Flavoxanthin

Last updated
Flavoxanthin [1]
Flavoxanthin.png
Flavoxanthin 3D spacefill.png
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
PubChem CID
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 X mark.svgN
    Key: JRHJXXLCNATYLS-NGZWBNMCSA-N X mark.svgN
  • 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
AppearanceYellow 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).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

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.[ citation needed ] 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]

Related Research Articles

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The International Numbering System for Food Additives (INS) is a European-based naming system for food additives, aimed at providing a short designation of what may be a lengthy actual name. It is defined by Codex Alimentarius, the international food standards organisation of the World Health Organization (WHO) and Food and Agriculture Organization (FAO) of the United Nations (UN). The information is published in the document Class Names and the International Numbering System for Food Additives, first published in 1989, with revisions in 2008 and 2011. The INS is an open list, "subject to the inclusion of additional additives or removal of existing ones on an ongoing basis".

<span class="mw-page-title-main">E number</span> Codes for food additives

E numbers, short for Europe numbers, are codes for substances used as food additives, including those found naturally in many foods such as vitamin C, for use within the European Union (EU) and European Free Trade Association (EFTA). Commonly found on food labels, their safety assessment and approval are the responsibility of the European Food Safety Authority (EFSA). The fact that an additive has an E number implies that its use was at one time permitted in products for sale in the European Single Market; some of these additives are no longer allowed today.

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4
H
2
O2−
4
ion (in solution). Fumaric acid is the trans isomer of butenedioic acid, while maleic acid is the cis isomer.

<span class="mw-page-title-main">Sodium propionate</span> Chemical compound

Sodium propanoate or sodium propionate is the sodium salt of propionic acid which has the chemical formula Na(C2H5COO). This white crystalline solid is deliquescent in moist air.

<span class="mw-page-title-main">Potassium propanoate</span> Chemical compound

Potassium propanoate or potassium propionate has formula K(C2H5COO). Its melting point is 410 °C. It is the potassium salt of propanoic acid.

<span class="mw-page-title-main">Apocarotenal</span> Chemical compound

Apocarotenal, or trans-β-apo-8'-carotenal, is a carotenoid found in spinach and citrus fruits. Like other carotenoids, apocarotenal plays a role as a precursor of vitamin A, even though it has 50% less pro-vitamin A activity than β-carotene. The empirical chemical formula for apocarotenal is C30H40O.

<span class="mw-page-title-main">Green S</span> Chemical compound and dye

Green S is a green synthetic coal tar triarylmethane dye with the molecular formula C27H25N2O7S2Na.

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<span class="mw-page-title-main">Calcium benzoate</span> Chemical compound

Calcium benzoate refers to the calcium salt of benzoic acid. When used in the food industry as a preservative, its E number is E213 ; it is approved for use as a food additive in the EU, USA and Australia and New Zealand.

<span class="mw-page-title-main">Calcium ascorbate</span> Chemical compound

Calcium ascorbate is a compound with the molecular formula CaC12H14O12. It is the calcium salt of ascorbic acid, one of the mineral ascorbates. It is approximately 10% calcium by mass.

<span class="mw-page-title-main">Sodium ascorbate</span> Chemical compound

Sodium ascorbate is one of a number of mineral salts of ascorbic acid (vitamin C). The molecular formula of this chemical compound is C6H7NaO6. As the sodium salt of ascorbic acid, it is known as a mineral ascorbate. It has not been demonstrated to be more bioavailable than any other form of vitamin C supplement.

<span class="mw-page-title-main">Potassium ascorbate</span> Chemical compound

Potassium ascorbate is a compound with formula KC6H7O6. It is the potassium salt of ascorbic acid (vitamin C) and a mineral ascorbate. As a food additive, it has E number E303, INS number 303. Although it is not a permitted food additive in the UK, USA and the EU, it is approved for use in Australia and New Zealand. According to some studies, it has shown a strong antioxidant activity and antitumoral properties.

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<span class="mw-page-title-main">Brown FK</span> Chemical compound

Brown FK, also called Kipper Brown, Chocolate Brown FK, and C.I. Food Brown 1, is a brown mixture of six synthetic azo dyes, with addition of sodium chloride, and/or sodium sulfate. It is very soluble in water. When used as a food dye, its E number is E154.

β-Cryptoxanthin is a natural carotenoid pigment. It has been isolated from a variety of sources including the fruit of plants in the genus Physalis, orange rind, papaya, egg yolk, butter, apples, and bovine blood serum.

Violaxanthin is a xanthophyll pigment with an orange color found in a variety of plants. Violaxanthin is the product of the epoxidation of zeaxanthin where the oxygen atoms are from reactive oxygen species (ROS). Such ROS's arise when a plant is subject to solar radiation so intense that the light cannot all be absorbed by the chlorophyll.

Rubixanthin, or natural yellow 27, is a natural xanthophyll pigment with a red-orange color found in rose hips. As a food additive it used under the E number E161d as a food coloring; it is not approved for use in the USA or EU but is approved in Australia and New Zealand where it is listed as 161d.

Rhodoxanthin is a xanthophyll pigment with a purple color that is found in small quantities in a variety of plants including Taxus baccata and Lonicera morrowii. It is also found in the feathers of some birds. As a food additive it is used under the E number E161f as a food coloring. It is not approved for use in the EU or US; however, it is approved in Australia and New Zealand.

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Food orange 7, the ethyl ester of beta-apo-8'-carotenic acid, is a carotenoid with an orange-red color. It is found in small quantities in some plants, but is often produced commercially from apocarotenal (E160e). It is used as a food coloring under the E number E160f and is approved for use in the EU and Australia and New Zealand where it is listed as food additive 160f; it is banned in the United States.

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.