Flavoxanthin

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[2] 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.[3]

Flavoxanthin[1]
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-[(1R,4R)-4-Hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-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
3D model (JSmol)
ChEBI
ChemSpider
E number E161a (colours)
KEGG
UNII
  • 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/s1 ☒N
    Key: JRHJXXLCNATYLS-NGZWBNMCSA-N ☒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/s1
    Key: JRHJXXLCNATYLS-NGZWBNMCBG
  • CC1=C[C@@H](CC([C@H]1\C=C\C(=C\C=C\C(=C\C=C\C=C(/C)\C=C\C=C(/C)\[C@H]2C=C3C(C[C@@H](C[C@]3(O2)C)O)(C)C)\C)\C)(C)C)O
Properties
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 [77 °F], 100 kPa).
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Infobox references

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.


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