Grundinformationen
- Standard-SMILES
O=C1OC2(c3ccccc31)c1cc(I)c(O)c(I)c1Oc1c2cc(I)c(O)c1I- InChIKey
OALHHIHQOFIMEF-UHFFFAOYSA-N- Summenformel
- C20H8I4O5
- Durchschnittliche Molmasse
- 835,9 g/mol
- Monoisotopische Masse
- 835,65506536
Überblick
Fd&c red no. 3 is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]").<br /> Fd&c red no. 3 belongs to the family of Xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene ring joined to each other by a pyran ring.
Namen und Bezeichner
- Bevorzugter Name
- Erythrosine
- IUPAC
- 3',6'-dihydroxy-2',4',5',7'-tetraiodospiro[2-benzofuran-3,9'-xanthene]-1-one
- Lokaler Name
- 3',6'-Dihydroxy-2',4',5',7'-tetraiodspiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-on
- Englischer Name
- ERYTHROSIN B
- Summenformel
- C20H8I4O5
- Molmasse
- 835.89
Namen und Synonyme
ERYTHROSINEE1273',6'-dihydroxy-2',4',5',7'-tetraiodospiro[2-benzofuran-3,9'-xanthene]-1-oneFD & C red no. 33',6'-dihydroxy-2',4',5',7'-tetraiodospiro(2-benzofuran-3,9'-xanthene)-1-oneFDC Red No. 3RefChem:591122Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 3',6'-dihydroxy-2',4',5',7'-tetraiodo-, disodium salt16423-68-0Erythrosine, sodium anhydrousNSC-36685Erythrosin B
Weitere Namen anzeigen
ERYTHROSINtraiodo-Nsc328781cherry redBErythrosiIODOEOSINECI 45430:2tetraiodo-
Tetraiodofluorescein15905-32-5Solvent Red 140IodeosinErythrosine acidErythrosine, phenolic2',4',5',7'-Tetraiodofluorescein2,4,5,7-Erythrosin
Datenbank-Bezeichner
- CAS
15905-32-5、16423-68-0- PubChem CID
- 3259
- DTXSID
DTXSID7044843- ChEMBL
CHEMBL1332616- UNII
- 1A878FZQ9B
- EC Number
- 240-046-0
- Nikkaji
- J25.137B
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 6
- Polarare Oberfläche (TPSA)
- 76 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 29
- Formalladung
- 0
- Komplexität
- 645
Experimentelle und physikochemische Eigenschaften
CosmeticsHair dyeing; Cosmetic colorant
Solubility0.7 mg/mL
Melting Point303 °C
Physical Description
Liquid; Other Solid
Red powder or granules.
Solid
Collision Cross Section217.9 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID7021233]
Physikochemische Eigenschaften
- Schmelzpunkt
- 303 °C · 303 °C (dec.)(lit.)
- Siedepunkt
- 628.3 · 628.3±55.0 °C(Predicted)
- Dichte
- 2.4391 · 2.4391 (estimate)
- storage temp.
- room temp
- Löslichkeit
- spirit: soluble
- Aggregatzustand
- powder
- pka
- 7.21 · 7.21±0.20(Predicted)
- Farbe
- Red
- Wasserlöslichkeit
- Soluble in water, spirit, methanol, methyl cellosolve and ethanol.
- Major Application
- diagnostic assay manufacturinghematologyhistology
- 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
- InChIKey
- OALHHIHQOFIMEF-UHFFFAOYSA-N
- SMILES
- Oc1c(I)cc2c(Oc3c(I)c(O)c(I)cc3C24OC(=O)c5ccccc45)c1I
- EPA chemische Informationen
- 2 · 2',4',5',7'-Tetraiodofluorescein (15905-32-5)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 94.9% (37 of 39) of all reports.
Not Classified
Aggregated GHS information provided per 39 reports by companies from 3 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Regulatory Information
Chemical: Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-2',4',5',7'-tetraiodo-, disodium salt
Regulation (EC) No 1333/2008 (amended)
Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-2',4',5',7'-tetraiodo-, sodium salt (1:2) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-2',4',5',7'-tetraiodo-, sodium salt (1:2) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Erythrosine: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesNot Classified
Toxikologische Informationen
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Sicherheitsdaten
- wgk
- 2
- tsca
- TSCA listed
- hs_code
- 29329990
- RTECS-Nr.
- LM5940000
- Toxizität
- A food color formerly approved for use in the United States and Europe. It was used primarily in jams and marmalades, maraschino cherries, pickles and relishes, etc. The LD50 in rats is 150 mg/kg, i.p., and 600 mg/kg, p.o. Erythrosine has a variety of actions in vitro due in large measure to its ability to affect biological membranes and lipophilic sites of enzymes. Such data have led to the hypothesis that erythrosine could be neurotoxic, but both clinical and preclinical data have suggested that erythrosine is not likely to be neurotoxic at doses that might be encountered. Two other toxicological issues have been raised with this food color. It has been suggested to be a potential, if weak, carcinogen, and it may also contribute to potential thyroid toxicity resulting from release of iodine.
- safety_code
- 22-24/25
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags.
Cellular LocationsMembrane
Verwendung und Herstellung
U.S. Production2023: 108,000 lb
Consumer UsesPigment
Use Classification
Food additives
Food Additives -> COLOUR -> JECFA Functional Classes
Food Additives -> COLOUR -> JECFA Functional Classes
Food Additives -> COLOUR -> JECFA Functional Classes
Cosmetics -> Hair dyeing; Cosmetic colorant
General Manufacturing Information
Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-2',4',5',7'-tetraiodo-: ACTIVE
Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-2',4',5',7'-tetraiodo-, sodium salt (1:2): ACTIVE
Anwendungen
VerwendenErythrosin B is used as a red coloring in some foods such as cherries and fish. It is used as printing ink, dental plaque disclosing agent and biological stain. It finds application as a radiopaque medium and sensitizer for orthochromatic photographic films. It is utilized as a cake-decorating gel. In addition to this, it is used in sweets such as candies and popsicles.
Darstellung
synthetischeFluorescein (C.I.Acid Yellow 73, C.L 45350) in aqueous solution or Tetraiodide in ethanol, and made the free acid form.
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