Summary

IMPPAT Phytochemical identifier: IMPHY000090

Phytochemical name: withanolide A

Synonymous chemical names:
withanolide a, withanolides a

External chemical identifiers:
CID:11294368, ChEMBL:CHEMBL445041, ChEBI:175683, ZINC:ZINC000044306907, FDASRS:V903234S8G, MolPort-044-561-115

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Chemical structure information

SMILES:
CC1=C(C)C(=O)O[C@H](C1)[C@@]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2[C@@H]2O[C@@H]2[C@@]2([C@]1(C)C(=O)C=CC2)O)(O)C

InChI:
InChI=1S/C28H38O6/c1-14-13-20(33-24(30)15(14)2)27(5,31)18-9-8-16-21-17(10-12-25(16,18)3)26(4)19(29)7-6-11-28(26,32)23-22(21)34-23/h6-7,16-18,20-23,31-32H,8-13H2,1-5H3/t16-,17-,18-,20+,21-,22-,23-,25-,26-,27+,28-/m0/s1

InChIKey:
DXWHOKCXBGLTMQ-SFQAJKIESA-N

DeepSMILES:
CC=CC)C=O)O[C@H]C6)[C@@][C@H]CC[C@@H][C@]5C)CC[C@H][C@H]6[C@@H]O[C@@H]3[C@@][C@]7C)C=O)C=CC6)))))O))))))))))))))O)C

Functional groups:
CC1=C(C)C(=O)OCC1, CC=CC(C)=O, CO, C[C@@H]1O[C@@H]1C

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=CCC(CC2CCC3C2CCC2C4C(=O)C=CCC4C4OC4C32)O1

Scaffold Graph/Node level:
OC1CCCC(CC2CCC3C2CCC2C4C(O)CCCC4C4OC4C32)O1

Scaffold Graph level:
CC1CCCC(CC2CCC3C2CCC2C4C(C)CCCC4C4CC4C32)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: 3.682

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Chemical structure download