[(1~{S},4~{a}~{R},6~{S},7~{R},7~{a}~{S})-6-acetoxy-4~{a},7-dihydroxy-1-(3-methylbutanoyloxy)-7-(3-methylbutanoyloxymethyl)-1,5,6,7~{a}-tetrahydrocyclopenta[c]pyran-4-yl]methyl (2~{R})-3-methyl-2-(3-methylbutanoyloxy)butanoate

CNP0175282.2 · C32H50O13 · View on COCONUT ↗

2D Structure

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Identifiers

IUPAC Name	[(1~{S},4~{a}~{R},6~{S},7~{R},7~{a}~{S})-6-acetoxy-4~{a},7-dihydroxy-1-(3-methylbutanoyloxy)-7-(3-methylbutanoyloxymethyl)-1,5,6,7~{a}-tetrahydrocyclopenta[c]pyran-4-yl]methyl (2~{R})-3-methyl-2-(3-methylbutanoyloxy)butanoate
COCONUT ID	CNP0175282.2
InChIKey	ZWCCPUWSKJGJNH-GIBMAKMFSA-N
InChI	InChI=1S/C32H50O13/c1-17(2)10-24(34)42-16-32(39)23(43-21(9)33)13-31(38)22(15-41-30(28(31)32)45-26(36)12-19(5)6)14-40-29(37)27(20(7)8)44-25(35)11-18(3)4/h15,17-20,23,27-28,30,38-39H,10-14,16H2,1-9H3/t23-,27+,28-,30-,31-,32+/m0/s1
SMILES	CC(=O)O[C@H]1C[C@]2(O)C(COC(=O)[C@H](OC(=O)CC(C)C)C(C)C)=CO[C@@H](OC(=O)CC(C)C)[C@@H]2[C@@]1(O)COC(=O)CC(C)C

Properties

Molecular Formula	C32H50O13
Molecular Weight	642.74
Exact Mass	642.32514
Log P (ALogP)	2.98
TPSA	181.19
H-Bond Donors / Acceptors	2 / 13
Rotatable Bonds	15
Lipinski's Rule of 5 Violations	2
QED Drug-likeness	0.20
NP-likeness	1.99

Classification

NP Pathway	Terpenoids
NP Superclass	Monoterpenoids
NP Class	Iridoids monoterpenoids
Chemical Superclass	Organic acids and derivatives
Chemical Class	Carboxylic acids and derivatives
Chemical Subclass	Pentacarboxylic acids and derivatives

Reported in GR-MAPs Plants

Valeriana jatamansi	as “Valeriana jatamansi” 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