(1R,2S,3S,7S,8R,9S,12R,13R,14S,15R,16R,17S)-3,8,12,13,15,16-hexahydroxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-5-ene-4,11-dione

CNP0111925.1 · C20H28O9 · View on COCONUT ↗

2D Structure

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Identifiers

Name	(1R,2S,3S,7S,8R,9S,12R,13R,14S,15R,16R,17S)-3,8,12,13,15,16-hexahydroxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-5-ene-4,11-dione
IUPAC Name	(1~{R},2~{S},3~{S},7~{S},8~{R},9~{S},12~{R},13~{R},14~{S},15~{R},16~{R},17~{S})-3,8,12,13,15,16-hexahydroxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadec-5-ene-4,11-dione
COCONUT ID	CNP0111925.1
InChIKey	HXMUCWWCZOMGTO-HMOMASBHSA-N
InChI	InChI=1S/C20H28O9/c1-6-5-8(21)14(25)18(3)9(6)11(23)16-19(4)13(18)12(24)10(22)7(2)20(19,28)15(26)17(27)29-16/h5,7,9-16,22-26,28H,1-4H3/t7-,9+,10+,11+,12-,13+,14+,15-,16+,18-,19-,20-/m0/s1
SMILES	CC1=CC(=O)[C@@H](O)[C@@]2(C)[C@H]1[C@@H](O)[C@H]1OC(=O)[C@H](O)[C@@]3(O)[C@@H](C)[C@@H](O)[C@H](O)[C@H]2[C@@]13C

Properties

Molecular Formula	C20H28O9
Molecular Weight	412.44
Exact Mass	412.17333
Log P (ALogP)	-2.12
TPSA	164.75
H-Bond Donors / Acceptors	6 / 9
Rotatable Bonds	0
Lipinski's Rule of 5 Violations	1
QED Drug-likeness	0.24
NP-likeness	3.19

Classification

NP Pathway	Terpenoids
NP Superclass	Triterpenoids
NP Class	Quassinoids
Chemical Superclass	Lipids and lipid-like molecules
Chemical Class	Prenol lipids
Chemical Subclass	Terpene lactones

Reported in GR-MAPs Plants

Vitex negundo	as “Vitex negundo” 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