FComEx: Canthaxanthin (PC000865)

Record Information

Version

1.0

Creation date

2015-10-09 22:33:08 UTC

Update date

2017-01-19 02:36:39 UTC

FoodComEx ID

PC000865

FoodDB Record

FDB015890

Chemical Information

Name

Canthaxanthin

Description

Food colouring. Constituent of the edible mushroom (Cantharellus cinnabarinus), sea trout, salmon and brine shrimp. It is used in broiler chicken feed to enhance the yellow colour of chicken skin Canthaxanthin (pronounced /?kæn???zæn??n/ ( listen)) is a carotenoid pigment widely distributed in nature. Carotenoids belong to a larger class of phytochemicals known as terpenoids. The chemical formula of canthaxanthin is C40H52O2. It has E number E161g.; Canthaxanthin is a food additive used for farmed salmon raised in environments where astaxanthin sources are not available. Canthaxanthin gives salmon a pink color similar to pink/red species of wild salmon, while at the same time acting as an antibiotic. It has E number E161g. -- Wikipedia; Canthaxanthin is not found in wild Atlantic Salmon, but is a minor carotenoid in Pacific Salmon. Canthaxanthin is used in farm-raised trout. Canthaxanthin is used in combination with astaxanthin for some salmon feeds.; The analysis of canthaxanthin content in salmon is a scientifically-accepted method to determine the origin of salmons. -- Wikipedia; Xanthophyll; A trans-carotenoid pigment widely distributed in nature. The compound is used as an oral suntanning agent and as a food and drug coloring agent. Oral ingestion of the compound causes canthaxanthin retinopathy. -- Pubchem

CAS Number

514-78-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
4,4'-Diketo-b-carotene	biospider
4,4'-Diketo-beta-carotene	biospider
4,4'-dioxo-b-Carotene	Generator
4,4'-Dioxo-beta-carotene	biospider
4,4'-dioxo-β-carotene	Generator
all-trans-b-Carotene-4,4'-dione	Generator
all-trans-beta-Carotene-4,4'-dione	ChEBI
all-trans-β-carotene-4,4'-dione	Generator
all-trans,beta-Carotene-4,4'-dione	biospider
Aphanicin	db_source
b,b-Carotene-4,4'-dione	db_source
beta-Carotene-4,4'-dione	biospider
beta-Carotene-4,4'-dione, all-trans-	biospider
beta,beta-Carotene-4,4'-dione	biospider
beta,beta-Carotene-4,4'-dione (9CI)	biospider
C.I. Food Orange 8	biospider
Cantaxanthin	biospider
Cantaxanthine	biospider
Canthaxanthin	db_source
CANTHAXANTHIN (SEE RETINOID PROJECT 1)	biospider
Canthaxanthin (trans)	biospider
Canthaxanthine	biospider
Carophyll red	db_source
Carotene-4,4'-dione, beta-	biospider
Chlorellaxanthin	db_source
e 161g	ChEBI
E161g	db_source
Euglenanone	db_source
Food orange 8	biospider
L-Orange 7	biospider
Orobronze	biospider
Roxanthin Red 10	biospider

Chemical Formula

C40H52O2

IUPAC name

2,4,4-trimethyl-3-[(1Z,3Z,5E,7E,9Z,11E,13E,15Z,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-2-en-1-one

InChI Identifier

InChI=1S/C40H52O2/c1-29(17-13-19-31(3)21-23-35-33(5)37(41)25-27-39(35,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-36-34(6)38(42)26-28-40(36,9)10/h11-24H,25-28H2,1-10H3/b12-11-,17-13+,18-14+,23-21-,24-22+,29-15+,30-16+,31-19-,32-20-

InChI Key

FDSDTBUPSURDBL-MFMWEGPCSA-N

Isomeric SMILES

C/C(/C=C/C=C(/C)\C=C\C1=C(C)C(=O)CCC1(C)C)=C\C=C/C=C(\C)/C=C/C=C(/C)\C=C/C1=C(C)C(=O)CCC1(C)C

Average Molecular Weight

564.8397

Monoisotopic Molecular Weight

564.396730908

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Tetraterpenoids

Direct Parent

Xanthophylls

Alternative Parents

Substituents