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

CNP0331069.2 · C34H52O15 · 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-7-[(3-acetoxy-3-methyl-butanoyl)oxymethyl]-4~{a},7-dihydroxy-1-(3-methylbutanoyloxy)-1,5,6,7~{a}-tetrahydrocyclopenta[c]pyran-4-yl]methyl (2~{R})-3-methyl-2-(3-methylbutanoyloxy)butanoate
COCONUT ID	CNP0331069.2
InChIKey	RSFLKWAAFPCZOO-FNNJSYLVSA-N
InChI	InChI=1S/C34H52O15/c1-18(2)11-25(37)47-28(20(5)6)30(40)43-15-23-16-44-31(48-26(38)12-19(3)4)29-33(23,41)13-24(46-21(7)35)34(29,42)17-45-27(39)14-32(9,10)49-22(8)36/h16,18-20,24,28-29,31,41-42H,11-15,17H2,1-10H3/t24-,28+,29-,31-,33-,34+/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)OC(C)=O

Properties

Molecular Formula	C34H52O15
Molecular Weight	700.78
Exact Mass	700.33062
Log P (ALogP)	2.66
TPSA	207.49
H-Bond Donors / Acceptors	2 / 15
Rotatable Bonds	16
Lipinski's Rule of 5 Violations	2
QED Drug-likeness	0.18
NP-likeness	2.09

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	Hexacarboxylic 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