Bixin

Bixin
Bixin[1]
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
Other names
cis-Bixin; α-Bixin; 9-cis-6,6'-Diapo-ψ,ψ-carotenedioic acid, 6-methyl ester
Identifiers
CAS number 6983-79-5, 
39937-23-0 (trans-Bixin)
PubChem 5281226
ChemSpider 4444638
UNII 9L7T4VB66G
Jmol-3D images Image 1
Properties
Molecular formula C25H30O4
Molar mass 394.5 g mol−1
Appearance Orange crystals
Solubility in water Insoluble
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Bixin is an apocarotenoid found in annatto, a natural food coloring obtained from the seeds of the achiote tree (Bixa orellana). Annatto seeds contain about 5% pigments, which consist of 70-80% bixin.[2]

Bixin is chemically unstable when isolated and converts via isomerization into trans-bixin (β-bixin), the double-bond isomer.[1]

Bixin is soluble in fats but insoluble in water. Upon exposure to alkali, the methyl ester is hydrolyzed to produce the dicarboxylic acid norbixin, a water-soluble derivative.

Chemical structure of trans-bixin
Ball-and-stick model of trans-bixin
Chemical structure of norbixin

References

  1. ^ a b Merck Index, 11th Edition, 1320
  2. ^ Executive Summary Bixin, National Toxicology Program
v · Carotenoids
Carotenes (C40)
α-Carotene · β-Carotene · γ-Carotene · δ-Carotene · ε-Carotene · ζ-Carotene · Lycopene · Neurosporene · Phytoene · Phytofluene
Xanthophylls (C40)
Antheraxanthin · Astaxanthin · Canthaxanthin · Citranaxanthin · Cryptoxanthin · Diadinoxanthin · Diatoxanthin · Dinoxanthin · Flavoxanthin · Fucoxanthin · Lutein · Neoxanthin · Rhodoxanthin · Rubixanthin · Violaxanthin · Zeaxanthin
Apocarotenoids (C<40)
Abscisic acid · Apocarotenal · Bixin · Crocetin · Food orange 7 · Ionones · Peridinin
Vitamin A retinoids (C20)
Retinoid drugs

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Look at other dictionaries:

  • Bixīn — Bixīn, s. Orlean …   Meyers Großes Konversations-Lexikon

  • Bixin — Bixin, s.v.w. Orlean; s. Farbstoffe, pflanzliche …   Lexikon der gesamten Technik

  • Bixin — Bixīn, Farbstoff, s.v.w. Orlean …   Kleines Konversations-Lexikon

  • Bixin — Strukturformel cis Bixin ( …   Deutsch Wikipedia

  • Bixin — Bi|xin [nlat. Bixa orellana = Orleanstrauch (Bot.); ↑ in (3)], das; s: in ↑ Orlean enthaltener roter Carotinoiddicarbonsäuremonomethylester, der wie die freie Säure (Norbixin) zur Kosmetika u. Lebensmittelfärbung zugelassen ist. * * * Bixin  … …   Universal-Lexikon

  • bixin — noun An apocarotenoid that is the active ingredient of annatto. Syn: E160b, food colouring See Also: norbixin …   Wiktionary

  • bixin — A monomethyl ester of a 24 carbon branched unsaturated dicarboxylic acid; a carotenoid (a carotene dioic acid); the orange red coloring matter from seeds of Bixa orellana; the ethyl ester is used as a food and drug colorant. SEE ALSO: annotto. *… …   Medical dictionary

  • Bixin — Bi|xin das; s <aus einer südamerik. Indianersprache; vgl. ↑...in> orangeroter Pflanzenfarbstoff …   Das große Fremdwörterbuch

  • bixin — bix·in …   English syllables

  • bixin — ˈbiksə̇n noun ( s) Etymology: International Scientific Vocabulary bix (from New Latin Bixa, genus name of Bixa orellana) + in : a red brown carotenoid acid ester HOOCC22H26COOCH3 constituting the chief coloring matter of annatto and used… …   Useful english dictionary

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