(1~{S},4~{a}~{R},5~{R},8~{a}~{R})-5-[(3~{S})-5-hydroxy-3-methyl-pentyl]-1,4~{a}-dimethyl-6-methylene-decalin-1-carboxylic acid

CNP0223198.10 · C20H34O3 · View on COCONUT ↗

2D Structure

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Identifiers

IUPAC Name	(1~{S},4~{a}~{R},5~{R},8~{a}~{R})-5-[(3~{S})-5-hydroxy-3-methyl-pentyl]-1,4~{a}-dimethyl-6-methylene-decalin-1-carboxylic acid
COCONUT ID	CNP0223198.10
InChIKey	NSRKLZRKJJQJLD-UZKILMIQSA-N
InChI	InChI=1S/C20H34O3/c1-14(10-13-21)6-8-16-15(2)7-9-17-19(16,3)11-5-12-20(17,4)18(22)23/h14,16-17,21H,2,5-13H2,1,3-4H3,(H,22,23)/t14-,16+,17+,19+,20-/m0/s1
SMILES	C=C1CC[C@@H]2[C@](C)(CCC[C@]2(C)C(=O)O)[C@@H]1CC[C@H](C)CCO

Properties

Molecular Formula	C20H34O3
Molecular Weight	322.49
Exact Mass	322.25079
Log P (ALogP)	4.65
TPSA	57.53
H-Bond Donors / Acceptors	2 / 2
Rotatable Bonds	6
Lipinski's Rule of 5 Violations	0
QED Drug-likeness	0.70
NP-likeness	2.97

Classification

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

Reported in GR-MAPs Plants

Ajuga chamaepitys	as “Ajuga chamaepitys” in COCONUT

References (1)

10.1002/CHIN.200437183

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