Summary

IMPPAT Phytochemical identifier: IMPHY004031

Phytochemical name: (8S,9R,10R,13R,14S,17Z)-17-ethylidene-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15-decahydrocyclopenta[a]phenanthrene-3,16-dione

Synonymous chemical names:
(z)-guggulsterone, z-guggulsterone

External chemical identifiers:
CID:122173119, ZINC:ZINC000584567025

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Chemical structure information

SMILES:
C/C=C/1C(=O)C[C@@H]2[C@@]1(C)CC[C@@H]1[C@@H]2CCC2=CC(=O)CC[C@]12C

InChI:
InChI=1S/C21H28O2/c1-4-16-19(23)12-18-15-6-5-13-11-14(22)7-9-20(13,2)17(15)8-10-21(16,18)3/h4,11,15,17-18H,5-10,12H2,1-3H3/b16-4+/t15-,17+,18-,20-,21-/m0/s1

InChIKey:
WDXRGPWQVHZTQJ-RHHNQTRPSA-N

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

Functional groups:
C/C=C(/C)C(C)=O, CC(=O)C=C(C)C

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1C(=O)CC2C1CCC1C3CCC(=O)C=C3CCC21

Scaffold Graph/Node level:
CC1C(O)CC2C1CCC1C3CCC(O)CC3CCC12

Scaffold Graph level:
CC1CCC2C(CCC3C2CCC2C(C)C(C)CC23)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: Androstane steroids

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Steroids

NP Classifier Class: Pregnane steroids

NP-Likeness score: 2.507

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Chemical structure download