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

CNP0322829.2 · C28H44O12 · 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-7-(methoxymethyl)-1-(3-methylbutanoyloxy)-1,5,6,7~{a}-tetrahydrocyclopenta[c]pyran-4-yl]methyl (2~{S})-3-methyl-2-(3-methylbutanoyloxy)butanoate
COCONUT ID	CNP0322829.2
InChIKey	IXNNZGPEYDVEBJ-BZGMBIRQSA-N
InChI	InChI=1S/C28H44O12/c1-15(2)9-21(30)39-23(17(5)6)25(32)36-12-19-13-37-26(40-22(31)10-16(3)4)24-27(19,33)11-20(38-18(7)29)28(24,34)14-35-8/h13,15-17,20,23-24,26,33-34H,9-12,14H2,1-8H3/t20-,23-,24-,26-,27-,28+/m0/s1
SMILES	COC[C@@]1(O)[C@@H](OC(C)=O)C[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]12

Properties

Molecular Formula	C28H44O12
Molecular Weight	572.65
Exact Mass	572.28328
Log P (ALogP)	2.03
TPSA	164.12
H-Bond Donors / Acceptors	2 / 12
Rotatable Bonds	13
Lipinski's Rule of 5 Violations	2
QED Drug-likeness	0.24
NP-likeness	2.21

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	Tetracarboxylic acids and derivatives

Reported in GR-MAPs Plants

Valeriana jatamansi	as “Valeriana jatamansi” in COCONUT

References (1)

10.1021/NP800716F

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