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

CNP0282833.4 · C28H40O10 · 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}~{S},5~{R},6~{a}~{S})-3~{a},4,5,6~{a}-tetrahydrofuro[2,3-b]furan-5-yl]-8-acetoxy-8~{a}-(acetoxymethyl)-3-hydroxy-5,6-dimethyl-spiro[decalin-1,2'-oxirane]-2-yl] 2-methylpropanoate
COCONUT ID	CNP0282833.4
InChIKey	MZEYOXXDMOFRMK-AANICAEUSA-N
InChI	InChI=1S/C28H40O10/c1-14(2)24(32)38-23-19(31)11-20-26(6,21-10-18-7-8-33-25(18)37-21)15(3)9-22(36-17(5)30)27(20,12-34-16(4)29)28(23)13-35-28/h7-8,14-15,18-23,25,31H,9-13H2,1-6H3/t15-,18-,19-,20-,21-,22+,23+,25+,26+,27+,28-/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=CO[C@H]4O3)[C@H]1C[C@@H](O)[C@H](OC(=O)C(C)C)[C@]21CO1

Properties

Molecular Formula	C28H40O10
Molecular Weight	536.62
Exact Mass	536.26215
Log P (ALogP)	2.51
TPSA	130.12
H-Bond Donors / Acceptors	1 / 10
Rotatable Bonds	6
Lipinski's Rule of 5 Violations	1
QED Drug-likeness	0.31
NP-likeness	3.34

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)

10.1016/0031-9422(90)87108-7

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