(6R)-6-[(1R)-1-hydroxy-1-[(1S,2R,10R,11R,14S,15R)-11-hydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-4,7-dien-14-yl]ethyl]-3-(hydroxymethyl)-4-methyl-5,6-dihydro-2H-pyran-2-one

CNP0405653.1 · C28H38O6 · View on COCONUT ↗

2D Structure

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Identifiers

Name	(6R)-6-[(1R)-1-hydroxy-1-[(1S,2R,10R,11R,14S,15R)-11-hydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-4,7-dien-14-yl]ethyl]-3-(hydroxymethyl)-4-methyl-5,6-dihydro-2H-pyran-2-one
IUPAC Name	(2~{R})-2-[(1~{R})-1-hydroxy-1-[(8~{R},9~{S},10~{R},13~{R},14~{R},17~{S})-14-hydroxy-10,13-dimethyl-1-oxo-7,8,9,11,12,15,16,17-octahydro-4~{H}-cyclopenta[a]phenanthren-17-yl]ethyl]-5-(hydroxymethyl)-4-methyl-2,3-dihydropyran-6-one
COCONUT ID	CNP0405653.1
InChIKey	SZVJDQSFFAIGDR-HZRISEJCSA-N
InChI	InChI=1S/C28H38O6/c1-16-14-23(34-24(31)18(16)15-29)27(4,32)21-11-13-28(33)20-9-8-17-6-5-7-22(30)26(17,3)19(20)10-12-25(21,28)2/h5,7-8,19-21,23,29,32-33H,6,9-15H2,1-4H3/t19-,20+,21-,23+,25+,26-,27+,28+/m0/s1
SMILES	CC1=C(CO)C(=O)O[C@@H]([C@](C)(O)[C@H]2CC[C@@]3(O)[C@@H]4CC=C5CC=CC(=O)[C@]5(C)[C@H]4CC[C@]23C)C1

Properties

Molecular Formula	C28H38O6
Molecular Weight	470.61
Exact Mass	470.26684
Log P (ALogP)	3.40
TPSA	104.06
H-Bond Donors / Acceptors	3 / 6
Rotatable Bonds	3
Lipinski's Rule of 5 Violations	0
QED Drug-likeness	0.43
NP-likeness	3.68

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 (3)

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