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

CNP0160230.3 · C26H38O9 · View on COCONUT ↗

2D Structure

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Identifiers

IUPAC Name	4-[(~{E})-2-[(1~{R},4~{a}~{R},5~{R},6~{R},8~{a}~{R})-6-hydroxy-5,8~{a}-dimethyl-2-methylene-5-[[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]decalin-1-yl]vinyl]-2~{H}-furan-5-one
COCONUT ID	CNP0160230.3
InChIKey	MWGVWTQBNFFGTG-UDLIMCNZSA-N
InChI	InChI=1S/C26H38O9/c1-14-4-7-18-25(2,16(14)6-5-15-9-11-33-23(15)32)10-8-19(28)26(18,3)13-34-24-22(31)21(30)20(29)17(12-27)35-24/h5-6,9,16-22,24,27-31H,1,4,7-8,10-13H2,2-3H3/b6-5+/t16-,17-,18-,19-,20-,21+,22-,24-,25+,26+/m1/s1
SMILES	C=C1CC[C@H]2[C@](C)(CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)CC[C@@]2(C)[C@@H]1/C=C/C1=CCOC1=O

Properties

Molecular Formula	C26H38O9
Molecular Weight	494.58
Exact Mass	494.25158
Log P (ALogP)	0.59
TPSA	145.91
H-Bond Donors / Acceptors	5 / 9
Rotatable Bonds	6
Lipinski's Rule of 5 Violations	0
QED Drug-likeness	0.26
NP-likeness	3.28

Classification

NP Pathway	Terpenoids
NP Superclass	Diterpenoids
NP Class	Labdane diterpenoids
Chemical Superclass	Organic oxygen compounds
Chemical Class	Organooxygen compounds
Chemical Subclass	Carbohydrates and carbohydrate conjugates

Reported in GR-MAPs Plants

Andrographis paniculata	as “Andrographis paniculata” in COCONUT

References (1)

10.1002/HLCA.200690237

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