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Erythrosine

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Erythrosine
Erythrosine
Names
IUPAC names
2-(6-hydroxy-2,4,5,7-tetraiodo-
3-oxo-xanthen-9-yl)benzoic acid
Identifiers
3D model (JSmol)
ECHA InfoCard 100.036.390 Edit this at Wikidata
E number E127 (colours)
  • C1=CC=C(C(=C1)C2=C3C=C(C(=O)
    C(=C3OC4=C(C(=C(C=C24)I)O)I)I)I)C(=O)O
Properties
C20H6I4Na2O5
Molar mass 879.86 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Erythrosine, a.k.a. Red No. 3, is a cherry-pink synthetic fluorone food coloring. It is the disodium salt of 2,4,5,7-tetraiodofluorescein. Its maximum absorbance is at 530 nm[1] in an aqueous solution, and it is subject to photodegradation.[citation needed]

Uses

It is used as a food coloring, in printing inks, as a biological stain, a dental plaque disclosing agent and a radiopaque medium. It is commonly used in sweets and foods marketed to children such as cake icing and cake-decorating gels.[2][3] It is also used to color pistachio shells.[4]

Although Red #3 has been highly implicated as a carcinogen[5], it is commonly used in sweets and foods marketed to children such as some candies and popsicles, and even more widely used in cake-decorating gel.[6] Diamond Foods uses Red #3 to dye pecan shells red in its Blue Diamond line of mixed nuts for cosmetic reasons.[7] It is also used in strawberry Slim-Fast and its generic counterpart.

While commonly used in most countries of the world, erythrosine is less commonly used in the United States due to its known carcinogenic hazards,[8] with Allura Red AC (Red #40) being generally used instead. However, Allura Red AC is banned in many European countries because it is an azo dye, despite the fact that it has fewer known health risks than Erythrosine.

As a result of efforts begun in the 1970s, in 1990 the FDA had instituted a partial ban on Red #3, citing research that it has been found to cause cancer in rats.[9] In June of 2008, the Center for Science in the Public Interest (CSPI) petitioned the FDA for a complete ban on Red 3 in the United States.[10]


Synonyms

Erythrosine B; Erythrosin B; Acid Red 51; C.I. 45430; FD & C Red No.3; 2',4',5',7'-Tetraiodo-3',6'-dihydroxy-spiro[3H-isobenzofuran-1,9'-xanthen]-3-one disodium salt; Tetraiodofluorescein Sodium Salt; Calcoid Erythrosine N; 2,4,5,7-Tetraiodo-3,6-dihydroxyxanthene-9-spiro-1'-3H-isobenzofuran-3'-one disodium salt; 2',4',5',7'-Tetraiodofluorescein, disodium salt; C.I.Food Red 14; Aizen Erythrosine; Tetraiodifluorescein, disodium salt; Spiro[isobenzofuran- 1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-2',4',5',7'-tetraiodo-, disodium salt. [11], [12] E127

Classification

It is listed under the following number systems:

References