CHEBI:3136 - bixin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name bixin
ChEBI ID CHEBI:3136
Definition A carotenoic acid that is the 6'-monomethyl ester of 9'-cis-6,6'-diapocarotene-6,6'-dioic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information eMolecules:29479149, ZINC000004097700
Download Molfile XML SDF
Wikipedia License
Bixin is an apocarotenoid found in the seeds of the achiote tree (Bixa orellana) from which it derives its name. It is commonly extracted from the seeds to form annatto, a natural food coloring, containing about 5% pigments, of which 70–80% are bixin.
Read full article at Wikipedia
Formulae C25H30O4
C25H30O4
Net Charge 0
Average Mass 394.511
Monoisotopic Mass 394.21441
InChI InChI=1S/C25H30O4/c1-20(12-8-14-22(3)16-18-24(26)27)10-6-7-11-21(2)13-9-15-23(4)17-19-25(28)29-5/h6-19H,1-5H3,(H,26,27)/b7-6+,12-8+,13-9+,18-16+,19-17+,20-10+,21-11+,22-14+,23-15-
InChIKey RAFGELQLHMBRHD-SLEZCNMESA-N
SMILES C(\C=C\C(OC)=O)(=C\C=C\C(=C\C=C\C=C(\C=C\C=C(\C=C\C(=O)O)/C)/C)\C)/C
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): insulin-sensitizing drug
An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).
biological pigment
An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
food colouring
A food additive that imparts colour to food. In European countries, E-numbers for permitted food colours are from E 100 to E 199, divided into yellows (E 100-109), oranges (E 110-119), reds (E 120-129), blues and violets (E 130-139), greens (E 140-149), browns and blacks (E 150-159), and others (E 160-199).
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): insulin-sensitizing drug
An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
food colouring
A food additive that imparts colour to food. In European countries, E-numbers for permitted food colours are from E 100 to E 199, divided into yellows (E 100-109), oranges (E 110-119), reds (E 120-129), blues and violets (E 130-139), greens (E 140-149), browns and blacks (E 150-159), and others (E 160-199).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing bixin (CHEBI:3136) has role anti-inflammatory agent (CHEBI:67079)
bixin (CHEBI:3136) has role antioxidant (CHEBI:22586)
bixin (CHEBI:3136) has role apoptosis inducer (CHEBI:68495)
bixin (CHEBI:3136) has role biological pigment (CHEBI:26130)
bixin (CHEBI:3136) has role food colouring (CHEBI:77182)
bixin (CHEBI:3136) has role insulin-sensitizing drug (CHEBI:50864)
bixin (CHEBI:3136) is a carotenoic acid (CHEBI:35311)
bixin (CHEBI:3136) is a dicarboxylic acid monoester (CHEBI:36244)
bixin (CHEBI:3136) is a methyl ester (CHEBI:25248)
Incoming bixin dialdehyde (CHEBI:133327) has functional parent bixin (CHEBI:3136)
IUPAC Name
(2E,4E,6E,8E,10E,12E,14E,16Z,18E)-20-methoxy-4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid
Synonyms Sources
6'-methyl hydrogen 9'-cis-6,6'-diapocarotene-6,6'-dioate CBN
6'-methyl hydrogen 9'-Z-6,6'-diapocarotene-6,6'-dioate ChEBI
Bixin KEGG COMPOUND
Methyl (9-cis)-hydrogen-6,6'-diapo-psi,psi-carotenedioate KEGG COMPOUND
Manual Xrefs Databases
Bixin Wikipedia
C00003762 KNApSAcK
C08582 KEGG COMPOUND
WO2010149942 Patent
View more database links
Registry Numbers Types Sources
1729919 Reaxys Registry Number Reaxys
6983-79-5 CAS Registry Number KEGG COMPOUND
6983-79-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations
Last Modified
31 March 2020