Summary

IMPPAT Phytochemical identifier: IMPHY007744

Phytochemical name: (1R,7S,9R,10S,13S,15S)-15-hydroxy-7-[(2R,3R,4R,5R,6R)-6-(hydroxymethyl)-3-(3-methylbutanoyloxy)-4,5-disulfooxyoxan-2-yl]oxy-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5,5-dicarboxy

Synonymous chemical names:
carboxyatractyloside

External chemical identifiers:
CID:102004836

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](O[C@@H]2CC(C(=O)O)(C(=O)O)C3[C@@](C2)(C)[C@@H]2CC[C@H]4C[C@@]2(CC3)[C@@H](O)C4=C)[C@@H]([C@H]([C@@H]1OS(=O)(=O)O)OS(=O)(=O)O)OC(=O)CC(C)C

InChI:
InChI=1S/C31H46O18S2/c1-14(2)9-21(33)47-24-23(49-51(42,43)44)22(48-50(39,40)41)18(13-32)46-26(24)45-17-11-29(4)19-6-5-16-10-30(19,25(34)15(16)3)8-7-20(29)31(12-17,27(35)36)28(37)38/h14,16-20,22-26,32,34H,3,5-13H2,1-2,4H3,(H,35,36)(H,37,38)(H,39,40,41)(H,42,43,44)/t16-,17-,18+,19-,20?,22+,23-,24+,25-,26+,29+,30+/m0/s1

InChIKey:
AQFATIOBERWBDY-SRIINCLRSA-N

DeepSMILES:
OC[C@H]O[C@@H]O[C@@H]CCC=O)O))C=O)O))C[C@@]C6)C)[C@@H]CC[C@H]C[C@@]6CC%10))[C@@H]O)C5=C)))))))))))))))[C@@H][C@H][C@@H]6OS=O)=O)O))))OS=O)=O)O))))OC=O)CCC)C

Functional groups:
C=C(C)C, CC(=O)O, CC(=O)OC, CO, COS(=O)(=O)O, CO[C@@H](C)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CC23CCC4CCC(OC5CCCCO5)CC4C2CCC1C3

Scaffold Graph/Node level:
CC1CC23CCC4CCC(OC5CCCCO5)CC4C2CCC1C3

Scaffold Graph level:
CC1CC23CCC4CCC(CC5CCCCC5)CC4C2CCC1C3

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Terpene glycosides

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Diterpenoids

NP Classifier Class: Norkaurane diterpenoids

NP-Likeness score: 2.252

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Chemical structure download