[(1~{S},3~{R},5~{R},6~{a}~{S},7~{R},8~{R},10~{S},10~{a}~{S})-1,3-diacetoxy-10-hydroxy-7,8-dimethyl-7-[(2~{E})-3-methylpenta-2,4-dienyl]-1,3,5,6,6~{a},8,9,10-octahydrobenzo[d]isobenzofuran-5-yl] (2~{R})-2-methylbutanoate

CNP0382619.10 · C29H42O8 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

IUPAC Name	[(1~{S},3~{R},5~{R},6~{a}~{S},7~{R},8~{R},10~{S},10~{a}~{S})-1,3-diacetoxy-10-hydroxy-7,8-dimethyl-7-[(2~{E})-3-methylpenta-2,4-dienyl]-1,3,5,6,6~{a},8,9,10-octahydrobenzo[d]isobenzofuran-5-yl] (2~{R})-2-methylbutanoate
COCONUT ID	CNP0382619.10
InChIKey	FGGPIWICAGRSLN-JZSPPMHLSA-N
InChI	InChI=1S/C29H42O8/c1-9-16(3)11-12-28(8)18(5)13-24(32)29-22(26(34-19(6)30)37-27(29)35-20(7)31)14-21(15-23(28)29)36-25(33)17(4)10-2/h9,11,14,17-18,21,23-24,26-27,32H,1,10,12-13,15H2,2-8H3/b16-11+/t17-,18-,21+,23+,24+,26+,27-,28-,29-/m1/s1
SMILES	C=C/C(C)=C/C[C@]1(C)[C@H](C)C[C@H](O)[C@@]23C(=C[C@H](OC(=O)[C@H](C)CC)C[C@@H]12)[C@@H](OC(C)=O)O[C@H]3OC(C)=O

Properties

Molecular Formula	C29H42O8
Molecular Weight	518.65
Exact Mass	518.28797
Log P (ALogP)	4.62
TPSA	108.36
H-Bond Donors / Acceptors	1 / 8
Rotatable Bonds	8
Lipinski's Rule of 5 Violations	1
QED Drug-likeness	0.21
NP-likeness	3.48

Classification

NP Pathway	Terpenoids
NP Superclass	Diterpenoids
NP Class	Colensane and Clerodane diterpenoids
Chemical Superclass	Lipids and lipid-like molecules
Chemical Class	Prenol lipids
Chemical Subclass	Diterpenoids

Reported in GR-MAPs Plants

Cymbopogon flexuosus	as “Cymbopogon flexuosus” in COCONUT

References (1)

10.1248/CPB.52.108

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