Summary

IMPPAT Phytochemical identifier: IMPHY005179

Phytochemical name: 27-Deoxy-14-hydroxywithaferin A

Synonymous chemical names:
27 deoxy-14-hydroxy-withaferin a, 27-deoxy-14alpha-hydroxywithaferin a

External chemical identifiers:
CID:23266158, ZINC:ZINC000138185095

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Chemical structure information

SMILES:
CC1=C(C)C(=O)O[C@H](C1)[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@H]1[C@H]2C[C@@H]2[C@]3([C@]1(C)C(=O)C=C[C@@H]3O)O2)O)C

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

InChIKey:
YURBIBLJWFNTOF-USUBRSKBSA-N

DeepSMILES:
CC=CC)C=O)O[C@H]C6)[C@H][C@H]CC[C@@][C@]5C)CC[C@H][C@H]6C[C@@H][C@][C@]6C)C=O)C=C[C@@H]6O))))))O3)))))))))O)))))C

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=CCC(CC2CCC3C2CCC2C3CC3OC34CC=CC(=O)C24)O1

Scaffold Graph/Node level:
OC1CCCC(CC2CCC3C2CCC2C3CC3OC34CCCC(O)C24)O1

Scaffold Graph level:
CC1CCCC(CC2CCC3C2CCC2C3CC3CC34CCCC(C)C24)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: 3.806

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Chemical structure download