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
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formulae C25H30O4
C25H30O4
Net Charge 0
Average Mass 394.504
Monoisotopic Mass 394.214
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-IFNPSABLSA-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.
Application(s): insulin-sensitizing drug
An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing bixin (CHEBI:3136) has role antioxidant (CHEBI:22586)
bixin (CHEBI:3136) has role biological pigment (CHEBI:26130)
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
1729919 Beilstein Registry Number Beilstein
6983-79-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
19891958 PubMed citation Europe PMC
20723662 PubMed citation Europe PMC
20924658 PubMed citation Europe PMC
21111424 PubMed citation Europe PMC
21381747 PubMed citation Europe PMC
21620794 PubMed citation Europe PMC
21777644 PubMed citation Europe PMC
21813796 PubMed citation Europe PMC
22019694 PubMed citation Europe PMC
22071422 PubMed citation Europe PMC
IND44366642 Agricola citation Europe PMC
Last Modified
17 February 2017