Erythrosine

Erythrosine, also known as Red No.

3, is an organoiodine compound, specifically a derivative of fluorone. It is a pink dye which is primarily used for food coloring. It is the disodium salt of 2,4,5,7-tetraiodofluorescein. Its maximum absorbance is at 530 nm in an aqueous solution, and it is subject to photodegradation.

Erythrosine
Erythrosine
Names
IUPAC name
2-(6-Hydroxy-2,4,5,7-tetraiodo-3-oxo-xanthen-9-yl)benzoic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.036.390 Edit this at Wikidata
E number E127 (colours)
UNII
  • InChI=1S/C20H8I4O5/c21-11-5-9-17(13(23)15(11)25)28-18-10(6-12(22)16(26)14(18)24)20(9)8-4-2-1-3-7(8)19(27)29-20/h1-6,25-26H checkY
    Key: OALHHIHQOFIMEF-UHFFFAOYSA-N checkY
  • InChI=1/C20H8I4O5/c21-11-5-9-17(13(23)15(11)25)28-18-10(6-12(22)16(26)14(18)24)20(9)8-4-2-1-3-7(8)19(27)29-20/h1-6,25-26H
    Key: OALHHIHQOFIMEF-UHFFFAOYAB
  • [O-]C(=O)C1=CC=CC=C1C1=C2C=C(I)C(=O)C(I)=C2OC2=C1C=C(I)C([O-])=C2I.[Na].[Na]
Properties
C20H6I4Na2O5
Molar mass 879.86 g/mol
Melting point 142 to 144 °C (288 to 291 °F; 415 to 417 K)
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Uses

It is used as a food coloring, printing ink, biological stain, dental plaque disclosing agent, radiopaque medium, sensitizer for orthochromatic photographic films, and visible light photoredox catalyst.

Erythrosine is commonly used in sweets such as some candies and ice pops, and even more widely used in cake-decorating gels. It was also used to color pistachio shells. As a food additive, it has the E number E127.

Regulation and prevalence

Erythrosine is banned as a food additive in the European Union, Japan, China, the United Kingdom, Australia, and New Zealand. Erythrosine can be used in colored food and ingested drugs in the U.S. without any restriction; however, its use is banned in cosmetics and topical drugs. It is less commonly used in the United States because Allura Red AC (Red #40) is generally used instead. The lake variant is also banned from use in the United States.

The European Food Safety Authority only allows erythrosine in processed cherries and pet foods.

United States

As a result of efforts begun in the 1970s, in 1990, the U.S. Food and Drug Administration (FDA) instituted a partial ban on erythrosine, citing research that high doses cause cancer in rats. A 1990 study concluded that "chronic erythrosine ingestion may promote thyroid tumor formation in rats via chronic stimulation of the thyroid by TSH." with 4% of total daily dietary intake consisting of erythrosine B. A series of toxicology tests combined with a review of other reported studies concluded that erythrosine is non-genotoxic and any increase in tumors is caused by a non-genotoxic mechanism.

In June 2008, the Center for Science in the Public Interest (CSPI) petitioned the FDA for a complete ban on erythrosine in the United States, but the FDA has not taken any further action.

As of May 2023, the U.S. state of New York is considering banning the use of Red Dye No. 3 in foods (it was already banned from cosmetics as of 1990) because it has been shown to cause cancer in animals and because of claims that it, and other synthetic food dyes, may contribute to child behavioral problems such as hyperactivity. California plans to ban the manufacture, sale, and distribution of foods containing Red Dye No. 3 starting in 2027, following a bill signed into law in October 2023 that also bans three other food additives: propylparaben, potassium bromate, and brominated vegetable oil.

Synonyms

Erythrosine B; Erythrosin B; Acid Red 51; C.I. 45430; FD&C Red No. 3; E127; 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.

Classification

It is listed under the following number systems:

References

Tags:

Erythrosine UsesErythrosine Regulation and prevalenceErythrosine SynonymsErythrosine ClassificationErythrosine

🔥 Trending searches on Wiki English:

Unit 731The Pirate BayKelly ReillyNexonDavid BowieX (2022 film)Better Call SaulSoviet UnionBen StillerKeira KnightleyCherLimoneneList of Marvel Cinematic Universe films2011 NCAA Division I men's basketball tournamentA Good PersonVikram SarabhaiRihannaMichael B. JordanMeta PlatformsIndonesiaFreddie MercuryIOSScream (franchise)Scarlett JohanssonCharlie SheenThailandP versus NP problemGoogle ScholarTed LassoGreat Expectations (2023 TV series)Czech RepublicSandra BullockZayn MalikMarvel Cinematic UniverseRothschild familyRobert KraftSwarm (TV series)Nope (film)Haley CavinderChor Nikal Ke BhagaScream VIMarilyn MonroeBrad FalchukBrooke ShieldsInnocent (actor)Resident EvilNarendra ModiTed KaczynskiEnumclaw horse sex caseMississippiSylvester StalloneKim KardashianFast & FuriousThuy TrangBaphometSian BrookeBen AffleckMurder Mystery (film)The Banshees of InisherinPriyanka ChopraChris PrattRishi SunakHMS Dasher (D37)Mount Carmel CenterRobert Downey Jr.Blake Lively2026 FIFA World CupThe Unbearable Weight of Massive TalentChabeloFIFA Men's World RankingEurythmicsAnup SoniMark ZuckerbergBTSMalaysiaSilicon Valley Bank🡆 More