[(1~{R},2~{S},3~{R},4~{a}~{R},5~{S},6~{R},8~{S},8~{a}~{R})-5-[(2~{S},3~{a}~{S},5~{S},6~{a}~{R})-5-ethoxy-2,3,3~{a},4,5,6~{a}-hexahydrofuro[2,3-b]furan-2-yl]-8-acetoxy-8~{a}-(acetoxymethyl)-3-hydroxy-5,6-dimethyl-spiro[decalin-1,2'-oxirane]-2-yl] (2~{R})-2-methylbutanoate

CNP0148701.3 · C31H48O11 · View on COCONUT ↗

2D Structure

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Identifiers

IUPAC Name	[(1~{R},2~{S},3~{R},4~{a}~{R},5~{S},6~{R},8~{S},8~{a}~{R})-5-[(2~{S},3~{a}~{S},5~{S},6~{a}~{R})-5-ethoxy-2,3,3~{a},4,5,6~{a}-hexahydrofuro[2,3-b]furan-2-yl]-8-acetoxy-8~{a}-(acetoxymethyl)-3-hydroxy-5,6-dimethyl-spiro[decalin-1,2'-oxirane]-2-yl] (2~{R})-2-methylbutanoate
COCONUT ID	CNP0148701.3
InChIKey	BYEWAYHTOJPYKI-TULSCDONSA-N
InChI	InChI=1S/C31H48O11/c1-8-16(3)27(35)42-26-21(34)13-22-29(7,23-11-20-12-25(36-9-2)41-28(20)40-23)17(4)10-24(39-19(6)33)30(22,14-37-18(5)32)31(26)15-38-31/h16-17,20-26,28,34H,8-15H2,1-7H3/t16-,17-,20+,21-,22-,23+,24+,25+,26+,28-,29+,30+,31-/m1/s1
SMILES	CCO[C@@H]1C[C@@H]2C[C@@H]([C@@]3(C)[C@H](C)C[C@H](OC(C)=O)[C@]4(COC(C)=O)[C@@H]3C[C@@H](O)[C@H](OC(=O)[C@H](C)CC)[C@]43CO3)O[C@@H]2O1

Properties

Molecular Formula	C31H48O11
Molecular Weight	596.71
Exact Mass	596.31966
Log P (ALogP)	3.14
TPSA	139.35
H-Bond Donors / Acceptors	1 / 11
Rotatable Bonds	9
Lipinski's Rule of 5 Violations	2
QED Drug-likeness	0.24
NP-likeness	3.04

Classification

NP Pathway	Terpenoids
NP Superclass	Diterpenoids
NP Class	Colensane and Clerodane diterpenoids
Chemical Superclass	Organic acids and derivatives
Chemical Class	Carboxylic acids and derivatives
Chemical Subclass	Tricarboxylic acids and derivatives

Reported in GR-MAPs Plants

Ajuga chamaepitys	as “Ajuga chamaepitys” 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