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Ponceau 4R

From Wikipedia, the free encyclopedia
This article is about Ponceau 4R. For other uses, seePonceau (disambiguation).
"E124" redirects here. For the chemical element, seeunbiquadium.
Ponceau 4R
Ponceau 4R
Ponceau 4R
Names
IUPAC name
Trisodium (8Z)-7-oxo-8-[(4-sulfonatonaphthalen-1-yl)hydrazinylidene]naphthalene-1,3-disulfonate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard100.018.216Edit this at Wikidata
E numberE124(colours)
UNII
  • InChI=1S/C20H14N2O10S3.3Na/c23-16-7-5-11-9-12(33(24,25)26)10-18(35(30,31)32)19(11)20(16)22-21-15-6-8-17(34(27,28)29)14-4-2-1-3-13(14)15;;;/h1-10,23H,(H,24,25,26)(H,27,28,29)(H,30,31,32);;;/q;3*+1/p-3/b22-21+;;; checkY
    Key: SWGJCIMEBVHMTA-ZRUFZDNISA-K checkY
  • InChI=1/C20H14N2O10S3.3Na/c23-16-7-5-11-9-12(33(24,25)26)10-18(35(30,31)32)19(11)20(16)22-21-15-6-8-17(34(27,28)29)14-4-2-1-3-13(14)15;;;/h1-10,23H,(H,24,25,26)(H,27,28,29)(H,30,31,32);;;/q;3*+1/p-3/b22-21+;;;
    Key: SWGJCIMEBVHMTA-QWKJSYRZBY
  • [Na+].[Na+].[Na+].[O-]S(=O)(=O)c4ccc(c3ccccc34)/N=N/c1c2c(ccc1O)cc(S(=O)(=O)[O-])cc2S(=O)(=O)[O-]
Properties
C20H11N2Na3O10S3
Molar mass604.46 g·mol−1
Hazards
NFPA 704 (fire diamond)
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Chemical compound

Ponceau 4R (known by more than 100 synonyms,[1]: 460–461  including asC.I. 16255,[2]cochineal red A,[2]C.I. acid red 18,[2]brilliant scarlet 3R,[2]brilliant scarlet 4R,[2]new coccine,[1]: 460 ) is asynthetic colourant that may be used as afood colouring. It is denoted byE NumberE124.[2] Its chemical name is 1-(4-sulfo-1-napthylazo)-2-napthol-6,8-disulfonic acid, trisodium salt.Ponceau (17th centuryFrench for "poppy-coloured") is the generic name for a family ofazo dyes.

Ponceau 4R is a strawberry redazo dye which can be used in a variety of food products, and is usually synthesized fromaromatic hydrocarbons; it is stable to light, heat, and acid but fades in the presence of ascorbic acid.[1]: 460 

It is used in Europe, Asia, and Australia, but has not been approved for human consumption by theUnited States Food and Drug Administration.[1]: 460 [2]

Amine fluoride mouthwash. Red colour is due to added Ponceau 4R.

Health effects

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There is no evidence of carcinogenicity, genotoxicity, neurotoxicity, or reproductive and developmental toxicity at the permitted dietary exposures; the Europeanacceptable daily intake (ADI) is 0.7 mg/kg and the WHO/FAO ADI is 4 mg/kg.[1]: 460 

The production process may result in unsulfonatedaromatic amines present in concentrations of up to 100 mg/kg which may be linked tocancer. Thelake pigment form of the colour additive can also increase the intake ofaluminium beyond the tolerable weekly intake (TWI) of 1 mg/kg/week. Therefore, the limit for aluminium may be adjusted to accommodate for this.[3]

Possible cause of hyperactivity

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Since the 1970s and the well-publicized advocacy ofBenjamin Feingold, there has been public concern that food colourings may causeADHD-like behavior in children.[4] These concerns have led the FDA and other food safety authorities to regularly review the scientific literature, and led the UK FSA to commission a study by researchers at Southampton University of the effect of a mixture of six food dyes (Tartrazine,Allura Red AC, Ponceau 4R,Quinoline Yellow WS,Sunset Yellow andCarmoisine, dubbed the "Southampton 6") andsodium benzoate (a preservative) on children in the general population, who consumed them in beverages; the study published in 2007.[4][5] The study found "a possible link between the consumption of these artificial colours and a sodium benzoate preservative and increased hyperactivity" in the children;[4][5] the advisory committee to the FSA that evaluated the study also determined that because of study limitations, the results could not be extrapolated to the general population, and further testing was recommended.[4]

The European regulatory community, with a stronger emphasis on theprecautionary principle, required labelling and temporarily reduced theacceptable daily intake (ADI) for the food colourings; the UK FSA called for voluntary withdrawal of the colourings by food manufacturers.[4][5] However, in 2009 the EFSA re-evaluated the data at hand and determined that "the available scientific evidence does not substantiate a link between the colour additives and behavioural effects".[3][4]

There is no evidence to support broad claims that food colouring causesfood intolerance andADHD-like behaviour in children.[6]: 452  It is possible that certain food colouring may act as a trigger in those who are genetically predisposed, but the evidence is weak.[4][7]

References

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  1. ^abcdeAbbey J, et at. Colorants. pp 459-465 in Encyclopedia of Food Safety, Vol 2: Hazards and Diseases. Eds, Motarjemi Y et al. Academic Press, 2013.ISBN 9780123786135
  2. ^abcdefgFDA. 9 November 2008.Food and Drug Administration Compliance Program Guidance Manual, Chapter 03 – Foodborne Biological Hazards p37
  3. ^abEFSA Panel on Food Additives and Nutrient Sources added to Food (ANS)091113 efsa.europa.eu Scientific Opinion on the re-evaluation of Ponceau 4R (E 124) as a food additive EFSA Journal 2009; 7(11):1328
  4. ^abcdefgFDA.Background Document for the Food Advisory Committee: Certified Color Additives in Food and Possible Association with Attention Deficit Hyperactivity Disorder in Children: March 30-31, 2011
  5. ^abcSarah Chapman of Chapman Technologies on behalf of Food Standards Agency in Scotland. March 2011 [Guidelines on approaches to the replacement of Tartrazine, Allura Red, Ponceau 4R, Quinoline Yellow, Sunset Yellow and Carmoisine in food and beverages]
  6. ^Tomaska LD and Brooke-Taylor, S.Food Additives - General pp 449-454 in Encyclopedia of Food Safety, Vol 2: Hazards and Diseases. Eds, Motarjemi Y et al. Academic Press, 2013.ISBN 9780123786135
  7. ^Millichap JG, Yee MM (February 2012). "The diet factor in attention-deficit/hyperactivity disorder".Pediatrics.129 (2):330–337.doi:10.1542/peds.2011-2199.PMID 22232312.S2CID 14925322.

External links

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