Summary

IMPPAT Phytochemical identifier: IMPHY010466

Phytochemical name: (2R)-2-[(1S)-1-hydroxy-1-[(6S,8R,9S,10R,13S,14R,17S)-6,14,17-trihydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,15,16-octahydrocyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one

Synonymous chemical names:
withaperuvin c

External chemical identifiers:
CID:127047502, ChEMBL:CHEMBL3799653, ZINC:ZINC000119311499

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Chemical structure information

SMILES:
CC1=C(C)C(=O)O[C@H](C1)[C@@]([C@]1(O)CC[C@@]2([C@]1(C)CC[C@H]1[C@H]2C[C@@H](C2=CC=CC(=O)[C@]12C)O)O)(O)C

InChI:
InChI=1S/C28H38O7/c1-15-13-22(35-23(31)16(15)2)26(5,32)28(34)12-11-27(33)19-14-20(29)18-7-6-8-21(30)25(18,4)17(19)9-10-24(27,28)3/h6-8,17,19-20,22,29,32-34H,9-14H2,1-5H3/t17-,19+,20-,22+,24-,25+,26-,27+,28-/m0/s1

InChIKey:
IBJZGHYOMSKIJB-IBXPYDNGSA-N

DeepSMILES:
CC=CC)C=O)O[C@H]C6)[C@@][C@]O)CC[C@@][C@]5C)CC[C@H][C@H]6C[C@@H]C=CC=CC=O)[C@]%106C)))))))O))))))))O)))))O)C

Functional groups:
CC1=C(C)C(=O)OCC1, CC1=CC=CC(=O)C1, CO

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=CCC(CC2CCC3C2CCC2C4C(=O)C=CC=C4CCC23)O1

Scaffold Graph/Node level:
OC1CCCC(CC2CCC3C2CCC2C3CCC3CCCC(O)C32)O1

Scaffold Graph level:
CC1CCCC(CC2CCC3C2CCC2C3CCC3CCCC(C)C32)C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Steroids and steroid derivatives

ClassyFire Subclass: Steroid lactones

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Steroids

NP Classifier Class: Ergostane steroids

NP-Likeness score: 3.321

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Chemical structure download