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Flavoxanthin

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Flavoxanthin
Skeletal formula of flavoxanthin
Space-filling model of the flavoxanthin molecule
Names
IUPAC name (3R,5R,8R,3′R,6′R)-5,8-Epoxy-5,8-dihydro-β,ε-carotene-3,3′-diol
Systematic IUPAC name (2R,6S,7aR)-2-{(2E,4E,6E,8E,10E,12E,14E,16E)-17--6,11,15-trimethylheptadeca-2,4,6,8,10,12,14,16-octaen-2-yl}-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-6-ol
Other names
  • 5,8-Epoxy-5,8-dihydro-γ-carotene-3,3'-diol
  • all-trans-Flavoxanthin
  • E161a
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
E number E161a (colours)
KEGG
PubChem CID
UNII
InChI
  • InChI=1S/C40H56O3/c1-28(17-13-18-30(3)21-22-35-32(5)23-33(41)25-38(35,6)7)15-11-12-16-29(2)19-14-20-31(4)36-24-37-39(8,9)26-34(42)27-40(37,10)43-36/h11-24,33-36,41-42H,25-27H2,1-10H3/b12-11+,17-13+,19-14+,22-21+,28-15+,29-16+,30-18+,31-20+/t33-,34-,35-,36+,40+/m0/s1Key: JRHJXXLCNATYLS-NGZWBNMCSA-N
  • InChI=1/C40H56O3/c1-28(17-13-18-30(3)21-22-35-32(5)23-33(41)25-38(35,6)7)15-11-12-16-29(2)19-14-20-31(4)36-24-37-39(8,9)26-34(42)27-40(37,10)43-36/h11-24,33-36,41-42H,25-27H2,1-10H3/b12-11+,17-13+,19-14+,22-21+,28-15+,29-16+,30-18+,31-20+/t33-,34-,35-,36+,40+/m0/s1Key: JRHJXXLCNATYLS-NGZWBNMCBG
SMILES
  • CC1=C(CC(1\C=C\C(=C\C=C\C(=C\C=C\C=C(/C)\C=C\C=C(/C)\2C=C3C(C(C3(O2)C)O)(C)C)\C)\C)(C)C)O
Properties
Chemical formula C40H56O3
Molar mass 584.87 g/mol
Appearance Yellow solid
Melting point 184 °C (363 °F; 457 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Flavoxanthin is a natural xanthophyll pigment with a golden-yellow color found in small quantities in a variety of plants. As a food additive it used under the E number E161a as a food coloring although it is not approved for use in the EU or USA. It is listed as food additive 161a in Australia and New Zealand where it is approved for usage as an ingredient in food products.

References

  1. Merck Index, 11th Edition, 4032.
  2. UK Food Standards Agency: "Current EU approved additives and their E Numbers". Retrieved 2011-10-27.
  3. Australia New Zealand Food Standards Code"Standard 1.2.4 - Labelling of ingredients". Retrieved 2011-10-27.
Carotenoids
Carotenes (C40)
Xanthophylls (C40)
Apocarotenoids (C<40)
Vitamin A retinoids (C20)
Retinoid drugs


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