(E)-3-[(1R,4aS,5R,6R,8aR)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]prop-2-enoic acid

CNP0314268.1 · C17H26O4 · View on COCONUT ↗

2D Structure

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Identifiers

Name	(E)-3-[(1R,4aS,5R,6R,8aR)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]prop-2-enoic acid
IUPAC Name	(~{E})-3-[(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]prop-2-enoic acid
COCONUT ID	CNP0314268.1
InChIKey	ABRILZQPRHWMRY-JOAVWQPASA-N
InChI	InChI=1S/C17H26O4/c1-11-4-6-13-16(2,12(11)5-7-15(20)21)9-8-14(19)17(13,3)10-18/h5,7,12-14,18-19H,1,4,6,8-10H2,2-3H3,(H,20,21)/b7-5+/t12-,13+,14-,16+,17+/m1/s1
SMILES	C=C1CC[C@@H]2[C@](C)(CO)[C@H](O)CC[C@@]2(C)[C@@H]1/C=C/C(=O)O

Properties

Molecular Formula	C17H26O4
Molecular Weight	294.39
Exact Mass	294.18311
Log P (ALogP)	2.37
TPSA	77.76
H-Bond Donors / Acceptors	3 / 3
Rotatable Bonds	3
Lipinski's Rule of 5 Violations	0
QED Drug-likeness	0.55
NP-likeness	3.09

Classification

NP Pathway	Terpenoids
NP Superclass	Diterpenoids
NP Class	Norlabdane diterpenoids
Chemical Superclass	Organic oxygen compounds
Chemical Class	Organooxygen compounds
Chemical Subclass	Alcohols and polyols

Reported in GR-MAPs Plants

Andrographis paniculata	as “Andrographis paniculata” in COCONUT

References (2)

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