(~{E})-5-[(1~{S},2~{R},4~{a}~{S},5~{R},8~{a}~{S})-1,2,4~{a},5-tetramethyldecalin-1-yl]-3-(acetoxymethyl)pent-3-enoic acid

CNP0376670.1 · C22H36O4 · View on COCONUT ↗

2D Structure

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Identifiers

IUPAC Name	(~{E})-5-[(1~{S},2~{R},4~{a}~{S},5~{R},8~{a}~{S})-1,2,4~{a},5-tetramethyldecalin-1-yl]-3-(acetoxymethyl)pent-3-enoic acid
COCONUT ID	CNP0376670.1
InChIKey	TUFNPGGUGDWLPI-VNDRYQQWSA-N
InChI	InChI=1S/C22H36O4/c1-15-7-6-8-19-21(15,4)11-9-16(2)22(19,5)12-10-18(13-20(24)25)14-26-17(3)23/h10,15-16,19H,6-9,11-14H2,1-5H3,(H,24,25)/b18-10+/t15-,16-,19+,21+,22+/m1/s1
SMILES	CC(=O)OC/C(=C/C[C@]1(C)[C@H]2CCC[C@@H](C)[C@]2(C)CC[C@H]1C)CC(=O)O

Properties

Molecular Formula	C22H36O4
Molecular Weight	364.53
Exact Mass	364.26136
Log P (ALogP)	5.22
TPSA	63.60
H-Bond Donors / Acceptors	1 / 3
Rotatable Bonds	6
Lipinski's Rule of 5 Violations	1
QED Drug-likeness	0.52
NP-likeness	2.30

Classification

NP Pathway	Terpenoids
NP Superclass	Diterpenoids
NP Class	Colensane and Clerodane 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