CANTHAXANTHIN

Relevant Data

Food Additives Approved in the United States

Food Additives Approved by European Union:

General Information

Synonyms: CI FOOD ORANGE 8
Chemical Names: beta-CAROTENE-4,4'-DIONE; CANTHAXANTIN; 4,4'-DIOXO-beta-CAROTENE
CAS number: 514-78-3
INS:

161g
Functional Class: Food Additives
COLOUR

From apps.who.int

Evaluations

Evaluation year: 1995
ADI: 0-0.03 mg/kg bw
Meeting: 44
Specs Code: R
Report: TRS 859-JECFA 44/15
Tox Monograph: FAS 35-JECFA 44/155
Specification: COMPENDIUM ADDENDUM 10/FNP 52 Add.10/34 (METALS LIMITS) (2002); FAO JECFA Monographs 1 vol.1/275

From apps.who.int

GSFA Provisions for CANTHAXANTHIN

Number Food Category Max Level Notes
14.1.4.3

Concentrates (liquid or solid) for water-based flavoured drinks

 5 mg/kg Note 127
08.3.1.1

Cured (including salted) non-heat treated processed comminuted meat, poultry, and game products

 100 mg/kg Note 4,Note 16,Note 118
01.7

Dairy-based desserts (e.g. pudding, fruit or flavoured yoghurt)

 15 mg/kg Note 170
06.4.2

Dried pastas and noodles and like products

 15 mg/kg Note 211
02.2.2

Fat spreads, dairy fat spreads and blended spreads

 15 mg/kg Note 215,Note 214
01.1.4

Flavoured fluid milk drinks

 15 mg/kg Note 170,Note 52
10.1

Fresh eggs

 GMP Note 4
09.2.1

Frozen fish, fish fillets, and fish products, including mollusks, crustaceans, and echinoderms

 35 mg/kg Note XS315,Note XS92,Note XS312,Note XS95,Note XS191,Note XS292,Note 95,Note XS36,Note XS190,Note XS165
04.1.2.5

Jams, jellies, marmelades

 200 mg/kg Note 5
12.5.2

Mixes for soups and broths

 30 mg/kg Note XS117
06.4.3

Pre-cooked pastas and noodles and like products

 15 mg/kg Note 153
01.6.2

Ripened cheese

 15 mg/kg Note 201
09.2.5

Smoked, dried, fermented, and/or salted fish and fish products, including mollusks, crustaceans, and echinoderms

 15 mg/kg Note 22,Note XS311
01.6.1

Unripened cheese

 15 mg/kg Note 201

From www.fao.org

Computed Descriptors

Download SDF
2D Structure
CID5281227
IUPAC Name2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-3-oxocyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-2-en-1-one
InChIInChI=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-DKLMTRRASA-N
Canonical SMILESCC1=C(C(CCC1=O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(C(=O)CCC2(C)C)C)C)C
Molecular FormulaC40H52O2
WikipediaCanthaxanthin

From Pubchem

Computed Properties

Property Name Property Value
Molecular Weight564.854
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count10
Complexity1270.0
CACTVS Substructure Key Fingerprint A A A D c f B 8 M A A A A A A A A A A A A A A A A A A A A A A A A A A g Q A A A A A A A A A A A A A A A G g A A A A A A D g S A g A A C A A A A A A C I A q B S A A A A A A A g A A A I C A E A A E g I A B I A A Q A A A A A A g A A I g Q M I i M A P A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A = =
Topological Polar Surface Area34.1
Monoisotopic Mass564.397
Exact Mass564.397
XLogP3None
XLogP3-AA11.4
Compound Is CanonicalizedTrue
Formal Charge0
Heavy Atom Count42
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count9
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

From Pubchem

Food Additives Biosynthesis/Degradation

ADMET Predicted Profile --- Classification

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9261
Human Intestinal AbsorptionHIA+0.9971
Caco-2 PermeabilityCaco2+0.7950
P-glycoprotein SubstrateSubstrate0.5280
P-glycoprotein InhibitorInhibitor0.8592
Non-inhibitor0.6769
Renal Organic Cation TransporterNon-inhibitor0.7542
Distribution
Subcellular localizationMitochondria0.7381
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8037
CYP450 2D6 SubstrateNon-substrate0.8752
CYP450 3A4 SubstrateSubstrate0.7204
CYP450 1A2 InhibitorNon-inhibitor0.8436
CYP450 2C9 InhibitorNon-inhibitor0.8125
CYP450 2D6 InhibitorNon-inhibitor0.8848
CYP450 2C19 InhibitorNon-inhibitor0.6046
CYP450 3A4 InhibitorNon-inhibitor0.8309
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7390
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8886
Non-inhibitor0.8527
AMES ToxicityNon AMES toxic0.9206
CarcinogensNon-carcinogens0.8109
Fish ToxicityHigh FHMT0.7632
Tetrahymena Pyriformis ToxicityHigh TPT0.8680
Honey Bee ToxicityHigh HBT0.8005
BiodegradationNot ready biodegradable0.7419
Acute Oral ToxicityIII0.7546
Carcinogenicity (Three-class)Non-required0.5149

From admetSAR

ADMET Predicted Profile --- Regression

Model Value Unit
Absorption
Aqueous solubility-2.8643LogS
Caco-2 Permeability1.9906LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.0722LD50, mol/kg
Fish Toxicity1.1319pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.2883pIGC50, ug/L

From admetSAR

Taxonomic Classification

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClassPrenol lipids
SubclassTetraterpenoids
Intermediate Tree NodesCarotenoids
Direct ParentXanthophylls
Alternative Parents
Molecular FrameworkAliphatic homomonocyclic compounds
SubstituentsXanthophyll - Cyclohexenone - Cyclic ketone - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homomonocyclic compound
DescriptionThis compound 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.

From ClassyFire