17alpha-hydroxywithaferin A

CNP0103409.1 · C28H38O7 · View on COCONUT ↗

2D Structure

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Identifiers

Name	17alpha-hydroxywithaferin A
IUPAC Name	(1~{S},2~{R},6~{S},7~{R},9~{R},11~{S},12~{S},15~{S},16~{S})-6,15-dihydroxy-15-[(1~{R})-1-[(2~{R})-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-3-one
COCONUT ID	CNP0103409.1
InChIKey	HLZVPWRVYKJCMY-ZHLLBWASSA-N
InChI	InChI=1S/C28H38O7/c1-14-11-20(34-24(32)17(14)13-29)15(2)27(33)10-8-18-16-12-23-28(35-23)22(31)6-5-21(30)26(28,4)19(16)7-9-25(18,27)3/h5-6,15-16,18-20,22-23,29,31,33H,7-13H2,1-4H3/t15-,16+,18+,19+,20-,22+,23-,25+,26+,27+,28-/m1/s1
SMILES	CC1=C(CO)C(=O)O[C@@H]([C@@H](C)[C@@]2(O)CC[C@H]3[C@@H]4C[C@H]5O[C@]56[C@@H](O)C=CC(=O)[C@]6(C)[C@H]4CC[C@@]32C)C1

Properties

Molecular Formula	C28H38O7
Molecular Weight	486.61
Exact Mass	486.26175
Log P (ALogP)	2.47
TPSA	116.59
H-Bond Donors / Acceptors	3 / 7
Rotatable Bonds	3
Lipinski's Rule of 5 Violations	0
QED Drug-likeness	0.41
NP-likeness	3.70

Classification

NP Pathway	Terpenoids
NP Superclass	Steroids
NP Class	Ergostane steroids
Chemical Superclass	Lipids and lipid-like molecules
Chemical Class	Steroids and steroid derivatives
Chemical Subclass	Steroid lactones

Reported in GR-MAPs Plants

Withania somnifera	as “Withania somnifera” in COCONUT

References (4)

Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.

COCONUT Compound