citranaxanthin
6'-methyl-6'-apo-beta-carotene-6'-one
 
Notes:
Constit. of Sinton citrangequat (a Citrus-Poncirus-Fortunella hybrid) Citranaxanthin is a carotenoid pigment used as a food additive under the E number E161i as a food coloring. There are natural sources of citranaxanthin, but it is generally prepared synthetically. It is used as an animal feed additive to impart a yellow color to chicken fat and egg yolks.
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CAS Number: 3604-90-8Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 222-762-5
FDA UNII: 4QIX1TA44L
Nikkaji Web: J14.442H
XlogP3: 10.50 (est)
Molecular Weight: 456.71288000
Formula: C33 H44 O
NMR Predictor: Predict (works with chrome or firefox)
Category: coloring agents
 
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JECFA Food Additive: Citranaxanthin
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Physical Properties:
Appearance: deep violet crystals (est)
Assay: 96.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 156.00 °C. @ 760.00 mm Hg
Boiling Point: 612.00 to  613.00 °C. @ 760.00 mm Hg (est)
Flash Point: 543.00 °F. TCC ( 283.70 °C. ) (est)
logP (o/w): 10.417 (est)
air and light sensitive: store protected from air and light.
Soluble in:
 chloroform
 alcohol, slightly
 vegetable oils, slightly
 water, 1.746e-008 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: coloring agents
Recommendation for citranaxanthin usage levels up to:
 not for fragrance use.
 
Recommendation for citranaxanthin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 3604-90-8
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 6436724
National Institute of Allergy and Infectious Diseases: Data
 (3E,5E,7E,9E,11E,13E,15E,17E,19E)-5,9,14,18-tetramethyl-20-(2,6,6-trimethylcyclohexen-1-yl)icosa-3,5,7,9,11,13,15,17,19-nonaen-2-one
Chemidplus: 0003604908
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References:
 (3E,5E,7E,9E,11E,13E,15E,17E,19E)-5,9,14,18-tetramethyl-20-(2,6,6-trimethylcyclohexen-1-yl)icosa-3,5,7,9,11,13,15,17,19-nonaen-2-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 6436724
Pubchem (sid): 135050345
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
HMDB (The Human Metabolome Database): HMDB36883
FooDB: FDB015841
FDA Listing of Food Additive Status: View
FDA Color Additive Status ListView
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 sinton citrangequat
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Synonyms:
5',6'-dehydro-5'-apo-18'-nor-beta-caroten-6'one
6'-methyl-6'-apo-beta-carotene-6'-one
(3E,5E,7E,9E,11E,13E,15E,17E,19E)-5,9,14,18-tetramethyl-20-(2,6,6-trimethylcyclohexen-1-yl)icosa-3,5,7,9,11,13,15,17,19-nonaen-2-one
(E)-5,9,14,18-tetramethyl-20-(2,6,6-trimethylcyclohexenyl)-3,5,7,9,11,13,15,17,19-icosanonaen-2-one
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Articles:
PubMed: Determination of egg yolk xanthophylls by isocratic high-performance liquid chromatography.
PubMed: Separation and quantification of 15 carotenoids by reversed phase high performance liquid chromatography coupled to diode array detection with isosbestic wavelength approach.
PubMed: Antioxidant activity of β-carotene compounds in different in vitro assays.
PubMed: Xanthophylls in commercial egg yolks: quantification and identification by HPLC and LC-(APCI)MS using a C30 phase.
PubMed: Transient lens spectroscopy of ultrafast internal conversion processes in citranaxanthin.
PubMed: beta-carotene is converted primarily to retinoids in rats in vivo.
PubMed: beta-Apo-8'-carotenal, but not beta-carotene, is a strong inducer of liver cytochromes P4501A1 and 1A2 in rat.
PubMed: [Determination of the pigmenting carotenoids in feeds and premixes for laying hens and broilers (author's transl)].
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