4-[2-[(1~{R},4~{a}~{R},6~{R},8~{a}~{S})-6-hydroxy-5,5-bis(hydroxymethyl)-8~{a}-methyl-2-methylene-decalin-1-yl]ethyl]-2~{H}-furan-5-one

CNP0146463.1 · C20H30O5 · View on COCONUT ↗

2D Structure

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Identifiers

IUPAC Name	4-[2-[(1~{R},4~{a}~{R},6~{R},8~{a}~{S})-6-hydroxy-5,5-bis(hydroxymethyl)-8~{a}-methyl-2-methylene-decalin-1-yl]ethyl]-2~{H}-furan-5-one
COCONUT ID	CNP0146463.1
InChIKey	RQPNDCVTRUVOKO-MTNOOBJLSA-N
InChI	InChI=1S/C20H30O5/c1-13-3-6-16-19(2,9-7-17(23)20(16,11-21)12-22)15(13)5-4-14-8-10-25-18(14)24/h8,15-17,21-23H,1,3-7,9-12H2,2H3/t15-,16-,17-,19+/m1/s1
SMILES	C=C1CC[C@H]2C(CO)(CO)[C@H](O)CC[C@@]2(C)[C@@H]1CCC1=CCOC1=O

Properties

Molecular Formula	C20H30O5
Molecular Weight	350.46
Exact Mass	350.20932
Log P (ALogP)	1.96
TPSA	86.99
H-Bond Donors / Acceptors	3 / 5
Rotatable Bonds	5
Lipinski's Rule of 5 Violations	0
QED Drug-likeness	0.52
NP-likeness	3.66

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)

10.1002/HLCA.200690237

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