Record Information
Version1.0
Creation date2010-04-08 22:12:07 UTC
Update date2019-11-26 03:12:24 UTC
Primary IDFDB015890
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCanthaxanthin
DescriptionFood 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 Number514-78-3
Structure
Thumb
Synonyms
SynonymSource
4,4'-Diketo-b-carotenebiospider
4,4'-Diketo-beta-carotenebiospider
4,4'-dioxo-b-CaroteneGenerator
4,4'-Dioxo-beta-carotenebiospider
4,4'-dioxo-β-caroteneGenerator
all-trans-b-Carotene-4,4'-dioneGenerator
all-trans-beta-Carotene-4,4'-dioneChEBI
all-trans-β-carotene-4,4'-dioneGenerator
all-trans,beta-Carotene-4,4'-dionebiospider
Aphanicindb_source
b,b-Carotene-4,4'-dionedb_source
beta-Carotene-4,4'-dionebiospider
beta-Carotene-4,4'-dione, all-trans-biospider
beta,beta-Carotene-4,4'-dionebiospider
beta,beta-Carotene-4,4'-dione (9CI)biospider
C.I. Food Orange 8biospider
Cantaxanthinbiospider
Cantaxanthinebiospider
Canthaxanthindb_source
CANTHAXANTHIN (SEE RETINOID PROJECT 1)biospider
Canthaxanthin (trans)biospider
Canthaxanthinebiospider
Carophyll reddb_source
Carotene-4,4'-dione, beta-biospider
Chlorellaxanthindb_source
e 161gChEBI
E161gdb_source
Euglenanonedb_source
Food orange 8biospider
L-Orange 7biospider
Orobronzebiospider
Roxanthin Red 10biospider
Predicted Properties
PropertyValueSource
Water Solubility0.00046 g/LALOGPS
logP8.71ALOGPS
logP9.79ChemAxon
logS-6.1ALOGPS
pKa (Strongest Acidic)19.59ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity193 m³·mol⁻¹ChemAxon
Polarizability70.49 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC40H52O2
IUPAC name2,4,4-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 IdentifierInChI=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 KeyFDSDTBUPSURDBL-MFMWEGPCSA-N
Isomeric SMILESC/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 Weight564.8397
Monoisotopic Molecular Weight564.396730908
Classification
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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTetraterpenoids
Direct ParentXanthophylls
Alternative Parents
Substituents
  • Xanthophyll
  • Cyclohexenone
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 85.06%; H 9.28%; O 5.67%DFC
Melting PointMp 218°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data[neutral] lmax 470 (E1%/1cm 2250) (cyclohexane) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
SpectraNot Available
ChemSpider ID4444639
ChEMBL IDCHEMBL1329004
KEGG Compound IDC08583
Pubchem Compound ID5281227
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB03154
CRC / DFC (Dictionary of Food Compounds) IDKKH42-S:KKH43-T
EAFUS ID500
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00000922
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDCanthaxanthin
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference