(3~{R},4~{S})-3-[(~{E})-2-[(1~{R},4~{a}~{S},5~{R},6~{R},8~{a}~{R})-6-hydroxy-5-(hydroxymethyl)-5,8~{a}-dimethyl-2-methylene-decalin-1-yl]vinyl]-4-hydroxy-tetrahydrofuran-2-one

CNP0297574.2 · C20H30O5 · View on COCONUT ↗

2D Structure

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Identifiers

IUPAC Name	(3~{R},4~{S})-3-[(~{E})-2-[(1~{R},4~{a}~{S},5~{R},6~{R},8~{a}~{R})-6-hydroxy-5-(hydroxymethyl)-5,8~{a}-dimethyl-2-methylene-decalin-1-yl]vinyl]-4-hydroxy-tetrahydrofuran-2-one
COCONUT ID	CNP0297574.2
InChIKey	CKZDDLBOPCFVJG-HPSQTEPOSA-N
InChI	InChI=1S/C20H30O5/c1-12-4-7-16-19(2,9-8-17(23)20(16,3)11-21)14(12)6-5-13-15(22)10-25-18(13)24/h5-6,13-17,21-23H,1,4,7-11H2,2-3H3/b6-5+/t13-,14-,15-,16+,17-,19+,20+/m1/s1
SMILES	C=C1CC[C@@H]2[C@](C)(CO)[C@H](O)CC[C@@]2(C)[C@@H]1/C=C/[C@H]1C(=O)OC[C@H]1O

Properties

Molecular Formula	C20H30O5
Molecular Weight	350.46
Exact Mass	350.20932
Log P (ALogP)	1.82
TPSA	86.99
H-Bond Donors / Acceptors	3 / 5
Rotatable Bonds	3
Lipinski's Rule of 5 Violations	0
QED Drug-likeness	0.53
NP-likeness	3.02

Classification

NP Pathway	Terpenoids
NP Superclass	Diterpenoids
NP Class	Labdane diterpenoids
Chemical Superclass	Lipids and lipid-like molecules
Chemical Class	Prenol lipids
Chemical Subclass	Terpene lactones

Reported in GR-MAPs Plants

Andrographis paniculata	as “Andrographis paniculata” in COCONUT

References (1)

10.1021/JF903629J

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