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

CNP0278430.2 · C28H38O6 · View on COCONUT ↗

2D Structure

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Identifiers

Name	(6R)-6-[(1S)-1-[(1S,2R,10R,11R,14R,15S)-11,14-dihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-4,7-dien-14-yl]-1-hydroxyethyl]-3,4-dimethyl-5,6-dihydro-2H-pyran-2-one
IUPAC Name	(2~{R})-2-[(1~{S})-1-[(8~{R},9~{S},10~{R},13~{S},14~{R},17~{R})-14,17-dihydroxy-10,13-dimethyl-1-oxo-4,7,8,9,11,12,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-1-hydroxy-ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one
COCONUT ID	CNP0278430.2
InChIKey	GQHHHBATDOXAEP-WEJNEFSASA-N
InChI	InChI=1S/C28H38O6/c1-16-15-22(34-23(30)17(16)2)26(5,31)28(33)14-13-27(32)20-10-9-18-7-6-8-21(29)25(18,4)19(20)11-12-24(27,28)3/h6,8-9,19-20,22,31-33H,7,10-15H2,1-5H3/t19-,20+,22+,24-,25-,26-,27+,28+/m0/s1
SMILES	CC1=C(C)C(=O)O[C@@H]([C@](C)(O)[C@@]2(O)CC[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)	3.54
TPSA	104.06
H-Bond Donors / Acceptors	3 / 6
Rotatable Bonds	2
Lipinski's Rule of 5 Violations	0
QED Drug-likeness	0.42
NP-likeness	3.37

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 (8)

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