(3~{E},4~{S})-3-[2-[(1~{R},4~{a}~{S},5~{R},6~{R},8~{a}~{R})-5-(hydroxymethyl)-5,8~{a}-dimethyl-2-methylene-6-[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-decalin-1-yl]ethylidene]-4-hydroxy-tetrahydrofuran-2-one

CNP0276287.2 · C26H40O10 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

IUPAC Name	(3~{E},4~{S})-3-[2-[(1~{R},4~{a}~{S},5~{R},6~{R},8~{a}~{R})-5-(hydroxymethyl)-5,8~{a}-dimethyl-2-methylene-6-[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-decalin-1-yl]ethylidene]-4-hydroxy-tetrahydrofuran-2-one
COCONUT ID	CNP0276287.2
InChIKey	ZWUABKNXVCUVCG-SMBOIXHRSA-N
InChI	InChI=1S/C26H40O10/c1-13-4-7-18-25(2,15(13)6-5-14-16(29)11-34-23(14)33)9-8-19(26(18,3)12-28)36-24-22(32)21(31)20(30)17(10-27)35-24/h5,15-22,24,27-32H,1,4,6-12H2,2-3H3/b14-5+/t15-,16-,17-,18+,19-,20-,21+,22-,24+,25-,26+/m1/s1
SMILES	C=C1CC[C@H]2[C@](C)(CC[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@]2(C)CO)[C@@H]1C/C=C1/C(=O)OC[C@H]1O

Properties

Molecular Formula	C26H40O10
Molecular Weight	512.60
Exact Mass	512.26215
Log P (ALogP)	-0.21
TPSA	166.14
H-Bond Donors / Acceptors	6 / 10
Rotatable Bonds	6
Lipinski's Rule of 5 Violations	2
QED Drug-likeness	0.12
NP-likeness	3.24

Classification

NP Pathway	Terpenoids
NP Superclass	Diterpenoids
NP Class	Labdane diterpenoids
Chemical Superclass	Organoheterocyclic compounds
Chemical Class	Lactones
Chemical Subclass	Gamma butyrolactones

Reported in GR-MAPs Plants

Andrographis paniculata	as “Andrographis paniculata” in COCONUT

References (1)

10.1021/NP050160U

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