(3Z)-3-[2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]furan-2-one

CNP0161384.4 · C20H28O4 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name	(3Z)-3-[2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]furan-2-one
IUPAC Name	(3~{Z})-3-[2-[(1~{R},4~{a}~{S},5~{R},6~{R},8~{a}~{S})-6-hydroxy-5-(hydroxymethyl)-5,8~{a}-dimethyl-2-methylene-decalin-1-yl]ethylidene]furan-2-one
COCONUT ID	CNP0161384.4
InChIKey	YIIRVUDGRKEWBV-ORTKAQMXSA-N
InChI	InChI=1S/C20H28O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h5,9,11,15-17,21-22H,1,4,6-8,10,12H2,2-3H3/b14-5-/t15-,16+,17-,19+,20+/m1/s1
SMILES	C=C1CC[C@@H]2[C@](C)(CO)[C@H](O)CC[C@@]2(C)[C@@H]1C/C=C1/C=COC1=O

Properties

Molecular Formula	C20H28O4
Molecular Weight	332.44
Exact Mass	332.19876
Log P (ALogP)	3.12
TPSA	66.76
H-Bond Donors / Acceptors	2 / 4
Rotatable Bonds	3
Lipinski's Rule of 5 Violations	0
QED Drug-likeness	0.47
NP-likeness	3.34

Classification

NP Pathway	Terpenoids
NP Superclass	Diterpenoids
NP Class	Labdane diterpenoids
Chemical Superclass	Organoheterocyclic compounds
Chemical Class	Dihydrofurans
Chemical Subclass	Dihydrofurans

Reported in GR-MAPs Plants

Andrographis paniculata	as “Andrographis paniculata” in COCONUT

References (1)

10.1016/J.FITOTE.2010.03.003

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