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DL-Tryptophan
DL-Trp-OH · ryptophan · DL-Trp · DL-3β- · DL-Tryptphan · DL-Trytophan · DL-Tryptohan · DL-Trytophane

Identifikatoren & physikalische Daten
| CAS No. | 54-12-6 |
|---|---|
| Summenformel | C11H12N2O2 |
| Durchschnittliche Molmasse | 204,22 g/mol |
| Monoisotopische Masse | 204,08987762 g/mol |
| SMILES | N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O |
| InChIKey | QIVBCDIJIAJPQS-VIFPVBQESA-N |
| PubChem CID | 6305 |
| ChEMBL | CHEMBL54976 |
| ChEBI | CHEBI:16828 |
| EC No. | 200-795-6 |
| DTXSID | DTXSID5021419 |
| Lokaler Name | DL-Tryptophan |
Chemische & physikalische Eigenschaften
| XLogP | -1,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 79,1 |
| H-Brücken-Donoren | 3 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 15 |
| Formalladung | 0 |
| Komplexität | 245 |
| Stoffklassen | Biological Agents -> Amino Acids and Derivatives |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| Kosmetika | Cosmetic ingredients (Tryptophan) -> CIR (Cosmetic Ingredient Review)Antistatic |
| pH | A 1% solution in water has a pH of 5.5 to 7. |
| LogP (Verteilungskoeffizient) | log Kow = -1.06 |
| Geruch | Odorless |
| Geschmack | FLAT TASTESlightly bitter |
| Lebensmittelzusatzstoffe | NUTRIENT SUPPLEMENT -> FDA Substance added to food |
| Color/Form | Leaflets or plates from dilute alcoholWhite to slightly yellowish-white ... crystals or crystalline powder |
| Löslichkeit | 1 to 5 mg/mL at 68 °F (NTP, 1992)Slightly soluble in acetic acid, ethanolinsoluble in ethyl etherSolubility in water: 0.23 g/L at 0 °C, 11.4 g/L at 25 °C, 17.1 g/L at 50 °C, 27.95 g/L at 75 °C, 49.9 g/L at 100 °CSoluble 1 in 100 of watervery slightly soluble in alcoholpractically insoluble chloroform and ethersoluble in hot alcohol and solutions of dilute acids and alkali hydroxides.13.4 mg/mL at 25 °Cmethanol: water (7:3): soluble10 g/L (20 ºC) |
| Dietary Ingredients | L-tryptophan |
| Decomposition | When heated to decomposition it emits toxic fumes of /nitric oxide/. |
| Schmelzpunkt | 289-290 °C (dec.)(lit.) |
| Siedepunkt | 342.72°C (rough estimate) |
| Dichte | 1.1754 (rough estimate) |
| Brechungsindex | 1.5200 (estimate) |
| Lagerbedingungen | Keep in dark place,Inert atmosphere,Room temperature |
| pKa (Säurekonstante) | 2.30±0.10(Predicted) |
| Aggregatzustand | Powder |
| Farbe | White to light beige or light yellow |
| Geruch | Odorless |
| BRN | 86196 |
| Stabilität | Stable. Incompatible with strong oxidizing agents, strong acids. |
| Kosmetik-Inhaltsstoffe Funktionen | ANTISTATICHAIR CONDITIONINGFRAGRANCE |
| InChI | 1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15) |
| InChIKey | QIVBCDIJIAJPQS-UHFFFAOYSA-N |
| SMILES | NC(Cc1c[nH]c2ccccc12)C(O)=O |
| LogP (Verteilungskoeffizient) | 1.040 (est) |
| CAS Datenbank | 54-12-6(CAS DataBase Reference) |
| NIST chemische Informationen | Tryptophane(54-12-6) |
| EPA chemische Informationen | Tryptophan (54-12-6) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 98.7% (222 of 225) of all reports.Not ClassifiedAggregated GHS information provided per 225 reports by companies from 5 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Chemical: TryptophanChemical: L-TryptophanRegulation (EC) No 1831/2003 (amended)Status: Active Update: 15-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/10835Tryptophan: Does not have an individual approval but may be used under an appropriate group standardl-Tryptophan: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - DL-Tryptophan: Environment tier I assessmentIMAP assessments - L-Tryptophan: Environment tier I assessment |
| Brandgefahren | Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992) |
| Gesundheitsgefahren | ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. (NTP, 1992) |
| Gefahrenübersicht | Teratogenic effects observed in experimental animals at high doses[Shepard's Catalog of Teratogenic Agents] No evidence of carcinogenicity in rats or mice[NTP] May cause irritationThe FDA and CDC have established a possible link between L-tryptophan and eosinophilia-myalgia syndrome[Sigma-Aldrich MSDS] |
| FDA-Anforderungen | L-Tryptophan is a food additive permitted for direct addition to food for human consumption, as long as 1) the quantity of the substance added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) any substance intended for use in or on food is of appropriate food grade and is prepared and handled as a food ingredient.Drug products containing certain active ingredients offered over-the-counter (OTC) for certain uses. A number of active ingredients have been present in OTC drug products for various uses, as described below. However, based on evidence currently available, there are inadequate data to establish general recognition of the safety and effectiveness of these ingredients for the specified uses: tryptophan is included in weight control drug products. |
Anwendungen & Verwendung
Verwenden
DL-Tryptophan is an amino acid precursor of serotonin and melatonin. It is a dietary supplement for use as an antidepressant, anxiolytic, and sleep aid. DL-tryptophan also can be used as feed nutrition enhancer, antioxidants.