[(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-hydroxy-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

CNP0223657.2 · C29H44O11 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

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-hydroxy-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	CNP0223657.2
InChIKey	SAENNVULKVVZSO-LGYHWBDFSA-N
InChI	InChI=1S/C29H44O11/c1-7-14(2)25(34)40-24-19(32)11-20-27(6,21-9-18-10-23(33)39-26(18)38-21)15(3)8-22(37-17(5)31)28(20,12-35-16(4)30)29(24)13-36-29/h14-15,18-24,26,32-33H,7-13H2,1-6H3/t14-,15-,18+,19-,20-,21+,22+,23+,24+,26-,27+,28+,29-/m1/s1
SMILES	CC[C@@H](C)C(=O)O[C@H]1[C@H](O)C[C@@H]2[C@@](C)([C@@H]3C[C@H]4C[C@@H](O)O[C@H]4O3)[C@H](C)C[C@H](OC(C)=O)[C@@]2(COC(C)=O)[C@@]12CO2

Properties

Molecular Formula	C29H44O11
Molecular Weight	568.66
Exact Mass	568.28836
Log P (ALogP)	2.09
TPSA	150.35
H-Bond Donors / Acceptors	2 / 11
Rotatable Bonds	7
Lipinski's Rule of 5 Violations	2
QED Drug-likeness	0.26
NP-likeness	3.18

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 (1)

10.1016/S0031-9422(00)84101-1

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