9-cis-Violaxanthin

CNP0236120.3 · C40H56O4 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name	9-cis-Violaxanthin
IUPAC Name	(1~{R},3~{S},6~{S})-6-[(1~{E},3~{Z},5~{E},7~{E},9~{E},11~{E},13~{E},15~{E},17~{E})-18-[(1~{S},4~{S},6~{R})-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol
COCONUT ID	CNP0236120.3
InChIKey	SZCBXWMUOPQSOX-NLNQYMAJSA-N
InChI	InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-39-35(5,6)25-33(41)27-37(39,9)43-39)15-11-12-16-30(2)18-14-20-32(4)22-24-40-36(7,8)26-34(42)28-38(40,10)44-40/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19-,32-20+/t33-,34-,37+,38+,39-,40-/m0/s1
SMILES	CC(=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C)/C=C/[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C

Properties

Molecular Formula	C40H56O4
Molecular Weight	600.88
Exact Mass	600.41786
Log P (ALogP)	8.97
TPSA	65.52
H-Bond Donors / Acceptors	2 / 4
Rotatable Bonds	10
Lipinski's Rule of 5 Violations	2
QED Drug-likeness	0.19
NP-likeness	1.53

Classification

NP Pathway	Terpenoids
NP Superclass	Carotenoids (C40)
NP Class	Carotenoids (C40, β-β)
Chemical Superclass	Lipids and lipid-like molecules
Chemical Class	Prenol lipids
Chemical Subclass	Tetraterpenoids

Reported in GR-MAPs Plants

Arabidopsis thaliana	as “Arabidopsis thaliana” in COCONUT

References (12)

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