HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3',6'-Dihydroxy-2',4',5',7'-tetraiodspiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-on
ERYTHROSINE · ERYTHROSIN · iodeosin · traiodo- · Nsc328781 · cherry red · BErythrosi · IODOEOSINE
![Molekülstruktur von 3',6'-Dihydroxy-2',4',5',7'-tetraiodspiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-on](/img/chemical/3259.png)
Identifikatoren & physikalische Daten
| CAS No. | 15905-32-5 |
|---|---|
| Summenformel | C20H8I4O5 |
| Durchschnittliche Molmasse | 835,9 g/mol |
| Monoisotopische Masse | 835,65506536 g/mol |
| SMILES | O=C1OC2(c3ccccc31)c1cc(I)c(O)c(I)c1Oc1c2cc(I)c(O)c1I |
| InChIKey | OALHHIHQOFIMEF-UHFFFAOYSA-N |
| PubChem CID | 3259 |
| ChEMBL | CHEMBL1332616 |
| EC No. | 240-046-0 |
| DTXSID | DTXSID7044843 |
| Lokaler Name | 3',6'-Dihydroxy-2',4',5',7'-tetraiodspiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-on |
Chemische & physikalische Eigenschaften
| XLogP | 6 |
|---|---|
| Polarare Oberfläche (TPSA) | 76 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 5 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 29 |
| Formalladung | 0 |
| Komplexität | 645 |
| Kosmetika | Hair dyeingCosmetic colorant |
| Löslichkeit | 0.7 mg/mLspirit: solubleSoluble in water, spirit, methanol, methyl cellosolve and ethanol. |
| Schmelzpunkt | 303 °C303 °C (dec.)(lit.) |
| Physical Description | LiquidOther SolidRed powder or granules. |
| Collision Cross Section | 217.9 Ų [M-H]- [CCS Type: DTBuffer gas: N2Ionization: ESI-Dataset: TOXCASTSource Identifier: DTXSID7021233] |
| Siedepunkt | 628.3±55.0 °C(Predicted) |
| Dichte | 2.4391 (estimate) |
| Lagerbedingungen | room temp |
| Aggregatzustand | powder |
| pKa (Säurekonstante) | 7.21±0.20(Predicted) |
| Farbe | Red |
| Hauptanwendungen | 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',4',5',7'-Tetraiodofluorescein (15905-32-5) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 94.9% (37 of 39) of all reports.Not ClassifiedAggregated GHS information provided per 39 reports by companies from 3 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Chemical: Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-2',4',5',7'-tetraiodo-, disodium saltRegulation (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 Categories | Not Classified |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 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. |
| Sicherheitshinweise (S) | 22-24/25 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
Erythrosin 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.
Herstellung & Synthese
synthetische
Fluorescein (C.I.Acid Yellow 73, C.L 45350) in aqueous solution or Tetraiodide in ethanol, and made the free acid form.