@]34C)C2C1)C(O)=O INCHI=InChI=1S/C36H56O10/c1-31(2)13-15-36(30(43)44)16-14-34(5)19(20(36)17-31)7-8-22-32(3)11-10-23(33(4,18-37)21(32)9-12-35(22,34)6)45-29-26(40)24(38)25(39)27(46-29)28(41)42/h7,20-27,29,37-40H,8-18H2,1-6H3,(H,41,42)(H,43,44)/t20?,21?,22?,23-,24-,25-,26+,27-,29+,32-,33?,34+,35+,36-/m0/s1 INCHIAUX=DYFUVQSGLMQLRX-CGBUBQHTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849986 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849986 SCANS=476 85.02855682373047 640.0 102.99969482421875 83.0 112.01561737060547 198.0 113.02365112304688 3581.0 117.01714324951172 79.0 132.0052032470703 257.0 145.01470947265625 285.0 157.0129852294922 567.0 175.0214385986328 1232.0 181.31234741210938 219.0 187.00889587402344 125.0 231.00527954101562 166.0 239.3957977294922 100.0 281.0740966796875 116.0 289.0983581542969 82.0 297.0929260253906 53.0 301.742431640625 66.0 304.2925720214844 86.0 304.6768798828125 185.0 305.8399353027344 119.0 308.5710144042969 124.0 309.6793518066406 163.0 310.19879150390625 442.0 310.99029541015625 195.0 311.896484375 103.0 312.0184326171875 190.0 312.40814208984375 115.0 316.6669616699219 110.0 316.9820251464844 136.0 317.007080078125 164.0 317.21649169921875 291.0 317.37945556640625 123.0 317.9141845703125 112.0 328.1426696777344 83.0 329.496826171875 236.0 356.59735107421875 196.0 358.9881896972656 163.0 377.82110595703125 63.0 383.09014892578125 80.0 418.9783935546875 160.0 422.0835876464844 128.0 424.97991943359375 75.0 435.2310485839844 72.0 437.2945251464844 164.0 450.2924499511719 278.0 451.3087158203125 158.0 451.3450927734375 156.0 453.33856201171875 553.0 453.48175048828125 92.0 469.3309631347656 690.0 471.3472900390625 4272.0 472.3451843261719 120.0 505.36602783203125 124.0 543.3634033203125 77.0 553.3339233398438 82.0 566.128662109375 248.0 568.25732421875 153.0 570.3493041992188 106.0 571.3638305664062 437.0 587.3572998046875 394.0 600.2667236328125 165.0 629.3627319335938 72.0 639.4804077148438 115.0 641.6572875976562 103.0 642.383544921875 60.0 644.36767578125 74.0 645.3595581054688 94.0 645.5809936523438 120.0 645.6932373046875 74.0 645.8388061523438 166.0 646.26416015625 142.0 646.3564453125 422.0 646.444580078125 55.0 646.531982421875 300.0 646.8930053710938 88.0 646.9576416015625 98.0 647.1885375976562 87.0 647.23779296875 327.0 647.380859375 100094.0 647.5416259765625 211.0 647.6749877929688 110.0 648.3917846679688 1135.0 648.7918090820312 77.0 650.630126953125 85.0 651.6725463867188 148.0 651.8919677734375 198.0 652.058837890625 108.0 659.6539306640625 87.0 713.4922485351562 116.0 1206.5048828125 260.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849989 PEPMASS=512.226135 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C10_RC10_01_8273.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381038-01_C28H35NO8_2-[1-Hydroxy-1,4-dimethyl-4-(4-methyl-3-penten-1-yl)-7-oxo-2,3,3a,4,7,9,10a,10b-octahydro-5,10-dioxa-8-azadicyclopenta[b,def]phenanthren-8(1H)-yl]pentanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)=CCCC1(C)OC2=CC3=C(CN(C(CCC(O)=O)C(O)=O)C3=O)C4=C2C5C1CCC(C)(O)C5O4 INCHI=InChI=1S/C28H35NO8/c1-14(2)6-5-10-28(4)17-9-11-27(3,35)24-21(17)22-19(37-28)12-15-16(23(22)36-24)13-29(25(15)32)18(26(33)34)7-8-20(30)31/h6,12,17-18,21,24,35H,5,7-11,13H2,1-4H3,(H,30,31)(H,33,34) INCHIAUX=VNTDWOKCKOGMPX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849989 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849989 SCANS=477 82.93345642089844 79.0 129.0167999267578 127.0 131.55332946777344 171.0 162.01602172851562 265.0 174.0175018310547 161.0 174.63888549804688 115.0 176.0003662109375 92.0 176.0355224609375 2751.0 177.0362548828125 102.0 186.02719116210938 330.0 187.02711486816406 93.0 188.0361328125 774.0 188.0793914794922 424.0 189.72972106933594 66.0 190.05044555664062 431.0 190.08506774902344 158.0 190.69949340820312 94.0 200.07447814941406 106.0 204.06935119628906 192.0 206.0853729248047 152.0 213.536376953125 266.0 215.57949829101562 120.0 216.06480407714844 252.0 217.06797790527344 152.0 218.08444213867188 1328.0 222.5791015625 133.0 222.78936767578125 106.0 227.91168212890625 259.0 230.08126831054688 697.0 231.07591247558594 212.0 232.10711669921875 182.0 242.1884307861328 102.0 244.0345001220703 130.0 244.0620880126953 1552.0 245.06581115722656 605.0 245.4981231689453 320.0 245.59091186523438 70.0 245.99864196777344 62.0 249.06427001953125 163.0 250.0414276123047 229.0 250.0703582763672 452.0 251.2461700439453 171.0 252.51161193847656 92.0 255.04579162597656 281.0 256.0650329589844 474.0 258.0710754394531 171.0 261.0654602050781 82.0 262.0457458496094 95.0 262.07208251953125 1146.0 268.3336486816406 140.0 270.0832214355469 347.0 270.112548828125 219.0 272.09027099609375 86.0 273.14453125 131.0 274.076171875 143.0 278.0464782714844 260.0 282.06939697265625 200.0 287.72479248046875 256.0 288.0838623046875 200.0 303.2708435058594 60.0 311.1136474609375 250.0 312.1562194824219 166.0 316.0906982421875 82.0 329.0023498535156 83.0 334.1782531738281 117.0 336.19287109375 255.0 337.169677734375 209.0 339.1406555175781 67.0 340.18817138671875 209.0 344.10589599609375 208.0 352.1212158203125 148.0 352.18310546875 193.0 354.1590270996094 83.0 355.17816162109375 252.0 362.9798889160156 185.0 364.1911315917969 125.0 368.1573181152344 139.0 369.0090026855469 151.0 378.20892333984375 145.0 380.19097900390625 334.0 381.1273193359375 171.0 381.18243408203125 72.0 382.20330810546875 7091.0 382.2807312011719 181.0 383.18804931640625 431.0 387.0057373046875 119.0 392.2142028808594 190.0 395.19873046875 104.0 396.232177734375 149.0 397.1889343261719 140.0 398.2022399902344 287.0 399.1793518066406 158.0 406.25604248046875 98.0 407.22235107421875 154.0 408.2195739746094 1403.0 421.2123718261719 175.0 424.2511901855469 1888.0 432.21112060546875 143.0 449.23760986328125 79.0 449.6588439941406 137.0 450.2289123535156 22868.0 450.43084716796875 156.0 451.1979675292969 277.0 451.2499084472656 112.0 453.92559814453125 171.0 462.593994140625 53.0 465.9472961425781 68.0 467.22210693359375 145.0 467.8345642089844 91.0 468.23931884765625 26862.0 468.3206787109375 193.0 469.0431823730469 85.0 469.20001220703125 73.0 471.9247131347656 197.0 475.0156555175781 134.0 494.22039794921875 2488.0 506.1598815917969 61.0 507.78350830078125 101.0 510.06683349609375 93.0 510.3968811035156 107.0 510.74627685546875 82.0 511.0330810546875 70.0 511.2056579589844 449.0 511.3962707519531 66.0 511.7127380371094 86.0 511.9205017089844 109.0 512.0869140625 296.0 512.1676635742188 251.0 512.23046875 52857.0 512.348388671875 418.0 513.2234497070312 218.0 513.3057861328125 149.0 513.7684326171875 95.0 514.0924072265625 111.0 515.6578979492188 75.0 844.2686767578125 160.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849992 PEPMASS=430.148956 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C10_RC10_01_8273.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381039-01_C22H25NO8_8-Benzoyl-2-[(3Z)-1,2-dihydroxy-3-hexen-1-yl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC\C=C/C(O)C(O)\C1=C(/C)C(=O)C2(O1)C(O)C(NC2=O)(OC)C(=O)C3=CC=CC=C3 INCHI=InChI=1S/C22H25NO8/c1-4-5-11-14(24)15(25)16-12(2)17(26)21(31-16)19(28)22(30-3,23-20(21)29)18(27)13-9-7-6-8-10-13/h5-11,14-15,19,24-25,28H,4H2,1-3H3,(H,23,29)/b11-5- INCHIAUX=SLYDIPAXCVVRNY-WZUFQYTHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849992 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849992 SCANS=366 104.0499267578125 226.0 139.04193115234375 570.0 145.0258026123047 171.0 148.04071044921875 166.0 156.0824737548828 209.0 158.0618133544922 208.0 159.06500244140625 478.0 160.04345703125 266.0 165.03773498535156 139.0 176.0404052734375 327.0 179.0697021484375 224.0 183.07749938964844 139.0 184.0386962890625 106.0 188.111572265625 174.0 190.04443359375 265.0 197.0478057861328 253.0 200.03257751464844 267.0 200.06741333007812 608.0 223.10043334960938 164.0 226.06202697753906 190.0 226.1042938232422 205.0 227.05677795410156 165.0 228.05548095703125 147.0 230.08135986328125 164.0 242.08517456054688 475.0 252.06556701660156 171.0 254.0887451171875 439.0 270.07763671875 271.0 330.2077331542969 148.0 1390.099365234375 1049.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849995 PEPMASS=476.153809 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C10_RC10_01_8273.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381039-01_C22H25NO8_8-Benzoyl-2-[(3Z)-1,2-dihydroxy-3-hexen-1-yl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC\C=C/C(O)C(O)\C1=C(/C)C(=O)C2(O1)C(O)C(NC2=O)(OC)C(=O)C3=CC=CC=C3 INCHI=InChI=1S/C22H25NO8/c1-4-5-11-14(24)15(25)16-12(2)17(26)21(31-16)19(28)22(30-3,23-20(21)29)18(27)13-9-7-6-8-10-13/h5-11,14-15,19,24-25,28H,4H2,1-3H3,(H,23,29)/b11-5- INCHIAUX=SLYDIPAXCVVRNY-WZUFQYTHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849995 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849995 SCANS=375 70.57438659667969 161.0 91.7224349975586 215.0 96.00962829589844 125.0 96.03608703613281 65.0 97.17565155029297 79.0 109.02995300292969 360.0 110.02571105957031 320.0 110.05506896972656 72.0 111.04817199707031 479.0 115.9406967163086 192.0 118.19967651367188 169.0 121.03004455566406 158.0 124.01282501220703 495.0 124.04020690917969 269.0 125.02465057373047 1563.0 132.04568481445312 351.0 135.00558471679688 174.0 137.02516174316406 272.0 138.03404235839844 94.0 139.03741455078125 2591.0 141.05641174316406 66.0 144.04580688476562 211.0 144.24124145507812 172.0 145.02931213378906 836.0 146.05270385742188 263.0 147.03126525878906 261.0 148.03671264648438 125.0 151.0218505859375 242.0 153.0198974609375 2764.0 155.03501892089844 318.0 156.04666137695312 1169.0 156.2010040283203 64.0 157.1683807373047 132.0 158.0388946533203 179.0 158.05992126464844 1150.0 158.2808837890625 85.0 159.06607055664062 542.0 160.04067993164062 7081.0 162.05487060546875 375.0 163.0286865234375 222.0 165.0387725830078 144.0 168.0430145263672 417.0 170.06227111816406 119.0 171.03912353515625 90.0 171.08596801757812 212.0 173.05462646484375 148.0 174.018798828125 159.0 175.02557373046875 155.0 180.3362579345703 199.0 183.0824737548828 351.0 184.0766143798828 207.0 185.06053161621094 130.0 185.68235778808594 87.0 186.052001953125 797.0 186.76480102539062 92.0 187.0773162841797 104.0 187.21719360351562 151.0 187.61727905273438 127.0 188.0352325439453 7058.0 188.21690368652344 124.0 188.69020080566406 66.0 189.03089904785156 221.0 190.055419921875 335.0 192.0290985107422 884.0 195.070068359375 192.0 196.0796661376953 232.0 197.0841827392578 644.0 199.07496643066406 402.0 200.0355224609375 15317.0 201.04774475097656 489.0 202.0493621826172 1412.0 202.94766235351562 100.0 207.07261657714844 250.0 208.09178161621094 126.0 211.9973907470703 180.0 212.0712890625 1638.0 213.05213928222656 166.0 214.04861450195312 1003.0 215.07730102539062 276.0 216.026611328125 310.0 217.03970336914062 401.0 217.22982788085938 237.0 218.04347229003906 906.0 224.06837463378906 3029.0 224.4806365966797 70.0 225.05584716796875 337.0 226.04971313476562 139.0 226.08602905273438 2759.0 227.03807067871094 319.0 227.07305908203125 681.0 228.03469848632812 342.0 228.06924438476562 303.0 230.04385375976562 319.0 240.06228637695312 365.0 242.08059692382812 2106.0 243.0664520263672 1786.0 243.36080932617188 71.0 246.07681274414062 235.0 252.06634521484375 1130.0 253.05313110351562 720.0 255.06216430664062 166.0 256.06207275390625 592.0 266.6109924316406 80.0 268.06207275390625 2001.0 270.0790710449219 12286.0 271.0283508300781 198.0 271.0599670410156 1258.0 273.1866760253906 153.0 286.0718994140625 6447.0 289.0826721191406 90.0 296.0584411621094 3726.0 308.1296691894531 190.0 313.64306640625 63.0 314.067626953125 11710.0 315.0691833496094 295.0 318.55389404296875 56.0 352.9817199707031 160.0 371.4950866699219 149.0 381.07330322265625 194.0 399.1823425292969 205.0 421.35626220703125 126.0 1629.219482421875 90.0 END IONS BEGIN IONS TITLE=CCMSLIB00000849998 PEPMASS=473.292145 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C7_RC7_01_8368.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347571-02_C27H40O4_(3beta,5alpha,8xi,14xi,25S)-3-Hydroxyspirost-9(11)-en-12-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H]1CC[C@@]2(OC1)O[C@H]3CC4C\5CC[C@H]6C[C@@H](O)CC[C@]6(C)C5=C/C(=O)[C@]4(C)[C@H]3[C@@H]2C INCHI=InChI=1S/C27H40O4/c1-15-7-10-27(30-14-15)16(2)24-22(31-27)12-21-19-6-5-17-11-18(28)8-9-25(17,3)20(19)13-23(29)26(21,24)4/h13,15-19,21-22,24,28H,5-12,14H2,1-4H3/t15-,16-,17-,18-,19?,21?,22-,24-,25-,26+,27+/m0/s1 INCHIAUX=YLZUMNXGXFXZNQ-ROUOJVSVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000849998 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000849998 SCANS=728 205.16195678710938 94.0 360.0112609863281 228.0 467.2603454589844 102.0 472.1811828613281 171.0 472.271484375 145.0 472.33258056640625 286.0 472.6031494140625 298.0 472.96038818359375 58.0 473.2847900390625 5245.0 477.0424499511719 141.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850001 PEPMASS=439.229675 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_GA4_01_8305.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347826-02_C22H34O6_2-Hydroxy-2'',5'',5'',8a''-tetramethyl-5-oxododecahydro-2''H-dispiro[furan-3,2'-furan-5',1''-naphthalen]-4''-yl acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CC(OC(C)=O)C2C(C)(C)CCCC2(C)C13CCC4(CC(=O)OC4O)O3 INCHI=InChI=1S/C22H34O6/c1-13-11-15(26-14(2)23)17-19(3,4)7-6-8-20(17,5)22(13)10-9-21(28-22)12-16(24)27-18(21)25/h13,15,17-18,25H,6-12H2,1-5H3 INCHIAUX=MQGBHJVUCRXIRM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850001 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850001 SCANS=527 83.05027770996094 296.0 392.49560546875 184.0 393.2254943847656 5836.0 907.5971069335938 57.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850004 PEPMASS=547.16156 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_GA4_01_8305.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385221-01_C23H32O15_alpha-D-Glucopyranoside, beta-D-fructofuranosyl 6-O-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propen-1-yl]- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(=C1O)OC)\C=C\C(=O)OC[C@H]2O[C@H](O[C@]3(CO)O[C@H](CO)[C@@H](O)[C@@H]3O)[C@H](O)[C@@H](O)[C@@H]2O INCHI=InChI=1S/C23H32O15/c1-33-11-5-10(6-12(34-2)16(11)27)3-4-15(26)35-8-14-17(28)19(30)20(31)22(36-14)38-23(9-25)21(32)18(29)13(7-24)37-23/h3-6,13-14,17-22,24-25,27-32H,7-9H2,1-2H3/b4-3+/t13-,14-,17-,18-,19+,20-,21+,22-,23+/m1/s1 INCHIAUX=DJBWDHVUJCXYBH-IBVGEFGBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850004 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850004 SCANS=259 105.37633514404297 109.0 106.77747344970703 82.0 113.0240478515625 191.0 123.00797271728516 133.0 135.81703186035156 207.0 149.0207977294922 508.0 152.00323486328125 146.0 157.05160522460938 162.0 161.04750061035156 704.0 164.0454559326172 1045.0 165.01751708984375 347.0 169.33731079101562 88.0 179.05294799804688 183.0 190.0243377685547 1501.0 201.02882385253906 141.0 203.05332946777344 158.0 203.65599060058594 229.0 204.73780822753906 121.0 204.78067016601562 85.0 204.85020446777344 188.0 205.0498046875 7895.0 207.026123046875 194.0 209.06553649902344 53.0 219.06607055664062 199.0 223.05892944335938 7039.0 237.07347106933594 170.0 241.07534790039062 88.0 247.06520080566406 116.0 249.07472229003906 150.0 250.04696655273438 238.0 251.0529327392578 295.0 263.090576171875 103.0 265.0726013183594 2166.0 288.72308349609375 83.0 289.58441162109375 49.0 295.08843994140625 892.0 325.09503173828125 292.0 341.1078186035156 163.0 367.1078796386719 912.0 385.11309814453125 733.0 531.4686889648438 111.0 532.1346435546875 110.0 539.7510986328125 50.0 547.169921875 8526.0 547.4086303710938 76.0 548.28173828125 237.0 551.6617431640625 65.0 585.2890014648438 127.0 593.1759643554688 172.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850007 PEPMASS=593.166748 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_GA4_01_8305.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385221-01_C23H32O15_alpha-D-Glucopyranoside, beta-D-fructofuranosyl 6-O-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propen-1-yl]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(=C1O)OC)\C=C\C(=O)OC[C@H]2O[C@H](O[C@]3(CO)O[C@H](CO)[C@@H](O)[C@@H]3O)[C@H](O)[C@@H](O)[C@@H]2O INCHI=InChI=1S/C23H32O15/c1-33-11-5-10(6-12(34-2)16(11)27)3-4-15(26)35-8-14-17(28)19(30)20(31)22(36-14)38-23(9-25)21(32)18(29)13(7-24)37-23/h3-6,13-14,17-22,24-25,27-32H,7-9H2,1-2H3/b4-3+/t13-,14-,17-,18-,19+,20-,21+,22-,23+/m1/s1 INCHIAUX=DJBWDHVUJCXYBH-IBVGEFGBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850007 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850007 SCANS=258 71.01178741455078 190.0 90.15457153320312 299.0 101.02384185791016 25.0 113.0177993774414 31.0 119.03374481201172 210.0 121.02811431884766 97.0 141.01573181152344 183.0 149.02163696289062 1158.0 150.02716064453125 165.0 150.04612731933594 60.0 152.00775146484375 168.0 156.06727600097656 108.0 161.04498291015625 426.0 163.03704833984375 136.0 164.0460968017578 3560.0 165.01473999023438 245.0 173.02772521972656 156.0 175.00082397460938 1249.0 179.07017517089844 919.0 190.02578735351562 5377.0 191.03773498535156 196.0 192.03665161132812 296.0 193.0043487548828 196.0 198.21131896972656 157.0 204.62757873535156 99.0 204.72463989257812 395.0 204.84657287597656 102.0 204.97225952148438 87.0 205.05068969726562 14918.0 206.2848358154297 44.0 207.03016662597656 284.0 207.19444274902344 81.0 212.29837036132812 134.0 219.05308532714844 250.0 220.08128356933594 219.0 221.08871459960938 571.0 222.05421447753906 296.0 223.0609588623047 12335.0 224.06410217285156 183.0 225.75137329101562 106.0 237.0720977783203 195.0 247.06289672851562 108.0 250.05288696289062 245.0 251.08990478515625 204.0 261.84173583984375 192.0 262.7684020996094 67.0 263.08917236328125 230.0 264.214599609375 85.0 264.296630859375 113.0 265.0702209472656 3862.0 288.83477783203125 70.0 295.0796203613281 1658.0 311.0772399902344 273.0 315.82305908203125 298.0 319.0722351074219 144.0 322.2341613769531 85.0 322.504638671875 103.0 322.96844482421875 109.0 323.0961608886719 241.0 323.69683837890625 125.0 325.0927429199219 1682.0 341.1034240722656 213.0 367.0975341796875 1197.0 385.1087341308594 941.0 385.1482849121094 127.0 532.140625 306.0 547.1661987304688 18877.0 548.1871948242188 198.0 551.2675170898438 130.0 551.4744873046875 93.0 571.4464111328125 35.0 1382.583984375 283.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850010 PEPMASS=461.125458 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_GA4_01_8305.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385222-01_C19H26O13_beta-D-Fructofuranosyl 6-O-(4-hydroxybenzoyl)-alpha-D-glucopyranoside [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](COC(=O)C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C19H26O13/c20-5-10-13(24)16(27)19(7-21,31-10)32-18-15(26)14(25)12(23)11(30-18)6-29-17(28)8-1-3-9(22)4-2-8/h1-4,10-16,18,20-27H,5-7H2/t10-,11-,12-,13-,14+,15-,16+,18-,19+/m1/s1 INCHIAUX=CDTIMEVVBBGLIF-OVUASUNJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850010 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850010 SCANS=206 80.60771942138672 122.0 90.34723663330078 168.0 93.03450775146484 230.0 101.02302551269531 187.0 135.0418701171875 275.0 135.6787567138672 136.0 136.01852416992188 449.0 136.66773986816406 240.0 137.02389526367188 7737.0 138.03048706054688 259.0 161.04420471191406 220.0 179.03125 1373.0 179.0552215576172 587.0 209.04544067382812 1002.0 239.0566864013672 3593.0 251.04391479492188 192.0 254.81951904296875 53.0 281.0673828125 2009.0 299.0723571777344 1082.0 323.1167907714844 144.0 438.4439392089844 202.0 457.57818603515625 88.0 458.9765625 191.0 461.12860107421875 9659.0 462.133056640625 90.0 474.582275390625 86.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850013 PEPMASS=507.130676 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_GA4_01_8305.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385222-01_C19H26O13_beta-D-Fructofuranosyl 6-O-(4-hydroxybenzoyl)-alpha-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](COC(=O)C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C19H26O13/c20-5-10-13(24)16(27)19(7-21,31-10)32-18-15(26)14(25)12(23)11(30-18)6-29-17(28)8-1-3-9(22)4-2-8/h1-4,10-16,18,20-27H,5-7H2/t10-,11-,12-,13-,14+,15-,16+,18-,19+/m1/s1 INCHIAUX=CDTIMEVVBBGLIF-OVUASUNJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850013 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850013 SCANS=207 72.57257080078125 92.0 73.03012084960938 260.0 73.3284912109375 90.0 89.1533432006836 49.0 93.0337142944336 859.0 95.05834197998047 120.0 101.0228042602539 239.0 108.01609802246094 140.0 113.02153778076172 303.0 119.04800415039062 225.0 121.02608489990234 240.0 123.04464721679688 232.0 131.03585815429688 306.0 136.16802978515625 115.0 136.20237731933594 216.0 136.5623016357422 339.0 136.82826232910156 197.0 136.9929656982422 95.0 137.02294921875 32457.0 139.06658935546875 147.0 141.01927185058594 186.0 147.0423126220703 268.0 149.0449676513672 125.0 151.03639221191406 643.0 159.02793884277344 104.0 161.04454040527344 107.0 171.48025512695312 170.0 172.0243682861328 64.0 179.0339813232422 5264.0 180.0341033935547 141.0 191.0350799560547 475.0 193.04624938964844 267.0 209.04241943359375 1132.0 221.111572265625 194.0 221.6439208984375 191.0 221.81045532226562 126.0 221.87387084960938 61.0 222.6054229736328 197.0 225.52418518066406 84.0 225.9888458251953 46.0 226.7401123046875 180.0 228.25466918945312 165.0 234.318603515625 55.0 238.50296020507812 313.0 238.85877990722656 120.0 239.05450439453125 9082.0 239.17196655273438 50.0 244.20249938964844 171.0 246.20343017578125 252.0 248.4482879638672 148.0 249.0568389892578 191.0 252.93609619140625 185.0 254.79135131835938 54.0 266.63037109375 164.0 280.07513427734375 223.0 281.06768798828125 6454.0 299.0771179199219 2904.0 323.1116943359375 212.0 341.1044006347656 308.0 342.26959228515625 144.0 351.403076171875 66.0 352.7845764160156 88.0 353.0145568847656 49.0 353.20361328125 58.0 372.7614440917969 176.0 453.443603515625 117.0 458.0673828125 65.0 459.3074951171875 111.0 459.55059814453125 93.0 459.673583984375 136.0 460.39556884765625 128.0 460.73394775390625 59.0 460.7724914550781 130.0 461.0212707519531 145.0 461.1290283203125 71155.0 462.1676025390625 105.0 462.2760314941406 141.0 462.55059814453125 57.0 462.7498474121094 139.0 462.9140930175781 88.0 464.2645263671875 67.0 464.7767028808594 90.0 464.917236328125 110.0 466.14617919921875 182.0 466.7062072753906 50.0 471.6725158691406 119.0 538.0270385742188 108.0 1484.359619140625 310.0 1616.09619140625 212.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850016 PEPMASS=521.255493 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_GA4_01_8305.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385224-01_C24H42O12_6-Hydroxy-2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-8-yl 6-O-[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydro-2-furanyl]-beta-D-glucopyranoside [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC2(O1)C(C)(C)CC(CC2(C)O)O[C@@H]3O[C@H](CO[C@@H]4OC[C@](O)(CO)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O INCHI=InChI=1S/C24H42O12/c1-12-5-6-24(36-12)21(2,3)7-13(8-22(24,4)30)34-19-17(28)16(27)15(26)14(35-19)9-32-20-18(29)23(31,10-25)11-33-20/h12-20,25-31H,5-11H2,1-4H3/t12?,13?,14-,15-,16+,17-,18+,19-,20-,22?,23-,24?/m1/s1 INCHIAUX=PXBJHMFLTVPWQM-BJPXCADXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850016 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850016 SCANS=308 101.02265167236328 412.0 113.0196304321289 67.0 149.0444793701172 199.0 161.04603576660156 149.0 186.70851135253906 348.0 191.04815673828125 188.0 233.05776977539062 209.0 389.2135009765625 823.0 520.2481079101562 137.0 520.340576171875 108.0 521.2594604492188 2443.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850019 PEPMASS=567.260559 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_GA4_01_8305.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385224-01_C24H42O12_6-Hydroxy-2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-8-yl 6-O-[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydro-2-furanyl]-beta-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC2(O1)C(C)(C)CC(CC2(C)O)O[C@@H]3O[C@H](CO[C@@H]4OC[C@](O)(CO)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O INCHI=InChI=1S/C24H42O12/c1-12-5-6-24(36-12)21(2,3)7-13(8-22(24,4)30)34-19-17(28)16(27)15(26)14(35-19)9-32-20-18(29)23(31,10-25)11-33-20/h12-20,25-31H,5-11H2,1-4H3/t12?,13?,14-,15-,16+,17-,18+,19-,20-,22?,23-,24?/m1/s1 INCHIAUX=PXBJHMFLTVPWQM-BJPXCADXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850019 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850019 SCANS=304 83.01676177978516 187.0 89.02460479736328 332.0 89.34880065917969 185.0 99.01144409179688 459.0 101.02381134033203 901.0 101.1882553100586 205.0 102.02664947509766 169.0 113.02545166015625 1228.0 119.03218841552734 506.0 119.27220153808594 107.0 125.02483367919922 408.0 131.03018188476562 452.0 143.0299072265625 103.0 143.4969482421875 85.0 145.1432647705078 78.0 147.06338500976562 135.0 149.0437469482422 169.0 151.03501892089844 181.0 153.85337829589844 76.0 161.04409790039062 1505.0 162.88955688476562 76.0 185.04815673828125 297.0 190.28269958496094 290.0 191.052734375 338.0 196.06336975097656 166.0 205.05224609375 179.0 215.05361938476562 133.0 215.1672821044922 54.0 233.0662078857422 769.0 244.31753540039062 64.0 247.87416076660156 90.0 249.99620056152344 103.0 250.56712341308594 86.0 251.06187438964844 124.0 252.0673065185547 100.0 252.23960876464844 132.0 252.76144409179688 25.0 255.6176300048828 236.0 273.48565673828125 201.0 293.0954284667969 566.0 311.0924377441406 176.0 389.21929931640625 5151.0 433.2005615234375 105.0 439.4947509765625 59.0 491.2366027832031 195.0 516.967529296875 26.0 519.0875244140625 117.0 519.1320190429688 122.0 519.5353393554688 56.0 519.6655883789062 37.0 519.89111328125 84.0 520.2078857421875 33.0 520.2576904296875 261.0 520.3129272460938 69.0 520.744140625 116.0 520.8342895507812 245.0 521.0392456054688 48.0 521.1006469726562 60.0 521.1326904296875 108.0 521.2594604492188 36298.0 521.3688354492188 102.0 521.4132690429688 149.0 521.6185302734375 126.0 521.931884765625 71.0 521.9813842773438 45.0 522.264892578125 245.0 523.0916137695312 34.0 544.7581176757812 168.0 567.249755859375 281.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850022 PEPMASS=367.100616 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G5_RG5_01_8293.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169648-02_C17H20O9_5-Benzofuranpropanoic acid, 6-(beta-D-glucopyranosyloxy)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(CCC(O)=O)C=C3C=COC3=C2)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C17H20O9/c18-7-12-14(21)15(22)16(23)17(26-12)25-11-6-10-9(3-4-24-10)5-8(11)1-2-13(19)20/h3-6,12,14-18,21-23H,1-2,7H2,(H,19,20)/t12-,14-,15+,16-,17-/m1/s1 INCHIAUX=OHMWGMHIZWOKHV-USACIQFYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850022 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850022 SCANS=301 86.00170135498047 81.0 93.2374038696289 65.0 104.44723510742188 71.0 159.04385375976562 139.0 161.0592498779297 3307.0 163.35348510742188 58.0 165.25100708007812 79.0 187.0252685546875 220.0 187.0508575439453 156.0 196.24732971191406 100.0 205.0509796142578 6426.0 206.05491638183594 162.0 367.0896911621094 131.0 413.3169250488281 263.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850025 PEPMASS=413.105988 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G5_RG5_01_8293.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169648-02_C17H20O9_5-Benzofuranpropanoic acid, 6-(beta-D-glucopyranosyloxy)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(CCC(O)=O)C=C3C=COC3=C2)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C17H20O9/c18-7-12-14(21)15(22)16(23)17(26-12)25-11-6-10-9(3-4-24-10)5-8(11)1-2-13(19)20/h3-6,12,14-18,21-23H,1-2,7H2,(H,19,20)/t12-,14-,15+,16-,17-/m1/s1 INCHIAUX=OHMWGMHIZWOKHV-USACIQFYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850025 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850025 SCANS=304 77.0651626586914 194.0 108.96611785888672 107.0 133.07388305664062 156.0 146.03700256347656 136.0 161.05926513671875 5790.0 179.51560974121094 115.0 187.04141235351562 1462.0 204.2391815185547 135.0 205.0496826171875 24812.0 205.2049102783203 154.0 205.28961181640625 163.0 205.42100524902344 131.0 205.62857055664062 223.0 206.0694122314453 207.0 207.30393981933594 73.0 255.49978637695312 86.0 367.102294921875 7797.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850028 PEPMASS=471.168671 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G5_RG5_01_8293.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380752-01_C17H30O12_alpha-D-Glucopyranoside, alpha-D-glucopyranosyl, 2-(2-methylbutanoate) [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(=O)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O INCHI=InChI=1S/C17H30O12/c1-3-6(2)15(25)28-14-12(23)10(21)8(5-19)27-17(14)29-16-13(24)11(22)9(20)7(4-18)26-16/h6-14,16-24H,3-5H2,1-2H3/t6?,7-,8-,9-,10-,11+,12+,13-,14-,16-,17-/m1/s1 INCHIAUX=FNVXTGOURNXUCQ-NVGKCVISSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850028 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850028 SCANS=211 101.0243148803711 133.0 101.0603256225586 1866.0 113.0201644897461 175.0 125.0264663696289 128.0 136.6750030517578 105.0 137.02198791503906 213.0 143.03831481933594 463.0 149.0227508544922 98.0 155.0365447998047 114.0 161.04563903808594 684.0 178.97897338867188 200.0 203.10400390625 213.0 205.71783447265625 165.0 323.09710693359375 4807.0 324.10760498046875 168.0 341.1089172363281 447.0 425.175048828125 1655.0 469.27227783203125 76.0 471.1688537597656 1871.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850031 PEPMASS=457.153229 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G5_RG5_01_8293.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380753-01_C16H28O12_6-O-Isobutyryl-alpha-D-glucopyranosyl alpha-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(=O)OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C16H28O12/c1-5(2)14(24)25-4-7-9(19)11(21)13(23)16(27-7)28-15-12(22)10(20)8(18)6(3-17)26-15/h5-13,15-23H,3-4H2,1-2H3/t6-,7-,8-,9-,10+,11+,12-,13-,15-,16-/m1/s1 INCHIAUX=FUUXIPLOLSVADM-MMEOWKKZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850031 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850031 SCANS=226 86.9346694946289 173.0 87.00929260253906 641.0 87.04446411132812 778.0 99.00491333007812 180.0 100.923095703125 165.0 101.02531433105469 1236.0 101.06227111816406 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TITLE=CCMSLIB00000850055 PEPMASS=543.241394 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E6_RE6_01_8282.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380886-01_C26H40O12_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CCO)CC/C=C(C)/C(=O)OC1(C)CCC\2C1C(O\C=C2C(O)=O)OC3OC(CO)C(O)C(O)C3O INCHI=InChI=1S/C26H40O12/c1-13(8-10-27)5-4-6-14(2)23(34)38-26(3)9-7-15-16(22(32)33)12-35-24(18(15)26)37-25-21(31)20(30)19(29)17(11-28)36-25/h6,12-13,15,17-21,24-25,27-31H,4-5,7-11H2,1-3H3,(H,32,33)/b14-6+ INCHIAUX=JCNYBRAUXUDAEQ-MKMNVTDBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850055 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850055 SCANS=298 83.01078033447266 135.0 83.17601013183594 51.0 85.02816772460938 353.0 89.02495574951172 226.0 92.39225006103516 184.0 95.015380859375 558.0 101.03060150146484 462.0 107.04971313476562 1201.0 107.16327667236328 91.0 107.22315216064453 52.0 109.06605529785156 513.0 113.0227279663086 1122.0 125.02259826660156 110.0 125.05860900878906 611.0 125.11544799804688 102.0 132.0250701904297 315.0 133.06687927246094 203.0 133.91287231445312 95.0 136.76861572265625 96.0 143.04150390625 245.0 151.0393524169922 317.0 151.07630920410156 3291.0 161.04681396484375 916.0 167.07078552246094 96.0 167.10394287109375 203.0 169.08560180664062 2997.0 171.1343994140625 147.0 179.05203247070312 192.0 185.11830139160156 6240.0 186.12196350097656 167.0 195.06997680664062 814.0 199.13104248046875 429.0 213.07504272460938 2720.0 227.13040161132812 157.0 253.10687255859375 193.0 255.56407165527344 85.0 258.9161376953125 118.0 285.0889892578125 168.0 313.1282653808594 450.0 353.57928466796875 207.0 356.4490661621094 23.0 356.72998046875 40.0 356.9657897949219 141.0 357.1197814941406 18732.0 358.1197204589844 138.0 374.641357421875 175.0 374.9676208496094 58.0 375.1264343261719 2543.0 375.2363586425781 56.0 377.08612060546875 130.0 543.2470703125 6021.0 543.3790893554688 101.0 544.25390625 112.0 566.9029541015625 66.0 726.8465576171875 88.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850058 PEPMASS=489.210114 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E6_RE6_01_8282.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380890-01_C26H34O9_12H-3,5a-Epoxy-5H-furo[3,4-i]oxepino[4,3-a]xanthen-12-one, 1,2,3,6,7,7a,10,14,14a,14b-decahydro-6-hydroxy-5-(hydroxymethyl)-3,13-dimethoxy-5,7a,9,14b-tetramethyl- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2CC3C(C)(CC(O)C45OC(CCC34C)(OC)OC5(C)CO)OC2=C(C)C6=C1C(=O)OC6 INCHI=InChI=1S/C26H34O9/c1-13-15-11-32-21(29)18(15)20(30-5)14-9-16-22(2)7-8-25(31-6)34-24(4,12-27)26(22,35-25)17(28)10-23(16,3)33-19(13)14/h16-17,27-28H,7-12H2,1-6H3 INCHIAUX=LCDHGZGHZZLGHK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850058 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850058 SCANS=460 101.44623565673828 101.0 134.07322692871094 95.0 145.10345458984375 120.0 191.032470703125 694.0 193.04559326171875 280.0 206.06231689453125 242.0 209.04385375976562 155.0 215.11117553710938 115.0 229.4830322265625 105.0 229.64645385742188 276.0 238.04458618164062 178.0 239.0084686279297 50.0 240.2788543701172 287.0 247.03623962402344 148.0 254.66278076171875 89.0 273.0732727050781 317.0 325.1391296386719 72.0 329.1452331542969 124.0 353.1821594238281 143.0 371.2008972167969 276.0 385.1722717285156 288.0 399.2314147949219 243.0 425.19671630859375 174.0 441.55810546875 143.0 441.6062316894531 242.0 442.51336669921875 72.0 442.8968200683594 82.0 443.2088928222656 14048.0 447.0894470214844 87.0 457.1929626464844 109.0 489.2080993652344 1189.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850061 PEPMASS=535.215149 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E6_RE6_01_8282.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380890-01_C26H34O9_12H-3,5a-Epoxy-5H-furo[3,4-i]oxepino[4,3-a]xanthen-12-one, 1,2,3,6,7,7a,10,14,14a,14b-decahydro-6-hydroxy-5-(hydroxymethyl)-3,13-dimethoxy-5,7a,9,14b-tetramethyl- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2CC3C(C)(CC(O)C45OC(CCC34C)(OC)OC5(C)CO)OC2=C(C)C6=C1C(=O)OC6 INCHI=InChI=1S/C26H34O9/c1-13-15-11-32-21(29)18(15)20(30-5)14-9-16-22(2)7-8-25(31-6)34-24(4,12-27)26(22,35-25)17(28)10-23(16,3)33-19(13)14/h16-17,27-28H,7-12H2,1-6H3 INCHIAUX=LCDHGZGHZZLGHK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850061 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850061 SCANS=458 177.0932159423828 213.0 191.04051208496094 625.0 192.04112243652344 132.0 205.05731201171875 176.0 206.05056762695312 135.0 269.1169128417969 88.0 311.1288757324219 108.0 409.1690368652344 180.0 447.0018005371094 139.0 457.184326171875 123.0 488.4969787597656 93.0 489.2142639160156 3710.0 491.44281005859375 36.0 536.2311401367188 153.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850064 PEPMASS=509.170502 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G3_GG3_01_8239.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169850-02_C24H30O12_2H-Pyran-4-acetic acid, 5-carboxy-3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-, alpha-[2-(4-hydroxyphenyl)ethyl] ester, (2S,3Z,4S)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C\1[C@@H](O\C=C(/[C@H]1CC(=O)OCCC2=CC=C(O)C=C2)C(O)=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O INCHI=InChI=1S/C24H30O12/c1-2-14-15(9-18(27)33-8-7-12-3-5-13(26)6-4-12)16(22(31)32)11-34-23(14)36-24-21(30)20(29)19(28)17(10-25)35-24/h2-6,11,15,17,19-21,23-26,28-30H,7-10H2,1H3,(H,31,32)/b14-2-/t15-,17+,19+,20-,21+,23-,24-/m0/s1 INCHIAUX=BSUNYCAAALCBNU-MONCMAELSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850064 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850064 SCANS=274 71.04913330078125 231.0 111.00934600830078 142.0 119.0326919555664 148.0 121.02653503417969 303.0 121.0678939819336 744.0 123.03988647460938 228.0 137.0567626953125 1094.0 139.00245666503906 1276.0 139.07659912109375 639.0 147.04287719726562 980.0 149.02462768554688 264.0 159.02891540527344 189.0 163.31161499023438 33.0 165.05397033691406 6781.0 179.0658721923828 738.0 183.06309509277344 1996.0 191.03244018554688 1127.0 199.0531768798828 153.0 207.0700225830078 106.0 209.0458221435547 462.0 233.07855224609375 1563.0 247.70867919921875 175.0 259.098388671875 360.0 267.0992736816406 106.0 277.0707702636719 1458.0 285.11383056640625 389.0 303.13232421875 85.0 327.1085510253906 109.0 329.1019592285156 439.0 345.1268615722656 323.0 347.1150207519531 904.0 371.1065368652344 248.0 389.1051025390625 1156.0 395.1348876953125 256.0 509.1646728515625 930.0 509.2063903808594 240.0 1194.5184326171875 58.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850067 PEPMASS=555.176392 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G3_GG3_01_8239.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169850-02_C24H30O12_2H-Pyran-4-acetic acid, 5-carboxy-3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-, alpha-[2-(4-hydroxyphenyl)ethyl] ester, (2S,3Z,4S)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C\1[C@@H](O\C=C(/[C@H]1CC(=O)OCCC2=CC=C(O)C=C2)C(O)=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O INCHI=InChI=1S/C24H30O12/c1-2-14-15(9-18(27)33-8-7-12-3-5-13(26)6-4-12)16(22(31)32)11-34-23(14)36-24-21(30)20(29)19(28)17(10-25)35-24/h2-6,11,15,17,19-21,23-26,28-30H,7-10H2,1H3,(H,31,32)/b14-2-/t15-,17+,19+,20-,21+,23-,24-/m0/s1 INCHIAUX=BSUNYCAAALCBNU-MONCMAELSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850067 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850067 SCANS=276 71.0138168334961 328.0 85.02861022949219 191.0 87.99716186523438 74.0 89.02322387695312 206.0 95.04714965820312 152.0 101.02265930175781 565.0 104.41031646728516 156.0 105.6667251586914 144.0 113.0200424194336 920.0 118.00726318359375 189.0 119.035888671875 162.0 120.71930694580078 190.0 121.02859497070312 230.0 121.06326293945312 1955.0 123.05010223388672 211.0 131.0327606201172 359.0 135.08187866210938 252.0 136.09603881835938 180.0 137.05975341796875 2200.0 139.00108337402344 965.0 139.07528686523438 758.0 143.03054809570312 347.0 147.04232788085938 1179.0 149.0588836669922 187.0 150.2334747314453 61.0 154.72618103027344 101.0 155.063720703125 264.0 161.04331970214844 385.0 165.0548095703125 13340.0 165.56019592285156 425.0 170.04901123046875 95.0 176.376220703125 138.0 178.41612243652344 96.0 179.05711364746094 2559.0 179.1074981689453 243.0 180.05606079101562 181.0 181.015869140625 157.0 183.0640411376953 5451.0 184.90597534179688 174.0 191.03431701660156 2334.0 192.12132263183594 104.0 193.05140686035156 109.0 194.0303955078125 230.0 196.4896697998047 134.0 205.04849243164062 204.0 209.0452117919922 3396.0 225.94479370117188 116.0 231.0579376220703 100.0 233.04962158203125 248.0 233.07875061035156 3426.0 236.21185302734375 45.0 238.64280700683594 53.0 247.45619201660156 93.0 254.79254150390625 430.0 259.0967712402344 810.0 277.0685119628906 7016.0 284.89593505859375 89.0 285.1123046875 4721.0 288.2965087890625 116.0 303.12237548828125 1860.0 323.154296875 208.0 328.0606994628906 65.0 329.09674072265625 2411.0 345.1135559082031 141.0 345.60302734375 93.0 345.88946533203125 123.0 346.3736877441406 131.0 346.67291259765625 106.0 346.9681701660156 99.0 347.11328125 11103.0 347.8816223144531 78.0 348.385986328125 76.0 350.5962829589844 129.0 371.0924377441406 691.0 389.1034851074219 4178.0 395.13232421875 126.0 507.52978515625 129.0 508.0683288574219 75.0 509.1680603027344 13592.0 509.3926696777344 92.0 509.5009765625 119.0 1375.3990478515625 64.0 1740.081787109375 73.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850070 PEPMASS=912.504456 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G3_GG3_01_8239.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179912-02_C45H73NO15_beta-D-Glucopyranoside, spirosol-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1->2)-O-[6-deoxy-alpha-L-mannopyranosyl-(1->4)]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC2(NC1)OC3CC4C5C\C=C6\CC(CCC6(C)C5CCC4(C)C3C2C)O[C@@H]7O[C@H](CO)[C@@H](O[C@@H]8O[C@@H](C)[C@H](O)[C@@H](O)[C@H]8O)[C@H](O)[C@H]7O[C@@H]9O[C@@H](C)[C@H](O)[C@@H](O)[C@H]9O INCHI=InChI=1S/C45H73NO15/c1-19-9-14-45(46-17-19)20(2)30-28(61-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)57-42-39(60-41-36(53)34(51)32(49)22(4)56-41)37(54)38(29(18-47)58-42)59-40-35(52)33(50)31(48)21(3)55-40/h7,19-22,24-42,46-54H,8-18H2,1-6H3/t19?,20?,21-,22-,24?,25?,26?,27?,28?,29+,30?,31-,32-,33+,34+,35+,36+,37-,38+,39+,40-,41-,42+,43?,44?,45?/m0/s1 INCHIAUX=MBWUSSKCCUMJHO-PLAVSGCFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850070 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63.0 567.2158203125 54.0 585.2330932617188 629.0 602.8564453125 47.0 603.24609375 5042.0 604.167236328125 46.0 604.2532958984375 283.0 649.2385864257812 108.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850076 PEPMASS=421.153473 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G3_GG3_01_8239.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380095-01_C20H24O7_2-Butenoic acid, 2-methyl-, dodecahydro-6-hydroxy-10a-methyl-4,7-bis(methylene)-3,8-dioxooxireno[8,9]cyclodeca[1,2-b]furan-5-yl ester, (2Z)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C(C)/C(=O)OC1C(O)C2C(CC3(C)OC3CC(=O)C1=C)OC(=O)C2=C INCHI=InChI=1S/C20H24O7/c1-6-9(2)18(23)26-17-10(3)12(21)7-14-20(5,27-14)8-13-15(16(17)22)11(4)19(24)25-13/h6,13-17,22H,3-4,7-8H2,1-2,5H3/b9-6- INCHIAUX=NHWGDYFJTDTLPV-TWGQIWQCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850076 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850076 SCANS=396 76.26567077636719 111.0 99.04573059082031 2733.0 109.02777862548828 289.0 121.0301513671875 178.0 121.06674194335938 165.0 123.04073333740234 274.0 123.07830047607422 229.0 125.05815887451172 149.0 133.06576538085938 306.0 135.04368591308594 198.0 143.08248901367188 151.0 151.07875061035156 334.0 163.07728576660156 993.0 165.05262756347656 170.0 169.10218811035156 180.0 170.06663513183594 329.0 171.08139038085938 78.0 174.07257080078125 171.0 177.04977416992188 391.0 179.06419372558594 139.0 181.04579162597656 109.0 183.5689239501953 227.0 185.05758666992188 226.0 189.08970642089844 436.0 195.08236694335938 1144.0 198.06561279296875 255.0 202.9830322265625 171.0 203.1065673828125 261.0 212.0791473388672 112.0 213.08984375 866.0 214.09982299804688 146.0 215.11183166503906 169.0 219.05360412597656 281.0 219.10108947753906 176.0 231.0994873046875 197.0 233.08363342285156 96.0 275.0882873535156 100.0 375.158447265625 937.0 380.590087890625 103.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850079 PEPMASS=273.078308 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G3_GG3_01_8239.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380115-01_C15H14O5_2-Hydroxy-4-(3-hydroxy-5-methylphenoxy)-6-methylbenzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1=CC(=CC(=C1)OC2=CC(=C(C(O)=O)C(=C2)O)C)O INCHI=InChI=1S/C15H14O5/c1-8-3-10(16)6-11(4-8)20-12-5-9(2)14(15(18)19)13(17)7-12/h3-7,16-17H,1-2H3,(H,18,19) INCHIAUX=ZJEIMBOWRAUNAN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850079 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850079 SCANS=448 123.04318237304688 2673.0 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737.5435180664062 370.0 737.7510375976562 155.0 737.8132934570312 138.0 737.9612426757812 127.0 738.0270385742188 240.0 738.0762329101562 97.0 738.1697998046875 187.0 738.3035888671875 493.0 738.4451293945312 126937.0 738.604736328125 194.0 738.67724609375 132.0 738.7820434570312 98.0 738.85888671875 347.0 739.0869140625 105.0 739.208984375 173.0 739.276123046875 114.0 739.4512329101562 18269.0 740.7035522460938 93.0 741.6477661132812 153.0 742.8055419921875 117.0 742.875 112.0 743.318603515625 106.0 743.5951538085938 103.0 744.3133544921875 119.0 756.7825927734375 114.0 782.4357299804688 201.0 784.4449462890625 458.0 791.5227661132812 139.0 798.47998046875 113.0 962.6961059570312 223.0 1151.546875 172.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850094 PEPMASS=341.102966 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A11_GA11_01_8208.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380712-01_C19H18O6_1,3-Cyclobutanedicarboxylic acid, 2,4-bis(4-hydroxyphenyl)-, monomethyl ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1C(C(C1C2=CC=C(O)C=C2)C(O)=O)C3=CC=C(O)C=C3 INCHI=InChI=1S/C19H18O6/c1-25-19(24)17-14(10-2-6-12(20)7-3-10)16(18(22)23)15(17)11-4-8-13(21)9-5-11/h2-9,14-17,20-21H,1H3,(H,22,23) INCHIAUX=WDMUSPSWMAOXCK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850094 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850094 SCANS=341 121.03007507324219 268.0 143.0517120361328 692.0 145.02618408203125 77.0 171.0415496826172 155.0 210.74485778808594 54.0 211.09393310546875 218.0 221.09471130371094 364.0 235.07217407226562 276.0 237.09097290039062 530.0 263.07916259765625 228.0 265.0844421386719 1539.0 265.11724853515625 323.0 297.1243591308594 255.0 309.0760498046875 484.0 341.10723876953125 606.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850097 PEPMASS=405.118317 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A11_GA11_01_8208.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380714-01_C20H22O9_3,5-Dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-yl pentofuranoside [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2=CC(=C3CC(O)C(OC3=C2)C4=CC=C(O)C=C4)O)C(O)C1O INCHI=InChI=1S/C20H22O9/c21-8-16-17(25)18(26)20(29-16)27-11-5-13(23)12-7-14(24)19(28-15(12)6-11)9-1-3-10(22)4-2-9/h1-6,14,16-26H,7-8H2 INCHIAUX=XWFQRXGYJJOFCO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850097 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850097 SCANS=248 97.02958679199219 604.0 123.04339599609375 207.0 134.03750610351562 161.0 137.02186584472656 612.0 140.0034637451172 257.0 186.07626342773438 176.0 187.0387725830078 199.0 189.05093383789062 123.0 205.09780883789062 291.0 206.08551025390625 145.0 229.08169555664062 361.0 255.06568908691406 295.0 272.080078125 84.0 273.0777893066406 5299.0 315.0869445800781 137.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850100 PEPMASS=451.124359 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A11_GA11_01_8208.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380714-01_C20H22O9_3,5-Dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-yl pentofuranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2=CC(=C3CC(O)C(OC3=C2)C4=CC=C(O)C=C4)O)C(O)C1O INCHI=InChI=1S/C20H22O9/c21-8-16-17(25)18(26)20(29-16)27-11-5-13(23)12-7-14(24)19(28-15(12)6-11)9-1-3-10(22)4-2-9/h1-6,14,16-26H,7-8H2 INCHIAUX=XWFQRXGYJJOFCO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850100 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850100 SCANS=244 97.02965545654297 267.0 101.16068267822266 208.0 101.6500015258789 193.0 102.52316284179688 60.0 125.0245590209961 235.0 132.22145080566406 124.0 133.02818298339844 455.0 134.0382080078125 211.0 134.52935791015625 137.0 135.04161071777344 618.0 135.71458435058594 185.0 135.77090454101562 83.0 137.02456665039062 6577.0 138.0333251953125 366.0 138.88636779785156 247.0 139.0402374267578 175.0 140.79095458984375 149.0 143.04884338378906 197.0 145.03140258789062 245.0 145.06536865234375 259.0 147.0373077392578 260.0 148.05368041992188 223.0 148.2699432373047 65.0 149.05064392089844 94.0 150.12051391601562 218.0 161.06558227539062 389.0 164.00205993652344 190.0 165.01840209960938 286.0 166.0243377685547 874.0 167.03982543945312 208.0 168.67636108398438 287.0 179.03662109375 154.0 185.06117248535156 188.0 187.0753173828125 757.0 189.0575408935547 787.0 200.0910186767578 155.0 205.0843048095703 1119.0 215.0371856689453 77.0 220.0375518798828 243.0 229.0855255126953 2154.0 231.06817626953125 426.0 255.06454467773438 377.0 257.0694885253906 260.0 269.0667419433594 1145.0 271.42529296875 98.0 272.0870666503906 78.0 272.48614501953125 109.0 272.5448303222656 241.0 272.76788330078125 131.0 272.87841796875 160.0 272.9190979003906 124.0 273.0769958496094 69961.0 273.253662109375 186.0 274.0830383300781 291.0 276.23260498046875 127.0 404.83563232421875 120.0 404.8799743652344 125.0 405.1210021972656 4913.0 447.2317810058594 142.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850102 PEPMASS=399.202637 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A11_GA11_01_8208.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380716-01_C19H30O6_(2E)-3-(4-Acetoxy-2,3-dihydroxy-2,5,5,8a-tetramethyldecahydro-1-naphthalenyl)acrylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)OC1C(O)C(C)(O)C(\C=C\C(O)=O)C2(C)CCCC(C)(C)C12 INCHI=InChI=1S/C19H30O6/c1-11(20)25-14-15-17(2,3)9-6-10-18(15,4)12(7-8-13(21)22)19(5,24)16(14)23/h7-8,12,14-16,23-24H,6,9-10H2,1-5H3,(H,21,22)/b8-7+ INCHIAUX=OZESVNMBZAEFCX-BQYQJAHWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850102 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850102 SCANS=394 85.02909851074219 302.0 130.96975708007812 203.0 140.7648162841797 118.0 141.05532836914062 190.0 151.11231994628906 253.0 193.1566619873047 229.0 231.17640686035156 1725.0 232.1725311279297 204.0 237.1507110595703 2781.0 249.18553161621094 528.0 273.1918029785156 188.0 290.9384460449219 120.0 291.1971130371094 163.0 292.7654113769531 120.0 293.17913818359375 1170.0 295.1793212890625 161.0 353.19537353515625 2185.0 398.2127990722656 140.0 795.5653686523438 224.0 1483.025634765625 52.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850106 PEPMASS=461.166382 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C4_GC4_01_8214.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380502-01_C19H28O10_beta-D-Glucopyranoside, 2-phenylethyl 6-O-beta-D-xylopyranosyl- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1COC(OCC2OC(OCCC3=CC=CC=C3)C(O)C(O)C2O)C(O)C1O INCHI=InChI=1S/C19H28O10/c20-11-8-27-18(16(24)13(11)21)28-9-12-14(22)15(23)17(25)19(29-12)26-7-6-10-4-2-1-3-5-10/h1-5,11-25H,6-9H2 INCHIAUX=ZRGXCWYRIBRSQA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850106 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850106 SCANS=263 80.4429931640625 104.0 101.0243148803711 508.0 113.03003692626953 301.0 113.5293960571289 589.0 131.0330047607422 1301.0 143.03317260742188 409.0 149.04495239257812 2364.0 173.048095703125 147.0 179.0541229248047 1534.0 191.05624389648438 4464.0 221.06626892089844 498.0 237.83387756347656 47.0 251.0770263671875 709.0 311.1003112792969 504.0 415.1732482910156 774.0 416.18701171875 122.0 461.17510986328125 565.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850109 PEPMASS=447.129669 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C4_GC4_01_8214.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380503-01_C22H24O10_2-(beta-D-Glucopyranosyloxy)benzyl (2E)-3-(3,4-dihydroxyphenyl)acrylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(COC(=O)/C=C/C3=CC=C(O)C(=C3)O)C=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C22H24O10/c23-10-17-19(27)20(28)21(29)22(32-17)31-16-4-2-1-3-13(16)11-30-18(26)8-6-12-5-7-14(24)15(25)9-12/h1-9,17,19-25,27-29H,10-11H2/b8-6+/t17-,19-,20+,21-,22-/m1/s1 INCHIAUX=KMQUGCQVIDIVLT-CKNMYDPISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850109 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850109 SCANS=345 78.39303588867188 257.0 85.8180923461914 112.0 89.90762329101562 148.0 91.75431823730469 130.0 100.94417572021484 116.0 101.8081283569336 78.0 105.04228210449219 267.0 123.04364013671875 863.0 126.75005340576172 113.0 133.02963256835938 1324.0 134.03707885742188 1301.0 135.0442657470703 9608.0 137.0208282470703 624.0 139.04312133789062 420.0 150.0340118408203 395.0 161.02322387695312 8183.0 165.0144805908203 170.0 178.0281219482422 594.0 178.221923828125 93.0 178.44642639160156 116.0 178.61981201171875 69.0 178.7574005126953 169.0 178.80015563964844 91.0 178.8861846923828 57.0 178.94784545898438 394.0 179.03494262695312 36866.0 179.11965942382812 138.0 179.41131591796875 151.0 179.74411010742188 124.0 179.80374145507812 209.0 180.0372314453125 252.0 180.65670776367188 67.0 192.9390106201172 62.0 203.02798461914062 179.0 214.00108337402344 172.0 241.08766174316406 586.0 242.61294555664062 393.0 282.9942932128906 77.0 285.07708740234375 4642.0 285.4690856933594 172.0 323.0798034667969 1496.0 341.08612060546875 560.0 446.575439453125 117.0 447.13006591796875 12594.0 450.4825744628906 191.0 497.4409484863281 72.0 979.7208251953125 804.0 1295.9808349609375 140.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850112 PEPMASS=493.135071 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C4_GC4_01_8214.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380503-01_C22H24O10_2-(beta-D-Glucopyranosyloxy)benzyl (2E)-3-(3,4-dihydroxyphenyl)acrylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(COC(=O)/C=C/C3=CC=C(O)C(=C3)O)C=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C22H24O10/c23-10-17-19(27)20(28)21(29)22(32-17)31-16-4-2-1-3-13(16)11-30-18(26)8-6-12-5-7-14(24)15(25)9-12/h1-9,17,19-25,27-29H,10-11H2/b8-6+/t17-,19-,20+,21-,22-/m1/s1 INCHIAUX=KMQUGCQVIDIVLT-CKNMYDPISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850112 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850112 SCANS=349 70.20115661621094 176.0 79.41180419921875 56.0 91.68858337402344 262.0 93.03716278076172 170.0 93.36029052734375 88.0 95.8027572631836 124.0 105.03515625 175.0 107.04781341552734 164.0 121.02826690673828 567.0 123.04490661621094 2219.0 132.01727294921875 223.0 133.0305633544922 1134.0 134.0360565185547 2608.0 134.1929931640625 124.0 134.8983917236328 136.0 135.04483032226562 18778.0 135.14080810546875 163.0 135.22317504882812 247.0 137.02410888671875 761.0 139.0376739501953 402.0 139.07550048828125 111.0 145.0900115966797 179.0 146.0335693359375 163.0 147.92276000976562 206.0 149.02438354492188 148.0 150.02182006835938 267.0 150.70361328125 302.0 152.08299255371094 73.0 160.8138427734375 219.0 161.0234375 9773.0 165.40521240234375 67.0 166.61180114746094 60.0 167.1730499267578 60.0 167.7777862548828 119.0 177.58145141601562 78.0 178.02694702148438 766.0 178.2769012451172 110.0 178.7080841064453 208.0 178.75669860839844 186.0 178.93460083007812 62.0 179.03485107421875 59789.0 179.1271209716797 64.0 185.8561248779297 101.0 203.03623962402344 421.0 213.5409698486328 222.0 215.25755310058594 111.0 215.6526641845703 154.0 215.81057739257812 132.0 216.26905822753906 79.0 216.52894592285156 191.0 221.0477294921875 227.0 222.28919982910156 72.0 223.15061950683594 72.0 232.45223999023438 91.0 239.07278442382812 148.0 241.08953857421875 1368.0 246.85716247558594 192.0 253.32286071777344 205.0 284.7275695800781 118.0 285.0774841308594 11489.0 285.6109619140625 93.0 316.0809631347656 193.0 323.0777893066406 1580.0 337.5592041015625 77.0 341.090087890625 724.0 444.549560546875 99.0 446.07708740234375 104.0 446.57598876953125 78.0 446.7406005859375 51.0 447.0440673828125 116.0 447.1306457519531 53412.0 447.21600341796875 237.0 447.2662048339844 217.0 447.6670837402344 124.0 448.1354675292969 308.0 451.1911315917969 51.0 454.19903564453125 153.0 467.3753967285156 197.0 492.1080627441406 165.0 1050.3153076171875 63.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850115 PEPMASS=497.165985 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C4_GC4_01_8214.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380505-01_C23H30O12_3,4-Dihydroxy-5-[(6-O-{[4-(2-hydroxy-2-propanyl)-1-cyclohexen-1-yl]carbonyl}-beta-D-glucopyranosyl)oxy]benzoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O)C1CC\C(=C/C1)C(=O)OC[C@H]2O[C@@H](OC3=CC(=CC(=C3O)O)C(O)=O)[C@H](O)[C@@H](O)[C@@H]2O INCHI=InChI=1S/C23H30O12/c1-23(2,32)12-5-3-10(4-6-12)21(31)33-9-15-17(26)18(27)19(28)22(35-15)34-14-8-11(20(29)30)7-13(24)16(14)25/h3,7-8,12,15,17-19,22,24-28,32H,4-6,9H2,1-2H3,(H,29,30)/t12?,15-,17-,18+,19-,22-/m1/s1 INCHIAUX=QIYRQEHCCPTEPY-KRWUGMCISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850115 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850115 SCANS=297 79.02018737792969 253.0 83.88139343261719 217.0 83.98690032958984 31.0 86.67046356201172 121.0 86.70631408691406 122.0 87.64899444580078 84.0 96.4920425415039 60.0 123.00723266601562 734.0 123.67305755615234 111.0 124.01815032958984 739.0 124.93655395507812 234.0 125.0242691040039 6087.0 125.49098205566406 102.0 133.65699768066406 144.0 139.00885009765625 264.0 162.60568237304688 75.0 164.66270446777344 153.0 166.99526977539062 228.0 167.3113250732422 220.0 168.00640869140625 3581.0 168.36822509765625 179.0 168.94688415527344 348.0 169.0136260986328 23825.0 169.0666046142578 32.0 170.01329040527344 118.0 173.69081115722656 63.0 178.07615661621094 164.0 179.14698791503906 101.0 183.10427856445312 507.0 193.0222625732422 354.0 211.02349853515625 189.0 224.04476928710938 272.0 232.33653259277344 57.0 243.8146514892578 310.0 259.19610595703125 93.0 269.13397216796875 240.0 277.53955078125 108.0 295.0561828613281 100.0 313.05810546875 971.0 331.06793212890625 3231.0 334.45452880859375 222.0 439.1200866699219 124.0 496.1933288574219 152.0 496.3154296875 36.0 496.6347351074219 193.0 496.97314453125 69.0 497.1673278808594 16625.0 1556.625 56.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850118 PEPMASS=439.160706 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C4_GC4_01_8214.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380506-01_C21H28O10_2-Hydroxycyclohexyl 6-O-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]-beta-D-glucopyranoside [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1CCCCC1O[C@@H]2O[C@H](COC(=O)\C=C\C3=CC(=C(O)C=C3)O)[C@@H](O)[C@H](O)[C@H]2O INCHI=InChI=1S/C21H28O10/c22-12-7-5-11(9-14(12)24)6-8-17(25)29-10-16-18(26)19(27)20(28)21(31-16)30-15-4-2-1-3-13(15)23/h5-9,13,15-16,18-24,26-28H,1-4,10H2/b8-6+/t13?,15?,16-,18-,19+,20-,21-/m1/s1 INCHIAUX=CSGSKMJWQQEEQK-NHCPJIJJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850118 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850118 SCANS=299 81.8463134765625 123.0 133.03077697753906 469.0 135.04579162597656 619.0 158.5634307861328 97.0 161.02325439453125 7115.0 173.57666015625 106.0 179.03549194335938 1660.0 206.7524871826172 46.0 376.06329345703125 111.0 437.1071472167969 85.0 438.2636413574219 162.0 439.16387939453125 9200.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850121 PEPMASS=485.166199 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C4_GC4_01_8214.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380506-01_C21H28O10_2-Hydroxycyclohexyl 6-O-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]-beta-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1CCCCC1O[C@@H]2O[C@H](COC(=O)\C=C\C3=CC(=C(O)C=C3)O)[C@@H](O)[C@H](O)[C@H]2O INCHI=InChI=1S/C21H28O10/c22-12-7-5-11(9-14(12)24)6-8-17(25)29-10-16-18(26)19(27)20(28)21(31-16)30-15-4-2-1-3-13(15)23/h5-9,13,15-16,18-24,26-28H,1-4,10H2/b8-6+/t13?,15?,16-,18-,19+,20-,21-/m1/s1 INCHIAUX=CSGSKMJWQQEEQK-NHCPJIJJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850121 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850121 SCANS=326 112.99304962158203 161.0 123.04364013671875 138.0 125.02567291259766 129.0 133.0308380126953 831.0 135.0461883544922 510.0 160.01943969726562 183.0 161.02435302734375 9276.0 175.03790283203125 179.0 179.0354766845703 674.0 207.0660858154297 166.0 215.49913024902344 115.0 243.031982421875 169.0 323.0834655761719 261.0 324.09228515625 164.0 339.0601501464844 194.0 436.90130615234375 65.0 437.5791320800781 104.0 438.17041015625 266.0 438.6981506347656 80.0 438.99444580078125 138.0 439.16162109375 32137.0 439.3589782714844 99.0 440.1098327636719 72.0 442.68896484375 180.0 442.9908752441406 93.0 443.8630065917969 104.0 459.7040100097656 171.0 795.5195922851562 347.0 1419.434326171875 143.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850130 PEPMASS=519.189941 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E12_GE12_01_8235.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179819-03_C25H30O9_(4R,6aR,9S,9aR,9bR)-9-Methyl-3,6-bis(methylene)-2,8-dioxododecahydroazuleno[4,5-b]furan-4-yl (2E)-4-hydroxy-2-({[(2E)-4-hydroxy-2-methyl-2-butenoyl]oxy}methyl)-2-butenoate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H]1[C@@H]2[C@H]3OC(=O)C(=C)C3[C@@H](CC(=C)[C@@H]2CC1=O)OC(=O)\C(COC(=O)\C(C)=C\CO)=C\CO INCHI=InChI=1S/C25H30O9/c1-12(5-7-26)23(29)32-11-16(6-8-27)25(31)33-19-9-13(2)17-10-18(28)14(3)20(17)22-21(19)15(4)24(30)34-22/h5-6,14,17,19-22,26-27H,2,4,7-11H2,1,3H3/b12-5+,16-6+/t14-,17+,19-,20+,21?,22-/m1/s1 INCHIAUX=VUJFFBGJRUFEKJ-OVPBRRTDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850130 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850130 SCANS=367 97.02857208251953 372.0 113.02626037597656 889.0 114.41069793701172 143.0 114.84298706054688 202.0 114.91622924804688 181.0 115.04021453857422 5677.0 115.12374877929688 96.0 116.98651885986328 93.0 123.04158782958984 363.0 130.63809204101562 72.0 131.03285217285156 446.0 137.0589141845703 240.0 147.07762145996094 158.0 149.09471130371094 255.0 154.816650390625 176.0 155.92431640625 374.0 161.06192016601562 197.0 187.07135009765625 320.0 189.05821228027344 205.0 199.114990234375 211.0 215.1068572998047 203.0 229.0720977783203 686.0 234.11331176757812 104.0 261.1191101074219 152.0 269.1191101074219 150.0 295.1300354003906 190.0 357.1011047363281 160.0 357.13714599609375 209.0 1926.4779052734375 145.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850133 PEPMASS=403.127167 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E12_GE12_01_8235.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380454-01_C17H24O11_2H-Pyran-4-acetic acid, 3-ethenyl-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-, (2S,3R,4S)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C/1=C/O[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](C=C)[C@@H]1CC(O)=O INCHI=InChI=1S/C17H24O11/c1-3-7-8(4-11(19)20)9(15(24)25-2)6-26-16(7)28-17-14(23)13(22)12(21)10(5-18)27-17/h3,6-8,10,12-14,16-18,21-23H,1,4-5H2,2H3,(H,19,20)/t7-,8+,10-,12-,13+,14-,16+,17+/m1/s1 INCHIAUX=MQLSOVRLZHTATK-PEYNGXJCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850133 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850133 SCANS=255 79.05530548095703 286.0 95.04891204833984 343.0 99.04410552978516 271.0 101.02106475830078 639.0 116.6403579711914 105.0 119.04093170166016 214.0 127.04236602783203 319.0 131.03294372558594 231.0 137.05787658691406 171.0 139.00369262695312 206.0 139.0400390625 168.0 149.02537536621094 193.0 161.0427703857422 148.0 165.05325317382812 659.0 167.36123657226562 150.0 191.03221130371094 183.0 223.05833435058594 269.0 223.0767822265625 331.0 371.1036682128906 1019.0 403.1334228515625 357.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850136 PEPMASS=449.133423 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E12_GE12_01_8235.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380454-01_C17H24O11_2H-Pyran-4-acetic acid, 3-ethenyl-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-, (2S,3R,4S)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C/1=C/O[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](C=C)[C@@H]1CC(O)=O INCHI=InChI=1S/C17H24O11/c1-3-7-8(4-11(19)20)9(15(24)25-2)6-26-16(7)28-17-14(23)13(22)12(21)10(5-18)27-17/h3,6-8,10,12-14,16-18,21-23H,1,4-5H2,2H3,(H,19,20)/t7-,8+,10-,12-,13+,14-,16+,17+/m1/s1 INCHIAUX=MQLSOVRLZHTATK-PEYNGXJCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850136 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850136 SCANS=257 70.37307739257812 71.0 113.02301025390625 178.0 119.02838897705078 182.0 121.02986907958984 977.0 139.00436401367188 359.0 149.02500915527344 383.0 161.04994201660156 279.0 163.041015625 151.0 165.05410766601562 1720.0 175.24327087402344 68.0 179.0556182861328 1521.0 195.0298309326172 158.0 205.0549774169922 82.0 209.04751586914062 333.0 213.07327270507812 149.0 223.05909729003906 1323.0 241.0682373046875 351.0 333.0768737792969 370.0 371.09649658203125 2441.0 403.1283264160156 2154.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850139 PEPMASS=1133.582153 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E12_GE12_01_8235.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380455-01_C54H88O22_beta-D-Glucopyranoside, (3beta,5xi,9xi,16beta)-13,28-epoxy-16,23-dihydroxyolean-11-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1->2)-O-[O-6-deoxy-alpha-L-mannopyranosyl-(1->4)-beta-D-glucopyranosyl-(1->3)]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@H]3[C@H](O)[C@@H](CO)O[C@@H](O[C@H]4CC[C@@]5(C)C(CC[C@]6(C)C5\C=C/[C@]78OC[C@@]9(CCC(C)(C)C[C@@H]79)[C@@H](O)C[C@@]68C)[C@]4(C)CO)[C@@H]3O[C@@H]%10O[C@@H](C)[C@H](O)[C@@H](O)[C@H]%10O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C54H88O22/c1-23-32(59)35(62)38(65)44(69-23)74-41-26(20-56)72-46(40(67)37(41)64)75-42-34(61)25(19-55)71-47(43(42)76-45-39(66)36(63)33(60)24(2)70-45)73-31-11-12-49(5)27(50(31,6)21-57)9-13-51(7)28(49)10-14-54-29-17-48(3,4)15-16-53(29,22-68-54)30(58)18-52(51,54)8/h10,14,23-47,55-67H,9,11-13,15-22H2,1-8H3/t23-,24-,25+,26+,27?,28?,29+,30-,31-,32-,33-,34+,35+,36+,37+,38+,39+,40+,41+,42-,43+,44-,45-,46-,47-,49-,50-,51+,52-,53+,54-/m0/s1 INCHIAUX=QKBNQKFVZBEPIH-FXLKGUOQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850139 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850139 SCANS=427 70.45793151855469 120.0 71.01517486572266 1535.0 71.21699523925781 53.0 71.68367004394531 193.0 73.0302963256836 978.0 74.51932525634766 45.0 76.86625671386719 150.0 78.16312408447266 243.0 81.0335464477539 376.0 81.27867889404297 48.0 82.29977416992188 116.0 82.35615539550781 68.0 82.81523132324219 96.0 82.90281677246094 340.0 83.01441192626953 1936.0 83.0816650390625 83.0 84.02241516113281 94.0 85.02958679199219 4267.0 85.4547119140625 123.0 85.92669677734375 205.0 86.02865600585938 193.0 87.00938415527344 2272.0 87.04424285888672 368.0 89.02375030517578 6294.0 89.07952880859375 94.0 89.55118560791016 64.0 91.40308380126953 135.0 92.92391204833984 434.0 95.01164245605469 938.0 96.48749542236328 122.0 97.02863311767578 1869.0 97.06167602539062 224.0 99.00776672363281 930.0 99.04582977294922 2119.0 99.3587646484375 102.0 100.7008285522461 56.0 100.86678314208984 105.0 101.02338409423828 29087.0 101.0885238647461 48.0 101.19526672363281 67.0 101.22589111328125 145.0 102.0302963256836 183.0 102.13481903076172 174.0 102.23062133789062 86.0 102.49320983886719 91.0 103.03636932373047 977.0 104.13706970214844 72.0 104.28689575195312 101.0 106.0368423461914 51.0 107.05293273925781 238.0 108.01897430419922 188.0 108.13304901123047 76.0 108.88375091552734 137.0 108.9203872680664 54.0 109.02847290039062 6156.0 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128.0 833.4276123046875 150.0 836.3966064453125 226.0 837.40966796875 259.0 838.4242553710938 66.0 841.1201782226562 96.0 851.435546875 164.0 937.9035034179688 266.0 1121.8154296875 164.0 1140.0010986328125 91.0 1189.038818359375 78.0 1190.0562744140625 115.0 1207.7572021484375 82.0 1343.5570068359375 42.0 1384.7874755859375 167.0 1725.2252197265625 43.0 1748.0980224609375 163.0 1826.27392578125 51.0 1868.707763671875 145.0 1872.6082763671875 114.0 1909.7509765625 68.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850148 PEPMASS=549.164185 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E12_GE12_01_8235.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380467-01_C26H30O13_2H-Pyran-4-acetic acid, 5-carboxy-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-3-[2-[[(2Z)-1-oxo-3-phenyl-2-propen-1-yl]oxy]ethylidene]-, alpha-methyl ester, (2S,3Z,4S)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C[C@H]\1C(=C/COC(=O)\C=C/C2=CC=CC=C2)/[C@@H](O\C=C1C(O)=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O INCHI=InChI=1S/C26H30O13/c1-35-20(29)11-16-15(9-10-36-19(28)8-7-14-5-3-2-4-6-14)25(37-13-17(16)24(33)34)39-26-23(32)22(31)21(30)18(12-27)38-26/h2-9,13,16,18,21-23,25-27,30-32H,10-12H2,1H3,(H,33,34)/b8-7-,15-9-/t16-,18+,21+,22-,23+,25-,26-/m0/s1 INCHIAUX=JGHUOJAZXGSFRI-YRSKKGSUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850148 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850148 SCANS=362 92.46949005126953 81.0 103.04867553710938 167.0 119.03501892089844 175.0 121.03581237792969 278.0 132.0336151123047 208.0 135.04202270507812 753.0 139.0050506591797 152.0 145.0289306640625 2497.0 147.04263305664062 1893.0 147.12632751464844 57.0 149.05995178222656 208.0 151.0774688720703 338.0 163.03561401367188 230.0 165.02023315429688 817.0 167.0691375732422 154.0 177.05331420898438 8791.0 179.05384826660156 313.0 195.05746459960938 691.0 221.0448760986328 1579.0 237.08139038085938 296.0 239.06040954589844 353.0 299.0736083984375 169.0 369.103759765625 173.0 616.7250366210938 137.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850151 PEPMASS=595.170227 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E12_GE12_01_8235.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380467-01_C26H30O13_2H-Pyran-4-acetic acid, 5-carboxy-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-3-[2-[[(2Z)-1-oxo-3-phenyl-2-propen-1-yl]oxy]ethylidene]-, alpha-methyl ester, (2S,3Z,4S)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C[C@H]\1C(=C/COC(=O)\C=C/C2=CC=CC=C2)/[C@@H](O\C=C1C(O)=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O INCHI=InChI=1S/C26H30O13/c1-35-20(29)11-16-15(9-10-36-19(28)8-7-14-5-3-2-4-6-14)25(37-13-17(16)24(33)34)39-26-23(32)22(31)21(30)18(12-27)38-26/h2-9,13,16,18,21-23,25-27,30-32H,10-12H2,1H3,(H,33,34)/b8-7-,15-9-/t16-,18+,21+,22-,23+,25-,26-/m0/s1 INCHIAUX=JGHUOJAZXGSFRI-YRSKKGSUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850151 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850151 SCANS=359 76.12982177734375 270.0 81.09626007080078 396.0 83.6690902709961 195.0 91.80657196044922 122.0 94.36724090576172 129.0 97.886962890625 150.0 103.05343627929688 175.0 103.07183074951172 94.0 103.16468811035156 212.0 108.02417755126953 131.0 113.02067565917969 206.0 117.03032684326172 193.0 119.04907989501953 351.0 128.8568572998047 115.0 133.0258331298828 377.0 135.0465087890625 503.0 143.0332794189453 460.0 145.02932739257812 4300.0 147.0428466796875 5143.0 149.0633087158203 489.0 150.21115112304688 102.0 151.06997680664062 72.0 153.0555877685547 134.0 162.03021240234375 202.0 163.0531463623047 347.0 163.07601928710938 186.0 165.01991271972656 1816.0 169.0124053955078 172.0 169.06253051757812 126.0 176.0110626220703 235.0 176.64842224121094 207.0 177.01797485351562 202.0 177.0546417236328 25808.0 179.05374145507812 127.0 181.6498260498047 77.0 189.01417541503906 175.0 191.0701904296875 180.0 195.0645751953125 3254.0 205.04627990722656 467.0 207.03182983398438 135.0 212.0750732421875 213.0 215.0718536376953 170.0 219.06939697265625 272.0 221.04562377929688 11659.0 221.10679626464844 96.0 222.0507354736328 143.0 237.0734405517578 65.0 267.1030578613281 222.0 341.10528564453125 164.0 343.1305236816406 112.0 401.0758972167969 253.0 401.10906982421875 1084.0 549.1513671875 289.0 549.1940307617188 149.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850154 PEPMASS=583.206726 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E12_GE12_01_8235.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380468-01_C27H36O14_1,3-Cyclohexanedione, 5-hydroxy-6-(2-hydroxy-2-methylpropylidene)-2,2,4,4-tetramethyl-5-[[6-O-(3,4,5-trihydroxybenzoyl)-beta-D-glucopyranosyl]oxy]-, (6Z)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O)/C=C1/C(=O)C(C)(C)C(=O)C(C)(C)C1(O)O[C@@H]2O[C@H](COC(=O)C3=CC(=C(O)C(=C3)O)O)[C@@H](O)[C@H](O)[C@H]2O INCHI=InChI=1S/C27H36O14/c1-24(2,37)9-12-20(34)25(3,4)23(36)26(5,6)27(12,38)41-22-19(33)18(32)17(31)15(40-22)10-39-21(35)11-7-13(28)16(30)14(29)8-11/h7-9,15,17-19,22,28-33,37-38H,10H2,1-6H3/b12-9-/t15-,17-,18+,19-,22+,27?/m1/s1 INCHIAUX=XYLREKXEZFHHSV-VSIUDGCKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850154 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850154 SCANS=357 85.03047180175781 325.0 87.68758392333984 162.0 101.97367095947266 278.0 103.61048889160156 96.0 107.01101684570312 482.0 107.81056213378906 127.0 109.03280639648438 249.0 109.07388305664062 200.0 109.99661254882812 149.0 110.25238800048828 59.0 111.00782012939453 220.0 113.02020263671875 231.0 115.02970123291016 78.0 123.00763702392578 3143.0 124.01602935791016 1991.0 124.24736022949219 184.0 125.02375030517578 3133.0 130.09323120117188 367.0 131.03309631347656 237.0 132.2539520263672 272.0 133.56817626953125 115.0 134.07276916503906 166.0 135.16885375976562 60.0 137.05772399902344 161.0 138.02401733398438 115.0 139.00160217285156 3722.0 139.036865234375 174.0 140.0096893310547 1509.0 141.0186004638672 2251.0 144.9944305419922 183.0 149.36648559570312 75.0 150.03297424316406 196.0 151.0027618408203 1834.0 151.04156494140625 190.0 152.0078887939453 267.0 153.0174102783203 209.0 159.02529907226562 186.0 161.05352783203125 170.0 162.2108917236328 156.0 162.60194396972656 186.0 163.003173828125 528.0 165.02967834472656 199.0 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583.205810546875 7705.0 584.1993408203125 113.0 685.5781860351562 122.0 1741.3988037109375 149.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850157 PEPMASS=434.230713 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E11_RE11_01_8287.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00025342-07_C27H33NO4_(2R,4bS,6aS,12bS,12cR,14aS)-4b-Hydroxy-2-(2-hydroxy-2-propanyl)-12b,12c-dimethyl-5,6,6a,7,12,12b,12c,13,14,14a-decahydro-2H-chromeno[5',6':6,7]indeno[1,2-b]indol-3(4bH)-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O)(CC[C@H]4CC5=C([NH]C6=CC=CC=C56)[C@]34C)/C2=C/C1=O INCHI=InChI=1S/C27H33NO4/c1-24(2,30)23-20(29)14-18-21(32-23)10-11-25(3)26(4)15(9-12-27(18,25)31)13-17-16-7-5-6-8-19(16)28-22(17)26/h5-8,14-15,21,23,28,30-31H,9-13H2,1-4H3/t15-,21-,23-,25+,26+,27+/m0/s1 INCHIAUX=ACNHBCIZLNNLRS-UBGQALKQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850157 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850157 SCANS=583 123.04389190673828 248.0 133.06353759765625 141.0 137.0669403076172 127.0 161.09153747558594 249.0 196.11500549316406 325.0 208.10195922851562 130.0 209.08877563476562 147.0 210.0048370361328 138.0 210.0964813232422 294.0 217.3480224609375 219.0 222.09103393554688 162.0 240.09811401367188 71.0 256.9876403808594 248.0 300.14141845703125 174.0 304.1875915527344 139.0 318.1874084472656 125.0 330.1780700683594 165.0 342.1483154296875 95.0 346.1922912597656 109.0 356.1583251953125 71.0 357.5378723144531 116.0 358.1759338378906 266.0 360.1632995605469 202.0 374.1726989746094 154.0 375.12054443359375 129.0 375.5357666015625 90.0 376.19012451171875 4719.0 377.1778564453125 318.0 393.04241943359375 58.0 431.7860107421875 207.0 434.23486328125 7465.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850160 PEPMASS=480.236053 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E11_RE11_01_8287.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00025342-07_C27H33NO4_(2R,4bS,6aS,12bS,12cR,14aS)-4b-Hydroxy-2-(2-hydroxy-2-propanyl)-12b,12c-dimethyl-5,6,6a,7,12,12b,12c,13,14,14a-decahydro-2H-chromeno[5',6':6,7]indeno[1,2-b]indol-3(4bH)-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O)(CC[C@H]4CC5=C([NH]C6=CC=CC=C56)[C@]34C)/C2=C/C1=O INCHI=InChI=1S/C27H33NO4/c1-24(2,30)23-20(29)14-18-21(32-23)10-11-25(3)26(4)15(9-12-27(18,25)31)13-17-16-7-5-6-8-19(16)28-22(17)26/h5-8,14-15,21,23,28,30-31H,9-13H2,1-4H3/t15-,21-,23-,25+,26+,27+/m0/s1 INCHIAUX=ACNHBCIZLNNLRS-UBGQALKQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850160 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850160 SCANS=582 109.03628540039062 256.0 109.06189727783203 110.0 123.04241943359375 208.0 142.2729949951172 166.0 151.03305053710938 114.0 151.08059692382812 605.0 153.05722045898438 265.0 154.06573486328125 178.0 159.07249450683594 243.0 164.05014038085938 170.0 164.0735321044922 213.0 164.96780395507812 73.0 171.080810546875 218.0 178.0636749267578 119.0 179.48451232910156 99.0 179.67544555664062 41.0 181.0964813232422 187.0 184.6874542236328 93.0 185.3861846923828 91.0 196.1162872314453 455.0 200.99424743652344 118.0 207.1103973388672 126.0 209.11129760742188 143.0 210.6341094970703 105.0 211.19256591796875 65.0 214.08755493164062 135.0 214.17132568359375 201.0 214.74525451660156 57.0 221.68910217285156 235.0 224.10768127441406 183.0 225.90838623046875 379.0 236.26539611816406 242.0 240.59304809570312 126.0 242.1208038330078 296.0 244.05296325683594 237.0 248.62086486816406 385.0 250.12074279785156 67.0 252.1406707763672 111.0 255.3016357421875 115.0 260.1148681640625 173.0 266.0560302734375 66.0 266.1854553222656 153.0 276.1609191894531 120.0 282.1139221191406 142.0 300.13531494140625 58.0 302.1897277832031 182.0 304.1680908203125 137.0 314.1456298828125 133.0 314.19073486328125 79.0 316.1707458496094 335.0 328.12005615234375 94.0 329.1326904296875 116.0 330.1523742675781 254.0 330.19036865234375 534.0 332.2085876464844 198.0 340.1645812988281 125.0 342.162109375 84.0 348.1941223144531 148.0 355.8298034667969 176.0 356.1593017578125 155.0 357.04827880859375 41.0 358.1814880371094 3183.0 375.0928649902344 98.0 375.7276306152344 85.0 375.80517578125 131.0 376.1926574707031 21974.0 376.3667907714844 92.0 376.46624755859375 91.0 376.9871520996094 107.0 387.1741943359375 159.0 408.1610107421875 108.0 419.20477294921875 146.0 430.7508239746094 52.0 433.31610107421875 42.0 433.5906982421875 175.0 433.7886047363281 88.0 433.9611511230469 236.0 434.13409423828125 351.0 434.2344665527344 69822.0 434.4336242675781 146.0 434.61236572265625 99.0 434.8685302734375 64.0 435.4080810546875 47.0 437.830322265625 204.0 444.3049011230469 279.0 1563.3792724609375 84.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850162 PEPMASS=487.193787 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E11_RE11_01_8287.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169009-02_C26H32O9_Methyl (2R,4aR,4bS,10aS,10bS,12aR)-6,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylene-1,4,5,8-tetraoxo-1,4,4a,4b,5,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-2H-naphtho[1,2-h]isochromene-2-carboxylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)[C@]1(C)OC(=O)[C@@H]2[C@](C)(C(=C)C[C@]3(O)[C@@]\4(C)CCC(=O)C(C)(C)C4=C(\O)C(=O)[C@@]23C)C1=O INCHI=InChI=1S/C26H32O9/c1-12-11-26(33)22(4)10-9-13(27)21(2,3)15(22)14(28)17(29)24(26,6)16-18(30)35-25(7,20(32)34-8)19(31)23(12,16)5/h16,28,33H,1,9-11H2,2-8H3/t16-,22+,23+,24-,25-,26+/m1/s1 INCHIAUX=CYHGEJACRPDZDP-IKNWHQMFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850162 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850162 SCANS=476 97.1805648803711 65.0 123.03821563720703 161.0 133.02822875976562 235.0 161.06109619140625 350.0 186.07022094726562 144.0 188.04852294921875 306.0 189.08929443359375 155.0 192.07696533203125 153.0 193.08465576171875 446.0 200.07598876953125 77.0 203.07131958007812 276.0 205.04432678222656 175.0 207.12648010253906 236.0 217.08023071289062 115.0 220.08575439453125 307.0 221.08590698242188 141.0 221.11558532714844 169.0 234.08741760253906 166.0 264.058837890625 712.0 277.1016845703125 117.0 279.0880432128906 684.0 279.1188659667969 295.0 286.9857177734375 149.0 289.14190673828125 81.0 302.9854736328125 167.0 313.18707275390625 122.0 322.9911804199219 217.0 337.14501953125 154.0 343.0165100097656 192.0 346.970703125 216.0 355.1259460449219 139.0 361.0141296386719 145.0 362.99957275390625 236.0 364.9872131347656 98.0 365.1759948730469 82.0 382.19024658203125 117.0 382.9754943847656 194.0 385.1668395996094 88.0 427.177978515625 570.0 437.1700134277344 137.0 443.2015380859375 144.0 443.3482971191406 133.0 472.190673828125 125.0 486.5428771972656 64.0 487.20025634765625 333.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850165 PEPMASS=533.199036 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E11_RE11_01_8287.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169009-02_C26H32O9_Methyl (2R,4aR,4bS,10aS,10bS,12aR)-6,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylene-1,4,5,8-tetraoxo-1,4,4a,4b,5,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-2H-naphtho[1,2-h]isochromene-2-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)[C@]1(C)OC(=O)[C@@H]2[C@](C)(C(=C)C[C@]3(O)[C@@]\4(C)CCC(=O)C(C)(C)C4=C(\O)C(=O)[C@@]23C)C1=O INCHI=InChI=1S/C26H32O9/c1-12-11-26(33)22(4)10-9-13(27)21(2,3)15(22)14(28)17(29)24(26,6)16-18(30)35-25(7,20(32)34-8)19(31)23(12,16)5/h16,28,33H,1,9-11H2,2-8H3/t16-,22+,23+,24-,25-,26+/m1/s1 INCHIAUX=CYHGEJACRPDZDP-IKNWHQMFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850165 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850165 SCANS=470 77.93040466308594 113.0 113.02294158935547 251.0 119.58551788330078 142.0 123.07857513427734 134.0 138.93994140625 386.0 139.04039001464844 638.0 143.6502227783203 91.0 147.0798797607422 95.0 149.0581512451172 220.0 150.07469177246094 177.0 151.07545471191406 607.0 158.0697021484375 190.0 159.80337524414062 127.0 161.0605926513672 635.0 163.04953002929688 192.0 165.01132202148438 126.0 165.09397888183594 334.0 171.02671813964844 375.0 174.07142639160156 89.0 175.07571411132812 820.0 183.02696228027344 241.0 187.04074096679688 286.0 187.07723999023438 108.0 188.04574584960938 84.0 188.84190368652344 75.0 189.05697631835938 203.0 191.06826782226562 117.0 191.1015167236328 238.0 193.04820251464844 178.0 193.08685302734375 2946.0 199.11129760742188 175.0 201.08975219726562 1639.0 202.0654754638672 502.0 203.06947326660156 1938.0 204.07533264160156 218.0 206.0845489501953 126.0 207.10113525390625 1406.0 207.9322967529297 260.0 214.09786987304688 200.0 215.11117553710938 744.0 217.01333618164062 152.0 217.05465698242188 199.0 219.12985229492188 418.0 220.0767059326172 1392.0 221.0807342529297 190.0 221.11741638183594 348.0 223.09197998046875 246.0 225.076171875 601.0 225.1175079345703 550.0 229.0948028564453 543.0 231.08030700683594 117.0 235.06431579589844 157.0 235.09732055664062 619.0 239.07077026367188 89.0 245.08563232421875 657.0 249.11062622070312 400.0 251.87367248535156 202.0 255.14248657226562 109.0 261.11968994140625 233.0 261.14556884765625 149.0 264.0626220703125 4455.0 267.1371154785156 158.0 268.1309509277344 204.0 269.1197204589844 491.0 273.0761413574219 230.0 275.0360412597656 130.0 275.7969665527344 128.0 276.60711669921875 76.0 277.0735778808594 217.0 277.10638427734375 2051.0 277.7959899902344 91.0 278.9803771972656 142.0 279.0877990722656 8210.0 279.4284973144531 59.0 285.1160888671875 146.0 299.1319580078125 363.0 299.1610107421875 159.0 305.1024169921875 1449.0 308.7102966308594 303.0 313.17999267578125 776.0 321.1045837402344 227.0 321.219482421875 57.0 325.14495849609375 98.0 328.1357116699219 115.0 328.9922180175781 63.0 330.9844665527344 115.0 331.1956481933594 87.0 334.9892578125 222.0 339.1551818847656 384.0 339.192138671875 459.0 341.1736755371094 778.0 342.1368103027344 98.0 347.1111145019531 64.0 349.1748046875 230.0 352.16912841796875 804.0 353.1635437011719 223.0 355.13421630859375 374.0 355.17962646484375 112.0 355.27471923828125 227.0 357.168212890625 103.0 363.12738037109375 156.0 365.1793212890625 281.0 367.1935729980469 1251.0 368.15740966796875 81.0 369.0157470703125 184.0 369.1731262207031 251.0 370.6131286621094 141.0 371.1427001953125 79.0 371.1724548339844 136.0 373.1689758300781 127.0 375.20611572265625 272.0 381.1362609863281 287.0 383.1910095214844 918.0 384.8683776855469 87.0 385.16070556640625 4465.0 385.260498046875 61.0 385.5191955566406 68.0 393.18011474609375 448.0 396.16845703125 130.0 397.1632385253906 93.0 397.19879150390625 126.0 399.2164611816406 198.0 401.19525146484375 270.0 409.1651916503906 504.0 409.31024169921875 85.0 411.18133544921875 2727.0 415.2170715332031 298.0 417.1496887207031 147.0 422.1414489746094 740.0 425.20220947265625 419.0 426.519287109375 151.0 426.75115966796875 121.0 427.1775817871094 7007.0 429.1925964355469 197.0 437.1600646972656 554.0 438.4569396972656 91.0 439.6773986816406 54.0 443.2102355957031 279.0 453.5068054199219 149.0 454.15997314453125 84.0 455.01953125 93.0 455.1728210449219 6304.0 455.4992980957031 99.0 458.5998840332031 62.0 459.1953125 175.0 467.33209228515625 114.0 469.18408203125 354.0 484.6551513671875 103.0 487.12054443359375 119.0 487.1966552734375 8354.0 488.62335205078125 117.0 513.9873046875 218.0 533.0469360351562 82.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850169 PEPMASS=573.205017 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E11_RE11_01_8287.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179705-03_C28H34N2O11_(1S,3S)-1-{[(2S,3R,4S)-2-(beta-D-Glucopyranosyloxy)-5-(methoxycarbonyl)-3-vinyl-3,4-dihydro-2H-pyran-4-yl]methyl}-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)\C1=C\O[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](C=C)[C@@H]1C[C@@H]3N[C@@H](CC4=C3[NH]C5=C4C=CC=C5)C(O)=O INCHI=InChI=1S/C28H34N2O11/c1-3-12-14(8-18-21-15(9-19(29-18)25(35)36)13-6-4-5-7-17(13)30-21)16(26(37)38-2)11-39-27(12)41-28-24(34)23(33)22(32)20(10-31)40-28/h3-7,11-12,14,18-20,22-24,27-34H,1,8-10H2,2H3,(H,35,36)/t12-,14+,18+,19+,20-,22-,23+,24-,27+,28+/m1/s1 INCHIAUX=LHKZIVMTXZLOTP-RMKGEEGASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850169 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850169 SCANS=281 83.7801284790039 101.0 100.0368881225586 317.0 101.02677154541016 158.0 102.3973159790039 176.0 112.01573181152344 224.0 113.02191162109375 763.0 115.674560546875 202.0 116.05026245117188 940.0 119.03514099121094 58.0 122.0229721069336 513.0 122.24795532226562 54.0 123.04705047607422 233.0 124.03517150878906 243.0 127.04009246826172 562.0 127.23410034179688 190.0 130.07339477539062 156.0 133.01490783691406 91.0 137.06161499023438 242.0 138.92042541503906 155.0 142.06529235839844 2886.0 143.03073120117188 311.0 144.0499267578125 164.0 144.07823181152344 463.0 148.04100036621094 1776.0 155.06912231445312 702.0 156.0775909423828 1140.0 157.07769775390625 357.0 157.37818908691406 114.0 157.7296142578125 134.0 160.04086303710938 223.0 161.0455780029297 178.0 162.05490112304688 382.0 166.06578063964844 140.0 167.06202697753906 3118.0 168.07904052734375 1213.0 168.38796997070312 135.0 168.4476776123047 89.0 169.07667541503906 5448.0 169.1320343017578 83.0 170.0113525390625 52.0 174.07379150390625 55.0 174.85525512695312 183.0 175.06011962890625 172.0 177.05519104003906 342.0 179.0543670654297 248.0 181.078125 1441.0 181.26876831054688 115.0 182.56089782714844 61.0 182.6265411376953 131.0 183.0900421142578 1132.0 185.1081085205078 3368.0 185.57449340820312 92.0 186.0844268798828 241.0 187.11268615722656 107.0 187.37872314453125 93.0 189.99514770507812 143.0 191.92816162109375 107.0 193.4408721923828 259.0 195.0953369140625 388.0 199.0853271484375 152.0 199.46095275878906 161.0 207.35079956054688 80.0 208.075439453125 115.0 208.1092071533203 240.0 210.12982177734375 95.0 212.07235717773438 169.0 213.06472778320312 785.0 213.09597778320312 92.0 219.096923828125 161.0 220.076904296875 154.0 229.09762573242188 7986.0 234.08493041992188 167.0 235.0907440185547 101.0 236.0692596435547 267.0 237.12249755859375 189.0 240.0832977294922 45.0 245.07525634765625 135.0 245.10926818847656 61.0 247.06678771972656 264.0 247.09288024902344 181.0 247.11911010742188 145.0 248.11239624023438 178.0 251.6011199951172 211.0 253.08953857421875 133.0 255.07815551757812 58.0 260.1018981933594 247.0 262.13934326171875 171.0 263.0798034667969 495.0 263.1107177734375 99.0 264.0838928222656 130.0 265.0982360839844 1711.0 265.1393737792969 185.0 267.1257019042969 208.0 271.1026306152344 123.0 271.1347351074219 121.0 272.1191101074219 173.0 273.0957946777344 116.0 277.0956115722656 194.0 279.11578369140625 887.0 281.12847900390625 113.0 287.0935363769531 173.0 287.12176513671875 186.0 288.10638427734375 269.0 289.13299560546875 543.0 291.1124267578125 243.0 292.12811279296875 181.0 295.10638427734375 178.0 297.1254577636719 113.0 299.1223449707031 908.0 309.0873718261719 2207.0 312.2554016113281 138.0 315.114013671875 448.0 317.1298828125 5849.0 319.137939453125 319.0 323.0959167480469 139.0 326.4654846191406 141.0 329.1441345214844 63.0 331.14556884765625 1171.0 334.1291809082031 131.0 341.1151123046875 492.0 345.24749755859375 75.0 349.1623229980469 1052.0 351.0443115234375 159.0 360.65216064453125 259.0 361.12261962890625 5172.0 364.0494384765625 163.0 367.1661071777344 125.0 370.5576477050781 41.0 375.1398620605469 420.0 379.12322998046875 196.0 383.1277770996094 331.0 383.1634216308594 150.0 388.7362976074219 98.0 392.9207458496094 130.0 393.06427001953125 105.0 393.1464538574219 31368.0 394.1208801269531 160.0 394.1483459472656 301.0 411.1026611328125 122.0 413.4627380371094 166.0 473.03369140625 84.0 481.15179443359375 219.0 503.15582275390625 164.0 513.4155883789062 107.0 523.1675415039062 140.0 524.4056396484375 116.0 541.18212890625 786.0 572.76708984375 197.0 573.2115478515625 2691.0 1584.6358642578125 240.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850172 PEPMASS=537.15741 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E11_RE11_01_8287.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380934-01_C25H30O13_(2S,3R,4S)-4-(2-{[(2E)-3-(3,4-Dihydroxyphenyl)-2-propenoyl]oxy}ethyl)-2-(beta-D-glucopyranosyloxy)-3-vinyl-3,4-dihydro-2H-pyran-5-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](O[C@@H]2O\C=C(/[C@@H](CCOC(=O)/C=C/C3=CC=C(O)C(=C3)O)[C@@H]2C=C)C(O)=O)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C25H30O13/c1-2-13-14(7-8-35-19(29)6-4-12-3-5-16(27)17(28)9-12)15(23(33)34)11-36-24(13)38-25-22(32)21(31)20(30)18(10-26)37-25/h2-6,9,11,13-14,18,20-22,24-28,30-32H,1,7-8,10H2,(H,33,34)/b6-4+/t13-,14-,18+,20+,21-,22+,24-,25-/m0/s1 INCHIAUX=ZPEFYJBGAZLAKK-CPYBZULYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850172 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850172 SCANS=308 81.30071258544922 118.0 82.51393127441406 167.0 89.02484893798828 310.0 107.05096435546875 152.0 119.03219604492188 454.0 121.0849380493164 249.0 133.03018188476562 1538.0 133.08750915527344 108.0 134.03851318359375 323.0 135.0438690185547 5934.0 136.0762481689453 65.0 148.0535430908203 190.0 151.07676696777344 574.0 161.02366638183594 9040.0 162.0285186767578 137.0 163.4169158935547 65.0 179.03416442871094 6662.0 181.34066772460938 32.0 195.072509765625 297.0 213.07852172851562 157.0 331.1031494140625 144.0 375.1297302246094 1472.0 537.1659545898438 501.0 537.2140502929688 123.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850173 PEPMASS=432.164734 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E11_RE11_01_8287.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380935-01_C23H23N5O4_(3Z)-6-Hydroxy-3-(1H-imidazol-5-ylmethylene)-12-methoxy-7a-(2-methyl-3-buten-2-yl)-7a,12-dihydro-1H,5H-imidazo[1',2':1,2]pyrido[2,3-b]indole-2,5(3H)-dione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CON1C2=CC=CC=C2C3(\C=C(O)/C(=O)N4\C(=C/C5=CN=C[NH]5)C(=O)NC134)C(C)(C)C=C INCHI=InChI=1S/C23H23N5O4/c1-5-21(2,3)22-11-18(29)20(31)27-17(10-14-12-24-13-25-14)19(30)26-23(22,27)28(32-4)16-9-7-6-8-15(16)22/h5-13,29H,1H2,2-4H3,(H,24,25)(H,26,30)/b17-10- INCHIAUX=JTJJJLSLKZFEPJ-YVLHZVERSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850173 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850173 SCANS=348 133.05093383789062 166.0 134.03738403320312 1211.0 160.03900146484375 111.0 162.85964965820312 131.0 164.3616180419922 119.0 176.06204223632812 381.0 176.63731384277344 134.0 176.7769317626953 196.0 176.8756866455078 57.0 176.91912841796875 55.0 177.04212951660156 15645.0 184.0425262451172 84.0 194.03451538085938 236.0 197.03631591796875 168.0 198.04664611816406 219.0 204.0638427734375 343.0 230.0392608642578 293.0 233.08688354492188 389.0 235.40794372558594 114.0 254.0659637451172 208.0 261.0804138183594 121.0 275.0784606933594 404.0 275.1081848144531 537.0 276.0874938964844 1762.0 302.0771484375 169.0 302.4259033203125 44.0 302.852294921875 184.0 304.0850524902344 2051.0 304.1603698730469 65.0 305.0885009765625 116.0 330.1457824707031 588.0 331.07745361328125 148.0 332.078369140625 5782.0 332.7886657714844 224.0 333.0869140625 487.0 334.23651123046875 158.0 340.12542724609375 112.0 342.1345520019531 793.0 348.068603515625 591.0 358.13055419921875 267.0 363.09661865234375 2574.0 372.15972900390625 77.0 373.1628723144531 864.0 384.14447021484375 1374.0 399.40496826171875 178.0 401.1593933105469 281.0 432.16693115234375 1030.0 447.4020080566406 141.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850176 PEPMASS=461.170288 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G11_GG11_01_8247.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169814-02_C19H28O10_Benzyl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OCC3=CC=CC=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C19H28O10/c1-9-12(20)14(22)16(24)18(28-9)27-8-11-13(21)15(23)17(25)19(29-11)26-7-10-5-3-2-4-6-10/h2-6,9,11-25H,7-8H2,1H3/t9-,11+,12-,13+,14+,15-,16+,17+,18+,19+/m0/s1 INCHIAUX=SMUMBCREXHTKFN-VZOUQOBNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850176 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850176 SCANS=239 73.03169250488281 207.0 85.02749633789062 332.0 87.00557708740234 280.0 99.00556945800781 64.0 100.75735473632812 55.0 101.02141571044922 781.0 111.00387573242188 148.0 113.02582550048828 346.0 114.86393737792969 75.0 125.02357482910156 542.0 127.03892517089844 176.0 132.4122314453125 151.0 138.78292846679688 94.0 139.00167846679688 191.0 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841.0532836914062 141.0 842.482666015625 310.0 842.5625610351562 209.0 842.614013671875 153.0 842.8603515625 64.0 843.0303955078125 24.0 843.3831176757812 130.0 845.6286010742188 39.0 852.9917602539062 60.0 856.864990234375 53.0 858.1051025390625 133.0 866.6228637695312 42.0 874.2418823242188 122.0 874.7586669921875 188.0 883.4439086914062 46.0 937.5126953125 103.0 1016.9758911132812 95.0 1188.178955078125 49.0 1190.3048095703125 80.0 1200.1285400390625 157.0 1353.9788818359375 21.0 1532.1419677734375 73.0 1644.3157958984375 202.0 1775.6785888671875 93.0 1867.5343017578125 106.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850184 PEPMASS=345.20993 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G11_GG11_01_8247.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380281-01_C21H30O4_4a(2H)-Phenanthrenecarboxylic acid, 1,3,4,9,10,10a-hexahydro-5,6-dihydroxy-1,1-dimethyl-7-(1-methylethyl)-, methyl ester, (4aR)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)[C@]12CCCC(C)(C)C1CCC3=C2C(=C(O)C(=C3)C(C)C)O INCHI=InChI=1S/C21H30O4/c1-12(2)14-11-13-7-8-15-20(3,4)9-6-10-21(15,19(24)25-5)16(13)18(23)17(14)22/h11-12,15,22-23H,6-10H2,1-5H3/t15?,21-/m1/s1 INCHIAUX=IIJLVJMZYPZQLW-MZVUKIKXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850184 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850184 SCANS=604 171.0414276123047 208.0 271.1661682128906 469.0 286.1914367675781 8152.0 287.1921081542969 54.0 289.29254150390625 225.0 301.2165222167969 6854.0 345.20672607421875 2383.0 1805.0657958984375 184.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850187 PEPMASS=494.222992 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G11_GG11_01_8247.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380287-01_C28H33NO7_(1E,4S,6R,7E,11aS,14S,14aS,15S,15aR,16aS,16bS)-14-Benzyl-6-hydroxy-4,6,15,15a-tetramethyl-3,13,14,14a,15,15a,16a,16b-octahydro[1,3]dioxacyclotridecino[4,5-d]oxireno[f]isoindole-5,10,12(4H,6H)-trione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H]1C/C=C/[C@H]2[C@@H]3O[C@]3(C)[C@@H](C)[C@H]4[C@H](CC5=CC=CC=C5)NC(=O)[C@@]24OC(=O)O/C=C/[C@@](C)(O)C1=O INCHI=InChI=1S/C28H33NO7/c1-16-9-8-12-19-23-27(4,35-23)17(2)21-20(15-18-10-6-5-7-11-18)29-24(31)28(19,21)36-25(32)34-14-13-26(3,33)22(16)30/h5-8,10-14,16-17,19-21,23,33H,9,15H2,1-4H3,(H,29,31)/b12-8+,14-13+/t16-,17-,19-,20-,21-,23-,26+,27+,28+/m0/s1 INCHIAUX=LAJXCUNOQSHRJO-ZYGJITOWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850187 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NAME=NCGC00380287-01_C28H33NO7_(1E,4S,6R,7E,11aS,14S,14aS,15S,15aR,16aS,16bS)-14-Benzyl-6-hydroxy-4,6,15,15a-tetramethyl-3,13,14,14a,15,15a,16a,16b-octahydro[1,3]dioxacyclotridecino[4,5-d]oxireno[f]isoindole-5,10,12(4H,6H)-trione [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H]1C/C=C/[C@H]2[C@@H]3O[C@]3(C)[C@@H](C)[C@H]4[C@H](CC5=CC=CC=C5)NC(=O)[C@@]24OC(=O)O/C=C/[C@@](C)(O)C1=O INCHI=InChI=1S/C28H33NO7/c1-16-9-8-12-19-23-27(4,35-23)17(2)21-20(15-18-10-6-5-7-11-18)29-24(31)28(19,21)36-25(32)34-14-13-26(3,33)22(16)30/h5-8,10-14,16-17,19-21,23,33H,9,15H2,1-4H3,(H,29,31)/b12-8+,14-13+/t16-,17-,19-,20-,21-,23-,26+,27+,28+/m0/s1 INCHIAUX=LAJXCUNOQSHRJO-ZYGJITOWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850190 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850190 SCANS=472 73.86058044433594 240.0 89.5232162475586 51.0 107.0459976196289 192.0 113.02377319335938 187.0 118.06446838378906 532.0 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SPECTRUMID=CCMSLIB00000850196 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850196 SCANS=239 73.30620574951172 74.0 83.83393859863281 102.0 89.04722595214844 158.0 108.0498275756836 93.0 113.12895202636719 158.0 123.03926849365234 52.0 134.03749084472656 1375.0 135.0467071533203 994.0 161.02072143554688 117.0 163.0398712158203 4724.0 207.0299835205078 5081.0 369.0774230957031 398.0 728.4331665039062 96.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850199 PEPMASS=415.088776 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C7_GC7_01_8217.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380533-01_C16H18O10_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC3=C(OCO3)C=C2\C=C\C(O)=O)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C16H18O10/c17-5-11-13(20)14(21)15(22)16(26-11)25-8-4-10-9(23-6-24-10)3-7(8)1-2-12(18)19/h1-4,11,13-17,20-22H,5-6H2,(H,18,19)/b2-1+/t11-,13-,14+,15-,16-/m1/s1 INCHIAUX=YJSHRIGISKAHBT-JFTDWGSPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850199 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850199 SCANS=277 76.83673858642578 201.0 101.83200073242188 167.0 106.04559326171875 122.0 134.03628540039062 1198.0 135.04379272460938 851.0 163.04147338867188 3092.0 206.95742797851562 203.0 207.02975463867188 10493.0 369.0792236328125 644.0 371.0892639160156 200.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850201 PEPMASS=361.202789 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C7_GC7_01_8217.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380535-01_C20H28O3_12-Oxopimara-9(11),15-dien-18-oic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(CC2CCC3C(C)(CCCC3(C)\C2=C\C1=O)C(O)=O)C=C INCHI=InChI=1S/C20H28O3/c1-5-18(2)12-13-7-8-15-19(3,14(13)11-16(18)21)9-6-10-20(15,4)17(22)23/h5,11,13,15H,1,6-10,12H2,2-4H3,(H,22,23) INCHIAUX=VNOMXNULTAUIDL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850201 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850201 SCANS=505 117.11178588867188 185.0 153.609375 200.0 161.0910186767578 296.0 255.17457580566406 126.0 270.1981506347656 201.0 271.2088317871094 219.0 314.2049560546875 91.0 315.19775390625 11911.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850205 PEPMASS=447.224335 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C7_GC7_01_8217.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380538-01_C21H36O10_(6,6-Dimethylbicyclo[3.1.1]hept-2-yl)methyl 6-O-[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydro-2-furanyl]-beta-D-glucopyranoside [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)C2CCC(CO[C@@H]3O[C@H](CO[C@@H]4OC[C@](O)(CO)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)C1C2 INCHI=InChI=1S/C21H36O10/c1-20(2)11-4-3-10(12(20)5-11)6-28-18-16(25)15(24)14(23)13(31-18)7-29-19-17(26)21(27,8-22)9-30-19/h10-19,22-27H,3-9H2,1-2H3/t10?,11?,12?,13-,14-,15+,16-,17+,18-,19-,21-/m1/s1 INCHIAUX=RSKTWDAINBIMPD-MCVCZSGFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850205 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850205 SCANS=342 161.0399169921875 74.0 161.060302734375 428.0 163.8350372314453 69.0 232.839599609375 129.0 243.69300842285156 172.0 314.0014953613281 139.0 315.18023681640625 2424.0 446.535888671875 164.0 447.2247619628906 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207.04957580566406 184.0 309.1219482421875 594.0 461.1662292480469 2202.0 461.2471618652344 189.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850217 PEPMASS=567.173035 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C7_GC7_01_8217.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380545-01_C26H32O14_3-{(E)-2-[4-(beta-D-Glucopyranosyloxy)-2-hydroxyphenyl]vinyl}-5-hydroxyphenyl beta-D-glucopyranoside [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2=CC(=C(C=C2)\C=C\C3=CC(=CC(=C3)OC4OC(CO)C(O)C(O)C4O)O)O)C(O)C(O)C1O INCHI=InChI=1S/C26H32O14/c27-9-17-19(31)21(33)23(35)25(39-17)37-14-4-3-12(16(30)8-14)2-1-11-5-13(29)7-15(6-11)38-26-24(36)22(34)20(32)18(10-28)40-26/h1-8,17-36H,9-10H2/b2-1+ INCHIAUX=HPSWAEGGWLOOKT-OWOJBTEDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850217 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168.0 408.6557922363281 100.0 567.1746826171875 3654.0 1451.9249267578125 306.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850220 PEPMASS=613.178528 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C7_GC7_01_8217.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380545-01_C26H32O14_3-{(E)-2-[4-(beta-D-Glucopyranosyloxy)-2-hydroxyphenyl]vinyl}-5-hydroxyphenyl beta-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OC2=CC(=C(C=C2)\C=C\C3=CC(=CC(=C3)OC4OC(CO)C(O)C(O)C4O)O)O)C(O)C(O)C1O INCHI=InChI=1S/C26H32O14/c27-9-17-19(31)21(33)23(35)25(39-17)37-14-4-3-12(16(30)8-14)2-1-11-5-13(29)7-15(6-11)38-26-24(36)22(34)20(32)18(10-28)40-26/h1-8,17-36H,9-10H2/b2-1+ INCHIAUX=HPSWAEGGWLOOKT-OWOJBTEDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850220 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465.1434020996094 3030.0 466.13177490234375 132.0 483.0116882324219 209.0 483.15081787109375 18629.0 484.1454162597656 164.0 1024.9119873046875 185.0 1192.388916015625 204.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850226 PEPMASS=529.160706 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G12_GG12_01_8248.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169476-02_C22H28O12_2(3H)-Furanone, 4-[2-[[6-O-[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]-beta-D-glucopyranosyl]oxy]-1-methylethyl]dihydro-4-hydroxy- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CO[C@@H]1O[C@H](COC(=O)\C=C\C2=CC(=C(O)C=C2)O)[C@@H](O)[C@H](O)[C@H]1O)C3(O)COC(=O)C3 INCHI=InChI=1S/C22H28O12/c1-11(22(30)7-17(26)33-10-22)8-32-21-20(29)19(28)18(27)15(34-21)9-31-16(25)5-3-12-2-4-13(23)14(24)6-12/h2-6,11,15,18-21,23-24,27-30H,7-10H2,1H3/b5-3+/t11?,15-,18-,19+,20-,21-,22?/m1/s1 INCHIAUX=YNPOIPFNQJKGQJ-SALKWGHLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850226 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850226 SCANS=277 78.05757904052734 208.0 89.02367401123047 213.0 95.01174926757812 131.0 109.98037719726562 152.0 117.0351791381836 319.0 132.45555114746094 213.0 132.945556640625 207.0 133.02627563476562 626.0 135.04324340820312 2026.0 143.0309600830078 166.0 145.02835083007812 301.0 145.0807647705078 75.0 150.46380615234375 322.0 151.02557373046875 130.0 161.02346801757812 11192.0 163.04010009765625 366.0 175.91409301757812 216.0 177.021484375 122.0 177.0522003173828 469.0 179.0326385498047 4239.0 181.04820251464844 97.0 182.52037048339844 180.0 188.88693237304688 88.0 203.03631591796875 180.0 205.0563201904297 68.0 221.0444793701172 1375.0 231.29672241210938 169.0 235.9305419921875 107.0 247.0538330078125 117.0 251.0536346435547 5115.0 252.32191467285156 59.0 260.02813720703125 274.0 265.0716247558594 317.0 267.80975341796875 187.0 270.972900390625 112.0 280.1898193359375 386.0 281.0664978027344 12443.0 293.9674987792969 110.0 294.5130310058594 89.0 305.05767822265625 500.0 307.09619140625 84.0 323.0758361816406 1122.0 329.5172424316406 326.0 341.0875549316406 6199.0 381.1259765625 129.0 435.13226318359375 322.0 465.1379699707031 4328.0 480.9386901855469 55.0 481.6194152832031 87.0 482.33953857421875 66.0 482.62066650390625 201.0 482.6706848144531 93.0 482.8005676269531 87.0 483.0843811035156 93.0 483.1490173339844 43938.0 483.2645568847656 164.0 483.557373046875 61.0 483.6391906738281 226.0 484.16192626953125 265.0 484.2022399902344 99.0 511.1837463378906 63.0 545.0914916992188 204.0 1754.5721435546875 286.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850229 PEPMASS=359.152405 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G12_GG12_01_8248.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380290-01_C20H24O6_2-Butenoic acid, 2-methyl-, (3aR,4R,5R,6E,9Z,11aR)-2,3,3a,4,5,8,11,11a-octahydro-4-hydroxy-6,10-dimethyl-3-methylene-2,8-dioxocyclodeca[b]furan-5-yl ester, (2Z)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C(C)/C(=O)O[C@H]\1[C@H](O)[C@@H]2[C@@H](C\C(=C/C(=O)/C=C1C)C)OC(=O)C2=C INCHI=InChI=1S/C20H24O6/c1-6-11(3)19(23)26-18-12(4)9-14(21)7-10(2)8-15-16(17(18)22)13(5)20(24)25-15/h6-7,9,15-18,22H,5,8H2,1-4H3/b10-7-,11-6-,12-9+/t15-,16+,17-,18-/m1/s1 INCHIAUX=BIHIEAXOTSXYAE-NAGHFMSUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850229 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850229 SCANS=419 99.04212188720703 929.0 119.05302429199219 153.0 133.06265258789062 253.0 135.0841064453125 164.0 147.07574462890625 972.0 148.40884399414062 65.0 148.8803253173828 148.0 163.07681274414062 496.0 170.68292236328125 168.0 171.02508544921875 190.0 173.0987548828125 287.0 186.0684814453125 249.0 186.80140686035156 146.0 187.11746215820312 60.0 191.07106018066406 136.0 196.51998901367188 146.0 197.09432983398438 1704.0 200.08189392089844 172.0 204.9904327392578 213.0 213.08998107910156 363.0 215.10914611816406 1062.0 215.14305114746094 127.0 254.97181701660156 131.0 257.07391357421875 168.0 259.0992736816406 1581.0 273.0607604980469 105.0 277.1109924316406 919.0 283.0662536621094 210.0 310.27471923828125 171.0 359.1475830078125 2053.0 360.1427001953125 161.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850232 PEPMASS=677.263733 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G12_GG12_01_8248.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380296-01_C33H38N6O10_15-(2-Amino-2-oxoethyl)-10,11,23-trihydroxy-18-[(3-methyl-2-oxopentanoyl)amino]-9,14,17-trioxo-N-[(1Z)-1-propen-1-yl]-8,13,16-triazatetracyclo[18.3.1.0~2,7~.0~6,10~]tetracosa-1(24),2,4,6,20,22-hexaene-12-carboxamide [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(=O)C(=O)NC1CC2=CC(=C(O)C=C2)C3=C4NC(=O)C(O)(C(O)C(NC(=O)C(CC(N)=O)NC1=O)C(=O)N\C=C/C)C4=CC=C3 INCHI=InChI=1S/C33H38N6O10/c1-4-11-35-30(46)25-27(43)33(49)19-8-6-7-17(24(19)39-32(33)48)18-12-16(9-10-22(18)40)13-20(37-31(47)26(42)15(3)5-2)28(44)36-21(14-23(34)41)29(45)38-25/h4,6-12,15,20-21,25,27,40,43,49H,5,13-14H2,1-3H3,(H2,34,41)(H,35,46)(H,36,44)(H,37,47)(H,38,45)(H,39,48)/b11-4- INCHIAUX=ZIAXNZCTODBCKW-WCIBSUBMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850232 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850232 SCANS=372 84.00696563720703 160.0 94.6659164428711 147.0 95.3196029663086 309.0 96.00496673583984 233.0 96.19808959960938 385.0 98.02392578125 688.0 99.02374267578125 412.0 100.76746368408203 137.0 109.03724670410156 154.0 110.024658203125 503.0 112.03917694091797 931.0 113.03616333007812 95.0 118.8943862915039 35.0 124.07672119140625 193.0 124.7104721069336 106.0 127.05450439453125 183.0 128.070556640625 310.0 131.03407287597656 366.0 137.03587341308594 457.0 138.01943969726562 795.0 139.08609008789062 216.0 140.07814025878906 132.0 140.68458557128906 23.0 141.10316467285156 408.0 142.08740234375 607.0 151.04830932617188 445.0 152.03384399414062 206.0 153.03041076660156 362.0 154.75624084472656 303.0 155.0458221435547 5087.0 155.07183837890625 100.0 156.03858947753906 219.0 157.0950469970703 295.0 167.0802001953125 2870.0 168.06471252441406 1039.0 179.92263793945312 32.0 181.02670288085938 995.0 184.1015625 177.0 185.0919189453125 6673.0 186.0825958251953 205.0 194.05162048339844 226.0 195.0750274658203 177.0 198.05364990234375 392.0 200.01358032226562 138.0 206.0621337890625 379.0 210.0902099609375 249.0 220.07884216308594 296.0 221.05517578125 255.0 224.0664520263672 620.0 226.32240295410156 107.0 230.53543090820312 152.0 238.08853149414062 832.0 239.0955810546875 206.0 240.06468200683594 797.0 251.06048583984375 404.0 252.07264709472656 681.0 253.09300231933594 137.0 255.10813903808594 160.0 263.0628967285156 334.0 263.0879821777344 224.0 264.08111572265625 198.0 266.0843811035156 1725.0 280.08612060546875 123.0 280.9855651855469 163.0 281.088134765625 586.0 282.1199035644531 132.0 282.6697998046875 117.0 285.04974365234375 94.0 288.20977783203125 58.0 291.0807800292969 274.0 295.6963195800781 141.0 298.1414794921875 227.0 299.0127868652344 115.0 309.08624267578125 766.0 310.0784606933594 79.0 316.7557678222656 123.0 324.1034240722656 140.0 325.19500732421875 106.0 341.1492614746094 2615.0 349.15869140625 370.0 351.0882263183594 124.0 352.08514404296875 235.0 356.6662902832031 37.0 362.1044921875 204.0 367.1568298339844 311.0 377.1588134765625 443.0 382.15496826171875 164.0 393.1552734375 263.0 394.181884765625 405.0 406.109130859375 337.0 410.1760559082031 171.0 420.1322021484375 100.0 420.16058349609375 142.0 433.01904296875 120.0 435.0388488769531 29.0 437.1661682128906 53.0 437.2812805175781 62.0 437.54779052734375 68.0 437.87762451171875 45.0 437.9289245605469 35.0 438.1654052734375 23366.0 438.9970397949219 32.0 439.0985107421875 23.0 439.1615295410156 179.0 439.248779296875 60.0 441.9305114746094 158.0 442.210205078125 110.0 448.1123962402344 198.0 462.15936279296875 96.0 465.14544677734375 718.0 480.2171630859375 165.0 535.186279296875 868.0 548.1910400390625 278.0 576.2019653320312 493.0 591.9472045898438 42.0 592.2590942382812 126.0 592.9065551757812 58.0 593.5880126953125 34.0 593.8056640625 48.0 594.0088500976562 102.0 594.22021484375 22005.0 594.3834838867188 66.0 594.4298706054688 81.0 595.2115478515625 384.0 595.2388916015625 441.0 598.5391845703125 48.0 620.1893310546875 363.0 625.2266235351562 92.0 630.2213745117188 64.0 675.0137329101562 135.0 676.7481689453125 86.0 677.2465209960938 907.0 680.7238159179688 38.0 1497.9864501953125 98.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850234 PEPMASS=539.17334 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G3_RG3_01_8291.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169934-02_C25H32O13_2H-Pyran-4-acetic acid, 2-(beta-D-glucopyranosyloxy)-3,4-dihydro-3-(2-hydroxyethylidene)-5-(methoxycarbonyl)-, 2-(4-hydroxyphenyl)ethyl ester, (2S,3Z,4S)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)\C1=C\O[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)\C(=C/CO)[C@@H]1CC(=O)OCCC3=CC=C(O)C=C3 INCHI=InChI=1S/C25H32O13/c1-34-23(33)17-12-36-24(38-25-22(32)21(31)20(30)18(11-27)37-25)15(6-8-26)16(17)10-19(29)35-9-7-13-2-4-14(28)5-3-13/h2-6,12,16,18,20-22,24-28,30-32H,7-11H2,1H3/b15-6-/t16-,18+,20+,21-,22+,24-,25-/m0/s1 INCHIAUX=AHTRGGWSBFOEEG-BXDNVMCDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850234 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850234 SCANS=308 83.05497741699219 305.0 85.03160095214844 342.0 93.03528594970703 129.0 101.0232162475586 1234.0 113.02912139892578 440.0 124.01699829101562 202.0 125.01976013183594 125.0 127.039306640625 516.0 131.05166625976562 168.0 135.04428100585938 427.0 137.0219268798828 685.0 137.0620880126953 683.0 139.0026397705078 684.0 143.0322265625 235.0 151.041748046875 223.0 151.28904724121094 231.0 153.0155792236328 373.0 155.03370666503906 355.0 168.0490264892578 169.0 169.0541534423828 236.0 171.0263671875 160.0 177.01951599121094 202.0 177.0546875 210.0 179.0293731689453 424.0 179.05499267578125 106.0 189.0191192626953 127.0 195.06639099121094 809.0 197.0474395751953 294.0 203.03375244140625 210.0 205.0489501953125 422.0 213.0704803466797 516.0 220.02923583984375 105.0 239.05784606933594 292.0 249.0443572998047 124.0 257.0638122558594 211.0 275.0924072265625 1612.0 291.08642578125 2952.0 301.1134948730469 148.0 317.09930419921875 488.0 345.1048889160156 276.0 351.0850830078125 110.0 359.114501953125 97.0 373.1217956542969 196.0 377.1200256347656 1937.0 377.1641540527344 98.0 380.9467468261719 75.0 401.1092834472656 297.0 539.1821899414062 212.0 539.2050170898438 209.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850238 PEPMASS=585.178833 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G3_RG3_01_8291.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169934-02_C25H32O13_2H-Pyran-4-acetic acid, 2-(beta-D-glucopyranosyloxy)-3,4-dihydro-3-(2-hydroxyethylidene)-5-(methoxycarbonyl)-, 2-(4-hydroxyphenyl)ethyl ester, (2S,3Z,4S)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)\C1=C\O[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)\C(=C/CO)[C@@H]1CC(=O)OCCC3=CC=C(O)C=C3 INCHI=InChI=1S/C25H32O13/c1-34-23(33)17-12-36-24(38-25-22(32)21(31)20(30)18(11-27)37-25)15(6-8-26)16(17)10-19(29)35-9-7-13-2-4-14(28)5-3-13/h2-6,12,16,18,20-22,24-28,30-32H,7-11H2,1H3/b15-6-/t16-,18+,20+,21-,22+,24-,25-/m0/s1 INCHIAUX=AHTRGGWSBFOEEG-BXDNVMCDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850238 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850238 SCANS=309 81.3622817993164 115.0 85.02755737304688 256.0 93.03226470947266 175.0 93.13255310058594 112.0 96.92144012451172 68.0 96.95072937011719 180.0 99.30958557128906 88.0 101.02323150634766 3826.0 101.13905334472656 131.0 107.20989227294922 102.0 109.02637481689453 423.0 111.00840759277344 2375.0 111.04415130615234 935.0 113.02362823486328 698.0 119.02101135253906 238.0 119.03593444824219 475.0 121.03266906738281 496.0 123.04192352294922 226.0 125.024169921875 122.0 127.0394287109375 6175.0 129.0179443359375 259.0 129.4110107421875 139.0 131.03598022460938 227.0 135.0094757080078 877.0 135.04200744628906 856.0 137.02403259277344 1742.0 137.0599822998047 2228.0 138.99998474121094 680.0 139.04075622558594 689.0 139.5170135498047 48.0 140.42446899414062 102.0 140.73838806152344 105.0 140.78076171875 135.0 141.0348663330078 178.0 142.1803436279297 218.0 142.83599853515625 176.0 142.97378540039062 274.0 143.03341674804688 966.0 145.0726318359375 215.0 147.4688262939453 177.0 148.59375 119.0 148.8970489501953 167.0 150.03921508789062 151.0 150.67564392089844 138.0 151.0396728515625 479.0 151.07614135742188 341.0 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203.03863525390625 250.0 205.0502471923828 607.0 207.03009033203125 1345.0 207.073486328125 280.0 209.04812622070312 196.0 209.08660888671875 137.0 211.06346130371094 487.0 213.0706787109375 599.0 215.51785278320312 139.0 219.03114318847656 158.0 221.04620361328125 692.0 223.02310180664062 176.0 223.05880737304688 309.0 225.0443115234375 93.0 231.07083129882812 183.0 233.0839385986328 274.0 239.05685424804688 4936.0 247.0535430908203 319.0 248.4141082763672 113.0 249.0377197265625 127.0 251.05020141601562 405.0 254.97694396972656 94.0 255.08639526367188 137.0 257.06640625 326.0 258.5942687988281 99.0 259.05419921875 203.0 261.0752258300781 376.0 263.04986572265625 160.0 263.0962219238281 289.0 264.8587951660156 142.0 265.07794189453125 73.0 269.0570373535156 117.0 275.09368896484375 15729.0 276.08935546875 165.0 290.0348815917969 95.0 290.5919494628906 110.0 290.8243408203125 72.0 290.8558349609375 56.0 291.0867919921875 29679.0 292.0947265625 252.0 294.13348388671875 183.0 299.0776672363281 354.0 299.1107482910156 217.0 301.1174011230469 181.0 310.0567321777344 112.0 315.1422119140625 146.0 317.0992431640625 429.0 327.140380859375 211.0 331.1307373046875 111.0 333.1325378417969 138.0 339.08013916015625 133.0 341.0951232910156 142.0 341.1305847167969 47.0 343.1175231933594 231.0 345.1000061035156 1941.0 346.13037109375 275.0 349.12469482421875 123.0 359.1128234863281 2328.0 371.1173400878906 54.0 373.1380310058594 476.0 375.1257629394531 172.0 375.1553039550781 232.0 375.7048645019531 68.0 376.0059814453125 93.0 376.118408203125 114.0 376.3503112792969 45.0 376.4482421875 89.0 377.1235656738281 58119.0 377.2209777832031 194.0 378.11566162109375 656.0 378.2621765136719 86.0 379.05950927734375 170.0 380.8948059082031 83.0 387.1040344238281 232.0 401.12030029296875 1012.0 419.12225341796875 2349.0 422.003662109375 42.0 437.1639099121094 82.0 453.1502990722656 118.0 538.0812377929688 75.0 538.2530517578125 68.0 538.3876342773438 67.0 539.1781005859375 6934.0 542.6227416992188 79.0 1089.165771484375 95.0 1434.37060546875 64.0 1623.7529296875 397.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850241 PEPMASS=727.386475 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G3_RG3_01_8291.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347771-02_C36H58O12_beta-D-Glucopyranose, 1-O-[(2alpha,3beta,5xi,9xi,18xi,19alpha)-2,3,19,23,24-pentahydroxy-28-oxoolean-12-en-28-yl]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)CC[C@@]2(CC[C@]3(C)\C(=C/CC4[C@@]5(C)C[C@@H](O)[C@H](O)C(CO)(CO)C5CC[C@@]34C)C2[C@@H]1O)C(=O)O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O INCHI=InChI=1S/C36H58O12/c1-31(2)10-12-35(30(46)48-29-26(43)25(42)24(41)20(15-37)47-29)13-11-33(4)18(23(35)28(31)45)6-7-21-32(3)14-19(40)27(44)36(16-38,17-39)22(32)8-9-34(21,33)5/h6,19-29,37-45H,7-17H2,1-5H3/t19-,20-,21?,22?,23?,24-,25+,26-,27+,28+,29+,32-,33-,34-,35+/m1/s1 INCHIAUX=FSLDBYNJYAUPDI-FIWXFAFXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850241 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850241 SCANS=332 84.6944351196289 112.0 85.02865600585938 242.0 89.02529907226562 206.0 109.06322479248047 249.0 113.02375793457031 205.0 207.0470428466797 124.0 255.14266967773438 93.0 256.0751037597656 23.0 257.15753173828125 148.0 286.04656982421875 145.0 296.028076171875 197.0 302.0682678222656 22.0 306.01519775390625 395.0 345.22430419921875 122.0 357.2425537109375 67.0 358.2005920410156 62.0 363.27166748046875 173.0 377.2862243652344 827.0 379.3041687011719 292.0 389.2884826660156 656.0 389.37640380859375 55.0 391.3057556152344 174.0 407.29327392578125 4294.0 408.31463623046875 325.0 409.30401611328125 182.0 410.2142028808594 27.0 419.29150390625 116.0 423.28839111328125 199.0 435.2931823730469 87.0 441.2925720214844 502.0 451.2812194824219 220.0 456.320068359375 148.0 457.0157775878906 137.0 457.33258056640625 1019.0 469.291015625 160.0 471.3218078613281 400.0 473.3104553222656 461.0 475.323486328125 69.0 485.2856750488281 37.0 485.3257751464844 188.0 489.3211669921875 354.0 495.32403564453125 96.0 499.30517578125 127.0 500.1922607421875 97.0 501.3264465332031 1526.0 515.8191528320312 38.0 517.2698974609375 44.0 517.9937744140625 81.0 518.3440551757812 116.0 518.3992919921875 23.0 518.8849487304688 39.0 518.9950561523438 363.0 519.0680541992188 134.0 519.1803588867188 439.0 519.2587280273438 191.0 519.3324584960938 36889.0 519.4203491210938 363.0 519.531982421875 128.0 520.3388061523438 1548.0 523.0814208984375 52.0 523.30322265625 149.0 523.4856567382812 160.0 533.3499755859375 252.0 542.3292236328125 72.0 542.4194946289062 84.0 551.3650512695312 240.0 559.3311767578125 128.0 561.3521728515625 862.0 621.3956298828125 86.0 681.3885498046875 1239.0 681.537353515625 55.0 727.28076171875 139.0 727.3849487304688 2730.0 727.4563598632812 140.0 728.3956298828125 750.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850244 PEPMASS=375.215363 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G3_RG3_01_8291.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380736-01_C21H30O3_(2E,4E)-5-{(1S,2R,4aS,5S,8S,8aS)-2-[(2E)-2-Buten-2-yl]-5-hydroxy-3,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-1-naphthalenyl}-2,4-pentadienoic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C/C=C(C)/[C@H]\1[C@@H](\C=C\C=C\C(O)=O)[C@@H]2[C@@H](C)CC[C@H](O)[C@@H]2\C=C1C INCHI=InChI=1S/C21H30O3/c1-5-13(2)20-15(4)12-17-18(22)11-10-14(3)21(17)16(20)8-6-7-9-19(23)24/h5-9,12,14,16-18,20-22H,10-11H2,1-4H3,(H,23,24)/b8-6+,9-7+,13-5+/t14-,16+,17-,18-,20+,21-/m0/s1 INCHIAUX=KNDPLJZJPQWOMQ-FDTXVGEPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850244 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850244 SCANS=540 154.67056274414062 133.0 162.22695922851562 129.0 167.23492431640625 81.0 283.19842529296875 173.0 285.218017578125 299.0 329.2130432128906 4153.0 329.30474853515625 166.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850247 PEPMASS=451.142609 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G3_RG3_01_8291.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380737-01_C17H26O11_Methyl (1S,4aS,6R,7R,7aR)-1-(beta-D-glucopyranosyloxy)-5,6-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C/1=C/O[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]3[C@@H](C)[C@@H](O)C(O)[C@H]13 INCHI=InChI=1S/C17H26O11/c1-5-8-9(12(21)10(5)19)6(15(24)25-2)4-26-16(8)28-17-14(23)13(22)11(20)7(3-18)27-17/h4-5,7-14,16-23H,3H2,1-2H3/t5-,7-,8-,9-,10-,11-,12?,13+,14-,16+,17+/m1/s1 INCHIAUX=QDEYKGKBMCIYCT-PHINXLAUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850247 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850247 SCANS=227 77.18611907958984 149.0 90.341064453125 70.0 101.02276611328125 185.0 111.01250457763672 272.0 113.0267105102539 360.0 123.00645446777344 185.0 123.04206848144531 313.0 143.03179931640625 768.0 165.0553741455078 137.0 211.0599365234375 525.0 243.0859375 6746.0 251.46139526367188 65.0 253.0621337890625 102.0 405.1431884765625 153.0 451.1479187011719 451.0 776.973388671875 150.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850249 PEPMASS=459.111328 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G3_RG3_01_8291.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380739-01_C18H22O11_1H-2,6-Dioxacyclopent[cd]inden-1-one, 4-[(acetyloxy)methyl]-5-(beta-D-glucopyranosyloxy)-2a,4a,5,7b-tetrahydro-, (2aS,4aS,5S,7bS)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)OCC/1=C/[C@@H]2OC(=O)C/3=C/O[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H]1[C@H]23 INCHI=InChI=1S/C18H22O11/c1-6(20)25-4-7-2-9-12-8(16(24)27-9)5-26-17(11(7)12)29-18-15(23)14(22)13(21)10(3-19)28-18/h2,5,9-15,17-19,21-23H,3-4H2,1H3/t9-,10+,11+,12-,13+,14-,15+,17-,18-/m0/s1 INCHIAUX=IBIPGYWNOBGEMH-DILZHRMZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850249 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850249 SCANS=243 80.36146545410156 176.0 83.71690368652344 57.0 87.9283218383789 183.0 119.04728698730469 309.0 121.02793884277344 268.0 146.7750244140625 162.0 146.81784057617188 37.0 146.85833740234375 187.0 147.04434204101562 10477.0 147.10595703125 34.0 147.29344177246094 90.0 151.38145446777344 126.0 153.86195373535156 100.0 161.06365966796875 402.0 163.0481414794922 458.0 173.0338134765625 155.0 179.05047607421875 43.0 189.05715942382812 298.0 191.0363006591797 472.0 211.09396362304688 75.0 233.0474395751953 514.0 251.05288696289062 142.0 413.1097717285156 1811.0 459.0982360839844 315.0 459.14404296875 111.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850253 PEPMASS=445.223083 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A5_GA5_01_8202.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380652-01_C25H34O7_7-Formyl-4,6'-dihydroxy-6-(hydroxymethyl)-2',5',5',8a'-tetramethyl-3',4',4a',5',6',7',8',8a'-octahydro-2'H,3H-spiro[1-benzofuran-2,1'-naphthalen]-7'-yl acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC2C(C)(C)C(O)C(CC2(C)C13CC4=C(O3)C(=C(CO)C=C4O)C=O)OC(C)=O INCHI=InChI=1S/C25H34O7/c1-13-6-7-20-23(3,4)22(30)19(31-14(2)28)10-24(20,5)25(13)9-16-18(29)8-15(11-26)17(12-27)21(16)32-25/h8,12-13,19-20,22,26,29-30H,6-7,9-11H2,1-5H3 INCHIAUX=GWNPFKVCTQYFQY-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850253 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850253 SCANS=535 148.0187530517578 226.0 150.03350830078125 163.0 151.04190063476562 586.0 152.04698181152344 178.0 163.4681396484375 108.0 166.02664184570312 109.0 179.03025817871094 453.0 218.32395935058594 125.0 224.05691528320312 161.0 227.7689666748047 78.0 231.07470703125 153.0 231.86244201660156 85.0 233.8394012451172 149.0 237.29327392578125 215.0 237.8916015625 63.0 239.28977966308594 115.0 273.7048645019531 137.0 280.9976501464844 203.0 303.7252502441406 58.0 327.1937561035156 183.0 339.1982421875 256.0 340.9983825683594 194.0 341.1730651855469 141.0 342.1890869140625 182.0 355.1875 436.0 357.21026611328125 385.0 363.0205078125 160.0 367.19635009765625 234.0 373.1986083984375 130.0 375.2152404785156 603.0 385.20062255859375 4982.0 401.5768127441406 105.0 403.21038818359375 324.0 417.2379150390625 249.0 443.1873474121094 70.0 443.43804931640625 120.0 443.50714111328125 61.0 443.8528747558594 117.0 444.41619873046875 127.0 444.4847412109375 194.0 444.6881103515625 128.0 444.9010009765625 251.0 444.98828125 101.0 445.03985595703125 158.0 445.135986328125 182.0 445.2232971191406 62715.0 446.0617980957031 73.0 446.097900390625 61.0 446.2330322265625 440.0 449.0559387207031 139.0 449.84197998046875 99.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850256 PEPMASS=442.223175 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A5_GA5_01_8202.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380653-01_C25H33NO6_(2R,2'R,4a'S,6'S,8a'S)-4,6'-Dihydroxy-2',5',5',8a'-tetramethyl-6-oxo-3,3',4',4a',5',6,6',7,7',8,8',8a'-dodecahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-7'-yl acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CC[C@H]2C(C)(C)[C@H](O)C(C[C@]2(C)[C@@]13CC4=C(O3)C5=C(C=C4O)C(=O)NC5)OC(C)=O INCHI=InChI=1S/C25H33NO6/c1-12-6-7-19-23(3,4)21(29)18(31-13(2)27)10-24(19,5)25(12)9-15-17(28)8-14-16(20(15)32-25)11-26-22(14)30/h8,12,18-19,21,28-29H,6-7,9-11H2,1-5H3,(H,26,30)/t12-,18?,19+,21-,24+,25-/m1/s1 INCHIAUX=MLWSQMMSROWDTI-WLBCPOEXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850256 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850256 SCANS=449 176.033447265625 530.0 177.0431671142578 616.0 209.03335571289062 159.0 219.64256286621094 184.0 219.9661865234375 21.0 226.48797607421875 27.0 285.6781005859375 182.0 299.5712585449219 202.0 382.20770263671875 842.0 400.21002197265625 223.0 403.762939453125 62.0 442.2237243652344 5840.0 442.80731201171875 211.0 443.22479248046875 167.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850259 PEPMASS=488.228546 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A5_GA5_01_8202.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380653-01_C25H33NO6_(2R,2'R,4a'S,6'S,8a'S)-4,6'-Dihydroxy-2',5',5',8a'-tetramethyl-6-oxo-3,3',4',4a',5',6,6',7,7',8,8',8a'-dodecahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-7'-yl acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CC[C@H]2C(C)(C)[C@H](O)C(C[C@]2(C)[C@@]13CC4=C(O3)C5=C(C=C4O)C(=O)NC5)OC(C)=O INCHI=InChI=1S/C25H33NO6/c1-12-6-7-19-23(3,4)21(29)18(31-13(2)27)10-24(19,5)25(12)9-15-17(28)8-14-16(20(15)32-25)11-26-22(14)30/h8,12,18-19,21,28-29H,6-7,9-11H2,1-5H3,(H,26,30)/t12-,18?,19+,21-,24+,25-/m1/s1 INCHIAUX=MLWSQMMSROWDTI-WLBCPOEXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850259 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850259 SCANS=451 92.82205963134766 194.0 134.1039581298828 291.0 148.03993225097656 813.0 149.046875 245.0 176.03526306152344 1132.0 177.04275512695312 2816.0 180.02847290039062 197.0 184.63365173339844 93.0 187.29978942871094 42.0 209.03268432617188 750.0 213.55673217773438 112.0 216.02716064453125 62.0 216.44825744628906 54.0 220.86553955078125 226.0 228.46792602539062 249.0 233.7021942138672 133.0 235.1998291015625 172.0 252.03746032714844 571.0 255.0779571533203 196.0 265.1775817871094 224.0 382.062744140625 104.0 382.2038879394531 7368.0 382.3800964355469 45.0 400.2103271484375 1704.0 416.21258544921875 139.0 427.3089904785156 238.0 437.9071960449219 113.0 439.4280090332031 135.0 440.7976379394531 224.0 441.3172302246094 92.0 441.3600769042969 79.0 441.4380798339844 89.0 441.4871826171875 77.0 441.6412658691406 110.0 441.78045654296875 192.0 442.2247314453125 70767.0 442.3961181640625 143.0 442.69525146484375 124.0 442.787353515625 160.0 442.9212951660156 170.0 442.9690246582031 140.0 443.2186279296875 162.0 443.9310607910156 127.0 444.15380859375 83.0 444.4560241699219 35.0 444.71551513671875 32.0 445.96014404296875 88.0 446.1014099121094 90.0 447.5588684082031 131.0 487.239501953125 176.0 488.2366027832031 137.0 502.25982666015625 173.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850260 PEPMASS=487.145294 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A5_GA5_01_8202.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380654-01_C21H28O13_(2E)-3-[4-({2-O-[(2S,3R,4R)-3,4-Dihydroxy-4-(hydroxymethyl)tetrahydro-2-furanyl]-beta-D-glucopyranosyl}oxy)-3-methoxyphenyl]acrylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@@H]3OC[C@](O)(CO)[C@H]3O)C=CC(=C1)\C=C\C(O)=O INCHI=InChI=1S/C21H28O13/c1-30-12-6-10(3-5-14(24)25)2-4-11(12)32-19-17(16(27)15(26)13(7-22)33-19)34-20-18(28)21(29,8-23)9-31-20/h2-6,13,15-20,22-23,26-29H,7-9H2,1H3,(H,24,25)/b5-3+/t13-,15-,16+,17-,18+,19-,20+,21-/m1/s1 INCHIAUX=WJKBOZUMKGXZHT-ODBGGHPZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850260 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850260 SCANS=262 72.48494720458984 153.0 91.23877716064453 89.0 114.03020477294922 119.0 130.75540161132812 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ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380654-01_C21H28O13_(2E)-3-[4-({2-O-[(2S,3R,4R)-3,4-Dihydroxy-4-(hydroxymethyl)tetrahydro-2-furanyl]-beta-D-glucopyranosyl}oxy)-3-methoxyphenyl]acrylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@@H]3OC[C@](O)(CO)[C@H]3O)C=CC(=C1)\C=C\C(O)=O INCHI=InChI=1S/C21H28O13/c1-30-12-6-10(3-5-14(24)25)2-4-11(12)32-19-17(16(27)15(26)13(7-22)33-19)34-20-18(28)21(29,8-23)9-31-20/h2-6,13,15-20,22-23,26-29H,7-9H2,1H3,(H,24,25)/b5-3+/t13-,15-,16+,17-,18+,19-,20+,21-/m1/s1 INCHIAUX=WJKBOZUMKGXZHT-ODBGGHPZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850265 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850265 SCANS=243 71.49649810791016 84.0 71.61807250976562 222.0 71.90349578857422 153.0 87.45463562011719 157.0 92.08602142333984 53.0 92.80584716796875 232.0 99.58358764648438 157.0 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531.2066040039062 320.0 532.2100830078125 60.0 562.1943969726562 82.0 563.2376098632812 5268.0 564.2385864257812 191.0 603.2675170898438 1325.0 604.2857666015625 114.0 633.23828125 128.0 664.1751098632812 153.0 664.4064331054688 195.0 664.504638671875 68.0 665.1704711914062 136.0 665.2652587890625 20225.0 665.410400390625 51.0 666.2637939453125 188.0 669.9409790039062 62.0 671.1226806640625 124.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850274 PEPMASS=503.213104 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A5_GA5_01_8202.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380661-01_C23H36O12_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)\C(C)=C\CCC(C)(OC1OC(COC(=O)CC(C)(O)CC(O)=O)C(O)C(O)C1O)C=C INCHI=InChI=1S/C23H36O12/c1-6-23(4,9-7-8-13(2)20(30)32-5)35-21-19(29)18(28)17(27)14(34-21)12-33-16(26)11-22(3,31)10-15(24)25/h6,8,14,17-19,21,27-29,31H,1,7,9-12H2,2-5H3,(H,24,25)/b13-8+ INCHIAUX=LVOGPECZHVNNHD-MDWZMJQESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850274 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850274 SCANS=372 71.02058410644531 236.0 101.02289581298828 941.0 105.01931762695312 267.0 113.02582550048828 187.0 113.1027603149414 96.0 113.22883605957031 138.0 123.04148864746094 711.0 125.0246353149414 3296.0 126.96124267578125 85.0 131.03794860839844 155.0 141.051513671875 1389.0 143.0347137451172 419.0 147.08050537109375 169.0 153.06417846679688 203.0 155.03213500976562 320.0 161.0469512939453 1122.0 164.08108520507812 209.0 179.05406188964844 537.0 179.10702514648438 900.0 180.51278686523438 170.0 181.4122314453125 194.0 183.06430053710938 277.0 201.07907104492188 134.0 203.05160522460938 122.0 221.06878662109375 384.0 225.11428833007812 152.0 327.1439208984375 1023.0 369.15277099609375 169.0 380.8854675292969 84.0 385.0682067871094 153.0 399.6239318847656 225.0 401.0359802246094 68.0 441.2017517089844 100.0 443.1825866699219 121.0 500.68218994140625 89.0 501.12591552734375 89.0 502.203857421875 77.0 503.06817626953125 205.0 503.21209716796875 3133.0 1217.3751220703125 118.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850277 PEPMASS=502.156677 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A5_GA5_01_8202.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380662-01_C20H27NO11_[(6-O-Hexopyranosylhexopyranosyl)oxy](phenyl)acetonitrile [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OCC1OC(OCC2OC(OC(C#N)C3=CC=CC=C3)C(O)C(O)C2O)C(O)C(O)C1O INCHI=InChI=1S/C20H27NO11/c21-6-10(9-4-2-1-3-5-9)30-20-18(28)16(26)14(24)12(32-20)8-29-19-17(27)15(25)13(23)11(7-22)31-19/h1-5,10-20,22-28H,7-8H2 INCHIAUX=XUCIJNAGGSZNQT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850277 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850277 SCANS=249 71.01506805419922 267.0 75.22647857666016 65.0 75.27128601074219 145.0 83.04570770263672 68.0 89.02328491210938 227.0 91.99401092529297 184.0 101.02529907226562 1147.0 101.55958557128906 82.0 113.02476501464844 1184.0 119.03469848632812 824.0 119.9360580444336 112.0 125.02571868896484 2364.0 131.0350341796875 940.0 138.81179809570312 257.0 139.03953552246094 255.0 143.03448486328125 935.0 145.05429077148438 206.0 147.0431365966797 207.0 149.041748046875 611.0 153.01817321777344 165.0 159.03102111816406 373.0 161.0445098876953 4758.0 169.04302978515625 46.0 175.03819274902344 792.0 178.81190490722656 144.0 179.05714416503906 5820.0 182.4255828857422 133.0 187.06747436523438 127.0 188.0476837158203 470.0 189.0506134033203 255.0 203.06155395507812 1189.0 213.05673217773438 191.0 221.06600952148438 4020.0 231.0767364501953 303.0 244.02066040039062 248.0 244.0836639404297 64.0 245.0624237060547 583.0 263.0796203613281 2939.0 294.10076904296875 327.0 305.074462890625 89.0 322.2481384277344 91.0 322.4439697265625 138.0 322.69952392578125 137.0 323.0989685058594 16546.0 324.1017150878906 133.0 384.9912109375 166.0 411.90350341796875 144.0 456.15362548828125 6536.0 456.4164733886719 40.0 457.6263122558594 174.0 502.15753173828125 87.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850280 PEPMASS=407.246033 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E8_GE8_01_8231.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169628-03_C23H36O6_1-Naphthaleneheptanoic acid, 1,2,6,7,8,8a-hexahydro-beta,delta-dihydroxy-2-methyl-8-(2-methyl-1-oxobutoxy)-, (betaR,deltaR,1S,2S,8S,8aR)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(=O)O[C@H]1CC\C=C2\C=C/[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[C@@H]12 INCHI=InChI=1S/C23H36O6/c1-4-14(2)23(28)29-20-7-5-6-16-9-8-15(3)19(22(16)20)11-10-17(24)12-18(25)13-21(26)27/h6,8-9,14-15,17-20,22,24-25H,4-5,7,10-13H2,1-3H3,(H,26,27)/t14?,15-,17+,18+,19-,20-,22-/m0/s1 INCHIAUX=BOZILQFLQYBIIY-PJXHJHJJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850280 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850280 SCANS=497 85.03101348876953 220.0 101.06148529052734 721.0 130.72483825683594 285.0 130.89268493652344 172.0 145.1044921875 276.0 215.76339721679688 165.0 305.1764221191406 1540.0 322.9720458984375 229.0 389.2161865234375 220.0 407.244873046875 3731.0 768.1907348632812 120.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850283 PEPMASS=581.227234 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E8_GE8_01_8231.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169695-02_C27H36O11_[2-(3,4-Dimethoxyphenyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-yl]methyl hexopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(OC)C=C(C=C1)C2OC3=C(OC)C=C(CCCO)C=C3C2COC4OC(CO)C(O)C(O)C4O INCHI=InChI=1S/C27H36O11/c1-33-18-7-6-15(11-19(18)34-2)25-17(13-36-27-24(32)23(31)22(30)21(12-29)37-27)16-9-14(5-4-8-28)10-20(35-3)26(16)38-25/h6-7,9-11,17,21-25,27-32H,4-5,8,12-13H2,1-3H3 INCHIAUX=GOLVEYNUJMICCU-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850283 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850283 SCANS=310 97.06718444824219 521.0 113.02745819091797 408.0 127.07444763183594 223.0 129.015625 168.0 161.0454864501953 1298.0 182.53382873535156 36.0 203.0341796875 69.0 225.0560760498047 144.0 227.8085174560547 172.0 256.53533935546875 188.0 265.8161315917969 44.0 291.1592712402344 232.0 292.1800842285156 164.0 321.2232360839844 185.0 323.2330017089844 81.0 353.256103515625 116.0 373.1548767089844 156.0 388.2537841796875 209.0 407.2671813964844 152.0 418.25836181640625 104.0 421.26806640625 157.0 424.25238037109375 147.0 426.28094482421875 106.0 444.28118896484375 108.0 471.3126525878906 113.0 485.28277587890625 110.0 486.2928466796875 2006.0 487.29608154296875 150.0 502.1690673828125 132.0 504.0556945800781 264.0 504.26568603515625 65.0 505.22296142578125 550.0 508.36944580078125 89.0 508.5701599121094 45.0 516.2747192382812 58.0 517.2078247070312 1901.0 530.0817260742188 112.0 530.8992919921875 24.0 533.31640625 1052.0 534.313720703125 8656.0 535.1549072265625 203.0 535.2208862304688 801.0 535.3056640625 720.0 535.408203125 94.0 536.8380126953125 110.0 539.0640258789062 53.0 561.177490234375 105.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850284 PEPMASS=357.172913 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E8_GE8_01_8231.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347538-02_C21H26O5_15,16-Dimethoxytricyclo[12.3.1.1~2,6~]nonadeca-1(18),2(19),3,5,14,16-hexaene-3,9,17-triol [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C2=CC(=C1OC)CCCCC(O)CCC3=CC=C(O)C2=C3 INCHI=InChI=1S/C21H26O5/c1-25-20-14-5-3-4-6-15(22)9-7-13-8-10-18(23)16(11-13)17(12-14)19(24)21(20)26-2/h8,10-12,15,22-24H,3-7,9H2,1-2H3 INCHIAUX=UTKZLHKWTSXNQI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850284 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850284 SCANS=447 158.03692626953125 201.0 173.12612915039062 72.0 204.9904327392578 153.0 213.04830932617188 218.0 227.1439208984375 722.0 230.06307983398438 248.0 271.1408996582031 76.0 299.12744140625 253.0 309.1148376464844 132.0 311.2190856933594 120.0 327.1228332519531 2566.0 341.6729736328125 113.0 342.14508056640625 2041.0 342.31427001953125 185.0 355.89154052734375 81.0 357.168701171875 5226.0 359.5904846191406 77.0 974.0890502929688 174.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850289 PEPMASS=533.315002 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E8_GE8_01_8231.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380418-01_C30H46O8_(1alpha,2alpha,3beta,5xi,9xi,13xi,14xi,18xi)-1,2,3,22,23,29-Hexahydroxy-13,27-cycloolean-11-en-28-oic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(CO)CC(O)[C@@]2(CCC34CC3(\C=C/C5[C@@]4(C)CCC6C(C)(CO)[C@@H](O)[C@H](O)[C@H](O)[C@]56C)C2C1)C(O)=O INCHI=InChI=1S/C30H46O8/c1-24(14-31)11-18-28-8-6-17-26(3,29(28,13-28)9-10-30(18,23(37)38)19(33)12-24)7-5-16-25(2,15-32)21(35)20(34)22(36)27(16,17)4/h6,8,16-22,31-36H,5,7,9-15H2,1-4H3,(H,37,38)/t16?,17?,18?,19?,20-,21-,22-,24?,25?,26+,27-,28?,29?,30-/m0/s1 INCHIAUX=IXIMDUAPYHOVHL-QQQCTMDWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850289 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850289 SCANS=305 253.40216064453125 72.0 254.30203247070312 53.0 257.5076904296875 138.0 260.6746826171875 79.0 288.7948913574219 351.0 301.0382080078125 143.0 330.2876892089844 137.0 392.2713623046875 148.0 409.73968505859375 120.0 410.1021728515625 75.0 421.2742004394531 236.0 427.3262634277344 133.0 439.27679443359375 91.0 445.3035888671875 127.0 460.3008728027344 84.0 485.29229736328125 2365.0 486.2904357910156 104.0 515.3057861328125 1186.0 530.3078002929688 296.0 530.5911865234375 171.0 531.3539428710938 134.0 531.7479248046875 246.0 532.8898315429688 153.0 533.098876953125 194.0 533.3130493164062 34765.0 533.41015625 174.0 534.198974609375 92.0 534.7901000976562 87.0 539.6200561523438 74.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850292 PEPMASS=579.320862 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E8_GE8_01_8231.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380418-01_C30H46O8_(1alpha,2alpha,3beta,5xi,9xi,13xi,14xi,18xi)-1,2,3,22,23,29-Hexahydroxy-13,27-cycloolean-11-en-28-oic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(CO)CC(O)[C@@]2(CCC34CC3(\C=C/C5[C@@]4(C)CCC6C(C)(CO)[C@@H](O)[C@H](O)[C@H](O)[C@]56C)C2C1)C(O)=O INCHI=InChI=1S/C30H46O8/c1-24(14-31)11-18-28-8-6-17-26(3,29(28,13-28)9-10-30(18,23(37)38)19(33)12-24)7-5-16-25(2,15-32)21(35)20(34)22(36)27(16,17)4/h6,8,16-22,31-36H,5,7,9-15H2,1-4H3,(H,37,38)/t16?,17?,18?,19?,20-,21-,22-,24?,25?,26+,27-,28?,29?,30-/m0/s1 INCHIAUX=IXIMDUAPYHOVHL-QQQCTMDWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850292 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850292 SCANS=304 97.03024291992188 218.0 123.04237365722656 166.0 135.0799102783203 188.0 145.06712341308594 184.0 189.13111877441406 181.0 196.95802307128906 209.0 197.3270263671875 113.0 197.8453369140625 118.0 206.12802124023438 211.0 238.013427734375 173.0 240.61585998535156 53.0 244.7257843017578 224.0 249.85845947265625 168.0 251.00852966308594 61.0 251.230224609375 64.0 254.90077209472656 255.0 254.97909545898438 126.0 255.9925079345703 127.0 258.806396484375 157.0 258.9493408203125 167.0 259.3246765136719 257.0 259.8114013671875 69.0 268.5525817871094 49.0 268.95660400390625 115.0 269.1652526855469 77.0 269.53509521484375 168.0 272.8642883300781 155.0 279.3067626953125 78.0 283.0008850097656 106.0 283.0757141113281 70.0 284.04742431640625 46.0 288.0181579589844 109.0 297.19097900390625 287.0 313.1179504394531 208.0 315.23553466796875 202.0 326.0454406738281 119.0 326.4097900390625 142.0 333.22216796875 225.0 337.2560119628906 112.0 339.14703369140625 145.0 351.2701416015625 105.0 361.2209777832031 230.0 379.3132019042969 138.0 386.2467041015625 225.0 389.2385559082031 256.0 391.2605895996094 310.0 392.2643737792969 147.0 395.2491760253906 165.0 411.25872802734375 139.0 421.2944030761719 397.0 427.294677734375 85.0 436.27142333984375 94.0 439.290283203125 570.0 441.3022155761719 234.0 443.28271484375 185.0 445.4866638183594 95.0 459.33111572265625 109.0 471.3180847167969 87.0 474.2909851074219 73.0 483.2919006347656 199.0 484.2670593261719 196.0 485.2944030761719 7948.0 485.6035461425781 118.0 486.2971496582031 115.0 488.9554443359375 207.0 489.0536193847656 134.0 503.2940673828125 111.0 507.7432861328125 193.0 515.0744018554688 65.0 515.3055419921875 1694.0 516.5359497070312 146.0 525.0830078125 94.0 525.7241821289062 115.0 530.39892578125 72.0 530.8483276367188 91.0 531.0570678710938 83.0 531.3018798828125 48.0 531.7556762695312 108.0 531.8753051757812 172.0 532.0216674804688 111.0 532.28564453125 104.0 532.631591796875 324.0 532.7057495117188 60.0 532.8511352539062 148.0 532.9506225585938 163.0 533.1768188476562 159.0 533.20458984375 207.0 533.3131103515625 143330.0 533.4585571289062 139.0 533.554931640625 159.0 533.66064453125 91.0 533.9949340820312 240.0 534.1805419921875 114.0 534.31640625 584.0 535.5657958984375 124.0 536.0291137695312 103.0 536.9825439453125 147.0 537.1582641601562 103.0 537.377685546875 54.0 537.418701171875 185.0 537.75341796875 166.0 555.3231811523438 76.0 580.264404296875 189.0 733.6572875976562 325.0 1706.9659423828125 84.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850295 PEPMASS=446.256897 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E2_GE2_01_8225.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380312-01_C24H35NO4_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC1NC(=O)C23OC(=O)\C=C\CC(O)CCC(=C\C2\C=C(C)/C(C)C13)\C INCHI=InChI=1S/C24H35NO4/c1-14(2)11-20-22-17(5)16(4)13-18-12-15(3)9-10-19(26)7-6-8-21(27)29-24(18,22)23(28)25-20/h6,8,12-14,17-20,22,26H,7,9-11H2,1-5H3,(H,25,28)/b8-6+,15-12+ INCHIAUX=NDJDZINMNBVVHS-QWPOMPHKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850295 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850295 SCANS=489 153.6649169921875 186.0 154.088134765625 4893.0 154.16380310058594 52.0 245.1602783203125 193.0 271.1821594238281 185.0 400.2572326660156 398.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850298 PEPMASS=416.173614 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E2_GE2_01_8225.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380314-01_C22H27NO7_3,5,7,9-Undecatetraenoic acid, 2-ethylidene-11-[4-hydroxy-4-(2-hydroxyethyl)-2-oxo-6-oxa-3-azabicyclo[3.1.0]hex-1-yl]-4,10-dimethyl-11-oxo-, methyl ester, (2Z,3E,5E,7E,9E)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C(=C/C)\C=C(C)\C=C\C=C\C=C(C)\C(=O)C12OC1C(O)(CCO)NC2=O INCHI=InChI=1S/C22H27NO7/c1-5-16(18(26)29-4)13-14(2)9-7-6-8-10-15(3)17(25)22-19(30-22)21(28,11-12-24)23-20(22)27/h5-10,13,19,24,28H,11-12H2,1-4H3,(H,23,27)/b8-6+,9-7+,14-13+,15-10+,16-5- INCHIAUX=OHWILISHWFHITP-TYVLSBBKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850298 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850298 SCANS=396 109.0330810546875 204.0 111.01094055175781 235.0 137.0471954345703 423.0 138.019775390625 655.0 138.05638122558594 213.0 139.0259552001953 398.0 151.07481384277344 219.0 165.0048065185547 132.0 175.08079528808594 149.0 188.03628540039062 489.0 202.05039978027344 147.0 225.09022521972656 163.0 231.13601684570312 82.0 239.1243896484375 208.0 246.06710815429688 364.0 249.13299560546875 220.0 256.5855407714844 37.0 260.90625 173.0 262.8690490722656 76.0 263.03173828125 121.0 298.06744384765625 161.0 313.13897705078125 219.0 314.104736328125 238.0 320.1302185058594 243.0 328.1225891113281 450.0 344.1876525878906 45.0 386.1526184082031 158.0 398.16448974609375 60.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850301 PEPMASS=462.179779 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E2_GE2_01_8225.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380314-01_C22H27NO7_3,5,7,9-Undecatetraenoic acid, 2-ethylidene-11-[4-hydroxy-4-(2-hydroxyethyl)-2-oxo-6-oxa-3-azabicyclo[3.1.0]hex-1-yl]-4,10-dimethyl-11-oxo-, methyl ester, (2Z,3E,5E,7E,9E)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C(=C/C)\C=C(C)\C=C\C=C\C=C(C)\C(=O)C12OC1C(O)(CCO)NC2=O INCHI=InChI=1S/C22H27NO7/c1-5-16(18(26)29-4)13-14(2)9-7-6-8-10-15(3)17(25)22-19(30-22)21(28,11-12-24)23-20(22)27/h5-10,13,19,24,28H,11-12H2,1-4H3,(H,23,27)/b8-6+,9-7+,14-13+,15-10+,16-5- INCHIAUX=OHWILISHWFHITP-TYVLSBBKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850301 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850301 SCANS=385 95.01304626464844 260.0 109.03272247314453 312.0 113.06132507324219 235.0 121.06632232666016 198.0 126.81574249267578 93.0 133.0653533935547 374.0 137.05563354492188 369.0 138.02175903320312 2636.0 139.02735900878906 2072.0 139.07489013671875 310.0 140.033203125 497.0 141.0545196533203 240.0 147.080322265625 357.0 150.05929565429688 484.0 151.03123474121094 185.0 152.03688049316406 468.0 153.05140686035156 138.0 158.05162048339844 361.0 162.01719665527344 252.0 163.03912353515625 239.0 163.06781005859375 150.0 165.08990478515625 332.0 166.06192016601562 198.0 171.01486206054688 109.0 173.06387329101562 225.0 175.0786895751953 165.0 177.037109375 196.0 177.0911102294922 176.0 178.0526580810547 193.0 178.07887268066406 281.0 182.0767364501953 296.0 188.07298278808594 161.0 190.05633544921875 283.0 191.0355682373047 431.0 191.1027069091797 104.0 193.08859252929688 394.0 195.103515625 147.0 199.0748748779297 189.0 199.110107421875 178.0 205.10128784179688 124.0 206.05953979492188 177.0 211.11216735839844 180.0 214.116943359375 94.0 222.07089233398438 172.0 231.13548278808594 822.0 236.0906982421875 132.0 237.09437561035156 165.0 238.04588317871094 265.0 240.0785369873047 152.0 243.1394805908203 141.0 248.0941925048828 61.0 254.1396942138672 221.0 259.13592529296875 168.0 261.1429748535156 126.0 266.1560363769531 98.0 267.1384582519531 74.0 271.1222229003906 127.0 282.1179504394531 177.0 284.12713623046875 73.0 285.114990234375 895.0 287.1314392089844 1008.0 296.0913391113281 111.0 297.1131286621094 113.0 301.1503601074219 323.0 311.1271057128906 245.0 312.1120910644531 125.0 314.1480407714844 301.0 316.1207580566406 272.0 325.146484375 133.0 325.201904296875 200.0 326.1463928222656 104.0 327.1068420410156 140.0 328.1112976074219 442.0 330.1465759277344 357.0 342.1488037109375 124.0 343.1471862792969 1900.0 344.1574401855469 145.0 368.153564453125 395.0 373.1684875488281 1109.0 373.2032775878906 307.0 386.1612548828125 749.0 398.171630859375 200.0 416.1625061035156 813.0 418.2225646972656 161.0 461.2305908203125 553.0 462.2207946777344 103.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850304 PEPMASS=461.220581 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E2_GE2_01_8225.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380320-01_C25H34O8_1H-Furo[3,4-b]xanthene-9-propanoic acid, 3,5a,6,7,8,9,9a,10-octahydro-7-hydroxy-8-(1-hydroxy-1-methylethyl)-11-methoxy-4,5a,9-trimethyl-1-oxo-, (5aS,9R,9aR)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2C[C@H]3[C@](C)(CC(O)C(C(C)(C)O)[C@]3(C)CCC(O)=O)OC2=C(C)C4=C1C(=O)OC4 INCHI=InChI=1S/C25H34O8/c1-12-14-11-32-22(29)18(14)20(31-6)13-9-16-24(4,8-7-17(27)28)21(23(2,3)30)15(26)10-25(16,5)33-19(12)13/h15-16,21,26,30H,7-11H2,1-6H3,(H,27,28)/t15?,16-,21?,24-,25+/m1/s1 INCHIAUX=NNOMPFCNQCRAIO-RQAAHYCXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850304 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850304 SCANS=350 142.02487182617188 61.0 145.03610229492188 201.0 162.0693817138672 177.0 177.2263946533203 227.0 191.03701782226562 2441.0 192.99168395996094 160.0 193.05015563964844 177.0 207.06863403320312 157.0 211.9254150390625 158.0 223.72030639648438 90.0 228.1966552734375 256.0 238.0454559326172 263.0 259.10003662109375 61.0 288.8465576171875 113.0 296.0943298339844 141.0 298.9903564453125 123.0 311.1266174316406 82.0 313.1341857910156 109.0 315.1225280761719 418.0 329.1031494140625 209.0 329.139892578125 1208.0 331.149658203125 61.0 341.1708984375 132.0 359.1534423828125 233.0 385.1637878417969 682.0 389.19549560546875 846.0 401.1584777832031 123.0 403.1739501953125 551.0 415.1573486328125 92.0 443.20611572265625 255.0 458.4968566894531 91.0 460.1253662109375 117.0 460.8837585449219 296.0 461.2191162109375 38305.0 461.3204345703125 99.0 462.240478515625 75.0 462.46978759765625 161.0 462.7612609863281 88.0 463.3628234863281 131.0 464.84881591796875 155.0 464.9111328125 86.0 959.623291015625 126.0 1613.2032470703125 74.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850307 PEPMASS=443.209534 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E2_GE2_01_8225.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380320-01_C25H34O8_1H-Furo[3,4-b]xanthene-9-propanoic acid, 3,5a,6,7,8,9,9a,10-octahydro-7-hydroxy-8-(1-hydroxy-1-methylethyl)-11-methoxy-4,5a,9-trimethyl-1-oxo-, (5aS,9R,9aR)- [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2C[C@H]3[C@](C)(CC(O)C(C(C)(C)O)[C@]3(C)CCC(O)=O)OC2=C(C)C4=C1C(=O)OC4 INCHI=InChI=1S/C25H34O8/c1-12-14-11-32-22(29)18(14)20(31-6)13-9-16-24(4,8-7-17(27)28)21(23(2,3)30)15(26)10-25(16,5)33-19(12)13/h15-16,21,26,30H,7-11H2,1-6H3,(H,27,28)/t15?,16-,21?,24-,25+/m1/s1 INCHIAUX=NNOMPFCNQCRAIO-RQAAHYCXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850307 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850307 SCANS=420 176.04310607910156 97.0 191.03456115722656 862.0 192.04319763183594 120.0 201.0970916748047 145.0 213.0947265625 73.0 217.11184692382812 71.0 261.11236572265625 219.0 273.08587646484375 176.0 285.1144714355469 130.0 305.54534912109375 209.0 315.1634826660156 258.0 327.1587219238281 143.0 355.14892578125 138.0 371.1967468261719 104.0 399.2124328613281 219.0 407.1983337402344 225.0 425.18658447265625 260.0 443.2071533203125 9011.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850310 PEPMASS=497.197021 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E2_GE2_01_8225.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380320-01_C25H34O8_1H-Furo[3,4-b]xanthene-9-propanoic acid, 3,5a,6,7,8,9,9a,10-octahydro-7-hydroxy-8-(1-hydroxy-1-methylethyl)-11-methoxy-4,5a,9-trimethyl-1-oxo-, (5aS,9R,9aR)- [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2C[C@H]3[C@](C)(CC(O)C(C(C)(C)O)[C@]3(C)CCC(O)=O)OC2=C(C)C4=C1C(=O)OC4 INCHI=InChI=1S/C25H34O8/c1-12-14-11-32-22(29)18(14)20(31-6)13-9-16-24(4,8-7-17(27)28)21(23(2,3)30)15(26)10-25(16,5)33-19(12)13/h15-16,21,26,30H,7-11H2,1-6H3,(H,27,28)/t15?,16-,21?,24-,25+/m1/s1 INCHIAUX=NNOMPFCNQCRAIO-RQAAHYCXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850310 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850310 SCANS=356 179.11045837402344 330.0 191.0335235595703 452.0 193.16229248046875 186.0 329.1364440917969 298.0 367.1540832519531 183.0 374.0173645019531 167.0 385.1693115234375 132.0 389.2085876464844 176.0 461.2171936035156 5409.0 461.5960998535156 145.0 1085.5777587890625 63.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850313 PEPMASS=507.225922 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E2_GE2_01_8225.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380320-01_C25H34O8_1H-Furo[3,4-b]xanthene-9-propanoic acid, 3,5a,6,7,8,9,9a,10-octahydro-7-hydroxy-8-(1-hydroxy-1-methylethyl)-11-methoxy-4,5a,9-trimethyl-1-oxo-, (5aS,9R,9aR)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2C[C@H]3[C@](C)(CC(O)C(C(C)(C)O)[C@]3(C)CCC(O)=O)OC2=C(C)C4=C1C(=O)OC4 INCHI=InChI=1S/C25H34O8/c1-12-14-11-32-22(29)18(14)20(31-6)13-9-16-24(4,8-7-17(27)28)21(23(2,3)30)15(26)10-25(16,5)33-19(12)13/h15-16,21,26,30H,7-11H2,1-6H3,(H,27,28)/t15?,16-,21?,24-,25+/m1/s1 INCHIAUX=NNOMPFCNQCRAIO-RQAAHYCXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850313 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850313 SCANS=355 77.80416107177734 171.0 153.20632934570312 84.0 161.09591674804688 257.0 170.95350646972656 100.0 187.1131591796875 203.0 191.0336151123047 3458.0 193.06033325195312 225.0 206.0592041015625 304.0 207.0677490234375 171.0 215.1370849609375 124.0 218.48048400878906 52.0 220.1361083984375 163.0 221.6809539794922 307.0 223.08837890625 77.0 225.73129272460938 90.0 225.77438354492188 133.0 225.99757385253906 117.0 226.07937622070312 162.0 226.7739715576172 148.0 228.29164123535156 144.0 232.09335327148438 122.0 235.1031494140625 217.0 237.09381103515625 220.0 238.04664611816406 916.0 249.39556884765625 96.0 254.60556030273438 66.0 255.94973754882812 202.0 261.1141052246094 319.0 266.3142395019531 172.0 267.5664367675781 211.0 270.74151611328125 251.0 278.50653076171875 161.0 281.5016174316406 192.0 285.69000244140625 52.0 285.9251708984375 209.0 297.1029357910156 320.0 311.1208190917969 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CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C5_RC5_01_8366.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385538-01_C35H44O13_(1R,2R,3R,4S,5S,7R,8R,9R,10S,14R)-1,8,16-Triacetoxy-2-(glycoloyloxy)-7-hydroxy-5,9,12,12-tetramethyl-13-oxotetracyclo[7.6.1.0~3,7~.0~10,14~]hexadec-4-yl benzoate [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H]1C[C@]2(O)[C@H](OC(C)=O)[C@@]3(C)[C@H]4CC(C)(C)C(=O)[C@@H]4C[C@@](OC(C)=O)([C@H](OC(=O)CO)[C@H]2[C@H]1OC(=O)C5=CC=CC=C5)[C@@H]3OC(C)=O INCHI=InChI=1S/C35H44O13/c1-17-13-34(43)25(26(17)47-29(42)21-11-9-8-10-12-21)28(46-24(40)16-36)35(48-20(4)39)14-22-23(15-32(5,6)27(22)41)33(7,30(34)44-18(2)37)31(35)45-19(3)38/h8-12,17,22-23,25-26,28,30-31,36,43H,13-16H2,1-7H3/t17-,22+,23-,25+,26-,28+,30+,31+,33+,34+,35+/m0/s1 INCHIAUX=XIZUZZXWYLTRAC-BSCNZNARSA-N PUBMED=N/A 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653.4415283203125 106.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850319 PEPMASS=1409.667969 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A7_RA7_01_8356.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385699-01_C66H106O32_6-Deoxy-alpha-L-mannopyranosyl-(1->4)-6-deoxy-alpha-L-mannopyranosyl-(1->2)-1-O-[(3beta,5xi,9xi)-3-{[6-deoxy-alpha-L-mannopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->2)-beta-D-glucopyranuronosyl]oxy}-24-hydroxy-28-oxoolean-12-en-28-yl]-beta-D-glucopyranose [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(C)OC(OC3C(O)C(O)C(CO)OC3OC(=O)C45CCC(C)(C)CC4C/6=C/CC7C8(C)CCC(OC9OC(C(O)C(O)C9OC%10OC(CO)C(O)C(OC%11OC(C)C(O)C(O)C%11O)C%10O)C(O)=O)C(C)(CO)C8CCC7(C)C6(C)CC5)C(O)C2O)C(O)C(O)C1O 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576.8109130859375 118.0 578.527099609375 207.0 579.0238647460938 169.0 579.27001953125 131.0 581.5775146484375 186.0 588.1089477539062 66.0 591.2877197265625 123.0 605.3012084960938 2379.0 605.4505004882812 117.0 606.3057250976562 154.0 632.9867553710938 70.0 639.4463500976562 105.0 650.5338745117188 146.0 651.3032836914062 3625.0 652.2828369140625 152.0 652.3322143554688 258.0 662.794921875 54.0 763.9700317382812 165.0 781.4868774414062 127.0 787.9957885742188 82.0 878.77587890625 189.0 944.9323120117188 89.0 973.6983642578125 122.0 1049.6309814453125 141.0 1099.5076904296875 107.0 1835.0140380859375 172.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850331 PEPMASS=401.200073 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G2_GG2_01_8238.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380086-01_C23H30O6_2,4,6-Octatrienoic acid, (5aS,9aS,9bS)-1,3,5,5a,6,7,8,9,9a,9b-decahydro-3,9b-dihydroxy-6,6,9a-trimethyl-1-oxonaphtho[1,2-c]furan-5-yl ester, (2E,4E,6E)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C/C=C/C=C/C=C/C(=O)OC1\C=C/2C(O)OC(=O)[C@]2(O)[C@@]3(C)CCCC(C)(C)[C@H]13 INCHI=InChI=1S/C23H30O6/c1-5-6-7-8-9-11-17(24)28-16-14-15-19(25)29-20(26)23(15,27)22(4)13-10-12-21(2,3)18(16)22/h5-9,11,14,16,18-19,25,27H,10,12-13H2,1-4H3/b6-5+,8-7+,11-9+/t16?,18-,19?,22-,23-/m0/s1 INCHIAUX=SZNYTCZAXYAIIP-QHWYAWRRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850331 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850331 SCANS=572 133.71157836914062 267.0 137.0613250732422 994.0 138.6091766357422 66.0 150.0678253173828 134.0 191.1475067138672 702.0 201.13072204589844 630.0 204.10516357421875 133.0 219.0994110107422 110.0 219.13815307617188 3026.0 235.13243103027344 2023.0 261.9273681640625 38.0 263.1287841796875 6810.0 401.2049865722656 397.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850334 PEPMASS=363.162872 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G2_GG2_01_8238.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380087-01_C23H24O4_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)OC2=C3C4CC(C)(CCC14)OC3=CC(=C2C(=O)C5=CC=CC=C5)O INCHI=InChI=1S/C23H24O4/c1-22(2)15-9-10-23(3)12-14(15)18-17(26-23)11-16(24)19(21(18)27-22)20(25)13-7-5-4-6-8-13/h4-8,11,14-15,24H,9-10,12H2,1-3H3 INCHIAUX=XUPOZHDUFRMVTF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850334 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850334 SCANS=615 132.29090881347656 221.0 136.87539672851562 255.0 143.20217895507812 183.0 170.9821014404297 74.0 173.03179931640625 423.0 176.95553588867188 157.0 179.31727600097656 170.0 189.0174102783203 486.0 191.7013397216797 119.0 223.07327270507812 159.0 225.0582275390625 206.0 226.06198120117188 292.0 238.1969451904297 203.0 253.0508575439453 305.0 254.09725952148438 173.0 266.0984191894531 120.0 267.0644836425781 2035.0 267.1394348144531 41.0 268.074462890625 143.0 281.0801086425781 179.0 282.0877685546875 1045.0 294.0866394042969 330.0 314.08038330078125 170.0 315.0837707519531 125.0 362.739990234375 144.0 363.0864562988281 260.0 363.15948486328125 7425.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850336 PEPMASS=430.153839 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G2_GG2_01_8238.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380089-01_C22H25NO8_1-Oxa-7-azaspiro[4.4]non-2-ene-4,6-dione, 8-benzoyl-2-[(1S,2S,3Z)-1,2-dihydroxy-3-hexen-1-yl]-9-hydroxy-8-methoxy-3-methyl-, (5S,8S,9R)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC\C=C/[C@H](O)[C@H](O)\C1=C(/C)C(=O)[C@@]2(O1)[C@@H](O)[C@](NC2=O)(OC)C(=O)C3=CC=CC=C3 INCHI=InChI=1S/C22H25NO8/c1-4-5-11-14(24)15(25)16-12(2)17(26)21(31-16)19(28)22(30-3,23-20(21)29)18(27)13-9-7-6-8-10-13/h5-11,14-15,19,24-25,28H,4H2,1-3H3,(H,23,29)/b11-5-/t14-,15-,19+,21+,22+/m0/s1 INCHIAUX=SLYDIPAXCVVRNY-UOWMTANKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850336 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850336 SCANS=323 124.03482055664062 117.0 125.02680969238281 149.0 139.0382537841797 1529.0 140.0350799560547 228.0 142.07437133789062 186.0 144.0477294921875 275.0 145.03024291992188 390.0 148.03887939453125 412.0 153.0213623046875 124.0 156.0210418701172 230.0 156.04293823242188 169.0 157.0652618408203 117.0 158.0601806640625 323.0 160.03854370117188 1633.0 162.0546112060547 161.0 164.03158569335938 115.0 168.0220184326172 417.0 170.0180206298828 145.0 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NAME=NCGC00347503-03_C22H38O8_Spiro[naphthalene-1(2H),2'-oxirane]-2,3-diol, octahydro-5,6,8a-trimethyl-5-[2-(tetrahydro-3,4-dihydroxy-2,5-dimethoxy-3-furanyl)ethyl]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1OC(OC)C(O)(CCC2(C)C(C)CCC3(C)C2CC(O)C(O)C34CO4)C1O INCHI=InChI=1S/C22H38O8/c1-12-6-7-20(3)14(10-13(23)15(24)22(20)11-29-22)19(12,2)8-9-21(26)16(25)17(27-4)30-18(21)28-5/h12-18,23-26H,6-11H2,1-5H3 INCHIAUX=RLYPFWBODVDUHT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850352 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850352 SCANS=339 147.08062744140625 227.0 275.1512451171875 189.0 303.1776428222656 205.0 309.16259765625 79.0 311.176025390625 166.0 323.1915588378906 96.0 327.2200927734375 308.0 329.18914794921875 200.0 335.2047424316406 151.0 349.1989440917969 218.0 365.2003479003906 309.0 381.22039794921875 134.0 383.2353515625 292.0 393.2069091796875 158.0 393.2334899902344 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INCHI=InChI=1S/C18H17ClO6/c1-9-6-15-14(25-15)5-3-2-4-10(20)7-11-16(18(23)24-9)12(21)8-13(22)17(11)19/h2-5,8-9,14-15,21-22H,6-7H2,1H3/b4-2+,5-3-/t9-,14+,15+/m1/s1 INCHIAUX=WYZWZEOGROVVHK-RPJJWQTDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850355 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850355 SCANS=414 102.0088119506836 175.0 105.00514221191406 158.0 114.99434661865234 231.0 119.05294799804688 177.0 129.0213165283203 109.0 130.03985595703125 46.0 133.03846740722656 171.0 150.02651977539062 189.0 155.0662078857422 192.0 161.0563201904297 190.0 171.04945373535156 168.0 181.0216064453125 158.0 181.97998046875 121.0 182.0338592529297 138.0 182.9865264892578 537.0 183.05516052246094 150.0 186.033203125 157.0 194.9888916015625 147.0 195.99826049804688 262.0 196.05543518066406 171.0 197.05645751953125 127.0 197.09799194335938 92.0 199.0766143798828 190.0 200.01058959960938 469.0 201.0059051513672 129.0 212.0464630126953 135.0 213.05709838867188 101.0 217.54193115234375 72.0 219.262939453125 49.0 221.0673828125 22.0 223.99322509765625 313.0 224.9989013671875 159.0 237.0979461669922 175.0 239.03225708007812 134.0 240.04238891601562 103.0 241.05523681640625 137.0 247.02352905273438 314.0 259.09063720703125 244.0 268.0409851074219 126.0 273.03289794921875 132.0 274.0397644042969 146.0 275.01348876953125 288.0 281.08245849609375 212.0 283.0989685058594 158.0 298.738037109375 123.0 335.0776672363281 222.0 345.057861328125 253.0 363.0622253417969 4582.0 443.5277404785156 184.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850358 PEPMASS=537.163879 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E4_GE4_01_8227.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380349-01_C25H30O13_Cyclopenta[c]pyran-4-carboxylic acid, 6-(acetyloxy)-5-(benzoyloxy)-1-(hexopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-7-methyl- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1C(OC(C)=O)C(OC(=O)C2=CC=CC=C2)C\3C1C(O\C=C3C(O)=O)OC4OC(CO)C(O)C(O)C4O INCHI=InChI=1S/C25H30O13/c1-10-15-16(21(20(10)35-11(2)27)37-23(33)12-6-4-3-5-7-12)13(22(31)32)9-34-24(15)38-25-19(30)18(29)17(28)14(8-26)36-25/h3-7,9-10,14-21,24-26,28-30H,8H2,1-2H3,(H,31,32) INCHIAUX=IRSUXHBCTWMHAK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850358 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850358 SCANS=327 121.02871704101562 2495.0 121.16015625 129.0 123.00739288330078 187.0 131.04885864257812 839.0 143.03590393066406 116.0 148.05291748046875 178.0 149.03639221191406 54.0 149.059326171875 778.0 149.1380615234375 91.0 175.03797912597656 716.0 180.61192321777344 181.0 191.06982421875 187.0 253.07347106933594 618.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850361 PEPMASS=583.169373 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E4_GE4_01_8227.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380349-01_C25H30O13_Cyclopenta[c]pyran-4-carboxylic acid, 6-(acetyloxy)-5-(benzoyloxy)-1-(hexopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-7-methyl- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1C(OC(C)=O)C(OC(=O)C2=CC=CC=C2)C\3C1C(O\C=C3C(O)=O)OC4OC(CO)C(O)C(O)C4O INCHI=InChI=1S/C25H30O13/c1-10-15-16(21(20(10)35-11(2)27)37-23(33)12-6-4-3-5-7-12)13(22(31)32)9-34-24(15)38-25-19(30)18(29)17(28)14(8-26)36-25/h3-7,9-10,14-21,24-26,28-30H,8H2,1-2H3,(H,31,32) INCHIAUX=IRSUXHBCTWMHAK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850361 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850361 SCANS=329 89.02488708496094 245.0 90.33676147460938 121.0 93.91431427001953 216.0 99.00608825683594 231.0 101.02230072021484 470.0 101.79174041748047 141.0 106.04259490966797 296.0 113.02552032470703 195.0 113.86669158935547 229.0 119.03392028808594 789.0 120.35993194580078 93.0 121.02882385253906 20832.0 121.06682586669922 720.0 122.94061279296875 63.0 123.0053939819336 339.0 129.11654663085938 129.0 131.0494842529297 5216.0 137.02658081054688 201.0 144.06773376464844 91.0 147.04373168945312 229.0 149.05958557128906 3204.0 150.14840698242188 113.0 152.33485412597656 42.0 161.04750061035156 623.0 163.07540893554688 210.0 165.009033203125 231.0 175.0388641357422 5974.0 175.28509521484375 118.0 175.3314666748047 257.0 176.04505920410156 185.0 179.05572509765625 1569.0 181.05149841308594 159.0 187.0439910888672 198.0 187.49923706054688 404.0 191.06362915039062 208.0 192.24588012695312 125.0 193.0532989501953 993.0 201.05503845214844 294.0 203.0692138671875 144.0 207.0653533935547 134.0 209.08470153808594 88.0 253.07325744628906 2755.0 295.0773010253906 247.0 311.1124267578125 240.0 325.0970153808594 107.0 331.1227722167969 158.0 355.10284423828125 2466.0 368.1390686035156 113.0 371.1278381347656 473.0 373.114013671875 110.0 375.11126708984375 850.0 537.1630859375 5238.0 547.22509765625 134.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850364 PEPMASS=293.104095 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E4_GE4_01_8227.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380353-01_C15H18O6_Pentaleno[1,6a-c]pyran-9-carboxylic acid, 1,3,4,7,7a,9a-hexahydro-4-hydroxy-4-(hydroxymethyl)-6,7-dimethyl-3-oxo-, (4R,7S,7aR,9aR)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H]\1[C@H]2\C=C(/[C@@H]3COC(=O)[C@](O)(CO)C23\C=C1C)C(O)=O INCHI=InChI=1S/C15H18O6/c1-7-4-14-10(8(7)2)3-9(12(17)18)11(14)5-21-13(19)15(14,20)6-16/h3-4,8,10-11,16,20H,5-6H2,1-2H3,(H,17,18)/t8-,10-,11+,14?,15-/m1/s1 INCHIAUX=FWDDYLWFBHUEKH-QXGHTHNXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850364 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850364 SCANS=297 135.07814025878906 376.0 147.11669921875 370.0 163.11386108398438 320.0 175.10829162597656 177.0 177.08457946777344 113.0 185.09347534179688 183.0 191.10775756835938 163.0 231.10206604003906 210.0 249.1164093017578 706.0 293.1011962890625 2400.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850367 PEPMASS=339.109802 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E4_GE4_01_8227.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380353-01_C15H18O6_Pentaleno[1,6a-c]pyran-9-carboxylic acid, 1,3,4,7,7a,9a-hexahydro-4-hydroxy-4-(hydroxymethyl)-6,7-dimethyl-3-oxo-, (4R,7S,7aR,9aR)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H]\1[C@H]2\C=C(/[C@@H]3COC(=O)[C@](O)(CO)C23\C=C1C)C(O)=O INCHI=InChI=1S/C15H18O6/c1-7-4-14-10(8(7)2)3-9(12(17)18)11(14)5-21-13(19)15(14,20)6-16/h3-4,8,10-11,16,20H,5-6H2,1-2H3,(H,17,18)/t8-,10-,11+,14?,15-/m1/s1 INCHIAUX=FWDDYLWFBHUEKH-QXGHTHNXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850367 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850367 SCANS=306 135.08470153808594 226.0 145.1060028076172 254.0 147.1143341064453 458.0 148.2227325439453 127.0 189.0837860107422 199.0 231.10049438476562 192.0 249.11907958984375 601.0 263.0860290527344 205.0 281.1034851074219 174.0 292.1875305175781 79.0 293.10223388671875 3991.0 294.10601806640625 208.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850370 PEPMASS=402.073517 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C5_RC5_01_8268.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00162403-05_C20H18ClNO6_L-Phenylalanine, N-[[(3R)-5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl]carbonyl]- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CC2=C(C(=C(C=C2Cl)C(=O)N[C@@H](CC3=CC=CC=C3)C(O)=O)O)C(=O)O1 INCHI=InChI=1S/C20H18ClNO6/c1-10-7-12-14(21)9-13(17(23)16(12)20(27)28-10)18(24)22-15(19(25)26)8-11-5-3-2-4-6-11/h2-6,9-10,15,23H,7-8H2,1H3,(H,22,24)(H,25,26)/t10-,15+/m1/s1 INCHIAUX=RWQKHEORZBHNRI-BMIGLBTASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850370 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850370 SCANS=505 136.05332946777344 407.0 137.06214904785156 1526.0 150.33505249023438 188.0 153.054443359375 328.0 164.07382202148438 162.0 186.3503875732422 133.0 195.64549255371094 105.0 199.41285705566406 143.0 199.45994567871094 141.0 206.3700714111328 97.0 207.1392822265625 211.0 210.001953125 98.0 211.01467895507812 499.0 217.17262268066406 97.0 239.00759887695312 368.0 249.02493286132812 259.0 270.069580078125 243.0 314.0606994628906 457.0 314.0937194824219 100.0 325.2618103027344 113.0 335.236328125 105.0 353.24853515625 972.0 358.08514404296875 2931.0 371.03533935546875 204.0 371.1178894042969 58.0 371.259521484375 4382.0 371.8429260253906 141.0 372.1045227050781 116.0 372.26275634765625 390.0 383.5553894042969 93.0 401.2153015136719 95.0 401.2687072753906 2279.0 402.07757568359375 4408.0 402.2734069824219 215.0 605.3369750976562 155.0 895.2249755859375 92.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850373 PEPMASS=430.149567 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C5_RC5_01_8268.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380982-01_C22H25NO8_8-Benzoyl-2-[(3E)-1,2-dihydroxy-3-hexen-1-yl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC/C=C/C(O)C(O)C/1=C(C)/C(=O)C2(O1)C(O)C(NC2=O)(OC)C(=O)C3=CC=CC=C3 INCHI=InChI=1S/C22H25NO8/c1-4-5-11-14(24)15(25)16-12(2)17(26)21(31-16)19(28)22(30-3,23-20(21)29)18(27)13-9-7-6-8-10-13/h5-11,14-15,19,24-25,28H,4H2,1-3H3,(H,23,29)/b11-5+ INCHIAUX=SLYDIPAXCVVRNY-VZUCSPMQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850373 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850373 SCANS=362 73.76097869873047 42.0 111.04900360107422 165.0 119.04840850830078 211.0 121.0311050415039 164.0 124.03191375732422 243.0 131.0477294921875 209.0 137.03819274902344 228.0 139.04283142089844 286.0 144.04910278320312 493.0 145.0278778076172 595.0 148.03662109375 186.0 156.08250427246094 206.0 159.06558227539062 272.0 160.04043579101562 56.0 183.08274841308594 38.0 184.0410919189453 224.0 188.0506134033203 218.0 190.05758666992188 228.0 198.7930450439453 280.0 200.04307556152344 277.0 200.07357788085938 363.0 211.06109619140625 122.0 212.0753936767578 131.0 214.09783935546875 108.0 224.06698608398438 108.0 226.05508422851562 97.0 227.06094360351562 397.0 228.06317138671875 130.0 241.0895233154297 253.0 242.08607482910156 264.0 243.06243896484375 98.0 253.07057189941406 260.0 254.07159423828125 215.0 270.0878601074219 280.0 286.0754089355469 416.0 314.0820007324219 152.0 398.121826171875 109.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850376 PEPMASS=476.154755 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C5_RC5_01_8268.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380982-01_C22H25NO8_8-Benzoyl-2-[(3E)-1,2-dihydroxy-3-hexen-1-yl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC/C=C/C(O)C(O)C/1=C(C)/C(=O)C2(O1)C(O)C(NC2=O)(OC)C(=O)C3=CC=CC=C3 INCHI=InChI=1S/C22H25NO8/c1-4-5-11-14(24)15(25)16-12(2)17(26)21(31-16)19(28)22(30-3,23-20(21)29)18(27)13-9-7-6-8-10-13/h5-11,14-15,19,24-25,28H,4H2,1-3H3,(H,23,29)/b11-5+ INCHIAUX=SLYDIPAXCVVRNY-VZUCSPMQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850376 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850376 SCANS=370 83.01153564453125 228.0 101.07101440429688 196.0 109.02820587158203 245.0 111.04583740234375 157.0 121.0285873413086 162.0 121.04830169677734 104.0 124.04114532470703 501.0 125.02207946777344 162.0 137.02334594726562 158.0 138.02096557617188 205.0 139.0378875732422 1145.0 141.1003875732422 191.0 144.04641723632812 591.0 145.03106689453125 397.0 148.04039001464844 552.0 153.01812744140625 187.0 156.07516479492188 152.0 158.06382751464844 172.0 160.04013061523438 285.0 165.04466247558594 284.0 170.05319213867188 182.0 171.0833282470703 298.0 172.0391845703125 355.0 175.037353515625 186.0 176.0707550048828 269.0 176.79212951660156 154.0 184.04132080078125 327.0 188.03717041015625 559.0 189.0780792236328 243.0 198.09463500976562 240.0 200.03688049316406 900.0 200.07029724121094 818.0 200.143310546875 219.0 202.087890625 255.0 212.071044921875 106.0 214.0830078125 192.0 217.03392028808594 128.0 223.24375915527344 145.0 224.06935119628906 416.0 226.0545196533203 445.0 226.08596801757812 722.0 227.05459594726562 295.0 228.02919006347656 213.0 228.07106018066406 479.0 229.04510498046875 250.0 233.11660766601562 211.0 242.08905029296875 365.0 243.0668487548828 172.0 252.0596160888672 410.0 255.05325317382812 766.0 259.05877685546875 141.0 268.0628662109375 101.0 270.0729675292969 1801.0 286.0731506347656 381.0 289.0317077636719 121.0 293.15362548828125 88.0 296.0487365722656 336.0 301.1553039550781 184.0 313.4473571777344 74.0 313.7475280761719 94.0 314.0688781738281 856.0 314.3570251464844 67.0 351.1316833496094 132.0 354.1376647949219 151.0 356.1799011230469 223.0 373.1623840332031 266.0 418.1418762207031 111.0 431.237548828125 67.0 432.2369079589844 100.0 457.25909423828125 153.0 475.21044921875 141.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850379 PEPMASS=581.238403 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C5_RC5_01_8268.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380984-01_C33H34N4O6_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CO[C@@H]1[C@@]2(O)N(C(=O)\C3=C\C4=C([NH]C5=C4C=CC=C5)C(C)(C)\C=C/N3C2=O)[C@]67[C@H](CO)C(C)(C)N6C8=CC=CC=C8[C@]17O INCHI=InChI=1S/C33H34N4O6/c1-29(2)14-15-35-23(16-19-18-10-6-8-12-21(18)34-25(19)29)26(39)37-32(42,28(35)40)27(43-5)31(41)20-11-7-9-13-22(20)36-30(3,4)24(17-38)33(31,36)37/h6-16,24,27,34,38,41-42H,17H2,1-5H3/b15-14-,23-16-/t24-,27+,31+,32+,33+/m1/s1 INCHIAUX=VIKRIYAAOWJXCT-ZLMSUABPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850379 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850379 SCANS=450 117.01998138427734 486.0 162.20672607421875 143.0 163.25514221191406 235.0 167.06259155273438 227.0 170.05824279785156 245.0 180.69468688964844 466.0 188.09628295898438 136.0 192.15115356445312 198.0 192.26638793945312 109.0 194.08412170410156 155.0 194.10595703125 215.0 196.10568237304688 227.0 206.08241271972656 185.0 207.0921173095703 273.0 209.10122680664062 152.0 214.02947998046875 174.0 215.42520141601562 104.0 220.98239135742188 181.0 225.03106689453125 86.0 234.07684326171875 120.0 247.0784149169922 335.0 252.9264678955078 68.0 253.09559631347656 166.0 255.11302185058594 90.0 270.6192932128906 54.0 274.4916076660156 70.0 276.0832214355469 194.0 279.0023498535156 125.0 279.0854797363281 90.0 283.1170654296875 182.0 288.09619140625 366.0 289.1055603027344 251.0 290.0708923339844 327.0 291.11724853515625 604.0 294.1343688964844 114.0 304.0895080566406 174.0 305.0869445800781 290.0 306.0903015136719 187.0 317.83856201171875 105.0 318.12188720703125 2214.0 318.16033935546875 317.0 318.24853515625 70.0 319.1201477050781 216.0 321.0801696777344 304.0 322.1549377441406 126.0 323.1372375488281 662.0 331.1129150390625 197.0 331.8193359375 199.0 332.101806640625 6343.0 332.26873779296875 154.0 333.1184387207031 398.0 346.1217041015625 566.0 346.2019348144531 264.0 346.2840576171875 189.0 347.1303405761719 8261.0 347.2631530761719 207.0 347.6242980957031 152.0 348.148193359375 390.0 366.1366882324219 119.0 418.1444091796875 420.0 419.1570129394531 109.0 452.2542724609375 104.0 477.18634033203125 192.0 481.5254211425781 109.0 506.086669921875 84.0 537.2303466796875 220.0 551.2216796875 211.0 562.3265991210938 117.0 563.2305297851562 1496.0 577.2894897460938 91.0 580.2305908203125 89.0 580.3894653320312 107.0 581.2415771484375 30979.0 581.609619140625 227.0 582.2411499023438 716.0 585.5704956054688 67.0 585.9290771484375 193.0 605.2197875976562 143.0 1495.9478759765625 175.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850382 PEPMASS=327.134827 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C5_RC5_01_8268.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380985-01_C18H20N2O4_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC(=O)N/1\C=C(C(N)=O)/C(=O)/C=C1C(O)C2=CC=CC=C2 INCHI=InChI=1S/C18H20N2O4/c1-11(2)8-16(22)20-10-13(18(19)24)15(21)9-14(20)17(23)12-6-4-3-5-7-12/h3-7,9-11,17,23H,8H2,1-2H3,(H2,19,24) INCHIAUX=CCDXRMSTRMQFCG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850382 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850382 SCANS=372 85.0618667602539 226.0 94.0274887084961 465.0 100.07941436767578 260.0 101.06172180175781 455.0 106.01708984375 311.0 115.04900360107422 139.0 119.02301025390625 418.0 137.03712463378906 1423.0 161.20083618164062 208.0 163.01683044433594 354.0 173.90298461914062 122.0 200.06427001953125 259.0 221.09686279296875 299.0 225.06805419921875 3451.0 226.07647705078125 74.0 243.07640075683594 2798.0 244.0734405517578 134.0 244.0991668701172 183.0 281.14068603515625 81.0 319.94622802734375 294.0 326.74993896484375 88.0 327.1376037597656 4707.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850385 PEPMASS=385.128143 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C5_RC5_01_8268.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380989-01_C21H22O7_3H-Furo[4,3,2-de]indeno[4,5-h]-2-benzopyran-3,6,9-trione, 1,6b,7,8,9a,10,11,11b-octahydro-11-hydroxy-1-(methoxymethyl)-9a,11b-dimethyl-, (1S,6bR,9aS,11R,11bR)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COCC1OC(=O)C2=COC3=C2C1(C)\C4=C(C5CCC(=O)C5(C)CC4O)/C3=O INCHI=InChI=1S/C21H22O7/c1-20-6-11(22)16-14(10(20)4-5-12(20)23)17(24)18-15-9(7-27-18)19(25)28-13(8-26-3)21(15,16)2/h7,10-11,13,22H,4-6,8H2,1-3H3 INCHIAUX=SIROZWFVILRLGG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850385 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850385 SCANS=355 98.45479583740234 94.0 136.57369995117188 132.0 223.06954956054688 52.0 224.08096313476562 45.0 237.0507354736328 129.0 239.10939025878906 100.0 239.1304168701172 80.0 252.08262634277344 746.0 267.1039123535156 3175.0 274.4664306640625 217.0 281.0880126953125 329.0 326.11212158203125 387.0 341.13800048828125 4571.0 385.12493896484375 248.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850388 PEPMASS=303.084625 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G6_RG6_01_8294.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169917-02_C16H16O6_4-Hydroxy-2',6-dimethoxy-6'-methyl-3H,4'H-spiro[1-benzofuran-2,1'-cyclohex[2]ene]-3,4'-dione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC2=C(C(=C1)O)C(=O)C3(O2)C(C)CC(=O)/C=C3/OC INCHI=InChI=1S/C16H16O6/c1-8-4-9(17)5-13(21-3)16(8)15(19)14-11(18)6-10(20-2)7-12(14)22-16/h5-8,18H,4H2,1-3H3 INCHIAUX=RFVMVHYMAGKNDK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850388 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850388 SCANS=318 108.02188110351562 232.0 149.01797485351562 161.0 149.73846435546875 208.0 165.01852416992188 248.0 189.06463623046875 172.0 197.0328826904297 258.0 205.04649353027344 1162.0 210.0101318359375 308.0 218.0577392578125 261.0 229.0430908203125 192.0 231.29811096191406 68.0 242.04759216308594 136.0 257.0401916503906 210.0 273.0407409667969 507.0 288.0611572265625 871.0 303.0843811035156 4854.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850391 PEPMASS=337.089569 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G6_RG6_01_8294.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179755-02_C15H16O6_(2S,3S,4aS)-2,3,7-Trihydroxy-9-methoxy-4a-methyl-2,3,4,4a-tetrahydro-6H-benzo[c]chromen-6-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC2=C(C(=C1)O)C(=O)O[C@@]\3(C)C[C@H](O)[C@@H](O)\C=C23 INCHI=InChI=1S/C15H16O6/c1-15-6-12(18)10(16)5-9(15)8-3-7(20-2)4-11(17)13(8)14(19)21-15/h3-5,10,12,16-18H,6H2,1-2H3/t10-,12-,15-/m0/s1 INCHIAUX=MMHTXEATDNFMMY-WBIUFABUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850391 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850391 SCANS=333 144.69154357910156 77.0 149.1977996826172 142.0 174.03103637695312 104.0 196.04811096191406 214.0 229.08218383789062 95.0 232.0338897705078 167.0 245.07557678222656 165.0 247.09292602539062 345.0 248.0669403076172 204.0 291.087158203125 8113.0 1576.4107666015625 81.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850394 PEPMASS=281.086792 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G6_RG6_01_8294.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380761-01_C11H14N4O5_6H-Purin-6-one, 1,9-dihydro-9-(3-O-methylpentofuranosyl)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1C(O)C(OC1CO)[N]2C=NC3=C2\N=C/NC3=O INCHI=InChI=1S/C11H14N4O5/c1-19-8-5(2-16)20-11(7(8)17)15-4-14-6-9(15)12-3-13-10(6)18/h3-5,7-8,11,16-17H,2H2,1H3,(H,12,13,18) INCHIAUX=ABXDBVMGRKZFRC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850394 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850394 SCANS=189 71.87352752685547 208.0 72.52159118652344 132.0 135.0302276611328 3190.0 279.0849609375 257.0 281.0876770019531 1853.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850397 PEPMASS=445.21991 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G6_RG6_01_8294.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380762-01_C25H34O7_7-Formyl-4,7'-dihydroxy-6-(hydroxymethyl)-2',5',5',8a'-tetramethyl-3',4',4a',5',6',7',8',8a'-octahydro-2'H,3H-spiro[1-benzofuran-2,1'-naphthalen]-6'-yl acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC2C(C)(C)C(OC(C)=O)C(O)CC2(C)C13CC4=C(O3)C(=C(CO)C=C4O)C=O INCHI=InChI=1S/C25H34O7/c1-13-6-7-20-23(3,4)22(31-14(2)28)19(30)10-24(20,5)25(13)9-16-18(29)8-15(11-26)17(12-27)21(16)32-25/h8,12-13,19-20,22,26,29-30H,6-7,9-11H2,1-5H3 INCHIAUX=ZTVXBYHCHQJAQR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850397 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850397 SCANS=509 177.08499145507812 114.0 179.03717041015625 148.0 345.2098693847656 165.0 355.1942443847656 344.0 357.20306396484375 67.0 375.2110900878906 158.0 385.1986999511719 1113.0 386.214111328125 114.0 444.6361389160156 54.0 445.2239990234375 9198.0 445.3240966796875 83.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850400 PEPMASS=1001.490479 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G6_RG6_01_8294.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380763-01_C48H76O19_(3beta,5xi,9xi,22beta)-22,24-Dihydroxyolean-12-en-3-yl 6-deoxy-alpha-L-mannopyranosyl-(1->2)-beta-D-galactopyranuronosyl-(1->2)-beta-D-glucopyranosiduronic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O)[C@H](O[C@H]2O[C@@H]3[C@@H](O)[C@H](O)[C@H](O[C@H]3O[C@H]4CC[C@@]5(C)C(CC[C@]6(C)C5C\C=C/7[C@@H]8CC(C)(C)C[C@@H](O)[C@]8(C)CC[C@@]67C)[C@@]4(C)CO)C(O)=O)C(O)=O)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C48H76O19/c1-20-27(51)28(52)33(57)40(62-20)66-37-32(56)30(54)35(39(60)61)65-42(37)67-36-31(55)29(53)34(38(58)59)64-41(36)63-26-12-13-45(5)23(46(26,6)19-49)11-14-48(8)24(45)10-9-21-22-17-43(2,3)18-25(50)44(22,4)15-16-47(21,48)7/h9,20,22-37,40-42,49-57H,10-19H2,1-8H3,(H,58,59)(H,60,61)/t20-,22-,23?,24?,25+,26-,27-,28+,29-,30+,31-,32-,33+,34-,35-,36+,37+,40-,41+,42-,44+,45-,46+,47+,48+/m0/s1 INCHIAUX=SZHUMUJGHFQABW-IOGYURKRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850400 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850400 SCANS=443 83.45866394042969 90.0 85.03081512451172 320.0 87.01055145263672 120.0 95.018798828125 172.0 99.016845703125 187.0 101.02235412597656 585.0 113.02198791503906 513.0 125.05851745605469 305.0 127.0430908203125 246.0 131.03472900390625 186.0 133.01089477539062 453.0 137.0204620361328 172.0 143.0355987548828 370.0 145.044677734375 169.0 146.99212646484375 176.0 148.9874725341797 108.0 157.01307678222656 256.0 166.9982452392578 74.0 173.04632568359375 335.0 175.02398681640625 168.0 183.03005981445312 86.0 195.0263214111328 94.0 204.8665771484375 92.0 205.07310485839844 160.0 218.9871826171875 168.0 233.06114196777344 141.0 238.38690185546875 137.0 240.13442993164062 100.0 259.0826721191406 436.0 271.0432434082031 117.0 282.1548767089844 157.0 289.0318603515625 203.0 290.0057678222656 104.0 321.0830383300781 648.0 339.0985107421875 673.0 343.06427001953125 193.0 382.0956115722656 113.0 403.06005859375 142.0 435.1176452636719 365.0 437.32806396484375 170.0 446.3893737792969 177.0 453.1243896484375 113.0 468.2376403808594 174.0 481.8435974121094 76.0 488.25408935546875 246.0 496.00579833984375 74.0 496.4666748046875 69.0 496.7490539550781 56.0 497.115966796875 3683.0 498.11639404296875 353.0 508.1839294433594 173.0 541.086669921875 95.0 543.0695190429688 143.0 576.209716796875 148.0 615.3756103515625 96.0 633.388671875 146.0 659.375244140625 74.0 875.4937133789062 86.0 893.454345703125 124.0 937.4797973632812 68.0 953.440673828125 70.0 954.1791381835938 78.0 955.4930419921875 8273.0 956.4888916015625 1818.0 957.5023193359375 561.0 977.4652099609375 141.0 992.17529296875 116.0 999.4679565429688 580.0 1000.4429931640625 173.0 1000.50048828125 95.0 1002.4788208007812 194.0 1145.4139404296875 136.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850401 PEPMASS=387.214508 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G6_RG6_01_8294.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380764-01_C23H32O5_2,4-Dihydroxy-6-(hydroxymethyl)-3-[(6-hydroxy-1,2,5,5-tetramethyl-1,2,3,4,4a,5,6,7-octahydro-1-naphthalenyl)methyl]benzaldehyde [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC2\C(=C/CC(O)C2(C)C)C1(C)CC3=C(O)C(=C(CO)C=C3O)C=O INCHI=InChI=1S/C23H32O5/c1-13-5-6-17-18(7-8-20(27)22(17,2)3)23(13,4)10-15-19(26)9-14(11-24)16(12-25)21(15)28/h7,9,12-13,17,20,24,26-28H,5-6,8,10-11H2,1-4H3 INCHIAUX=KCAICXOYUFVURO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850401 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850401 SCANS=520 107.04781341552734 199.0 123.0448989868164 165.0 150.0336456298828 285.0 150.84515380859375 95.0 151.03944396972656 641.0 162.0353546142578 257.0 167.0373992919922 190.0 179.0328369140625 2248.0 180.04083251953125 2393.0 181.05245971679688 137.0 182.45811462402344 116.0 212.03424072265625 242.0 386.3916931152344 86.0 387.2160339355469 8228.0 388.21844482421875 98.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850405 PEPMASS=1169.551636 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G6_RG6_01_8294.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380765-01_C53H88O25_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1CC(OC2CCC3(C)C4CCC5(C)C(CCC5(O)C4C/C=C3/C2)C(C)O)OC(C)C1OC6OC(C)C(OC7OC(COC8OC(COC9OC(CO)C(O)C(O)C9O)C(O)C(O)C8O)C(O)C(O)C7O)C(OC)C6O INCHI=InChI=1S/C53H88O25/c1-21(55)26-12-15-53(66)28-9-8-24-16-25(10-13-51(24,4)27(28)11-14-52(26,53)5)73-33-17-29(67-6)44(22(2)71-33)77-50-43(65)46(68-7)45(23(3)72-50)78-49-42(64)39(61)36(58)32(76-49)20-70-48-41(63)38(60)35(57)31(75-48)19-69-47-40(62)37(59)34(56)30(18-54)74-47/h8,21-23,25-50,54-66H,9-20H2,1-7H3 INCHIAUX=IVGOREXWBRGMRG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850405 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850405 SCANS=330 70.89361572265625 102.0 71.01467895507812 3703.0 72.31832122802734 101.0 73.03025817871094 971.0 73.6272201538086 102.0 73.98066711425781 196.0 81.04104614257812 277.0 81.12051391601562 73.0 81.72032165527344 83.0 82.42877960205078 131.0 83.01366424560547 1280.0 83.83692932128906 144.0 85.02876281738281 3220.0 86.14730072021484 131.0 86.52678680419922 148.0 86.94273376464844 44.0 87.0094223022461 1178.0 87.04828643798828 183.0 87.8093490600586 78.0 89.02433776855469 7150.0 89.1723403930664 132.0 95.01388549804688 1504.0 96.99272918701172 280.0 97.02723693847656 1351.0 99.00923156738281 1377.0 99.0471420288086 471.0 99.76361083984375 70.0 100.01390075683594 282.0 101.02361297607422 25075.0 101.09915924072266 200.0 101.17819213867188 55.0 101.37557983398438 117.0 102.02747344970703 295.0 102.5190200805664 150.0 102.80137634277344 88.0 103.69197845458984 133.0 104.90238952636719 97.0 105.2379150390625 155.0 106.27594757080078 65.0 106.7120132446289 205.0 108.9872817993164 198.0 109.02932739257812 943.0 109.09380340576172 56.0 110.5879135131836 155.0 110.66387176513672 153.0 111.009521484375 2437.0 111.04421997070312 2318.0 112.7909927368164 257.0 112.85855865478516 179.0 112.9595947265625 94.0 113.02377319335938 25082.0 113.2491683959961 67.0 114.02642059326172 448.0 114.7071304321289 65.0 115.03758239746094 293.0 115.0852279663086 181.0 115.46680450439453 82.0 116.01335144042969 126.0 117.01761627197266 173.0 118.19146728515625 209.0 119.03390502929688 16565.0 119.27436828613281 48.0 119.94733428955078 71.0 120.03607940673828 275.0 121.03462219238281 174.0 121.45445251464844 161.0 123.99014282226562 98.0 124.0139389038086 208.0 124.45523071289062 105.0 124.68094635009766 143.0 125.02395629882812 12521.0 125.65253448486328 70.0 126.02869415283203 895.0 126.8371353149414 102.0 126.9961166381836 248.0 127.03944396972656 1045.0 129.01805114746094 771.0 131.00665283203125 257.0 131.03392028808594 5392.0 132.23667907714844 306.0 133.19728088378906 46.0 134.49363708496094 88.0 137.0227508544922 1465.0 137.04428100585938 202.0 137.4012451171875 104.0 139.05508422851562 203.0 139.57826232910156 52.0 139.67857360839844 310.0 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SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A8_GA8_01_8205.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380690-01_C22H22O11_beta-D-Glucopyranose, 6-O-[(2E)-1-oxo-3-phenyl-2-propen-1-yl]-, 1-(3,4,5-trihydroxybenzoate) [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@H](O)[C@@H](COC(=O)/C=C/C2=CC=CC=C2)O[C@@H](OC(=O)C3=CC(=C(O)C(=C3)O)O)[C@@H]1O INCHI=InChI=1S/C22H22O11/c23-13-8-12(9-14(24)17(13)26)21(30)33-22-20(29)19(28)18(27)15(32-22)10-31-16(25)7-6-11-4-2-1-3-5-11/h1-9,15,18-20,22-24,26-29H,10H2/b7-6+/t15-,18-,19+,20-,22+/m1/s1 INCHIAUX=REBRERQNUHGTMS-PCGJYRBUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850415 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850415 SCANS=345 71.7397689819336 88.0 75.60799407958984 150.0 77.67546081542969 244.0 83.01372528076172 106.0 86.63497924804688 155.0 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163.07913208007812 172.0 165.0201873779297 355.0 167.0348663330078 838.0 168.00523376464844 3091.0 169.01454162597656 34408.0 171.08590698242188 208.0 173.06283569335938 191.0 173.67889404296875 131.0 174.20025634765625 55.0 181.01263427734375 110.0 183.0309600830078 1377.0 183.80360412597656 69.0 187.64004516601562 73.0 189.05577087402344 4759.0 193.01470947265625 618.0 195.0313262939453 122.0 209.0366668701172 88.0 209.0577850341797 267.0 211.0235595703125 10334.0 219.06617736816406 129.0 219.18199157714844 136.0 222.95486450195312 142.0 223.0208282470703 261.0 223.26141357421875 319.0 229.1267852783203 199.0 230.94039916992188 254.0 238.10166931152344 76.0 239.01893615722656 185.0 239.14288330078125 64.0 242.6476287841797 127.0 243.01148986816406 65.0 243.06346130371094 333.0 249.08294677734375 154.0 253.0348663330078 3304.0 260.75677490234375 155.0 260.836181640625 139.0 262.12860107421875 91.0 263.4834289550781 182.0 267.7380676269531 170.0 270.9577331542969 454.0 285.0620422363281 217.0 291.08746337890625 270.0 294.00604248046875 122.0 295.0453796386719 214.0 307.69744873046875 130.0 313.0570068359375 10021.0 401.083251953125 435.0 401.3506164550781 80.0 457.6593933105469 113.0 458.3623352050781 92.0 459.469482421875 126.0 460.1461486816406 123.0 460.66802978515625 203.0 460.7902526855469 157.0 461.03277587890625 302.0 461.1100158691406 70618.0 461.21539306640625 342.0 461.3141174316406 117.0 461.39166259765625 111.0 461.5875244140625 97.0 462.1157531738281 333.0 464.3536071777344 109.0 465.0639343261719 132.0 482.7148742675781 103.0 483.2407531738281 61.0 1609.357177734375 104.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850418 PEPMASS=525.160278 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A8_GA8_01_8205.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380698-01_C24H30O13_Cyclopenta[c]pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-4a-hydroxy-7-methyl-5-oxo-, 2-(3,4-dihydroxyphenyl)ethyl ester, (1S,4aR,7aR)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CC(=O)[C@@]\2(O)[C@@H]1[C@@H](O\C=C2C(=O)OCCC3=CC(=C(O)C=C3)O)O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O INCHI=InChI=1S/C24H30O13/c1-10-6-16(28)24(33)12(21(32)34-5-4-11-2-3-13(26)14(27)7-11)9-35-22(17(10)24)37-23-20(31)19(30)18(29)15(8-25)36-23/h2-3,7,9-10,15,17-20,22-23,25-27,29-31,33H,4-6,8H2,1H3/t10?,15-,17+,18-,19+,20-,22+,23+,24-/m1/s1 INCHIAUX=KQBFNIVRWYGXRN-QJMXJWGSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850418 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850418 SCANS=282 83.29541015625 296.0 85.78055572509766 154.0 85.82550048828125 177.0 89.02340698242188 281.0 95.04896545410156 379.0 103.05538177490234 195.0 103.6860122680664 57.0 110.89105224609375 108.0 112.83409881591797 128.0 113.02295684814453 1852.0 113.21080780029297 115.0 119.03533172607422 850.0 121.02535247802734 231.0 121.04621887207031 180.0 121.06646728515625 2431.0 121.16490173339844 48.0 130.25071716308594 51.0 135.04605102539062 618.0 137.05909729003906 221.0 139.00552368164062 2110.0 139.0395965576172 1645.0 139.0773468017578 493.0 139.25839233398438 54.0 139.3206024169922 237.0 143.0281524658203 257.0 147.00070190429688 71.0 149.04750061035156 337.0 153.7943878173828 139.0 155.07125854492188 223.0 161.04409790039062 1068.0 165.05715942382812 3414.0 179.0535430908203 355.0 183.06570434570312 4383.0 189.77713012695312 194.0 191.3948516845703 44.0 194.27459716796875 145.0 194.34820556640625 177.0 200.7187042236328 173.0 209.0447540283203 2810.0 223.05804443359375 1977.0 227.05543518066406 1841.0 249.07936096191406 2938.0 335.1082458496094 203.0 345.11590576171875 198.0 363.1083679199219 2652.0 389.1101989746094 7115.0 523.7466430664062 49.0 523.9925537109375 106.0 525.1574096679688 2988.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850421 PEPMASS=433.151917 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A10_RA10_01_8260.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380812-02_C23H22N4O5_1H-Imidazo[1,2-a]indole-9-propanoic acid, 2,3,9,9a-tetrahydro-9-hydroxy-2,2-dimethyl-3-oxo-alpha-(4-oxo-3(4H)-quinazolinyl)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)NC2N(C1=O)C3=CC=CC=C3C2(O)CC(N4\C=N/C5=C(C=CC=C5)C4=O)C(O)=O INCHI=InChI=1S/C23H22N4O5/c1-22(2)21(31)27-16-10-6-4-8-14(16)23(32,20(27)25-22)11-17(19(29)30)26-12-24-15-9-5-3-7-13(15)18(26)28/h3-10,12,17,20,25,32H,11H2,1-2H3,(H,29,30) INCHIAUX=BMFPATPGMGPSGR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850421 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850421 SCANS=348 81.87952423095703 148.0 142.0669403076172 189.0 143.0608673095703 191.0 145.0414581298828 17479.0 147.0566864013672 210.0 150.92984008789062 117.0 174.07269287109375 136.0 189.03692626953125 151.0 199.12411499023438 788.0 223.46873474121094 126.0 242.10015869140625 177.0 243.11370849609375 4154.0 286.0930480957031 204.0 288.13330078125 232.0 303.13189697265625 125.0 345.1876525878906 135.0 389.1609802246094 4076.0 389.22930908203125 253.0 433.1480712890625 1323.0 433.1867980957031 436.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850423 PEPMASS=479.157166 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A10_RA10_01_8260.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380812-02_C23H22N4O5_1H-Imidazo[1,2-a]indole-9-propanoic acid, 2,3,9,9a-tetrahydro-9-hydroxy-2,2-dimethyl-3-oxo-alpha-(4-oxo-3(4H)-quinazolinyl)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)NC2N(C1=O)C3=CC=CC=C3C2(O)CC(N4\C=N/C5=C(C=CC=C5)C4=O)C(O)=O INCHI=InChI=1S/C23H22N4O5/c1-22(2)21(31)27-16-10-6-4-8-14(16)23(32,20(27)25-22)11-17(19(29)30)26-12-24-15-9-5-3-7-13(15)18(26)28/h3-10,12,17,20,25,32H,11H2,1-2H3,(H,29,30) INCHIAUX=BMFPATPGMGPSGR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850423 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850423 SCANS=413 75.80516052246094 53.0 130.0625457763672 107.0 141.9940948486328 147.0 144.2903594970703 198.0 145.0408935546875 5754.0 146.0408172607422 196.0 148.04251098632812 869.0 155.2426300048828 91.0 156.0463104248047 161.0 157.0504913330078 229.0 158.05995178222656 161.0 158.23495483398438 104.0 171.0318145751953 144.0 171.05776977539062 151.0 172.03224182128906 224.0 172.0656280517578 136.0 173.04537963867188 143.0 173.07540893554688 411.0 174.05941772460938 242.0 187.08351135253906 209.0 200.03326416015625 180.0 211.08494567871094 267.0 213.1026611328125 2550.0 229.09446716308594 208.0 240.06448364257812 120.0 249.07794189453125 270.0 257.1046142578125 96.0 271.0875244140625 294.0 290.0524597167969 162.0 302.0892639160156 395.0 303.0960998535156 100.0 347.0827331542969 201.0 447.125244140625 483.0 461.0185852050781 124.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850427 PEPMASS=509.167938 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A10_RA10_01_8260.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380980-02_C24H24N4O6_1H-Imidazo[1,2-a]indole-9-propanoic acid, 2,3,9,9a-tetrahydro-1,9-dihydroxy-2,2-dimethyl-3-oxo-alpha-(4-oxo-3(4H)-quinazolinyl)-, methyl ester, (9S,9aS)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C(CC1(O)C2N(O)C(C)(C)C(=O)N2C3=CC=CC=C13)N4\C=N/C5=C(C=CC=C5)C4=O INCHI=InChI=1S/C24H24N4O6/c1-23(2)22(31)27-17-11-7-5-9-15(17)24(32,21(27)28(23)33)12-18(20(30)34-3)26-13-25-16-10-6-4-8-14(16)19(26)29/h4-11,13,18,21,32-33H,12H2,1-3H3 INCHIAUX=PDUNPLZHIQQDAD-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850427 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850427 SCANS=472 93.89256286621094 86.0 116.05473327636719 37.0 131.6602020263672 64.0 141.0573272705078 499.0 142.06460571289062 427.0 144.0472869873047 410.0 144.73800659179688 158.0 144.93003845214844 135.0 145.0406036376953 19637.0 145.100341796875 43.0 146.06283569335938 217.0 147.9984130859375 76.0 152.08311462402344 40.0 159.05624389648438 1243.0 163.33152770996094 43.0 169.0441131591797 147.0 171.0593719482422 1252.0 171.0897674560547 2312.0 172.03857421875 149.0 177.07008361816406 192.0 184.04396057128906 175.0 185.04815673828125 685.0 186.05807495117188 591.0 197.09234619140625 210.0 198.09182739257812 35.0 203.0424041748047 162.0 213.101806640625 1026.0 215.08595275878906 116.0 226.07261657714844 728.0 241.1000213623047 835.0 244.22975158691406 80.0 260.0992126464844 69.0 285.0884704589844 300.0 286.0965881347656 212.0 287.107421875 797.0 289.8429260253906 132.0 307.9737854003906 94.0 343.14959716796875 564.0 375.0919189453125 150.0 387.1595458984375 90.0 401.140380859375 1126.0 431.13885498046875 1567.0 435.023681640625 37.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850430 PEPMASS=448.213318 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A10_RA10_01_8260.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381186-01_C27H31NO5_8H-Pyrano[2,3-f]quinolin-8-one, 2,7,9,10-tetrahydro-10-hydroxy-9-methoxy-10-(4-methoxyphenyl)-2-methyl-2-(4-methyl-3-penten-1-yl)-, (2S,9R,10R)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CO[C@H]1C(=O)NC2=CC=C3\C=C/C(C)(CCC=C(C)C)OC3=C2[C@]1(O)C4=CC=C(OC)C=C4 INCHI=InChI=1S/C27H31NO5/c1-17(2)7-6-15-26(3)16-14-18-8-13-21-22(23(18)33-26)27(30,24(32-5)25(29)28-21)19-9-11-20(31-4)12-10-19/h7-14,16,24,30H,6,15H2,1-5H3,(H,28,29)/t24-,26?,27+/m0/s1 INCHIAUX=CPWPNTRWIIAFEG-MUXGKCGLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850430 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850430 SCANS=604 146.678955078125 90.0 220.2655487060547 96.0 222.05593872070312 114.0 238.08746337890625 463.0 240.05526733398438 223.0 248.03819274902344 148.0 249.91009521484375 102.0 250.08834838867188 129.0 254.0789337158203 168.0 278.0843505859375 681.0 291.06561279296875 172.0 302.1063537597656 204.0 308.12811279296875 107.0 310.0687255859375 168.0 314.0896301269531 274.0 315.091064453125 105.0 328.0870361328125 141.0 328.1164245605469 115.0 340.1307678222656 153.0 364.12176513671875 221.0 376.1897888183594 518.0 378.13677978515625 146.0 383.15240478515625 620.0 398.1786193847656 2044.0 430.2215270996094 508.0 442.1554870605469 88.0 448.2106018066406 1524.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850432 PEPMASS=431.136169 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A10_RA10_01_8260.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381187-01_C23H20N4O5_(2S,4R,9a'S)-1'-Hydroxy-2',2'-dimethyl-4-(4-oxo-3(4H)-quinazolinyl)-1',9a'-dihydro-3H-spiro[furan-2,9'-imidazo[1,2-a]indole]-3',5(2'H,4H)-dione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)N(O)[C@H]2N(C1=O)C3=C(C=CC=C3)[C@]24CC(N5\C=N/C6=C(C=CC=C6)C5=O)C(=O)O4 INCHI=InChI=1S/C23H20N4O5/c1-22(2)21(30)26-16-10-6-4-8-14(16)23(20(26)27(22)31)11-17(19(29)32-23)25-12-24-15-9-5-3-7-13(15)18(25)28/h3-10,12,17,20,31H,11H2,1-2H3/t17?,20-,23-/m1/s1 INCHIAUX=NRWLZYIHXSJKCU-BININLDBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850432 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850432 SCANS=473 125.0230712890625 227.0 125.0732421875 85.0 129.05189514160156 165.0 131.03631591796875 315.0 140.02459716796875 311.0 140.04591369628906 364.0 142.0636749267578 155.0 145.04067993164062 9305.0 159.05416870117188 352.0 169.54698181152344 177.0 171.09165954589844 1043.0 172.0441436767578 210.0 185.04588317871094 305.0 186.05947875976562 333.0 200.85499572753906 205.0 201.81427001953125 120.0 203.04818725585938 94.0 213.09759521484375 503.0 225.06378173828125 215.0 226.0746307373047 172.0 226.09251403808594 178.0 241.1188201904297 260.0 285.0910949707031 184.0 286.09619140625 96.0 287.1036376953125 546.0 343.1563415527344 212.0 366.23193359375 104.0 401.1429138183594 285.0 431.13385009765625 96.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850436 PEPMASS=477.141876 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A10_RA10_01_8260.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381187-01_C23H20N4O5_(2S,4R,9a'S)-1'-Hydroxy-2',2'-dimethyl-4-(4-oxo-3(4H)-quinazolinyl)-1',9a'-dihydro-3H-spiro[furan-2,9'-imidazo[1,2-a]indole]-3',5(2'H,4H)-dione [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)N(O)[C@H]2N(C1=O)C3=C(C=CC=C3)[C@]24CC(N5\C=N/C6=C(C=CC=C6)C5=O)C(=O)O4 INCHI=InChI=1S/C23H20N4O5/c1-22(2)21(30)26-16-10-6-4-8-14(16)23(20(26)27(22)31)11-17(19(29)32-23)25-12-24-15-9-5-3-7-13(15)18(25)28/h3-10,12,17,20,31H,11H2,1-2H3/t17?,20-,23-/m1/s1 INCHIAUX=NRWLZYIHXSJKCU-BININLDBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850436 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850436 SCANS=461 72.0357666015625 112.0 77.47219848632812 98.0 80.01405334472656 240.0 84.04359436035156 297.0 86.84394073486328 115.0 97.06884765625 216.0 105.47492218017578 247.0 110.05717468261719 285.0 120.04242706298828 137.0 130.06524658203125 283.0 131.0591583251953 687.0 141.04904174804688 653.0 143.05946350097656 239.0 143.2654571533203 287.0 143.6871337890625 161.0 144.00540161132812 205.0 144.046142578125 1309.0 144.37083435058594 153.0 145.04043579101562 58790.0 145.13900756835938 258.0 146.02105712890625 284.0 146.05743408203125 470.0 147.52334594726562 198.0 147.55992126464844 53.0 147.6373748779297 148.0 148.2093963623047 78.0 150.72161865234375 104.0 151.58253479003906 119.0 156.07598876953125 397.0 157.0540771484375 116.0 157.07272338867188 193.0 158.04391479492188 182.0 159.05648803710938 2330.0 160.87596130371094 67.0 161.03073120117188 139.0 161.44467163085938 147.0 166.0508270263672 151.0 171.05401611328125 1431.0 171.0934600830078 8330.0 172.03831481933594 705.0 173.07327270507812 217.0 174.05661010742188 257.0 176.80674743652344 138.0 177.0596160888672 213.0 179.04689025878906 110.0 181.32028198242188 176.0 183.0517120361328 145.0 183.33401489257812 112.0 184.04273986816406 171.0 185.04891967773438 2488.0 186.05807495117188 1660.0 188.0347900390625 124.0 191.81719970703125 160.0 196.07765197753906 250.0 197.10797119140625 434.0 199.0872039794922 727.0 201.04335021972656 708.0 202.0368194580078 261.0 202.91311645507812 83.0 203.04461669921875 1436.0 203.07864379882812 177.0 205.0595245361328 185.0 210.756591796875 112.0 213.10154724121094 2526.0 223.09100341796875 353.0 225.0641326904297 473.0 226.07371520996094 1882.0 229.01284790039062 162.0 230.0769500732422 308.0 241.0993194580078 3810.0 253.03038024902344 111.0 255.0954132080078 249.0 258.1656494140625 75.0 260.08306884765625 701.0 268.0818786621094 862.0 285.0905456542969 2325.0 286.0983581542969 717.0 287.11181640625 1560.0 300.075927734375 193.0 302.09326171875 120.0 303.1015930175781 200.0 329.1188659667969 390.0 332.09991455078125 692.0 332.852783203125 173.0 343.1587219238281 691.0 351.1331481933594 147.0 358.5400390625 131.0 369.1275329589844 289.0 387.1546325683594 301.0 401.13812255859375 5605.0 404.990966796875 76.0 425.4384460449219 108.0 429.7230529785156 88.0 430.07208251953125 99.0 431.1389465332031 12597.0 431.71783447265625 218.0 432.1455383300781 134.0 433.1241149902344 145.0 434.85711669921875 96.0 476.29779052734375 417.0 477.2158508300781 114.0 1050.6278076171875 191.0 1426.8243408203125 121.0 1901.4608154296875 62.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850439 PEPMASS=502.209778 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A10_RA10_01_8260.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381190-01_C27H29N5O5_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C1(O)NC(=O)C(CC2(O)C3NC(C)(C)C(=O)N3C4=C2C=CC=C4)N\5C(=O)C6=CC=CC=C6\N=C15 INCHI=InChI=1S/C27H29N5O5/c1-14(2)27(37)23-28-17-11-7-5-9-15(17)21(34)31(23)19(20(33)29-27)13-26(36)16-10-6-8-12-18(16)32-22(26)30-25(3,4)24(32)35/h5-12,14,19,22,30,36-37H,13H2,1-4H3,(H,29,33) INCHIAUX=ZCTHXQVUJKDGDA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850439 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850439 SCANS=418 96.04529571533203 151.0 98.35617065429688 179.0 99.6307144165039 57.0 136.04241943359375 256.0 136.7995147705078 183.0 145.0363006591797 488.0 145.51937866210938 152.0 148.55296325683594 233.0 148.9663848876953 156.0 157.899169921875 614.0 184.07928466796875 253.0 185.1061248779297 220.0 194.07810974121094 64.0 199.05252075195312 99.0 199.0988006591797 205.0 199.1160888671875 253.0 212.05320739746094 159.0 212.08566284179688 295.0 215.08360290527344 455.0 217.10174560546875 216.0 225.05538940429688 2223.0 226.06167602539062 406.0 227.0850830078125 2431.0 239.07530212402344 323.0 240.07601928710938 176.0 240.11805725097656 736.0 242.0642547607422 126.0 242.09323120117188 206.0 268.1092224121094 20783.0 269.10601806640625 354.0 280.6271057128906 165.0 313.1351623535156 675.0 327.1060485839844 68.0 329.11175537109375 179.0 350.1077575683594 200.0 365.2035217285156 110.0 389.1706848144531 125.0 430.1499938964844 145.0 484.19989013671875 6105.0 485.21356201171875 298.0 502.20556640625 222.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850442 PEPMASS=484.198883 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A10_RA10_01_8260.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381190-01_C27H29N5O5_ [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C1(O)NC(=O)C(CC2(O)C3NC(C)(C)C(=O)N3C4=C2C=CC=C4)N\5C(=O)C6=CC=CC=C6\N=C15 INCHI=InChI=1S/C27H29N5O5/c1-14(2)27(37)23-28-17-11-7-5-9-15(17)21(34)31(23)19(20(33)29-27)13-26(36)16-10-6-8-12-18(16)32-22(26)30-25(3,4)24(32)35/h5-12,14,19,22,30,36-37H,13H2,1-4H3,(H,29,33) INCHIAUX=ZCTHXQVUJKDGDA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850442 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850442 SCANS=460 88.32159423828125 145.0 145.03863525390625 883.0 160.06129455566406 125.0 170.03713989257812 210.0 199.0894317626953 431.0 201.09571838378906 155.0 210.03001403808594 169.0 214.0944061279297 750.0 215.08526611328125 503.0 225.063232421875 311.0 227.08255004882812 206.0 239.07460021972656 338.0 240.07913208007812 1291.0 240.11785888671875 315.0 252.07374572753906 289.0 254.1042938232422 156.0 268.1086730957031 4378.0 268.1740417480469 120.0 287.01568603515625 166.0 331.0052490234375 135.0 387.15020751953125 93.0 389.1965026855469 148.0 393.1911926269531 192.0 457.1824951171875 150.0 483.69451904296875 202.0 484.1976318359375 5101.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850445 PEPMASS=423.144501 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A3_GA3_01_8200.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169858-03_C24H24O7_Methyl (2R)-4-hydroxy-2-[4-hydroxy-3-(3-methyl-2-buten-1-yl)benzyl]-3-(4-hydroxyphenyl)-5-oxo-2,5-dihydro-2-furancarboxylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)[C@]\1(CC2=CC(=C(O)C=C2)CC=C(C)C)OC(=O)\C(=C1C3=CC=C(O)C=C3)O INCHI=InChI=1S/C24H24O7/c1-14(2)4-6-17-12-15(5-11-19(17)26)13-24(23(29)30-3)20(21(27)22(28)31-24)16-7-9-18(25)10-8-16/h4-5,7-12,25-27H,6,13H2,1-3H3/t24-/m1/s1 INCHIAUX=NGOLMNWQNHWEKU-XMMPIXPASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850445 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850445 SCANS=472 122.40540313720703 110.0 133.02613830566406 162.0 145.03128051757812 1426.0 162.03952026367188 152.0 176.27427673339844 109.0 181.85658264160156 156.0 189.02195739746094 923.0 193.04562377929688 159.0 201.9242706298828 162.0 201.9945068359375 181.0 204.04270935058594 1198.0 205.0148162841797 288.0 205.0512237548828 332.0 249.04049682617188 1598.0 264.0872802734375 284.0 290.131103515625 215.0 291.1476745605469 447.0 292.13873291015625 138.0 302.97479248046875 262.0 319.0165100097656 144.0 319.1373596191406 537.0 351.16552734375 200.0 362.1184387207031 308.0 363.1168518066406 644.0 364.13232421875 8696.0 364.2347106933594 119.0 367.65966796875 162.0 396.1163635253906 420.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850447 PEPMASS=469.149902 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A3_GA3_01_8200.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169858-03_C24H24O7_Methyl (2R)-4-hydroxy-2-[4-hydroxy-3-(3-methyl-2-buten-1-yl)benzyl]-3-(4-hydroxyphenyl)-5-oxo-2,5-dihydro-2-furancarboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)[C@]\1(CC2=CC(=C(O)C=C2)CC=C(C)C)OC(=O)\C(=C1C3=CC=C(O)C=C3)O INCHI=InChI=1S/C24H24O7/c1-14(2)4-6-17-12-15(5-11-19(17)26)13-24(23(29)30-3)20(21(27)22(28)31-24)16-7-9-18(25)10-8-16/h4-5,7-12,25-27H,6,13H2,1-3H3/t24-/m1/s1 INCHIAUX=NGOLMNWQNHWEKU-XMMPIXPASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850447 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850447 SCANS=474 71.98783874511719 83.0 84.00110626220703 154.0 92.3105697631836 87.0 117.03495788574219 683.0 126.7630844116211 99.0 133.0268096923828 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454.1719665527344 162.0 468.2445983886719 150.0 469.0379638671875 206.0 547.5989379882812 154.0 619.7050170898438 141.0 743.3209228515625 151.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850451 PEPMASS=621.25415 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A3_GA3_01_8200.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347662-02_C30H40O11_Methyl 5,6-diacetoxy-10-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylene-1,4,8-trioxohexadecahydro-2H-naphtho[1,2-h]isochromene-2-carboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1(C)OC(=O)C2C3(C)C(OC(C)=O)C(OC(C)=O)C4C(C)(C)C(=O)CC(O)C4(C)C3CC(=C)C2(C)C1=O INCHI=InChI=1S/C30H40O11/c1-13-11-16-28(7)18(34)12-17(33)26(4,5)20(28)19(39-14(2)31)22(40-15(3)32)29(16,8)21-23(35)41-30(9,25(37)38-10)24(36)27(13,21)6/h16,18-22,34H,1,11-12H2,2-10H3 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450.89874267578125 77.0 451.052001953125 466.0 451.1253967285156 242334.0 451.22918701171875 302.0 451.29754638671875 151.0 451.4487609863281 158.0 451.48504638671875 254.0 451.5572814941406 87.0 451.74005126953125 96.0 452.13287353515625 416.0 452.2220458984375 80.0 453.1780700683594 111.0 453.88616943359375 175.0 454.5472412109375 66.0 454.9377136230469 108.0 455.05084228515625 137.0 455.150146484375 108.0 455.9063720703125 72.0 456.6451721191406 63.0 459.1331787109375 64.0 473.6780090332031 228.0 476.3509826660156 134.0 500.5199890136719 67.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850460 PEPMASS=387.180878 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A3_GA3_01_8200.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380628-01_C22H28O6_(4E,8E)-10-(4-Hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4,8-dimethyl-4,8-decadienoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C\C=C(C)\CC\C=C(C)\CCC(O)=O)C(=C2C(=O)OCC2=C1C)O INCHI=InChI=1S/C22H28O6/c1-13(6-5-7-14(2)9-11-18(23)24)8-10-16-20(25)19-17(12-28-22(19)26)15(3)21(16)27-4/h7-8,25H,5-6,9-12H2,1-4H3,(H,23,24)/b13-8+,14-7+ INCHIAUX=NEGCNVRPGPHOAR-CCLLZULESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850460 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850460 SCANS=555 75.1746597290039 140.0 75.8895492553711 135.0 142.6884307861328 191.0 148.86819458007812 123.0 149.04428100585938 34.0 149.06236267089844 198.0 171.08030700683594 132.0 186.06654357910156 88.0 187.08389282226562 716.0 189.60690307617188 101.0 191.03492736816406 1703.0 198.0301513671875 153.0 201.09031677246094 474.0 203.0365447998047 1554.0 204.04608154296875 116.0 205.04629516601562 280.0 206.05184936523438 77.0 214.0984649658203 125.0 216.07550048828125 231.0 217.09275817871094 276.0 221.53826904296875 140.0 228.11448669433594 52.0 229.0880889892578 199.0 232.03622436523438 143.0 232.07830810546875 247.0 241.0153350830078 100.0 245.08287048339844 902.0 246.08876037597656 350.0 259.097412109375 207.0 269.163330078125 411.0 313.14617919921875 167.0 328.1718444824219 158.0 343.18994140625 511.0 355.1510925292969 2355.0 355.2539978027344 142.0 360.1455993652344 146.0 365.3113708496094 57.0 369.1670837402344 195.0 386.0611877441406 106.0 386.4853210449219 21.0 386.9098815917969 284.0 386.9538269042969 103.0 387.1822204589844 10630.0 387.2518615722656 80.0 388.1758728027344 131.0 1778.5794677734375 21.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850463 PEPMASS=461.199554 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E12_RE12_01_8288.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380938-01_C21H34O11_6-O-Pentopyranosyl-1-O-[(2,6,6-trimethyl-1-cyclohexen-1-yl)carbonyl]-beta-D-glucopyranose [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC/1=C(C(=O)O[C@@H]2O[C@H](COC3OCC(O)C(O)C3O)[C@@H](O)[C@H](O)[C@H]2O)/C(C)(C)CCC1 INCHI=InChI=1S/C21H34O11/c1-9-5-4-6-21(2,3)12(9)18(28)32-20-17(27)15(25)14(24)11(31-20)8-30-19-16(26)13(23)10(22)7-29-19/h10-11,13-17,19-20,22-27H,4-8H2,1-3H3/t10?,11-,13?,14-,15+,16?,17-,19?,20+/m1/s1 INCHIAUX=JGMROMZJBQKIDK-RHDZYIEMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850463 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850463 SCANS=320 86.72147369384766 135.0 125.023681640625 306.0 149.048583984375 229.0 161.042724609375 173.0 167.10694885253906 3922.0 293.08404541015625 675.0 461.2107849121094 211.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850466 PEPMASS=499.157227 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E12_RE12_01_8288.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380938-01_C21H34O11_6-O-Pentopyranosyl-1-O-[(2,6,6-trimethyl-1-cyclohexen-1-yl)carbonyl]-beta-D-glucopyranose [M-2H+K]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC/1=C(C(=O)O[C@@H]2O[C@H](COC3OCC(O)C(O)C3O)[C@@H](O)[C@H](O)[C@H]2O)/C(C)(C)CCC1 INCHI=InChI=1S/C21H34O11/c1-9-5-4-6-21(2,3)12(9)18(28)32-20-17(27)15(25)14(24)11(31-20)8-30-19-16(26)13(23)10(22)7-29-19/h10-11,13-17,19-20,22-27H,4-8H2,1-3H3/t10?,11-,13?,14-,15+,16?,17-,19?,20+/m1/s1 INCHIAUX=JGMROMZJBQKIDK-RHDZYIEMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850466 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850466 SCANS=708 103.81234741210938 165.0 133.10494995117188 203.0 144.01243591308594 145.0 219.007080078125 174.0 224.99671936035156 175.0 229.29029846191406 265.0 247.06427001953125 264.0 249.0767822265625 7675.0 274.88970947265625 143.0 350.9814758300781 198.0 353.0013427734375 151.0 418.994384765625 108.0 430.98681640625 181.0 499.1973876953125 161.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850468 PEPMASS=507.204895 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E12_RE12_01_8288.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380938-01_C21H34O11_6-O-Pentopyranosyl-1-O-[(2,6,6-trimethyl-1-cyclohexen-1-yl)carbonyl]-beta-D-glucopyranose [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC/1=C(C(=O)O[C@@H]2O[C@H](COC3OCC(O)C(O)C3O)[C@@H](O)[C@H](O)[C@H]2O)/C(C)(C)CCC1 INCHI=InChI=1S/C21H34O11/c1-9-5-4-6-21(2,3)12(9)18(28)32-20-17(27)15(25)14(24)11(31-20)8-30-19-16(26)13(23)10(22)7-29-19/h10-11,13-17,19-20,22-27H,4-8H2,1-3H3/t10?,11-,13?,14-,15+,16?,17-,19?,20+/m1/s1 INCHIAUX=JGMROMZJBQKIDK-RHDZYIEMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850468 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850468 SCANS=314 75.00867462158203 337.0 83.42588806152344 111.0 86.36872863769531 78.0 86.75453186035156 497.0 89.02279663085938 358.0 89.59071350097656 108.0 93.12834930419922 134.0 93.20990753173828 58.0 95.50028991699219 209.0 96.24457550048828 55.0 99.3464584350586 251.0 101.02320098876953 224.0 103.77481079101562 76.0 104.01667022705078 201.0 104.60104370117188 159.0 107.60812377929688 123.0 108.93926239013672 60.0 113.02201080322266 180.0 123.1195297241211 128.0 125.0232925415039 2035.0 131.03524780273438 473.0 141.00320434570312 188.0 143.02932739257812 218.0 145.28334045410156 115.0 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317.3462829589844 55.0 339.0940856933594 268.0 401.3536682128906 107.0 458.8150939941406 81.0 459.29119873046875 154.0 460.60601806640625 245.0 461.2033386230469 11397.0 468.3419494628906 97.0 468.6826171875 71.0 506.26934814453125 165.0 507.1817932128906 286.0 507.2172546386719 453.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850472 PEPMASS=651.406616 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E12_RE12_01_8288.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380940-01_C36H60O10_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)(C1CCC2(C)C1CCC3(C)C2CCC4C5(C)CCC(O)C(C)(COC6OC(CO)C(O)C(O)C6O)C5CCC34C)C(O)=O INCHI=InChI=1S/C36H60O10/c1-31-13-9-20(36(6,44)30(42)43)19(31)10-15-34(4)23(31)7-8-24-32(2)14-12-25(38)33(3,22(32)11-16-35(24,34)5)18-45-29-28(41)27(40)26(39)21(17-37)46-29/h19-29,37-41,44H,7-18H2,1-6H3,(H,42,43) INCHIAUX=BSLRSZZCUIZWND-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850472 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850472 SCANS=443 101.02680969238281 175.0 113.0273208618164 144.0 116.99834442138672 152.0 119.02893829345703 136.0 131.03582763671875 135.0 241.61715698242188 108.0 301.4007873535156 69.0 311.21942138671875 87.0 313.9906311035156 130.0 314.9592590332031 245.0 326.8885498046875 219.0 328.01513671875 157.0 442.1413879394531 222.0 443.35516357421875 226.0 453.3356628417969 163.0 467.82196044921875 142.0 471.34991455078125 94.0 489.3567199707031 253.0 577.35888671875 148.0 605.406005859375 1293.0 606.0431518554688 77.0 633.2431030273438 151.0 633.3992309570312 176.0 637.607666015625 72.0 648.3268432617188 263.0 649.1353149414062 72.0 649.2575073242188 170.0 649.3873901367188 176.0 650.2088623046875 170.0 650.6461791992188 188.0 650.7474365234375 92.0 651.0308837890625 195.0 651.188232421875 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USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850474 SCANS=444 101.02265930175781 257.0 221.15943908691406 141.0 265.14404296875 236.0 286.6378173828125 122.0 308.3427734375 81.0 313.64959716796875 68.0 316.1634826660156 229.0 320.49652099609375 84.0 353.1592712402344 94.0 443.34588623046875 100.0 593.3665771484375 63.0 605.4117431640625 670.0 609.6007690429688 63.0 633.4067993164062 127.0 647.9632568359375 57.0 650.611328125 227.0 650.6519775390625 193.0 650.997314453125 172.0 651.4130249023438 22223.0 652.404541015625 331.0 652.449951171875 116.0 655.7223510742188 163.0 669.7606811523438 154.0 733.0914916992188 160.0 1338.904541015625 524.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850478 PEPMASS=693.19812 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E9_RE9_01_8285.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380914-01_C32H38O17_alpha-D-Glucopyranoside, 3,6-bis-O-[(2E)-3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propen-1-yl]-beta-D-fructofuranosyl [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)\C=C\C(=O)OC[C@H]2O[C@@](CO)(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](OC(=O)/C=C/C4=CC(=C(O)C=C4)OC)[C@@H]2O INCHI=InChI=1S/C32H38O17/c1-43-20-11-16(3-7-18(20)35)5-9-24(37)45-14-23-27(40)30(47-25(38)10-6-17-4-8-19(36)21(12-17)44-2)32(15-34,48-23)49-31-29(42)28(41)26(39)22(13-33)46-31/h3-12,22-23,26-31,33-36,39-42H,13-15H2,1-2H3/b9-5+,10-6+/t22-,23-,26-,27-,28+,29-,30+,31-,32+/m1/s1 INCHIAUX=ZPIDHNQIWCJXAS-SOUWYMHNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850478 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850478 SCANS=330 94.51838684082031 176.0 108.0206527709961 517.0 119.0351791381836 781.0 132.02215576171875 1336.0 134.0365447998047 689.0 135.0469512939453 238.0 139.69337463378906 280.0 143.03868103027344 200.0 149.0574493408203 380.0 160.01620483398438 8180.0 160.05784606933594 248.0 161.0238037109375 201.0 168.86964416503906 112.0 175.0401153564453 35377.0 177.41001892089844 97.0 192.5234832763672 66.0 192.60475158691406 110.0 193.0492706298828 5695.0 203.08090209960938 192.0 206.05967712402344 204.0 235.0634307861328 200.0 247.05712890625 113.0 248.88558959960938 211.0 265.0709228515625 1336.0 277.0686950683594 111.0 296.0678405761719 122.0 307.08172607421875 284.0 313.08062744140625 175.0 319.0797424316406 649.0 321.5840148925781 82.0 321.6515808105469 94.0 322.26055908203125 51.0 322.5423278808594 111.0 323.10052490234375 100.0 324.8965148925781 106.0 337.0887145996094 993.0 341.10589599609375 616.0 343.9081115722656 58.0 395.088134765625 122.0 471.1495666503906 65.0 499.1498107910156 1553.0 503.09033203125 123.0 513.1380615234375 746.0 517.1580810546875 5543.0 556.0310668945312 158.0 691.412841796875 142.0 693.0554809570312 172.0 693.203857421875 7117.0 694.1694946289062 77.0 694.2158203125 236.0 694.277587890625 138.0 697.7105102539062 132.0 762.9705810546875 91.0 1519.623046875 125.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850481 PEPMASS=739.203735 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E9_RE9_01_8285.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380914-01_C32H38O17_alpha-D-Glucopyranoside, 3,6-bis-O-[(2E)-3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propen-1-yl]-beta-D-fructofuranosyl [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)\C=C\C(=O)OC[C@H]2O[C@@](CO)(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](OC(=O)/C=C/C4=CC(=C(O)C=C4)OC)[C@@H]2O 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NAME=NCGC00380182-01_C19H24O5_(1R,2R,5R,8R,9S,10R,12S)-12-Hydroxy-11-methyl-6-methylene-16-oxo-15-oxapentacyclo[9.3.2.1~5,8~.0~1,10~.0~2,8~]heptadecane-9-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@]12[C@@H](O)CC[C@@]3(OC1=O)[C@@H]4CC[C@@H]5C[C@]4(CC5=C)[C@H]([C@H]23)C(O)=O INCHI=InChI=1S/C19H24O5/c1-9-7-18-8-10(9)3-4-11(18)19-6-5-12(20)17(2,16(23)24-19)14(19)13(18)15(21)22/h10-14,20H,1,3-8H2,2H3,(H,21,22)/t10-,11-,12+,13-,14-,17-,18+,19-/m1/s1 INCHIAUX=RSQSQJNRHICNNH-NFMPGMCNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850510 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850510 SCANS=418 171.9293670654297 350.0 182.74160766601562 164.0 213.1204376220703 107.0 225.1729278564453 125.0 239.14785766601562 134.0 244.17681884765625 122.0 257.1202392578125 580.0 257.1937561035156 35.0 269.1545104980469 121.0 287.15716552734375 108.0 313.14654541015625 163.0 331.154541015625 10204.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850514 PEPMASS=597.187988 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G7_GG7_01_8243.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380187-01_C26H32O13_beta-D-Glucopyranoside, 2-methoxy-4-[tetrahydro-3a,6a-dihydroxy-4-(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]phenyl [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)C2OCC3(O)C(OCC23O)C4=CC(=C(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C=C4)OC INCHI=InChI=1S/C26H32O13/c1-34-16-7-12(3-5-14(16)28)22-25(32)10-37-23(26(25,33)11-36-22)13-4-6-15(17(8-13)35-2)38-24-21(31)20(30)19(29)18(9-27)39-24/h3-8,18-24,27-33H,9-11H2,1-2H3/t18-,19-,20+,21-,22?,23?,24-,25?,26?/m1/s1 INCHIAUX=IBQVOWQTGYYRJP-CPNFYLCOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850514 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850514 SCANS=253 71.65493774414062 107.0 71.90422821044922 169.0 72.03608703613281 103.0 79.51803588867188 314.0 80.77250671386719 277.0 86.08424377441406 234.0 88.79981994628906 406.0 91.41866302490234 189.0 97.25164794921875 134.0 99.2349853515625 77.0 99.79340362548828 77.0 99.8532485961914 69.0 117.0334243774414 713.0 119.04474639892578 268.0 120.0221176147461 157.0 121.02804565429688 315.0 122.03472900390625 227.0 123.04293060302734 392.0 126.70621490478516 203.0 133.02438354492188 162.0 134.0360870361328 290.0 135.04173278808594 179.0 135.72366333007812 146.0 136.01416015625 439.0 136.0488739013672 132.0 137.05606079101562 104.0 137.70046997070312 170.0 144.7894287109375 184.0 145.0279541015625 5652.0 145.0637969970703 303.0 146.03709411621094 1213.0 147.04396057128906 1588.0 148.0146942138672 779.0 148.0789337158203 270.0 148.72488403320312 217.0 148.9322052001953 70.0 149.02114868164062 724.0 149.06153869628906 963.0 150.02999877929688 541.0 151.03958129882812 1019.0 151.0962677001953 45.0 153.0552520751953 1342.0 161.02268981933594 3138.0 162.03038024902344 9729.0 162.12454223632812 91.0 163.03900146484375 20965.0 163.20706176757812 102.0 163.30323791503906 82.0 164.0478515625 429.0 165.05043029785156 171.0 166.02731323242188 666.0 173.79165649414062 47.0 177.0552215576172 6985.0 178.02764892578125 1763.0 179.02615356445312 481.0 179.07290649414062 1179.0 180.0416259765625 2592.0 181.05052185058594 2537.0 183.4622344970703 86.0 189.02183532714844 445.0 189.88014221191406 179.0 191.02723693847656 142.0 192.03775024414062 240.0 192.09771728515625 190.0 192.1726837158203 66.0 192.55892944335938 140.0 192.8413848876953 96.0 192.99517822265625 74.0 193.04949951171875 12688.0 193.55511474609375 93.0 194.02304077148438 184.0 194.05506896972656 3436.0 194.4397735595703 46.0 194.4973907470703 50.0 194.6321563720703 127.0 194.68824768066406 185.0 194.76560974121094 368.0 194.8736572265625 107.0 195.0067596435547 64.0 195.0655517578125 79684.0 195.1500244140625 94.0 196.06698608398438 273.0 196.14356994628906 71.0 197.54830932617188 73.0 197.7802734375 171.0 203.4998779296875 66.0 205.05238342285156 444.0 207.02305603027344 95.0 209.04452514648438 2556.0 211.06114196777344 3588.0 212.5237274169922 249.0 231.39993286132812 193.0 232.15179443359375 67.0 241.47926330566406 83.0 251.0560302734375 198.0 355.10296630859375 691.0 357.11468505859375 634.0 359.0998229980469 173.0 389.12469482421875 34795.0 390.1269226074219 751.0 392.47247314453125 184.0 409.1346130371094 106.0 435.9056701660156 148.0 551.1742553710938 1144.0 1528.039794921875 135.0 1812.2767333984375 158.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850517 PEPMASS=518.163635 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G7_GG7_01_8243.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380203-01_C26H30ClNO8_2-{7-Acetoxy-5-chloro-3-[(1E,3E)-3,5-dimethyl-1,3-heptadien-1-yl]-7-methyl-6,8-dioxo-7,8-dihydro-2(6H)-isoquinolinyl}pentanedioic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)\C=C(C)\C=C\C1=C\C/2=C(Cl)/C(=O)C(C)(OC(C)=O)C(=O)C2=C\N1C(CCC(O)=O)C(O)=O INCHI=InChI=1S/C26H30ClNO8/c1-6-14(2)11-15(3)7-8-17-12-18-19(13-28(17)20(25(34)35)9-10-21(30)31)23(32)26(5,36-16(4)29)24(33)22(18)27/h7-8,11-14,20H,6,9-10H2,1-5H3,(H,30,31)(H,34,35)/b8-7+,15-11+ INCHIAUX=BVIXPBFQDINHQZ-XHBXSBNISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850517 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850517 SCANS=458 116.055908203125 242.0 134.77041625976562 104.0 167.0654296875 78.0 173.0518341064453 71.0 179.77505493164062 154.0 205.422607421875 311.0 207.96902465820312 242.0 211.3641815185547 26.0 238.155029296875 148.0 253.08782958984375 174.0 268.1375427246094 265.0 271.0282287597656 334.0 279.13140869140625 202.0 280.1553649902344 164.0 282.1542663574219 204.0 284.0490417480469 994.0 295.11236572265625 115.0 298.0625 150.0 299.06964111328125 443.0 299.4147033691406 173.0 310.1411437988281 1718.0 313.07794189453125 297.0 313.14154052734375 254.0 324.1626281738281 136.0 327.62689208984375 206.0 327.8394470214844 92.0 328.0561218261719 70.0 328.111328125 10997.0 328.97564697265625 61.0 329.1007385253906 135.0 336.59368896484375 335.0 346.12322998046875 662.0 388.0775146484375 117.0 388.1326904296875 12826.0 474.17041015625 125.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850520 PEPMASS=711.391479 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E4_RE4_01_8280.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180568-03_C36H58O11_1-O-[(2alpha,3beta,5xi,6beta,9xi,18xi)-2,3,6,23-Tetrahydroxy-28-oxoolean-12-en-28-yl]-beta-D-glucopyranose [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)CC[C@@]2(CC[C@]3(C)\C(=C/CC4[C@@]5(C)C[C@@H](O)[C@H](O)[C@@](C)(CO)C5[C@H](O)C[C@@]34C)C2C1)C(=O)O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O INCHI=InChI=1S/C36H58O11/c1-31(2)9-11-36(30(45)47-29-26(43)25(42)24(41)22(16-37)46-29)12-10-34(5)18(19(36)13-31)7-8-23-32(3)14-21(40)28(44)33(4,17-38)27(32)20(39)15-35(23,34)6/h7,19-29,37-44H,8-17H2,1-6H3/t19?,20-,21-,22-,23?,24-,25+,26-,27?,28+,29+,32-,33+,34-,35-,36+/m1/s1 INCHIAUX=DZVIFFMYEULLBY-NSOPSRGASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850520 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850520 SCANS=361 101.02894592285156 200.0 113.0289077758789 212.0 119.02708435058594 30.0 122.0740966796875 177.0 147.0791473388672 208.0 161.040771484375 133.0 179.05545043945312 171.0 206.3421173095703 200.0 207.05360412597656 1087.0 231.86688232421875 106.0 240.76681518554688 70.0 241.46690368652344 62.0 241.9908447265625 112.0 242.6466064453125 97.0 245.84719848632812 67.0 246.57896423339844 158.0 250.5970001220703 158.0 250.67739868164062 126.0 251.02481079101562 61.0 252.8430633544922 293.0 253.6793670654297 50.0 261.1377868652344 135.0 285.6358337402344 188.0 311.2310485839844 154.0 340.1005859375 170.0 373.1529541015625 99.0 383.1402893066406 180.0 395.7220764160156 104.0 445.9354248046875 52.0 455.316162109375 27.0 490.3192138671875 126.0 499.7503662109375 93.0 500.5892028808594 43.0 501.3407897949219 95.0 501.4952087402344 120.0 501.97955322265625 48.0 502.1596984863281 331.0 502.5241394042969 22.0 502.6527099609375 41.0 502.8376770019531 291.0 502.9690856933594 80.0 503.1178283691406 55.0 503.3366394042969 66495.0 503.6470642089844 99.0 503.73687744140625 97.0 504.2626647949219 46.0 504.344970703125 1982.0 505.2517395019531 113.0 506.9933776855469 123.0 517.3480224609375 593.0 518.6326904296875 156.0 527.3150024414062 221.0 545.348876953125 622.0 665.3878784179688 498.0 665.4470825195312 210.0 686.4708251953125 204.0 711.3976440429688 10964.0 712.4010620117188 1433.0 723.1319580078125 24.0 737.4667358398438 121.0 1250.2581787109375 246.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850523 PEPMASS=537.157898 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E4_RE4_01_8280.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180624-03_C25H30O13_2-Propenoic acid, 3-(3-hydroxy-4-methoxyphenyl)-, (1aS,1bS,2S,5aR,6S,6aS)-2-(beta-D-glucopyranosyloxy)-1a,1b,2,5a,6,6a-hexahydro-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-6-yl ester, (2E)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(\C=C\C(=O)O[C@H]2[C@@H]3\C=C/O[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H]3[C@@]5(CO)O[C@@H]25)C=C1 INCHI=InChI=1S/C25H30O13/c1-33-14-4-2-11(8-13(14)28)3-5-16(29)36-21-12-6-7-34-23(17(12)25(10-27)22(21)38-25)37-24-20(32)19(31)18(30)15(9-26)35-24/h2-8,12,15,17-24,26-28,30-32H,9-10H2,1H3/b5-3+/t12-,15-,17-,18-,19+,20-,21+,22+,23+,24+,25-/m1/s1 INCHIAUX=LRHHPZILMPIMIY-GGKKSNITSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850523 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850523 SCANS=297 83.49992370605469 269.0 97.03141784667969 242.0 97.41584014892578 237.0 109.0335693359375 143.0 111.00724792480469 274.0 114.8547134399414 156.0 121.03180694580078 105.0 125.02827453613281 170.0 133.0264129638672 372.0 134.03819274902344 1731.0 135.043212890625 635.0 137.02365112304688 801.0 140.6968536376953 121.0 141.81207275390625 162.0 145.02964782714844 329.0 148.05711364746094 329.0 149.05894470214844 661.0 151.04042053222656 207.0 159.04196166992188 145.0 160.0164794921875 457.0 161.0240478515625 404.0 162.03076171875 529.0 163.04067993164062 770.0 173.06100463867188 374.0 175.04067993164062 579.0 176.05010986328125 351.0 176.41168212890625 115.0 178.0287628173828 288.0 181.05335998535156 681.0 190.07098388671875 219.0 192.66156005859375 256.0 193.05184936523438 7364.0 194.0272216796875 125.0 197.30430603027344 81.0 198.52706909179688 77.0 200.0458221435547 196.0 202.0677490234375 170.0 205.0499267578125 171.0 215.07582092285156 265.0 217.06190490722656 208.0 217.09120178222656 180.0 218.05979919433594 1564.0 219.06668090820312 136.0 229.08624267578125 166.0 233.0794219970703 231.0 241.0820770263672 167.0 246.05470275878906 1551.0 247.00204467773438 140.0 255.06101989746094 160.0 258.8027648925781 69.0 259.90863037109375 125.0 260.3401184082031 80.0 260.6840515136719 77.0 260.9781799316406 74.0 261.07659912109375 22138.0 263.651123046875 130.0 263.7398681640625 179.0 268.28863525390625 110.0 270.0528869628906 93.0 271.10150146484375 192.0 273.0774230957031 706.0 282.0204162597656 79.0 287.0880432128906 129.0 289.08251953125 229.0 291.0829162597656 299.0 299.0915222167969 107.0 306.1750183105469 202.0 309.0862121582031 333.0 311.08807373046875 142.0 327.09735107421875 267.0 328.0947570800781 211.0 329.10723876953125 136.0 339.0899963378906 387.0 343.9139404296875 57.0 345.1151123046875 305.0 357.11236572265625 235.0 375.1082458496094 3150.0 492.65283203125 232.0 537.1703491210938 928.0 565.5725708007812 110.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850526 PEPMASS=583.163391 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E4_RE4_01_8280.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180624-03_C25H30O13_2-Propenoic acid, 3-(3-hydroxy-4-methoxyphenyl)-, (1aS,1bS,2S,5aR,6S,6aS)-2-(beta-D-glucopyranosyloxy)-1a,1b,2,5a,6,6a-hexahydro-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-6-yl ester, (2E)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=C(\C=C\C(=O)O[C@H]2[C@@H]3\C=C/O[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H]3[C@@]5(CO)O[C@@H]25)C=C1 INCHI=InChI=1S/C25H30O13/c1-33-14-4-2-11(8-13(14)28)3-5-16(29)36-21-12-6-7-34-23(17(12)25(10-27)22(21)38-25)37-24-20(32)19(31)18(30)15(9-26)35-24/h2-8,12,15,17-24,26-28,30-32H,9-10H2,1H3/b5-3+/t12-,15-,17-,18-,19+,20-,21+,22+,23+,24+,25-/m1/s1 INCHIAUX=LRHHPZILMPIMIY-GGKKSNITSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850526 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850526 SCANS=299 81.9234848022461 92.0 96.61542510986328 177.0 97.20272827148438 120.0 105.08533477783203 102.0 109.99758911132812 62.0 114.02909088134766 126.0 116.16460418701172 203.0 117.83606719970703 124.0 125.22370147705078 62.0 129.8004608154297 213.0 132.0166778564453 119.0 133.5183563232422 389.0 134.0362091064453 2484.0 135.04994201660156 669.0 136.01467895507812 124.0 137.0250701904297 694.0 137.96311950683594 96.0 139.03826904296875 243.0 145.02857971191406 650.0 146.03541564941406 85.0 147.0412139892578 201.0 147.64932250976562 56.0 149.02207946777344 177.0 149.06076049804688 823.0 150.02874755859375 132.0 151.0429229736328 1391.0 156.06297302246094 78.0 159.0392608642578 183.0 160.01698303222656 1723.0 160.04954528808594 235.0 161.0183563232422 176.0 162.03143310546875 455.0 163.04037475585938 1750.0 165.0234832763672 178.0 173.06312561035156 171.0 175.04122924804688 1398.0 176.04302978515625 73.0 177.0584259033203 191.0 178.02403259277344 643.0 181.05133056640625 1135.0 184.05392456054688 231.0 185.0565185546875 222.0 192.0437774658203 483.0 193.0028533935547 170.0 193.04983520507812 10954.0 198.04730224609375 189.0 199.07192993164062 553.0 201.02635192871094 80.0 201.05506896972656 155.0 201.62326049804688 125.0 202.0669403076172 839.0 212.05784606933594 293.0 215.0740203857422 423.0 217.04867553710938 170.0 217.08724975585938 187.0 218.0559539794922 1083.0 219.06448364257812 248.0 228.04454040527344 208.0 231.06150817871094 249.0 233.08364868164062 381.0 243.07882690429688 246.0 245.57884216308594 114.0 246.0523681640625 876.0 247.13168334960938 248.0 247.19801330566406 189.0 251.1784210205078 238.0 257.08319091796875 191.0 259.0690002441406 331.0 259.66204833984375 171.0 260.76995849609375 149.0 260.85675048828125 124.0 260.89013671875 71.0 260.9906005859375 104.0 261.07708740234375 40700.0 262.0833740234375 198.0 266.72222900390625 326.0 271.05902099609375 131.0 273.0771484375 330.0 277.4361877441406 92.0 281.0831298828125 136.0 286.0518493652344 187.0 289.3368225097656 155.0 291.0966491699219 295.0 311.0977478027344 505.0 314.1056213378906 142.0 319.83740234375 61.0 327.0943603515625 145.0 333.19866943359375 207.0 345.099365234375 767.0 357.1136474609375 464.0 375.1089782714844 3889.0 445.0123291015625 210.0 459.16961669921875 123.0 537.1612548828125 9242.0 537.2978515625 104.0 538.1561889648438 121.0 700.2943115234375 88.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850529 PEPMASS=583.271545 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E4_RE4_01_8280.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380865-01_C28H42O10_4H-Cyclopenta[a]cyclopropa[f]cycloundecen-4-one, 4a-(acetyloxy)-9-[(hexopyranosyloxy)methyl]-1,1a,4a,5,6,7,7a,10,11,11a-decahydro-7-hydroxy-1,1,3,6-tetramethyl-, (8E)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CC2(OC(C)=O)C(\C=C(/CCC3C(/C=C(C)/C2=O)C3(C)C)COC4OC(CO)C(O)C(O)C4O)C1O INCHI=InChI=1S/C28H42O10/c1-13-8-18-17(27(18,4)5)7-6-16(12-36-26-24(34)23(33)22(32)20(11-29)37-26)9-19-21(31)14(2)10-28(19,25(13)35)38-15(3)30/h8-9,14,17-24,26,29,31-34H,6-7,10-12H2,1-5H3/b13-8+,16-9+ INCHIAUX=WJZFXCPBSLOUNH-CTWANCMXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850529 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850529 SCANS=341 113.6686019897461 176.0 122.03653717041016 126.0 123.04337310791016 198.0 137.0264434814453 222.0 161.0421142578125 170.0 165.05628967285156 341.0 179.05572509765625 127.0 180.0486297607422 225.0 180.070556640625 129.0 186.27305603027344 63.0 201.1287384033203 291.0 225.76788330078125 452.0 253.12200927734375 79.0 257.1518859863281 303.0 261.08294677734375 169.0 269.2171630859375 125.0 281.0874938964844 73.0 297.1823425292969 1169.0 299.1958312988281 154.0 315.1990661621094 2491.0 324.10040283203125 279.0 339.09906005859375 126.0 376.169189453125 92.0 438.11981201171875 176.0 477.248046875 1262.0 535.1935424804688 112.0 537.2794189453125 795.0 581.9051513671875 75.0 582.2444458007812 250.0 583.270751953125 1463.0 585.9751586914062 76.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850532 PEPMASS=513.303833 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E4_RE4_01_8280.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380867-01_C27H46O9_9,12,15-Octadecatrienoic acid, 3-(hexopyranosyloxy)-2-hydroxypropyl ester, (9Z,12Z,15Z)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC\C=C/C/C=C\C\C=C/CCCCCCCC(=O)OCC(O)COC1OC(CO)C(O)C(O)C1O INCHI=InChI=1S/C27H46O9/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(30)34-19-21(29)20-35-27-26(33)25(32)24(31)22(18-28)36-27/h3-4,6-7,9-10,21-22,24-29,31-33H,2,5,8,11-20H2,1H3/b4-3-,7-6-,10-9- INCHIAUX=HUSISCNTLUEZCN-PDBXOOCHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850532 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850532 SCANS=534 194.08303833007812 260.0 235.08473205566406 271.0 277.2174987792969 4027.0 282.9991149902344 162.0 333.00555419921875 244.0 447.002685546875 174.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850535 PEPMASS=559.309143 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E4_RE4_01_8280.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380867-01_C27H46O9_9,12,15-Octadecatrienoic acid, 3-(hexopyranosyloxy)-2-hydroxypropyl ester, (9Z,12Z,15Z)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC\C=C/C/C=C\C\C=C/CCCCCCCC(=O)OCC(O)COC1OC(CO)C(O)C(O)C1O INCHI=InChI=1S/C27H46O9/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(30)34-19-21(29)20-35-27-26(33)25(32)24(31)22(18-28)36-27/h3-4,6-7,9-10,21-22,24-29,31-33H,2,5,8,11-20H2,1H3/b4-3-,7-6-,10-9- INCHIAUX=HUSISCNTLUEZCN-PDBXOOCHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850535 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850535 SCANS=529 103.74322509765625 133.0 138.07080078125 46.0 139.11341857910156 65.0 141.0960235595703 257.0 143.03492736816406 162.0 161.04490661621094 343.0 179.0519256591797 406.0 185.54612731933594 128.0 235.08470153808594 2409.0 246.99842834472656 245.0 253.09420776367188 5435.0 253.14634704589844 141.0 259.2035217285156 266.0 275.26513671875 102.0 275.97357177734375 140.0 276.5361022949219 66.0 277.21734619140625 43085.0 278.2061767578125 251.0 278.28765869140625 93.0 278.43048095703125 71.0 280.98345947265625 61.0 372.99322509765625 130.0 378.7967224121094 222.0 393.551513671875 55.0 512.6595458984375 94.0 512.7811889648438 138.0 513.296142578125 115.0 559.3275756835938 83.0 1576.49609375 204.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850538 PEPMASS=541.152466 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E4_RE4_01_8280.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380868-01_C24H30O14_Methyl (2S,3R,4S)-2-(beta-D-glucopyranosyloxy)-4-{2-[(3,4,5-trihydroxybenzoyl)oxy]ethyl}-3-vinyl-3,4-dihydro-2H-pyran-5-carboxylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C/1=C/O[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](C=C)[C@@H]1CCOC(=O)C3=CC(=C(O)C(=C3)O)O INCHI=InChI=1S/C24H30O14/c1-3-11-12(4-5-35-21(32)10-6-14(26)17(28)15(27)7-10)13(22(33)34-2)9-36-23(11)38-24-20(31)19(30)18(29)16(8-25)37-24/h3,6-7,9,11-12,16,18-20,23-31H,1,4-5,8H2,2H3/t11-,12+,16-,18-,19+,20-,23+,24+/m1/s1 INCHIAUX=SMTKSCGLXONVGL-UPIRYGIPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850538 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850538 SCANS=281 75.55685424804688 458.0 87.3400650024414 31.0 99.97718811035156 116.0 101.02242279052734 263.0 104.90247344970703 65.0 125.02330017089844 7899.0 126.2113265991211 89.0 136.98435974121094 298.0 157.05226135253906 366.0 168.00601196289062 215.0 168.63392639160156 162.0 169.01339721679688 43421.0 172.80897521972656 46.0 179.0288543701172 91.0 183.0225067138672 296.0 195.06475830078125 1147.0 207.02806091308594 423.0 209.08384704589844 185.0 257.4499206542969 102.0 272.1048889160156 35.0 277.0357360839844 98.0 277.0765075683594 274.0 307.8302917480469 23.0 308.8186950683594 53.0 309.06488037109375 1868.0 331.06719970703125 425.0 347.078369140625 1657.0 357.1148986816406 129.0 361.0967712402344 757.0 379.1000061035156 1350.0 396.16552734375 221.0 452.0448913574219 158.0 540.9575805664062 73.0 541.15625 19929.0 541.2538452148438 100.0 542.1712036132812 267.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850541 PEPMASS=577.128479 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E4_RE4_01_8280.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380868-01_C24H30O14_Methyl (2S,3R,4S)-2-(beta-D-glucopyranosyloxy)-4-{2-[(3,4,5-trihydroxybenzoyl)oxy]ethyl}-3-vinyl-3,4-dihydro-2H-pyran-5-carboxylate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C/1=C/O[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](C=C)[C@@H]1CCOC(=O)C3=CC(=C(O)C(=C3)O)O INCHI=InChI=1S/C24H30O14/c1-3-11-12(4-5-35-21(32)10-6-14(26)17(28)15(27)7-10)13(22(33)34-2)9-36-23(11)38-24-20(31)19(30)18(29)16(8-25)37-24/h3,6-7,9,11-12,16,18-20,23-31H,1,4-5,8H2,2H3/t11-,12+,16-,18-,19+,20-,23+,24+/m1/s1 INCHIAUX=SMTKSCGLXONVGL-UPIRYGIPSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850541 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850541 SCANS=277 87.36068725585938 91.0 125.02339172363281 1138.0 150.02838134765625 122.0 168.0103759765625 540.0 169.01406860351562 6007.0 194.81350708007812 115.0 195.06930541992188 159.0 202.8834228515625 221.0 207.02621459960938 201.0 227.08334350585938 170.0 233.04237365722656 195.0 237.07102966308594 158.0 277.09527587890625 372.0 288.8638916015625 138.0 306.6407470703125 203.0 308.6208801269531 128.0 309.0675048828125 306.0 347.07464599609375 161.0 361.0923767089844 137.0 379.09893798828125 370.0 540.55322265625 196.0 541.1539916992188 9161.0 541.2788696289062 73.0 542.1495361328125 172.0 544.6738891601562 78.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850544 PEPMASS=939.487976 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_GA2_01_8303.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169689-02_C48H78O19_beta-D-Glucopyranose, O-6-deoxy-alpha-L-mannopyranosyl-(1->4)-O-beta-D-glucopyranosyl-(1->6)-1-O-[(2alpha,3beta,5xi,9xi,18xi)-2,3,23-trihydroxy-28-oxours-12-en-28-yl]- [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CC[C@@]2(CC[C@]3(C)\C(=C/CC4[C@@]5(C)C[C@@H](O)[C@H](O)[C@@](C)(CO)C5CC[C@@]34C)C2[C@H]1C)C(=O)O[C@@H]6O[C@H](CO[C@@H]7O[C@H](CO)[C@@H](O[C@@H]8O[C@@H](C)[C@H](O)[C@@H](O)[C@H]8O)[C@H](O)[C@H]7O)[C@@H](O)[C@H](O)[C@H]6O INCHI=InChI=1S/C48H78O19/c1-20-10-13-48(15-14-46(6)23(29(48)21(20)2)8-9-28-44(4)16-24(51)39(60)45(5,19-50)27(44)11-12-47(28,46)7)43(61)67-42-36(58)33(55)31(53)26(65-42)18-62-40-37(59)34(56)38(25(17-49)64-40)66-41-35(57)32(54)30(52)22(3)63-41/h8,20-22,24-42,49-60H,9-19H2,1-7H3/t20-,21+,22+,24-,25-,26-,27?,28?,29?,30+,31-,32-,33+,34-,35-,36-,37-,38-,39+,40-,41+,42+,44+,45+,46-,47-,48+/m1/s1 INCHIAUX=WYQVAPGDARQUBT-ZKFJACKJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850544 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850544 SCANS=441 75.34780883789062 91.0 84.0214614868164 300.0 84.85112762451172 61.0 85.0294189453125 929.0 86.02776336669922 58.0 89.02376556396484 174.0 95.01180267333984 325.0 97.02766418457031 189.0 99.00712585449219 384.0 113.02300262451172 1652.0 114.99742126464844 60.0 121.0283203125 288.0 138.9987030029297 202.0 153.0562744140625 135.0 157.00784301757812 140.0 242.9385223388672 166.0 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NAME=NCGC00381274-01_C18H34O12_3-Hydroxy-3-(hydroxymethyl)-4-methylpentyl 6-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydro-2-furanyl]-beta-D-glucopyranoside [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(O)(CO)CCO[C@@H]1O[C@H](CO[C@H]2OC[C@](O)(CO)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C18H34O12/c1-9(2)17(25,6-19)3-4-27-15-13(23)12(22)11(21)10(30-15)5-28-16-14(24)18(26,7-20)8-29-16/h9-16,19-26H,3-8H2,1-2H3/t10-,11-,12+,13-,14+,15-,16+,17?,18-/m1/s1 INCHIAUX=MHJYRHBCBPGGHL-IFTGIQGKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850568 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850568 SCANS=255 131.03184509277344 274.0 147.10174560546875 378.0 149.04376220703125 614.0 161.0446319580078 324.0 179.05885314941406 185.0 191.06358337402344 513.0 221.0657501220703 193.0 233.0640106201172 127.0 309.1534118652344 433.0 441.19927978515625 2608.0 441.3251037597656 169.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850570 PEPMASS=487.204712 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A6_GA6_01_8454.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381274-01_C18H34O12_3-Hydroxy-3-(hydroxymethyl)-4-methylpentyl 6-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydro-2-furanyl]-beta-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(O)(CO)CCO[C@@H]1O[C@H](CO[C@H]2OC[C@](O)(CO)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C18H34O12/c1-9(2)17(25,6-19)3-4-27-15-13(23)12(22)11(21)10(30-15)5-28-16-14(24)18(26,7-20)8-29-16/h9-16,19-26H,3-8H2,1-2H3/t10-,11-,12+,13-,14+,15-,16+,17?,18-/m1/s1 INCHIAUX=MHJYRHBCBPGGHL-IFTGIQGKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850570 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1359.317626953125 120.0 1381.10302734375 86.0 1395.1524658203125 176.0 1432.59716796875 171.0 1489.0457763671875 177.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850580 PEPMASS=503.300659 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C2_RC2_01_8265.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380949-01_C28H42O5_3,5,9,23-Tetrahydroxy-18,22-cycloergosta-6,8(14)-dien-11-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(C)C(O)C1CC\23CC(=O)C4(O)C(=C2CCC3C1C)\C=C/C5(O)CC(O)CCC45C INCHI=InChI=1S/C28H42O5/c1-15(2)16(3)24(31)19-13-26-14-23(30)28(33)22(21(26)7-6-20(26)17(19)4)9-11-27(32)12-18(29)8-10-25(27,28)5/h9,11,15-20,24,29,31-33H,6-8,10,12-14H2,1-5H3 INCHIAUX=MUYUFHKTKLPWIW-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850580 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850580 SCANS=448 96.0082778930664 205.0 139.0267791748047 208.0 154.083984375 110.0 196.09799194335938 329.0 258.1424865722656 119.0 270.11163330078125 120.0 282.06158447265625 158.0 284.1315612792969 103.0 294.138916015625 176.0 299.1609191894531 107.0 313.2082824707031 145.0 316.1454772949219 198.0 317.16241455078125 204.0 321.19866943359375 226.0 327.1487121582031 119.0 348.1650695800781 102.0 361.0753173828125 100.0 399.23675537109375 975.0 400.23980712890625 260.0 439.28582763671875 667.0 442.2290954589844 248.0 457.2945251464844 194.0 503.2935791015625 109.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850583 PEPMASS=343.118042 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C2_RC2_01_8265.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380950-01_C19H20O6_6a,7,8,12a-Tetrahydroxy-3-methyl-2,3,4,5,6,6a,7,12a-octahydro-1,12-tetraphenedione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CC(=O)C/2=C(/CCC3(O)C(O)C4=C(O)C=CC=C4C(=O)C23O)C1 INCHI=InChI=1S/C19H20O6/c1-9-7-10-5-6-18(24)17(23)14-11(3-2-4-12(14)20)16(22)19(18,25)15(10)13(21)8-9/h2-4,9,17,20,23-25H,5-8H2,1H3 INCHIAUX=UTAIBCIOWTVUDJ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850583 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850583 SCANS=300 159.04522705078125 203.0 175.0722198486328 156.0 177.08700561523438 160.0 191.0684051513672 120.0 203.04287719726562 310.0 212.046630859375 150.0 214.02598571777344 74.0 215.0099334716797 203.0 238.05282592773438 175.0 258.09112548828125 126.0 265.09527587890625 140.0 269.1178894042969 234.0 282.1114501953125 172.0 289.0874328613281 312.0 297.11297607421875 167.0 307.0997619628906 711.0 325.1098327636719 4379.0 328.40252685546875 113.0 343.1230163574219 524.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850586 PEPMASS=489.212189 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C2_RC2_01_8265.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380952-01_C26H34O9_(1R,2R,4S,7S,8R,9R,10S,11R,12S,13S,14R,17R,18R,19R)-8-Acetoxy-10,19-dihydroxy-1,9,18-trimethyl-15-oxo-16,20-dioxahexacyclo[15.3.2.0~2,13~.0~4,12~.0~7,11~.0~14,19~]docos-5-ene-5-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1[C@@H](O)[C@H]2[C@H](\C=C(/[C@H]3C[C@@H]4[C@H]([C@H]23)[C@H]5C(=O)O[C@@H]6CC[C@@]4(C)O[C@]5(O)[C@@H]6C)C(O)=O)[C@H]1OC(C)=O INCHI=InChI=1S/C26H34O9/c1-9-21(28)18-14(22(9)33-11(3)27)7-13(23(29)30)12-8-15-19(17(12)18)20-24(31)34-16-5-6-25(15,4)35-26(20,32)10(16)2/h7,9-10,12,14-22,28,32H,5-6,8H2,1-4H3,(H,29,30)/t9-,10-,12-,14+,15-,16-,17+,18+,19-,20+,21-,22+,25-,26-/m1/s1 INCHIAUX=OTGHTIDLDTWPFJ-ROQUJFDLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850586 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850586 SCANS=387 97.06686401367188 213.0 120.06912994384766 236.0 162.07498168945312 143.0 164.99468994140625 122.0 203.10247802734375 236.0 204.11822509765625 147.0 231.11984252929688 159.0 233.59457397460938 229.0 239.92056274414062 109.0 284.1127624511719 208.0 303.1277160644531 298.0 304.262939453125 87.0 311.16314697265625 185.0 323.1998291015625 257.0 340.0858459472656 231.0 367.1896057128906 786.0 385.200927734375 279.0 388.1855773925781 199.0 427.21575927734375 1151.0 429.187255859375 912.0 471.1961364746094 1352.0 486.5194091796875 119.0 488.1998596191406 187.0 489.212890625 11475.0 740.5289306640625 88.0 930.8005981445312 110.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850589 PEPMASS=535.217407 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C2_RC2_01_8265.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380952-01_C26H34O9_(1R,2R,4S,7S,8R,9R,10S,11R,12S,13S,14R,17R,18R,19R)-8-Acetoxy-10,19-dihydroxy-1,9,18-trimethyl-15-oxo-16,20-dioxahexacyclo[15.3.2.0~2,13~.0~4,12~.0~7,11~.0~14,19~]docos-5-ene-5-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1[C@@H](O)[C@H]2[C@H](\C=C(/[C@H]3C[C@@H]4[C@H]([C@H]23)[C@H]5C(=O)O[C@@H]6CC[C@@]4(C)O[C@]5(O)[C@@H]6C)C(O)=O)[C@H]1OC(C)=O INCHI=InChI=1S/C26H34O9/c1-9-21(28)18-14(22(9)33-11(3)27)7-13(23(29)30)12-8-15-19(17(12)18)20-24(31)34-16-5-6-25(15,4)35-26(20,32)10(16)2/h7,9-10,12,14-22,28,32H,5-6,8H2,1-4H3,(H,29,30)/t9-,10-,12-,14+,15-,16-,17+,18+,19-,20+,21-,22+,25-,26-/m1/s1 INCHIAUX=OTGHTIDLDTWPFJ-ROQUJFDLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850589 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850589 SCANS=383 96.91057586669922 68.0 123.0809555053711 249.0 127.079833984375 176.0 157.89866638183594 65.0 161.06690979003906 230.0 161.09214782714844 501.0 165.0504913330078 144.0 177.32046508789062 112.0 186.8455352783203 81.0 191.06658935546875 149.0 197.13375854492188 215.0 199.10879516601562 393.0 200.1084747314453 151.0 205.12852478027344 105.0 217.08407592773438 178.0 223.94830322265625 201.0 225.09060668945312 116.0 225.15492248535156 183.0 228.343505859375 139.0 229.11912536621094 108.0 231.15585327148438 226.0 231.33822631835938 187.0 233.8625030517578 152.0 233.93978881835938 177.0 234.2036590576172 93.0 235.14511108398438 140.0 235.73602294921875 236.0 236.4066925048828 165.0 239.55194091796875 110.0 239.99612426757812 116.0 240.11985778808594 160.0 240.72853088378906 157.0 243.09939575195312 299.0 243.7003936767578 98.0 249.44044494628906 110.0 251.24948120117188 199.0 254.20277404785156 109.0 257.57684326171875 166.0 258.16375732421875 217.0 261.1194763183594 607.0 262.3223876953125 386.0 264.1221923828125 134.0 277.1373596191406 139.0 278.11346435546875 170.0 279.2161560058594 181.0 279.7815856933594 92.0 283.1725158691406 100.0 288.4954833984375 49.0 323.1662292480469 90.0 323.2105712890625 443.0 329.1903076171875 212.0 347.31781005859375 92.0 349.1821594238281 125.0 357.20733642578125 137.0 367.18994140625 3699.0 385.2042541503906 1322.0 411.17864990234375 519.0 427.20880126953125 2159.0 428.9950256347656 73.0 429.1920166015625 3626.0 431.0555725097656 180.0 444.0625915527344 123.0 444.9553527832031 205.0 447.1966857910156 155.0 469.46734619140625 113.0 471.20269775390625 5758.0 471.3083190917969 79.0 482.6061706542969 51.0 484.7420959472656 77.0 485.6728210449219 78.0 487.1383361816406 64.0 487.56317138671875 312.0 487.9826354980469 91.0 488.6509094238281 115.0 488.7471923828125 78.0 488.8546447753906 146.0 489.0232849121094 323.0 489.213623046875 108702.0 489.32794189453125 116.0 489.87384033203125 73.0 490.22052001953125 469.0 491.2757568359375 85.0 531.9466552734375 105.0 832.4928588867188 188.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850592 PEPMASS=575.159363 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A3_RA3_01_8465.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169074-02_C25H32O13_Methyl (2S,3E,4S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-5-carboxylate [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)\C1=C\O[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)\C(=C\C)[C@@H]1CC(=O)OCCC3=CC(=C(O)C=C3)O INCHI=InChI=1S/C25H32O13/c1-3-13-14(9-19(29)35-7-6-12-4-5-16(27)17(28)8-12)15(23(33)34-2)11-36-24(13)38-25-22(32)21(31)20(30)18(10-26)37-25/h3-5,8,11,14,18,20-22,24-28,30-32H,6-7,9-10H2,1-2H3/b13-3+/t14-,18+,20+,21-,22+,24-,25-/m0/s1 INCHIAUX=RFWGABANNQMHMZ-ZCHJGGQASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850592 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850592 SCANS=328 94.16861724853516 66.0 101.0233383178711 206.0 139.01365661621094 276.0 139.04501342773438 158.0 147.98150634765625 163.0 149.01715087890625 165.0 153.05386352539062 120.0 161.0455780029297 146.0 171.0286865234375 77.0 179.05247497558594 189.0 197.07803344726562 90.0 223.0586700439453 512.0 263.74627685546875 253.0 274.6771545410156 207.0 275.0386047363281 206.0 275.093994140625 709.0 307.0853271484375 738.0 345.1050720214844 163.0 371.0943298339844 124.0 377.11895751953125 108.0 403.12371826171875 138.0 539.1846923828125 1350.0 552.6387939453125 150.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850595 PEPMASS=987.526855 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A3_RA3_01_8465.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384682-01_C48H78O18_1-O-[(3beta)-3-{[3-O-(beta-D-Galactopyranosyl)-beta-D-glucopyranosyl]oxy}-28-oxoolean-12-en-28-yl]-beta-D-glucopyranose [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)CC[C@@]2(CC[C@]3(C)\C(=C/CC4[C@@]5(C)CC[C@H](O[C@H]6O[C@H](CO)[C@@H](O)[C@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H]6O)C(C)(C)C5CC[C@@]34C)[C@@H]2C1)C(=O)O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O INCHI=InChI=1S/C48H78O18/c1-43(2)14-16-48(42(60)66-40-36(58)34(56)31(53)25(20-50)62-40)17-15-46(6)22(23(48)18-43)8-9-28-45(5)12-11-29(44(3,4)27(45)10-13-47(28,46)7)64-41-37(59)38(32(54)26(21-51)63-41)65-39-35(57)33(55)30(52)24(19-49)61-39/h8,23-41,49-59H,9-21H2,1-7H3/t23-,24+,25+,26+,27?,28?,29-,30+,31+,32+,33-,34-,35+,36+,37+,38-,39-,40-,41+,45-,46+,47+,48-/m0/s1 INCHIAUX=MHCDFIFLMYBWIV-ZTRMDWOJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850595 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850595 SCANS=410 88.5995101928711 176.0 101.02455139160156 883.0 102.20977783203125 143.0 111.01388549804688 172.0 113.02445220947266 192.0 119.03498840332031 634.0 125.0241470336914 126.0 143.0411376953125 301.0 160.9709930419922 92.0 161.04437255859375 1762.0 179.0572509765625 959.0 179.20164489746094 72.0 195.06875610351562 152.0 199.9991455078125 138.0 215.0352783203125 237.0 269.0462646484375 167.0 271.04425048828125 183.0 287.0154113769531 206.0 296.1356506347656 132.0 299.02838134765625 133.0 301.02056884765625 148.0 306.1165771484375 213.0 326.06646728515625 158.0 334.7122802734375 130.0 343.1159973144531 155.0 358.08795166015625 72.0 365.5087585449219 295.0 367.0389404296875 65.0 410.23681640625 97.0 418.9834899902344 222.0 456.3645324707031 157.0 505.3204650878906 241.0 577.0206909179688 195.0 617.4381713867188 165.0 624.982177734375 224.0 727.390380859375 137.0 735.4631958007812 1137.0 736.4553833007812 99.0 736.49462890625 91.0 737.480712890625 224.0 777.23388671875 116.0 777.4568481445312 147.0 778.57470703125 230.0 779.46240234375 8784.0 780.4585571289062 2191.0 780.5233154296875 68.0 793.462646484375 134.0 821.4784545898438 1123.0 822.4713134765625 77.0 862.5364379882812 106.0 865.0462646484375 101.0 877.0073852539062 129.0 881.5218505859375 110.0 941.4891357421875 140.0 941.58154296875 136.0 942.5269775390625 321.0 955.4979248046875 114.0 987.3748779296875 97.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850598 PEPMASS=633.128723 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E6_GE6_01_8331.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385015-01_C27H32O15_2H-Pyran-4-acetic acid, 5-carboxy-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-3-[2-[[(2E)-3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propen-1-yl]oxy]ethylidene]-, alpha-methyl ester, (2S,3Z,4S)- [M-2H+K]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C[C@H]\1C(=C/COC(=O)\C=C\C2=CC(=C(O)C=C2)OC)/[C@@H](O\C=C1C(O)=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O INCHI=InChI=1S/C27H32O15/c1-37-18-9-13(3-5-17(18)29)4-6-20(30)39-8-7-14-15(10-21(31)38-2)16(25(35)36)12-40-26(14)42-27-24(34)23(33)22(32)19(11-28)41-27/h3-7,9,12,15,19,22-24,26-29,32-34H,8,10-11H2,1-2H3,(H,35,36)/b6-4+,14-7-/t15-,19+,22+,23-,24+,26-,27-/m0/s1 INCHIAUX=HWTKLHMQRXNNDR-PVZHQXNISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850598 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850598 SCANS=312 88.42242431640625 319.0 109.9531021118164 80.0 116.63973999023438 226.0 121.02864837646484 428.0 123.04670715332031 783.0 127.03472137451172 145.0 145.02809143066406 53.0 159.04367065429688 441.0 162.03738403320312 320.0 163.04006958007812 1431.0 167.0359344482422 232.0 175.03648376464844 138.0 177.056640625 169.0 179.07179260253906 170.0 181.0455322265625 197.0 185.0237274169922 1175.0 195.0693817138672 506.0 205.0533905029297 209.0 209.06033325195312 185.0 217.0504608154297 108.0 223.07510375976562 107.0 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COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_RA4_01_8353.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385664-01_C24H28O13_(1aS,1bS,2S,5aR,6S,6aS)-2-(beta-D-Glucopyranosyloxy)-1a-(hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydrooxireno[4,5]cyclopenta[1,2-c]pyran-6-yl (2E)-3-(3,4-dihydroxyphenyl)acrylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](O[C@@H]2O\C=C/[C@H]3[C@H](OC(=O)\C=C\C4=CC(=C(O)C=C4)O)[C@@H]5O[C@]5(CO)[C@@H]23)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C24H28O13/c25-8-14-17(30)18(31)19(32)23(34-14)36-22-16-11(5-6-33-22)20(21-24(16,9-26)37-21)35-15(29)4-2-10-1-3-12(27)13(28)7-10/h1-7,11,14,16-23,25-28,30-32H,8-9H2/b4-2+/t11-,14-,16-,17-,18+,19-,20+,21+,22+,23+,24-/m1/s1 INCHIAUX=MZQXNUBTVLKMLP-QOEJBJAYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850613 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850613 SCANS=337 80.68357849121094 35.0 90.884765625 216.0 95.05179595947266 158.0 114.68242645263672 36.0 121.03095245361328 174.0 127.9347152709961 187.0 131.87203979492188 56.0 133.03114318847656 762.0 134.03854370117188 193.0 135.0458221435547 1104.0 159.50357055664062 148.0 160.98069763183594 119.0 161.02415466308594 6620.0 161.0572052001953 136.0 163.0390625 485.0 168.91949462890625 73.0 175.03990173339844 92.0 178.02236938476562 253.0 178.23367309570312 150.0 179.03375244140625 1691.0 194.06076049804688 204.0 201.0540008544922 144.0 203.0695343017578 198.0 246.94215393066406 275.0 247.05780029296875 243.0 281.0984191894531 226.0 287.0591735839844 95.0 361.0981140136719 382.0 447.8723449707031 36.0 521.406494140625 74.0 522.9583129882812 128.0 523.148193359375 11126.0 1276.5963134765625 335.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850616 PEPMASS=403.143036 CHARGE=1 MSLEVEL=2 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BEGIN IONS TITLE=CCMSLIB00000850618 PEPMASS=449.148804 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_RA4_01_8353.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385668-01_C21H24O8_4-[(E)-2-(3-Hydroxy-5-methoxyphenyl)vinyl]phenyl beta-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(=C1)/C=C/C2=CC=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C=C2)O INCHI=InChI=1S/C21H24O8/c1-27-16-9-13(8-14(23)10-16)3-2-12-4-6-15(7-5-12)28-21-20(26)19(25)18(24)17(11-22)29-21/h2-10,17-26H,11H2,1H3/b3-2+/t17-,18-,19+,20-,21-/m1/s1 INCHIAUX=IIISUZGWBIPYEJ-DXKBKAGUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850618 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850618 SCANS=387 89.13896179199219 132.0 89.22801208496094 210.0 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786.6638793945312 127.0 793.8475341796875 110.0 799.4127197265625 105.0 817.998779296875 161.0 827.4049682617188 58.0 1105.0096435546875 58.0 1117.85498046875 35.0 1138.533447265625 46.0 1477.929931640625 71.0 2000.96923828125 163.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850625 PEPMASS=345.205566 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E3_RE3_01_8279.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169945-03_C21H30O4_4a(2H)-Phenanthrenecarboxylic acid, 1,3,4,9,10,10a-hexahydro-5-hydroxy-6-methoxy-1,1-dimethyl-7-(1-methylethyl)-, (4aR)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C=C2CCC3C(C)(C)CCC[C@]3(C(O)=O)C2=C1O)C(C)C INCHI=InChI=1S/C21H30O4/c1-12(2)14-11-13-7-8-15-20(3,4)9-6-10-21(15,19(23)24)16(13)17(22)18(14)25-5/h11-12,15,22H,6-10H2,1-5H3,(H,23,24)/t15?,21-/m1/s1 INCHIAUX=QQNSARJGBPMQDI-MZVUKIKXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850625 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850625 SCANS=604 164.78273010253906 290.0 216.11912536621094 147.0 271.16632080078125 69.0 286.1917419433594 4736.0 299.3885192871094 198.0 300.9921875 108.0 301.2181396484375 9269.0 345.2081604003906 5529.0 361.2412109375 128.0 392.5895690917969 115.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850628 PEPMASS=873.407043 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E3_RE3_01_8279.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380855-01_C42H66O19_7'-Hydroxy-8',12'-dimethyl-5-oxodihydrospiro[furan-3,5'-[6]oxapentacyclo[9.8.0.0~1,7~.0~4,8~.0~12,17~]nonadecan]-15'-yl hexopyranosyl-(1->4)hexopyranosyl-(1->4)-6-deoxy-3-O-methylhexopyranoside [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1C(O)C(OC(C)C1OC2OC(CO)C(OC3OC(CO)C(O)C(O)C3O)C(O)C2O)OC4CCC5(C)C(CCC67CCC8C(C)(CCC56)C7(O)OC89COC(=O)C9)C4 INCHI=InChI=1S/C42H66O19/c1-18-32(59-36-30(50)28(48)33(22(16-44)58-36)60-35-29(49)27(47)26(46)21(15-43)57-35)34(53-4)31(51)37(55-18)56-20-6-9-38(2)19(13-20)5-11-40-12-8-24-39(3,10-7-23(38)40)42(40,52)61-41(24)14-25(45)54-17-41/h18-24,26-37,43-44,46-52H,5-17H2,1-4H3 INCHIAUX=NJYMCMBDFMRROK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850628 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850628 SCANS=311 101.02578735351562 170.0 101.33700561523438 65.0 101.4966049194336 85.0 109.03348541259766 127.0 111.00799560546875 293.0 113.02523803710938 286.0 119.02958679199219 305.0 127.04815673828125 92.0 129.00367736816406 175.0 141.0198974609375 167.0 143.05470275878906 227.0 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NAME=NCGC00380855-01_C42H66O19_7'-Hydroxy-8',12'-dimethyl-5-oxodihydrospiro[furan-3,5'-[6]oxapentacyclo[9.8.0.0~1,7~.0~4,8~.0~12,17~]nonadecan]-15'-yl hexopyranosyl-(1->4)hexopyranosyl-(1->4)-6-deoxy-3-O-methylhexopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1C(O)C(OC(C)C1OC2OC(CO)C(OC3OC(CO)C(O)C(O)C3O)C(O)C2O)OC4CCC5(C)C(CCC67CCC8C(C)(CCC56)C7(O)OC89COC(=O)C9)C4 INCHI=InChI=1S/C42H66O19/c1-18-32(59-36-30(50)28(48)33(22(16-44)58-36)60-35-29(49)27(47)26(46)21(15-43)57-35)34(53-4)31(51)37(55-18)56-20-6-9-38(2)19(13-20)5-11-40-12-8-24-39(3,10-7-23(38)40)42(40,52)61-41(24)14-25(45)54-17-41/h18-24,26-37,43-44,46-52H,5-17H2,1-4H3 INCHIAUX=NJYMCMBDFMRROK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850630 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850630 SCANS=321 71.01658630371094 843.0 72.96112060546875 99.0 72.9930648803711 155.0 73.03105163574219 485.0 73.05567932128906 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136.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850634 PEPMASS=345.169128 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E3_RE3_01_8279.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380859-01_C20H26O5_(5xi,6alpha,7beta)-6,11,12-Trihydroxy-7,20-epoxyabieta-8,11,13-trien-20-one [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C1=CC2=C(C(=C1O)O)[C@@]34CCCC(C)(C)C3[C@@H](O)[C@@H]2OC4=O INCHI=InChI=1S/C20H26O5/c1-9(2)10-8-11-12(14(22)13(10)21)20-7-5-6-19(3,4)17(20)15(23)16(11)25-18(20)24/h8-9,15-17,21-23H,5-7H2,1-4H3/t15-,16+,17?,20-/m0/s1 INCHIAUX=UXVPWKDITRJELA-YLPFRIKTSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850634 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850634 SCANS=431 111.34896850585938 100.0 139.80381774902344 108.0 158.4620819091797 229.0 204.0764617919922 202.0 229.09414672851562 292.0 258.130615234375 247.0 266.1427917480469 194.0 283.1663818359375 1998.0 300.1679382324219 341.0 301.1802978515625 4922.0 302.0777893066406 62.0 302.2062683105469 206.0 345.182373046875 735.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850637 PEPMASS=405.2258 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E3_RE3_01_8279.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380860-01_C22H32O4_15-Acetoxykaur-16-en-18-oic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)O[C@H]1C(=C)[C@H]2CCC3[C@]4(C)CCC[C@](C)(C4CC[C@]13C2)C(O)=O INCHI=InChI=1S/C22H32O4/c1-13-15-6-7-17-20(3)9-5-10-21(4,19(24)25)16(20)8-11-22(17,12-15)18(13)26-14(2)23/h15-18H,1,5-12H2,2-4H3,(H,24,25)/t15-,16?,17?,18-,20+,21+,22+/m0/s1 INCHIAUX=AQBQBBLJTDSVLC-NXJFSOFMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850637 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850637 SCANS=586 204.991455078125 221.0 357.9407043457031 161.0 358.1422424316406 91.0 358.2918395996094 126.0 359.22210693359375 5126.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850640 PEPMASS=385.093292 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A8_RA8_01_8258.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381155-01_C20H18O8_2-Furanacetic acid, 3-(3,4'-dihydroxy-2,5-dimethoxy[1,1'-biphenyl]-4-yl)-2,5-dihydro-5-oxo- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=C(OC)C(=C1/C2=C/C(=O)OC2CC(O)=O)O)C3=CC=C(O)C=C3 INCHI=InChI=1S/C20H18O8/c1-26-15-7-12(10-3-5-11(21)6-4-10)20(27-2)19(25)18(15)13-8-17(24)28-14(13)9-16(22)23/h3-8,14,21,25H,9H2,1-2H3,(H,22,23) INCHIAUX=LZDLOICWXKFSMI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850640 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850640 SCANS=420 172.2122039794922 88.0 215.0394744873047 112.0 237.09629821777344 102.0 239.06930541992188 621.0 251.06581115722656 217.0 252.08287048339844 1016.0 267.0633239746094 1926.0 267.104736328125 1487.0 282.0905456542969 453.0 283.0625915527344 151.0 299.11187744140625 137.0 311.0588073730469 3225.0 312.0690002441406 176.0 326.0815124511719 1197.0 329.1103820800781 153.0 340.03271484375 53.0 340.8313293457031 211.0 341.1083068847656 1226.0 341.91522216796875 69.0 632.291015625 21.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850643 PEPMASS=275.056854 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A8_RA8_01_8258.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381160-01_C14H12O6_Spiro[cyclopent-4-ene-1,1'(3'H)-isobenzofuran]-3,3'-dione, 2,4'-dihydroxy-6'-methoxy-5-methyl- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=C2C(=O)OC\3(C(O)C(=O)\C=C3C)C2=C1)O INCHI=InChI=1S/C14H12O6/c1-6-3-10(16)12(17)14(6)8-4-7(19-2)5-9(15)11(8)13(18)20-14/h3-5,12,15,17H,1-2H3 INCHIAUX=ISNKGHIHBITAEG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850643 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850643 SCANS=290 112.4922866821289 173.0 112.8414077758789 126.0 127.37908935546875 79.0 136.0137481689453 184.0 159.05380249023438 373.0 161.02882385253906 166.0 175.0333709716797 116.0 188.0505828857422 125.0 201.0701904296875 290.0 203.03414916992188 2710.0 204.03704833984375 311.0 205.4230194091797 223.0 217.01417541503906 152.0 217.9403533935547 86.0 218.0576934814453 1439.0 219.06729125976562 626.0 219.4582977294922 74.0 229.05442810058594 183.0 231.0699462890625 123.0 232.04393005371094 189.0 247.05722045898438 141.0 249.0614776611328 158.0 257.0409851074219 171.0 257.0644836425781 175.0 260.0315246582031 240.0 275.05535888671875 1770.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850646 PEPMASS=555.245422 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A8_RA8_01_8258.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381164-01_C26H38O10_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@]1(CO)C(CC[C@]2(C)[C@@H]1CCC(=C)C2C(=O)C/C3=C/COC3=O)OC4OC(CO)C(O)C(O)C4O INCHI=InChI=1S/C26H38O10/c1-13-4-5-17-25(2,19(13)15(29)10-14-7-9-34-23(14)33)8-6-18(26(17,3)12-28)36-24-22(32)21(31)20(30)16(11-27)35-24/h7,16-22,24,27-28,30-32H,1,4-6,8-12H2,2-3H3/t16?,17-,18?,19?,20?,21?,22?,24?,25+,26-/m0/s1 INCHIAUX=QPOMKOZJVOVZPQ-PNNHMOHXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850646 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850646 SCANS=347 71.01460266113281 183.0 73.08406829833984 72.0 101.02543640136719 600.0 112.96920776367188 271.0 113.02721405029297 188.0 125.0248031616211 349.0 142.03929138183594 343.0 159.03115844726562 350.0 161.04519653320312 3841.0 165.248291015625 96.0 183.06517028808594 75.0 187.12477111816406 179.0 213.1487274169922 88.0 223.9185333251953 24.0 231.3546905517578 23.0 239.1523895263672 177.0 246.9152069091797 69.0 254.13433837890625 221.0 255.19094848632812 268.0 257.14208984375 187.0 303.19744873046875 4945.0 304.2021484375 162.0 306.0506286621094 128.0 338.3831481933594 362.0 345.20751953125 146.0 347.1795349121094 427.0 361.1756896972656 177.0 464.1073913574219 54.0 464.6047058105469 68.0 465.2496643066406 1454.0 472.8359680175781 257.0 491.2419738769531 90.0 508.51983642578125 245.0 509.2423400878906 9331.0 510.248291015625 222.0 513.50244140625 91.0 555.2294921875 106.0 1366.189208984375 47.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850649 PEPMASS=505.210846 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E6_GE6_01_8229.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169365-03_C25H32O8_5H-Furo[3,4-i]oxepino[4,3-a]xanthene-3,12-dione, 1,2,5a,6,7,7a,10,14,14a,14b-decahydro-5a,6-dihydroxy-13-methoxy-5,5,7a,9,14b-pentamethyl- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2CC3C(C)(CC(O)C4(O)C(C)(C)OC(=O)CCC34C)OC2=C(C)C5=C1C(=O)OC5 INCHI=InChI=1S/C25H32O8/c1-12-14-11-31-21(28)18(14)20(30-6)13-9-15-23(4)8-7-17(27)32-22(2,3)25(23,29)16(26)10-24(15,5)33-19(12)13/h15-16,26,29H,7-11H2,1-6H3 INCHIAUX=ZVTVYIVILDSYIK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850649 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850649 SCANS=431 97.34834289550781 183.0 133.07862854003906 285.0 136.05520629882812 186.0 140.59353637695312 53.0 149.96681213378906 47.0 171.07015991210938 192.0 191.0248565673828 147.0 192.04225158691406 264.0 209.00662231445312 104.0 209.09097290039062 182.0 238.0443878173828 112.0 277.0046691894531 159.0 283.09197998046875 143.0 289.1123962402344 187.0 301.01190185546875 148.0 339.171630859375 157.0 368.1212463378906 264.0 383.14813232421875 1074.0 400.1229553222656 96.0 400.5959167480469 72.0 400.7007751464844 149.0 401.1571350097656 2198.0 401.204345703125 283.0 459.1998291015625 578.0 459.24560546875 243.0 493.37139892578125 47.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850652 PEPMASS=359.116272 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E6_GE6_01_8229.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179768-02_C19H20O7_2H-Benz[1,2]anthra[10,4a-b]oxirene-7,8(3H,12bH)-dione, 3a,4,5,6,7a,7b-hexahydro-2,3a,7b,12-tetrahydroxy-5-methyl- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CC(=O)C2C(O)(C1)CC(O)C34OC3C5=C(C=CC=C5O)C(=O)C24O INCHI=InChI=1S/C19H20O7/c1-8-5-11(21)14-17(24,6-8)7-12(22)19-16(26-19)13-9(3-2-4-10(13)20)15(23)18(14,19)25/h2-4,8,12,14,16,20,22,24-25H,5-7H2,1H3 INCHIAUX=FXOBIDROVMXPBW-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850652 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850652 SCANS=245 87.36820983886719 79.0 112.3253173828125 61.0 120.34404754638672 213.0 121.02992248535156 208.0 125.05892181396484 200.0 142.8254852294922 204.0 145.0286865234375 148.0 151.07693481445312 208.0 160.01638793945312 145.0 161.01844787597656 375.0 173.03102111816406 160.0 175.03916931152344 2342.0 187.0382080078125 1998.0 188.04869079589844 204.0 189.01791381835938 3771.0 189.67227172851562 117.0 190.02638244628906 541.0 195.06150817871094 187.0 201.05807495117188 156.0 202.02423095703125 408.0 213.22979736328125 95.0 215.0345458984375 1312.0 216.10769653320312 182.0 216.7813720703125 122.0 229.05091857910156 271.0 237.05625915527344 278.0 251.1092987060547 72.0 267.1109924316406 126.0 269.11578369140625 169.0 273.0787048339844 175.0 279.1018981933594 569.0 281.8696594238281 609.0 283.0616149902344 258.0 285.29644775390625 100.0 294.05291748046875 118.0 295.0985107421875 219.0 295.1220703125 279.0 305.0716247558594 118.0 312.0958557128906 151.0 323.09527587890625 852.0 325.8376770019531 134.0 341.106201171875 479.0 359.115478515625 3579.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850655 PEPMASS=405.120941 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E6_GE6_01_8229.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179768-02_C19H20O7_2H-Benz[1,2]anthra[10,4a-b]oxirene-7,8(3H,12bH)-dione, 3a,4,5,6,7a,7b-hexahydro-2,3a,7b,12-tetrahydroxy-5-methyl- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CC(=O)C2C(O)(C1)CC(O)C34OC3C5=C(C=CC=C5O)C(=O)C24O INCHI=InChI=1S/C19H20O7/c1-8-5-11(21)14-17(24,6-8)7-12(22)19-16(26-19)13-9(3-2-4-10(13)20)15(23)18(14,19)25/h2-4,8,12,14,16,20,22,24-25H,5-7H2,1H3 INCHIAUX=FXOBIDROVMXPBW-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850655 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850655 SCANS=257 125.06224822998047 432.0 126.64987182617188 232.0 127.73194885253906 79.0 149.01959228515625 226.0 173.0196990966797 151.0 175.03933715820312 2362.0 187.04025268554688 334.0 187.0824432373047 238.0 189.01834106445312 1843.0 190.03656005859375 170.0 191.03759765625 431.0 192.4085693359375 214.0 196.04872131347656 361.0 201.05047607421875 179.0 214.02330017089844 146.0 215.0333251953125 144.0 229.04478454589844 245.0 243.11351013183594 133.0 261.08837890625 251.0 269.1180725097656 511.0 271.0989074707031 211.0 279.1063537597656 288.0 295.09173583984375 389.0 305.0830383300781 393.0 313.1125793457031 545.0 322.07684326171875 91.0 323.0892639160156 702.0 341.08648681640625 103.0 358.7201843261719 126.0 359.1140441894531 9191.0 359.53350830078125 72.0 362.9066162109375 77.0 364.4940490722656 62.0 773.4197387695312 141.0 1139.4224853515625 83.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850656 PEPMASS=472.164307 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E6_GE6_01_8229.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380381-01_C24H27NO9_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@H](O)[C@@H](COC(=O)CC2C(=O)NC3=C2C=CC=C3)O[C@@H](OCCC4=CC=C(O)C=C4)[C@@H]1O INCHI=InChI=1S/C24H27NO9/c26-14-7-5-13(6-8-14)9-10-32-24-22(30)21(29)20(28)18(34-24)12-33-19(27)11-16-15-3-1-2-4-17(15)25-23(16)31/h1-8,16,18,20-22,24,26,28-30H,9-12H2,(H,25,31)/t16?,18-,20-,21+,22-,24-/m1/s1 INCHIAUX=YOTVUKXKJYRTAR-NAJYVHOLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850656 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850656 SCANS=316 70.1663818359375 113.0 70.21724700927734 231.0 71.18497467041016 122.0 73.54717254638672 148.0 75.00572204589844 290.0 77.6969223022461 154.0 85.88086700439453 235.0 86.61885070800781 66.0 94.63069152832031 193.0 98.27304077148438 148.0 102.7513427734375 234.0 103.00283813476562 113.0 105.23016357421875 136.0 106.4479751586914 76.0 115.58731842041016 141.0 116.05111694335938 2467.0 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473.1432800292969 85.0 473.7188720703125 125.0 475.4884948730469 86.0 475.6255798339844 82.0 475.9379577636719 166.0 741.448486328125 148.0 1621.783203125 62.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850663 PEPMASS=417.194366 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E6_GE6_01_8229.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380382-01_C23H30O7_1-Phenanthrenecarboxylic acid, 10-(acetyloxy)-1,2,3,4,4a,9,10,10a-octahydro-5,9-dihydroxy-1,4a-dimethyl-7-(1-methylethyl)-4-oxo-, methyl ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1(C)CCC(=O)C2(C)C1C(OC(C)=O)C(O)C3=C2C(=CC(=C3)C(C)C)O INCHI=InChI=1S/C23H30O7/c1-11(2)13-9-14-17(15(25)10-13)23(5)16(26)7-8-22(4,21(28)29-6)20(23)19(18(14)27)30-12(3)24/h9-11,18-20,25,27H,7-8H2,1-6H3 INCHIAUX=PRXFPPAVWQDTHT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850663 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850663 SCANS=468 97.03005981445312 86.0 135.04295349121094 161.0 171.0652313232422 113.0 216.07638549804688 139.0 239.0666046142578 92.0 241.12693786621094 200.0 245.12362670898438 1180.0 250.98757934570312 118.0 280.148681640625 226.0 297.13836669921875 265.0 309.107177734375 192.0 325.1750183105469 184.0 339.16107177734375 142.0 341.1260681152344 389.0 357.17608642578125 129.0 417.1866455078125 2096.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850667 PEPMASS=435.168518 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E6_GE6_01_8229.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380384-01_C21H26O7_(2E,4E)-6-{[(5R,9aS,9bS)-9b-Hydroxy-6,6,9a-trimethyl-1-oxo-1,3,5,5a,6,7,8,9,9a,9b-decahydronaphtho[1,2-c]furan-5-yl]oxy}-6-oxo-2,4-hexadienoic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)CCC[C@@]2(C)C1[C@H](OC(=O)\C=C\C=C\C(O)=O)\C=C/3COC(=O)[C@]23O INCHI=InChI=1S/C21H26O7/c1-19(2)9-6-10-20(3)17(19)14(11-13-12-27-18(25)21(13,20)26)28-16(24)8-5-4-7-15(22)23/h4-5,7-8,11,14,17,26H,6,9-10,12H2,1-3H3,(H,22,23)/b7-4+,8-5+/t14-,17?,20+,21+/m1/s1 INCHIAUX=WWELYLJKFRXUQW-IEQWFMFHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850667 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850667 SCANS=457 97.02742004394531 220.0 140.86166381835938 126.0 141.01937866210938 8598.0 143.13148498535156 85.0 143.5343475341797 253.0 145.29214477539062 139.0 175.0377655029297 130.0 190.0391845703125 184.0 191.9961700439453 148.0 196.21463012695312 283.0 198.74571228027344 102.0 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469.1648864746094 145.0 469.8775939941406 118.0 491.5240783691406 70.0 817.318603515625 84.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850673 PEPMASS=1617.883423 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G8_RG8_01_8296.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380777-01_C77H120N16O19_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)(NC(=O)C(CCC(N)=O)NC(=O)C1CC(O)CN1C(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)C(CC(C)C)NC(=O)CNC(=O)C(NC(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)C(CC2=CC=CC=C2)NC(C)=O)C(C)C)C(=O)N3CC(O)CC3C(=O)NC(C)(C)C(=O)NC(CO)CC4=CC=CC=C4 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1576.22900390625 58.0 1576.3865966796875 83.0 1576.455322265625 158.0 1576.826171875 129.0 1577.265869140625 143.0 1577.331787109375 63.0 1577.435546875 194.0 1577.5933837890625 51.0 1577.722900390625 271.0 1577.9188232421875 90.0 1578.1353759765625 148.0 1578.33740234375 62.0 1578.4444580078125 176.0 1578.5130615234375 102.0 1578.7061767578125 130.0 1578.8326416015625 157.0 1578.9302978515625 478.0 1579.056884765625 464.0 1579.1197509765625 475.0 1579.34375 160.0 1579.471923828125 322.0 1579.5714111328125 161.0 1579.6634521484375 194.0 1579.8135986328125 135.0 1579.98974609375 182.0 1580.1307373046875 328.0 1580.24169921875 68.0 1580.3209228515625 181.0 1580.6513671875 158.0 1580.8310546875 286.0 1580.934814453125 170.0 1581.0494384765625 63.0 1581.1871337890625 89.0 1581.5364990234375 53.0 1581.6982421875 191.0 1582.6131591796875 132.0 1583.299560546875 68.0 1584.1068115234375 68.0 1584.3851318359375 51.0 1585.250244140625 45.0 1586.0556640625 127.0 1588.8275146484375 62.0 1589.057861328125 66.0 1594.9619140625 47.0 1596.406005859375 66.0 1598.9976806640625 60.0 1602.9522705078125 115.0 1611.657958984375 88.0 1612.064697265625 79.0 1631.905517578125 110.0 1660.0029296875 175.0 1670.3642578125 64.0 1679.6776123046875 156.0 1682.0771484375 80.0 1703.2987060546875 120.0 1711.3082275390625 117.0 1739.5350341796875 250.0 1743.266845703125 218.0 1756.04248046875 57.0 1780.748779296875 68.0 1786.9693603515625 179.0 1793.0750732421875 83.0 1872.5 227.0 1891.5517578125 61.0 1921.6668701171875 77.0 1925.8828125 136.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850676 PEPMASS=457.147003 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G8_RG8_01_8296.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380783-01_C24H26O9_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1=C(C(=O)C2=C(O)C3=C(OC4(C)CCCC3O4)C=C2OC)C(=CC(=C1)OC)OC INCHI=InChI=1S/C24H26O9/c1-24-8-6-7-14(32-24)19-17(33-24)11-16(30-4)20(22(19)26)21(25)18-13(23(27)31-5)9-12(28-2)10-15(18)29-3/h9-11,14,26H,6-8H2,1-5H3 INCHIAUX=PGZQNTPBISAIJS-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850676 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850676 SCANS=466 143.6567840576172 92.0 181.22120666503906 75.0 186.03900146484375 151.0 189.0166473388672 218.0 191.03363037109375 156.0 214.02415466308594 260.0 229.050537109375 1157.0 266.0560607910156 155.0 277.0503234863281 87.0 280.0858154296875 101.0 283.07733154296875 246.0 309.0849304199219 123.0 312.9807434082031 217.0 322.0400085449219 175.0 323.0627746582031 203.0 323.0940856933594 272.0 325.1085205078125 222.0 327.04840087890625 227.0 333.07391357421875 188.0 335.0451354980469 257.0 349.08233642578125 199.0 349.1224365234375 347.0 351.0716857910156 148.0 353.071044921875 108.0 355.0869445800781 845.0 358.0742492675781 138.0 365.10455322265625 182.0 366.11358642578125 97.0 367.0840759277344 328.0 367.1217041015625 222.0 377.0194091796875 188.0 381.1364440917969 2815.0 383.11370849609375 156.0 393.1006164550781 719.0 410.1104431152344 159.0 417.0504455566406 96.0 425.1272888183594 798.0 457.1490783691406 952.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850679 PEPMASS=329.136627 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G8_RG8_01_8296.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380795-01_C19H22O5_(1R,2R,5R,8R,9S,10R,12S)-12-Hydroxy-11-methyl-6-methylene-16-oxo-15-oxapentacyclo[9.3.2.1~5,8~.0~1,10~.0~2,8~]heptadec-13-ene-9-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@]12[C@@H](O)\C=C/[C@@]3(OC1=O)[C@@H]4CC[C@@H]5C[C@]4(CC5=C)[C@H]([C@H]23)C(O)=O INCHI=InChI=1S/C19H22O5/c1-9-7-18-8-10(9)3-4-11(18)19-6-5-12(20)17(2,16(23)24-19)14(19)13(18)15(21)22/h5-6,10-14,20H,1,3-4,7-8H2,2H3,(H,21,22)/t10-,11-,12+,13-,14-,17-,18+,19-/m1/s1 INCHIAUX=SEEGHKWOBVVBTQ-NFMPGMCNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850679 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850679 SCANS=404 82.37688446044922 168.0 82.90235137939453 191.0 117.01358032226562 92.0 155.08689880371094 302.0 162.48727416992188 164.0 195.11947631835938 106.0 221.135009765625 143.0 222.9595489501953 196.0 223.11520385742188 154.0 223.1519775390625 5035.0 225.1364288330078 188.0 237.12738037109375 468.0 241.1773681640625 163.0 255.0979766845703 100.0 267.1307067871094 250.0 329.1394348144531 2477.0 610.96826171875 320.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850682 PEPMASS=375.142426 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G8_RG8_01_8296.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380795-01_C19H22O5_(1R,2R,5R,8R,9S,10R,12S)-12-Hydroxy-11-methyl-6-methylene-16-oxo-15-oxapentacyclo[9.3.2.1~5,8~.0~1,10~.0~2,8~]heptadec-13-ene-9-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@]12[C@@H](O)\C=C/[C@@]3(OC1=O)[C@@H]4CC[C@@H]5C[C@]4(CC5=C)[C@H]([C@H]23)C(O)=O INCHI=InChI=1S/C19H22O5/c1-9-7-18-8-10(9)3-4-11(18)19-6-5-12(20)17(2,16(23)24-19)14(19)13(18)15(21)22/h5-6,10-14,20H,1,3-4,7-8H2,2H3,(H,21,22)/t10-,11-,12+,13-,14-,17-,18+,19-/m1/s1 INCHIAUX=SEEGHKWOBVVBTQ-NFMPGMCNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850682 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850682 SCANS=402 83.05147552490234 143.0 145.0608367919922 192.0 199.0762939453125 84.0 211.1129608154297 468.0 219.12486267089844 187.0 221.1315155029297 85.0 222.70265197753906 250.0 223.1504669189453 4002.0 237.12493896484375 859.0 239.13931274414062 112.0 243.13819885253906 213.0 255.1630401611328 76.0 285.14654541015625 281.0 329.1383972167969 6384.0 1107.60009765625 89.0 1129.124267578125 92.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850684 PEPMASS=309.135956 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E7_GE7_01_8230.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380393-01_C15H20O4_Pentaleno[1,6a-c]pyran-9-carboxylic acid, 1,3,4,5,6,7,7a,9a-octahydro-4,6,6-trimethyl-3-oxo-, (4S,4aR,7aS,9aR)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1C(=O)OC[C@H]2\C(=C/[C@@H]3CC(C)(C)C[C@]123)C(O)=O INCHI=InChI=1S/C15H20O4/c1-8-13(18)19-6-11-10(12(16)17)4-9-5-14(2,3)7-15(8,9)11/h4,8-9,11H,5-7H2,1-3H3,(H,16,17)/t8-,9-,11+,15-/m1/s1 INCHIAUX=MRLXXQBBRNRWDA-LIEMUPCESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850684 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850684 SCANS=413 73.03018951416016 168.0 97.63606262207031 114.0 131.44639587402344 122.0 191.14373779296875 498.0 219.13803100585938 5242.0 247.28512573242188 110.0 248.39817810058594 118.0 248.80332946777344 185.0 248.908203125 133.0 263.1277770996094 17564.0 264.1335754394531 172.0 266.2113952636719 146.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850688 PEPMASS=541.307007 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E7_GE7_01_8230.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380395-01_C29H42N4O6_5-Carbamimidamido-2-(4,6'-dihydroxy-2',5',5',8a'-tetramethyl-6-oxo-3',4',4a',5',6,6',7',8,8',8a'-decahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-7(3H)-yl)pentanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC2C(C)(C)C(O)CCC2(C)C13CC4=C(O3)C5=C(C=C4O)C(=O)N(C5)C(CCCNC(N)=N)C(O)=O INCHI=InChI=1S/C29H42N4O6/c1-15-7-8-21-27(2,3)22(35)9-10-28(21,4)29(15)13-17-20(34)12-16-18(23(17)39-29)14-33(24(16)36)19(25(37)38)6-5-11-32-26(30)31/h12,15,19,21-22,34-35H,5-11,13-14H2,1-4H3,(H,37,38)(H4,30,31,32) INCHIAUX=FVWRHZWMISXFKU-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850688 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850688 SCANS=383 175.05210876464844 120.0 176.03677368164062 276.0 190.05323791503906 183.0 191.1172332763672 125.0 259.9140930175781 99.0 272.1079406738281 208.0 455.27606201171875 243.0 455.3125305175781 157.0 479.6390686035156 135.0 480.2886962890625 1323.0 481.2662353515625 115.0 495.50750732421875 62.0 497.3130798339844 5773.0 497.4491271972656 164.0 499.2799072265625 240.0 524.287353515625 95.0 541.302001953125 9983.0 565.39453125 104.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850691 PEPMASS=587.312561 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E7_GE7_01_8230.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380395-01_C29H42N4O6_5-Carbamimidamido-2-(4,6'-dihydroxy-2',5',5',8a'-tetramethyl-6-oxo-3',4',4a',5',6,6',7',8,8',8a'-decahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-7(3H)-yl)pentanoic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC2C(C)(C)C(O)CCC2(C)C13CC4=C(O3)C5=C(C=C4O)C(=O)N(C5)C(CCCNC(N)=N)C(O)=O INCHI=InChI=1S/C29H42N4O6/c1-15-7-8-21-27(2,3)22(35)9-10-28(21,4)29(15)13-17-20(34)12-16-18(23(17)39-29)14-33(24(16)36)19(25(37)38)6-5-11-32-26(30)31/h12,15,19,21-22,34-35H,5-11,13-14H2,1-4H3,(H,37,38)(H4,30,31,32) INCHIAUX=FVWRHZWMISXFKU-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850691 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850691 SCANS=384 174.03021240234375 223.0 185.5020294189453 204.0 199.04898071289062 172.0 201.00271606445312 117.0 259.2543029785156 121.0 274.1220703125 238.0 290.13238525390625 376.0 412.2637023925781 91.0 438.25958251953125 172.0 455.2972106933594 259.0 480.286376953125 806.0 497.3138732910156 5590.0 499.27215576171875 114.0 519.6500244140625 95.0 535.2750244140625 131.0 540.0455322265625 212.0 540.1096801757812 171.0 540.447021484375 89.0 540.6393432617188 66.0 540.7286376953125 223.0 541.30322265625 19487.0 541.3853149414062 187.0 541.4293823242188 75.0 541.6932373046875 65.0 542.1276245117188 79.0 544.4299926757812 85.0 586.3219604492188 103.0 1235.796630859375 158.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850697 PEPMASS=356.163483 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E7_GE7_01_8230.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380403-01_C19H23N3O4_2H-Pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4(3H,5aH)-dione, 6-acetyl-6,10b,11,11a-tetrahydro-10b-hydroxy-3-(2-methylpropyl)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC1NC(=O)C2CC3(O)C(N2C1=O)N(C(C)=O)C4=CC=CC=C34 INCHI=InChI=1S/C19H23N3O4/c1-10(2)8-13-17(25)22-15(16(24)20-13)9-19(26)12-6-4-5-7-14(12)21(11(3)23)18(19)22/h4-7,10,13,15,18,26H,8-9H2,1-3H3,(H,20,24) INCHIAUX=IQSAULADRNRYOT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850697 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850697 SCANS=336 131.0388946533203 110.0 138.0933074951172 226.0 155.0825958251953 157.0 157.07774353027344 199.0 167.07969665527344 236.0 181.0980224609375 3030.0 183.116943359375 2144.0 199.0910186767578 173.0 225.12400817871094 160.0 269.1148681640625 181.0 286.14581298828125 154.0 287.1358337402344 196.0 296.135009765625 97.0 314.1572570800781 600.0 338.14959716796875 452.0 356.1634216308594 2627.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850700 PEPMASS=402.169403 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E7_GE7_01_8230.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380403-01_C19H23N3O4_2H-Pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4(3H,5aH)-dione, 6-acetyl-6,10b,11,11a-tetrahydro-10b-hydroxy-3-(2-methylpropyl)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC1NC(=O)C2CC3(O)C(N2C1=O)N(C(C)=O)C4=CC=CC=C34 INCHI=InChI=1S/C19H23N3O4/c1-10(2)8-13-17(25)22-15(16(24)20-13)9-19(26)12-6-4-5-7-14(12)21(11(3)23)18(19)22/h4-7,10,13,15,18,26H,8-9H2,1-3H3,(H,20,24) INCHIAUX=IQSAULADRNRYOT-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850700 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850700 SCANS=340 71.81695556640625 172.0 83.31786346435547 47.0 132.0443572998047 723.0 134.54722595214844 52.0 146.05882263183594 234.0 153.1016387939453 334.0 155.0960693359375 150.0 173.23818969726562 467.0 180.2646026611328 91.0 180.44566345214844 104.0 180.91055297851562 46.0 180.93702697753906 87.0 181.0709991455078 269.0 181.09678649902344 2646.0 183.11387634277344 2131.0 183.1961212158203 37.0 196.95016479492188 172.0 197.0201416015625 106.0 284.12774658203125 89.0 314.1554260253906 115.0 337.8330078125 75.0 338.1322021484375 95.0 338.1643981933594 138.0 356.16229248046875 3626.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850703 PEPMASS=1291.609131 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G4_GG4_01_8240.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380121-01_C61H96O29_Butanoic acid, 2-(acetyloxy)-2-methyl-, (3beta,5xi,9xi,15alpha,16alpha,21beta,22alpha)-22-(acetyloxy)-3-[[O-alpha-L-arabinopyranosyl-(1->3)-O-alpha-L-arabinopyranosyl-(1->3)-O-[beta-D-glucopyranosyl-(1->2)]-beta-D-glucopyranuronosyl]oxy]-15,16,28-trihydroxyolean-12-en-21-yl ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias 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FILENAME=777be51f66ee4b2495aec448886f0c38/G4_GG4_01_8240.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380121-01_C61H96O29_Butanoic acid, 2-(acetyloxy)-2-methyl-, (3beta,5xi,9xi,15alpha,16alpha,21beta,22alpha)-22-(acetyloxy)-3-[[O-alpha-L-arabinopyranosyl-(1->3)-O-alpha-L-arabinopyranosyl-(1->3)-O-[beta-D-glucopyranosyl-(1->2)]-beta-D-glucopyranuronosyl]oxy]-15,16,28-trihydroxyolean-12-en-21-yl ester [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)(OC(C)=O)C(=O)O[C@H]1[C@H](OC(C)=O)[C@]2(CO)[C@H](O)[C@H](O)[C@]3(C)\C(=C/CC4[C@@]5(C)CC[C@H](O[C@@H]6O[C@@H]([C@@H](O)[C@H](O[C@@H]7OC[C@H](O)[C@H](O[C@@H]8OC[C@H](O)[C@H](O)[C@H]8O)[C@H]7O)[C@H]6O[C@@H]9O[C@H](CO)[C@@H](O)[C@H](O)[C@H]9O)C(O)=O)C(C)(C)C5CC[C@@]34C)[C@@H]2CC1(C)C 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963.4454345703125 116.0 989.156494140625 143.0 1005.769775390625 66.0 1007.5175170898438 151.0 1008.53955078125 258.0 1055.5394287109375 234.0 1056.5670166015625 168.0 1097.610595703125 119.0 1117.5533447265625 112.0 1244.3775634765625 76.0 1289.01171875 100.0 1289.6536865234375 137.0 1290.662109375 65.0 1291.5001220703125 149.0 1291.59423828125 2552.0 1292.5914306640625 1281.0 1293.486572265625 126.0 1293.6134033203125 667.0 1296.548583984375 152.0 1313.55615234375 137.0 1679.9464111328125 81.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850709 PEPMASS=738.450256 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G4_GG4_01_8240.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380124-01_C38H63NO10_Hexopyranoside, 1-[6-[dodecahydro-5-hydroxy-3-(1-hydroxy-1-methylethyl)-6a,9b-dimethylindeno[5,4-b]pyran-7-yl]-3,4,4a,7,8,8a-hexahydro-4a-methyl-2H-1-benzopyran-2-yl]-1-methylethyl 2-(acetylamino)-2-deoxy- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)NC1C(O)C(O)C(CO)OC1OC(C)(C)C2CCC3(C)/C=C(CCC3O2)/C4CCC5C4(C)CC(O)C6OC(CCC56C)C(C)(C)O INCHI=InChI=1S/C38H63NO10/c1-20(41)39-29-31(44)30(43)24(19-40)46-33(29)49-35(4,5)27-13-15-36(6)17-21(9-12-28(36)47-27)22-10-11-25-37(7)16-14-26(34(2,3)45)48-32(37)23(42)18-38(22,25)8/h17,22-33,40,42-45H,9-16,18-19H2,1-8H3,(H,39,41) INCHIAUX=WTTUCZFXXPBCMB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850709 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850709 SCANS=518 100.03984069824219 249.0 102.02613830566406 267.0 112.03868865966797 490.0 125.0252685546875 267.0 134.98690795898438 315.0 142.04852294921875 426.0 154.05116271972656 286.0 185.0330047607422 151.0 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174.95065307617188 119.0 175.11549377441406 115.0 177.0937042236328 1430.0 181.04757690429688 6248.0 184.98086547851562 126.0 189.05908203125 140.0 193.12034606933594 185.0 218.1887664794922 128.0 218.3751983642578 102.0 219.1027374267578 5614.0 233.96726989746094 160.0 237.11663818359375 564.0 271.09228515625 147.0 283.0246887207031 218.0 300.9869384765625 152.0 303.0343933105469 208.0 313.3094787597656 278.0 321.0079650878906 256.0 401.1596984863281 3474.0 1809.99365234375 226.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850723 PEPMASS=485.255768 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C11_GC11_01_8221.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169584-03_C28H38O7_Methyl (3beta,5beta,8alpha,9beta,10alpha,13alpha)-3-acetoxy-4,4,8,12,16-pentamethyl-15,17,19-trioxoandrost-11-ene-14-carboxylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)[C@@]12C(=O)C(C)C(=O)[C@]1(C)\C(=C/[C@@H]3[C@]2(C)CC[C@@H]4C(C)(C)[C@H](CC[C@@]34C=O)OC(C)=O)C INCHI=InChI=1S/C28H38O7/c1-15-13-19-25(6,28(23(33)34-8)22(32)16(2)21(31)26(15,28)7)11-9-18-24(4,5)20(35-17(3)30)10-12-27(18,19)14-29/h13-14,16,18-20H,9-12H2,1-8H3/t16?,18-,19-,20+,25+,26+,27+,28-/m1/s1 INCHIAUX=GRBXNADBNJGZRK-GJEDHNSHSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850723 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850723 SCANS=500 90.08879852294922 46.0 95.00955963134766 158.0 113.20905303955078 203.0 123.04640197753906 545.0 137.03102111816406 162.0 137.112060546875 104.0 138.032958984375 249.0 142.9929962158203 210.0 149.02127075195312 175.0 165.12452697753906 162.0 166.0285186767578 253.0 167.03543090820312 934.0 168.6056365966797 122.0 171.06478881835938 367.0 179.2657470703125 97.0 179.35403442382812 187.0 181.0478973388672 1181.0 182.0586395263672 2928.0 198.98094177246094 173.0 202.05859375 206.0 207.11865234375 208.0 213.12704467773438 110.0 214.0456085205078 141.0 215.14051818847656 193.0 217.62095642089844 56.0 223.14674377441406 135.0 225.03224182128906 88.0 225.13201904296875 57.0 228.46279907226562 341.0 232.5084991455078 119.0 233.0615997314453 121.0 233.5340576171875 119.0 234.51251220703125 130.0 234.66226196289062 257.0 234.73814392089844 236.0 235.14451599121094 57.0 236.07015991210938 77.0 236.56387329101562 193.0 243.2444610595703 63.0 243.6167449951172 104.0 245.05038452148438 143.0 245.3253631591797 62.0 246.9681854248047 92.0 254.7474365234375 186.0 255.1261444091797 315.0 255.90896606445312 31.0 257.1161193847656 135.0 277.1975402832031 299.0 286.5596008300781 321.0 288.4532470703125 117.0 297.2239990234375 158.0 299.1951599121094 97.0 305.1918029785156 155.0 307.17333984375 122.0 329.58135986328125 289.0 337.1807861328125 217.0 349.22430419921875 252.0 350.19342041015625 140.0 351.20068359375 461.0 354.9922180175781 146.0 355.185546875 324.0 361.0107116699219 123.0 365.2008361816406 287.0 367.2266540527344 246.0 377.9379577636719 111.0 379.2209777832031 206.0 381.2017517089844 130.0 382.2076721191406 244.0 383.2214050292969 446.0 387.21343994140625 203.0 393.2114562988281 1111.0 395.20294189453125 229.0 397.23968505859375 479.0 397.284912109375 128.0 401.21722412109375 139.0 405.00494384765625 262.0 407.2194519042969 172.0 409.2424011230469 818.0 409.5885314941406 159.0 410.212646484375 241.0 425.23443603515625 7939.0 428.1385498046875 115.0 441.2339782714844 140.0 442.2385559082031 430.0 452.4486999511719 204.0 453.2310485839844 3903.0 453.3573913574219 86.0 457.2616271972656 549.0 467.2471618652344 70.0 470.2383728027344 318.0 475.0910339355469 248.0 478.4956970214844 60.0 482.30987548828125 120.0 482.4694519042969 179.0 482.547607421875 38.0 483.0072021484375 77.0 483.14666748046875 61.0 483.5755310058594 123.0 484.2317199707031 272.0 484.4254455566406 154.0 484.55023193359375 94.0 484.66595458984375 133.0 484.7564392089844 48.0 484.82763671875 68.0 484.8655090332031 145.0 484.97039794921875 49.0 485.00506591796875 188.0 485.25543212890625 99256.0 485.4476013183594 35.0 485.5925598144531 233.0 486.25146484375 347.0 486.6289978027344 103.0 487.1714782714844 50.0 489.24871826171875 208.0 489.4622802734375 67.0 506.4049377441406 95.0 1197.88232421875 170.0 1374.78857421875 50.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850727 PEPMASS=449.120972 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C11_GC11_01_8221.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169855-03_C20H22N2O10_2,4(1H,3H)-Pyrimidinedione, 1-[2-O-acetyl-3-O-(4-hydroxy-2-methoxy-6-methylbenzoyl)pentofuranosyl]- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C(=CC(=C1)O)C)C(=O)OC2C(CO)OC(C2OC(C)=O)N3\C=C/C(=O)NC3=O INCHI=InChI=1S/C20H22N2O10/c1-9-6-11(25)7-12(29-3)15(9)19(27)32-16-13(8-23)31-18(17(16)30-10(2)24)22-5-4-14(26)21-20(22)28/h4-7,13,16-18,23,25H,8H2,1-3H3,(H,21,26,28) INCHIAUX=ULPUBSPPYRXUOZ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850727 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850727 SCANS=377 71.332275390625 155.0 96.00576782226562 60.0 111.02001190185547 6137.0 115.04696655273438 139.0 116.9773941040039 132.0 122.0355453491211 1439.0 128.46046447753906 88.0 134.18165588378906 65.0 137.0601806640625 5271.0 137.1283721923828 70.0 140.03427124023438 372.0 143.21429443359375 68.0 152.03582763671875 185.0 153.02703857421875 132.0 167.0435791015625 111.0 179.83724975585938 110.0 179.8940887451172 156.0 180.36965942382812 142.0 180.51828002929688 128.0 180.71693420410156 71.0 180.81570434570312 50.0 181.05023193359375 48255.0 181.1012420654297 148.0 181.14564514160156 68.0 181.56106567382812 98.0 182.05712890625 332.0 183.48158264160156 99.0 190.01043701171875 141.0 205.0480499267578 282.0 207.0524139404297 99.0 243.06178283691406 149.0 246.0789031982422 446.0 256.0603942871094 365.0 274.0748596191406 355.0 288.09375 225.0 295.0879211425781 557.0 315.0763854980469 238.0 346.09356689453125 1815.0 384.37933349609375 91.0 389.0986633300781 1917.0 405.1820068359375 123.0 406.0971984863281 155.0 406.5220031738281 150.0 407.1083679199219 6334.0 407.203369140625 100.0 408.1064147949219 142.0 449.1227722167969 319.0 789.4447021484375 178.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850730 PEPMASS=291.123901 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C11_GC11_01_8221.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00179952-02_C16H20O5_2H-3-Benzoxacyclododecin-2,10(1H)-dione, 4,5,6,7,8,9-hexahydro-11,13-dihydroxy-4-methyl- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCCCCC(=O)C2=C(CC(=O)O1)C=C(O)C=C2O INCHI=InChI=1S/C16H20O5/c1-10-5-3-2-4-6-13(18)16-11(8-15(20)21-10)7-12(17)9-14(16)19/h7,9-10,17,19H,2-6,8H2,1H3 INCHIAUX=VDUIGYAPSXCJFC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850730 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850730 SCANS=394 107.68682098388672 100.0 122.0364761352539 271.0 123.04602813720703 1325.0 137.02003479003906 57.0 144.62747192382812 124.0 145.02383422851562 69.0 146.0323944091797 273.0 147.00860595703125 534.0 149.02395629882812 440.0 150.03692626953125 225.0 159.04212951660156 136.0 161.0711669921875 274.0 190.02928161621094 348.0 191.0360107421875 297.0 203.12400817871094 281.0 203.14276123046875 272.0 204.0379180908203 568.0 236.0331573486328 166.0 247.13681030273438 516.0 247.18515014648438 196.0 291.12432861328125 9309.0 304.3296813964844 94.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850733 PEPMASS=463.137177 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C11_GC11_01_8221.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180737-03_C21H24N2O10_Uridine, 2'-acetate 3'-(2,4-dimethoxy-6-methylbenzoate) [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=C(C(=C1)C)C(=O)O[C@@H]2[C@@H](CO)O[C@H]([C@@H]2OC(C)=O)N3\C=C/C(=O)NC3=O)OC INCHI=InChI=1S/C21H24N2O10/c1-10-7-12(29-3)8-13(30-4)16(10)20(27)33-17-14(9-24)32-19(18(17)31-11(2)25)23-6-5-15(26)22-21(23)28/h5-8,14,17-19,24H,9H2,1-4H3,(H,22,26,28)/t14-,17-,18-,19-/m1/s1 INCHIAUX=MAWCJLLSYLMLHT-UTRMSSBJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850733 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850733 SCANS=363 79.5794448852539 190.0 112.04209899902344 416.0 121.06704711914062 234.0 151.0745849609375 1047.0 152.544921875 185.0 153.0240020751953 183.0 164.03158569335938 303.0 165.6287384033203 168.0 166.04798889160156 130.0 188.0834503173828 282.0 194.05784606933594 123.0 195.0652313232422 2704.0 200.06527709960938 161.0 224.0550537109375 700.0 227.0916748046875 165.0 254.0777130126953 127.0 301.05401611328125 136.0 321.1120300292969 97.0 364.13262939453125 162.0 378.1127014160156 121.0 380.1615295410156 98.0 389.18707275390625 133.0 420.12908935546875 1888.0 445.1978454589844 172.0 447.16790771484375 70.0 462.19842529296875 502.0 463.1294860839844 113.0 528.8500366210938 153.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850736 PEPMASS=509.143097 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C11_GC11_01_8221.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180737-03_C21H24N2O10_Uridine, 2'-acetate 3'-(2,4-dimethoxy-6-methylbenzoate) [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=C(C(=C1)C)C(=O)O[C@@H]2[C@@H](CO)O[C@H]([C@@H]2OC(C)=O)N3\C=C/C(=O)NC3=O)OC INCHI=InChI=1S/C21H24N2O10/c1-10-7-12(29-3)8-13(30-4)16(10)20(27)33-17-14(9-24)32-19(18(17)31-11(2)25)23-6-5-15(26)22-21(23)28/h5-8,14,17-19,24H,9H2,1-4H3,(H,22,26,28)/t14-,17-,18-,19-/m1/s1 INCHIAUX=MAWCJLLSYLMLHT-UTRMSSBJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850736 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850736 SCANS=362 112.03982543945312 595.0 121.06693267822266 476.0 122.02384948730469 372.0 126.90885925292969 109.0 127.05496215820312 188.0 128.542724609375 91.0 151.07598876953125 1800.0 153.02554321289062 939.0 162.97178649902344 192.0 164.036865234375 412.0 181.04275512695312 317.0 182.04498291015625 256.0 194.86968994140625 255.0 195.06568908691406 3236.0 219.98387145996094 176.0 220.28729248046875 125.0 224.06057739257812 292.0 225.05572509765625 252.0 228.0741729736328 168.0 244.99176025390625 135.0 254.08880615234375 120.0 257.12689208984375 163.0 267.0624084472656 342.0 286.1080322265625 239.0 326.99566650390625 201.0 330.0993957519531 107.0 346.09185791015625 149.0 372.1524963378906 225.0 378.108642578125 167.0 380.16180419921875 265.0 399.6428527832031 88.0 403.1162109375 101.0 420.1361389160156 3154.0 462.20977783203125 742.0 463.1370544433594 806.0 474.7544860839844 195.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850739 PEPMASS=654.388611 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C11_GC11_01_8221.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347652-02_C35H53N5O7_12-Benzyl-3-isobutyl-6,9-diisopropyl-5,8-dimethyldodecahydro-1H,3H-pyrrolo[1,2-q][1,4,7,10,13,17]oxapentaazacyclononadecine-1,4,7,10,13,17(14H)-hexone [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC1OC(=O)C2CCCN2C(=O)CCNC(=O)C(CC3=CC=CC=C3)NC(=O)C(C(C)C)N(C)C(=O)C(C(C)C)N(C)C1=O INCHI=InChI=1S/C35H53N5O7/c1-21(2)19-27-33(44)39(8)30(23(5)6)34(45)38(7)29(22(3)4)32(43)37-25(20-24-13-10-9-11-14-24)31(42)36-17-16-28(41)40-18-12-15-26(40)35(46)47-27/h9-11,13-14,21-23,25-27,29-30H,12,15-20H2,1-8H3,(H,36,42)(H,37,43) INCHIAUX=RPJBXUNEXVNBIF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850739 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850739 SCANS=530 112.07904815673828 212.0 113.06378173828125 715.0 116.04801177978516 299.0 121.31840515136719 115.0 124.07671356201172 203.0 127.08851623535156 3146.0 128.06817626953125 172.0 130.0850372314453 357.0 137.07496643066406 173.0 138.055419921875 352.0 139.05056762695312 197.0 141.07192993164062 212.0 141.10638427734375 856.0 143.11837768554688 522.0 143.19808959960938 80.0 143.71592712402344 149.0 153.0381317138672 159.0 153.10299682617188 191.0 155.0809783935547 641.0 160.08349609375 68.0 169.09774780273438 1739.0 171.0701904296875 220.0 173.93173217773438 200.0 184.1170654296875 342.0 188.1439666748047 179.0 199.11753845214844 145.0 208.13375854492188 170.0 209.12966918945312 215.0 210.1177978515625 358.0 213.1400604248047 512.0 214.123046875 429.0 217.0012969970703 75.0 220.36634826660156 134.0 222.16189575195312 340.0 223.14390563964844 994.0 227.10348510742188 177.0 227.1420440673828 174.0 228.1722869873047 214.0 231.15359497070312 698.0 240.10848999023438 202.0 240.60562133789062 82.0 241.15626525878906 3218.0 243.44650268554688 84.0 243.95631408691406 59.0 244.12657165527344 234.0 257.1297912597656 470.0 259.1445617675781 327.0 261.6685791015625 131.0 265.8842468261719 85.0 266.5012512207031 102.0 273.1570129394531 1550.0 273.75384521484375 88.0 275.1647644042969 99.0 280.9917907714844 130.0 285.139892578125 134.0 289.7206726074219 106.0 290.1871643066406 997.0 290.9671325683594 297.0 299.0299377441406 181.0 302.9962158203125 108.0 303.0273742675781 125.0 303.1353759765625 297.0 304.23486328125 137.0 309.1967468261719 307.0 327.21014404296875 267.0 338.9944763183594 95.0 342.99810791015625 169.0 345.24725341796875 136.0 349.03802490234375 181.0 358.22283935546875 324.0 371.19287109375 199.0 372.2290954589844 1099.0 401.25909423828125 1609.0 402.2362365722656 454.0 429.2464599609375 160.0 429.2735290527344 204.0 440.9945068359375 88.0 443.25146484375 145.0 473.251220703125 116.0 514.2962646484375 102.0 514.6905517578125 153.0 515.323974609375 14138.0 515.6448364257812 322.0 516.325439453125 514.0 541.4189453125 120.0 610.3956298828125 278.0 636.3812255859375 61.0 654.3953857421875 971.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850742 PEPMASS=690.365723 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C11_GC11_01_8221.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347652-02_C35H53N5O7_12-Benzyl-3-isobutyl-6,9-diisopropyl-5,8-dimethyldodecahydro-1H,3H-pyrrolo[1,2-q][1,4,7,10,13,17]oxapentaazacyclononadecine-1,4,7,10,13,17(14H)-hexone [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC1OC(=O)C2CCCN2C(=O)CCNC(=O)C(CC3=CC=CC=C3)NC(=O)C(C(C)C)N(C)C(=O)C(C(C)C)N(C)C1=O INCHI=InChI=1S/C35H53N5O7/c1-21(2)19-27-33(44)39(8)30(23(5)6)34(45)38(7)29(22(3)4)32(43)37-25(20-24-13-10-9-11-14-24)31(42)36-17-16-28(41)40-18-12-15-26(40)35(46)47-27/h9-11,13-14,21-23,25-27,29-30H,12,15-20H2,1-8H3,(H,36,42)(H,37,43) INCHIAUX=RPJBXUNEXVNBIF-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850742 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850742 SCANS=532 111.07748413085938 165.0 148.79922485351562 149.0 151.0713348388672 68.0 199.1086883544922 148.0 201.08099365234375 194.0 231.14984130859375 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PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=C(C(=O)O[C@H]2[C@@H](O)[C@@H](O[C@@H]2CO)N3\C=C/C(=O)NC3=O)C(=C1)OC)C INCHI=InChI=1S/C19H22N2O9/c1-9-6-10(27-2)7-11(28-3)14(9)18(25)30-16-12(8-22)29-17(15(16)24)21-5-4-13(23)20-19(21)26/h4-7,12,15-17,22,24H,8H2,1-3H3,(H,20,23,26)/t12-,15-,16-,17-/m1/s1 INCHIAUX=LQYPUZKOEZWGBX-BASLNEPJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850754 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850754 SCANS=321 121.06661987304688 798.0 123.04505920410156 204.0 135.0404815673828 232.0 151.07545471191406 2255.0 182.04893493652344 235.0 195.06591796875 2462.0 288.09185791015625 105.0 290.12091064453125 73.0 318.0914611816406 81.0 352.1365966796875 176.0 378.11822509765625 769.0 421.1181945800781 113.0 421.15948486328125 157.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850757 PEPMASS=467.132294 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A 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248.10098266601562 290.0 262.58551025390625 77.0 266.9896545410156 169.0 286.10748291015625 202.0 288.0935974121094 385.0 298.06781005859375 105.0 298.10443115234375 183.0 310.06121826171875 271.0 330.0962829589844 618.0 346.1048889160156 266.0 378.117431640625 5943.0 419.38629150390625 77.0 420.66131591796875 104.0 421.1254577636719 8731.0 424.81243896484375 51.0 439.2603759765625 98.0 499.3392639160156 69.0 512.2740478515625 152.0 574.6664428710938 83.0 1779.727783203125 233.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850760 PEPMASS=495.149597 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C6_RC6_01_8269.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380993-01_C23H28O12_Cyclopenta[c]pyran-4-carboxylic acid, 6-(benzoyloxy)-1-(hexopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-5-hydroxy-7-methyl- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1C(OC(=O)C2=CC=CC=C2)C(O)C\3C1C(O\C=C3C(O)=O)OC4OC(CO)C(O)C(O)C4O INCHI=InChI=1S/C23H28O12/c1-9-13-14(16(26)19(9)34-21(31)10-5-3-2-4-6-10)11(20(29)30)8-32-22(13)35-23-18(28)17(27)15(25)12(7-24)33-23/h2-6,8-9,12-19,22-28H,7H2,1H3,(H,29,30) INCHIAUX=VHNBSWKVDGABEV-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850760 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850760 SCANS=306 71.01630401611328 232.0 83.01565551757812 245.0 95.86758422851562 108.0 101.0288314819336 401.0 113.02376556396484 527.0 119.0360107421875 737.0 119.45873260498047 648.0 121.02945709228516 6167.0 121.06700134277344 585.0 123.04547119140625 792.0 131.04946899414062 1237.0 133.06105041503906 156.0 143.03382873535156 806.0 145.1288299560547 81.0 148.0418701171875 120.0 149.0574493408203 3151.0 153.0169677734375 325.0 161.0464324951172 261.0 163.06910705566406 170.0 167.07150268554688 1894.0 175.04127502441406 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SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C6_RC6_01_8269.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380993-01_C23H28O12_Cyclopenta[c]pyran-4-carboxylic acid, 6-(benzoyloxy)-1-(hexopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-5-hydroxy-7-methyl- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1C(OC(=O)C2=CC=CC=C2)C(O)C\3C1C(O\C=C3C(O)=O)OC4OC(CO)C(O)C(O)C4O INCHI=InChI=1S/C23H28O12/c1-9-13-14(16(26)19(9)34-21(31)10-5-3-2-4-6-10)11(20(29)30)8-32-22(13)35-23-18(28)17(27)15(25)12(7-24)33-23/h2-6,8-9,12-19,22-28H,7H2,1H3,(H,29,30) INCHIAUX=VHNBSWKVDGABEV-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850763 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850763 SCANS=269 121.02880096435547 7789.0 123.94147491455078 70.0 167.07557678222656 214.0 183.0590057373047 209.0 193.05374145507812 298.0 211.0599365234375 1814.0 373.11181640625 331.0 495.15386962890625 1046.0 810.0927124023438 81.0 1771.991943359375 61.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850766 PEPMASS=519.170227 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C6_RC6_01_8269.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380994-01_C21H30O12_4-Acetyl-2-methoxyphenyl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC=C1O[C@@H]2O[C@H](CO[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)C(C)=O INCHI=InChI=1S/C21H30O12/c1-8(22)10-4-5-11(12(6-10)29-3)32-21-19(28)17(26)15(24)13(33-21)7-30-20-18(27)16(25)14(23)9(2)31-20/h4-6,9,13-21,23-28H,7H2,1-3H3/t9-,13+,14-,15+,16+,17-,18+,19+,20+,21+/m0/s1 INCHIAUX=ZUXLIBRTWRBKLQ-NUASCYGXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850766 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850766 SCANS=230 83.39752960205078 32.0 85.25516510009766 57.0 86.95984649658203 230.0 99.81249237060547 43.0 120.24239349365234 231.0 121.02416229248047 73.0 149.81671142578125 300.0 149.87725830078125 53.0 150.03204345703125 13897.0 160.72308349609375 205.0 164.8389434814453 187.0 165.05592346191406 29392.0 166.04656982421875 356.0 166.09796142578125 29.0 167.04278564453125 42.0 173.48846435546875 169.0 174.38705444335938 38.0 174.6290740966797 92.0 176.2335968017578 45.0 196.1951904296875 85.0 307.12615966796875 124.0 369.0162658691406 185.0 519.172607421875 415.0 1253.088134765625 21.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850769 PEPMASS=419.206055 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C6_RC6_01_8269.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380999-01_C23H32O7_1-Phenanthrenecarboxylic acid, 10-(acetyloxy)-1,2,3,4,4a,9,10,10a-octahydro-4,5,9-trihydroxy-1,4a-dimethyl-7-(1-methylethyl)-, methyl ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1(C)CCC(O)C2(C)C1C(OC(C)=O)C(O)C3=C2C(=CC(=C3)C(C)C)O INCHI=InChI=1S/C23H32O7/c1-11(2)13-9-14-17(15(25)10-13)23(5)16(26)7-8-22(4,21(28)29-6)20(23)19(18(14)27)30-12(3)24/h9-11,16,18-20,25-27H,7-8H2,1-6H3 INCHIAUX=WBEFPLHFVLPKHQ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850769 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850769 SCANS=442 87.04217529296875 198.0 144.0577392578125 257.0 187.104248046875 55.0 191.10682678222656 237.0 215.10818481445312 392.0 225.13453674316406 124.0 245.15760803222656 223.0 253.1243438720703 947.0 267.1409606933594 207.0 271.13323974609375 642.0 285.1472473144531 966.0 288.84014892578125 117.0 288.880126953125 203.0 302.1312561035156 209.0 303.1588439941406 492.0 341.17315673828125 201.0 358.9244689941406 127.0 359.18609619140625 2523.0 360.9228820800781 73.0 362.36834716796875 123.0 419.2041320800781 2087.0 435.0441589355469 28.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850772 PEPMASS=465.21167 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C6_RC6_01_8269.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380999-01_C23H32O7_1-Phenanthrenecarboxylic acid, 10-(acetyloxy)-1,2,3,4,4a,9,10,10a-octahydro-4,5,9-trihydroxy-1,4a-dimethyl-7-(1-methylethyl)-, methyl ester [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1(C)CCC(O)C2(C)C1C(OC(C)=O)C(O)C3=C2C(=CC(=C3)C(C)C)O INCHI=InChI=1S/C23H32O7/c1-11(2)13-9-14-17(15(25)10-13)23(5)16(26)7-8-22(4,21(28)29-6)20(23)19(18(14)27)30-12(3)24/h9-11,16,18-20,25-27H,7-8H2,1-6H3 INCHIAUX=WBEFPLHFVLPKHQ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850772 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850772 SCANS=438 83.52506256103516 100.0 103.65548706054688 81.0 113.54336547851562 87.0 113.82244873046875 63.0 115.0361328125 129.0 135.73773193359375 61.0 148.06436157226562 137.0 153.61683654785156 170.0 154.766357421875 98.0 175.223388671875 209.0 175.59742736816406 83.0 176.07774353027344 330.0 176.1212921142578 128.0 181.90829467773438 113.0 183.1136016845703 70.0 184.64524841308594 114.0 187.11534118652344 1221.0 189.26205444335938 276.0 191.10147094726562 292.0 197.09251403808594 186.0 198.16445922851562 59.0 200.0904083251953 422.0 200.3273468017578 134.0 204.1088409423828 202.0 204.2122802734375 109.0 205.39260864257812 80.0 205.623291015625 288.0 208.26345825195312 88.0 214.28919982910156 185.0 215.1068115234375 3129.0 221.0672607421875 161.0 225.40567016601562 128.0 227.14093017578125 876.0 237.1300048828125 187.0 238.09532165527344 318.0 240.11973571777344 175.0 242.12998962402344 354.0 243.09715270996094 219.0 245.12210083007812 106.0 252.6607208251953 79.0 253.12490844726562 5671.0 255.10498046875 121.0 267.1410827636719 115.0 269.1084899902344 214.0 270.1258850097656 372.0 271.1352844238281 3312.0 274.1007080078125 173.0 275.163330078125 66.0 283.1396179199219 284.0 283.159423828125 313.0 284.6796875 84.0 285.147705078125 5859.0 287.1293029785156 145.0 288.2196044921875 117.0 289.138671875 396.0 299.17877197265625 450.0 302.1208801269531 139.0 303.1642761230469 1655.0 305.4609375 206.0 309.15155029296875 297.0 311.1246032714844 150.0 327.16314697265625 970.0 327.2373962402344 137.0 331.1496887207031 71.0 341.009033203125 168.0 341.1746826171875 741.0 343.1473693847656 142.0 357.1533508300781 95.0 357.3793029785156 82.0 358.67156982421875 102.0 358.8162536621094 153.0 359.11553955078125 309.0 359.1866760253906 28632.0 362.6656494140625 187.0 363.17327880859375 548.0 377.19525146484375 121.0 406.1064453125 78.0 417.19354248046875 182.0 417.6109313964844 131.0 418.22039794921875 121.0 418.6017761230469 184.0 418.66510009765625 148.0 418.9062194824219 96.0 419.04608154296875 82.0 419.2076721191406 82142.0 419.9537658691406 56.0 420.1249084472656 81.0 420.1972351074219 148.0 420.51593017578125 83.0 421.9859619140625 91.0 422.9315490722656 119.0 423.0145568847656 152.0 432.2767028808594 82.0 450.164306640625 158.0 533.4976806640625 118.0 651.6365356445312 71.0 1960.2818603515625 88.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850775 PEPMASS=707.27478 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C6_RC6_01_8269.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381000-01_C30H46O16_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C/C=C(C)/C(=O)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](COC(C)=O)O[C@@H]1O[C@]2(COC(=O)CC(C)C)O[C@H](COC(=O)C(C)C)[C@@H](OC(C)=O)[C@@H]2O INCHI=InChI=1S/C30H46O16/c1-9-16(6)28(38)44-25-23(35)22(34)19(11-39-17(7)31)43-29(25)46-30(13-41-21(33)10-14(2)3)26(36)24(42-18(8)32)20(45-30)12-40-27(37)15(4)5/h9,14-15,19-20,22-26,29,34-36H,10-13H2,1-8H3/b16-9+/t19-,20-,22-,23+,24-,25-,26+,29-,30+/m1/s1 INCHIAUX=BZNOZGOVIXEHMX-AKIRHTOOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850775 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850775 SCANS=489 99.04490661621094 472.0 138.05581665039062 145.0 141.06275939941406 167.0 143.02955627441406 132.0 218.01138305664062 205.0 222.9912109375 95.0 226.994384765625 120.0 253.05381774902344 115.0 263.107421875 119.0 303.1119384765625 95.0 309.21636962890625 230.0 329.00726318359375 72.0 365.1043395996094 626.0 385.0145568847656 320.0 395.98516845703125 85.0 396.70513916015625 126.0 396.9256286621094 139.0 416.9864807128906 99.0 425.1257629394531 611.0 426.1219787597656 108.0 465.1795349121094 104.0 502.01068115234375 114.0 507.1719665527344 252.0 517.2103271484375 163.0 535.2361450195312 137.0 537.2096557617188 102.0 706.0311279296875 88.0 1270.0093994140625 147.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850777 PEPMASS=619.237854 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A12_RA12_01_8262.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347608-02_C30H38O11_7,11-Methano-2H,4H-oxireno[1,8]cycloocta[1,2-f][2]benzopyran-8-acetic acid, 4-(3-furanyl)dodecahydro-alpha,11-dihydroxy-4a,7,9,9-tetramethyl-2,13-dioxo-10-(1-oxopropoxy)-, methyl ester, (alphaR,4R,4aR,7S,8S,10S,11S,11aR,12aS)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(=O)O[C@H]1C(C)(C)[C@H]([C@@H](O)C(=O)OC)[C@@]2(C)C3CC[C@]4(C)C(CC(=O)O[C@H]4C5=COC=C5)[C@]36O[C@@H]6[C@]1(O)C2=O INCHI=InChI=1S/C30H38O11/c1-7-17(31)40-24-26(2,3)20(19(33)22(34)37-6)28(5)15-8-10-27(4)16(30(15)25(41-30)29(24,36)23(28)35)12-18(32)39-21(27)14-9-11-38-13-14/h9,11,13,15-16,19-21,24-25,33,36H,7-8,10,12H2,1-6H3/t15?,16?,19-,20+,21+,24+,25-,27-,28-,29+,30-/m1/s1 INCHIAUX=FZBGZDZLYSLJFE-MVAMGWTESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850777 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850777 SCANS=468 73.24946594238281 99.0 99.0450439453125 246.0 100.30168914794922 79.0 101.02836608886719 229.0 111.04507446289062 189.0 121.02986907958984 1034.0 121.06452178955078 223.0 123.04427337646484 219.0 125.06593322753906 164.0 129.05587768554688 277.0 135.07815551757812 173.0 137.0548858642578 376.0 137.09765625 137.0 141.05300903320312 768.0 143.0801239013672 200.0 145.03286743164062 216.0 147.07968139648438 267.0 148.05165100097656 131.0 151.07391357421875 585.0 152.28343200683594 240.0 154.00608825683594 153.0 154.2309112548828 136.0 154.54461669921875 195.0 155.0717315673828 4272.0 155.1514434814453 93.0 155.4273223876953 42.0 165.0535125732422 127.0 167.02886962890625 242.0 171.06866455078125 709.0 173.1002960205078 246.0 175.07908630371094 407.0 177.05126953125 478.0 181.08985900878906 274.0 186.64173889160156 114.0 187.06837463378906 171.0 189.0916290283203 1174.0 190.02880859375 169.0 191.1046142578125 140.0 192.07574462890625 98.0 194.04917907714844 207.0 198.88925170898438 124.0 200.08885192871094 211.0 201.0937042236328 137.0 203.10784912109375 63.0 205.0509490966797 189.0 206.3056182861328 122.0 206.74200439453125 84.0 207.06182861328125 197.0 209.00181579589844 214.0 209.08180236816406 458.0 211.09397888183594 120.0 213.1004638671875 239.0 215.115966796875 161.0 216.762451171875 231.0 219.10130310058594 299.0 222.04644775390625 109.0 225.52523803710938 55.0 227.09024047851562 848.0 233.11492919921875 206.0 237.0826873779297 599.0 238.0894775390625 339.0 241.08245849609375 159.0 245.1555633544922 154.0 247.0949249267578 67.0 253.1313018798828 265.0 255.13491821289062 216.0 255.1817169189453 84.0 257.0868835449219 1968.0 257.1611633300781 174.0 259.09771728515625 500.0 259.8719482421875 102.0 267.14508056640625 149.0 282.15966796875 194.0 283.0982666015625 213.0 283.13665771484375 166.0 283.1715393066406 160.0 287.1061706542969 253.0 289.1031188964844 171.0 297.1198425292969 318.0 299.0894470214844 294.0 299.1285095214844 504.0 301.67047119140625 55.0 309.1111145019531 105.0 311.13409423828125 1125.0 312.1377258300781 161.0 313.1019287109375 213.0 315.6326599121094 63.0 317.1480712890625 103.0 321.0167236328125 72.0 325.10479736328125 578.0 327.12420654296875 4718.0 331.1121520996094 97.0 333.1932678222656 141.0 335.16717529296875 115.0 337.1463928222656 97.0 339.15557861328125 199.0 343.1285095214844 665.0 344.11248779296875 189.0 345.1418151855469 1043.0 351.1988525390625 120.0 357.1363830566406 554.0 357.1781005859375 124.0 367.197509765625 271.0 374.97845458984375 255.0 375.1529235839844 129.0 377.18450927734375 670.0 378.1439514160156 90.0 379.14715576171875 155.0 380.11785888671875 150.0 383.1391296386719 82.0 383.180908203125 291.0 391.11822509765625 132.0 393.1643981933594 180.0 394.7655029296875 181.0 395.1874084472656 8261.0 397.19232177734375 94.0 401.154296875 140.0 406.17303466796875 140.0 409.12451171875 249.0 411.18267822265625 802.0 417.22119140625 97.0 419.6065979003906 128.0 420.0083312988281 41.0 421.1629638671875 149.0 421.19140625 173.0 431.1298828125 92.0 435.16845703125 66.0 438.2347412109375 65.0 439.1791076660156 1716.0 439.6421813964844 130.0 439.7828674316406 56.0 449.1495666503906 240.0 457.1855773925781 225.0 459.6690673828125 40.0 467.1722106933594 5910.0 481.1918640136719 233.0 485.1944580078125 104.0 495.69525146484375 47.0 497.21282958984375 223.0 499.1971130371094 1727.0 499.2467956542969 295.0 500.0262756347656 73.0 500.19873046875 459.0 509.1993408203125 89.0 513.2195434570312 115.0 517.222412109375 122.0 541.206298828125 670.0 543.2302856445312 204.0 557.219970703125 119.0 559.2171630859375 5648.0 560.22265625 88.0 572.3138427734375 193.0 619.2577514648438 178.0 852.51611328125 409.0 1203.148193359375 147.0 1838.1671142578125 78.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850780 PEPMASS=803.276062 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A12_RA12_01_8262.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347774-02_C38H46O16_9,10-Diacetoxy-2-(3-furyl)-10b-methyl-4-oxododecahydro-2H-benzo[f]isochromen-7-yl (2E)-3-[4-(beta-D-glucopyranosyloxy)-3-methoxyphenyl]acrylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC=C1O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)\C=C\C(=O)OC3CC(OC(C)=O)C(OC(C)=O)C4C3CCC5C(=O)OC(CC45C)C6=COC=C6 INCHI=InChI=1S/C38H46O16/c1-18(40)49-27-14-25(22-7-8-23-36(46)52-28(21-11-12-48-17-21)15-38(23,3)31(22)35(27)50-19(2)41)51-30(42)10-6-20-5-9-24(26(13-20)47-4)53-37-34(45)33(44)32(43)29(16-39)54-37/h5-6,9-13,17,22-23,25,27-29,31-35,37,39,43-45H,7-8,14-16H2,1-4H3/b10-6+/t22?,23?,25?,27?,28?,29-,31?,32-,33+,34-,35?,37-,38?/m1/s1 INCHIAUX=PEIIVQGCRPEHQK-AKGVGRAASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850780 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850780 SCANS=417 109.03553009033203 192.0 123.04568481445312 370.0 132.01882934570312 449.0 133.0292510986328 2054.0 134.041015625 325.0 137.0183868408203 196.0 139.13038635253906 31.0 148.0531463623047 235.0 149.059814453125 182.0 150.0279083251953 200.0 153.05796813964844 141.0 159.89219665527344 197.0 160.01663208007812 3038.0 161.0416259765625 369.0 162.02735900878906 249.0 175.03988647460938 9864.0 177.01832580566406 644.0 178.017578125 476.0 192.048583984375 208.0 193.048828125 1026.0 223.0556182861328 82.0 306.9783935546875 132.0 316.27923583984375 97.0 317.1400146484375 157.0 335.14581298828125 464.0 350.959228515625 106.0 415.1449890136719 114.0 443.1618347167969 102.0 511.19879150390625 446.0 535.1969604492188 94.0 553.1959228515625 413.0 563.1874389648438 82.0 567.2085571289062 54.0 580.1965942382812 1207.0 581.1820678710938 73.0 592.9375 23.0 594.072509765625 84.0 595.2178344726562 10924.0 595.2791137695312 647.0 596.218994140625 836.0 596.9412231445312 69.0 637.2453002929688 36.0 803.2664794921875 234.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850784 PEPMASS=347.186401 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A12_RA12_01_8262.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381207-01_C20H28O5_2(5H)-Furanone, 3-[2-[(1R,4aS,5R,6R,8aS)-decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]acetyl]- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@]1(CO)[C@H](O)CC[C@@]2(C)[C@H](CC(=O)/C3=C/COC3=O)C(=C)CC[C@H]12 INCHI=InChI=1S/C20H28O5/c1-12-4-5-16-19(2,8-6-17(23)20(16,3)11-21)14(12)10-15(22)13-7-9-25-18(13)24/h7,14,16-17,21,23H,1,4-6,8-11H2,2-3H3/t14-,16+,17-,19+,20+/m1/s1 INCHIAUX=KPJIGLLMDBHXEB-XUMBOQAASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850784 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850784 SCANS=377 127.29315185546875 79.0 135.08177185058594 169.0 146.3334197998047 327.0 171.0852813720703 65.0 173.09841918945312 377.0 199.11386108398438 120.0 229.16326904296875 219.0 239.14332580566406 394.0 240.15650939941406 241.0 241.14649963378906 54.0 255.17547607421875 804.0 262.1621398925781 363.0 269.154296875 161.0 273.1802978515625 238.0 275.1755676269531 136.0 275.2057189941406 157.0 285.1863708496094 152.0 287.1720275878906 153.0 294.1457824707031 612.0 301.1778259277344 146.0 303.1971435546875 10580.0 303.7585144042969 344.0 319.20050048828125 189.0 347.1868896484375 3061.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850787 PEPMASS=393.191437 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A12_RA12_01_8262.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381207-01_C20H28O5_2(5H)-Furanone, 3-[2-[(1R,4aS,5R,6R,8aS)-decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]acetyl]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@]1(CO)[C@H](O)CC[C@@]2(C)[C@H](CC(=O)/C3=C/COC3=O)C(=C)CC[C@H]12 INCHI=InChI=1S/C20H28O5/c1-12-4-5-16-19(2,8-6-17(23)20(16,3)11-21)14(12)10-15(22)13-7-9-25-18(13)24/h7,14,16-17,21,23H,1,4-6,8-11H2,2-3H3/t14-,16+,17-,19+,20+/m1/s1 INCHIAUX=KPJIGLLMDBHXEB-XUMBOQAASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850787 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850787 SCANS=382 182.16578674316406 115.0 255.16888427734375 139.0 262.15509033203125 71.0 285.183837890625 80.0 303.1976318359375 7697.0 303.27166748046875 123.0 347.1883239746094 5841.0 393.1949768066406 163.0 1679.542724609375 94.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850790 PEPMASS=619.218262 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A12_RA12_01_8262.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381209-01_C34H36O11_5,6-Bis(benzoyloxy)-3,4a,10a-trihydroxy-4,7,11b-trimethyl-9-oxo-1,2,3,4,4a,5,6,6a,7,9,10a,11,11a,11b-tetradecahydrophenanthro[3,2-b]furan-4-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC\1C2C(CC3(O)OC(=O)/C=C13)C4(C)CCC(O)C(C)(C(O)=O)C4(O)C(OC(=O)C5=CC=CC=C5)C2OC(=O)C6=CC=CC=C6 INCHI=InChI=1S/C34H36O11/c1-18-21-16-24(36)45-33(21,41)17-22-25(18)26(43-28(37)19-10-6-4-7-11-19)27(44-29(38)20-12-8-5-9-13-20)34(42)31(22,2)15-14-23(35)32(34,3)30(39)40/h4-13,16,18,22-23,25-27,35,41-42H,14-15,17H2,1-3H3,(H,39,40) INCHIAUX=WHOBGBIOIFGGMR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850790 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850790 SCANS=447 79.31014251708984 99.0 111.00724029541016 291.0 119.04866790771484 500.0 120.2231674194336 115.0 120.80641174316406 84.0 121.02970886230469 47664.0 121.06761932373047 343.0 121.08657836914062 96.0 122.37236785888672 94.0 123.03181457519531 279.0 124.03944396972656 183.0 125.54327392578125 142.0 136.0161895751953 199.0 137.09461975097656 133.0 138.03367614746094 281.0 145.5172882080078 190.0 152.0814666748047 266.0 161.05905151367188 168.0 163.07484436035156 52.0 165.0579376220703 217.0 201.146728515625 113.0 203.03407287597656 139.0 212.4828338623047 157.0 225.049072265625 136.0 225.16368103027344 215.0 227.15414428710938 258.0 236.1192169189453 142.0 241.1275634765625 173.0 241.16421508789062 118.0 243.12408447265625 193.0 253.12547302246094 193.0 253.16493225097656 177.0 253.24745178222656 102.0 254.1256103515625 494.0 254.1712646484375 147.0 255.12794494628906 93.0 260.49188232421875 138.0 262.1819763183594 335.0 263.0254211425781 152.0 266.9926452636719 177.0 267.8856506347656 161.0 268.1105041503906 117.0 269.1575927734375 4930.0 272.7627258300781 98.0 282.587890625 85.0 286.1278991699219 486.0 287.1650085449219 617.0 288.3323974609375 262.0 289.2396240234375 264.0 293.3980407714844 173.0 295.13751220703125 133.0 295.7272033691406 201.0 295.7735900878906 112.0 313.14556884765625 2039.0 314.03924560546875 110.0 314.14202880859375 178.0 326.58740234375 85.0 330.52667236328125 55.0 331.1517028808594 4361.0 332.15606689453125 173.0 332.7786865234375 287.0 336.1520080566406 132.0 336.7690124511719 147.0 338.1795654296875 46.0 345.1813049316406 342.0 361.1712341308594 184.0 363.1337890625 159.0 373.16558837890625 121.0 375.15313720703125 233.0 391.1996154785156 727.0 417.1794738769531 409.0 420.4639587402344 79.0 421.9541015625 53.0 421.9871520996094 80.0 426.0089416503906 90.0 435.1841735839844 6750.0 436.1897277832031 563.0 437.0376281738281 211.0 444.9827880859375 184.0 453.19744873046875 476.0 455.13592529296875 192.0 497.17742919921875 1255.0 510.5499267578125 91.0 512.3754272460938 129.0 513.2247314453125 1938.0 539.2008666992188 341.0 555.330322265625 141.0 556.0464477539062 73.0 556.2352294921875 173.0 556.4321899414062 126.0 556.6946411132812 56.0 556.81982421875 62.0 556.9869995117188 156.0 557.218994140625 58021.0 557.3483276367188 110.0 557.3987426757812 242.0 557.7719116210938 42.0 558.2285766601562 1307.0 558.2845458984375 187.0 558.5369873046875 83.0 559.8933715820312 53.0 560.6522216796875 191.0 561.0697631835938 102.0 561.25439453125 123.0 561.4756469726562 80.0 561.575927734375 94.0 585.0115966796875 91.0 619.2217407226562 7012.0 831.7401733398438 89.0 1118.34619140625 245.0 1760.7259521484375 191.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850793 PEPMASS=461.14502 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A12_RA12_01_8262.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381210-01_C18H32O11_(2E)-4-Hydroxy-3,4-dimethyl-2-penten-1-yl 6-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydro-2-furanyl]-beta-D-glucopyranoside [M-2H+K]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=C/CO[C@@H]1O[C@H](CO[C@H]2OC[C@](O)(CO)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)\C(C)(C)O INCHI=InChI=1S/C18H32O11/c1-9(17(2,3)24)4-5-26-15-13(22)12(21)11(20)10(29-15)6-27-16-14(23)18(25,7-19)8-28-16/h4,10-16,19-25H,5-8H2,1-3H3/b9-4+/t10-,11-,12+,13-,14+,15-,16+,18-/m1/s1 INCHIAUX=FEGXTMHRTZJSIG-MVXUSQBOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850793 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850793 SCANS=383 111.14402770996094 190.0 153.0174560546875 229.0 169.06619262695312 79.0 180.0545654296875 181.0 209.0449676513672 179.0 223.01626586914062 184.0 241.04876708984375 198.0 269.0477600097656 1289.0 283.0617370605469 728.0 284.0702819824219 1832.0 299.0928039550781 3009.0 308.031982421875 322.0 341.08868408203125 101.0 461.10699462890625 66.0 461.1374816894531 327.0 461.2337951660156 139.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850796 PEPMASS=469.1922 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A12_RA12_01_8262.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381210-01_C18H32O11_(2E)-4-Hydroxy-3,4-dimethyl-2-penten-1-yl 6-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydro-2-furanyl]-beta-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=C/CO[C@@H]1O[C@H](CO[C@H]2OC[C@](O)(CO)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)\C(C)(C)O INCHI=InChI=1S/C18H32O11/c1-9(17(2,3)24)4-5-26-15-13(22)12(21)11(20)10(29-15)6-27-16-14(23)18(25,7-19)8-28-16/h4,10-16,19-25H,5-8H2,1-3H3/b9-4+/t10-,11-,12+,13-,14+,15-,16+,18-/m1/s1 INCHIAUX=FEGXTMHRTZJSIG-MVXUSQBOSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850796 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850796 SCANS=217 72.37740325927734 120.0 89.02499389648438 201.0 101.02487182617188 312.0 113.02237701416016 90.0 131.03518676757812 720.0 143.02838134765625 299.0 148.24351501464844 307.0 149.0457305908203 5342.0 161.04898071289062 554.0 179.05918884277344 886.0 191.05677795410156 1775.0 205.23532104492188 210.0 205.73184204101562 197.0 215.05880737304688 228.0 221.05990600585938 251.0 251.07931518554688 1097.0 293.0901184082031 636.0 311.09051513671875 60.0 423.1072082519531 108.0 423.18841552734375 7728.0 423.8973388671875 44.0 443.0108642578125 100.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850799 PEPMASS=1337.652344 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A12_RA12_01_8262.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381211-01_C66H100O25_2-Propenoic acid, 3-phenyl-, (3beta,8xi,9xi,11alpha,12beta,14beta,17xi)-11-(acetyloxy)-3-[[O-hexopyranosyl-(1->4)-O--6-deoxy-3-O-methylhexopyranosyl-(1->4)-O--2,6-dideoxy-3-O-methylhexopyranosyl-(1->4)-O--2,6-dideoxy-3-O-methylhexopyranosyl-(1->4)-2,6-dideoxy-3-O-methylhexopyranosyl]oxy]-14-hydroxy-20-oxopregnan-12-yl ester, (2E)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1CC(OC(C)C1OC2CC(OC)C(OC3CC(OC)C(OC4OC(C)C(OC5OC(CO)C(O)C(O)C5O)C(OC)C4O)C(C)O3)C(C)O2)O[C@H]6CC[C@@]7(C)C(CCC8C7[C@H](OC(C)=O)[C@@H](OC(=O)/C=C/C9=CC=CC=C9)[C@]%10(C)C(CC[C@]8%10O)C(C)=O)C6 INCHI=InChI=1S/C66H100O25/c1-31(68)40-23-25-66(75)41-20-19-38-26-39(22-24-64(38,7)50(41)59(84-36(6)69)61(65(40,66)8)87-46(70)21-18-37-16-14-13-15-17-37)85-47-27-42(76-9)55(32(2)80-47)88-48-28-43(77-10)56(33(3)81-48)89-49-29-44(78-11)57(34(4)82-49)90-63-54(74)60(79-12)58(35(5)83-63)91-62-53(73)52(72)51(71)45(30-67)86-62/h13-18,21,32-35,38-45,47-63,67,71-75H,19-20,22-30H2,1-12H3/b21-18+/t32?,33?,34?,35?,38?,39-,40?,41?,42?,43?,44?,45?,47?,48?,49?,50?,51?,52?,53?,54?,55?,56?,57?,58?,59-,60?,61+,62?,63?,64-,65-,66-/m0/s1 INCHIAUX=GOZAGCBVCYGQHP-PRJUEBITSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850799 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850799 SCANS=558 70.28362274169922 100.0 70.7744140625 122.0 71.0141372680664 1123.0 71.04135131835938 246.0 71.4866943359375 46.0 72.4752426147461 181.0 73.03213500976562 491.0 73.18269348144531 249.0 75.69825744628906 105.0 76.0937271118164 281.0 76.43234252929688 169.0 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473.1678771972656 1661.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850803 PEPMASS=519.172058 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A12_RA12_01_8262.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381214-01_C21H30O12_beta-D-Glucopyranoside, 2-hydroxy-4-(2-propen-1-yl)phenyl 6-O-beta-D-glucopyranosyl- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(O)C=C(CC=C)C=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H30O12/c1-2-3-9-4-5-11(10(23)6-9)31-21-19(29)17(27)15(25)13(33-21)8-30-20-18(28)16(26)14(24)12(7-22)32-20/h2,4-6,12-29H,1,3,7-8H2/t12-,13-,14-,15-,16+,17+,18-,19-,20-,21-/m1/s1 INCHIAUX=JSQKCXPOJUGOCX-LWZURRPWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850803 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233.06492614746094 497.0 245.05575561523438 142.0 246.6063232421875 121.0 256.9159240722656 100.0 263.07745361328125 2803.0 305.0772399902344 187.0 311.1142883300781 132.0 320.07781982421875 145.0 323.0993347167969 15364.0 323.2255859375 123.0 325.01739501953125 72.0 465.3445739746094 95.0 472.0694885253906 415.0 472.3692321777344 82.0 472.5626525878906 66.0 473.0920715332031 214.0 473.1672668457031 36151.0 473.4291076660156 90.0 474.1575622558594 302.0 475.8227844238281 74.0 619.2264404296875 71.0 1070.6334228515625 126.0 1357.42822265625 243.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850808 PEPMASS=445.263428 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G8_GG8_01_8244.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380204-01_C26H38O6_Androsta-11,15-diene-14-carboxylic acid, 3,15,19-trihydroxy-4,4,8,12,16-pentamethyl-17-oxo-, methyl ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C12\C(=C(C)/C(=O)C1(C)\C(=C/C3C2(C)CCC4C(C)(C)C(O)CCC34CO)C)O INCHI=InChI=1S/C26H38O6/c1-14-12-17-23(5,10-8-16-22(3,4)18(28)9-11-25(16,17)13-27)26(21(31)32-7)20(30)15(2)19(29)24(14,26)6/h12,16-18,27-28,30H,8-11,13H2,1-7H3 INCHIAUX=MSEOJWPNMYHKMI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850808 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850808 SCANS=420 166.0334014892578 211.0 181.06643676757812 198.0 201.08665466308594 206.0 209.1239471435547 153.0 236.08787536621094 113.0 240.63218688964844 142.0 254.6337432861328 100.0 285.18798828125 192.0 286.59478759765625 136.0 310.51617431640625 85.0 315.178466796875 153.0 328.1767883300781 235.0 339.23834228515625 140.0 371.2350769042969 84.0 413.2222595214844 474.0 414.948974609375 62.0 415.257080078125 65.0 442.9939880371094 265.0 444.2956237792969 372.0 445.2590637207031 21683.0 445.8569641113281 191.0 446.26324462890625 122.0 448.68017578125 69.0 516.738525390625 89.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850811 PEPMASS=545.222595 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G8_GG8_01_8244.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380205-01_C27H35ClN4O6_2(6H)-Isoquinolineacetic acid, 7-(acetyloxy)-alpha-[3-[(aminoiminomethyl)amino]propyl]-5-chloro-3-[(1E,3E)-3,5-dimethyl-1,3-heptadien-1-yl]-7,8-dihydro-7-methyl-6,8-dioxo- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)/C=C(C)/C=C/C1=C/C/2=C(Cl)/C(=O)C(C)(OC(C)=O)C(=O)C2=C\N1C(CCCNC(N)=N)C(O)=O INCHI=InChI=1S/C27H35ClN4O6/c1-6-15(2)12-16(3)9-10-18-13-19-20(23(34)27(5,38-17(4)33)24(35)22(19)28)14-32(18)21(25(36)37)8-7-11-31-26(29)30/h9-10,12-15,21H,6-8,11H2,1-5H3,(H,36,37)(H4,29,30,31)/b10-9+,16-12+ INCHIAUX=PHSKBYXSIKEPBQ-HMSDUJDUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850811 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850811 SCANS=408 81.59241485595703 130.0 124.63492584228516 101.0 173.05850219726562 200.0 179.48231506347656 85.0 180.81121826171875 175.0 184.5964813232422 216.0 186.05323791503906 143.0 188.8214569091797 107.0 192.0690460205078 144.0 197.10995483398438 230.0 200.0731964111328 269.0 204.74024963378906 88.0 207.011474609375 173.0 208.01611328125 436.0 213.72760009765625 209.0 213.7771453857422 93.0 214.11842346191406 169.0 215.12721252441406 128.0 216.82962036132812 148.0 219.0094757080078 293.0 223.8101043701172 158.0 225.07460021972656 121.0 234.52467346191406 84.0 236.13955688476562 121.0 238.1580352783203 166.0 248.10935974121094 216.0 249.05165100097656 120.0 250.9994659423828 401.0 253.00961303710938 142.0 261.7957763671875 217.0 262.1136169433594 56.0 266.0813293457031 90.0 282.1466064453125 229.0 283.1151123046875 315.0 284.0518493652344 390.0 284.1702880859375 253.0 291.12969970703125 151.0 292.1263122558594 170.0 295.11444091796875 119.0 295.2323303222656 80.0 298.0564880371094 567.0 303.10150146484375 154.0 306.1768493652344 121.0 306.2125244140625 141.0 307.0107421875 87.0 308.16656494140625 586.0 309.03997802734375 148.0 310.1441955566406 1587.0 310.25830078125 83.0 311.000244140625 178.0 311.14825439453125 326.0 316.1147766113281 171.0 320.06378173828125 57.0 320.1678771972656 493.0 323.17523193359375 62.0 324.1602783203125 378.0 324.19610595703125 238.0 326.14019775390625 216.0 327.0981140136719 943.0 327.4010009765625 61.0 327.7588806152344 318.0 328.10992431640625 17900.0 329.1246032714844 444.0 330.12689208984375 336.0 330.158447265625 115.0 333.13616943359375 49.0 334.1827697753906 2034.0 335.20721435546875 522.0 338.16973876953125 167.0 341.1219482421875 603.0 342.1170959472656 128.0 343.1015319824219 77.0 344.1536560058594 261.0 344.50982666015625 60.0 344.6024475097656 74.0 345.1392517089844 740.0 346.1198425292969 971.0 346.1811828613281 539.0 346.61968994140625 85.0 349.15716552734375 123.0 352.1547546386719 302.0 355.09423828125 140.0 360.21038818359375 165.0 363.1968994140625 128.0 367.20794677734375 109.0 369.1000671386719 222.0 370.1191711425781 2055.0 372.1500549316406 140.0 377.2479553222656 96.0 381.22076416015625 114.0 384.13433837890625 118.0 386.408935546875 163.0 387.338134765625 195.0 387.3763122558594 86.0 388.1318664550781 19243.0 388.3734436035156 103.0 388.473388671875 64.0 388.69482421875 186.0 389.15850830078125 206.0 389.2190856933594 146.0 391.1894836425781 59.0 391.33013916015625 130.0 395.25244140625 142.0 398.67718505859375 138.0 399.1900634765625 561.0 403.2442932128906 153.0 405.23052978515625 623.0 406.22149658203125 204.0 417.2043151855469 1170.0 424.0818176269531 115.0 424.18109130859375 722.0 431.1913146972656 77.0 437.234619140625 137.0 439.2452392578125 131.0 439.2763977050781 127.0 440.6664123535156 117.0 441.1248474121094 116.0 441.2055969238281 18003.0 441.2834777832031 247.0 441.6407470703125 81.0 444.6287536621094 78.0 459.22161865234375 460.0 483.2187194824219 945.0 484.21588134765625 85.0 501.2229919433594 476.0 502.2240295410156 111.0 544.3232421875 164.0 545.2173461914062 116.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850814 PEPMASS=419.195618 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G8_GG8_01_8244.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380210-01_C18H30O8_Cyclopentaneacetic acid, 3-(hexopyranosyloxy)-2-[(2Z)-2-penten-1-yl]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC\C=C/CC1C(CCC1OC2OC(CO)C(O)C(O)C2O)CC(O)=O INCHI=InChI=1S/C18H30O8/c1-2-3-4-5-11-10(8-14(20)21)6-7-12(11)25-18-17(24)16(23)15(22)13(9-19)26-18/h3-4,10-13,15-19,22-24H,2,5-9H2,1H3,(H,20,21)/b4-3- INCHIAUX=GJZJZRWFRZFTEE-ARJAWSKDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850814 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850814 SCANS=320 101.02118682861328 116.0 119.03057098388672 77.0 175.86935424804688 95.0 180.06407165527344 218.0 193.1171875 682.0 211.1374053955078 252.0 211.63345336914062 112.0 373.1863708496094 14098.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850817 PEPMASS=331.193848 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G8_GG8_01_8244.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380217-01_C20H28O4_4a(2H)-Phenanthrenecarboxylic acid, 7-ethenyl-1,3,4,4b,5,6,7,9,10,10a-decahydro-4b-hydroxy-1,1,7-trimethyl-9-oxo- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)CCCC2(C1CC(=O)\C3=C\C(C)(CCC23O)C=C)C(O)=O INCHI=InChI=1S/C20H28O4/c1-5-18(4)9-10-20(24)13(12-18)14(21)11-15-17(2,3)7-6-8-19(15,20)16(22)23/h5,12,15,24H,1,6-11H2,2-4H3,(H,22,23) INCHIAUX=VIDNIVWPSMVGJV-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850817 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850817 SCANS=479 137.70513916015625 143.0 197.11512756347656 24.0 214.1352996826172 286.0 218.10037231445312 329.0 226.1317596435547 303.0 241.15960693359375 192.0 269.190673828125 4119.0 270.18878173828125 84.0 331.1904296875 1561.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850818 PEPMASS=377.199982 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G8_GG8_01_8244.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380217-01_C20H28O4_4a(2H)-Phenanthrenecarboxylic acid, 7-ethenyl-1,3,4,4b,5,6,7,9,10,10a-decahydro-4b-hydroxy-1,1,7-trimethyl-9-oxo- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)CCCC2(C1CC(=O)\C3=C\C(C)(CCC23O)C=C)C(O)=O INCHI=InChI=1S/C20H28O4/c1-5-18(4)9-10-20(24)13(12-18)14(21)11-15-17(2,3)7-6-8-19(15,20)16(22)23/h5,12,15,24H,1,6-11H2,2-4H3,(H,22,23) INCHIAUX=VIDNIVWPSMVGJV-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850818 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850818 SCANS=481 80.15412139892578 94.0 199.10577392578125 204.0 227.142822265625 134.0 257.1502380371094 138.0 269.1891174316406 1850.0 270.1896667480469 112.0 331.18988037109375 5023.0 333.21087646484375 92.0 376.64251708984375 91.0 376.8294982910156 134.0 377.1513977050781 109.0 377.20477294921875 707.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850823 PEPMASS=371.164368 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G8_GG8_01_8244.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380223-01_C20H24N2O5_3-Pyridinecarboxylic acid, 1,4-dihydro-6-(hydroxyphenylmethyl)-1-[2-[(3-methyl-1-oxobutyl)amino]ethyl]-4-oxo- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC(=O)NCCN1\C=C(C(O)=O)/C(=O)/C=C1/C(O)C2=CC=CC=C2 INCHI=InChI=1S/C20H24N2O5/c1-13(2)10-18(24)21-8-9-22-12-15(20(26)27)17(23)11-16(22)19(25)14-6-4-3-5-7-14/h3-7,11-13,19,25H,8-10H2,1-2H3,(H,21,24)(H,26,27) INCHIAUX=YTPQOAKWPUOEEC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850823 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850823 SCANS=392 108.04263305664062 199.0 119.03231048583984 167.0 133.0390625 85.0 137.0341339111328 621.0 164.0442657470703 172.0 220.91697692871094 116.0 221.09130859375 2314.0 221.1859893798828 167.0 235.11361694335938 808.0 369.15185546875 143.0 1304.34716796875 435.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850826 PEPMASS=417.170563 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G8_GG8_01_8244.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380223-01_C20H24N2O5_3-Pyridinecarboxylic acid, 1,4-dihydro-6-(hydroxyphenylmethyl)-1-[2-[(3-methyl-1-oxobutyl)amino]ethyl]-4-oxo- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC(=O)NCCN1\C=C(C(O)=O)/C(=O)/C=C1/C(O)C2=CC=CC=C2 INCHI=InChI=1S/C20H24N2O5/c1-13(2)10-18(24)21-8-9-22-12-15(20(26)27)17(23)11-16(22)19(25)14-6-4-3-5-7-14/h3-7,11-13,19,25H,8-10H2,1-2H3,(H,21,24)(H,26,27) INCHIAUX=YTPQOAKWPUOEEC-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850826 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850826 SCANS=390 94.03766632080078 302.0 104.7623519897461 61.0 108.04397583007812 1696.0 112.65963745117188 95.0 119.02281188964844 182.0 134.02377319335938 124.0 137.03636169433594 1094.0 137.2955322265625 178.0 141.53067016601562 128.0 164.03274536132812 408.0 219.79408264160156 111.0 220.64906311035156 123.0 220.8441925048828 146.0 221.09307861328125 6621.0 229.36924743652344 23.0 235.10968017578125 712.0 1569.4710693359375 142.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850829 PEPMASS=767.237244 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C11_RC11_01_8274.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169427-03_C34H42O17_(1aS,1bS,2S,5aR,6S,6aS)-6-({3,4-Di-O-acetyl-6-deoxy-2-O-[(2E)-3-phenyl-2-propenoyl]-alpha-L-mannopyranosyl}oxy)-1a-(hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydrooxireno[4,5]cyclopenta[1,2-c]pyran-2-yl beta-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@H]2[C@@H]3\C=C/O[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H]3[C@@]5(CO)O[C@@H]25)[C@H](OC(=O)\C=C\C6=CC=CC=C6)[C@H](OC(C)=O)[C@H]1OC(C)=O INCHI=InChI=1S/C34H42O17/c1-15-26(45-16(2)37)28(46-17(3)38)29(48-21(39)10-9-18-7-5-4-6-8-18)33(44-15)49-27-19-11-12-43-31(22(19)34(14-36)30(27)51-34)50-32-25(42)24(41)23(40)20(13-35)47-32/h4-12,15,19-20,22-33,35-36,40-42H,13-14H2,1-3H3/b10-9+/t15-,19+,20+,22+,23+,24-,25+,26-,27-,28+,29+,30-,31-,32-,33-,34+/m0/s1 INCHIAUX=VJFDKEUBFXWWLI-LTDPXCIYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850829 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850829 SCANS=424 74.62049102783203 88.0 81.0318832397461 250.0 81.14727020263672 73.0 94.50035095214844 116.0 99.0447006225586 435.0 103.0550308227539 412.0 104.00797271728516 72.0 104.11821746826172 95.0 105.03242492675781 256.0 108.02237701416016 205.0 109.03365325927734 768.0 110.90070343017578 179.0 111.04461669921875 176.0 112.01805114746094 378.0 113.01889038085938 21.0 116.7237319946289 27.0 117.03147888183594 295.0 119.03602600097656 631.0 119.52233123779297 187.0 121.02444458007812 154.0 121.06932067871094 591.0 123.04258728027344 569.0 124.01243591308594 131.0 125.02092742919922 215.0 126.03164672851562 1227.0 127.04002380371094 4560.0 127.09308624267578 33.0 128.01547241210938 168.0 133.07740783691406 378.0 134.04054260253906 160.0 135.0435791015625 2325.0 135.9467010498047 82.0 136.0166473388672 300.0 136.36013793945312 147.0 137.02972412109375 167.0 137.0596160888672 222.0 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460.6744689941406 78.0 460.825439453125 112.0 460.9130859375 80.0 460.9671325683594 173.0 461.0061950683594 154.0 461.0521240234375 189.0 461.1204833984375 126.0 461.21881103515625 166402.0 461.3330078125 220.0 461.42340087890625 341.0 461.734130859375 162.0 461.8984375 102.0 461.9340515136719 114.0 462.0245056152344 111.0 462.0931091308594 157.0 462.2165832519531 626.0 462.3262023925781 142.0 462.41162109375 113.0 462.48236083984375 135.0 462.9410095214844 64.0 463.30889892578125 120.0 464.5412292480469 164.0 464.8103332519531 79.0 464.9800720214844 121.0 465.1181335449219 133.0 465.1843566894531 103.0 465.2749938964844 128.0 551.5184936523438 58.0 606.9978637695312 177.0 666.9669189453125 56.0 789.5639038085938 173.0 1105.707763671875 222.0 1282.738037109375 92.0 1354.928466796875 61.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850858 PEPMASS=507.223267 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_GA4_01_8201.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169028-02_C25H34O8_1H-Furo[3,4-b]xanthene-9-propanoic acid, 3,5a,6,7,8,9,9a,10-octahydro-7-hydroxy-8-(1-hydroxy-1-methylethyl)-11-methoxy-4,5a,9-trimethyl-1-oxo- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C2CC3C(C)(CC(O)C(C(C)(C)O)C3(C)CCC(O)=O)OC2=C(C)C4=C1C(=O)OC4 INCHI=InChI=1S/C25H34O8/c1-12-14-11-32-22(29)18(14)20(31-6)13-9-16-24(4,8-7-17(27)28)21(23(2,3)30)15(26)10-25(16,5)33-19(12)13/h15-16,21,26,30H,7-11H2,1-6H3,(H,27,28) INCHIAUX=NNOMPFCNQCRAIO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850858 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850858 SCANS=448 172.48828125 66.0 173.05694580078125 292.0 191.0341339111328 4033.0 192.03273010253906 266.0 202.00489807128906 202.0 205.04901123046875 107.0 207.03355407714844 224.0 218.19032287597656 46.0 222.81166076660156 242.0 223.71189880371094 227.0 223.79258728027344 74.0 224.66481018066406 125.0 225.73423767089844 180.0 234.01084899902344 197.0 238.04837036132812 825.0 239.71197509765625 169.0 240.65504455566406 120.0 244.6317138671875 113.0 246.05445861816406 152.0 246.50936889648438 109.0 251.0684356689453 140.0 259.09368896484375 86.0 260.566650390625 210.0 261.1129455566406 289.0 279.10626220703125 125.0 283.029541015625 214.0 289.1066589355469 217.0 299.50653076171875 141.0 311.13140869140625 139.0 315.1199035644531 46.0 320.9921569824219 286.0 329.141357421875 1337.0 341.1765441894531 87.0 354.2361755371094 139.0 367.1413879394531 233.0 369.1411437988281 241.0 384.5452880859375 175.0 385.1677551269531 671.0 389.20086669921875 1441.0 399.2235107421875 151.0 403.1735534667969 309.0 417.2314147949219 818.0 425.201416015625 401.0 443.2085876464844 259.0 457.91064453125 48.0 459.8614196777344 72.0 459.88983154296875 156.0 460.1253662109375 100.0 460.3782653808594 80.0 460.45001220703125 100.0 460.5008239746094 341.0 460.6346740722656 151.0 460.7249755859375 118.0 460.8978576660156 53.0 461.2187194824219 57673.0 461.4158020019531 152.0 461.6754455566406 82.0 462.2159423828125 718.0 465.12542724609375 85.0 507.171630859375 205.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850862 PEPMASS=497.21756 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_GA4_01_8201.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380637-01_C28H34O8_2(5H)-Furanone, 5-[(1S,2S,3R,4R,7S)-5,7-dihydroxy-4,7-dimethyl-8-oxo-6-[(2E,4E)-1-oxo-2,4-hexadien-1-yl]-3-[(4E)-1-oxo-4-hexen-1-yl]bicyclo[2.2.2]oct-5-en-2-yl]-4-hydroxy-3,5-dimethyl-, (5R)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C\CCC(=O)[C@@H]1[C@H]([C@H]2\C(=C(O)/[C@]1(C)C(=O)[C@@]2(C)O)C(=O)/C=C/C=C/C)[C@@]\3(C)OC(=O)\C(=C3O)C 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259.1023864746094 305.0 262.1985778808594 147.0 265.8156433105469 278.0 267.13629150390625 125.0 271.0910339355469 197.0 272.1091003417969 162.0 274.1112060546875 133.0 274.59259033203125 200.0 275.1417236328125 356.0 276.5269470214844 204.0 279.46490478515625 105.0 281.16015625 157.0 283.10186767578125 442.0 284.14263916015625 177.0 285.11163330078125 369.0 285.1435546875 714.0 292.9915771484375 75.0 295.16998291015625 382.0 296.9803161621094 172.0 297.1431884765625 109.0 299.1267395019531 142.0 306.090087890625 305.0 306.1794128417969 157.0 309.17138671875 374.0 310.1173400878906 146.0 311.1650085449219 89.0 313.17791748046875 140.0 325.17724609375 261.0 326.15606689453125 411.0 327.2013244628906 179.0 330.9725646972656 186.0 337.18756103515625 204.0 341.1736755371094 131.0 347.1869812011719 92.0 348.119384765625 134.0 353.1752624511719 491.0 357.66021728515625 124.0 361.17822265625 134.0 361.863037109375 57.0 367.1624755859375 213.0 368.17535400390625 130.0 369.17742919921875 247.0 379.2227783203125 123.0 381.2087097167969 113.0 385.1643371582031 100.0 391.2167663574219 123.0 398.17138671875 186.0 402.25213623046875 171.0 403.17889404296875 114.0 433.21575927734375 146.0 435.22607421875 226.0 447.1509094238281 151.0 451.19927978515625 387.0 453.22906494140625 1310.0 460.7065734863281 277.0 461.79327392578125 100.0 462.5059814453125 203.0 477.0039978027344 158.0 479.2054748535156 969.0 496.0712890625 141.0 496.3530578613281 125.0 496.49114990234375 198.0 496.65875244140625 79.0 496.847900390625 75.0 497.084716796875 168.0 497.2197265625 55865.0 497.3481750488281 205.0 497.7937316894531 72.0 498.2174377441406 139.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850865 PEPMASS=723.432434 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_GA4_01_8201.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380639-01_C38H62O10_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C1C(O)C(O)C2C1(C)CCC3(C)C4CCC5C(C)(C)C(OC6OC(CO)C(O)C(O)C6O)C(CC5(C)/C4=C/CC23C)OC(C)=O INCHI=InChI=1S/C38H62O10/c1-18(2)25-27(42)29(44)31-35(25,6)14-15-37(8)21-10-11-24-34(4,5)32(48-33-30(45)28(43)26(41)23(17-39)47-33)22(46-19(3)40)16-36(24,7)20(21)12-13-38(31,37)9/h12,18,21-33,39,41-45H,10-11,13-17H2,1-9H3 INCHIAUX=IFFDZLRWLNUFOX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850865 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850865 SCANS=579 113.02339172363281 189.0 161.0464630126953 380.0 220.67848205566406 154.0 246.02340698242188 106.0 279.23101806640625 95.0 329.357421875 72.0 343.008056640625 166.0 456.9914245605469 124.0 473.3631896972656 253.0 519.20166015625 320.0 635.4113159179688 717.0 677.4500732421875 117.0 723.430419921875 1872.0 724.3897705078125 226.0 724.435546875 192.0 755.6997680664062 83.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850868 PEPMASS=503.228485 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_GA4_01_8201.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380642-01_C26H34O7_1,1,5a,7a,9,11b-Hexamethyl-7-methylene-3,8,11-trioxo-3,5a,5b,6,7,7a,8,9,11,11a,11b,12,13,13a-tetradecahydro-1H-isochromeno[7,8-g][2]benzoxepin-12-yl acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(=O)C2C3(C)C(CC4C(C)(C)OC(=O)\C=C/C4(C)C3CC(=C)C2(C)C1=O)OC(C)=O INCHI=InChI=1S/C26H34O7/c1-13-11-17-24(6)10-9-19(28)33-23(4,5)16(24)12-18(32-15(3)27)26(17,8)20-22(30)31-14(2)21(29)25(13,20)7/h9-10,14,16-18,20H,1,11-12H2,2-8H3 INCHIAUX=JFYYCQXZVIOBKU-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850868 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850868 SCANS=560 228.2516632080078 108.0 249.11972045898438 162.0 303.1855163574219 207.0 341.1706848144531 219.0 353.21197509765625 104.0 355.197265625 100.0 371.1845397949219 246.0 397.2110290527344 125.0 400.18682861328125 603.0 402.2122497558594 94.0 402.9888000488281 296.0 415.2140808105469 2712.0 442.19122314453125 267.0 457.2242126464844 474.0 1073.43603515625 27.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850871 PEPMASS=471.172089 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_GA4_01_8201.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380647-01_C17H30O12_alpha-D-Glucopyranoside, alpha-D-glucopyranosyl, 3-(2-methylbutanoate) [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(=O)O[C@H]1[C@H](O)[C@@H](CO)O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]1O INCHI=InChI=1S/C17H30O12/c1-3-6(2)15(25)28-14-10(21)8(5-19)27-17(13(14)24)29-16-12(23)11(22)9(20)7(4-18)26-16/h6-14,16-24H,3-5H2,1-2H3/t6?,7-,8-,9-,10-,11+,12-,13-,14+,16-,17-/m1/s1 INCHIAUX=SFAOCCXTEHOWEV-AGJOLMTFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850871 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850871 SCANS=283 87.0057601928711 905.0 90.23564910888672 65.0 95.01325988769531 358.0 100.33909606933594 193.0 101.02471923828125 1401.0 101.0599136352539 10771.0 101.08768463134766 95.0 101.50981140136719 48.0 102.06266021728516 350.0 113.02436065673828 641.0 115.07406616210938 368.0 119.03009033203125 334.0 120.64659881591797 196.0 128.1310577392578 167.0 139.03829956054688 143.0 141.0184326171875 453.0 143.03367614746094 4070.0 143.0707550048828 175.0 159.8029327392578 124.0 161.0458526611328 4862.0 164.53924560546875 63.0 167.0355682373047 444.0 169.86404418945312 72.0 172.9188995361328 350.0 172.99530029296875 128.0 173.04226684570312 152.0 174.1719207763672 127.0 175.39968872070312 67.0 176.80494689941406 250.0 179.062744140625 895.0 179.48648071289062 54.0 183.029296875 206.0 185.04165649414062 378.0 190.79029846191406 140.0 192.30177307128906 351.0 194.2490692138672 98.0 194.3955535888672 138.0 203.05625915527344 439.0 203.09500122070312 389.0 214.8840789794922 64.0 227.08203125 383.0 243.89974975585938 82.0 248.053466796875 167.0 249.06288146972656 288.0 253.61451721191406 80.0 263.0789489746094 275.0 323.0979309082031 95792.0 323.1870422363281 119.0 323.2132873535156 229.0 323.6321716308594 114.0 323.77276611328125 74.0 324.105224609375 165.0 325.0777893066406 181.0 326.22161865234375 112.0 326.4098815917969 92.0 341.1103820800781 973.0 380.9613342285156 69.0 423.5453796386719 53.0 424.6914367675781 117.0 425.16534423828125 18507.0 425.6012878417969 60.0 427.08636474609375 122.0 469.1737365722656 80.0 471.181884765625 1627.0 593.0174560546875 45.0 822.8785400390625 154.0 1192.240478515625 71.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850877 PEPMASS=407.283539 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G6_GG6_01_8242.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380160-01_C24H40O5_4-{[5-(7-Hydroxy-5,5,8a-trimethyl-2-methylenedecahydro-1-naphthalenyl)-3-methylpentyl]oxy}-4-oxobutanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CCOC(=O)CCC(O)=O)CCC1C(=C)CCC2C(C)(C)CC(O)CC12C INCHI=InChI=1S/C24H40O5/c1-16(12-13-29-22(28)11-10-21(26)27)6-8-19-17(2)7-9-20-23(3,4)14-18(25)15-24(19,20)5/h16,18-20,25H,2,6-15H2,1,3-5H3,(H,26,27) INCHIAUX=RJFVWGBZBUWHAM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850877 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850877 SCANS=575 99.00777435302734 2004.0 149.6405792236328 103.0 226.592041015625 58.0 389.2663269042969 109.0 406.7524108886719 147.0 406.88092041015625 100.0 407.2815246582031 8984.0 407.3718566894531 247.0 410.7375183105469 127.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850880 PEPMASS=505.160767 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G6_GG6_01_8242.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380161-01_C20H28O12_6-O-(Phenylacetyl)-alpha-D-glucopyranosyl alpha-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@H](O[C@H]2O[C@H](COC(=O)CC3=CC=CC=C3)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C20H28O12/c21-7-10-13(23)15(25)17(27)19(30-10)32-20-18(28)16(26)14(24)11(31-20)8-29-12(22)6-9-4-2-1-3-5-9/h1-5,10-11,13-21,23-28H,6-8H2/t10-,11-,13-,14-,15+,16+,17-,18-,19-,20-/m1/s1 INCHIAUX=STSLPRRNSYCFTQ-JFRFVCMESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850880 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850880 SCANS=284 89.02294158935547 251.0 101.02249908447266 127.0 112.83270263671875 276.0 113.03115844726562 193.0 119.03169250488281 507.0 134.8600311279297 164.0 134.89906311035156 252.0 135.04502868652344 2488.0 136.04232788085938 51.0 140.742431640625 25.0 143.03573608398438 238.0 149.04649353027344 237.0 159.04379272460938 135.0 161.04000854492188 124.0 161.05409240722656 99.0 178.1823272705078 79.0 179.05844116210938 1059.0 180.8936309814453 50.0 279.51300048828125 119.0 323.1000671386719 1783.0 341.1082763671875 4535.0 428.10870361328125 136.0 459.1518249511719 1741.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850883 PEPMASS=457.160492 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G6_GG6_01_8242.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380162-01_C16H28O12_alpha-D-Glucopyranoside, alpha-D-glucopyranosyl, 3-(2-methylpropanoate) [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(=O)O[C@H]1[C@H](O)[C@@H](CO)O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]1O INCHI=InChI=1S/C16H28O12/c1-5(2)14(24)27-13-9(20)7(4-18)26-16(12(13)23)28-15-11(22)10(21)8(19)6(3-17)25-15/h5-13,15-23H,3-4H2,1-2H3/t6-,7-,8-,9-,10+,11-,12-,13+,15-,16-/m1/s1 INCHIAUX=QVYMNCVNZVHQEC-HPBJJQKWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850883 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850883 SCANS=209 87.04496002197266 199.0 88.51353454589844 172.0 123.37507629394531 325.0 125.0261459350586 630.0 143.03567504882812 772.0 155.03353881835938 260.0 161.0447540283203 655.0 166.05882263183594 66.0 166.5454559326172 431.0 168.32476806640625 152.0 179.0569610595703 988.0 181.04800415039062 194.0 199.4125518798828 109.0 200.56178283691406 173.0 218.18148803710938 116.0 221.06527709960938 152.0 245.07110595703125 334.0 249.05474853515625 87.0 276.8807678222656 120.0 287.0797119140625 232.0 322.0654296875 135.0 323.09698486328125 10106.0 324.10406494140625 334.0 336.08978271484375 222.0 411.14739990234375 5682.0 457.1642761230469 182.0 1525.5980224609375 72.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850886 PEPMASS=577.197876 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G6_GG6_01_8242.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380166-01_C28H34O13_beta-D-Glucopyranoside, 4-[(1R,3aR,4S,6aS)-6a-(acetyloxy)tetrahydro-4-(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)[C@H]2OC[C@@]3(OC(C)=O)[C@@H]2CO[C@@H]3C4=CC(=C(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C=C4)OC INCHI=InChI=1S/C28H34O13/c1-13(30)41-28-12-38-25(14-4-6-17(31)19(8-14)35-2)16(28)11-37-26(28)15-5-7-18(20(9-15)36-3)39-27-24(34)23(33)22(32)21(10-29)40-27/h4-9,16,21-27,29,31-34H,10-12H2,1-3H3/t16-,21-,22-,23+,24-,25-,26-,27-,28-/m1/s1 INCHIAUX=ARPKCZZZMDEOIF-FTCJPABESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850886 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850886 SCANS=348 123.04344940185547 333.0 136.0154266357422 887.0 151.03927612304688 2696.0 151.33058166503906 227.0 161.0581512451172 152.0 161.44772338867188 83.0 162.0334930419922 197.0 166.02236938476562 202.0 176.0438690185547 201.0 178.02615356445312 178.0 181.04312133789062 145.0 183.04188537597656 192.0 188.04324340820312 223.0 191.0714111328125 503.0 192.03656005859375 94.0 193.05027770996094 557.0 203.0365447998047 277.0 203.44488525390625 80.0 204.0437774658203 229.0 219.0589141845703 611.0 223.07933044433594 193.0 235.0753173828125 309.0 239.0872344970703 199.0 253.07284545898438 378.0 258.9771423339844 137.0 265.04656982421875 108.0 280.06341552734375 273.0 294.08697509765625 298.0 295.0943603515625 653.0 310.09002685546875 192.0 325.10845947265625 1038.0 326.1243591308594 251.0 343.1170349121094 600.0 355.12054443359375 438.0 414.3794250488281 121.0 415.1397705078125 7320.0 418.717529296875 119.0 559.2351684570312 104.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850888 PEPMASS=623.204041 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G6_GG6_01_8242.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380166-01_C28H34O13_beta-D-Glucopyranoside, 4-[(1R,3aR,4S,6aS)-6a-(acetyloxy)tetrahydro-4-(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O)C=CC(=C1)[C@H]2OC[C@@]3(OC(C)=O)[C@@H]2CO[C@@H]3C4=CC(=C(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C=C4)OC INCHI=InChI=1S/C28H34O13/c1-13(30)41-28-12-38-25(14-4-6-17(31)19(8-14)35-2)16(28)11-37-26(28)15-5-7-18(20(9-15)36-3)39-27-24(34)23(33)22(32)21(10-29)40-27/h4-9,16,21-27,29,31-34H,10-12H2,1-3H3/t16-,21-,22-,23+,24-,25-,26-,27-,28-/m1/s1 INCHIAUX=ARPKCZZZMDEOIF-FTCJPABESA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850888 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850888 SCANS=353 101.02102661132812 138.0 106.49423217773438 148.0 123.68099975585938 67.0 136.0175018310547 1807.0 140.53103637695312 128.0 147.04019165039062 146.0 148.01329040527344 220.0 149.06101989746094 305.0 151.038330078125 5556.0 151.7856903076172 194.0 161.05384826660156 492.0 163.03636169433594 185.0 164.04489135742188 139.0 166.02659606933594 164.0 176.04550170898438 238.0 176.06361389160156 178.0 177.01522827148438 289.0 177.05184936523438 497.0 178.02703857421875 508.0 179.07366943359375 256.0 181.04754638671875 494.0 187.03819274902344 123.0 187.15138244628906 126.0 187.98458862304688 264.0 188.04310607910156 741.0 189.06979370117188 65.0 191.07150268554688 297.0 192.04335021972656 266.0 193.0479736328125 1469.0 194.019775390625 73.0 200.74099731445312 47.0 203.0706024169922 601.0 204.04380798339844 105.0 205.05328369140625 671.0 211.21498107910156 63.0 213.05308532714844 79.0 217.0489959716797 181.0 219.0654296875 408.0 221.0816650390625 184.0 223.06320190429688 345.0 235.0586395263672 636.0 250.0607452392578 285.0 253.07028198242188 962.0 264.0777282714844 187.0 265.0496520996094 1085.0 265.0850524902344 140.0 269.080078125 169.0 277.0220642089844 148.0 280.0733642578125 2302.0 283.09661865234375 93.0 294.08795166015625 683.0 295.0954895019531 2006.0 325.1070861816406 3302.0 327.11614990234375 147.0 338.0164489746094 181.0 342.0766906738281 212.0 343.1205749511719 608.0 355.1143493652344 550.0 371.14642333984375 300.0 373.1357727050781 303.0 373.1728820800781 222.0 374.1544189453125 30.0 410.34234619140625 84.0 413.9786376953125 201.0 415.1398620605469 20898.0 415.7175598144531 136.0 418.4770202636719 189.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850892 PEPMASS=429.143494 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G6_GG6_01_8242.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380170-01_C19H26O11_5-{[4-(beta-D-Glucopyranosyloxy)benzyl]oxy}-3-hydroxy-3-methyl-5-oxopentanoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(O)(CC(O)=O)CC(=O)OCC1=CC=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1 INCHI=InChI=1S/C19H26O11/c1-19(27,6-13(21)22)7-14(23)28-9-10-2-4-11(5-3-10)29-18-17(26)16(25)15(24)12(8-20)30-18/h2-5,12,15-18,20,24-27H,6-9H2,1H3,(H,21,22)/t12-,15-,16+,17-,18-,19?/m1/s1 INCHIAUX=ABVDJKDAAWCYKH-PNJCVKMMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850892 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850892 SCANS=262 81.06278228759766 130.0 82.93822479248047 86.0 99.04566955566406 547.0 113.01952362060547 136.0 125.0206298828125 232.0 161.04151916503906 1661.0 162.6358184814453 84.0 220.48988342285156 133.0 261.09515380859375 472.0 263.0740966796875 172.0 385.17547607421875 62.0 429.1373596191406 2069.0 483.1625061035156 59.0 1842.6697998046875 190.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850895 PEPMASS=519.155579 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G6_GG6_01_8242.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380173-01_C25H28O12_Cyclopenta[c]pyran-4-carboxylic acid, 1,4a,5,6,7,7a-hexahydro-6-hydroxy-1-[[6-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-beta-D-glucopyranosyl]oxy]-7-methylene- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1CC\2C(C(O\C=C2C(O)=O)O[C@@H]3O[C@H](COC(=O)/C=C/C4=CC=C(O)C=C4)[C@@H](O)[C@H](O)[C@H]3O)C1=C INCHI=InChI=1S/C25H28O12/c1-11-16(27)8-14-15(23(32)33)9-35-24(19(11)14)37-25-22(31)21(30)20(29)17(36-25)10-34-18(28)7-4-12-2-5-13(26)6-3-12/h2-7,9,14,16-17,19-22,24-27,29-31H,1,8,10H2,(H,32,33)/b7-4+/t14?,16?,17-,19?,20-,21+,22-,24?,25+/m1/s1 INCHIAUX=DFXWNJDFYDFQCW-XUKYJPPUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850895 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850895 SCANS=319 90.22383880615234 94.0 93.04296875 206.0 94.80937957763672 185.0 95.079345703125 568.0 98.62953186035156 196.0 99.15682220458984 145.0 113.0267562866211 205.0 117.03374481201172 594.0 119.0510482788086 1453.0 123.04511260986328 3111.0 123.37156677246094 287.0 133.0613250732422 404.0 133.72528076171875 322.0 137.05369567871094 156.0 138.0697021484375 299.0 138.1209716796875 92.0 145.02867126464844 12331.0 146.7005615234375 112.0 147.0417938232422 172.0 149.05770874023438 2651.0 149.12026977539062 53.0 149.894287109375 80.0 155.67657470703125 52.0 161.05958557128906 2550.0 163.03810119628906 7727.0 167.07077026367188 2027.0 177.0567169189453 2363.0 179.04647827148438 102.0 187.05555725097656 268.0 193.05006408691406 3662.0 203.07470703125 202.0 205.0497283935547 8678.0 211.058349609375 643.0 218.05470275878906 247.0 234.15000915527344 117.0 234.78607177734375 88.0 235.06040954589844 4220.0 235.10986328125 167.0 235.2565155029297 118.0 259.0602722167969 192.0 265.02398681640625 190.0 265.0711669921875 8469.0 267.82733154296875 81.0 307.08172607421875 5130.0 309.0887451171875 175.0 310.3130187988281 102.0 324.5177307128906 262.0 324.7142333984375 103.0 324.79010009765625 54.0 325.094482421875 1508.0 355.0965270996094 146.0 405.0177917480469 84.0 474.4326477050781 207.0 475.16162109375 2286.0 501.1473388671875 103.0 519.1498413085938 5531.0 532.380859375 50.0 549.3677368164062 62.0 1053.240234375 178.0 1406.4339599609375 214.0 1581.90234375 191.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850897 PEPMASS=561.27179 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A12_GA12_01_8209.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380718-01_C29H40O8_2-Butenoic acid, 2-methyl-, 1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-9a-(2-methyl-1-oxopropoxy)-5-oxo-1H-cyclopropa[3,4]benz[1,2-e]azulen-9-yl ester, (2E)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C/C=C(C)/C(=O)OC1C(C)C2(O)C(\C=C(CO)/CC3(O)C2\C=C(C)/C3=O)C4C(C)(C)C14OC(=O)C(C)C INCHI=InChI=1S/C29H40O8/c1-9-15(4)25(33)36-23-17(6)28(35)19(21-26(7,8)29(21,23)37-24(32)14(2)3)11-18(13-30)12-27(34)20(28)10-16(5)22(27)31/h9-11,14,17,19-21,23,30,34-35H,12-13H2,1-8H3/b15-9+ INCHIAUX=MVWXLRYZCZSBKW-OQLLNIDSSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850897 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850897 SCANS=531 87.04351043701172 290.0 150.02268981933594 184.0 177.005859375 191.0 178.0139617919922 130.0 193.09388732910156 217.0 215.06625366210938 144.0 223.00941467285156 301.0 257.12384033203125 201.0 265.0577087402344 182.0 265.15155029296875 708.0 291.1369934082031 165.0 309.15118408203125 276.0 319.0027160644531 230.0 347.9775390625 128.0 351.050048828125 239.0 369.0397033691406 170.0 376.9784240722656 245.0 396.9925537109375 90.0 397.2044982910156 1124.0 415.21368408203125 160.0 417.0677185058594 99.0 444.2707824707031 108.0 447.08123779296875 270.0 449.2333984375 80.0 457.0165710449219 273.0 479.2522277832031 104.0 515.2732543945312 377.0 516.38037109375 104.0 560.2937622070312 91.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850901 PEPMASS=333.20694 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A12_GA12_01_8209.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380721-01_C20H30O4_2-Hydroxy-4,5',8a'-trimethyl-1'-oxo-4-vinyloctahydro-1'H-spiro[cyclopentane-1,2'-naphthalene]-5'-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(CC(O)C2(CCC3C(C)(CCCC3(C)C2=O)C(O)=O)C1)C=C INCHI=InChI=1S/C20H30O4/c1-5-17(2)11-14(21)20(12-17)10-7-13-18(3,15(20)22)8-6-9-19(13,4)16(23)24/h5,13-14,21H,1,6-12H2,2-4H3,(H,23,24) INCHIAUX=JSXYBZIRJXMIMK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850901 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850901 SCANS=484 124.27452087402344 109.0 137.09469604492188 259.0 193.16690063476562 112.0 235.13388061523438 653.0 289.1793212890625 293.0 331.60357666015625 166.0 332.3202209472656 127.0 333.2069396972656 12513.0 333.7090148925781 69.0 334.22027587890625 267.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850904 PEPMASS=379.212524 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A12_GA12_01_8209.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380721-01_C20H30O4_2-Hydroxy-4,5',8a'-trimethyl-1'-oxo-4-vinyloctahydro-1'H-spiro[cyclopentane-1,2'-naphthalene]-5'-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(CC(O)C2(CCC3C(C)(CCCC3(C)C2=O)C(O)=O)C1)C=C INCHI=InChI=1S/C20H30O4/c1-5-17(2)11-14(21)20(12-17)10-7-13-18(3,15(20)22)8-6-9-19(13,4)16(23)24/h5,13-14,21H,1,6-12H2,2-4H3,(H,23,24) INCHIAUX=JSXYBZIRJXMIMK-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850904 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850904 SCANS=489 189.0102996826172 68.0 200.41258239746094 99.0 235.13572692871094 619.0 236.1383514404297 151.0 252.2065887451172 96.0 266.898193359375 208.0 271.20538330078125 129.0 289.2136535644531 288.0 332.70623779296875 69.0 333.20831298828125 17759.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850907 PEPMASS=524.322998 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A12_GA12_01_8209.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380724-01_C28H47NO8_(3R,5R,6S,7S,9R,11E,13S,14R)-14-Ethyl-13-hydroxy-3,5,7,9,13-pentamethyl-2,4,10-trioxooxacyclotetradec-11-en-6-yl 3,4,6-trideoxy-3-(dimethylamino)-D-xylo-hexopyranoside [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC[C@H]1OC(=O)[C@H](C)C(=O)[C@H](C)[C@@H](OC2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@@H](C)C[C@@H](C)C(=O)\C=C\[C@]1(C)O INCHI=InChI=1S/C28H47NO8/c1-10-22-28(7,34)12-11-21(30)15(2)13-16(3)25(18(5)23(31)19(6)26(33)36-22)37-27-24(32)20(29(8)9)14-17(4)35-27/h11-12,15-20,22,24-25,27,32,34H,10,13-14H2,1-9H3/b12-11+/t15-,16+,17-,18+,19-,20+,22-,24-,25+,27?,28+/m1/s1 INCHIAUX=UZQBOFAUUTZOQE-SOSMEOBRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850907 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850907 SCANS=322 85.02977752685547 1430.0 111.04576873779297 557.0 113.06011962890625 255.0 120.0589828491211 110.0 121.06402587890625 239.0 122.47834014892578 224.0 123.07840728759766 670.0 125.09928131103516 2924.0 127.0782699584961 389.0 129.0536346435547 168.0 135.0457305908203 147.0 137.0973358154297 8650.0 139.07569885253906 69.0 141.09791564941406 194.0 149.09063720703125 221.0 151.0782470703125 990.0 151.58447265625 62.0 152.0504913330078 474.0 153.05313110351562 793.0 161.11148071289062 279.0 163.1188201904297 113.0 165.0607452392578 156.0 167.1047821044922 1695.0 172.3339080810547 252.0 174.11386108398438 1797.0 174.9996337890625 104.0 175.12071228027344 150.0 176.9026336669922 59.0 179.10740661621094 17030.0 181.08900451660156 235.0 181.1250457763672 121.0 181.21011352539062 113.0 183.6017303466797 63.0 183.87396240234375 88.0 184.5869598388672 195.0 191.1504669189453 401.0 193.121826171875 1622.0 196.86219787597656 80.0 205.09091186523438 160.0 205.1636962890625 314.0 211.1016845703125 161.0 221.1535186767578 301.0 229.1624298095703 99.0 233.1342315673828 154.0 235.1356201171875 814.0 247.1680908203125 1862.0 249.1514892578125 903.0 251.52735900878906 121.0 253.6205596923828 265.0 256.2187805175781 234.0 259.77252197265625 307.0 273.1576843261719 333.0 287.20556640625 488.0 290.6648254394531 164.0 291.15972900390625 3695.0 291.7074279785156 143.0 305.2166748046875 819.0 346.5579528808594 135.0 348.5591125488281 74.0 348.60662841796875 65.0 348.68560791015625 112.0 348.7611083984375 142.0 349.20050048828125 8145.0 356.42230224609375 90.0 465.2692565917969 76.0 465.6589050292969 71.0 466.28369140625 1042.0 466.4987487792969 141.0 524.3253173828125 5659.0 524.42236328125 159.0 525.3265380859375 93.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850909 PEPMASS=560.300537 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A12_GA12_01_8209.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380724-01_C28H47NO8_(3R,5R,6S,7S,9R,11E,13S,14R)-14-Ethyl-13-hydroxy-3,5,7,9,13-pentamethyl-2,4,10-trioxooxacyclotetradec-11-en-6-yl 3,4,6-trideoxy-3-(dimethylamino)-D-xylo-hexopyranoside [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC[C@H]1OC(=O)[C@H](C)C(=O)[C@H](C)[C@@H](OC2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@@H](C)C[C@@H](C)C(=O)\C=C\[C@]1(C)O INCHI=InChI=1S/C28H47NO8/c1-10-22-28(7,34)12-11-21(30)15(2)13-16(3)25(18(5)23(31)19(6)26(33)36-22)37-27-24(32)20(29(8)9)14-17(4)35-27/h11-12,15-20,22,24-25,27,32,34H,10,13-14H2,1-9H3/b12-11+/t15-,16+,17-,18+,19-,20+,22-,24-,25+,27?,28+/m1/s1 INCHIAUX=UZQBOFAUUTZOQE-SOSMEOBRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850909 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850909 SCANS=325 114.92338562011719 197.0 125.10099029541016 209.0 137.0997772216797 864.0 149.1007080078125 279.0 153.05471801757812 241.0 160.97586059570312 123.0 174.1153564453125 569.0 179.10850524902344 1874.0 201.11146545410156 241.0 211.09356689453125 116.0 219.1500701904297 70.0 223.13677978515625 127.0 242.46826171875 615.0 273.32965087890625 98.0 291.1651306152344 245.0 305.20672607421875 313.0 349.20269775390625 1797.0 381.1205139160156 100.0 466.29034423828125 312.0 524.3225708007812 1405.0 528.5974731445312 95.0 677.4382934570312 120.0 705.5328369140625 90.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850913 PEPMASS=570.328674 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A12_GA12_01_8209.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380724-01_C28H47NO8_(3R,5R,6S,7S,9R,11E,13S,14R)-14-Ethyl-13-hydroxy-3,5,7,9,13-pentamethyl-2,4,10-trioxooxacyclotetradec-11-en-6-yl 3,4,6-trideoxy-3-(dimethylamino)-D-xylo-hexopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC[C@H]1OC(=O)[C@H](C)C(=O)[C@H](C)[C@@H](OC2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@@H](C)C[C@@H](C)C(=O)\C=C\[C@]1(C)O INCHI=InChI=1S/C28H47NO8/c1-10-22-28(7,34)12-11-21(30)15(2)13-16(3)25(18(5)23(31)19(6)26(33)36-22)37-27-24(32)20(29(8)9)14-17(4)35-27/h11-12,15-20,22,24-25,27,32,34H,10,13-14H2,1-9H3/b12-11+/t15-,16+,17-,18+,19-,20+,22-,24-,25+,27?,28+/m1/s1 INCHIAUX=UZQBOFAUUTZOQE-SOSMEOBRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850913 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850913 SCANS=323 85.0345230102539 466.0 103.89030456542969 200.0 109.06705474853516 213.0 123.07784271240234 134.0 125.10102081298828 149.0 129.05487060546875 193.0 136.04835510253906 162.0 137.07272338867188 163.0 137.0975799560547 1996.0 145.0161590576172 163.0 145.8455352783203 138.0 149.0996551513672 245.0 163.1122589111328 136.0 165.130615234375 428.0 167.10618591308594 225.0 174.11395263671875 520.0 179.10765075683594 9278.0 182.25347900390625 63.0 185.05035400390625 164.0 189.12611389160156 452.0 193.11976623535156 119.0 207.13380432128906 93.0 219.1214141845703 306.0 221.15554809570312 219.0 229.16574096679688 116.0 235.14649963378906 114.0 247.16806030273438 579.0 287.2039489746094 309.0 291.1596374511719 1362.0 305.2166748046875 873.0 349.20062255859375 3581.0 349.278564453125 143.0 372.2317810058594 142.0 402.83477783203125 130.0 466.2810363769531 555.0 513.1445922851562 86.0 524.3236083984375 1481.0 526.2667846679688 172.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850916 PEPMASS=442.223938 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A12_GA12_01_8209.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380726-01_C25H33NO6_(2'R,6'S,8a'S)-4,7'-Dihydroxy-2',5',5',8a'-tetramethyl-6-oxo-3,3',4',4a',5',6,6',7,7',8,8',8a'-dodecahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-6'-yl acetate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CCC2C(C)(C)[C@H](OC(C)=O)C(O)C[C@]2(C)C13CC4=C(O3)C5=C(C=C4O)C(=O)NC5 INCHI=InChI=1S/C25H33NO6/c1-12-6-7-19-23(3,4)21(31-13(2)27)18(29)10-24(19,5)25(12)9-15-17(28)8-14-16(20(15)32-25)11-26-22(14)30/h8,12,18-19,21,28-29H,6-7,9-11H2,1-5H3,(H,26,30)/t12-,18?,19?,21-,24+,25?/m1/s1 INCHIAUX=JOLITHWHEFIGDT-AXUMRIGYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850916 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850916 SCANS=414 135.01010131835938 129.0 163.0241241455078 200.0 164.03684997558594 265.0 176.0337371826172 497.0 177.04014587402344 843.0 185.90122985839844 87.0 209.02801513671875 182.0 209.05245971679688 265.0 214.8992462158203 200.0 231.80189514160156 174.0 237.14891052246094 367.0 241.8108367919922 107.0 246.206298828125 119.0 317.9901428222656 101.0 343.0417175292969 253.0 356.9978332519531 305.0 380.18994140625 102.0 381.4869384765625 77.0 382.20599365234375 2341.0 382.3942565917969 150.0 400.2126770019531 184.0 439.1934509277344 77.0 441.026123046875 62.0 441.054931640625 94.0 441.66619873046875 187.0 442.2239990234375 28904.0 442.30633544921875 286.0 442.40838623046875 96.0 442.51959228515625 207.0 443.21893310546875 125.0 443.4733581542969 62.0 1583.3009033203125 183.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850919 PEPMASS=488.229736 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A12_GA12_01_8209.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380726-01_C25H33NO6_(2'R,6'S,8a'S)-4,7'-Dihydroxy-2',5',5',8a'-tetramethyl-6-oxo-3,3',4',4a',5',6,6',7,7',8,8',8a'-dodecahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-6'-yl acetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CCC2C(C)(C)[C@H](OC(C)=O)C(O)C[C@]2(C)C13CC4=C(O3)C5=C(C=C4O)C(=O)NC5 INCHI=InChI=1S/C25H33NO6/c1-12-6-7-19-23(3,4)21(31-13(2)27)18(29)10-24(19,5)25(12)9-15-17(28)8-14-16(20(15)32-25)11-26-22(14)30/h8,12,18-19,21,28-29H,6-7,9-11H2,1-5H3,(H,26,30)/t12-,18?,19?,21-,24+,25?/m1/s1 INCHIAUX=JOLITHWHEFIGDT-AXUMRIGYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850919 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850919 SCANS=415 76.21842193603516 135.0 77.19591522216797 91.0 87.61383819580078 146.0 89.234375 108.0 90.93458557128906 242.0 148.05068969726562 106.0 161.46063232421875 214.0 161.82752990722656 150.0 162.4072723388672 174.0 162.78561401367188 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TITLE=CCMSLIB00000850922 PEPMASS=403.212616 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A12_GA12_01_8209.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380727-01_C23H32O6_(4R,4aS,8aS)-1-Hydroxy-2-(hydroxymethyl)-5,5,8a-trimethyl-4-[(2E,4E,6E)-2,4,6-octatrienoyloxy]-1,4,4a,5,6,7,8,8a-octahydro-1-naphthalenecarboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C/C=C/C=C/C=C/C(=O)O[C@@H]1\C=C(CO)/C(O)(C(O)=O)[C@@]2(C)CCCC(C)(C)[C@H]12 INCHI=InChI=1S/C23H32O6/c1-5-6-7-8-9-11-18(25)29-17-14-16(15-24)23(28,20(26)27)22(4)13-10-12-21(2,3)19(17)22/h5-9,11,14,17,19,24,28H,10,12-13,15H2,1-4H3,(H,26,27)/b6-5+,8-7+,11-9+/t17-,19+,22+,23?/m1/s1 INCHIAUX=WQJXWXRSOBXAGZ-ZGUWDZGWSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850922 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850922 SCANS=534 80.43054962158203 90.0 118.34258270263672 137.0 127.47454833984375 172.0 137.060791015625 4664.0 147.08094787597656 726.0 148.61227416992188 116.0 175.15017700195312 351.0 191.1431121826172 127.0 203.1076202392578 257.0 203.14466857910156 2255.0 205.1302490234375 553.0 207.1411895751953 2526.0 220.10385131835938 339.0 221.1573944091797 1949.0 222.3333282470703 61.0 247.13333129882812 358.0 265.14447021484375 4523.0 403.21600341796875 946.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850925 PEPMASS=665.213074 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E10_GE10_01_8233.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380438-01_C30H36O14_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC23\C=C/OC(OC4OC(CO)C(O)C(O)C4O)C2\C(=C/C3=O)C)C(O)C(OC(=O)\C=C\C5=CC=CC=C5)C1O INCHI=InChI=1S/C30H36O14/c1-14-12-18(32)30(10-11-39-27(20(14)30)43-28-24(37)23(36)22(35)17(13-31)41-28)44-29-25(38)26(21(34)15(2)40-29)42-19(33)9-8-16-6-4-3-5-7-16/h3-12,15,17,20-29,31,34-38H,13H2,1-2H3/b9-8+ INCHIAUX=IMVOEOLJLDDJRP-CMDGGOBGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850925 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850925 SCANS=325 89.02294158935547 667.0 93.03325653076172 232.0 93.54370880126953 82.0 94.82829284667969 112.0 101.02656555175781 407.0 102.72833251953125 183.0 107.86006164550781 94.0 111.03430938720703 319.0 112.84166717529297 53.0 113.02597045898438 704.0 119.04151916503906 1703.0 120.6973876953125 80.0 123.50296783447266 87.0 131.04888916015625 283.0 133.07073974609375 356.0 134.29971313476562 225.0 135.04493713378906 3677.0 136.37179565429688 188.0 139.0066680908203 215.0 143.04278564453125 507.0 143.281005859375 77.0 146.03427124023438 152.0 147.04464721679688 5366.0 148.054443359375 372.0 149.0442657470703 251.0 149.06597900390625 533.0 154.3307647705078 56.0 157.05889892578125 209.0 158.03456115722656 536.0 159.04348754882812 2888.0 159.11773681640625 53.0 161.06124877929688 2842.0 161.63369750976562 88.0 161.96974182128906 37.0 162.85792541503906 153.0 162.9405059814453 148.0 163.03848266601562 40640.0 163.09039306640625 275.0 163.20877075195312 63.0 164.04933166503906 35.0 164.9929962158203 52.0 165.1971435546875 90.0 171.919677734375 43.0 173.0626983642578 398.0 176.04595947265625 388.0 177.05392456054688 2740.0 179.05760192871094 4363.0 186.82630920410156 99.0 187.03958129882812 2985.0 188.0464630126953 187.0 189.0546112060547 1525.0 189.55699157714844 163.0 205.05043029785156 4440.0 207.0653839111328 298.0 217.0509033203125 609.0 219.06680297851562 149.0 224.04994201660156 197.0 225.06346130371094 133.0 233.08209228515625 153.0 235.05999755859375 861.0 249.07363891601562 134.0 265.07379150390625 145.0 291.0860900878906 419.0 293.1025085449219 115.0 325.09857177734375 217.0 439.1374816894531 99.0 473.13818359375 442.0 665.1975708007812 173.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850928 PEPMASS=771.421753 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_RA2_01_8252.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180427-03_C41H56N8O7_1,4,7,10,13,16,19-Heptaazacyclotricosane-2,5,8,11,14,17,20-heptone, 3-(1H-indol-3-ylmethyl)-6,18-dimethyl-9,15-bis(1-methylethyl)-12-(1-phenylethyl)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C1NC(=O)C(C)NC(=O)CCCNC(=O)C(CC2=C[NH]C3=C2C=CC=C3)NC(=O)C(C)NC(=O)C(NC(=O)C(NC1=O)C(C)C4=CC=CC=C4)C(C)C INCHI=InChI=1S/C41H56N8O7/c1-22(2)33-39(54)45-26(7)36(51)46-31(20-28-21-43-30-17-12-11-16-29(28)30)38(53)42-19-13-18-32(50)44-25(6)37(52)47-34(23(3)4)40(55)49-35(41(56)48-33)24(5)27-14-9-8-10-15-27/h8-12,14-17,21-26,31,33-35,43H,13,18-20H2,1-7H3,(H,42,53)(H,44,50)(H,45,54)(H,46,51)(H,47,52)(H,48,56)(H,49,55) INCHIAUX=NZNSTOHSZZLSNP-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850928 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850928 SCANS=474 84.91655731201172 82.0 108.07990264892578 238.0 111.02144622802734 142.0 115.0923080444336 279.0 126.05892944335938 351.0 127.04960632324219 122.0 137.03445434570312 272.0 138.09580993652344 197.0 139.0902099609375 220.0 140.08065795898438 193.0 141.1029510498047 545.0 143.0547637939453 143.0 151.09072875976562 377.0 153.10113525390625 170.0 154.0924835205078 73.0 156.03846740722656 114.0 178.05581665039062 172.0 180.08360290527344 138.0 182.12391662597656 440.0 184.1080322265625 291.0 186.05384826660156 341.0 186.12576293945312 1486.0 211.11842346191406 428.0 226.1255645751953 134.0 229.12857055664062 1235.0 241.13563537597656 372.0 243.15042114257812 99.0 245.87425231933594 102.0 255.14462280273438 173.0 258.1696472167969 284.0 259.13922119140625 118.0 268.12335205078125 246.0 276.1253967285156 167.0 276.17315673828125 894.0 283.1739501953125 105.0 291.1431579589844 217.0 295.1328125 209.0 304.1937561035156 195.0 319.18035888671875 194.0 327.2028503417969 384.0 328.2023010253906 1266.0 329.2098693847656 111.0 330.1866760253906 308.0 338.22509765625 117.0 339.1419372558594 156.0 340.1864929199219 134.0 340.4765930175781 129.0 349.1800537109375 174.0 351.167724609375 217.0 358.1856689453125 431.0 358.24169921875 86.0 368.3359069824219 260.0 375.2401123046875 231.0 377.72235107421875 289.0 379.6136169433594 220.0 381.2255554199219 323.0 382.20904541015625 142.0 386.25830078125 102.0 399.2383728027344 184.0 399.2701416015625 132.0 400.2440490722656 137.0 407.21728515625 118.0 428.286865234375 140.0 429.25830078125 176.0 442.24774169921875 124.0 444.2325134277344 97.0 446.27679443359375 700.0 451.2291564941406 169.0 453.3036804199219 128.0 455.30078125 133.0 457.2626647949219 224.0 471.2716064453125 304.0 472.2433776855469 298.0 475.2669982910156 81.0 475.7420654296875 85.0 479.2684020996094 75.0 480.2886047363281 329.0 489.27862548828125 110.0 498.3031921386719 133.0 503.32257080078125 144.0 509.2418518066406 112.0 510.2998352050781 109.0 522.27099609375 57.0 528.2900390625 249.0 531.330078125 530.0 557.31005859375 221.0 598.3693237304688 221.0 599.372802734375 106.0 601.3414306640625 143.0 604.3307495117188 269.0 615.3142700195312 77.0 618.3314819335938 266.0 619.1781616210938 125.0 624.3599243164062 61.0 627.3472900390625 158.0 642.3663330078125 1207.0 643.365234375 97.0 648.3292236328125 139.0 654.3524169921875 79.0 666.3253784179688 108.0 732.4287719726562 80.0 753.4149169921875 284.0 767.6473999023438 145.0 769.6885986328125 132.0 770.1107177734375 101.0 770.2857055664062 86.0 770.5781860351562 162.0 771.1146850585938 152.0 771.4224853515625 10047.0 771.9437255859375 276.0 772.4260864257812 1068.0 775.5908203125 151.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850931 PEPMASS=807.398315 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_RA2_01_8252.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180427-03_C41H56N8O7_1,4,7,10,13,16,19-Heptaazacyclotricosane-2,5,8,11,14,17,20-heptone, 3-(1H-indol-3-ylmethyl)-6,18-dimethyl-9,15-bis(1-methylethyl)-12-(1-phenylethyl)- [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C1NC(=O)C(C)NC(=O)CCCNC(=O)C(CC2=C[NH]C3=C2C=CC=C3)NC(=O)C(C)NC(=O)C(NC(=O)C(NC1=O)C(C)C4=CC=CC=C4)C(C)C 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SMILES=COC1=CC(=C(C(=O)O[C@@H]2[C@H](O)[C@@H](CO)O[C@H]2N3\C=C/C(=O)NC3=O)C(=C1)OC)C INCHI=InChI=1S/C19H22N2O9/c1-9-6-10(27-2)7-11(28-3)14(9)18(25)30-16-15(24)12(8-22)29-17(16)21-5-4-13(23)20-19(21)26/h4-7,12,15-17,22,24H,8H2,1-3H3,(H,20,23,26)/t12-,15-,16-,17-/m1/s1 INCHIAUX=DOVSRUBRIYLZCI-BASLNEPJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850937 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850937 SCANS=358 111.01513671875 171.0 113.84185791015625 121.0 121.06597900390625 1426.0 135.04278564453125 177.0 136.0517578125 578.0 149.03538513183594 198.0 149.06100463867188 935.0 151.07608032226562 9106.0 152.8912811279297 63.0 165.05325317382812 83.0 182.04383850097656 204.0 193.68019104003906 127.0 194.97518920898438 182.0 195.0341033935547 116.0 195.06689453125 20050.0 195.1260223388672 52.0 195.23875427246094 49.0 195.79766845703125 135.0 225.05557250976562 165.0 421.11395263671875 533.0 421.1537780761719 154.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850940 PEPMASS=785.43866 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_RA2_01_8252.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347837-02_C42H58N8O7_1,4,7,10,13,16,19-Heptaazacyclotricosane-2,5,8,11,14,17,20-heptone, 3-(1H-indol-3-ylmethyl)-6,18-dimethyl-15-(1-methylethyl)-9-(2-methylpropyl)-12-(1-phenylethyl)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC1NC(=O)C(NC(=O)C(NC(=O)C(C)NC(=O)CCCNC(=O)C(CC2=C[NH]C3=CC=CC=C23)NC(=O)C(C)NC1=O)C(C)C)C(C)C4=CC=CC=C4 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524.3087768554688 98.0 527.2618408203125 159.0 528.2877807617188 470.0 537.2916259765625 119.0 566.26708984375 189.0 571.3265991210938 129.0 612.408203125 242.0 618.3562622070312 247.0 632.34375 110.0 656.3795776367188 1002.0 680.3757934570312 166.0 780.3945922851562 87.0 783.7965087890625 171.0 785.438720703125 7092.0 785.6130981445312 137.0 786.4420166015625 720.0 786.6397094726562 82.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850942 PEPMASS=821.415344 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_RA2_01_8252.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347837-02_C42H58N8O7_1,4,7,10,13,16,19-Heptaazacyclotricosane-2,5,8,11,14,17,20-heptone, 3-(1H-indol-3-ylmethyl)-6,18-dimethyl-15-(1-methylethyl)-9-(2-methylpropyl)-12-(1-phenylethyl)- [M+Cl]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias 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786.2879638671875 403.0 786.4385986328125 15086.0 786.5892944335938 106.0 786.6658935546875 106.0 786.8430786132812 36.0 786.902587890625 64.0 787.4352416992188 119.0 787.570068359375 80.0 788.4439697265625 107.0 788.5656127929688 38.0 788.697265625 35.0 789.5496215820312 130.0 789.80029296875 137.0 789.9523315429688 78.0 790.25439453125 230.0 790.3851318359375 87.0 790.4618530273438 92.0 791.380615234375 74.0 791.58203125 85.0 793.8324584960938 121.0 805.2323608398438 158.0 872.5372314453125 40.0 877.40673828125 33.0 1082.4893798828125 121.0 1474.0733642578125 30.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850949 PEPMASS=431.209381 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_RA2_01_8252.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381060-01_C24H32O7_Benzoic acid, 4-hydroxy-, (1aS,2aR,3S,5R,6S,7aR)-3-(acetyloxy)decahydro-5-hydroxy-2a,7a-dimethyl-5-(1-methylethyl)azuleno[5,6-b]oxiren-6-yl ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)[C@]1(O)C[C@H](OC(C)=O)[C@]2(C)C[C@@H]3O[C@]3(C)C[C@H](OC(=O)C4=CC=C(O)C=C4)C12 INCHI=InChI=1S/C24H32O7/c1-13(2)24(28)12-18(29-14(3)25)22(4)11-19-23(5,31-19)10-17(20(22)24)30-21(27)15-6-8-16(26)9-7-15/h6-9,13,17-20,26,28H,10-12H2,1-5H3/t17-,18-,19-,20?,22-,23+,24+/m0/s1 INCHIAUX=QNFWPNYXMSTZBB-UPZSWZDZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850949 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850949 SCANS=517 92.02376556396484 226.0 93.03372192382812 364.0 95.01355743408203 204.0 108.02474212646484 193.0 136.01707458496094 162.0 137.02235412597656 1399.0 154.9917755126953 186.0 246.91648864746094 83.0 315.092529296875 145.0 371.0975646972656 87.0 371.204833984375 230.0 429.5732727050781 90.0 430.72186279296875 221.0 431.2076721191406 5965.0 1034.09716796875 137.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850952 PEPMASS=624.363403 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_RA2_01_8252.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381061-01_C30H51N5O9_Pyrrolo[1,2-d][1,4,7,10,13,16]oxapentaazacyclononadecine-1,4,7,10,14,17(11H,16H)-hexone, 16-(2,3-dihydroxypropyl)dodecahydro-5,8,9,21-tetramethyl-6-(1-methylethyl)-3-(1-methylpropyl)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C1NC(=O)C2C(C)CCN2C(=O)C(CC(O)CO)OC(=O)CCNC(=O)C(C)N(C)C(=O)C(C(C)C)N(C)C1=O INCHI=InChI=1S/C30H51N5O9/c1-9-17(4)23-29(42)34(8)24(16(2)3)30(43)33(7)19(6)26(39)31-12-10-22(38)44-21(14-20(37)15-36)28(41)35-13-11-18(5)25(35)27(40)32-23/h16-21,23-25,36-37H,9-15H2,1-8H3,(H,31,39)(H,32,40) INCHIAUX=FFVWTCUZUPVJAB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850952 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850952 SCANS=409 101.79190826416016 113.0 115.25255584716797 170.0 127.049072265625 216.0 128.07440185546875 592.0 135.04641723632812 247.0 137.0201873779297 242.0 139.04002380371094 111.0 165.1006317138672 1005.0 166.126220703125 202.0 167.53106689453125 65.0 169.09942626953125 226.0 172.20773315429688 401.0 173.0970001220703 771.0 195.15164184570312 210.0 206.11669921875 164.0 220.74392700195312 214.0 225.16085815429688 342.0 242.8403778076172 150.0 252.1275177001953 185.0 254.18194580078125 291.0 254.21498107910156 172.0 282.1801452636719 238.0 286.18359375 189.0 310.25390625 236.0 337.1749267578125 85.0 350.2137451171875 151.0 368.2220458984375 414.0 382.27056884765625 141.0 399.261474609375 221.0 420.2901611328125 300.0 421.2711181640625 197.0 424.26654052734375 161.0 431.3257141113281 96.0 437.62921142578125 118.0 438.17669677734375 64.0 438.2728576660156 274.0 438.3083190917969 2420.0 439.3171081542969 185.0 450.26873779296875 139.0 492.3180847167969 305.0 522.3289794921875 80.0 534.3372192382812 281.0 552.3386840820312 1319.0 553.3575439453125 272.0 564.349365234375 118.0 566.3248291015625 112.0 606.35546875 207.0 624.3612060546875 6348.0 625.361083984375 84.0 636.0614013671875 217.0 636.17578125 104.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850955 PEPMASS=670.368896 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_RA2_01_8252.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381061-01_C30H51N5O9_Pyrrolo[1,2-d][1,4,7,10,13,16]oxapentaazacyclononadecine-1,4,7,10,14,17(11H,16H)-hexone, 16-(2,3-dihydroxypropyl)dodecahydro-5,8,9,21-tetramethyl-6-(1-methylethyl)-3-(1-methylpropyl)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C1NC(=O)C2C(C)CCN2C(=O)C(CC(O)CO)OC(=O)CCNC(=O)C(C)N(C)C(=O)C(C(C)C)N(C)C1=O INCHI=InChI=1S/C30H51N5O9/c1-9-17(4)23-29(42)34(8)24(16(2)3)30(43)33(7)19(6)26(39)31-12-10-22(38)44-21(14-20(37)15-36)28(41)35-13-11-18(5)25(35)27(40)32-23/h16-21,23-25,36-37H,9-15H2,1-8H3,(H,31,39)(H,32,40) INCHIAUX=FFVWTCUZUPVJAB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850955 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850955 SCANS=403 101.06993103027344 161.0 123.0539779663086 167.0 131.03311157226562 119.0 140.1058349609375 185.0 150.13275146484375 212.0 152.07205200195312 91.0 156.0657958984375 153.0 165.1049041748047 1197.0 166.7954864501953 64.0 168.09593200683594 179.0 169.10398864746094 214.0 173.05978393554688 287.0 173.09266662597656 1389.0 210.11465454101562 113.0 212.15318298339844 147.0 214.15640258789062 430.0 223.14926147460938 486.0 223.23318481445312 140.0 234.15452575683594 221.0 250.129150390625 191.0 251.1352996826172 126.0 252.16041564941406 185.0 254.076416015625 159.0 254.18914794921875 904.0 275.17669677734375 182.0 279.1767578125 109.0 280.1777038574219 192.0 286.18084716796875 237.0 294.1656799316406 247.0 295.32464599609375 101.0 303.9063720703125 65.0 308.20318603515625 464.0 318.15142822265625 87.0 318.5819396972656 82.0 335.23712158203125 185.0 336.22564697265625 422.0 337.1697082519531 155.0 361.0044250488281 155.0 363.2212219238281 176.0 367.29339599609375 63.0 368.2289733886719 611.0 392.21014404296875 127.0 399.26141357421875 87.0 420.2945556640625 970.0 438.2406005859375 110.0 438.3106994628906 7996.0 439.40911865234375 163.0 449.32891845703125 150.0 450.2489318847656 196.0 466.31268310546875 307.0 474.30267333984375 104.0 492.3309020996094 549.0 493.32073974609375 144.0 509.3188781738281 83.0 510.3321533203125 883.0 522.3077392578125 86.0 522.3414916992188 262.0 534.3104858398438 210.0 537.318359375 109.0 538.3296508789062 340.0 552.333984375 2022.0 552.4500122070312 163.0 553.3522338867188 76.0 566.31591796875 858.0 580.3238525390625 157.0 581.3511962890625 60.0 623.2645263671875 249.0 624.3623657226562 16396.0 625.0849609375 138.0 625.252197265625 215.0 625.3783569335938 213.0 625.90625 82.0 626.41015625 106.0 655.3113403320312 75.0 786.234375 163.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850957 PEPMASS=477.250824 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_RA2_01_8252.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381066-01_C26H38O8_1H-Naphtho[1,2-c]pyran-7-propanoic acid, dodecahydro-8-(1-hydroxy-1-methylethyl)-3-(methoxycarbonyl)-3,4a,7,10a-tetramethyl-5-methylene-1,4-dioxo- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1(C)OC(=O)C2C3(C)CCC(C(C)(C)O)C(C)(CCC(O)=O)C3CC(=C)C2(C)C1=O INCHI=InChI=1S/C26H38O8/c1-14-13-16-23(4,12-10-17(27)28)15(22(2,3)32)9-11-24(16,5)18-19(29)34-26(7,21(31)33-8)20(30)25(14,18)6/h15-16,18,32H,1,9-13H2,2-8H3,(H,27,28) INCHIAUX=JNZBACSLMIGXCA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850957 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850957 SCANS=499 104.99124145507812 184.0 105.69062042236328 202.0 135.2439727783203 206.0 151.04580688476562 158.0 159.0797882080078 231.0 165.01748657226562 102.0 168.5077362060547 46.0 177.4188690185547 80.0 181.05145263671875 357.0 182.7459716796875 61.0 183.06710815429688 192.0 190.1032257080078 191.0 192.11196899414062 202.0 200.0832061767578 276.0 213.98472595214844 38.0 223.11538696289062 145.0 229.1585235595703 188.0 229.65184020996094 160.0 236.21942138671875 103.0 240.0333251953125 263.0 243.17681884765625 514.0 245.08343505859375 176.0 245.1903076171875 161.0 245.9984588623047 91.0 247.8284454345703 261.0 253.12216186523438 227.0 255.1389617919922 801.0 255.18067932128906 242.0 257.1521911621094 170.0 265.1695556640625 97.0 269.15057373046875 208.0 271.1778564453125 262.0 273.15185546875 319.0 273.18426513671875 328.0 275.1649169921875 240.0 281.19647216796875 154.0 283.169921875 1220.0 285.1910400390625 257.0 286.15350341796875 304.0 287.12750244140625 153.0 287.1690673828125 321.0 291.5436706542969 176.0 297.1696472167969 99.0 298.20550537109375 156.0 299.19580078125 280.0 301.1844787597656 155.0 301.22076416015625 713.0 307.5525207519531 58.0 317.2182312011719 426.0 323.19512939453125 109.0 327.1605529785156 103.0 328.8789978027344 175.0 329.19793701171875 429.0 329.257080078125 186.0 331.1961669921875 306.0 333.20166015625 165.0 337.1758117675781 137.0 339.1873474121094 376.0 341.1983947753906 406.0 343.1992492675781 230.0 345.2030029296875 350.0 349.03839111328125 145.0 357.2059326171875 664.0 359.18170166015625 162.0 359.2244567871094 525.0 360.554931640625 161.0 361.2413330078125 5972.0 371.2403564453125 152.0 373.23748779296875 560.0 375.2172546386719 182.0 377.2265319824219 65.0 385.2004699707031 727.0 387.2137756347656 366.0 389.2294921875 690.0 391.2101135253906 111.0 397.239013671875 386.0 400.22772216796875 448.0 401.23388671875 948.0 403.2105712890625 149.0 415.2521057128906 1043.0 417.226806640625 1198.0 421.2593994140625 125.0 432.7243347167969 291.0 433.2618103027344 2673.0 435.2367858886719 1442.0 435.2808532714844 137.0 445.2348937988281 126.0 449.2472839355469 227.0 459.24212646484375 313.0 462.2146301269531 285.0 469.1676330566406 43.0 469.7627258300781 128.0 471.9484558105469 49.0 474.3681945800781 68.0 475.13543701171875 173.0 477.25 25306.0 477.3477478027344 60.0 477.440673828125 54.0 478.25091552734375 124.0 479.330078125 91.0 481.3775329589844 93.0 481.9736328125 82.0 483.60748291015625 133.0 483.8127136230469 52.0 1620.520751953125 105.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850961 PEPMASS=523.25647 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_RA2_01_8252.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381066-01_C26H38O8_1H-Naphtho[1,2-c]pyran-7-propanoic acid, dodecahydro-8-(1-hydroxy-1-methylethyl)-3-(methoxycarbonyl)-3,4a,7,10a-tetramethyl-5-methylene-1,4-dioxo- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1(C)OC(=O)C2C3(C)CCC(C(C)(C)O)C(C)(CCC(O)=O)C3CC(=C)C2(C)C1=O INCHI=InChI=1S/C26H38O8/c1-14-13-16-23(4,12-10-17(27)28)15(22(2,3)32)9-11-24(16,5)18-19(29)34-26(7,21(31)33-8)20(30)25(14,18)6/h15-16,18,32H,1,9-13H2,2-8H3,(H,27,28) INCHIAUX=JNZBACSLMIGXCA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850961 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850961 SCANS=501 84.5705795288086 210.0 87.00877380371094 291.0 100.01332092285156 138.0 121.0650405883789 114.0 134.87062072753906 212.0 140.62969970703125 203.0 153.05213928222656 211.0 164.04661560058594 171.0 189.0839080810547 172.0 213.13047790527344 170.0 213.76759338378906 97.0 220.6885528564453 174.0 222.09161376953125 245.0 224.1529083251953 124.0 225.11944580078125 99.0 227.14442443847656 172.0 230.65377807617188 108.0 238.08653259277344 155.0 241.12777709960938 252.0 245.09027099609375 356.0 255.14675903320312 149.0 255.18045043945312 102.0 255.21029663085938 150.0 257.1212463378906 107.0 259.15936279296875 132.0 265.9931640625 158.0 269.1573181152344 162.0 271.13525390625 173.0 281.1968688964844 184.0 283.1709289550781 1385.0 284.0423583984375 189.0 284.0953063964844 85.0 287.1629333496094 250.0 287.231201171875 360.0 289.02764892578125 190.0 299.166748046875 76.0 299.1964416503906 151.0 301.1761169433594 193.0 301.2203674316406 340.0 311.2054748535156 153.0 313.186767578125 137.0 315.19866943359375 150.0 317.2293701171875 102.0 318.9971923828125 135.0 319.2325134277344 131.0 326.18988037109375 98.0 341.2146301269531 231.0 343.1877136230469 202.0 351.1675720214844 121.0 355.2336120605469 309.0 357.21405029296875 604.0 357.2452392578125 255.0 359.2242736816406 426.0 361.23980712890625 3037.0 367.19122314453125 315.0 371.2257385253906 132.0 373.2455139160156 340.0 375.2259216308594 154.0 377.19873046875 168.0 383.22607421875 545.0 387.1870422363281 238.0 387.22607421875 151.0 389.2275695800781 141.0 391.24267578125 183.0 397.23876953125 190.0 399.2231750488281 97.0 400.18560791015625 198.0 401.23394775390625 724.0 403.21270751953125 192.0 410.2397766113281 209.0 415.2525329589844 400.0 417.2307434082031 489.0 417.9737243652344 131.0 418.1807556152344 140.0 430.1849670410156 165.0 433.260009765625 1219.0 434.2629699707031 176.0 435.2433166503906 1122.0 445.2255859375 312.0 471.2128601074219 76.0 473.855224609375 112.0 475.1165771484375 220.0 475.9897766113281 168.0 476.1132507324219 172.0 476.28179931640625 129.0 476.5069885253906 85.0 477.0082092285156 125.0 477.14874267578125 96.0 477.2502746582031 36246.0 477.3400573730469 134.0 477.88250732421875 75.0 478.25830078125 411.0 478.77703857421875 66.0 480.5198974609375 88.0 481.1842956542969 62.0 481.87982177734375 74.0 484.357421875 94.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850964 PEPMASS=713.231934 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C8_GC8_01_8218.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180417-03_C31H40O16_(1aS,1bS,2S,5aR,6S,6aS)-6-({6-Deoxy-4-O-[(2E)-3-(4-methoxyphenyl)-2-propenoyl]-alpha-L-mannopyranosyl}oxy)-1a-(hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydrooxireno[4,5]cyclopenta[1,2-c]pyran-2-yl beta-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC=C(\C=C\C(=O)O[C@H]2[C@H](C)O[C@@H](O[C@H]3[C@@H]4\C=C/O[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@@H]4[C@@]6(CO)O[C@@H]36)[C@H](O)[C@@H]2O)C=C1 INCHI=InChI=1S/C31H40O16/c1-13-25(44-18(34)8-5-14-3-6-15(40-2)7-4-14)22(37)24(39)29(42-13)45-26-16-9-10-41-28(19(16)31(12-33)27(26)47-31)46-30-23(38)21(36)20(35)17(11-32)43-30/h3-10,13,16-17,19-30,32-33,35-39H,11-12H2,1-2H3/b8-5+/t13-,16+,17+,19+,20+,21-,22-,23+,24+,25-,26-,27-,28-,29-,30-,31+/m0/s1 INCHIAUX=RTCISXKUWWQSRF-FKGKEHBJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850964 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850964 SCANS=331 71.5221176147461 237.0 85.02938079833984 562.0 89.02265167236328 216.0 90.91309356689453 113.0 96.54161071777344 76.0 97.23829650878906 149.0 97.2859878540039 46.0 99.04449462890625 310.0 101.02458953857422 379.0 103.05696105957031 177.0 107.04878234863281 532.0 108.02047729492188 232.0 109.57217407226562 204.0 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334.8280944824219 112.0 337.0969543457031 128.0 341.10009765625 333.0 342.09637451171875 208.0 343.1006774902344 180.0 361.1101989746094 222.0 369.12005615234375 155.0 391.1399841308594 4714.0 431.1372985839844 471.0 443.13909912109375 149.0 457.142578125 225.0 457.18475341796875 197.0 459.1782531738281 139.0 461.14312744140625 88.0 475.1597595214844 1426.0 476.1536865234375 115.0 483.2699279785156 129.0 484.6994323730469 104.0 487.1529541015625 231.0 487.1916809082031 118.0 488.1814270019531 196.0 489.16253662109375 328.0 505.1774597167969 768.0 543.9502563476562 214.0 635.1264038085938 137.0 667.2230224609375 919.0 713.1897583007812 191.0 713.2268676757812 327.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850966 PEPMASS=743.351379 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C8_GC8_01_8218.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE 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1104.5687255859375 75.0 1125.474609375 286.0 1154.7049560546875 176.0 1224.73974609375 62.0 1237.9716796875 84.0 1348.495849609375 48.0 1395.72021484375 70.0 1537.7822265625 156.0 1557.8863525390625 54.0 1569.514404296875 77.0 1572.4766845703125 90.0 1582.624267578125 81.0 1595.616943359375 100.0 1612.81005859375 157.0 1640.5595703125 79.0 1711.3726806640625 80.0 1740.754638671875 241.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850981 PEPMASS=409.15155 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C8_GC8_01_8218.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380558-01_C19H24O7_2-Propenoic acid, 2-methyl-, (3aR,4S,6R,11aR)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=C)C(=O)O[C@H]1C[C@@](C)(O)C(=O)CC(O)C(=C[C@H]2OC(=O)C(=C)[C@H]12)C INCHI=InChI=1S/C19H24O7/c1-9(2)17(22)26-14-8-19(5,24)15(21)7-12(20)10(3)6-13-16(14)11(4)18(23)25-13/h6,12-14,16,20,24H,1,4,7-8H2,2-3,5H3/t12?,13-,14+,16+,19-/m1/s1 INCHIAUX=JGWDBQRLOBLTHU-RELBSBPCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850981 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850981 SCANS=349 74.00081634521484 351.0 79.05518341064453 310.0 85.03089141845703 402.0 109.02906036376953 256.0 111.04682922363281 296.0 137.21585083007812 111.0 145.69998168945312 55.0 147.07899475097656 174.0 155.08570861816406 338.0 165.05552673339844 240.0 173.09002685546875 126.0 175.0764923095703 144.0 181.05238342285156 1160.0 183.06507873535156 117.0 185.0591583251953 243.0 187.11090087890625 423.0 191.06082153320312 167.0 197.09725952148438 961.0 200.07424926757812 114.0 215.1099853515625 3582.0 217.0894775390625 142.0 218.99276733398438 276.0 233.118896484375 113.0 241.1194305419922 266.0 257.6257019042969 140.0 258.98583984375 256.0 259.0973205566406 2859.0 260.0364990234375 148.0 260.10174560546875 108.0 277.1072998046875 2750.0 280.0484619140625 55.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850986 PEPMASS=828.402527 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G9_RG9_01_8297.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380798-01_C45H57N3O9_(3S,6R,9S,12R,15S,18R)-3,9,15-Tribenzyl-6,12,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)[C@H]1OC(=O)[C@H](CC2=CC=CC=C2)N(C)C(=O)[C@H](OC(=O)[C@H](CC3=CC=CC=C3)N(C)C(=O)[C@H](OC(=O)[C@H](CC4=CC=CC=C4)N(C)C1=O)C(C)C)C(C)C INCHI=InChI=1S/C45H57N3O9/c1-28(2)37-40(49)46(7)35(26-32-21-15-11-16-22-32)44(53)56-39(30(5)6)42(51)48(9)36(27-33-23-17-12-18-24-33)45(54)57-38(29(3)4)41(50)47(8)34(43(52)55-37)25-31-19-13-10-14-20-31/h10-24,28-30,34-39H,25-27H2,1-9H3/t34-,35-,36-,37+,38+,39+/m0/s1 INCHIAUX=GYSCAQFHASJXRS-FFCOJMSVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850986 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850986 SCANS=646 116.05231475830078 378.0 116.99949645996094 158.0 117.07135772705078 236.0 119.9349136352539 355.0 124.0748519897461 140.0 130.08575439453125 472.0 154.04696655273438 162.0 159.12486267089844 209.0 168.06646728515625 1427.0 168.12733459472656 82.0 176.0641326904297 194.0 190.0646514892578 225.0 216.09095764160156 162.0 216.1366729736328 706.0 217.14503479003906 205.0 242.11566162109375 592.0 260.1300354003906 3722.0 261.1293640136719 504.0 278.1378479003906 1406.0 292.9797058105469 267.0 298.9999084472656 240.0 302.9835510253906 149.0 358.970703125 116.0 394.97515869140625 92.0 434.9896545410156 153.0 440.979248046875 52.0 450.984619140625 418.0 489.97552490234375 142.0 491.97564697265625 172.0 494.029296875 209.0 516.982177734375 63.0 539.9760131835938 122.0 543.9962158203125 146.0 565.0140991210938 143.0 566.9743041992188 264.0 574.0094604492188 166.0 580.9979858398438 104.0 605.0073852539062 97.0 606.009521484375 89.0 641.978515625 171.0 719.0375366210938 157.0 765.8513793945312 117.0 782.392822265625 80.0 783.6629638671875 95.0 788.0151977539062 78.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850989 PEPMASS=621.350769 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G9_RG9_01_8297.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380800-01_C36H50N2O7_(5R,13S,14R,15R)-15,22-Dihydroxy-5-methoxy-14,16-dimethyl-3-oxo-2-azabicyclo[18.3.1]tetracosa-1(24),6,8,10,16,20,22-heptaen-13-yl N-(cyclohexylcarbonyl)-D-alaninate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CO[C@@H]/1CC(=O)NC2=CC(=CC(=C2)CC\C=C(C)/[C@H](O)[C@@H](C)[C@H](C\C=C\C=C\C=C1)OC(=O)[C@@H](C)NC(=O)C3CCCCC3)O INCHI=InChI=1S/C36H50N2O7/c1-24-14-13-15-27-20-29(22-30(39)21-27)38-33(40)23-31(44-4)18-11-6-5-7-12-19-32(25(2)34(24)41)45-36(43)26(3)37-35(42)28-16-9-8-10-17-28/h5-7,11-12,14,18,20-22,25-26,28,31-32,34,39,41H,8-10,13,15-17,19,23H2,1-4H3,(H,37,42)(H,38,40)/b6-5+,12-7+,18-11+,24-14-/t25-,26+,31-,32-,34-/m0/s1 INCHIAUX=WACCDLYIHBADOZ-KOPFIVEKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850989 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850989 SCANS=483 75.05255126953125 135.0 75.11833190917969 142.0 101.77202606201172 137.0 119.09284973144531 180.0 136.03469848632812 159.0 146.0613555908203 545.0 172.0355682373047 184.0 178.09097290039062 78.0 180.10226440429688 1728.0 198.1128387451172 13956.0 207.5018310546875 109.0 230.08018493652344 912.0 250.0625762939453 139.0 270.1173400878906 144.0 288.98919677734375 82.0 292.1340637207031 116.0 324.1561279296875 124.0 332.9866638183594 144.0 350.1778869628906 1181.0 382.20880126953125 709.0 398.9898681640625 107.0 408.21649169921875 399.0 422.2248840332031 323.0 429.0467834472656 131.0 440.2445068359375 426.0 621.3604736328125 110.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850991 PEPMASS=667.355835 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G9_RG9_01_8297.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380800-01_C36H50N2O7_(5R,13S,14R,15R)-15,22-Dihydroxy-5-methoxy-14,16-dimethyl-3-oxo-2-azabicyclo[18.3.1]tetracosa-1(24),6,8,10,16,20,22-heptaen-13-yl N-(cyclohexylcarbonyl)-D-alaninate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CO[C@@H]/1CC(=O)NC2=CC(=CC(=C2)CC\C=C(C)/[C@H](O)[C@@H](C)[C@H](C\C=C\C=C\C=C1)OC(=O)[C@@H](C)NC(=O)C3CCCCC3)O INCHI=InChI=1S/C36H50N2O7/c1-24-14-13-15-27-20-29(22-30(39)21-27)38-33(40)23-31(44-4)18-11-6-5-7-12-19-32(25(2)34(24)41)45-36(43)26(3)37-35(42)28-16-9-8-10-17-28/h5-7,11-12,14,18,20-22,25-26,28,31-32,34,39,41H,8-10,13,15-17,19,23H2,1-4H3,(H,37,42)(H,38,40)/b6-5+,12-7+,18-11+,24-14-/t25-,26+,31-,32-,34-/m0/s1 INCHIAUX=WACCDLYIHBADOZ-KOPFIVEKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850991 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850991 SCANS=481 73.00244903564453 206.0 73.88916015625 42.0 82.63127136230469 204.0 88.03845977783203 1473.0 104.37520599365234 137.0 114.06097412109375 70.0 114.97498321533203 192.0 119.08822631835938 884.0 119.19271087646484 95.0 126.0945816040039 200.0 131.39732360839844 210.0 138.29957580566406 116.0 146.05726623535156 794.0 147.03201293945312 441.0 148.04283142089844 178.0 152.00579833984375 250.0 152.1045684814453 354.0 154.125732421875 729.0 172.03851318359375 669.0 180.10276794433594 3965.0 186.07049560546875 118.0 192.93740844726562 221.0 197.69918823242188 114.0 197.75416564941406 159.0 197.81976318359375 157.0 197.8485107421875 67.0 197.93487548828125 157.0 198.11297607421875 39247.0 199.12049865722656 613.0 200.14895629882812 67.0 202.08277893066406 82.0 220.0491485595703 36.0 230.0806884765625 5023.0 250.1289825439453 263.0 270.1142578125 489.0 292.1285705566406 566.0 308.1635437011719 50.0 349.696533203125 96.0 350.1773376464844 3212.0 382.20465087890625 2614.0 390.20379638671875 527.0 398.9938049316406 65.0 408.2207946777344 2400.0 408.3324279785156 34.0 422.244384765625 566.0 440.2461853027344 2953.0 441.2514953613281 116.0 545.3335571289062 118.0 570.27880859375 177.0 576.3233032226562 72.0 589.3339233398438 91.0 589.3704833984375 104.0 621.3544311523438 1474.0 1048.035400390625 180.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850995 PEPMASS=579.313721 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G9_RG9_01_8297.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380804-01_C31H48O10_(2R,3S,4E,6E,8E,10E,12E,14R,15R,16R,18R,22S,24S,26S,27R)-14,16,18,22,24,26-Hexahydroxy-2,3,27-trimethyl-28-oxooxacyclooctacosa-4,6,8,10,12-pentaene-15-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H]1OC(=O)[C@H](C)[C@@H](O)C[C@@H](O)C[C@@H](O)CCC[C@@H](O)C[C@@H](O)[C@H]([C@H](O)/C=C/C=C/C=C/C=C/C=C/[C@@H]1C)C(O)=O INCHI=InChI=1S/C31H48O10/c1-20-13-10-8-6-4-5-7-9-11-16-26(35)29(30(38)39)28(37)18-24(33)15-12-14-23(32)17-25(34)19-27(36)21(2)31(40)41-22(20)3/h4-11,13,16,20-29,32-37H,12,14-15,17-19H2,1-3H3,(H,38,39)/b5-4+,8-6+,9-7+,13-10+,16-11+/t20-,21+,22+,23-,24+,25-,26+,27-,28+,29-/m0/s1 INCHIAUX=ALFUZUYJAXAEKE-XZPMJXFYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850995 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850995 SCANS=415 73.03175354003906 150.0 111.04524230957031 224.0 111.11998748779297 84.0 141.08705139160156 209.0 143.06907653808594 143.0 145.0601348876953 153.0 147.0467529296875 208.0 147.11822509765625 189.0 150.09115600585938 181.0 151.0723876953125 138.0 155.10850524902344 113.0 171.81703186035156 141.0 181.08709716796875 517.0 181.12277221679688 139.0 187.11520385742188 144.0 198.0738983154297 145.0 199.09901428222656 534.0 207.10443115234375 135.0 211.0244140625 161.0 211.144287109375 119.0 213.10977172851562 113.0 217.10305786132812 336.0 225.12449645996094 193.0 229.1276397705078 238.0 229.16302490234375 105.0 239.0011749267578 117.0 247.1142120361328 144.0 247.14169311523438 85.0 261.1365051269531 237.0 269.08367919921875 192.0 273.1338806152344 897.0 278.8421936035156 107.0 285.16851806640625 217.0 286.8724365234375 73.0 287.1575622558594 677.0 291.1434020996094 1081.0 305.1517639160156 137.0 311.2079772949219 182.0 329.1706848144531 268.0 329.2232971191406 138.0 347.1695251464844 1165.0 365.1778259277344 3322.0 437.0240783691406 100.0 543.2998657226562 81.0 561.304443359375 296.0 579.3168334960938 1248.0 580.3121337890625 81.0 816.8575439453125 82.0 END IONS BEGIN IONS TITLE=CCMSLIB00000850998 PEPMASS=476.25116 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G9_RG9_01_8297.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380805-01_C28H35N3O4_(1R,3S,5R,7S,12S)-4,4,4',4',12,14-Hexamethyl-4'H,13H-spiro[9,14-diazatetracyclo[5.5.2.0~1,9~.0~3,7~]tetradecane-5,8'-[1,4]dioxepino[2,3-g]indole]-9',13(10'H)-dione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H]1CCN2C[C@]34C[C@@]5(C(=O)NC6=C5C=CC7=C6O\C=C/C(C)(C)O7)C(C)(C)C3C[C@]12C(=O)N4C INCHI=InChI=1S/C28H35N3O4/c1-16-9-11-31-15-26-14-27(25(4,5)19(26)13-28(16,31)23(33)30(26)6)17-7-8-18-21(20(17)29-22(27)32)34-12-10-24(2,3)35-18/h7-8,10,12,16,19H,9,11,13-15H2,1-6H3,(H,29,32)/t16-,19?,26+,27+,28+/m0/s1 INCHIAUX=XNXXZRQPTAQILV-CRVFWCNJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000850998 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000850998 SCANS=344 175.02377319335938 256.0 210.0411834716797 208.0 226.0485382080078 73.0 256.8107604980469 267.0 335.134033203125 184.0 336.164306640625 172.0 351.15533447265625 211.0 362.1888427734375 122.0 367.20452880859375 208.0 376.2223205566406 199.0 379.1479797363281 106.0 394.1720886230469 100.0 402.2154235839844 158.0 409.2159423828125 131.0 420.2237243652344 239.0 421.1990661621094 274.0 433.2239990234375 161.0 448.26385498046875 153.0 475.54156494140625 132.0 476.1583251953125 144.0 476.25506591796875 5425.0 1812.05029296875 161.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851001 PEPMASS=432.226318 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G9_RG9_01_8297.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380807-01_C26H31N3O3_Pyrrolo[1,2-a]pyrazine-1,4-dione, 3-[[7-(1,1-dimethyl-2-propen-1-yl)-2,8-dihydro-2,2-dimethylpyrano[3,2-f]indol-6-yl]methyl]hexahydro- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC\1(C)OC2=CC3=C(C=C2\C=C1)C(=C([NH]3)C(C)(C)C=C)CC4NC(=O)C5CCCN5C4=O INCHI=InChI=1S/C26H31N3O3/c1-6-25(2,3)22-17(13-19-24(31)29-11-7-8-20(29)23(30)28-19)16-12-15-9-10-26(4,5)32-21(15)14-18(16)27-22/h6,9-10,12,14,19-20,27H,1,7-8,11,13H2,2-5H3,(H,28,30) INCHIAUX=GKEMOLJYROWHLA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851001 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851001 SCANS=482 125.03519439697266 397.0 140.0355682373047 143.0 151.05274963378906 174.0 153.06704711914062 3481.0 154.9869842529297 66.0 197.05081176757812 175.0 208.98178100585938 112.0 278.15643310546875 357.0 432.2276306152344 3122.0 432.31854248046875 181.0 1904.7813720703125 125.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851004 PEPMASS=543.249817 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A8_RA8_01_8357.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385717-01_C26H40O12_7-Hydroxy-1-({3-O-[(2E)-8-hydroxy-2,6-dimethyl-2-octenoyl]-beta-D-glucopyranosyl}oxy)-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CCO)CC/C=C(C)/C(=O)O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](OC2O\C=C(/C3CCC(C)(O)C23)C(O)=O)[C@@H]1O INCHI=InChI=1S/C26H40O12/c1-13(8-10-27)5-4-6-14(2)23(33)37-21-19(29)17(11-28)36-25(20(21)30)38-24-18-15(7-9-26(18,3)34)16(12-35-24)22(31)32/h6,12-13,15,17-21,24-25,27-30,34H,4-5,7-11H2,1-3H3,(H,31,32)/b14-6+/t13?,15?,17-,18?,19-,20-,21+,24?,25+,26?/m1/s1 INCHIAUX=CBJQFIAJZLMMPW-CGQFJPMCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851004 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851004 SCANS=365 71.62873077392578 225.0 73.34773254394531 21.0 99.01716613769531 206.0 101.02474212646484 613.0 104.49983215332031 28.0 107.0464859008789 251.0 113.02664184570312 1475.0 119.03607177734375 237.0 119.79674530029297 21.0 125.060546875 1422.0 129.07806396484375 21.0 133.06903076171875 343.0 136.0511474609375 194.0 139.41380310058594 21.0 139.58956909179688 21.0 143.10552978515625 186.0 148.42543029785156 21.0 150.8702850341797 161.0 151.07513427734375 2748.0 156.4432373046875 21.0 162.41647338867188 22.0 168.3848114013672 21.0 168.46554565429688 263.0 169.08578491210938 1453.0 173.05389404296875 186.0 179.6734619140625 106.0 183.10118103027344 51.0 185.1216583251953 2726.0 185.25094604492188 22.0 185.89361572265625 21.0 187.0552215576172 281.0 195.06678771972656 353.0 196.23448181152344 85.0 204.5463104248047 28.0 205.02735900878906 249.0 209.12635803222656 220.0 213.07666015625 2858.0 227.1323699951172 273.0 236.40000915527344 22.0 255.1952667236328 29.0 259.8046569824219 28.0 262.7464599609375 28.0 262.8098449707031 28.0 262.8545227050781 21.0 295.54931640625 21.0 315.1192321777344 21.0 320.4081115722656 21.0 350.11138916015625 21.0 357.1198425292969 9736.0 375.12835693359375 972.0 377.2278747558594 89.0 478.1090393066406 21.0 519.2896728515625 22.0 520.0938720703125 22.0 542.230224609375 102.0 543.24365234375 3933.0 547.20166015625 137.0 605.7674560546875 21.0 638.0693969726562 21.0 653.0380249023438 21.0 676.4408569335938 21.0 689.0758056640625 22.0 747.9837646484375 21.0 749.0501098632812 21.0 796.402587890625 21.0 803.1476440429688 89.0 805.2734985351562 21.0 838.93408203125 21.0 980.447998046875 21.0 984.8934936523438 21.0 1032.0985107421875 21.0 1046.725830078125 21.0 1107.0765380859375 21.0 1147.158935546875 21.0 1215.4354248046875 21.0 1221.54833984375 21.0 1241.5296630859375 21.0 1388.82373046875 21.0 1510.6368408203125 21.0 1555.0223388671875 28.0 1589.5947265625 21.0 1607.0787353515625 21.0 1667.47900390625 21.0 1841.5792236328125 21.0 1866.0638427734375 21.0 1993.748046875 21.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851007 PEPMASS=541.234314 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A8_RA8_01_8357.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385720-01_C26H38O12_7-Hydroxy-1-({2-O-[(2E,6E)-8-hydroxy-2,6-dimethyl-2,6-octadienoyl]-beta-D-glucopyranosyl}oxy)-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(/CC/C=C(C)/C(=O)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC2O\C=C(/C3CCC(C)(O)C23)C(O)=O)=C\CO INCHI=InChI=1S/C26H38O12/c1-13(8-10-27)5-4-6-14(2)23(33)37-21-20(30)19(29)17(11-28)36-25(21)38-24-18-15(7-9-26(18,3)34)16(12-35-24)22(31)32/h6,8,12,15,17-21,24-25,27-30,34H,4-5,7,9-11H2,1-3H3,(H,31,32)/b13-8+,14-6+/t15?,17-,18?,19-,20+,21-,24?,25+,26?/m1/s1 INCHIAUX=KWJHGUHLTYVPID-SAAFGJJISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851007 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851007 SCANS=332 76.3729019165039 190.0 78.96665954589844 71.0 83.0491943359375 171.0 84.02418518066406 224.0 101.02545166015625 605.0 107.04715728759766 226.0 113.02533721923828 1009.0 119.03468322753906 260.0 121.06482696533203 303.0 121.09923553466797 282.0 125.05989837646484 954.0 127.35090637207031 211.0 132.06729125976562 94.0 132.12789916992188 190.0 132.32461547851562 51.0 133.06626892089844 241.0 134.92347717285156 28.0 139.0139923095703 218.0 139.11245727539062 151.0 141.7478790283203 28.0 145.92759704589844 200.0 151.07789611816406 3274.0 161.045166015625 1665.0 169.0867462158203 2458.0 171.8060302734375 64.0 172.93911743164062 318.0 180.03636169433594 184.0 183.10549926757812 3367.0 184.62783813476562 228.0 195.07192993164062 123.0 197.11672973632812 234.0 205.81430053710938 320.0 207.0980682373047 225.0 207.5031280517578 106.0 208.09481811523438 28.0 213.07875061035156 2879.0 225.11354064941406 438.0 250.8892822265625 135.0 253.09408569335938 232.0 260.5748291015625 78.0 313.1216125488281 179.0 327.1047058105469 116.0 330.30621337890625 28.0 355.09674072265625 203.0 357.1213073730469 14628.0 357.48052978515625 119.0 358.1214904785156 99.0 375.12921142578125 2904.0 376.13397216796875 174.0 495.0025329589844 28.0 541.2311401367188 3246.0 773.692626953125 28.0 836.4642333984375 36.0 1142.9071044921875 28.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851010 PEPMASS=375.184845 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A8_RA8_01_8357.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385723-01_C20H26O4_(6E,10Z,14E)-6,14-Dimethyl-3-methylene-2-oxo-2,3,3a,4,5,8,9,12,13,15a-decahydrocyclotetradeca[b]furan-10-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC\1=C/CC\C(=C\CC\C(=C\C2OC(=O)C(=C)C2CC1)C)C(O)=O INCHI=InChI=1S/C20H26O4/c1-13-6-4-8-16(19(21)22)9-5-7-14(2)12-18-17(11-10-13)15(3)20(23)24-18/h6,9,12,17-18H,3-5,7-8,10-11H2,1-2H3,(H,21,22)/b13-6+,14-12+,16-9- INCHIAUX=SORYERHBQFTRIK-AMVXUGKJSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851010 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851010 SCANS=561 106.76017761230469 268.0 135.1197967529297 218.0 141.70973205566406 165.0 150.1558380126953 120.0 151.07803344726562 233.0 166.6668243408203 237.0 173.13406372070312 179.0 187.15249633789062 436.0 192.3145294189453 100.0 195.00372314453125 372.0 241.19558715820312 547.0 267.1792297363281 120.0 283.55877685546875 112.0 285.1861572265625 5250.0 311.1617126464844 97.0 315.0032958984375 185.0 329.1775817871094 6795.0 330.1678466796875 95.0 336.984375 55.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851013 PEPMASS=585.19928 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A7_RA7_01_8257.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381132-01_C23H38O17_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C/C=C(C)/C(=O)OCC1OC(OCC2OC(OC3(CO)OC(CO)C(O)C3O)C(O)C(O)C2O)C(O)C(O)C1O INCHI=InChI=1S/C23H38O17/c1-3-8(2)20(34)35-5-10-12(26)15(29)17(31)21(37-10)36-6-11-13(27)16(30)18(32)22(38-11)40-23(7-25)19(33)14(28)9(4-24)39-23/h3,9-19,21-22,24-33H,4-7H2,1-2H3/b8-3+ INCHIAUX=IHDCTQODJUDCDH-FPYGCLRLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851013 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851013 SCANS=410 165.52169799804688 193.0 190.56039428710938 75.0 208.010009765625 337.0 236.13929748535156 228.0 282.17694091796875 143.0 289.1320495605469 116.0 311.8973388671875 61.0 328.1091003417969 3182.0 388.1318359375 1929.0 391.5769348144531 201.0 457.1849365234375 1590.0 517.208984375 893.0 585.2364501953125 120.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851016 PEPMASS=631.210815 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A7_RA7_01_8257.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381132-01_C23H38O17_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C/C=C(C)/C(=O)OCC1OC(OCC2OC(OC3(CO)OC(CO)C(O)C3O)C(O)C(O)C2O)C(O)C(O)C1O INCHI=InChI=1S/C23H38O17/c1-3-8(2)20(34)35-5-10-12(26)15(29)17(31)21(37-10)36-6-11-13(27)16(30)18(32)22(38-11)40-23(7-25)19(33)14(28)9(4-24)39-23/h3,9-19,21-22,24-33H,4-7H2,1-2H3/b8-3+ INCHIAUX=IHDCTQODJUDCDH-FPYGCLRLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851016 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851016 SCANS=225 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247.4279327392578 94.0 248.48611450195312 180.0 248.8660125732422 151.0 251.0784149169922 222.0 258.4828796386719 75.0 261.1011047363281 6239.0 262.09564208984375 195.0 263.0791320800781 5626.0 263.8526611328125 263.0 279.96441650390625 81.0 281.08587646484375 1333.0 281.9259948730469 72.0 283.4499206542969 68.0 285.313720703125 83.0 285.40826416015625 61.0 287.0804748535156 763.0 291.4675598144531 89.0 303.10870361328125 7447.0 303.8634338378906 121.0 305.0906677246094 441.0 319.29010009765625 63.0 321.08111572265625 103.0 322.8878173828125 117.0 323.0996398925781 6591.0 323.1974182128906 67.0 324.1031188964844 203.0 331.1064147949219 166.0 333.11004638671875 122.0 341.10906982421875 4691.0 345.12030029296875 605.0 360.6654357910156 247.0 363.1321105957031 781.0 365.1224060058594 276.0 377.982421875 129.0 383.1065368652344 176.0 387.1244812011719 164.0 388.29632568359375 106.0 405.12872314453125 88.0 411.12579345703125 158.0 423.14923095703125 554.0 457.25115966796875 221.0 467.1347961425781 247.0 476.1514892578125 60.0 478.7596130371094 56.0 481.99798583984375 113.0 482.4990234375 54.0 483.7748107910156 82.0 483.91326904296875 107.0 484.107666015625 86.0 484.1882019042969 99.0 484.3665771484375 79.0 484.7200927734375 134.0 485.0239562988281 128.0 485.1521911621094 69984.0 485.2882080078125 85.0 485.8043212890625 187.0 486.0657653808594 201.0 486.14678955078125 907.0 487.3083190917969 91.0 488.8518981933594 134.0 489.1039123535156 74.0 489.1700439453125 195.0 489.20867919921875 183.0 498.902099609375 86.0 501.4991760253906 80.0 502.4833679199219 74.0 503.1621398925781 21045.0 504.1651916503906 102.0 507.23968505859375 199.0 511.6829528808594 81.0 580.3486938476562 62.0 583.2781982421875 108.0 583.3430786132812 104.0 584.1170654296875 138.0 584.2297973632812 104.0 584.4309692382812 75.0 584.5330810546875 80.0 585.0233764648438 118.0 585.2041015625 30814.0 585.3562622070312 129.0 585.5103759765625 120.0 586.210693359375 643.0 588.27978515625 92.0 601.0103759765625 59.0 744.5400390625 263.0 854.474853515625 198.0 970.4669189453125 61.0 1150.514404296875 131.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851019 PEPMASS=469.157501 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A7_RA7_01_8257.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381133-01_C17H28O12_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C/C=C(C)/C(=O)OCC1OC(OC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O INCHI=InChI=1S/C17H28O12/c1-3-6(2)15(25)26-5-8-10(20)12(22)14(24)17(28-8)29-16-13(23)11(21)9(19)7(4-18)27-16/h3,7-14,16-24H,4-5H2,1-2H3/b6-3+ INCHIAUX=ZMIQCOSRPMWYLS-ZZXKWVIFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851019 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851019 SCANS=246 87.00914764404297 527.0 99.04399108886719 604.0 101.02519989013672 752.0 113.06526184082031 361.0 117.0215835571289 89.0 129.01792907714844 206.0 131.0411376953125 195.0 143.0350341796875 269.0 161.04812622070312 632.0 167.045166015625 142.0 179.06797790527344 107.0 305.08935546875 66.0 322.8641052246094 96.0 323.0983581542969 5218.0 341.1042785644531 209.0 423.154296875 638.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851022 PEPMASS=475.199585 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A7_RA7_01_8257.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381141-01_C26H28N4O5_1H-Imidazo[1,2-a]indole-9-propanoic acid, 2,3,9,9a-tetrahydro-9-hydroxy-2-(2-methylpropyl)-3-oxo-alpha-(4-oxo-3(4H)-quinazolinyl)-, methyl ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C(CC1(O)C2NC(CC(C)C)C(=O)N2C3=CC=CC=C13)N4\C=N/C5=C(C=CC=C5)C4=O INCHI=InChI=1S/C26H28N4O5/c1-15(2)12-19-23(32)30-20-11-7-5-9-17(20)26(34,25(30)28-19)13-21(24(33)35-3)29-14-27-18-10-6-4-8-16(18)22(29)31/h4-11,14-15,19,21,25,28,34H,12-13H2,1-3H3 INCHIAUX=XSMFFOWECZCAFL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851022 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851022 SCANS=497 72.58287811279297 88.0 131.04229736328125 195.0 132.04306030273438 1225.0 145.04061889648438 4042.0 152.07546997070312 226.0 157.28094482421875 73.0 158.0594024658203 109.0 170.08035278320312 110.0 171.05384826660156 333.0 209.06690979003906 223.0 241.10108947753906 193.0 254.116455078125 198.0 266.1313171386719 56.0 279.11474609375 128.0 298.12353515625 286.0 310.115234375 1096.0 310.92193603515625 152.0 328.1341247558594 89.0 329.15277099609375 185.0 330.1407165527344 493.0 342.14654541015625 639.0 878.7635498046875 94.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851025 PEPMASS=521.205933 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A7_RA7_01_8257.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381141-01_C26H28N4O5_1H-Imidazo[1,2-a]indole-9-propanoic acid, 2,3,9,9a-tetrahydro-9-hydroxy-2-(2-methylpropyl)-3-oxo-alpha-(4-oxo-3(4H)-quinazolinyl)-, methyl ester [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C(CC1(O)C2NC(CC(C)C)C(=O)N2C3=CC=CC=C13)N4\C=N/C5=C(C=CC=C5)C4=O INCHI=InChI=1S/C26H28N4O5/c1-15(2)12-19-23(32)30-20-11-7-5-9-17(20)26(34,25(30)28-19)13-21(24(33)35-3)29-14-27-18-10-6-4-8-16(18)22(29)31/h4-11,14-15,19,21,25,28,34H,12-13H2,1-3H3 INCHIAUX=XSMFFOWECZCAFL-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851025 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851025 SCANS=489 76.12775421142578 178.0 100.3642349243164 404.0 101.98326110839844 192.0 126.30144500732422 263.0 131.03543090820312 226.0 131.58644104003906 116.0 131.6621551513672 143.0 132.04493713378906 2408.0 134.05250549316406 265.0 144.0482635498047 244.0 144.79550170898438 102.0 145.04042053222656 21040.0 145.07264709472656 406.0 148.28570556640625 133.0 155.0592041015625 62.0 156.07208251953125 91.0 156.89263916015625 191.0 158.0570526123047 302.0 159.05633544921875 213.0 164.06643676757812 482.0 165.89242553710938 160.0 168.1287384033203 116.0 170.0829620361328 816.0 170.30194091796875 65.0 171.05918884277344 424.0 187.08480834960938 163.0 188.08045959472656 232.0 189.071533203125 155.0 190.0501251220703 382.0 197.1006622314453 150.0 203.0436248779297 99.0 213.06358337402344 233.0 253.0643768310547 199.0 253.12806701660156 153.0 255.11082458496094 541.0 266.127197265625 1387.0 267.1252136230469 62.0 270.1211242675781 145.0 281.8658142089844 94.0 282.1286315917969 314.0 282.39508056640625 90.0 284.09796142578125 150.0 284.99658203125 154.0 297.1279602050781 1745.0 298.1177062988281 2562.0 302.0059509277344 99.0 309.6480407714844 123.0 309.776611328125 92.0 309.858154296875 137.0 309.88897705078125 180.0 310.1178894042969 5770.0 311.12322998046875 189.0 328.1312255859375 890.0 329.1419372558594 279.0 330.1470031738281 272.0 341.2784729003906 52.0 341.67724609375 197.0 342.146728515625 15584.0 344.8130187988281 74.0 388.1527099609375 117.0 404.1326904296875 156.0 414.0049133300781 162.0 443.17205810546875 168.0 475.2016296386719 596.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851028 PEPMASS=503.230011 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A7_RA7_01_8257.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381152-01_C26H34O7_8,12-Methanocycloocta[3,4]benz[1,2-c]oxepin-8(5H)-carboxylic acid, 3,5a,6,7,7a,9,10,11,12,13,13a,13b-dodecahydro-10-hydroxy-5,5,7a,10,12,13b-hexamethyl-14-methylene-3,9,11-trioxo-, methyl ester [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C12C(=C)C(C)(CC3C1(C)CCC4C(C)(C)OC(=O)\C=C/C34C)C(=O)C(C)(O)C2=O INCHI=InChI=1S/C26H34O7/c1-14-23(5)13-16-22(4)11-10-17(27)33-21(2,3)15(22)9-12-24(16,6)26(14,20(30)32-8)19(29)25(7,31)18(23)28/h10-11,15-16,31H,1,9,12-13H2,2-8H3 INCHIAUX=SGTJQTPUMKGFFZ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851028 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851028 SCANS=528 167.0302276611328 246.0 174.06619262695312 118.0 175.07424926757812 219.0 180.03909301757812 349.0 251.52542114257812 122.0 267.00494384765625 145.0 270.1220703125 113.0 311.204833984375 137.0 327.1981201171875 337.0 339.1976623535156 404.0 355.1957702636719 640.0 356.99127197265625 230.0 357.2135314941406 190.0 359.2106018066406 138.0 380.1698303222656 280.0 381.2078552246094 1055.0 383.1929016113281 639.0 384.47186279296875 86.0 397.2019348144531 575.0 399.1899719238281 128.0 411.204833984375 173.0 413.2330017089844 111.0 415.21453857421875 7140.0 415.33563232421875 49.0 416.1930847167969 221.0 429.2247314453125 161.0 435.77801513671875 92.0 439.2339172363281 308.0 456.6611022949219 176.0 457.2327575683594 1489.0 503.1122741699219 112.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851029 PEPMASS=517.21228 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A7_RA7_01_8257.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381154-01_C27H35ClN2O6_6-{7-Acetoxy-5-chloro-3-[(1E,3E)-3,5-dimethyl-1,3-heptadien-1-yl]-7-methyl-6,8-dioxo-7,8-dihydro-2(6H)-isoquinolinyl}norleucine [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)/C=C(C)/C=C/C1=C/C/2=C(Cl)/C(=O)C(C)(OC(C)=O)C(=O)C2=C\N1CCCCC(N)C(O)=O INCHI=InChI=1S/C27H35ClN2O6/c1-6-16(2)13-17(3)10-11-19-14-20-21(15-30(19)12-8-7-9-22(29)26(34)35)24(32)27(5,36-18(4)31)25(33)23(20)28/h10-11,13-16,22H,6-9,12,29H2,1-5H3,(H,34,35)/b11-10+,17-13+ INCHIAUX=QTKJPFQTRUDUFR-DWLYSLLYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851029 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851029 SCANS=409 80.98831176757812 96.0 91.03947448730469 125.0 116.05101013183594 216.0 144.043701171875 263.0 160.3936004638672 108.0 162.05857849121094 150.0 183.53817749023438 365.0 191.35519409179688 254.0 197.0897216796875 140.0 219.0531768798828 145.0 219.1049041748047 158.0 221.02593994140625 163.0 223.66104125976562 128.0 224.01268005371094 192.0 236.1433868408203 332.0 264.1317443847656 452.0 270.0370178222656 278.0 278.1155700683594 159.0 280.13238525390625 253.0 282.1488952636719 232.0 284.0599365234375 256.0 291.1270751953125 146.0 292.1328125 717.0 294.1387023925781 165.0 298.0668640136719 160.0 308.15625 123.0 310.1466064453125 496.0 324.16754150390625 330.0 325.91156005859375 78.0 326.10137939453125 191.0 327.0625 125.0 327.8270568847656 69.0 328.1119079589844 14635.0 328.40155029296875 310.0 329.1078186035156 200.0 342.12982177734375 142.0 346.11517333984375 260.0 377.73089599609375 150.0 388.1341857910156 7944.0 390.17913818359375 71.0 393.21539306640625 116.0 413.2018127441406 195.0 421.22039794921875 364.0 437.44293212890625 172.0 457.18988037109375 4953.0 517.0238037109375 195.0 517.2019653320312 798.0 517.3108520507812 91.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851034 PEPMASS=426.214813 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A6_RA6_01_8256.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381118-01_C20H31NO6_Glutamic acid, 1-[5'-hydroxy-2,6'-dimethyl-5-(1-methylethenyl)spiro[cyclopentane-1,3'-[7]oxabicyclo[4.1.0]heptan]-2'-yl] ester [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC(C(C)=C)C12CC(O)C3(C)OC3C2OC(=O)C(N)CCC(O)=O INCHI=InChI=1S/C20H31NO6/c1-10(2)12-6-5-11(3)20(12)9-14(22)19(4)16(27-19)17(20)26-18(25)13(21)7-8-15(23)24/h11-14,16-17,22H,1,5-9,21H2,2-4H3,(H,23,24) INCHIAUX=RMFZYEBIQCUWPE-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851034 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851034 SCANS=323 106.28406524658203 75.0 112.33000183105469 367.0 128.0357208251953 8040.0 134.46827697753906 76.0 146.0482940673828 226.0 1732.2115478515625 102.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851037 PEPMASS=428.245331 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A6_RA6_01_8256.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381123-01_C25H35NO5_Spiro[2H-furo[2,3-e]isoindole-2,1'(2'H)-naphthalen]-6(3H)-one, 3',4',4'a,5',6',7,7',8,8',8'a-decahydro-4,6'-dihydroxy-7-(2-hydroxyethyl)-2',5',5',8'a-tetramethyl-, (2R,2'R,6'R,8a'S)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CCC2C(C)(C)[C@H](O)CC[C@]2(C)[C@@]13CC4=C(O3)C5=C(C=C4O)C(=O)N(CCO)C5 INCHI=InChI=1S/C25H35NO5/c1-14-5-6-19-23(2,3)20(29)7-8-24(19,4)25(14)12-16-18(28)11-15-17(21(16)31-25)13-26(9-10-27)22(15)30/h11,14,19-20,27-29H,5-10,12-13H2,1-4H3/t14-,19?,20-,24+,25-/m1/s1 INCHIAUX=ZHECNBLIOXZXBL-TVDJWTRXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851037 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851037 SCANS=504 159.79598999023438 258.0 180.04139709472656 130.0 190.0524444580078 385.0 203.9931182861328 158.0 220.05859375 102.0 221.06532287597656 927.0 234.01150512695312 186.0 237.6200408935547 123.0 253.0700225830078 205.0 301.66265869140625 265.0 366.2024841308594 35.0 428.24334716796875 7181.0 429.30413818359375 38.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851038 PEPMASS=474.250885 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A6_RA6_01_8256.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381123-01_C25H35NO5_Spiro[2H-furo[2,3-e]isoindole-2,1'(2'H)-naphthalen]-6(3H)-one, 3',4',4'a,5',6',7,7',8,8',8'a-decahydro-4,6'-dihydroxy-7-(2-hydroxyethyl)-2',5',5',8'a-tetramethyl-, (2R,2'R,6'R,8a'S)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CCC2C(C)(C)[C@H](O)CC[C@]2(C)[C@@]13CC4=C(O3)C5=C(C=C4O)C(=O)N(CCO)C5 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II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A6_RA6_01_8256.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381125-01_C48H78O19_beta-D-Glucopyranose, O-6-deoxy-alpha-L-mannopyranosyl-(1->4)-O-beta-D-glucopyranosyl-(1->6)-1-O-[(2alpha,3beta,5xi,9xi,13xi,18xi,19xi)-2,3,23-trihydroxy-28-oxours-20-en-28-yl]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](OC[C@H]3O[C@@H](OC(=O)[C@@]45CC[C@]6(C)C(CCC7[C@@]8(C)C[C@@H](O)[C@H](O)[C@@](C)(CO)C8CC[C@@]67C)C4C(C)\C(=C/C5)C)[C@H](O)[C@@H](O)[C@@H]3O)O[C@@H]2CO)[C@H](O)[C@H](O)[C@H]1O 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USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851064 SCANS=518 122.03467559814453 241.0 136.05409240722656 499.0 137.0623321533203 1941.0 150.07049560546875 284.0 151.03781127929688 524.0 157.93887329101562 212.0 176.08273315429688 219.0 180.6650848388672 116.0 204.11465454101562 195.0 214.034912109375 262.0 217.19715881347656 171.0 243.13458251953125 353.0 255.2158966064453 171.0 256.9757995605469 214.0 269.0102844238281 169.0 309.18115234375 93.0 324.20556640625 77.0 327.26556396484375 91.0 353.2476501464844 3197.0 357.22369384765625 232.0 371.26055908203125 9340.0 380.9765319824219 137.0 383.25994873046875 149.0 401.2710876464844 1300.0 1248.593505859375 69.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851067 PEPMASS=447.275848 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A11_RA11_01_8261.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381199-01_C25H38O4_(3aR,5E,7S,10E,14E,16aS)-2,7-Dihydroxy-3-[(2S)-1-hydroxy-2-propanyl]-6,10,14,16a-tetramethyl-4,7,8,9,12,13,16,16a-octahydrocyclopenta[15]annulen-1(3aH)-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H](CO)C/1=C(O)/C(=O)[C@@]2(C)C/C=C(C)/CC/C=C(C)/CC[C@H](O)/C(=C/C[C@H]12)C INCHI=InChI=1S/C25H38O4/c1-16-7-6-8-17(2)13-14-25(5)20(11-10-18(3)21(27)12-9-16)22(19(4)15-26)23(28)24(25)29/h7,10,13,19-21,26-28H,6,8-9,11-12,14-15H2,1-5H3/b16-7+,17-13+,18-10+/t19-,20-,21+,25+/m1/s1 INCHIAUX=UTGBBPSEQPITLF-IXRUDUFRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851067 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851067 SCANS=519 72.01779174804688 65.0 122.03587341308594 229.0 135.0439910888672 265.0 136.05198669433594 811.0 137.0614013671875 3673.0 150.0729217529297 310.0 152.05154418945312 194.0 173.1006317138672 147.0 177.12644958496094 111.0 187.10731506347656 187.0 187.12794494628906 225.0 204.1171112060547 57.0 209.8878173828125 149.0 210.1514434814453 131.0 230.04209899902344 57.0 283.4794006347656 170.0 297.2300720214844 197.0 321.02239990234375 188.0 325.26129150390625 65.0 327.26690673828125 185.0 335.2177429199219 86.0 342.22515869140625 193.0 353.25030517578125 5292.0 354.2456359863281 172.0 356.49609375 67.0 369.5438537597656 99.0 370.0194396972656 92.0 370.35601806640625 137.0 370.82275390625 54.0 371.25836181640625 23742.0 372.06146240234375 161.0 372.59722900390625 85.0 374.51104736328125 114.0 374.84674072265625 86.0 374.8864440917969 160.0 383.26904296875 116.0 399.2630615234375 191.0 400.0874938964844 72.0 400.5466613769531 63.0 400.8221435546875 120.0 401.2701721191406 12597.0 403.0978088378906 107.0 403.2461853027344 218.0 449.3482666015625 116.0 469.5374755859375 193.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851070 PEPMASS=273.098114 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A11_RA11_01_8261.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381200-01_C11H16O5_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC/1=C/C(=O)OC(C)(C1)CC(C)(O)C(O)=O INCHI=InChI=1S/C11H16O5/c1-7-4-8(12)16-10(2,5-7)6-11(3,15)9(13)14/h4,15H,5-6H2,1-3H3,(H,13,14) INCHIAUX=OLSZGECXFBCCRZ-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851070 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851070 SCANS=276 81.03549194335938 196.0 125.05987548828125 1374.0 139.0778350830078 197.0 143.07301330566406 537.0 144.0684814453125 340.0 165.09222412109375 219.0 183.10687255859375 398.0 209.0849609375 191.0 227.09298706054688 2257.0 1266.9981689453125 88.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851072 PEPMASS=585.3302 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A11_RA11_01_8261.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381203-01_C31H46N4O7_2H-Pyrido[1,2-a][1,4,7,10]tetraazacyclododecine-1,4,7,10(3H,12H)-tetrone, 3-(7,8-dihydroxy-6-oxooctyl)octahydro-9-(1-methylpropyl)-6-(phenylmethyl)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C1NC(=O)C(CC2=CC=CC=C2)NC(=O)C(CCCCCC(=O)C(O)CO)NC(=O)C3CCCCN3C1=O INCHI=InChI=1S/C31H46N4O7/c1-3-20(2)27-31(42)35-17-11-10-15-24(35)30(41)32-22(14-8-5-9-16-25(37)26(38)19-36)28(39)33-23(29(40)34-27)18-21-12-6-4-7-13-21/h4,6-7,12-13,20,22-24,26-27,36,38H,3,5,8-11,14-19H2,1-2H3,(H,32,41)(H,33,39)(H,34,40) INCHIAUX=YSNRSVKJRYQIIA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851072 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851072 SCANS=443 99.07960510253906 194.0 127.08672332763672 391.0 137.0707244873047 277.0 140.0764923095703 269.0 150.08761596679688 259.0 154.08900451660156 126.0 154.8845977783203 173.0 155.0695037841797 206.0 163.08534240722656 202.0 169.09576416015625 155.0 173.0679931640625 181.0 181.059814453125 134.0 182.07949829101562 187.0 183.1086883544922 194.0 184.09713745117188 143.0 214.12892150878906 210.0 215.14584350585938 258.0 216.14024353027344 35.0 223.14828491210938 1454.0 224.13279724121094 179.0 227.10403442382812 1630.0 231.1519775390625 189.0 237.06719970703125 217.0 239.09678649902344 402.0 239.12210083007812 134.0 239.15774536132812 187.0 240.17642211914062 542.0 242.11984252929688 480.0 243.15089416503906 90.0 247.1661834716797 108.0 252.9385986328125 131.0 253.03355407714844 195.0 259.14068603515625 102.0 262.5658264160156 52.0 262.6495666503906 256.0 272.4686279296875 73.0 276.1689453125 218.0 278.3802185058594 316.0 282.1533508300781 492.0 286.1559143066406 126.0 294.0376892089844 98.0 294.1861877441406 596.0 296.2035217285156 104.0 303.1700744628906 165.0 306.18231201171875 368.0 306.2116394042969 212.0 312.1912841796875 2720.0 312.4075012207031 44.0 313.14520263671875 157.0 314.1618957519531 218.0 317.1335144042969 148.0 320.16497802734375 479.0 322.7276916503906 237.0 324.19085693359375 1088.0 328.2505798339844 166.0 331.1706848144531 760.0 344.1456298828125 156.0 349.1816101074219 109.0 370.2154846191406 140.0 371.22833251953125 119.0 374.1654052734375 153.0 389.260986328125 260.0 411.23406982421875 205.0 414.140625 120.0 511.2966003417969 180.0 522.5986328125 128.0 524.5339965820312 75.0 525.31591796875 540.0 537.3031005859375 219.0 539.180419921875 237.0 539.3261108398438 181.0 551.5956420898438 172.0 554.469970703125 65.0 554.7425537109375 66.0 554.7742919921875 92.0 554.859130859375 41.0 555.319580078125 18225.0 555.4762573242188 117.0 556.3119506835938 325.0 557.3259887695312 172.0 559.4542236328125 136.0 561.7985229492188 66.0 566.7710571289062 176.0 567.3191528320312 2881.0 584.8058471679688 131.0 585.3299560546875 6088.0 683.8365478515625 156.0 890.536376953125 149.0 1636.5828857421875 158.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851075 PEPMASS=567.319824 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A11_RA11_01_8261.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381203-01_C31H46N4O7_2H-Pyrido[1,2-a][1,4,7,10]tetraazacyclododecine-1,4,7,10(3H,12H)-tetrone, 3-(7,8-dihydroxy-6-oxooctyl)octahydro-9-(1-methylpropyl)-6-(phenylmethyl)- [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C1NC(=O)C(CC2=CC=CC=C2)NC(=O)C(CCCCCC(=O)C(O)CO)NC(=O)C3CCCCN3C1=O 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126.0 564.75146484375 57.0 566.59912109375 68.0 567.3174438476562 1946.0 581.965576171875 180.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851079 PEPMASS=631.335693 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A11_RA11_01_8261.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381203-01_C31H46N4O7_2H-Pyrido[1,2-a][1,4,7,10]tetraazacyclododecine-1,4,7,10(3H,12H)-tetrone, 3-(7,8-dihydroxy-6-oxooctyl)octahydro-9-(1-methylpropyl)-6-(phenylmethyl)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C1NC(=O)C(CC2=CC=CC=C2)NC(=O)C(CCCCCC(=O)C(O)CO)NC(=O)C3CCCCN3C1=O INCHI=InChI=1S/C31H46N4O7/c1-3-20(2)27-31(42)35-17-11-10-15-24(35)30(41)32-22(14-8-5-9-16-25(37)26(38)19-36)28(39)33-23(29(40)34-27)18-21-12-6-4-7-13-21/h4,6-7,12-13,20,22-24,26-27,36,38H,3,5,8-11,14-19H2,1-2H3,(H,32,41)(H,33,39)(H,34,40) 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192.1417999267578 191.0 193.06716918945312 409.0 197.09103393554688 147.0 200.05950927734375 184.0 201.1210479736328 149.0 205.13490295410156 141.0 206.12435913085938 151.0 206.7382354736328 148.0 207.14805603027344 121.0 209.54774475097656 137.0 210.0974884033203 151.0 211.11309814453125 104.0 212.1005401611328 232.0 212.14344787597656 153.0 215.15794372558594 212.0 216.13865661621094 317.0 222.15863037109375 330.0 223.14541625976562 2856.0 227.10382080078125 4276.0 228.71177673339844 86.0 237.1595001220703 104.0 239.10345458984375 82.0 239.13006591796875 242.0 240.15858459472656 240.0 241.94461059570312 29.0 242.11708068847656 1171.0 243.1506805419922 233.0 244.1334991455078 112.0 247.13865661621094 112.0 252.16616821289062 181.0 259.1504821777344 351.0 259.51763916015625 147.0 264.1371154785156 94.0 266.7979736328125 211.0 267.1541442871094 137.0 268.1761779785156 112.0 268.20465087890625 114.0 270.3765869140625 274.0 276.1726989746094 106.0 279.19549560546875 155.0 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555.0245971679688 274.0 555.0467529296875 245.0 555.1610717773438 86.0 555.1974487304688 285.0 555.3197021484375 35786.0 555.5252075195312 99.0 555.7030029296875 181.0 556.3280029296875 277.0 557.3201904296875 76.0 559.4487915039062 163.0 559.5872802734375 102.0 567.3221435546875 7674.0 567.5186767578125 126.0 567.8298950195312 56.0 568.2050170898438 101.0 578.207275390625 55.0 585.3309936523438 13726.0 586.3493041992188 460.0 591.7203369140625 45.0 757.23046875 62.0 796.5167846679688 272.0 1135.287841796875 159.0 1929.2022705078125 107.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851082 PEPMASS=457.26004 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A11_RA11_01_8261.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381205-01_C27H38O6_(5xi,8alpha,9xi,10alpha)-14-Acetoxy-15-{[(2Z)-2-methyl-2-butenoyl]oxy}kaur-16-en-18-oic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C(C)/C(=O)OC1C(=C)[C@H]2CCC3[C@]4(C)CCC[C@](C)(C4CC[C@]13C2OC(C)=O)C(O)=O INCHI=InChI=1S/C27H38O6/c1-7-15(2)23(29)33-21-16(3)18-9-10-20-25(5)12-8-13-26(6,24(30)31)19(25)11-14-27(20,21)22(18)32-17(4)28/h7,18-22H,3,8-14H2,1-2,4-6H3,(H,30,31)/b15-7-/t18-,19?,20?,21?,22?,25-,26-,27-/m1/s1 INCHIAUX=ALSZHZPQTCVXIR-DFCLNXQMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851082 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851082 SCANS=633 99.04563903808594 1020.0 204.5653533935547 56.0 207.86297607421875 47.0 232.83567810058594 65.0 315.2049560546875 166.0 356.97003173828125 144.0 357.2091369628906 5987.0 457.2623596191406 885.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851085 PEPMASS=503.26593 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A11_RA11_01_8261.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381205-01_C27H38O6_(5xi,8alpha,9xi,10alpha)-14-Acetoxy-15-{[(2Z)-2-methyl-2-butenoyl]oxy}kaur-16-en-18-oic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C(C)/C(=O)OC1C(=C)[C@H]2CCC3[C@]4(C)CCC[C@](C)(C4CC[C@]13C2OC(C)=O)C(O)=O INCHI=InChI=1S/C27H38O6/c1-7-15(2)23(29)33-21-16(3)18-9-10-20-25(5)12-8-13-26(6,24(30)31)19(25)11-14-27(20,21)22(18)32-17(4)28/h7,18-22H,3,8-14H2,1-2,4-6H3,(H,30,31)/b15-7-/t18-,19?,20?,21?,22?,25-,26-,27-/m1/s1 INCHIAUX=ALSZHZPQTCVXIR-DFCLNXQMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851085 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851085 SCANS=625 99.04278564453125 672.0 172.56846618652344 58.0 176.03164672851562 130.0 219.913330078125 152.0 351.0102233886719 182.0 357.2061462402344 5473.0 374.601806640625 125.0 435.999755859375 200.0 457.25994873046875 4233.0 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1209.1439208984375 97.0 1249.467529296875 68.0 1266.651611328125 107.0 1267.193603515625 72.0 1352.3336181640625 154.0 1364.592041015625 185.0 1385.7774658203125 253.0 1472.554931640625 188.0 1572.4385986328125 165.0 1625.88720703125 210.0 1852.720947265625 141.0 1993.9073486328125 74.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851106 PEPMASS=871.426636 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E8_RE8_01_8284.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380907-01_C42H66O16_6-O-Hexopyranosyl-1-O-(3,19,23-trihydroxy-23,28-dioxoolean-12-en-28-yl)hexopyranose [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)CCC2(CCC3(C)\C(=C/CC4C5(C)CCC(O)C(C)(C5CCC34C)C(O)=O)C2C1O)C(=O)OC6OC(COC7OC(CO)C(O)C(O)C7O)C(O)C(O)C6O INCHI=InChI=1S/C42H66O16/c1-37(2)13-15-42(36(54)58-34-31(50)29(48)27(46)21(57-34)18-55-33-30(49)28(47)26(45)20(17-43)56-33)16-14-39(4)19(25(42)32(37)51)7-8-22-38(3)11-10-24(44)41(6,35(52)53)23(38)9-12-40(22,39)5/h7,20-34,43-51H,8-18H2,1-6H3,(H,52,53) INCHIAUX=RURURFCCQXQDSO-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851106 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851106 SCANS=395 161.05372619628906 189.0 251.1605987548828 248.0 331.0443420410156 134.0 392.3082275390625 116.0 423.3088684082031 98.0 439.31890869140625 425.0 453.35162353515625 137.0 483.3069763183594 1591.0 499.314208984375 236.0 501.2436218261719 308.0 501.3238525390625 5894.0 502.3045654296875 147.0 523.2924194335938 139.0 525.343505859375 122.0 539.1590576171875 75.0 543.333984375 1440.0 662.39111328125 183.0 663.3887939453125 1138.0 664.3948364257812 287.0 665.3859252929688 123.0 681.3895874023438 106.0 699.3037719726562 83.0 735.2975463867188 102.0 776.7822265625 227.0 777.4103393554688 192.0 825.437744140625 132.0 827.4385986328125 123.0 849.35498046875 96.0 870.3964233398438 248.0 870.441162109375 217.0 948.3380737304688 67.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851109 PEPMASS=635.376465 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E8_RE8_01_8284.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380909-01_C34H54O8_(1alpha,3alpha,7alpha,9xi,13alpha,17xi,20xi)-3,21,23-Trihydroxy-4,4,8-trimethyl-24,25-epoxycholest-14-ene-1,7-diyl diacetate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)O[C@H]1C[C@@H](O)C(C)(C)C2C[C@@H](OC(C)=O)[C@]\3(C)C(CC[C@@]4(C)C(C/C=C34)C(CO)CC(O)C5OC5(C)C)[C@@]12C INCHI=InChI=1S/C34H54O8/c1-18(36)40-27-15-25-30(3,4)26(39)16-28(41-19(2)37)34(25,9)24-12-13-32(7)21(10-11-23(32)33(24,27)8)20(17-35)14-22(38)29-31(5,6)42-29/h11,20-22,24-29,35,38-39H,10,12-17H2,1-9H3/t20?,21?,22?,24?,25?,26-,27-,28+,29?,32+,33+,34-/m1/s1 INCHIAUX=HWMGIUOYPRKTIB-OIIXNMMASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851109 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851109 SCANS=519 78.61891174316406 144.0 121.02889251708984 4181.0 122.14649963378906 62.0 142.92306518554688 343.0 165.099853515625 174.0 229.09075927734375 125.0 258.0794982910156 135.0 263.4759216308594 173.0 273.0179138183594 205.0 290.00701904296875 83.0 295.0238342285156 114.0 302.83282470703125 65.0 385.00390625 292.0 407.18023681640625 141.0 411.02606201171875 109.0 451.0539245605469 170.0 453.1907958984375 515.0 461.0258483886719 151.0 467.20068359375 75.0 469.9913024902344 166.0 491.0392761230469 95.0 501.2216796875 90.0 535.0111694335938 134.0 575.2261962890625 1340.0 634.3233032226562 200.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851112 PEPMASS=290.101227 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E8_RE8_01_8284.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380910-01_C15H17NO5_2,6-Piperidinedione, 4-[2-[2-hydroxy-3-(hydroxymethyl)-5-methylphenyl]-2-oxoethyl]- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1=CC(=C(O)C(=C1)CO)C(=O)CC2CC(=O)NC(=O)C2 INCHI=InChI=1S/C15H17NO5/c1-8-2-10(7-17)15(21)11(3-8)12(18)4-9-5-13(19)16-14(20)6-9/h2-3,9,17,21H,4-7H2,1H3,(H,16,19,20) INCHIAUX=LCUSCMFPERKRCU-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851112 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851112 SCANS=307 107.05179595947266 104.0 133.07029724121094 384.0 149.06201171875 999.0 175.0938262939453 102.0 177.0556182861328 1364.0 179.07066345214844 4995.0 179.12965393066406 25.0 181.44921875 39.0 205.09365844726562 185.0 290.1208801269531 315.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851115 PEPMASS=401.127594 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A6_RA6_01_8355.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380708-03_C20H20O6_Dimethyl 2,4-bis(4-hydroxyphenyl)-1,3-cyclobutanedicarboxylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C1C(C(C1C2=CC=C(O)C=C2)C(=O)OC)C3=CC=C(O)C=C3 INCHI=InChI=1S/C20H20O6/c1-25-19(23)17-15(11-3-7-13(21)8-4-11)18(20(24)26-2)16(17)12-5-9-14(22)10-6-12/h3-10,15-18,21-22H,1-2H3 INCHIAUX=OEWCQSJKSNWJTH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851115 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851115 SCANS=459 210.07171630859375 191.0 210.86410522460938 168.0 211.07644653320312 10348.0 211.14369201660156 93.0 211.22720336914062 240.0 211.5401153564453 108.0 212.08070373535156 138.0 401.0335998535156 253.0 593.4893188476562 124.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851118 PEPMASS=579.195801 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A6_RA6_01_8355.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385685-01_C23H34O14_(2E)-3-[4-(beta-D-Glucopyranosyloxy)-3,5-dimethoxyphenyl]-2-propen-1-yl beta-D-glucopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(=CC(=C1)\C=C\CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)OC INCHI=InChI=1S/C23H34O14/c1-32-11-6-10(4-3-5-34-22-19(30)17(28)15(26)13(8-24)35-22)7-12(33-2)21(11)37-23-20(31)18(29)16(27)14(9-25)36-23/h3-4,6-7,13-20,22-31H,5,8-9H2,1-2H3/b4-3+/t13-,14-,15-,16-,17+,18+,19-,20-,22-,23+/m1/s1 INCHIAUX=RYVGCUJETSKZDU-YQHZJLNZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851118 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851118 SCANS=263 119.03813934326172 215.0 131.03811645507812 472.0 149.03823852539062 277.0 161.04843139648438 748.0 178.07943725585938 128.0 178.6461944580078 193.0 179.056640625 10793.0 180.0530242919922 177.0 194.05636596679688 310.0 207.0471954345703 181.0 209.0840606689453 1113.0 221.06393432617188 313.0 371.134033203125 413.0 579.1688232421875 62.0 579.2259521484375 133.0 978.2764892578125 193.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851121 PEPMASS=865.463928 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A6_RA6_01_8355.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385692-01_C44H68O14_3-Hydroxyspirosta-5,25(27)-dien-1-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-4-O-(2-hydroxy-3-methylpentanoyl)-alpha-L-arabinopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(O)C(=O)O[C@H]1CO[C@@H](OC2CC(O)C\C3=C\CC4C(CCC5(C)C4CC6OC7(CCC(=C)CO7)C(C)C56)C23C)[C@H](O[C@@H]8O[C@@H](C)[C@H](O)[C@@H](O)[C@H]8O)[C@H]1O INCHI=InChI=1S/C44H68O14/c1-8-21(3)33(46)39(51)55-30-19-52-41(38(35(30)48)57-40-37(50)36(49)34(47)23(5)54-40)56-31-16-25(45)15-24-9-10-26-27(43(24,31)7)12-13-42(6)28(26)17-29-32(42)22(4)44(58-29)14-11-20(2)18-53-44/h9,21-23,25-38,40-41,45-50H,2,8,10-19H2,1,3-7H3/t21?,22?,23-,25?,26?,27?,28?,29?,30-,31?,32?,33?,34-,35-,36+,37+,38+,40-,41-,42?,43?,44?/m0/s1 INCHIAUX=QCKCJABEPSOSMR-KTBDZVLRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851121 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851121 SCANS=637 70.48064422607422 86.0 71.01587677001953 329.0 71.0447006225586 226.0 71.94373321533203 179.0 72.99674987792969 166.0 73.05559539794922 146.0 75.98188781738281 160.0 77.47749328613281 218.0 79.98777770996094 213.0 80.26790618896484 347.0 80.47246551513672 293.0 80.51583099365234 183.0 80.57322692871094 103.0 81.7695083618164 196.0 82.12539672851562 86.0 83.0135498046875 597.0 83.0541763305664 345.0 83.78529357910156 175.0 85.02973937988281 1548.0 85.06783294677734 4400.0 85.19564819335938 90.0 85.25910949707031 113.0 85.3064193725586 132.0 86.01375579833984 112.0 87.11711120605469 55.0 87.335693359375 118.0 89.02495574951172 965.0 92.24932861328125 83.0 92.26544952392578 133.0 92.39506530761719 229.0 92.9108657836914 172.0 96.47795867919922 155.0 98.695068359375 228.0 100.89671325683594 436.0 101.02486419677734 2647.0 101.32276916503906 83.0 101.78689575195312 119.0 102.00823974609375 163.0 102.02774047851562 158.0 103.07940673828125 143.0 105.56096649169922 185.0 107.01456451416016 155.0 109.02879333496094 403.0 112.67626190185547 88.0 113.02470397949219 400.0 113.05847930908203 494.0 113.69755554199219 161.0 114.47293853759766 118.0 115.04022979736328 254.0 119.03565979003906 696.0 122.65933227539062 307.0 123.0474624633789 236.0 124.8386459350586 159.0 126.11581420898438 193.0 127.04136657714844 942.0 129.01864624023438 147.0 129.05442810058594 616.0 129.2598876953125 258.0 129.726806640625 158.0 129.8668212890625 175.0 129.93295288085938 91.0 130.2422332763672 207.0 130.31105041503906 205.0 130.41537475585938 372.0 130.5137481689453 121.0 130.5901641845703 86.0 130.64952087402344 119.0 130.82945251464844 212.0 130.9349822998047 138.0 130.9728546142578 182.0 131.0354461669922 17578.0 131.07179260253906 348095.0 131.12466430664062 185.0 131.1522979736328 272.0 131.18150329589844 54.0 131.30029296875 193.0 131.3684844970703 94.0 131.4839630126953 172.0 131.50987243652344 76.0 131.62750244140625 175.0 131.6637420654297 318.0 132.03981018066406 176.0 132.07513427734375 5921.0 132.67442321777344 240.0 132.79942321777344 133.0 133.02955627441406 423.0 133.2843780517578 182.0 133.3551483154297 127.0 133.7100372314453 141.0 133.7719268798828 162.0 135.04238891601562 56.0 135.18011474609375 95.0 135.3263397216797 112.0 135.55235290527344 147.0 136.0148468017578 144.0 136.70367431640625 128.0 136.80899047851562 186.0 137.06185913085938 294.0 137.23965454101562 82.0 137.5235137939453 89.0 138.06777954101562 97.0 138.3350067138672 141.0 138.5597381591797 97.0 138.70346069335938 181.0 140.22479248046875 83.0 140.33509826660156 137.0 140.66326904296875 149.0 140.94253540039062 88.0 141.05792236328125 169.0 141.3236083984375 94.0 142.3279266357422 104.0 142.81338500976562 84.0 143.03732299804688 1069.0 144.4943084716797 62.0 145.2479705810547 59.0 146.78524780273438 121.0 148.30377197265625 76.0 149.04457092285156 614.0 151.04684448242188 132.0 153.02687072753906 316.0 156.501953125 94.0 156.5231475830078 77.0 157.0510711669922 271.0 157.08779907226562 123.0 163.06021118164062 1528.0 173.08311462402344 288.0 182.70101928710938 225.0 190.74496459960938 337.0 205.07386779785156 974.0 206.96792602539062 77.0 210.99822998046875 148.0 211.0541229248047 205.0 211.50228881835938 162.0 233.0980682373047 284.0 246.73251342773438 122.0 247.71243286132812 89.0 255.99832153320312 180.0 259.0849304199219 334.0 261.3884582519531 137.0 269.7911682128906 164.0 272.0494689941406 181.0 275.99658203125 186.0 277.09112548828125 241.0 292.9330139160156 227.0 302.31280517578125 71.0 304.9862060546875 185.0 309.00994873046875 343.0 324.2660827636719 165.0 327.3360290527344 189.0 327.5364685058594 97.0 327.77874755859375 112.0 331.1731262207031 99.0 331.5379333496094 57.0 334.4632263183594 92.0 335.6626892089844 92.0 337.1245422363281 115.0 337.2135925292969 60.0 337.6941223144531 190.0 339.6461486816406 137.0 339.7201843261719 71.0 340.4678955078125 168.0 340.9633483886719 187.0 347.1661071777344 84.0 354.8896484375 90.0 361.0616455078125 78.0 363.4019775390625 320.0 365.474853515625 197.0 370.8738708496094 129.0 373.5225524902344 120.0 381.62713623046875 196.0 383.25897216796875 1214.0 391.5767822265625 120.0 403.22735595703125 178.0 409.2716979980469 692.0 421.0345458984375 273.0 427.3030090332031 90.0 448.0058898925781 117.0 459.0229797363281 152.0 469.3042907714844 158.0 473.09124755859375 162.0 479.98651123046875 155.0 497.30133056640625 253.0 498.31683349609375 212.0 499.3059387207031 160.0 523.315673828125 180.0 524.3368530273438 220.0 534.9651489257812 271.0 536.07958984375 159.0 555.740234375 122.0 556.7322998046875 122.0 558.294677734375 178.0 558.578369140625 131.0 558.7410278320312 312.0 559.330810546875 27354.0 559.4762573242188 146.0 560.3294677734375 3280.0 561.0012817382812 202.0 561.314453125 93.0 563.944580078125 100.0 564.1193237304688 63.0 582.3430786132812 180.0 582.9717407226562 70.0 591.2926635742188 135.0 601.36474609375 272.0 603.3150634765625 853.0 604.3258056640625 329.0 639.0088500976562 138.0 647.00439453125 171.0 649.0631713867188 141.0 651.34326171875 100.0 660.9959106445312 112.0 669.364013671875 1579.0 670.3629760742188 367.0 674.3978881835938 151.0 681.0383911132812 161.0 687.3735961914062 902.0 702.470703125 54.0 703.4127197265625 266.0 703.9839477539062 67.0 704.102294921875 146.0 704.1575927734375 127.0 704.3399658203125 442.0 704.4813232421875 275.0 704.6263427734375 154.0 704.707763671875 68.0 705.0256958007812 188.0 705.1837158203125 258.0 705.3883056640625 81662.0 705.5457763671875 148.0 705.7550659179688 58.0 706.3915405273438 12228.0 707.0430908203125 58.0 707.4451293945312 137.0 709.5472412109375 153.0 731.3729858398438 72.0 775.6349487304688 89.0 805.9937744140625 225.0 818.3973999023438 110.0 819.3572387695312 132.0 819.4534912109375 13647.0 820.4645385742188 2709.0 826.592529296875 94.0 845.0899047851562 112.0 863.4982299804688 106.0 865.4717407226562 321.0 1080.1015625 140.0 1470.279541015625 309.0 1814.413818359375 244.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851123 PEPMASS=559.331604 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A6_RA6_01_8355.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385693-01_C32H48O8_Propanedioic acid, mono[12-(acetyloxy)-4,4,8,10,14-pentamethyl-17-(tetrahydro-2-methyl-5-oxo-2-furanyl)gonan-3-yl] ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)OC1CC2C3(C)CCC(OC(=O)CC(O)=O)C(C)(C)C3CCC2(C)C4(C)CCC(C14)C5(C)CCC(=O)O5 INCHI=InChI=1S/C32H48O8/c1-18(33)38-20-16-22-29(4)12-10-23(39-26(37)17-24(34)35)28(2,3)21(29)9-14-30(22,5)31(6)13-8-19(27(20)31)32(7)15-11-25(36)40-32/h19-23,27H,8-17H2,1-7H3,(H,34,35) INCHIAUX=COUZJTKJINDPEN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851123 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851123 SCANS=664 288.9938049316406 79.0 345.0101623535156 65.0 387.3330993652344 170.0 414.96685791015625 142.0 429.3443908691406 863.0 430.29620361328125 213.0 431.3179931640625 1365.0 432.98297119140625 165.0 472.56561279296875 162.0 473.32867431640625 2119.0 515.3435668945312 800.0 971.0677490234375 725.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851127 PEPMASS=605.336792 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A6_RA6_01_8355.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385693-01_C32H48O8_Propanedioic acid, mono[12-(acetyloxy)-4,4,8,10,14-pentamethyl-17-(tetrahydro-2-methyl-5-oxo-2-furanyl)gonan-3-yl] ester [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=O)OC1CC2C3(C)CCC(OC(=O)CC(O)=O)C(C)(C)C3CCC2(C)C4(C)CCC(C14)C5(C)CCC(=O)O5 INCHI=InChI=1S/C32H48O8/c1-18(33)38-20-16-22-29(4)12-10-23(39-26(37)17-24(34)35)28(2,3)21(29)9-14-30(22,5)31(6)13-8-19(27(20)31)32(7)15-11-25(36)40-32/h19-23,27H,8-17H2,1-7H3,(H,34,35) INCHIAUX=COUZJTKJINDPEN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851127 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851127 SCANS=665 90.75967407226562 139.0 201.0604705810547 188.0 207.74391174316406 267.0 236.38482666015625 129.0 246.04086303710938 144.0 309.19488525390625 192.0 385.0794982910156 77.0 387.3338928222656 318.0 399.01007080078125 197.0 403.3339538574219 209.0 405.34393310546875 405.0 418.2843322753906 147.0 429.339599609375 5059.0 430.621826171875 114.0 431.3158264160156 5830.0 465.0120849609375 181.0 472.35333251953125 115.0 473.32720947265625 14053.0 474.3245544433594 67.0 476.9863586425781 159.0 491.3514709472656 228.0 513.3534545898438 95.0 515.3402099609375 9276.0 516.3313598632812 134.0 517.3115234375 544.0 519.2645874023438 135.0 537.2903442382812 88.0 559.3438720703125 492.0 584.9727783203125 156.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851130 PEPMASS=487.14917 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A6_RA6_01_8355.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385695-01_C21H28O13_alpha-D-Glucopyranoside, beta-L-fructofuranosyl 6-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@@H]1O[C@](CO)(O[C@H]2O[C@H](COC(=O)\C=C\C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O INCHI=InChI=1S/C21H28O13/c22-7-12-16(27)19(30)21(9-23,33-12)34-20-18(29)17(28)15(26)13(32-20)8-31-14(25)6-3-10-1-4-11(24)5-2-10/h1-6,12-13,15-20,22-24,26-30H,7-9H2/b6-3+/t12-,13+,15+,16-,17-,18+,19+,20+,21+/m0/s1 INCHIAUX=PQYVXRPPFDHTSV-DUXRPXEISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851130 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851130 SCANS=292 117.03544616699219 174.0 119.0492172241211 130.0 133.06671142578125 175.0 145.029296875 9666.0 161.0228729248047 150.0 163.0394287109375 2676.0 179.06265258789062 180.0 193.00477600097656 123.0 205.05361938476562 548.0 217.051025390625 206.0 233.0840301513672 275.0 235.06640625 920.0 265.0741271972656 1158.0 289.0644836425781 348.0 307.0814514160156 2308.0 307.60089111328125 55.0 323.1065368652344 254.0 325.0854187011719 308.0 341.0992431640625 532.0 367.10662841796875 241.0 487.1495666503906 5604.0 1777.9775390625 84.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851133 PEPMASS=533.154846 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A6_RA6_01_8355.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00385695-01_C21H28O13_alpha-D-Glucopyranoside, beta-L-fructofuranosyl 6-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@@H]1O[C@](CO)(O[C@H]2O[C@H](COC(=O)\C=C\C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O INCHI=InChI=1S/C21H28O13/c22-7-12-16(27)19(30)21(9-23,33-12)34-20-18(29)17(28)15(26)13(32-20)8-31-14(25)6-3-10-1-4-11(24)5-2-10/h1-6,12-13,15-20,22-24,26-30H,7-9H2/b6-3+/t12-,13+,15+,16-,17-,18+,19+,20+,21+/m0/s1 INCHIAUX=PQYVXRPPFDHTSV-DUXRPXEISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851133 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851133 SCANS=293 78.29415130615234 222.0 87.5225830078125 79.0 101.89604949951172 73.0 113.02276611328125 146.0 117.03753662109375 621.0 119.04972839355469 1612.0 121.02914428710938 249.0 129.27850341796875 213.0 143.9324951171875 72.0 144.8083038330078 174.0 145.02960205078125 20417.0 145.29006958007812 168.0 147.18507385253906 55.0 149.04196166992188 278.0 151.47923278808594 253.0 153.01705932617188 158.0 159.51226806640625 57.0 159.95977783203125 120.0 161.05711364746094 793.0 161.38272094726562 124.0 162.0333709716797 183.0 162.42352294921875 181.0 162.61196899414062 216.0 162.99053955078125 111.0 163.0396270751953 13252.0 163.49107360839844 183.0 165.05203247070312 158.0 170.9464111328125 83.0 171.0408935546875 187.0 173.05838012695312 456.0 177.0601043701172 768.0 179.0506591796875 628.0 187.0547637939453 576.0 205.05104064941406 2365.0 217.05859375 395.0 219.06771850585938 121.0 229.551513671875 182.0 235.0611572265625 1774.0 247.06289672851562 140.0 255.4102325439453 109.0 261.1702880859375 183.0 265.0735168457031 3614.0 277.074951171875 130.0 307.084228515625 4692.0 308.0799865722656 182.0 323.0921325683594 386.0 325.0932312011719 1492.0 340.08575439453125 90.0 341.1120300292969 783.0 367.1018981933594 118.0 370.13629150390625 74.0 482.50360107421875 122.0 484.5879821777344 96.0 486.08099365234375 116.0 486.52545166015625 196.0 486.6293029785156 73.0 486.9129638671875 335.0 487.08978271484375 636.0 487.14886474609375 47846.0 487.2472229003906 359.0 487.3166809082031 217.0 487.5342712402344 73.0 488.15533447265625 171.0 490.39263916015625 127.0 491.0472106933594 116.0 500.9767761230469 102.0 508.6375732421875 186.0 560.7672729492188 99.0 864.9939575195312 86.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851135 PEPMASS=416.138855 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G10_GG10_01_8246.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380250-01_C21H23NO8_(2E)-4-({(3S,3aR,4E,7aS)-7-Hydroxy-4-[(2E,4E)-1-hydroxy-2,4-hexadien-1-ylidene]-3,6,7a-trimethyl-2,5-dioxo-2,3,3a,4,5,7a-hexahydro-1-benzofuran-3-yl}amino)-4-oxo-2-butenoic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C\C=C\C(O)=C/1[C@@H]2[C@](C)(NC(=O)\C=C\C(O)=O)C(=O)O[C@]2(C)C(=C(C)\C1=O)/O INCHI=InChI=1S/C21H23NO8/c1-5-6-7-8-12(23)15-16(27)11(2)18(28)21(4)17(15)20(3,19(29)30-21)22-13(24)9-10-14(25)26/h5-10,17,23,28H,1-4H3,(H,22,24)(H,25,26)/b6-5+,8-7+,10-9+,15-12-/t17-,20+,21+/m1/s1 INCHIAUX=WVVJWXDENDJFEC-YXFPCCPDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851135 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851135 SCANS=422 82.02396392822266 260.0 96.04313659667969 280.0 98.46207427978516 80.0 110.0608901977539 428.0 132.989990234375 173.0 150.05197143554688 173.0 154.048095703125 519.0 166.64491271972656 55.0 166.9512176513672 193.0 168.02874755859375 7303.0 173.092529296875 40.0 176.03965759277344 239.0 189.08302307128906 92.0 190.0843963623047 144.0 202.0571746826172 142.0 203.05210876464844 167.0 203.10765075683594 129.0 216.10475158691406 389.0 217.08517456054688 273.0 218.07827758789062 860.0 227.05752563476562 139.0 229.11961364746094 145.0 230.38803100585938 76.0 230.73268127441406 72.0 230.81243896484375 99.0 231.06626892089844 161.0 231.10745239257812 190.0 247.11282348632812 192.0 256.1035461425781 172.0 257.1233215332031 88.0 260.0899658203125 70.0 262.0693359375 551.0 275.1241760253906 134.0 276.0927734375 91.0 304.0821838378906 543.0 310.1405944824219 82.0 316.1219177246094 112.0 318.13861083984375 75.0 344.1416320800781 74.0 372.1402587890625 537.0 372.17498779296875 230.0 410.39715576171875 135.0 415.7325744628906 77.0 416.1357421875 1093.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851139 PEPMASS=549.260437 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G10_GG10_01_8246.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380271-01_C24H40O11_2-Cyclohexen-1-one, 3,5,5-trimethyl-4-[3-[(6-O-beta-D-xylopyranosyl-beta-D-glucopyranosyl)oxy]butyl]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(CCC1\C(=C/C(=O)CC1(C)C)C)O[C@@H]2O[C@H](CO[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O INCHI=InChI=1S/C24H40O11/c1-11-7-13(25)8-24(3,4)14(11)6-5-12(2)34-23-21(31)19(29)18(28)16(35-23)10-33-22-20(30)17(27)15(26)9-32-22/h7,12,14-23,26-31H,5-6,8-10H2,1-4H3/t12?,14?,15-,16-,17+,18-,19+,20-,21-,22+,23-/m1/s1 INCHIAUX=LYJZPTUVRHPVNB-WRZQMYAXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851139 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851139 SCANS=302 83.01068878173828 288.0 85.02971649169922 231.0 86.80140686035156 147.0 89.02324676513672 563.0 99.0164566040039 254.0 101.02256774902344 1685.0 113.02218627929688 830.0 113.8923568725586 122.0 114.73755645751953 81.0 117.01856994628906 148.0 119.03339385986328 345.0 125.0224380493164 575.0 127.03154754638672 120.0 129.01333618164062 393.0 131.03457641601562 1334.0 138.94883728027344 103.0 143.03457641601562 182.0 149.0436248779297 3653.0 149.08717346191406 183.0 151.1286163330078 158.0 158.44622802734375 162.0 158.7357940673828 207.0 159.0263214111328 1703.0 161.0447998046875 9973.0 161.0961151123047 108.0 161.28366088867188 55.0 161.5240478515625 112.0 161.69442749023438 80.0 171.9789276123047 154.0 175.0559539794922 152.0 176.09718322753906 84.0 179.05284118652344 333.0 184.7718505859375 183.0 188.1095428466797 232.0 191.0543212890625 829.0 203.05030822753906 69.0 205.0306396484375 275.0 209.0789794921875 141.0 209.15333557128906 1237.0 215.05361938476562 609.0 221.06484985351562 463.0 224.7960205078125 151.0 233.06251525878906 168.0 233.0812530517578 185.0 239.08262634277344 54.0 254.3466339111328 76.0 254.82028198242188 83.0 256.51300048828125 137.0 266.1575927734375 182.0 273.3832702636719 92.0 275.08001708984375 187.0 275.8111267089844 43.0 279.15423583984375 274.0 282.5404052734375 74.0 293.087158203125 619.0 311.0944519042969 608.0 352.28790283203125 64.0 353.2102355957031 148.0 368.6592712402344 209.0 371.00994873046875 103.0 371.0467529296875 107.0 371.2079162597656 35832.0 372.21624755859375 172.0 374.673583984375 120.0 382.031982421875 157.0 389.4628601074219 60.0 391.8121032714844 68.0 499.9053039550781 72.0 501.3380432128906 121.0 501.7568054199219 120.0 503.2497253417969 54844.0 503.6761779785156 127.0 504.26202392578125 70.0 509.21612548828125 69.0 511.54534912109375 88.0 549.246337890625 631.0 612.0609130859375 205.0 775.4830932617188 152.0 976.4949951171875 272.0 1499.3662109375 418.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851142 PEPMASS=631.390259 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A11_GA11_01_8459.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169815-02_C36H56O9_Urs-12-ene-27,28-dioic acid, 3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-, (3beta,5xi,9xi)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CC[C@@]2(CC[C@]3(C(O)=O)\C(=C/CC4[C@@]5(C)CC[C@H](O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)C(C)(C)C5CC[C@@]34C)[C@@H]2[C@H]1C)C(O)=O INCHI=InChI=1S/C36H56O9/c1-18-10-15-35(30(40)41)16-17-36(31(42)43)21(25(35)19(18)2)8-9-23-33(6)13-12-24(32(4,5)22(33)11-14-34(23,36)7)45-29-28(39)27(38)26(37)20(3)44-29/h8,18-20,22-29,37-39H,9-17H2,1-7H3,(H,40,41)(H,42,43)/t18-,19+,20+,22?,23?,24+,25+,26+,27-,28-,29+,33+,34-,35+,36-/m1/s1 INCHIAUX=PUOQHFWXBKTHST-ZQQVZHLFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851142 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851142 SCANS=488 239.926025390625 60.0 242.93814086914062 61.0 281.4754333496094 174.0 283.0998840332031 81.0 285.6579895019531 173.0 287.9844665527344 107.0 294.0211486816406 133.0 295.23785400390625 196.0 297.1116638183594 88.0 299.43963623046875 169.0 309.84906005859375 222.0 319.3049011230469 295.0 327.11669921875 398.0 344.601806640625 199.0 384.0755310058594 110.0 485.1048278808594 111.0 586.2254028320312 125.0 586.3062133789062 67.0 586.4712524414062 175.0 586.53076171875 135.0 586.7943115234375 102.0 586.9328002929688 150.0 587.0640258789062 216.0 587.1412963867188 155.0 587.2799682617188 141.0 587.396484375 78644.0 587.50439453125 481.0 588.1553344726562 129.0 588.2081298828125 130.0 588.4006958007812 1314.0 591.2736206054688 128.0 591.4994506835938 91.0 603.0299072265625 55.0 605.4049682617188 287.0 631.4470825195312 157.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851145 PEPMASS=677.394959 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A11_GA11_01_8459.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169815-02_C36H56O9_Urs-12-ene-27,28-dioic acid, 3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-, (3beta,5xi,9xi)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CC[C@@]2(CC[C@]3(C(O)=O)\C(=C/CC4[C@@]5(C)CC[C@H](O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)C(C)(C)C5CC[C@@]34C)[C@@H]2[C@H]1C)C(O)=O INCHI=InChI=1S/C36H56O9/c1-18-10-15-35(30(40)41)16-17-36(31(42)43)21(25(35)19(18)2)8-9-23-33(6)13-12-24(32(4,5)22(33)11-14-34(23,36)7)45-29-28(39)27(38)26(37)20(3)44-29/h8,18-20,22-29,37-39H,9-17H2,1-7H3,(H,40,41)(H,42,43)/t18-,19+,20+,22?,23?,24+,25+,26+,27-,28-,29+,33+,34-,35+,36-/m1/s1 INCHIAUX=PUOQHFWXBKTHST-ZQQVZHLFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851145 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363.9692077636719 43.0 373.08380126953125 82.0 374.4839172363281 198.0 378.7984313964844 107.0 382.15966796875 174.0 401.12451171875 124.0 432.1484375 82.0 445.1408386230469 142.0 453.1150207519531 198.0 503.1567077636719 207.0 505.1831359863281 192.0 523.1871337890625 591.0 533.1453247070312 190.0 547.162353515625 445.0 551.2888793945312 107.0 554.33935546875 227.0 565.1790161132812 2848.0 615.2122802734375 220.0 654.2176513671875 211.0 684.5123901367188 62.0 684.6168212890625 69.0 685.2349853515625 20591.0 685.4342651367188 59.0 686.0833129882812 45.0 686.249267578125 2308.0 688.363525390625 93.0 731.2656860351562 132.0 766.1060791015625 194.0 785.1190185546875 96.0 826.228515625 52.0 922.4263916015625 99.0 970.3983154296875 90.0 1017.5765991210938 213.0 1723.2772216796875 102.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851157 PEPMASS=385.132141 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A11_GA11_01_8459.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381326-01_C21H22O7_Benzoic acid, 2,4-dihydroxy-6-methyl-, 6,7,8,8a-tetrahydro-7-hydroxy-7-methyl-6-oxo-3-[(1E)-1-propen-1-yl]-1H-2-benzopyran-8-yl ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C\C1=C\C2=C\C(=O)C(C)(O)C(OC(=O)C3=C(C)C=C(O)C=C3O)C2CO1 INCHI=InChI=1S/C21H22O7/c1-4-5-14-7-12-8-17(24)21(3,26)19(15(12)10-27-14)28-20(25)18-11(2)6-13(22)9-16(18)23/h4-9,15,19,22-23,26H,10H2,1-3H3/b5-4+ INCHIAUX=HNVJWWBKFFDQAA-SNAWJCMRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851157 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851157 SCANS=504 105.03422546386719 943.0 149.02464294433594 7732.0 167.03457641601562 607.0 330.529541015625 242.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851160 PEPMASS=341.126617 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A11_GA11_01_8459.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381328-01_C15H20O6_4-Hydroxy-4-(hydroxymethyl)-6,6-dimethyl-3-oxo-1,3,4,5,6,7,7a,9a-octahydropentaleno[1,6a-c]pyran-9-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(C)CC2\C=C(/C3COC(=O)C(O)(CO)C23C1)C(O)=O INCHI=InChI=1S/C15H20O6/c1-13(2)4-8-3-9(11(17)18)10-5-21-12(19)15(20,7-16)14(8,10)6-13/h3,8,10,16,20H,4-7H2,1-2H3,(H,17,18) INCHIAUX=JKCIUIFXYRQALX-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851160 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851160 SCANS=340 98.19434356689453 95.0 137.09869384765625 297.0 143.4271240234375 121.0 144.68511962890625 151.0 144.74404907226562 76.0 176.11160278320312 178.0 177.1221160888672 180.0 187.11251831054688 73.0 189.12852478027344 222.0 203.1143035888672 398.0 221.11415100097656 192.0 233.11758422851562 244.0 251.12928771972656 521.0 277.10003662109375 100.0 294.2437438964844 88.0 295.11871337890625 6554.0 296.1180114746094 296.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851162 PEPMASS=407.113037 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A11_GA11_01_8459.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381330-01_C18H20N2O9_2,4(1H,3H)-Pyrimidinedione, 1-[3-O-(4-hydroxy-2-methoxy-6-methylbenzoyl)-alpha-D-ribofuranosyl]- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C(=CC(=C1)O)C)C(=O)O[C@H]2[C@@H](O)[C@H](O[C@@H]2CO)N3\C=C/C(=O)NC3=O INCHI=InChI=1S/C18H20N2O9/c1-8-5-9(22)6-10(27-2)13(8)17(25)29-15-11(7-21)28-16(14(15)24)20-4-3-12(23)19-18(20)26/h3-6,11,14-16,21-22,24H,7H2,1-2H3,(H,19,23,26)/t11-,14-,15-,16+/m1/s1 INCHIAUX=LOUBNBRAJPSMEC-MPESAESLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851162 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851162 SCANS=276 111.02033233642578 2627.0 122.03766632080078 149.0 137.05906677246094 1385.0 152.035400390625 268.0 163.03773498535156 132.0 172.05722045898438 128.0 180.1931610107422 54.0 181.0492706298828 2664.0 181.44464111328125 142.0 182.04519653320312 163.0 218.0916748046875 242.0 225.0520782470703 769.0 232.9830780029297 210.0 233.08477783203125 100.0 243.06472778320312 193.0 269.0247802734375 210.0 295.06561279296875 98.0 364.0997009277344 177.0 407.0773620605469 176.0 407.1121826171875 750.0 443.8166198730469 69.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851166 PEPMASS=1339.61438 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C9_RC9_01_8272.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381020-01_C62H100O31_Hexopyranose, O-pentopyranosyl-(1->4)-O-pentopyranosyl-(1->4)-O--3-O-[tetrahydro-3,4-dihydroxy-4-(hydroxymethyl)-2-furanyl]pentopyranosyl-(1->2)-1-O-[(2beta,3beta,5xi,6beta,9xi,18xi)-3-[(6-deoxyhexopyranosyl)oxy]-2,6,23-trihydroxy-28-oxoolean-12-en-28-yl]- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(O[C@H]2[C@@H](O)C[C@]3(C)C4C\C=C/5C6CC(C)(C)CC[C@@]6(CC[C@@]5(C)[C@]4(C)C[C@@H](O)C3[C@]2(C)CO)C(=O)OC7OC(CO)C(O)C(O)C7OC8OCC(OC9OCC(OC%10OCC(O)C(O)C%10O)C(O)C9O)C(OC%11OCC(O)(CO)C%11O)C8O)C(O)C(O)C1O 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1364.5106201171875 59.0 1404.115966796875 208.0 1549.714111328125 319.0 1731.40673828125 241.0 1795.1033935546875 149.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851223 PEPMASS=347.183228 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G11_RG11_01_8299.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380833-01_C20H28O5_Gibbane-1,10-dicarboxylic acid, 2-hydroxy-1,4a-dimethyl-8-methylene-, (1alpha,2beta,4aalpha,4bbeta,10beta)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@]12CC[C@H](O)[C@](C)([C@H]1[C@H](C(O)=O)[C@@]34C[C@@H](CC[C@@H]23)C(=C)C4)C(O)=O INCHI=InChI=1S/C20H28O5/c1-10-8-20-9-11(10)4-5-12(20)18(2)7-6-13(21)19(3,17(24)25)15(18)14(20)16(22)23/h11-15,21H,1,4-9H2,2-3H3,(H,22,23)(H,24,25)/t11-,12+,13+,14-,15+,18+,19-,20+/m1/s1 INCHIAUX=NJEWNTGSXKRWKA-MJPABCAUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851223 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851223 SCANS=421 129.6807098388672 77.0 150.7756805419922 62.0 165.0247344970703 327.0 187.1094512939453 176.0 259.2098388671875 81.0 267.177734375 161.0 273.15325927734375 316.0 303.1956787109375 1046.0 329.1773986816406 582.0 347.1837463378906 12730.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851226 PEPMASS=345.1315 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G11_RG11_01_8299.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380836-01_C19H22O6_(1R,2R,4S,5R,8R,9S,10R,11S,12S)-4,12-Dihydroxy-11-methyl-6-methylene-16-oxo-15-oxapentacyclo[9.3.2.1~5,8~.0~1,10~.0~2,8~]heptadec-13-ene-9-carboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@]12[C@@H](O)\C=C/[C@@]3(OC1=O)[C@@H]4C[C@H](O)[C@@H]5C[C@]4(CC5=C)[C@H]([C@H]23)C(O)=O INCHI=InChI=1S/C19H22O6/c1-8-6-18-7-9(8)10(20)5-11(18)19-4-3-12(21)17(2,16(24)25-19)14(19)13(18)15(22)23/h3-4,9-14,20-21H,1,5-7H2,2H3,(H,22,23)/t9-,10+,11-,12+,13-,14-,17-,18+,19-/m1/s1 INCHIAUX=XRIRDTGIFOWQDB-CCGADRJDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851226 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851226 SCANS=273 121.15853118896484 112.0 133.06227111816406 242.0 142.08999633789062 183.0 171.07855224609375 328.0 173.09877014160156 249.0 184.09231567382812 113.0 185.09413146972656 228.0 187.0750732421875 118.0 193.10601806640625 121.0 195.11749267578125 485.0 198.0718994140625 394.0 224.12100219726562 145.0 227.1119384765625 133.0 235.1097412109375 275.0 239.14561462402344 2961.0 257.15228271484375 162.0 271.0944519042969 172.0 273.1229248046875 52.0 283.1290588378906 152.0 301.1393737792969 241.0 344.41082763671875 74.0 345.13665771484375 1906.0 345.5123291015625 56.0 348.788818359375 120.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851228 PEPMASS=391.136932 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G11_RG11_01_8299.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380836-01_C19H22O6_(1R,2R,4S,5R,8R,9S,10R,11S,12S)-4,12-Dihydroxy-11-methyl-6-methylene-16-oxo-15-oxapentacyclo[9.3.2.1~5,8~.0~1,10~.0~2,8~]heptadec-13-ene-9-carboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@]12[C@@H](O)\C=C/[C@@]3(OC1=O)[C@@H]4C[C@H](O)[C@@H]5C[C@]4(CC5=C)[C@H]([C@H]23)C(O)=O INCHI=InChI=1S/C19H22O6/c1-8-6-18-7-9(8)10(20)5-11(18)19-4-3-12(21)17(2,16(24)25-19)14(19)13(18)15(22)23/h3-4,9-14,20-21H,1,5-7H2,2H3,(H,22,23)/t9-,10+,11-,12+,13-,14-,17-,18+,19-/m1/s1 INCHIAUX=XRIRDTGIFOWQDB-CCGADRJDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851228 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851228 SCANS=274 74.10210418701172 63.0 87.84176635742188 65.0 118.3277816772461 279.0 134.4020538330078 330.0 140.39968872070312 135.0 145.0569610595703 66.0 170.0757293701172 601.0 171.0787353515625 211.0 174.1045684814453 83.0 184.08657836914062 156.0 193.0978546142578 148.0 198.0648193359375 97.0 209.0959930419922 135.0 211.15115356445312 155.0 213.12814331054688 118.0 227.1078643798828 957.0 238.80447387695312 103.0 239.14364624023438 10639.0 241.12106323242188 150.0 251.10739135742188 216.0 253.1228790283203 573.0 257.1544189453125 1009.0 273.1511535644531 292.0 275.1668395996094 95.0 283.1371154785156 842.0 301.1440124511719 461.0 327.12127685546875 217.0 345.1346130371094 9620.0 349.5157470703125 154.0 1656.450927734375 105.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851232 PEPMASS=382.183594 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G11_RG11_01_8299.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380837-01_C18H27NO5_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O)CC(CO)NC(=O)CC(O)CC(=O)CC1=CC=CC=C1 INCHI=InChI=1S/C18H27NO5/c1-18(2,24)11-14(12-20)19-17(23)10-16(22)9-15(21)8-13-6-4-3-5-7-13/h3-7,14,16,20,22,24H,8-12H2,1-2H3,(H,19,23) INCHIAUX=ZCEYUYRVYFKPRM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851232 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851232 SCANS=311 107.88798522949219 104.0 158.07931518554688 1650.0 159.08233642578125 1111.0 202.10861206054688 1957.0 318.1604919433594 285.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851234 PEPMASS=939.270386 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G11_RG11_01_8299.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380842-01_C42H54O25_3-{5-(3,4-Dihydroxy-4-methyl-5-oxotetrahydro-2-furanyl)-2-[(6-O-{3-[5-(3,4-dihydroxy-4-methyl-5-oxotetrahydro-2-furanyl)-2-(beta-D-glucopyranosyloxy)-4-methoxyphenyl]propanoyl}-beta-D-glucopyranosyl)oxy]-4-methoxyphenyl}propanoic acid [M-H2O-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=C(CCC(O)=O)C=C1C2OC(=O)C(C)(O)C2O)O[C@@H]3O[C@H](COC(=O)CCC4=C(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C=C(OC)C(=C4)C6OC(=O)C(C)(O)C6O)[C@@H](O)[C@H](O)[C@H]3O 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188.0 689.1885986328125 208.0 777.2124633789062 934.0 777.30810546875 127.0 778.2158203125 312.0 852.2821655273438 71.0 939.2747192382812 3062.0 940.0709228515625 258.0 940.296142578125 1046.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851238 PEPMASS=448.213531 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A9_RA9_01_8259.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169307-02_C27H31NO5_8H-Pyrano[2,3-f]quinolin-8-one, 2,7,9,10-tetrahydro-10-hydroxy-9-methoxy-10-(4-methoxyphenyl)-2-methyl-2-(4-methyl-3-penten-1-yl)-, (2S,9R,10R)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1C(=O)NC2=C(C3=C(C=C2)\C=C/C(C)(CCC=C(C)C)O3)C1(O)C4=CC=C(OC)C=C4 INCHI=InChI=1S/C27H31NO5/c1-17(2)7-6-15-26(3)16-14-18-8-13-21-22(23(18)33-26)27(30,24(32-5)25(29)28-21)19-9-11-20(31-4)12-10-19/h7-14,16,24,30H,6,15H2,1-5H3,(H,28,29) INCHIAUX=CPWPNTRWIIAFEG-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851238 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851238 SCANS=580 112.98577880859375 119.0 187.03257751464844 215.0 188.92974853515625 85.0 238.08657836914062 239.0 240.06654357910156 91.0 274.04498291015625 235.0 278.086181640625 368.0 278.11932373046875 121.0 285.1606140136719 139.0 286.0227966308594 132.0 286.087646484375 205.0 300.0184326171875 121.0 300.0653076171875 178.0 312.0651550292969 113.0 313.0849304199219 193.0 315.1273498535156 232.0 327.99822998046875 162.0 328.1447448730469 160.0 329.1033935546875 131.0 336.1136474609375 176.0 344.1283264160156 116.0 353.2148742675781 168.0 355.1581726074219 82.0 355.8642578125 72.0 370.1798095703125 196.0 376.19287109375 560.0 382.142578125 488.0 383.1615295410156 708.0 398.1780090332031 3728.0 430.20904541015625 346.0 448.2102966308594 1886.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851241 PEPMASS=281.08197 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A9_RA9_01_8259.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381179-01_C17H14O4_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1=CC=C(C=C1)C/2OC(=O)C(=C2O)/CC3=CC=CC=C3 INCHI=InChI=1S/C17H14O4/c18-13-8-6-12(7-9-13)16-15(19)14(17(20)21-16)10-11-4-2-1-3-5-11/h1-9,16,18-19H,10H2 INCHIAUX=AHKPCKHDSIQVNI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851241 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851241 SCANS=403 115.05574798583984 209.0 131.04832458496094 150.0 143.04953002929688 3058.0 143.10269165039062 50.0 207.08023071289062 259.0 209.11300659179688 152.0 211.2831268310547 179.0 218.07826232910156 198.0 219.0846405029297 683.0 235.07713317871094 142.0 237.0920867919922 2493.0 255.12551879882812 120.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851244 PEPMASS=448.224884 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A9_RA9_01_8259.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381183-01_C26H31N3O4_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC\1(C)OC2=C(\C=C1)C=C3C(=C2)NC(=O)C3(CC4NC(=O)C5CCCN5C4=O)C(C)(C)C=C INCHI=InChI=1S/C26H31N3O4/c1-6-24(2,3)26(14-18-22(31)29-11-7-8-19(29)21(30)27-18)16-12-15-9-10-25(4,5)33-20(15)13-17(16)28-23(26)32/h6,9-10,12-13,18-19H,1,7-8,11,14H2,2-5H3,(H,27,30)(H,28,32) INCHIAUX=MTVNXTIKSNTFEN-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851244 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851244 SCANS=496 85.18282318115234 76.0 138.04452514648438 227.0 150.0494384765625 277.0 151.0478973388672 265.0 152.05958557128906 2298.0 153.0662384033203 159.0 165.06744384765625 1485.0 167.04685974121094 2249.0 171.09820556640625 101.0 192.1060333251953 81.0 210.05393981933594 94.0 211.0595703125 104.0 213.0801239013672 1451.0 215.3861083984375 165.0 215.981201171875 122.0 226.08682250976562 4577.0 227.1055908203125 677.0 282.1551208496094 1110.0 294.14764404296875 195.0 333.1454162597656 165.0 379.1518249511719 2466.0 448.2265319824219 3115.0 448.2824401855469 116.0 1814.60009765625 72.0 1953.38818359375 34.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851246 PEPMASS=343.103363 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A9_RA9_01_8259.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381184-01_C15H20O9_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(CCC(O)=O)C=CC=C2O)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C15H20O9/c16-6-9-11(20)12(21)13(22)15(23-9)24-14-7(4-5-10(18)19)2-1-3-8(14)17/h1-3,9,11-13,15-17,20-22H,4-6H2,(H,18,19)/t9-,11-,12+,13-,15+/m1/s1 INCHIAUX=APQFDHZCDLNMLA-APACUCGBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851246 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851246 SCANS=254 135.0508575439453 407.0 136.01806640625 212.0 137.05807495117188 2196.0 163.04962158203125 224.0 181.0489959716797 2304.0 182.053955078125 128.0 205.05038452148438 186.0 343.0966491699219 603.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851250 PEPMASS=389.108978 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A9_RA9_01_8259.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381184-01_C15H20O9_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=C(CCC(O)=O)C=CC=C2O)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C15H20O9/c16-6-9-11(20)12(21)13(22)15(23-9)24-14-7(4-5-10(18)19)2-1-3-8(14)17/h1-3,9,11-13,15-17,20-22H,4-6H2,(H,18,19)/t9-,11-,12+,13-,15+/m1/s1 INCHIAUX=APQFDHZCDLNMLA-APACUCGBSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851250 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851250 SCANS=258 95.46395874023438 169.0 104.35161590576172 188.0 137.06051635742188 1367.0 163.0375213623047 351.0 180.06141662597656 116.0 180.32095336914062 143.0 180.74964904785156 84.0 180.9547882080078 198.0 181.05117797851562 6390.0 343.103515625 5021.0 346.43414306640625 82.0 353.75341796875 105.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851253 PEPMASS=614.257874 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C7_RC7_01_8270.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381001-01_C32H41NO11_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1CCC2C(C)(C)[C@H](OC(C)=O)[C@@H](C[C@]2(C)[C@@]13CC4=C(O3)C5=C(C=C4O)C(=O)N(C5)[C@@H](CCC(O)=O)C(O)=O)OC(C)=O INCHI=InChI=1S/C32H41NO11/c1-15-7-9-24-30(4,5)27(43-17(3)35)23(42-16(2)34)13-31(24,6)32(15)12-19-22(36)11-18-20(26(19)44-32)14-33(28(18)39)21(29(40)41)8-10-25(37)38/h11,15,21,23-24,27,36H,7-10,12-14H2,1-6H3,(H,37,38)(H,40,41)/t15-,21+,23-,24?,27-,31+,32-/m1/s1 INCHIAUX=AAIIJIOWYALNCC-PPNZYPONSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851253 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851253 SCANS=491 80.83030700683594 26.0 80.87496185302734 83.0 99.58356475830078 381.0 99.7258071899414 33.0 121.02481842041016 233.0 124.04334259033203 350.0 134.02171325683594 271.0 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408.540283203125 129.0 414.2114562988281 347.0 416.18951416015625 98.0 417.1926574707031 270.0 424.2494201660156 538.0 440.24969482421875 195.0 442.2275085449219 513.0 442.2642517089844 1345.0 450.2296447753906 3888.0 451.226806640625 306.0 456.2361755371094 332.0 468.23956298828125 7695.0 468.8614196777344 96.0 483.4012145996094 122.0 484.23870849609375 878.0 484.2752380371094 1210.0 484.96441650390625 172.0 485.6185607910156 111.0 486.24920654296875 9133.0 486.81500244140625 69.0 487.25860595703125 248.0 488.0270080566406 103.0 490.605224609375 28.0 510.24969482421875 4157.0 511.2498474121094 251.0 526.2935791015625 236.0 528.2601318359375 9328.0 528.4057006835938 112.0 529.2702026367188 142.0 530.6968383789062 59.0 534.8582153320312 34.0 552.259521484375 1797.0 569.5269775390625 187.0 570.1475219726562 151.0 570.2715454101562 21939.0 571.2601318359375 180.0 574.2625732421875 96.0 574.6290893554688 92.0 581.4947509765625 153.0 596.2504272460938 469.0 597.2220458984375 86.0 607.52099609375 134.0 611.8257446289062 136.0 613.1531982421875 74.0 613.20068359375 210.0 613.2718505859375 46.0 613.664306640625 30.0 613.7772827148438 38.0 613.8978881835938 79.0 614.2615966796875 39037.0 614.3751220703125 79.0 614.58154296875 235.0 614.9307861328125 89.0 615.2593383789062 519.0 615.5740966796875 117.0 618.3679809570312 98.0 622.8053588867188 93.0 839.7525634765625 136.0 938.8575439453125 22.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851256 PEPMASS=442.221863 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C7_RC7_01_8270.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381002-01_C25H33NO6_Spiro[2H-furo[2,3-e]isoindole-2,1'(2'H)-naphthalen]-6(3H)-one, 7'-(acetyloxy)-3',4',4'a,5',6',7,7',8,8',8'a-decahydro-4,6'-dihydroxy-2',5',5',8'a-tetramethyl-, (2R,2'R,4a'S,6'S,8a'S)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC2C(C)(C)C(O)C(CC2(C)C13CC4=C(O3)C5=C(C=C4O)C(=O)NC5)OC(C)=O INCHI=InChI=1S/C25H33NO6/c1-12-6-7-19-23(3,4)21(29)18(31-13(2)27)10-24(19,5)25(12)9-15-17(28)8-14-16(20(15)32-25)11-26-22(14)30/h8,12,18-19,21,28-29H,6-7,9-11H2,1-5H3,(H,26,30) INCHIAUX=MLWSQMMSROWDTI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851256 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851256 SCANS=474 164.03565979003906 124.0 174.46177673339844 182.0 174.73973083496094 130.0 176.03948974609375 219.0 177.0422821044922 109.0 211.03208923339844 216.0 247.7200164794922 87.0 316.9967346191406 415.0 382.20196533203125 1371.0 400.2088623046875 1705.0 441.1958923339844 149.0 442.223388671875 7396.0 442.3533020019531 77.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851259 PEPMASS=488.227142 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C7_RC7_01_8270.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381002-01_C25H33NO6_Spiro[2H-furo[2,3-e]isoindole-2,1'(2'H)-naphthalen]-6(3H)-one, 7'-(acetyloxy)-3',4',4'a,5',6',7,7',8,8',8'a-decahydro-4,6'-dihydroxy-2',5',5',8'a-tetramethyl-, (2R,2'R,4a'S,6'S,8a'S)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC2C(C)(C)C(O)C(CC2(C)C13CC4=C(O3)C5=C(C=C4O)C(=O)NC5)OC(C)=O INCHI=InChI=1S/C25H33NO6/c1-12-6-7-19-23(3,4)21(29)18(31-13(2)27)10-24(19,5)25(12)9-15-17(28)8-14-16(20(15)32-25)11-26-22(14)30/h8,12,18-19,21,28-29H,6-7,9-11H2,1-5H3,(H,26,30) INCHIAUX=MLWSQMMSROWDTI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851259 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851259 SCANS=473 148.0380096435547 436.0 167.22853088378906 243.0 175.0284881591797 161.0 176.03761291503906 991.0 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781.4055786132812 18369.0 781.59814453125 94.0 782.4000244140625 2563.0 782.61279296875 202.0 786.4673461914062 146.0 795.3818359375 75.0 801.5101928710938 76.0 805.8118896484375 100.0 825.3642578125 106.0 827.4144897460938 2266.0 828.41845703125 405.0 831.5874633789062 130.0 895.1318359375 82.0 1241.0362548828125 107.0 1695.09716796875 257.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851282 PEPMASS=1277.622681 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A9_GA9_01_8457.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381303-01_C61H98O28_(3beta,5xi,9xi,16alpha,18xi)-16-Acetoxy-13,28-epoxyoleanan-3-yl 6-deoxy-2-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydro-2-furanyl]-alpha-L-mannopyranosyl-(1->2)-D-glycero-hexopyranosyl-(1->3)-[hexopyranosyl-(1->2)]-beta-D-glucopyranosiduronic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2C(O)C(O)C(CO)OC2O[C@H]3[C@H](O)[C@H](O[C@@H](O[C@H]4CC[C@@]5(C)C(CC[C@]6(C)C5CC[C@]78OC[C@@]9(CCC(C)(C)CC79)[C@@H](C[C@@]68C)OC(C)=O)C4(C)C)[C@@H]3OC%10OC(CO)C(O)C(O)C%10O)C(O)=O)[C@H](O[C@@H]%11OC[C@](O)(CO)[C@H]%11O)[C@H](O)[C@H]1O INCHI=InChI=1S/C61H98O28/c1-25-34(66)38(70)44(88-53-47(74)60(77,22-64)24-78-53)50(80-25)87-45-39(71)36(68)28(21-63)83-51(45)85-42-41(73)43(48(75)76)86-52(46(42)89-49-40(72)37(69)35(67)27(20-62)82-49)84-32-12-13-56(7)29(55(32,5)6)10-14-57(8)30(56)11-15-61-31-18-54(3,4)16-17-59(31,23-79-61)33(81-26(2)65)19-58(57,61)9/h25,27-47,49-53,62-64,66-74,77H,10-24H2,1-9H3,(H,75,76)/t25-,27?,28?,29?,30?,31?,32-,33+,34-,35?,36?,37?,38+,39?,40?,41-,42-,43-,44+,45+,46+,47-,49?,50-,51?,52+,53-,56-,57+,58-,59+,60+,61-/m0/s1 INCHIAUX=BOUVSSBZTIYDJB-DNONUTMCSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851282 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851282 SCANS=515 113.032470703125 100.0 277.107421875 261.0 337.11083984375 118.0 338.1186828613281 144.0 355.01336669921875 185.0 356.0292053222656 153.0 581.2562255859375 64.0 582.6063842773438 223.0 586.8807373046875 246.0 589.3040771484375 76.0 591.2634887695312 136.0 591.3638305664062 130.0 594.2974243164062 46.0 595.2732543945312 315.0 595.8556518554688 77.0 596.3914184570312 164.0 599.3198852539062 55.0 600.71484375 210.0 601.5123291015625 177.0 604.6221313476562 79.0 608.9572143554688 77.0 616.2467651367188 100.0 624.7127685546875 88.0 625.4249267578125 148.0 627.330322265625 105.0 637.0299072265625 254.0 649.19140625 145.0 696.6464233398438 98.0 704.5637817382812 89.0 722.3094482421875 281.0 975.3741455078125 165.0 1082.90380859375 109.0 1246.931884765625 68.0 1259.2884521484375 159.0 1265.6136474609375 183.0 1265.783203125 134.0 1268.5960693359375 52.0 1272.23828125 62.0 1274.0057373046875 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1989.6068115234375 224.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851286 PEPMASS=597.187927 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A9_GA9_01_8457.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381304-01_C26H32O13_Cyclopenta[c]pyran-4-carboxylic acid, 6-(acetyloxy)-5-(benzoyloxy)-1-(hexopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-7-methyl-, methyl ester [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC(=O)C/1=C/OC(OC2OC(CO)C(O)C(O)C2O)C3C(C)C(OC(C)=O)C(OC(=O)C4=CC=CC=C4)C13 INCHI=InChI=1S/C26H32O13/c1-11-16-17(22(21(11)36-12(2)28)38-23(32)13-7-5-4-6-8-13)14(24(33)34-3)10-35-25(16)39-26-20(31)19(30)18(29)15(9-27)37-26/h4-8,10-11,15-22,25-27,29-31H,9H2,1-3H3 INCHIAUX=DHCJHCCWOGTAHR-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851286 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851286 SCANS=416 121.0290756225586 6300.0 132.96255493164062 80.0 147.04981994628906 137.0 187.26832580566406 156.0 190.86471557617188 202.0 207.0637969970703 244.0 211.06089782714844 125.0 231.0596923828125 329.0 267.08905029296875 434.0 269.106201171875 395.0 321.09161376953125 140.0 389.12353515625 3370.0 389.1634826660156 491.0 390.1268615722656 235.0 429.1329650878906 188.0 431.1302185058594 83.0 431.1661682128906 188.0 551.1652221679688 282.0 551.2119140625 585.0 1261.3155517578125 239.0 1870.6224365234375 207.0 1870.848876953125 185.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851289 PEPMASS=511.184753 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A9_GA9_01_8457.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE 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180.0 183.06834411621094 387.0 185.0815887451172 137.0 192.7932891845703 117.0 193.2833709716797 124.0 195.91761779785156 62.0 199.420166015625 63.0 211.06227111816406 408.0 229.0712432861328 547.0 229.15753173828125 38.0 243.0926513671875 211.0 249.07952880859375 145.0 349.0880432128906 269.0 349.1295166015625 2498.0 385.94915771484375 200.0 391.1257019042969 7008.0 391.70758056640625 102.0 409.94659423828125 89.0 411.1295166015625 279.0 511.18756103515625 739.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851291 PEPMASS=557.19043 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A9_GA9_01_8457.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381305-01_C24H32O12_Cyclopenta[c]pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-5,6-dihydroxy-7-methyl-, 2-(4-hydroxyphenyl)ethyl ester [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1C(O)C(O)C\2C1C(O\C=C2C(=O)OCCC3=CC=C(O)C=C3)O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O INCHI=InChI=1S/C24H32O12/c1-10-15-16(19(29)17(10)27)13(22(32)33-7-6-11-2-4-12(26)5-3-11)9-34-23(15)36-24-21(31)20(30)18(28)14(8-25)35-24/h2-5,9-10,14-21,23-31H,6-8H2,1H3/t10?,14-,15?,16?,17?,18-,19?,20+,21-,23?,24+/m1/s1 INCHIAUX=JUGKCFLQZJYLHO-AQQJVQHUSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851291 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851291 SCANS=324 85.02762603759766 113.0 96.62005615234375 41.0 101.02664184570312 501.0 111.0071029663086 299.0 111.04724884033203 389.0 111.08899688720703 49.0 119.03074645996094 63.0 121.02510833740234 53.0 129.02078247070312 203.0 129.4261932373047 87.0 131.04710388183594 182.0 134.0362548828125 199.0 135.04371643066406 201.0 137.05929565429688 273.0 139.0771026611328 181.0 143.0357666015625 476.0 143.5074920654297 168.0 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511.1816101074219 10177.0 556.1359252929688 220.0 557.1143798828125 73.0 1653.2742919921875 115.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851295 PEPMASS=911.506226 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A9_GA9_01_8457.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381308-01_C47H76O17_(3beta,5xi,9xi,18xi,22beta)-22,25-Dihydroxyolean-12-en-3-yl 6-deoxy-alpha-L-mannopyranosyl-(1->2)-beta-D-xylopyranosyl-(1->2)-beta-D-glucopyranosiduronic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)CO[C@H]2O[C@@H]3[C@@H](O)[C@H](O)[C@H](O[C@H]3O[C@H]4CC[C@@]5(CO)C(CC[C@]6(C)C5C\C=C/7C8CC(C)(C)C[C@@H](O)[C@]8(C)CC[C@@]67C)C4(C)C)C(O)=O)[C@H](O)[C@H](O)[C@H]1O 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3,23-dihydroxyspirostan-6-yl 6-deoxy-4-O-(6-deoxy-alpha-L-mannopyranosyl)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1COC2(OC3CC4C5CC(O[C@@H]6O[C@H](C)[C@@H](O[C@@H]7O[C@@H](C)[C@H](O)[C@@H](O)[C@H]7O)[C@H](O)[C@H]6O)C8CC(O)CCC8(C)C5CCC4(C)C3C2C)C(O)C1 INCHI=InChI=1S/C39H64O13/c1-16-11-27(41)39(47-15-16)17(2)28-26(52-39)14-23-21-13-25(24-12-20(40)7-9-37(24,5)22(21)8-10-38(23,28)6)50-35-33(46)31(44)34(19(4)49-35)51-36-32(45)30(43)29(42)18(3)48-36/h16-36,40-46H,7-15H2,1-6H3/t16?,17?,18-,19+,20?,21?,22?,23?,24?,25?,26?,27?,28?,29-,30+,31+,32+,33+,34+,35-,36-,37?,38?,39?/m0/s1 INCHIAUX=FLSPBPZSXFDRFE-HHQDNIDLSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851308 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851308 SCANS=487 73.02826690673828 239.0 83.0118179321289 358.0 85.02986145019531 1733.0 88.83207702636719 29.0 97.02884674072266 195.0 99.00869750976562 262.0 99.04462432861328 534.0 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SMILES=COC(=O)C(OC(C)=O)C1C(C)(C)C(OC(=O)\C(C)=C\C)C2(O)CC/3=C/4CC(=O)OC(C5=COC=C5)C4(C)CCC3C1(C)C2=O INCHI=InChI=1S/C34H42O11/c1-9-17(2)27(37)45-30-31(4,5)25(24(28(38)41-8)43-18(3)35)33(7)21-10-12-32(6)22(20(21)15-34(30,40)29(33)39)14-23(36)44-26(32)19-11-13-42-16-19/h9,11,13,16,21,24-26,30,40H,10,12,14-15H2,1-8H3/b17-9+ INCHIAUX=WTAMGABZURYMPQ-RQZCQDPDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851313 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851313 SCANS=591 79.20654296875 129.0 99.04476165771484 928.0 178.64988708496094 58.0 184.01065063476562 125.0 186.9999542236328 208.0 199.0812225341797 302.0 209.1023712158203 161.0 223.0528106689453 169.0 223.09866333007812 231.0 244.08287048339844 100.0 253.08094787597656 103.0 260.99951171875 221.0 271.1062316894531 185.0 327.1267395019531 288.0 361.1403503417969 122.0 361.3490295410156 275.0 365.1925048828125 147.0 366.0256042480469 171.0 369.1642150878906 286.0 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TITLE=CCMSLIB00000851319 PEPMASS=471.150726 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A3_GA3_01_8451.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381233-01_C21H28O12_alpha-D-Glucopyranoside, 4-O-[(2E)-1-oxo-3-phenyl-2-propen-1-yl]-beta-D-fructofuranosyl [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@H](O[C@]2(CO)O[C@H](CO)[C@@H](OC(=O)\C=C\C3=CC=CC=C3)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C21H28O12/c22-8-12-15(26)16(27)17(28)20(30-12)33-21(10-24)19(29)18(13(9-23)32-21)31-14(25)7-6-11-4-2-1-3-5-11/h1-7,12-13,15-20,22-24,26-29H,8-10H2/b7-6+/t12-,13-,15-,16+,17-,18-,19+,20-,21+/m1/s1 INCHIAUX=AKARZXADDNXORH-WQVLWSBKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851319 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851319 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INCHI=InChI=1S/C21H28O12/c22-8-12-15(26)16(27)17(28)20(30-12)33-21(10-24)19(29)18(13(9-23)32-21)31-14(25)7-6-11-4-2-1-3-5-11/h1-7,12-13,15-20,22-24,26-29H,8-10H2/b7-6+/t12-,13-,15-,16+,17-,18-,19+,20-,21+/m1/s1 INCHIAUX=AKARZXADDNXORH-WQVLWSBKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851320 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851320 SCANS=351 74.75759887695312 266.0 75.93457794189453 176.0 77.53878021240234 106.0 78.13575744628906 121.0 81.23825073242188 173.0 82.452880859375 262.0 84.46842193603516 165.0 90.19506072998047 97.0 91.03327178955078 117.0 101.50798034667969 223.0 103.05699157714844 131.0 131.0369873046875 166.0 136.17233276367188 317.0 143.03045654296875 338.0 145.0483856201172 166.0 145.87171936035156 210.0 146.3952178955078 126.0 146.55889892578125 226.0 146.67227172851562 244.0 146.8136444091797 284.0 146.83506774902344 184.0 147.0091552734375 199.0 147.04481506347656 156881.0 147.10675048828125 251.0 147.5212860107422 156.0 148.0496063232422 188.0 148.23704528808594 79.0 148.9376220703125 88.0 151.365234375 156.0 151.41995239257812 57.0 151.7232208251953 157.0 151.76846313476562 87.0 153.18641662597656 104.0 154.87109375 66.0 160.7846221923828 271.0 161.04246520996094 344.0 174.5105438232422 82.0 178.74765014648438 68.0 179.0598907470703 244.0 189.0679931640625 282.0 193.81849670410156 114.0 196.33660888671875 111.0 203.0552520751953 1120.0 219.0541534423828 233.0 245.06239318847656 118.0 323.09783935546875 10791.0 323.799072265625 73.0 452.1206970214844 177.0 470.3144226074219 84.0 470.7434997558594 85.0 471.15252685546875 5326.0 471.4791564941406 57.0 1023.85498046875 188.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851325 PEPMASS=953.474121 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A3_GA3_01_8451.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381234-01_C48H74O19_6-Deoxyhexopyranosyl-(1->4)-[hexopyranosyl-(1->6)]-1-O-[27-hydroxy-3,27,28-trioxolup-20(29)-en-28-yl]hexopyranose [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1OC(OC2C(O)C(O)C(OC2COC3OC(CO)C(O)C(O)C3O)OC(=O)C45CCC(C4C6CCC7C8(C)CCC(=O)C(C)(C)C8CCC7(C)C6(CC5)C(O)=O)C(C)=C)C(O)C(O)C1O INCHI=InChI=1S/C48H74O19/c1-20(2)22-10-15-47(16-17-48(42(59)60)23(29(22)47)8-9-27-45(6)13-12-28(50)44(4,5)26(45)11-14-46(27,48)7)43(61)67-41-37(58)34(55)38(66-40-36(57)32(53)30(51)21(3)63-40)25(65-41)19-62-39-35(56)33(54)31(52)24(18-49)64-39/h21-27,29-41,49,51-58H,1,8-19H2,2-7H3,(H,59,60) INCHIAUX=LSHAJDRFVTXNOB-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851325 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851325 SCANS=442 87.47137451171875 195.0 101.02334594726562 781.0 115.04590606689453 73.0 125.02043914794922 335.0 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960.1969604492188 121.0 960.6571044921875 25.0 960.9884643554688 53.0 961.2297973632812 73.0 962.702880859375 78.0 963.1006469726562 62.0 977.7029418945312 161.0 984.459716796875 91.0 985.3987426757812 136.0 1037.6295166015625 155.0 1056.474853515625 261.0 1378.2210693359375 115.0 1447.117431640625 114.0 1450.535400390625 60.0 1454.099365234375 116.0 1571.83544921875 302.0 1830.7618408203125 100.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851327 PEPMASS=377.160675 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A3_GA3_01_8451.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381237-01_C20H26O7_Butanoic acid, 2-methyl-, (3aS,6R,7S,8S,8aR)-octahydro-7-hydroxy-6-methyl-3-methylene-2,5-dioxo-7-[(2E)-1-oxo-2-buten-1-yl]-2H-cyclohepta[b]furan-8-yl ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(=O)O[C@H]1[C@@H]2OC(=O)C(=C)[C@@H]2CC(=O)[C@H](C)[C@@]1(O)C(=O)/C=C/C INCHI=InChI=1S/C20H26O7/c1-6-8-15(22)20(25)12(5)14(21)9-13-11(4)19(24)26-16(13)17(20)27-18(23)10(3)7-2/h6,8,10,12-13,16-17,25H,4,7,9H2,1-3,5H3/b8-6+/t10?,12-,13-,16+,17-,20+/m0/s1 INCHIAUX=DFGOIVFBKDWNBI-QXFWGQDYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851327 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851327 SCANS=523 72.81986236572266 231.0 91.30066680908203 369.0 97.0688247680664 151.0 101.06214904785156 218.0 109.0730209350586 218.0 123.04631042480469 480.0 123.0780029296875 120.0 137.0260009765625 250.0 137.0584716796875 206.0 144.05857849121094 76.0 147.08056640625 157.0 148.3769073486328 142.0 148.71192932128906 133.0 149.06405639648438 201.0 151.08224487304688 249.0 157.07797241210938 260.0 158.06483459472656 225.0 159.04742431640625 454.0 161.06565856933594 168.0 161.09300231933594 132.0 163.07452392578125 918.0 165.0208282470703 113.0 165.0543975830078 146.0 175.0353546142578 115.0 175.07574462890625 168.0 179.07040405273438 240.0 187.11593627929688 208.0 189.08929443359375 121.0 192.03805541992188 214.0 193.04656982421875 224.0 203.1100311279297 306.0 203.13754272460938 178.0 207.06427001953125 63.0 207.09652709960938 197.0 213.0904541015625 214.0 231.10379028320312 1322.0 251.05679321289062 168.0 377.1636657714844 159.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851331 PEPMASS=423.166107 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A3_GA3_01_8451.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381237-01_C20H26O7_Butanoic acid, 2-methyl-, (3aS,6R,7S,8S,8aR)-octahydro-7-hydroxy-6-methyl-3-methylene-2,5-dioxo-7-[(2E)-1-oxo-2-buten-1-yl]-2H-cyclohepta[b]furan-8-yl ester [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(=O)O[C@H]1[C@@H]2OC(=O)C(=C)[C@@H]2CC(=O)[C@H](C)[C@@]1(O)C(=O)/C=C/C INCHI=InChI=1S/C20H26O7/c1-6-8-15(22)20(25)12(5)14(21)9-13-11(4)19(24)26-16(13)17(20)27-18(23)10(3)7-2/h6,8,10,12-13,16-17,25H,4,7,9H2,1-3,5H3/b8-6+/t10?,12-,13-,16+,17-,20+/m0/s1 INCHIAUX=DFGOIVFBKDWNBI-QXFWGQDYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851331 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851331 SCANS=522 85.02770233154297 211.0 101.06361389160156 1270.0 102.19920349121094 60.0 123.0418930053711 282.0 133.06715393066406 109.0 135.04376220703125 188.0 135.08023071289062 478.0 137.06103515625 340.0 137.09141540527344 146.0 138.0387420654297 150.0 139.04000854492188 419.0 147.0772705078125 138.0 149.05996704101562 1311.0 159.042724609375 65.0 161.06277465820312 121.0 162.06629943847656 217.0 163.0773162841797 1905.0 165.05604553222656 103.0 170.07020568847656 180.0 175.07806396484375 569.0 181.09405517578125 188.0 183.10577392578125 236.0 185.11048889160156 336.0 187.1132049560547 884.0 190.06405639648438 332.0 193.0503692626953 1358.0 193.0871124267578 111.0 201.0525665283203 198.0 201.09046936035156 160.0 203.10797119140625 1014.0 205.0877227783203 215.0 207.1421356201172 216.0 213.08575439453125 178.0 215.07081604003906 180.0 222.06710815429688 235.0 229.0861358642578 298.0 231.10113525390625 3999.0 244.18698120117188 209.0 249.1155242919922 285.0 275.0921630859375 1673.0 319.0018615722656 101.0 333.1716613769531 141.0 336.1148681640625 116.0 359.1484375 140.0 377.1651306152344 498.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851333 PEPMASS=606.329102 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A3_GA3_01_8451.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381238-01_C31H47NO8_2-[(2E,5E,7E,11E)-10-Hydroxy-3,7,9,11-tetramethyl-2,5,7,11-tridecatetraen-1-yl]-5,6-dimethoxy-3-methyl-4-pyridinyl 6-deoxy-alpha-L-mannopyranoside [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(OC)C(=C(C)C(=N1)C\C=C(C)\C\C=C\C(C)=C\C(C)C(O)\C(C)=C\C)O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O INCHI=InChI=1S/C31H47NO8/c1-10-19(4)24(33)20(5)16-18(3)13-11-12-17(2)14-15-23-21(6)28(29(37-8)30(32-23)38-9)40-31-27(36)26(35)25(34)22(7)39-31/h10-11,13-14,16,20,22,24-27,31,33-36H,12,15H2,1-9H3/b13-11+,17-14+,18-16+,19-10+/t20?,22-,24?,25-,26+,27+,31-/m0/s1 INCHIAUX=ZIBGPNICZWZARG-HTENHSRISA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851333 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851333 SCANS=637 152.45382690429688 210.0 166.047607421875 365.0 183.09690856933594 189.0 195.05068969726562 137.0 203.18096923828125 45.0 213.06678771972656 354.0 215.074462890625 206.0 219.0762176513672 89.0 224.05496215820312 93.0 237.99496459960938 106.0 239.02586364746094 118.0 250.10264587402344 264.0 263.010498046875 448.0 286.1851806640625 128.0 300.1524353027344 341.0 300.1855773925781 149.0 314.1878662109375 130.0 315.1866149902344 982.0 329.1999206542969 298.0 330.2088317871094 1886.0 357.9692687988281 115.0 376.9714050292969 137.0 384.2220458984375 814.0 399.2521667480469 133.0 413.4820861816406 167.0 414.2644958496094 12144.0 415.2738342285156 125.0 418.9921569824219 181.0 465.00494384765625 124.0 480.9963684082031 171.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851336 PEPMASS=331.192017 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C6_GC6_01_8216.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00163645-02_C20H28O4_3-{(E)-2-[(1R,4aS,5R,6R,8aR)-6-Hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydro-1-naphthalenyl]vinyl}-2(5H)-furanone [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@]1(CO)[C@H](O)CC[C@]2(C)[C@@H]1CCC(=C)[C@H]2\C=C\C3=C\COC3=O INCHI=InChI=1S/C20H28O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h5-6,9,15-17,21-22H,1,4,7-8,10-12H2,2-3H3/b6-5+/t15-,16+,17-,19+,20+/m1/s1 INCHIAUX=XMJAJFVLHDIEHF-CRBRZBHVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851336 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851336 SCANS=391 120.73947143554688 93.0 313.1677551269531 153.0 331.1927185058594 7855.0 332.17645263671875 197.0 334.3425598144531 156.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851340 PEPMASS=377.197906 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C6_GC6_01_8216.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00163645-02_C20H28O4_3-{(E)-2-[(1R,4aS,5R,6R,8aR)-6-Hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydro-1-naphthalenyl]vinyl}-2(5H)-furanone [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@]1(CO)[C@H](O)CC[C@]2(C)[C@@H]1CCC(=C)[C@H]2\C=C\C3=C\COC3=O INCHI=InChI=1S/C20H28O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h5-6,9,15-17,21-22H,1,4,7-8,10-12H2,2-3H3/b6-5+/t15-,16+,17-,19+,20+/m1/s1 INCHIAUX=XMJAJFVLHDIEHF-CRBRZBHVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851340 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851340 SCANS=393 122.69515991210938 99.0 252.98809814453125 204.0 255.13751220703125 52.0 292.9849548339844 140.0 321.6874084472656 189.0 322.59295654296875 90.0 331.09332275390625 262.0 331.19171142578125 12952.0 331.26959228515625 139.0 332.19036865234375 154.0 833.2354736328125 74.0 1450.7996826171875 130.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851342 PEPMASS=455.245331 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C6_GC6_01_8216.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00180409-03_C27H36O6_Benzoic acid, 4-hydroxy-, (3R,4S,8S,8aS)-1,2,3,3a,4,5,8,8a-octahydro-3-hydroxy-6,8a-dimethyl-3-(1-methylethyl)-8-[[(2Z)-2-methyl-1-oxo-2-buten-1-yl]oxy]-4-azulenyl ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C\C=C(\C)C(=O)O[C@H]1\C=C(\C)C[C@H](OC(=O)C2=CC=C(O)C=C2)C3[C@]1(C)CC[C@@]3(O)C(C)C INCHI=InChI=1S/C27H36O6/c1-7-18(5)24(29)33-22-15-17(4)14-21(32-25(30)19-8-10-20(28)11-9-19)23-26(22,6)12-13-27(23,31)16(2)3/h7-11,15-16,21-23,28,31H,12-14H2,1-6H3/b18-7-/t21-,22-,23?,26+,27+/m0/s1 INCHIAUX=NUXKLJINNAOFAH-GLKIMFHVSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851342 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851342 SCANS=585 78.79698181152344 134.0 93.03494262695312 73.0 99.0439453125 559.0 123.01655578613281 150.0 135.96070861816406 174.0 136.01622009277344 1527.0 137.02476501464844 7571.0 208.2561492919922 165.0 217.16104125976562 440.0 355.1908874511719 7769.0 356.1939697265625 107.0 358.41839599609375 219.0 453.3814392089844 131.0 453.9928283691406 304.0 455.24371337890625 16577.0 458.89404296875 197.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851345 PEPMASS=379.21283 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C6_GC6_01_8216.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380522-01_C20H30O4_1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-7-hydroxy-1,4a-dimethyl-7-(1-methylethyl)-9-oxo- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C\1(O)CCC2\C(=C1)C(=O)CC3C2(C)CCCC3(C)C(O)=O INCHI=InChI=1S/C20H30O4/c1-12(2)20(24)9-6-14-13(11-20)15(21)10-16-18(14,3)7-5-8-19(16,4)17(22)23/h11-12,14,16,24H,5-10H2,1-4H3,(H,22,23) INCHIAUX=UFEHYRPBLFGEJW-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851345 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851345 SCANS=418 124.27758026123047 122.0 190.6896514892578 95.0 191.14988708496094 219.0 210.5434112548828 89.0 254.15673828125 185.0 333.2068786621094 8895.0 351.22344970703125 178.0 1243.95068359375 210.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851355 PEPMASS=435.203156 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C6_GC6_01_8216.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380526-01_C22H30O6_1-Naphthalenecarboxylic acid, 3-(acetyloxy)-5-[2-(3-furanyl)ethyl]-3,4,4a,5,6,7,8,8a-octahydro-8a-(hydroxymethyl)-5,6-dimethyl- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC\2(CO)C(CC(OC(C)=O)\C=C2C(O)=O)C1(C)CCC3=COC=C3 INCHI=InChI=1S/C22H30O6/c1-14-4-8-22(13-23)18(20(25)26)10-17(28-15(2)24)11-19(22)21(14,3)7-5-16-6-9-27-12-16/h6,9-10,12,14,17,19,23H,4-5,7-8,11,13H2,1-3H3,(H,25,26) INCHIAUX=NRNSOEIINXSQRA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851355 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851355 SCANS=409 115.98184967041016 58.0 127.03623962402344 91.0 137.10134887695312 160.0 173.94395446777344 170.0 223.14691162109375 84.0 241.1612091064453 142.0 245.15199279785156 218.0 249.46426391601562 116.0 269.1528625488281 270.0 271.1681213378906 143.0 286.16632080078125 181.0 301.1852111816406 1690.0 313.1556396484375 140.0 331.1604919433594 149.0 338.23321533203125 218.0 343.15582275390625 455.0 345.1710205078125 3588.0 346.1860046386719 165.0 366.2007751464844 115.0 375.1822814941406 3245.0 415.01690673828125 69.0 435.2123107910156 235.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851358 PEPMASS=429.192841 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/C6_GC6_01_8216.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380527-01_C24H30O7_Benzoic acid, 4-hydroxy-, 1-(acetyloxy)-1,2,3,3a,4,7,8,8a-octahydro-3-hydroxy-6,8a-dimethyl-3-(1-methylethyl)-7-oxo-4-azulenyl ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C1(O)CC(OC(C)=O)C2(C)CC(=O)\C(=C/C(OC(=O)C3=CC=C(O)C=C3)C12)C INCHI=InChI=1S/C24H30O7/c1-13(2)24(29)12-20(30-15(4)25)23(5)11-18(27)14(3)10-19(21(23)24)31-22(28)16-6-8-17(26)9-7-16/h6-10,13,19-21,26,29H,11-12H2,1-5H3 INCHIAUX=SSFXFPCIUUFGJD-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851358 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851358 SCANS=461 75.42303466796875 197.0 92.02645111083984 1245.0 108.0269546508789 173.0 135.0084686279297 111.0 136.0164794921875 11324.0 136.38565063476562 32.0 137.13641357421875 49.0 137.73802185058594 183.0 138.20632934570312 146.0 139.67422485351562 45.0 144.09298706054688 32.0 144.4109649658203 31.0 205.12155151367188 288.0 343.1884765625 181.0 425.7427978515625 25.0 428.2123718261719 26.0 429.1899108886719 3589.0 429.8274841308594 92.0 431.9985046386719 59.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851361 PEPMASS=565.299011 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E10_GE10_01_8433.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00386008-01_C29H44O8_Card-20(22)-enolide, 3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-14-hydroxy-, (3beta,9xi)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1O[C@@H](O[C@H]2CC[C@@]3(C)C(CC[C@@H]4C3CC[C@]5(C)[C@H](CC[C@]45O)/C6=C/C(=O)OC6)C2)[C@H](O)[C@H](O)[C@H]1O INCHI=InChI=1S/C29H44O8/c1-15-23(31)24(32)25(33)26(36-15)37-18-6-9-27(2)17(13-18)4-5-21-20(27)7-10-28(3)19(8-11-29(21,28)34)16-12-22(30)35-14-16/h12,15,17-21,23-26,31-34H,4-11,13-14H2,1-3H3/t15-,17?,18-,19+,20?,21+,23-,24+,25+,26-,27-,28+,29-/m0/s1 INCHIAUX=WQMLFJWIKARBFW-KZENVZPKSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851361 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851361 SCANS=355 101.02217864990234 260.0 125.02243041992188 130.0 131.03366088867188 211.0 149.04266357421875 233.0 161.04263305664062 153.0 192.05023193359375 168.0 217.99456787109375 157.0 268.0929260253906 66.0 271.20355224609375 134.0 387.2353515625 692.0 519.2830200195312 3498.0 564.2620239257812 215.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851364 PEPMASS=485.323334 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G7_RG7_01_8295.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168838-03_C30H46O5_(1R,2S,5aR,5bR,7aS,10R,12bR)-2-Hydroxy-10-isopropenyl-3,3,5a,5b,12b-pentamethyloctadecahydrodicyclopenta[a,i]phenanthrene-1,7a(1H)-dicarboxylic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=C)[C@@H]1CC[C@@]2(CC[C@]3(C)C(CCC4[C@]5(C)C(CC[C@@]34C)C(C)(C)[C@@H](O)[C@@H]5C(O)=O)C12)C(O)=O INCHI=InChI=1S/C30H46O5/c1-16(2)17-10-13-30(25(34)35)15-14-27(5)18(21(17)30)8-9-20-28(27,6)12-11-19-26(3,4)23(31)22(24(32)33)29(19,20)7/h17-23,31H,1,8-15H2,2-7H3,(H,32,33)(H,34,35)/t17-,18?,19?,20?,21?,22+,23-,27+,28+,29-,30-/m0/s1 INCHIAUX=WLCHQSHZHFLMJH-GAVPBTRYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851364 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851364 SCANS=545 182.64813232421875 143.0 221.64427185058594 77.0 226.44241333007812 151.0 242.77011108398438 69.0 316.97979736328125 54.0 381.0124206542969 220.0 423.3232727050781 3122.0 424.325927734375 116.0 483.89404296875 79.0 484.38653564453125 80.0 484.94329833984375 144.0 485.2684020996094 126.0 485.3258056640625 31875.0 486.2320861816406 160.0 486.31695556640625 152.0 486.36273193359375 46.0 500.08935546875 156.0 506.3736267089844 109.0 617.1317749023438 121.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851367 PEPMASS=531.329285 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G7_RG7_01_8295.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00168838-03_C30H46O5_(1R,2S,5aR,5bR,7aS,10R,12bR)-2-Hydroxy-10-isopropenyl-3,3,5a,5b,12b-pentamethyloctadecahydrodicyclopenta[a,i]phenanthrene-1,7a(1H)-dicarboxylic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(=C)[C@@H]1CC[C@@]2(CC[C@]3(C)C(CCC4[C@]5(C)C(CC[C@@]34C)C(C)(C)[C@@H](O)[C@@H]5C(O)=O)C12)C(O)=O INCHI=InChI=1S/C30H46O5/c1-16(2)17-10-13-30(25(34)35)15-14-27(5)18(21(17)30)8-9-20-28(27,6)12-11-19-26(3,4)23(31)22(24(32)33)29(19,20)7/h17-23,31H,1,8-15H2,2-7H3,(H,32,33)(H,34,35)/t17-,18?,19?,20?,21?,22+,23-,27+,28+,29-,30-/m0/s1 INCHIAUX=WLCHQSHZHFLMJH-GAVPBTRYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851367 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851367 SCANS=540 178.12391662597656 69.0 179.44264221191406 83.0 180.90867614746094 176.0 181.1752471923828 100.0 181.67849731445312 161.0 214.21875 129.0 228.35462951660156 107.0 231.79559326171875 83.0 232.9259490966797 173.0 233.4000244140625 66.0 234.34518432617188 109.0 234.83766174316406 409.0 235.08670043945312 379.0 235.24815368652344 216.0 237.1982879638672 152.0 237.94094848632812 79.0 239.77838134765625 284.0 243.7504425048828 84.0 248.57196044921875 821.0 248.945556640625 142.0 256.3334045410156 261.0 256.5962219238281 221.0 257.7695617675781 258.0 263.14801025390625 161.0 264.0875549316406 108.0 264.170654296875 156.0 270.9916687011719 211.0 283.3847351074219 86.0 300.1728515625 152.0 327.059326171875 296.0 366.99969482421875 132.0 411.02227783203125 97.0 423.3279113769531 5336.0 424.3222961425781 145.0 439.3648681640625 185.0 445.0087890625 87.0 481.4565734863281 94.0 482.4308166503906 105.0 482.5422058105469 100.0 482.82421875 138.0 483.3640441894531 117.0 483.7286071777344 54.0 483.7962341308594 64.0 483.9016418457031 131.0 484.106689453125 111.0 484.2101135253906 243.0 484.4117126464844 232.0 484.47052001953125 168.0 484.6507263183594 58.0 484.7731628417969 116.0 484.82098388671875 78.0 485.0229797363281 544.0 485.0611877441406 327.0 485.1120910644531 86.0 485.156005859375 78.0 485.326904296875 155815.0 485.4401550292969 338.0 485.5425720214844 113.0 485.7536926269531 152.0 485.860107421875 95.0 485.9566650390625 53.0 486.3339538574219 1168.0 486.3904724121094 132.0 489.1325378417969 285.0 489.3261413574219 121.0 489.40911865234375 219.0 489.448974609375 188.0 490.02496337890625 143.0 492.83868408203125 84.0 494.2919006347656 101.0 500.7078857421875 101.0 1285.7259521484375 103.0 1301.862060546875 342.0 1668.16845703125 213.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851370 PEPMASS=449.116791 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/G7_RG7_01_8295.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380770-01_C20H22N2O10_Uridine, 2'-acetate 3'-(4-hydroxy-2-methoxy-6-methylbenzoate) [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=C(C(=CC(=C1)O)C)C(=O)O[C@@H]2[C@@H](CO)O[C@H]([C@@H]2OC(C)=O)N3\C=C/C(=O)NC3=O INCHI=InChI=1S/C20H22N2O10/c1-9-6-11(25)7-12(29-3)15(9)19(27)32-16-13(8-23)31-18(17(16)30-10(2)24)22-5-4-14(26)21-20(22)28/h4-7,13,16-18,23,25H,8H2,1-3H3,(H,21,26,28)/t13-,16-,17-,18-/m1/s1 INCHIAUX=ULPUBSPPYRXUOZ-BNEJOLLZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851370 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851370 SCANS=314 71.22794342041016 64.0 110.02407836914062 162.0 110.0587387084961 115.0 111.01875305175781 6952.0 122.03741455078125 367.0 127.0381088256836 363.0 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FILENAME=777be51f66ee4b2495aec448886f0c38/A10_GA10_01_8207.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380707-01_C26H42O11_(5xi,6alpha,7alpha,9xi,16xi)-16-(beta-D-Glucopyranosyloxy)-6,7,17-trihydroxykauran-19-oic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@]12CCC[C@@](C)(C1[C@@H](O)[C@@H](O)C34CC(CCC23)C(CO)(C4)O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C(O)=O INCHI=InChI=1S/C26H42O11/c1-23-6-3-7-24(2,22(34)35)19(23)18(32)20(33)25-8-12(4-5-14(23)25)26(10-25,11-28)37-21-17(31)16(30)15(29)13(9-27)36-21/h12-21,27-33H,3-11H2,1-2H3,(H,34,35)/t12?,13-,14?,15-,16+,17-,18-,19?,20-,21+,23-,24+,25?,26?/m1/s1 INCHIAUX=QUCGBWQRLWOVBR-BBJJSLPGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851397 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851397 SCANS=293 101.67676544189453 62.0 174.8853759765625 69.0 253.3229217529297 115.0 255.17239379882812 180.0 256.5530700683594 140.0 266.45654296875 71.0 267.0517883300781 59.0 271.19183349609375 140.0 300.2915954589844 107.0 305.2124938964844 165.0 347.19464111328125 449.0 349.2027893066406 4633.0 352.0719909667969 119.0 367.2154541015625 62.0 527.2420043945312 268.0 527.9302978515625 119.0 528.240966796875 130.0 529.2667846679688 11557.0 529.8964233398438 217.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851400 PEPMASS=575.270203 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A10_GA10_01_8207.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380707-01_C26H42O11_(5xi,6alpha,7alpha,9xi,16xi)-16-(beta-D-Glucopyranosyloxy)-6,7,17-trihydroxykauran-19-oic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@]12CCC[C@@](C)(C1[C@@H](O)[C@@H](O)C34CC(CCC23)C(CO)(C4)O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C(O)=O INCHI=InChI=1S/C26H42O11/c1-23-6-3-7-24(2,22(34)35)19(23)18(32)20(33)25-8-12(4-5-14(23)25)26(10-25,11-28)37-21-17(31)16(30)15(29)13(9-27)36-21/h12-21,27-33H,3-11H2,1-2H3,(H,34,35)/t12?,13-,14?,15-,16+,17-,18-,19?,20-,21+,23-,24+,25?,26?/m1/s1 INCHIAUX=QUCGBWQRLWOVBR-BBJJSLPGSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851400 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851400 SCANS=287 82.1845932006836 81.0 83.55298614501953 110.0 86.35948181152344 121.0 89.02416229248047 182.0 101.02655029296875 263.0 119.033203125 129.0 152.8246612548828 162.0 174.4984893798828 240.0 198.55517578125 326.0 215.69337463378906 80.0 217.1212158203125 132.0 222.96026611328125 61.0 247.2393798828125 62.0 249.05455017089844 247.0 251.01025390625 124.0 251.3689422607422 122.0 253.84864807128906 340.0 254.8720245361328 282.0 255.4646759033203 210.0 256.9818420410156 90.0 257.1867370605469 206.0 257.6723327636719 58.0 258.0985107421875 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116.0 528.182861328125 128.0 528.2546997070312 1427.0 528.3623046875 217.0 528.4295043945312 83.0 528.64794921875 154.0 528.6847534179688 272.0 528.8262329101562 95.0 529.0189819335938 281.0 529.1441650390625 179.0 529.2669677734375 178057.0 529.4111938476562 73.0 529.5328979492188 318.0 529.9232788085938 65.0 529.970947265625 115.0 530.2734375 969.0 531.2997436523438 136.0 548.570556640625 71.0 552.8339233398438 117.0 556.7813720703125 83.0 589.2817993164062 129.0 702.4392700195312 105.0 816.6892700195312 85.0 847.9795532226562 66.0 994.3863525390625 133.0 1622.9005126953125 119.0 1647.638427734375 59.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851401 PEPMASS=527.255066 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A10_GA10_01_8207.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380709-01_C32H36N2O5_(3S,3aR,4S,6S,6aR,7E,10S,11Z,13R,15E,17aR)-6,13-Dihydroxy-3-(1H-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylene-2,3,3a,4,5,6,6a,9,10,13-decahydro-1H-cyclotrideca[d]isoindole-1,14,17-trione [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H]\1C/C=C/[C@H]2[C@H](O)C(=C)[C@@H](C)[C@H]3[C@H](CC4=C[NH]C5=C4C=CC=C5)NC(=O)[C@@]23C(=O)\C=C\C(=O)[C@H](O)\C(=C1)C INCHI=InChI=1S/C32H36N2O5/c1-17-8-7-10-23-30(38)20(4)19(3)28-25(15-21-16-33-24-11-6-5-9-22(21)24)34-31(39)32(23,28)27(36)13-12-26(35)29(37)18(2)14-17/h5-7,9-14,16-17,19,23,25,28-30,33,37-38H,4,8,15H2,1-3H3,(H,34,39)/b10-7+,13-12+,18-14-/t17-,19+,23-,25-,28-,29+,30+,32+/m0/s1 INCHIAUX=FTBNYQWFSWKCKW-MRSLDMDQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851401 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851401 SCANS=447 97.06510162353516 245.0 116.05345916748047 225.0 123.047119140625 247.0 130.06866455078125 176.0 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303.1453857421875 167.0 308.148681640625 115.0 310.1800231933594 408.0 314.1435241699219 115.0 316.006103515625 173.0 318.1813659667969 109.0 320.16925048828125 129.0 322.1719665527344 257.0 325.1817626953125 125.0 332.1675720214844 129.0 336.1938781738281 551.0 338.97332763671875 205.0 340.1728515625 153.0 341.1846618652344 410.0 344.1695861816406 134.0 344.19903564453125 248.0 354.1792297363281 58.0 355.18743896484375 198.0 368.17657470703125 121.0 375.2052001953125 193.0 378.18597412109375 142.0 380.1881408691406 384.0 397.19354248046875 365.0 398.19854736328125 367.0 402.21331787109375 174.0 407.2223815917969 161.0 410.20892333984375 96.0 414.2147216796875 168.0 422.2530822753906 100.0 427.236572265625 240.0 429.2381896972656 135.0 440.2554626464844 402.0 442.26080322265625 122.0 443.0206604003906 142.0 443.2272644042969 253.0 448.23968505859375 264.0 453.25830078125 181.0 455.27972412109375 151.0 465.2396240234375 131.0 466.2309875488281 407.0 466.2698974609375 139.0 471.23443603515625 290.0 483.2639465332031 630.0 484.25177001953125 2981.0 499.260986328125 486.0 509.2073059082031 159.0 509.2359619140625 245.0 509.3742980957031 146.0 524.7064819335938 128.0 527.2543334960938 7123.0 528.2827758789062 85.0 846.7975463867188 140.0 971.4290161132812 95.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851406 PEPMASS=573.260864 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A10_GA10_01_8207.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380709-01_C32H36N2O5_(3S,3aR,4S,6S,6aR,7E,10S,11Z,13R,15E,17aR)-6,13-Dihydroxy-3-(1H-indol-3-ylmethyl)-4,10,12-trimethyl-5-methylene-2,3,3a,4,5,6,6a,9,10,13-decahydro-1H-cyclotrideca[d]isoindole-1,14,17-trione [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@H]\1C/C=C/[C@H]2[C@H](O)C(=C)[C@@H](C)[C@H]3[C@H](CC4=C[NH]C5=C4C=CC=C5)NC(=O)[C@@]23C(=O)\C=C\C(=O)[C@H](O)\C(=C1)C INCHI=InChI=1S/C32H36N2O5/c1-17-8-7-10-23-30(38)20(4)19(3)28-25(15-21-16-33-24-11-6-5-9-22(21)24)34-31(39)32(23,28)27(36)13-12-26(35)29(37)18(2)14-17/h5-7,9-14,16-17,19,23,25,28-30,33,37-38H,4,8,15H2,1-3H3,(H,34,39)/b10-7+,13-12+,18-14-/t17-,19+,23-,25-,28-,29+,30+,32+/m0/s1 INCHIAUX=FTBNYQWFSWKCKW-MRSLDMDQSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851406 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851406 SCANS=444 84.11009979248047 100.0 116.80049133300781 126.0 121.06851196289062 198.0 129.0572509765625 178.0 134.06869506835938 182.0 137.09701538085938 210.0 138.03306579589844 266.0 142.06443786621094 1941.0 146.8948516845703 228.0 151.0740203857422 71.0 156.0808563232422 208.0 157.0823516845703 129.0 158.03329467773438 173.0 160.15834045410156 63.0 162.02024841308594 110.0 176.60186767578125 150.0 177.0685577392578 359.0 177.092041015625 259.0 179.0643310546875 144.0 183.05250549316406 148.0 185.070068359375 128.0 186.0924835205078 253.0 187.09519958496094 168.0 188.06927490234375 130.0 195.0721435546875 154.0 200.11000061035156 170.0 202.09942626953125 83.0 202.11972045898438 179.0 204.061279296875 74.0 205.08175659179688 125.0 210.07522583007812 127.0 219.1136932373047 198.0 224.11181640625 252.0 229.08546447753906 96.0 230.08848571777344 87.0 232.1512908935547 183.0 238.1233367919922 407.0 242.5627899169922 114.0 243.13009643554688 66.0 246.08087158203125 179.0 247.13426208496094 175.0 251.01768493652344 189.0 253.41680908203125 115.0 254.1446533203125 211.0 254.43348693847656 211.0 256.1405334472656 421.0 259.1023864746094 194.0 259.143310546875 83.0 263.1206970214844 156.0 265.1250305175781 134.0 267.1462707519531 253.0 268.2624816894531 112.0 269.19403076171875 154.0 278.15338134765625 102.0 279.1750793457031 81.0 280.9868469238281 220.0 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SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_RA2_01_8464.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00169928-02_C25H24O13_(6aR,12aR)-6a,12a-Dihydro-6H-[1,3]dioxolo[5,6][1]benzofuro[3,2-c]chromen-3-yl 6-O-(carboxyacetyl)-beta-D-glucopyranoside [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=O[C@H]1[C@H](O)[C@@H](COC(=O)CC(O)=O)O[C@@H](OC2=CC3=C(C=C2)[C@@H]4OC5=C(C=C6OCOC6=C5)[C@@H]4CO3)[C@@H]1O INCHI=InChI=1S/C25H24O13/c26-19(27)6-20(28)33-8-18-21(29)22(30)23(31)25(38-18)36-10-1-2-11-14(3-10)32-7-13-12-4-16-17(35-9-34-16)5-15(12)37-24(11)13/h1-5,13,18,21-25,29-31H,6-9H2,(H,26,27)/t13-,18+,21+,22-,23+,24-,25+/m0/s1 INCHIAUX=ZHXRWFOBROFZAC-LVYGOKBNSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851408 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851408 SCANS=383 95.4469223022461 87.0 104.30715942382812 96.0 109.02870178222656 209.0 121.02581024169922 224.0 135.03323364257812 137.0 136.318359375 203.0 136.7021026611328 52.0 136.87623596191406 386.0 137.02719116210938 392.0 138.63450622558594 56.0 141.40966796875 222.0 145.03155517578125 1030.0 145.0599822998047 122.0 152.43740844726562 159.0 167.05560302734375 140.0 171.5048065185547 149.0 174.03787231445312 97.0 183.0823516845703 185.0 209.0573272705078 492.0 211.06983947753906 99.0 213.05767822265625 391.0 221.91552734375 119.0 224.05104064941406 175.0 225.0621795654297 323.0 225.3824005126953 466.0 227.08071899414062 136.0 227.19601440429688 77.0 239.07632446289062 261.0 240.04754638671875 529.0 241.0540008544922 163.0 253.050048828125 165.0 254.05801391601562 3221.0 255.06622314453125 2768.0 257.9034729003906 84.0 264.03204345703125 132.0 265.0545959472656 191.0 268.04010009765625 418.0 281.0331115722656 341.0 282.0992126464844 163.0 283.0611877441406 29793.0 283.1803283691406 57.0 286.1568908691406 87.0 293.6114807128906 64.0 300.39471435546875 155.0 1694.28857421875 406.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851412 PEPMASS=523.150635 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_RA2_01_8464.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347878-02_C24H28O13_beta-D-Glucopyranoside, 4-hydroxyphenyl 2-O-[(2S,3R,4S)-tetrahydro-3,4-dihydroxy-4-[[(4-hydroxybenzoyl)oxy]methyl]-2-furanyl]- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC=C(O)C=C2)[C@H](O[C@@H]3OC[C@](O)(COC(=O)C4=CC=C(O)C=C4)[C@H]3O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C24H28O13/c25-9-16-17(28)18(29)19(22(36-16)35-15-7-5-14(27)6-8-15)37-23-20(30)24(32,11-34-23)10-33-21(31)12-1-3-13(26)4-2-12/h1-8,16-20,22-23,25-30,32H,9-11H2/t16-,17-,18+,19-,20+,22-,23+,24-/m1/s1 INCHIAUX=GDCHGVOUTCXBSI-JALRXJJFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851412 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851412 SCANS=259 72.12408447265625 174.0 93.03520965576172 683.0 101.87116241455078 240.0 113.02519989013672 345.0 137.0240936279297 29300.0 137.06982421875 124.0 138.1481475830078 77.0 138.58560180664062 100.0 139.4904327392578 61.0 151.04513549804688 208.0 193.06300354003906 207.0 231.9070281982422 99.0 266.51898193359375 465.0 271.0906982421875 117.0 385.1181335449219 183.0 403.12451171875 488.0 523.1483154296875 2580.0 2004.010009765625 199.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851415 PEPMASS=569.156494 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_RA2_01_8464.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347878-02_C24H28O13_beta-D-Glucopyranoside, 4-hydroxyphenyl 2-O-[(2S,3R,4S)-tetrahydro-3,4-dihydroxy-4-[[(4-hydroxybenzoyl)oxy]methyl]-2-furanyl]- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC[C@H]1O[C@@H](OC2=CC=C(O)C=C2)[C@H](O[C@@H]3OC[C@](O)(COC(=O)C4=CC=C(O)C=C4)[C@H]3O)[C@@H](O)[C@@H]1O INCHI=InChI=1S/C24H28O13/c25-9-16-17(28)18(29)19(22(36-16)35-15-7-5-14(27)6-8-15)37-23-20(30)24(32,11-34-23)10-33-21(31)12-1-3-13(26)4-2-12/h1-8,16-20,22-23,25-30,32H,9-11H2/t16-,17-,18+,19-,20+,22-,23+,24-/m1/s1 INCHIAUX=GDCHGVOUTCXBSI-JALRXJJFSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851415 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851415 SCANS=261 79.28019714355469 222.0 85.5947265625 270.0 92.58219146728516 179.0 92.8447036743164 159.0 92.8713607788086 117.0 93.03775024414062 1881.0 93.57357788085938 99.0 97.2516860961914 220.0 102.57966613769531 176.0 105.92090606689453 245.0 105.96786499023438 187.0 108.0215835571289 570.0 109.02881622314453 582.0 109.91163635253906 251.0 113.02468872070312 139.0 137.02413940429688 100621.0 137.28338623046875 63.0 137.9220428466797 97.0 138.03602600097656 125.0 138.87095642089844 72.0 139.10865783691406 84.0 139.752685546875 89.0 140.1970672607422 51.0 141.6620330810547 53.0 143.032470703125 317.0 148.38641357421875 50.0 149.0587158203125 183.0 155.03277587890625 173.0 161.04884338378906 813.0 187.04837036132812 174.0 192.8891143798828 152.0 193.0409393310547 188.0 204.07058715820312 158.0 248.92770385742188 85.0 251.05311584472656 157.0 253.0686492919922 131.0 253.75453186035156 210.0 271.0842590332031 827.0 345.1351623535156 132.0 345.4576721191406 152.0 360.15130615234375 184.0 385.1086730957031 1181.0 403.1316833496094 737.0 522.276611328125 75.0 522.559814453125 104.0 522.605712890625 100.0 522.6929931640625 159.0 523.146240234375 24740.0 524.1344604492188 179.0 546.0614624023438 153.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851417 PEPMASS=423.133301 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_RA2_01_8464.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384675-01_C20H24O10_6H-9,4a-(Epoxymethano)-3aH,9H-cyclopenta[c]furo[2,3-b]furo[3',2':3,4]cyclopenta[1,2-d]furan-2,6,13(1H)-trione, 11-(1,1-dimethylethyl)hexahydro-1,4b,8-trihydroxy-5-methyl-, (3aR,4aR,4bR,5S,7aS,9R,11S)- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1C(=O)O[C@H]2[C@H](O)C34[C@H]5C[C@@H](C(C)(C)C)C36[C@@H](O)C(=O)O[C@H]6O[C@@]4(C(=O)O5)[C@@]12O INCHI=InChI=1S/C20H24O10/c1-6-12(23)28-11-9(21)18-8-5-7(16(2,3)4)17(18)10(22)13(24)29-15(17)30-20(18,14(25)27-8)19(6,11)26/h6-11,15,21-22,26H,5H2,1-4H3/t6-,7+,8-,9+,10+,11+,15+,17?,18?,19-,20-/m1/s1 INCHIAUX=SQOJOAFXDQDRGF-NNGCZKEZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851417 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851417 SCANS=374 113.0258560180664 163.0 125.02303314208984 396.0 131.09140014648438 151.0 149.06214904785156 141.0 244.08636474609375 171.0 256.1094970703125 164.0 305.1324768066406 160.0 367.13739013671875 2478.0 422.2325744628906 177.0 423.1256103515625 1178.0 423.20159912109375 209.0 1477.1944580078125 155.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851421 PEPMASS=469.139404 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_RA2_01_8464.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384675-01_C20H24O10_6H-9,4a-(Epoxymethano)-3aH,9H-cyclopenta[c]furo[2,3-b]furo[3',2':3,4]cyclopenta[1,2-d]furan-2,6,13(1H)-trione, 11-(1,1-dimethylethyl)hexahydro-1,4b,8-trihydroxy-5-methyl-, (3aR,4aR,4bR,5S,7aS,9R,11S)- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@H]1C(=O)O[C@H]2[C@H](O)C34[C@H]5C[C@@H](C(C)(C)C)C36[C@@H](O)C(=O)O[C@H]6O[C@@]4(C(=O)O5)[C@@]12O INCHI=InChI=1S/C20H24O10/c1-6-12(23)28-11-9(21)18-8-5-7(16(2,3)4)17(18)10(22)13(24)29-15(17)30-20(18,14(25)27-8)19(6,11)26/h6-11,15,21-22,26H,5H2,1-4H3/t6-,7+,8-,9+,10+,11+,15+,17?,18?,19-,20-/m1/s1 INCHIAUX=SQOJOAFXDQDRGF-NNGCZKEZSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851421 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851421 SCANS=364 85.03191375732422 317.0 113.02317810058594 769.0 121.0680160522461 147.0 125.02542114257812 1202.0 129.01535034179688 51.0 141.02288818359375 226.0 143.02964782714844 236.0 144.7980194091797 109.0 177.12820434570312 179.0 178.21405029296875 123.0 179.1083526611328 169.0 182.08950805664062 74.0 188.62701416015625 37.0 202.06385803222656 108.0 204.11326599121094 174.0 207.11093139648438 215.0 209.04794311523438 110.0 209.11624145507812 243.0 215.03184509277344 252.0 232.07545471191406 216.0 233.15345764160156 112.0 236.56370544433594 188.0 243.1416015625 126.0 253.09762573242188 247.0 253.12362670898438 227.0 261.15057373046875 293.0 269.1186828613281 228.0 277.1473693847656 89.0 287.1297607421875 728.0 303.1254577636719 228.0 305.1374816894531 541.0 307.1163024902344 118.0 310.4018859863281 65.0 323.14788818359375 132.0 324.783447265625 78.0 333.3957824707031 106.0 339.1470947265625 97.0 349.1338806152344 873.0 366.3028564453125 78.0 367.14068603515625 18920.0 367.230712890625 157.0 368.1343078613281 223.0 386.9905700683594 239.0 395.136474609375 1745.0 405.12744140625 149.0 422.1725158691406 82.0 422.9275207519531 40.0 423.12921142578125 5296.0 424.6769104003906 143.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851424 PEPMASS=1052.412354 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A2_RA2_01_8464.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00384677-01_C42H71NO29_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)CC(=O)O[C@@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](C)[C@@H](N[C@H]3\C=C(CO)/[C@@H](O[C@H]4O[C@H](CO)[C@@H](O[C@H]5O[C@H](CO)[C@@H](O[C@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O INCHI=InChI=1S/C42H71NO29/c1-11(2)4-19(49)68-39-31(60)26(55)35(16(8-46)65-39)70-38-29(58)23(52)20(12(3)63-38)43-14-5-13(6-44)34(25(54)21(14)50)69-41-32(61)27(56)37(17(9-47)66-41)72-42-33(62)28(57)36(18(10-48)67-42)71-40-30(59)24(53)22(51)15(7-45)64-40/h5,11-12,14-18,20-48,50-62H,4,6-10H2,1-3H3/t12-,14+,15-,16-,17-,18-,20-,21+,22-,23+,24+,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-,37-,38-,39+,40-,41-,42-/m1/s1 INCHIAUX=CLQVYHFCGNGQEU-VYRUCNLXSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851424 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932.3646850585938 8257.0 932.5406494140625 72.0 933.36181640625 2317.0 934.2938232421875 65.0 934.360107421875 178.0 934.401611328125 138.0 934.5469360351562 96.0 935.341064453125 148.0 950.3291625976562 116.0 955.3487548828125 53.0 956.3193359375 156.0 971.3010864257812 108.0 974.3600463867188 139.0 974.418701171875 225.0 975.4153442382812 146.0 976.2711791992188 163.0 976.3814086914062 204.0 986.246337890625 85.0 1016.4036865234375 291.0 1017.3828125 124.0 1038.3026123046875 135.0 1052.1600341796875 106.0 1052.388427734375 503.0 1053.4173583984375 359.0 1055.4317626953125 48.0 1058.636962890625 56.0 1077.365234375 159.0 1078.3787841796875 198.0 1096.3707275390625 63.0 1097.3319091796875 67.0 1236.2850341796875 85.0 1453.9486083984375 76.0 1792.5560302734375 131.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851430 PEPMASS=269.17395 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E10_RE10_01_8286.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380930-01_C15H26O4_1H-Indene-4-carboxylic acid, octahydro-3a-hydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC2C(C)(C)CC(C)(CO)C2(O)C1C(O)=O INCHI=InChI=1S/C15H26O4/c1-9-5-6-10-13(2,3)7-14(4,8-16)15(10,19)11(9)12(17)18/h9-11,16,19H,5-8H2,1-4H3,(H,17,18) INCHIAUX=CAKZQSFFOAEEET-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851430 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851430 SCANS=439 142.07395935058594 107.0 179.14303588867188 933.0 195.15765380859375 287.0 195.17578125 349.0 207.175537109375 218.0 237.835693359375 110.0 239.16598510742188 5349.0 239.26698303222656 57.0 241.9283905029297 138.0 268.5142822265625 183.0 269.1758117675781 6331.0 298.4979553222656 172.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851433 PEPMASS=513.267395 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E10_RE10_01_8286.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380931-01_C26H42O10_ [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(CCOC2OC(CO)C(O)C(O)C2O)CCC34OC3(C1)C(O)CC5C(C)(CCCC45C)C(O)=O INCHI=InChI=1S/C26H42O10/c1-22(9-10-34-20-19(31)18(30)17(29)14(12-27)35-20)7-8-26-24(3)6-4-5-23(2,21(32)33)15(24)11-16(28)25(26,13-22)36-26/h14-20,27-31H,4-13H2,1-3H3,(H,32,33) INCHIAUX=YKVWDRYOZQXKSV-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851433 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851433 SCANS=317 101.02600860595703 473.0 109.07582092285156 175.0 278.83355712890625 124.0 281.2246398925781 232.0 298.048828125 75.0 351.2178039550781 329.0 449.2521057128906 112.0 452.2453308105469 214.0 467.2650451660156 119.0 511.35821533203125 113.0 512.2003784179688 137.0 512.55078125 87.0 512.7163696289062 179.0 513.1564331054688 231.0 513.2701416015625 15835.0 513.3771362304688 143.0 513.5278930664062 174.0 514.2652587890625 141.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851436 PEPMASS=559.272705 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/E10_RE10_01_8286.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380931-01_C26H42O10_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1(CCOC2OC(CO)C(O)C(O)C2O)CCC34OC3(C1)C(O)CC5C(C)(CCCC45C)C(O)=O INCHI=InChI=1S/C26H42O10/c1-22(9-10-34-20-19(31)18(30)17(29)14(12-27)35-20)7-8-26-24(3)6-4-5-23(2,21(32)33)15(24)11-16(28)25(26,13-22)36-26/h14-20,27-31H,4-13H2,1-3H3,(H,32,33) INCHIAUX=YKVWDRYOZQXKSV-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851436 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851436 SCANS=316 76.03190612792969 68.0 83.01243591308594 120.0 86.99343872070312 253.0 112.01475524902344 176.0 113.02530670166016 340.0 119.0330810546875 537.0 242.0272216796875 99.0 247.96368408203125 249.0 248.64849853515625 66.0 253.79202270507812 72.0 262.0190124511719 229.0 266.3489685058594 237.0 276.34002685546875 103.0 276.82769775390625 75.0 284.5060119628906 115.0 288.0101318359375 221.0 289.217041015625 247.0 296.4609680175781 250.0 333.2084045410156 270.0 343.523193359375 93.0 404.2880554199219 79.0 451.2880554199219 238.0 467.2765197753906 228.0 495.2705993652344 148.0 495.36309814453125 180.0 508.4981994628906 147.0 509.8139953613281 101.0 510.788818359375 127.0 511.05303955078125 82.0 512.630126953125 76.0 512.8395385742188 125.0 513.0728149414062 112.0 513.1130981445312 303.0 513.1493530273438 439.0 513.270263671875 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COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_GA4_01_8452.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381239-01_C17H29NO10_2-{[6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy}-3-methylbutanenitrile [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)C(O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)C#N INCHI=InChI=1S/C17H29NO10/c1-6(2)8(4-18)27-17-15(24)13(22)11(20)9(28-17)5-25-16-14(23)12(21)10(19)7(3)26-16/h6-17,19-24H,5H2,1-3H3/t7-,8?,9+,10-,11+,12+,13-,14+,15+,16+,17+/m0/s1 INCHIAUX=QCHGZRADLYPSQB-SCRPALTRSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851442 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851442 SCANS=278 81.03048706054688 82.0 81.8096923828125 290.0 85.0302505493164 113.0 92.36080169677734 133.0 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166.7969970703125 121.0 166.86561584472656 197.0 166.92347717285156 106.0 167.03443908691406 104195.0 167.07388305664062 367.0 167.11904907226562 93.0 167.24655151367188 90.0 167.52880859375 60.0 167.6136932373047 48.0 167.73460388183594 53.0 168.0371856689453 2641.0 168.5052947998047 136.0 168.6724090576172 113.0 169.08213806152344 162.0 169.16839599609375 91.0 169.2800750732422 66.0 169.30963134765625 131.0 169.49948120117188 163.0 171.03172302246094 1164.0 173.05482482910156 138.0 176.04824829101562 540.0 177.01824951171875 84.0 177.06326293945312 176.0 179.0317840576172 1395.0 179.05526733398438 809.0 180.04193115234375 213.0 180.7222900390625 103.0 181.0170135498047 164.0 181.28416442871094 122.0 181.9664764404297 95.0 185.04586791992188 237.0 189.016357421875 814.0 191.0697479248047 462.0 191.7200164794922 85.0 192.0439910888672 966.0 195.06686401367188 5592.0 196.07054138183594 482.0 197.04408264160156 127.0 199.310546875 125.0 207.0296173095703 179.0 215.37161254882812 75.0 219.03671264648438 177.0 219.0615997314453 143.0 221.04962158203125 939.0 229.06715393066406 171.0 233.07635498046875 357.0 234.7076416015625 180.0 234.9317626953125 38.0 235.06173706054688 7210.0 235.277587890625 38.0 235.47962951660156 100.0 236.06993103027344 600.0 239.0541534423828 694.0 245.0395050048828 56.0 257.0823669433594 427.0 263.10723876953125 126.0 275.0932312011719 1630.0 287.0571594238281 272.0 287.0934143066406 127.0 291.0888977050781 24266.0 292.09063720703125 739.0 301.11181640625 163.0 311.130126953125 118.0 315.124755859375 6964.0 315.1942138671875 128.0 316.1342468261719 768.0 319.1944885253906 114.0 325.4880065917969 96.0 327.0879211425781 1280.0 327.12261962890625 411.0 328.09637451171875 350.0 329.0878601074219 1376.0 332.281494140625 177.0 334.72344970703125 80.0 341.1087951660156 828.0 347.0735778808594 263.0 355.1243591308594 121.0 359.1147155761719 4928.0 360.1104431152344 515.0 372.0583801269531 72.0 373.1152648925781 113.0 382.12139892578125 173.0 389.0745849609375 235.0 401.1198425292969 254.0 407.1174011230469 787.0 408.10784912109375 199.0 423.3551330566406 86.0 424.2202453613281 73.0 424.4926452636719 255.0 425.12164306640625 4253.0 425.18115234375 207.0 425.4814147949219 40.0 426.1264343261719 376.0 453.1209411621094 248.0 489.1392517089844 325.0 509.1508483886719 369.0 511.14385986328125 146.0 521.1619262695312 178.0 522.16796875 135.0 527.1568603515625 6651.0 528.1594848632812 698.0 569.1436157226562 127.0 587.1956176757812 118.0 588.1941528320312 127.0 595.224609375 132.0 683.2407836914062 78.0 686.6235961914062 82.0 688.34033203125 51.0 688.5081176757812 50.0 688.5877075195312 69.0 689.2109985351562 12009.0 690.2147216796875 2304.0 690.5067749023438 96.0 691.2078247070312 85.0 695.972412109375 76.0 712.9564208984375 119.0 765.7977294921875 217.0 851.2665405273438 523.0 950.1705932617188 222.0 1369.5989990234375 109.0 1451.0865478515625 95.0 1491.0999755859375 149.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851448 PEPMASS=455.244995 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A4_GA4_01_8452.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381251-01_C27H36O6_Benzoic acid, 4-hydroxy-, 1,2,3,3a,4,5,8,8a-octahydro-3-hydroxy-6,8a-dimethyl-3-(1-methylethyl)-8-[[(2E)-2-methyl-1-oxo-2-buten-1-yl]oxy]-4-azulenyl ester [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C/C=C(C)/C(=O)OC1\C=C(C)/CC(OC(=O)C2=CC=C(O)C=C2)C3C1(C)CCC3(O)C(C)C INCHI=InChI=1S/C27H36O6/c1-7-18(5)24(29)33-22-15-17(4)14-21(32-25(30)19-8-10-20(28)11-9-19)23-26(22,6)12-13-27(23,31)16(2)3/h7-11,15-16,21-23,28,31H,12-14H2,1-6H3/b18-7+ INCHIAUX=NUXKLJINNAOFAH-CNHKJKLMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851448 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851448 SCANS=646 92.02910614013672 340.0 93.03386688232422 950.0 99.04560089111328 210.0 135.4913787841797 76.0 135.75074768066406 166.0 136.01708984375 906.0 137.00006103515625 139.0 137.02455139160156 5049.0 138.2649688720703 132.0 140.46534729003906 105.0 169.912353515625 158.0 189.42152404785156 67.0 217.1578826904297 587.0 221.37290954589844 156.0 229.58924865722656 223.0 248.88992309570312 89.0 299.0400695800781 191.0 326.1825256347656 83.0 352.67364501953125 92.0 355.1918029785156 8586.0 355.3232727050781 57.0 415.5900573730469 236.0 415.859375 225.0 447.4843444824219 263.0 449.7398376464844 108.0 455.24664306640625 16332.0 458.9793395996094 79.0 1502.267578125 289.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851449 PEPMASS=413.110962 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A5_GA5_01_8453.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347753-02_C19H18N4O7_9H-Purin-6-ol, 9-[1-(3-carboxyphenyl)-2,3-dideoxyheptodialdo-7,4-furanosyl]- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=OC1C(O)C(OC1CCC(=O)C2=CC=CC(=C2)C(O)=O)[N]3C=NC4=C(O)N=CN=C34 INCHI=InChI=1S/C19H18N4O7/c24-11(9-2-1-3-10(6-9)19(28)29)4-5-12-14(25)15(26)18(30-12)23-8-22-13-16(23)20-7-21-17(13)27/h1-3,6-8,12,14-15,18,25-26H,4-5H2,(H,28,29)(H,20,21,27) INCHIAUX=VEDWXCWBMDQNCV-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851449 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851449 SCANS=306 119.05081939697266 253.0 133.6363525390625 206.0 134.8379669189453 50.0 135.03106689453125 8237.0 136.0315399169922 291.0 163.0379180908203 447.0 189.0582275390625 147.0 277.0727233886719 2650.0 413.1103515625 1863.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851454 PEPMASS=418.187622 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A5_GA5_01_8453.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381253-01_C22H29NO7_2H-Isoindole-2-acetic acid, 7-carboxy-1,3-dihydro-6-methoxy-5-methyl-4-[(3-methyl-2-buten-1-yl)oxy]-alpha-(1-methylpropyl)-1-oxo- [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CCC(C)C(N1CC2=C(OCC=C(C)C)C(=C(OC)C(=C2C1=O)C(O)=O)C)C(O)=O INCHI=InChI=1S/C22H29NO7/c1-7-12(4)17(22(27)28)23-10-14-15(20(23)24)16(21(25)26)19(29-6)13(5)18(14)30-9-8-11(2)3/h8,12,17H,7,9-10H2,1-6H3,(H,25,26)(H,27,28) INCHIAUX=NFHFUYXLQKSNLH-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851454 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851454 SCANS=544 80.8690185546875 183.0 114.5758285522461 521.0 116.39530944824219 114.0 157.01341247558594 198.0 176.0269317626953 201.0 188.08668518066406 283.0 189.042724609375 349.0 190.05946350097656 123.0 204.0655517578125 451.0 217.0714874267578 359.0 218.0799102783203 424.0 230.05413818359375 216.0 232.09747314453125 805.0 244.1237335205078 128.0 246.1190948486328 300.0 249.07864379882812 184.0 260.1295471191406 209.0 262.068115234375 248.0 262.14306640625 252.0 263.0816955566406 86.0 276.0885925292969 1357.0 290.0990905761719 522.0 305.1250915527344 629.0 306.13775634765625 232.0 374.1881103515625 94.0 374.2160949707031 130.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851455 PEPMASS=395.208405 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A5_GA5_01_8453.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00381257-01_C20H30O5_1-Naphthalenecarboxylic acid, 5-[(3E)-4-carboxy-3-methyl-3-buten-1-yl]decahydro-3-hydroxy-1,4a-dimethyl-6-methylene- [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(/CCC1C(=C)CCC2C1(C)CC(O)CC2(C)C(O)=O)=C\C(O)=O INCHI=InChI=1S/C20H30O5/c1-12(9-17(22)23)5-7-15-13(2)6-8-16-19(15,3)10-14(21)11-20(16,4)18(24)25/h9,14-16,21H,2,5-8,10-11H2,1,3-4H3,(H,22,23)(H,24,25)/b12-9+ INCHIAUX=GKBWOXATOXYNRG-FMIVXFBMSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851455 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851455 SCANS=456 156.36724853515625 253.0 305.21307373046875 176.0 331.1922302246094 108.0 349.2034912109375 10592.0 350.2016296386719 169.0 376.9939880371094 243.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851458 PEPMASS=329.17514 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A7_GA7_01_8204.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347583-02_C20H26O4_15-Hydroxy-7-oxoabieta-8(14),9(11),12-trien-18-oic acid [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O)C1=CC=C2C(=C1)C(=O)C[C@H]3[C@@](C)(CCC[C@]23C)C(O)=O INCHI=InChI=1S/C20H26O4/c1-18(2,24)12-6-7-14-13(10-12)15(21)11-16-19(14,3)8-5-9-20(16,4)17(22)23/h6-7,10,16,24H,5,8-9,11H2,1-4H3,(H,22,23)/t16-,19-,20-/m1/s1 INCHIAUX=MXPXAZNVQUWDFH-NSISKUIASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851458 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851458 SCANS=449 131.05210876464844 162.0 170.06912231445312 395.0 188.0825958251953 162.0 213.49948120117188 205.0 227.14544677734375 399.0 267.1986389160156 239.0 329.17669677734375 4157.0 332.14105224609375 174.0 332.45611572265625 202.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851461 PEPMASS=375.180634 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A7_GA7_01_8204.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00347583-02_C20H26O4_15-Hydroxy-7-oxoabieta-8(14),9(11),12-trien-18-oic acid [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC(C)(O)C1=CC=C2C(=C1)C(=O)C[C@H]3[C@@](C)(CCC[C@]23C)C(O)=O INCHI=InChI=1S/C20H26O4/c1-18(2,24)12-6-7-14-13(10-12)15(21)11-16-19(14,3)8-5-9-20(16,4)17(22)23/h6-7,10,16,24H,5,8-9,11H2,1-4H3,(H,22,23)/t16-,19-,20-/m1/s1 INCHIAUX=MXPXAZNVQUWDFH-NSISKUIASA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851461 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851461 SCANS=458 171.0750274658203 270.0 178.36367797851562 151.0 285.1899108886719 88.0 329.17889404296875 7282.0 332.4358215332031 103.0 1310.2872314453125 552.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851464 PEPMASS=509.165375 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A7_GA7_01_8204.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380676-01_C24H30O12_(1S,4aS,5R,7S)-1-(beta-D-Glucopyranosyloxy)-4a,5-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl (2Z)-3-(4-hydroxyphenyl)acrylate [M-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@]1(C[C@@H](O)[C@]2(O)\C=C/O[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C12)OC(=O)\C=C/C4=CC=C(O)C=C4 INCHI=InChI=1S/C24H30O12/c1-23(36-16(28)7-4-12-2-5-13(26)6-3-12)10-15(27)24(32)8-9-33-22(20(23)24)35-21-19(31)18(30)17(29)14(11-25)34-21/h2-9,14-15,17-22,25-27,29-32H,10-11H2,1H3/b7-4-/t14-,15-,17-,18+,19-,20?,21+,22+,23+,24-/m1/s1 INCHIAUX=AZKQDXZMKREFDY-FUCHTRHDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851464 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851464 SCANS=305 71.48211669921875 202.0 78.05501556396484 129.0 82.49917602539062 116.0 84.45745849609375 236.0 93.03411102294922 343.0 97.02954864501953 194.0 97.9797134399414 200.0 98.03192901611328 147.0 99.00939178466797 239.0 101.02490234375 283.0 113.02787017822266 273.0 117.03549194335938 2130.0 118.04318237304688 157.0 119.0511703491211 3947.0 121.03063201904297 321.0 121.16002655029297 64.0 125.0243148803711 264.0 139.0402374267578 1078.0 143.04595947265625 194.0 145.02911376953125 19596.0 145.41822814941406 80.0 146.99070739746094 93.0 151.298095703125 76.0 151.77560424804688 58.0 152.05731201171875 83.0 155.1632537841797 84.0 157.0482940673828 226.0 160.1541748046875 245.0 161.04591369628906 186.0 161.0649871826172 168.0 161.83819580078125 57.0 162.03021240234375 164.0 162.714111328125 135.0 163.0395965576172 49767.0 163.3343963623047 248.0 163.86521911621094 79.0 165.052490234375 363.0 165.60964965820312 400.0 179.06068420410156 367.0 183.06454467773438 1751.0 188.82101440429688 92.0 199.05052185058594 108.0 201.0760040283203 161.0 205.05264282226562 178.0 207.064453125 307.0 213.08984375 180.0 228.0808563232422 104.0 239.11013793945312 175.0 242.09364318847656 130.0 242.32827758789062 104.0 247.5471649169922 52.0 249.0115203857422 60.0 256.4973449707031 191.0 267.07415771484375 274.0 267.1028747558594 248.0 285.1195068359375 268.0 294.4986877441406 181.0 329.111328125 966.0 345.1264953613281 838.0 508.30975341796875 227.0 508.49407958984375 160.0 509.16796875 21033.0 509.7538146972656 76.0 1181.002685546875 95.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851467 PEPMASS=555.170532 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A7_GA7_01_8204.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380676-01_C24H30O12_(1S,4aS,5R,7S)-1-(beta-D-Glucopyranosyloxy)-4a,5-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl (2Z)-3-(4-hydroxyphenyl)acrylate [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=C[C@@]1(C[C@@H](O)[C@]2(O)\C=C/O[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C12)OC(=O)\C=C/C4=CC=C(O)C=C4 INCHI=InChI=1S/C24H30O12/c1-23(36-16(28)7-4-12-2-5-13(26)6-3-12)10-15(27)24(32)8-9-33-22(20(23)24)35-21-19(31)18(30)17(29)14(11-25)34-21/h2-9,14-15,17-22,25-27,29-32H,10-11H2,1H3/b7-4-/t14-,15-,17-,18+,19-,20?,21+,22+,23+,24-/m1/s1 INCHIAUX=AZKQDXZMKREFDY-FUCHTRHDSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851467 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851467 SCANS=306 84.36715698242188 173.0 84.51437377929688 214.0 84.93374633789062 182.0 97.03085327148438 210.0 99.00797271728516 410.0 101.02835845947266 279.0 105.07656860351562 217.0 105.15542602539062 117.0 113.02316284179688 160.0 113.07041931152344 72.0 117.0358657836914 533.0 118.03889465332031 266.0 119.04932403564453 1467.0 121.03288269042969 168.0 128.4764862060547 73.0 128.68988037109375 107.0 139.0413360595703 666.0 145.0290069580078 11515.0 145.32833862304688 66.0 147.0443878173828 133.0 151.04891967773438 298.0 157.04904174804688 260.0 161.04872131347656 402.0 162.033935546875 163.0 162.90744018554688 158.0 163.03982543945312 32800.0 163.08055114746094 151.0 163.3427276611328 223.0 164.57437133789062 133.0 165.05384826660156 2005.0 167.04454040527344 69.0 167.43235778808594 64.0 179.0563201904297 214.0 182.69210815429688 205.0 183.0674591064453 3274.0 183.76658630371094 139.0 198.06576538085938 127.0 201.07318115234375 155.0 207.06106567382812 153.0 227.0733642578125 226.0 229.0902557373047 107.0 238.0908203125 164.0 243.10040283203125 190.0 244.88211059570312 189.0 245.29002380371094 199.0 249.34742736816406 71.0 257.1246643066406 311.0 267.6836853027344 150.0 285.120849609375 304.0 328.2158203125 136.0 329.1021423339844 523.0 345.1201477050781 183.0 347.11474609375 123.0 380.0580749511719 112.0 508.2715148925781 70.0 508.3937072753906 119.0 509.16851806640625 32671.0 509.6629638671875 132.0 510.1700744628906 85.0 513.0682373046875 133.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851470 PEPMASS=347.097595 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A7_GA7_01_8204.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380682-01_C13H18O8_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1=CC(=CC(=C1)OC2OC(CO)C(O)C(O)C2O)O INCHI=InChI=1S/C13H18O8/c1-19-7-2-6(15)3-8(4-7)20-13-12(18)11(17)10(16)9(5-14)21-13/h2-4,9-18H,5H2,1H3 INCHIAUX=SJBWDSQCMPAGHA-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851470 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851470 SCANS=196 139.0398712158203 4891.0 163.0405731201172 142.0 181.04603576660156 187.0 301.0935363769531 228.0 302.4340515136719 138.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851473 PEPMASS=441.212097 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A7_GA7_01_8204.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380683-01_C21H32O7_2,4-Dihydroxy-5-methoxy-2a'',5a'',7''-trimethyldodecahydrodispiro[furan-3,2'-furan-5',6''-naphtho[1,8-bc]furan]-2''(2a''H)-one [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=COC1OC(O)C2(CCC3(O2)C(C)CC4OC(=O)C5(C)CCCC3(C)C45)C1O INCHI=InChI=1S/C21H32O7/c1-11-10-12-13-18(2,16(23)26-12)6-5-7-19(13,3)21(11)9-8-20(28-21)14(22)15(25-4)27-17(20)24/h11-15,17,22,24H,5-10H2,1-4H3 INCHIAUX=JFEFKYNVTFPFRI-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851473 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851473 SCANS=393 127.03856658935547 248.0 141.05084228515625 628.0 190.69309997558594 141.0 210.1986083984375 108.0 263.1306457519531 114.0 305.1733703613281 449.0 363.1881103515625 150.0 389.87225341796875 177.0 390.1944885253906 44.0 393.591552734375 200.0 393.9004821777344 127.0 394.2344970703125 53.0 395.2070617675781 14354.0 396.0424499511719 126.0 440.9984436035156 346.0 441.2122802734375 481.0 1640.71142578125 124.0 END IONS BEGIN IONS TITLE=CCMSLIB00000851476 PEPMASS=407.16983 CHARGE=1 MSLEVEL=2 FRAGMENTATION_METHOD=N/A COLLISION_ENERGY=N/A SOURCE_INSTRUMENT=LC-ESI-Maxis II HD Q-TOF Bruker FILENAME=777be51f66ee4b2495aec448886f0c38/A7_GA7_01_8204.mzXML SEQ=*..* IONMODE=negative ORGANISM=GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE NAME=NCGC00380686-01_C20H26O6_ [M+HCOOH-H]- PI=Jadhav/Dorrestein DATACOLLECTOR=lfnothias SMILES=CC1CCC\23COC(=O)C2=C/C(O)CC3C1(C)CC/C4=C/C(=O)OC4O INCHI=InChI=1S/C20H26O6/c1-11-3-6-20-10-25-18(24)14(20)8-13(21)9-15(20)19(11,2)5-4-12-7-16(22)26-17(12)23/h7-8,11,13,15,17,21,23H,3-6,9-10H2,1-2H3 INCHIAUX=FSXIRVCJYLNVMM-UHFFFAOYSA-N PUBMED=N/A SUBMITUSER=mwang87 LIBRARYQUALITY=1 SPECTRUMID=CCMSLIB00000851476 USI=mzspec:GNPS:GNPS-NIH-NATURALPRODUCTSLIBRARY_ROUND2_NEGATIVE:accession:CCMSLIB00000851476 SCANS=405 177.67417907714844 75.0 182.19009399414062 109.0 243.1844940185547 139.0 273.189208984375 178.0 287.163818359375 674.0 317.1787109375 323.0 359.17791748046875 97.0 360.4416198730469 92.0 360.7869567871094 154.0 361.1651306152344 5632.0 362.4361572265625 113.0 1671.7696533203125 254.0 END IONS