HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
5-Hydroxy-L-tryptophan
5-HTP · OXITRIPTAN · (S)-2-Amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid · L-5-HTP · L-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID · Griffonia seed · Ghana seed extract · 5-hydroxy-l-tryptopha
Identifikatoren & physikalische Daten
| CAS No. | 4350-09-8 |
|---|---|
| Summenformel | C11H12N2O3 |
| Durchschnittliche Molmasse | 220,22 g/mol |
| Monoisotopische Masse | 220,08479224 g/mol |
| SMILES | N[C@@H](Cc1c[nH]c2ccc(O)cc12)C(=O)O |
| InChIKey | LDCYZAJDBXYCGN-VIFPVBQESA-N |
| PubChem CID | 439280 |
| ChEMBL | CHEMBL350221 |
| ChEBI | CHEBI:17780 |
| EC No. | 224-411-1 |
| DTXSID | DTXSID1025437 |
| Lokaler Name | 5-Hydroxy-L-tryptophan |
Chemische & physikalische Eigenschaften
| XLogP | -1,2 |
|---|---|
| Polarare Oberfläche (TPSA) | 99,3 |
| H-Brücken-Donoren | 4 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 16 |
| Formalladung | 0 |
| Komplexität | 272 |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| LogP (Verteilungskoeffizient) | -2.051 |
| Löslichkeit | Slightly soluble (NTP, 1992)32.6 [ug/mL] (The mean of the results at pH 7.4)H2O: 10 mg/mL |
| Dietary Ingredients | Hydroxytryptophan (5-HTP) |
| Schmelzpunkt | 518 °F (decomposes) (NTP, 1992)295-297293 - 298 °C270 °C (dec.) (lit.) |
| Physical Description | L-5-hydroxytryptophan appears as colorless to pale pink crystals. (NTP, 1992)Solid |
| Collision Cross Section | 152.2 Ų [M+Na]+ [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]157.88 Ų [M+H]+ [CCS Type: DTMethod: stepped-field]155.6 Ų [M+H]+ |
| Siedepunkt | 361.16°C (rough estimate) |
| Dichte | 0.902 g/mL at 25 °C (lit.) |
| Brechungsindex | n20/D 1.4850(lit.) |
| Flammpunkt | 175 °F |
| Lagerbedingungen | 2-8°C |
| Aggregatzustand | solid |
| pKa (Säurekonstante) | 2.22±0.10(Predicted) |
| Farbe | white |
| Merck | 14,4847 |
| BRN | 88200 |
| Hauptanwendungen | pharmaceutical small molecule |
| InChI | 1S/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16)/t9-/m0/s1 |
| InChIKey | LDCYZAJDBXYCGN-VIFPVBQESA-N |
| SMILES | N[C@@H](Cc1c[nH]c2ccc(O)cc12)C(O)=O |
| LogP (Verteilungskoeffizient) | -0.140 (est) |
| CAS Datenbank | 4350-09-8(CAS DataBase Reference) |
| EPA chemische Informationen | L-5-Hydroxytryptophan (4350-09-8) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH301 (97.3%): Toxic if swallowed [Danger Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 112 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Oxitriptan: Does not have an individual approval but may be used under an appropriate group standard |
| DOT-Kennzeichnung | Poison |
| Brandgefahren | Flash point data for this compound are not available, however, it is probably combustible. (NTP, 1992) |
| Gesundheitsgefahren | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: |
| Reaktive Gruppe | Phenols and Cresols |
| Reactivity Profile | L-5-HYDROXYTRYPTOPHAN reacts with bases. (NTP, 1992). |
| Air and Water Reactions | This compound is sensitive to air. Slightly water soluble (NTP, 1992). |
| Hazard Classes and Categories | Acute Tox. 3 (97.3%) |
| Brandbekämpfung | Fires involving this compound can be controlled using dry chemical, carbon dioxide or Halon extinguishers. (NTP, 1992) |
| Erste Hilfe | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
| Freisetung ohne Brand | SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, you should dampen the solid spill material with alcohol, then transfer the dampened material to a suitable container. Use absorbent paper dampened with alcohol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminate area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
| Isolation and Evacuation | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: |
| Personal Protective Equipment (PPE) | RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992) |
| Gesundheitliche Auswirkungen | Chronically high levels of 5-hydroxytryptophan are associated with Aromatic L-Amino acid Decarboxylase Deficiency. |
| Toxizitätsübersicht | 5-Hydroxy-L-tryptophan is the immediate precursor of the neurotransmitter serotonin. An accumulation of 5-hydroxy-L-tryptophan in cerebrospinal fluid occurs in aromatic L-amino acid decarboxylase deficiency, accompanied by an increased excretion in the urine of the patients, which are indicative of the disorder. 5-Hydroxy-L-tryptophan easily crosses the blood-brain barrier and effectively increases central nervous system (CNS) synthesis of serotonin. Supplementation with 5-hydroxy-L-tryptophan is hypothesized to normalize serotonin synthesis, which is putatively related to its antidepressant properties. |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| F | 3-10 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2811 6.1/PG 3 |
| Zollcode | 29339990 |
| RTECS-Nr. | YN7110000 |
| R-Sätze (R) | 22-36/37/38-65-20/21/22-20/21 |
| Gefahrensymbole | Xn,Xi |
| Sicherheitshinweise (S) | 36-26 |
| Gefahrenklasse | 6.1Acute Tox. 3 Oral |
| Verpackungsgruppe | III |
| Lagerklasse | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
Anwendungen & Verwendung
Verwenden
A labelled metabolite of Tryptophan