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 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.

Chemical data

Formula: C40H56O3
Molecular weight: 584.9 g/mol
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-2,5,6,7-tetrahydro-1-benzofuran-6-ol
SMILES: 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=C3[C@](O2)(C[C@H](CC3(C)C)O)C)/C)/C)(C)C)O
InChIKey: JRHJXXLCNATYLS-NGZWBNMCSA-N
XLogP: 10.1
Polar surface area: 49.7 Å²
H-bond donors: 2
H-bond acceptors: 3
Formal charge: 0

via PubChem

Wikidata facts

Subclass of: carotenoid
Mass: 584.422946
Has use: food coloring

Show 6 more facts

color: orange
chemical formula: C₄₀H₅₆O₃
isomeric SMILES: 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=C3[C@](O2)(C[C@H](CC3(C)C)O)C)/C)/C)(C)C)O
canonical SMILES: CC1=CC(CC(C1C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C2C=C3C(CC(CC3(O2)C)O)(C)C)C)C)(C)C)O
found in taxon: Brassica napus
Commons category: Flavoxanthin

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Encyclopedic overview

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References

{{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 420197997 | Reference = | ImageFile =Flavoxanthin.png | ImageSize =320px | ImageAlt = Skeletal formula of flavoxanthin | ImageFile1 = Flavoxanthin 3D spacefill.png | ImageSize1 = 320 | ImageAlt1 = Space-filling model of the flavoxanthin molecule | IUPACName = (3R,5R,8R,3′R,6′R)-5,8-Epoxy-5,8-dihydro-β,ε-carotene-3,3′-diol | SystematicName = (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 | OtherNames = |Section1= |Section2= |Section3= }}

Excerpted from Wikipedia’s “flavoxanthin” article, available under the CC BY-SA 4.0 licence.

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