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

CNP0207839.8 · C29H44O10 · 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-[(3~{a}~{R},5~{S},6~{a}~{S})-2,3,3~{a},4,5,6~{a}-hexahydrofuro[2,3-b]furan-5-yl]-8-acetoxy-8~{a}-(acetoxymethyl)-3-hydroxy-5,6-dimethyl-spiro[decalin-1,2'-oxirane]-2-yl] (2~{R})-2-methylbutanoate
COCONUT ID	CNP0207839.8
InChIKey	XMVULWKEVGKECE-JQLSYVBDSA-N
InChI	InChI=1S/C29H44O10/c1-7-15(2)25(33)39-24-20(32)12-21-27(6,22-11-19-8-9-34-26(19)38-22)16(3)10-23(37-18(5)31)28(21,13-35-17(4)30)29(24)14-36-29/h15-16,19-24,26,32H,7-14H2,1-6H3/t15-,16-,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]4CCO[C@H]4O3)[C@H](C)C[C@H](OC(C)=O)[C@@]2(COC(C)=O)[C@@]12CO2

Properties

Molecular Formula	C29H44O10
Molecular Weight	552.66
Exact Mass	552.29345
Log P (ALogP)	2.77
TPSA	130.12
H-Bond Donors / Acceptors	1 / 10
Rotatable Bonds	7
Lipinski's Rule of 5 Violations	1
QED Drug-likeness	0.29
NP-likeness	2.99

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 (4)

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