[(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},3~{S})-3-acetoxy-2-methyl-butanoate

CNP0238737.2 · C31H46O13 · 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-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},3~{S})-3-acetoxy-2-methyl-butanoate
COCONUT ID	CNP0238737.2
InChIKey	RPBYNKFFNMBQPP-MUHABPMWSA-N
InChI	InChI=1S/C31H46O13/c1-14-8-24(41-19(6)34)30(12-38-17(4)32)22(29(14,7)23-9-20-10-25(36)43-28(20)42-23)11-21(35)26(31(30)13-39-31)44-27(37)15(2)16(3)40-18(5)33/h14-16,20-26,28,35-36H,8-13H2,1-7H3/t14-,15-,16+,20+,21-,22-,23+,24+,25+,26+,28-,29+,30+,31-/m1/s1
SMILES	CC(=O)OC[C@@]12[C@@H](OC(C)=O)C[C@@H](C)[C@](C)([C@@H]3C[C@H]4C[C@@H](O)O[C@H]4O3)[C@H]1C[C@@H](O)[C@H](OC(=O)[C@H](C)[C@H](C)OC(C)=O)[C@]21CO1

Properties

Molecular Formula	C31H46O13
Molecular Weight	626.70
Exact Mass	626.29384
Log P (ALogP)	1.63
TPSA	176.65
H-Bond Donors / Acceptors	2 / 13
Rotatable Bonds	8
Lipinski's Rule of 5 Violations	2
QED Drug-likeness	0.23
NP-likeness	3.10

Classification

NP Pathway	Terpenoids
NP Superclass
NP Class
Chemical Superclass	Organic acids and derivatives
Chemical Class	Carboxylic acids and derivatives
Chemical Subclass	Tetracarboxylic acids and derivatives

Reported in GR-MAPs Plants

Ajuga chamaepitys	as “Ajuga chamaepitys” in COCONUT

References (1)

10.1016/S0031-9422(00)81838-5

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