Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-11 17:32:09 UTC |
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Update Date | 2022-03-07 02:52:15 UTC |
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HMDB ID | HMDB0029702 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Erythrosine |
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Description | Erythrosine is a dye used in food and feed additives. Prohibited in U.S.A. and Norway Erythrosine 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 in an aqueous solution, and it is subject to photodegradation.[citation needed]; 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. It is also used to color pistachio shells. While commonly used in most countries of the world, erythrosine is rarely used in the United States due to its known hazards, 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 |
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Structure | OC1=C(I)C2=C(C=C1I)C1(OC(=O)C3=C1C=CC=C3)C1=CC(I)=C(O)C(I)=C1O2 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 |
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Synonyms | Value | Source |
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e127 | ChEMBL, HMDB | 2',4',5',7'-Tetraiodofluorescein | HMDB, MeSH | 2, 4,5,7-Tetraiodofluorescein | HMDB | 2,4,5,7-Erythrosin | HMDB | 2,4,5,7-Tetraiodofluorescein | HMDB | 3',6'-Dihydroxy-2',4',5',7'-tetraiodospiro[isobenzofuran-1(3H),9'(9H)-xanthen]-3-one, 9ci | HMDB | Aizen erythrosine | HMDB | C.I. 45430 | HMDB | C.I. acid red 51 | HMDB | C.I. FOOD red 14 | HMDB | Ceplac | HMDB | Cogilor orange 211.10 | HMDB | Cogilor orange 312.42 | HMDB | Dianthine b | HMDB | Erythrosine acid | HMDB | Erythrosine, phenolic | HMDB | FD And C red no. 3 | HMDB, MeSH | Felumin | HMDB | FOOD Red no. 3 | HMDB | Iodeosin | HMDB | Iodeosine b | HMDB | Iodofluorescein | HMDB | Pyrosine b | HMDB | Red 1427 | HMDB | Tetraiodofluorescein | HMDB | Trace | HMDB | Erythrosin | MeSH | FDC Red no. 3 | MeSH | Erythrosin b | MeSH | Erythrosine | MeSH | Erythrosine b | MeSH | F D And C #3 | MeSH |
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Chemical Formula | C20H8I4O5 |
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Average Molecular Weight | 835.8924 |
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Monoisotopic Molecular Weight | 835.655047046 |
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IUPAC Name | 3',6'-dihydroxy-2',4',5',7'-tetraiodo-3H-spiro[2-benzofuran-1,9'-xanthene]-3-one |
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Traditional Name | erythrosine |
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CAS Registry Number | 15905-32-5 |
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SMILES | OC1=C(I)C2=C(C=C1I)C1(OC(=O)C3=C1C=CC=C3)C1=CC(I)=C(O)C(I)=C1O2 |
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InChI Identifier | 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 |
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InChI Key | OALHHIHQOFIMEF-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Benzopyrans |
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Sub Class | 1-benzopyrans |
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Direct Parent | Xanthenes |
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Alternative Parents | |
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Substituents | - Xanthene
- Diaryl ether
- Isobenzofuranone
- Benzofuranone
- Phthalide
- Isocoumaran
- Isobenzofuran
- 2-iodophenol
- Benzenoid
- Aryl halide
- Aryl iodide
- Carboxylic acid ester
- Lactone
- Oxacycle
- Carboxylic acid derivative
- Ether
- Monocarboxylic acid or derivatives
- Organic oxygen compound
- Organohalogen compound
- Organoiodide
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | |
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Physical Properties |
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State | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | 303 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.7 mg/mL | Not Available | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatized |
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| MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Erythrosine 10V, Positive-QTOF | splash10-000i-0000000090-db6c3b87548730b3c5f3 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Erythrosine 20V, Positive-QTOF | splash10-000i-0000000190-52dee1d81ffe26858561 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Erythrosine 40V, Positive-QTOF | splash10-0006-2000000910-58f48963afe8483582bb | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Erythrosine 10V, Negative-QTOF | splash10-001i-0000000190-36e9ffe18ea6cc29f256 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Erythrosine 20V, Negative-QTOF | splash10-000x-0000000980-bbf5a758ae7ec213d379 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Erythrosine 40V, Negative-QTOF | splash10-0006-0000001900-38a92edd478b63e07a9e | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Erythrosine 10V, Negative-QTOF | splash10-001i-0000000090-37c0a7c5f4e85342478f | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Erythrosine 20V, Negative-QTOF | splash10-001i-0000000290-f81eee42ad4afef0bb7e | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Erythrosine 40V, Negative-QTOF | splash10-001i-1000000790-361d8c6c077b4db6cf44 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Erythrosine 10V, Positive-QTOF | splash10-000i-0000000090-713b6bce56a3d65c4270 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Erythrosine 20V, Positive-QTOF | splash10-000i-0000000090-713b6bce56a3d65c4270 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Erythrosine 40V, Positive-QTOF | splash10-05n3-0000004290-f7bf22833b064cd89b28 | 2021-09-24 | Wishart Lab | View Spectrum |
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General References | - Costa AC, Chibebe Junior J, Pereira CA, Machado AK, Beltrame Junior M, Junqueira JC, Jorge AO: Susceptibility of planktonic cultures of Streptococcus mutans to photodynamic therapy with a light-emitting diode. Braz Oral Res. 2010 Oct-Dec;24(4):413-8. [PubMed:21180961 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
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