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4-Methyl-2-oxovaleriansure
KETOLEUCINE · 4-METHYL-2-OXOPENTANOIC ACID · ALPHA KETOISOCAPROATE · ALPHA-KETOISOCAPROIC ACID · 2-keto-isocaproate · 2-OXOISOCAPROIC ACID · 2-Oxo-4-methylpentanoic acid · ALPHA-KETOLEUCINE
Identifikatoren & physikalische Daten
| CAS No. | 816-66-0 |
|---|---|
| Summenformel | C6H10O3 |
| Durchschnittliche Molmasse | 130,14 g/mol |
| Monoisotopische Masse | 130,06299418 g/mol |
| SMILES | CC(C)CC(=O)C(=O)O |
| InChIKey | BKAJNAXTPSGJCU-UHFFFAOYSA-N |
| PubChem CID | 70 |
| ChEMBL | CHEMBL445647 |
| ChEBI | CHEBI:48430 |
| EC No. | 212-435-5 |
| DTXSID | DTXSID6061157 |
| Lokaler Name | 4-Methyl-2-oxovaleriansure |
Chemische & physikalische Eigenschaften
| XLogP | 0,9 |
|---|---|
| Polarare Oberfläche (TPSA) | 54,4 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 126 |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 1.053-1.0581.055 g/mL at 20 °C(lit.) |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | 32 mg/mLSoluble in waterSoluble (in ethanol)DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlSoluble in water. |
| Siedepunkt | 251 °C82-83 °C11 mm Hg(lit.) |
| Schmelzpunkt | 8 - 10 °C8-10 °C |
| Brechungsindex | 1.432-1.442n20/D 1.431 |
| Physical Description | LiquidPale yellow liquidfruity aroma |
| FEMA | 3871 | 4-METHYL-2-OXOPENTANOIC ACID |
| Lagerbedingungen | 2-8°C |
| pKa (Säurekonstante) | 2.65±0.54(Predicted) |
| Aggregatzustand | clear liquid |
| Farbe | Colorless to Yellow |
| Geruch | fruity |
| Geruchsart | fruity |
| JECFA Number | 633 |
| BRN | 1701823 |
| InChI | 1S/C6H10O3/c1-4(2)3-5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9) |
| InChIKey | BKAJNAXTPSGJCU-UHFFFAOYSA-N |
| SMILES | CC(C)CC(=O)C(O)=O |
| LogP (Verteilungskoeffizient) | 0.17 |
| CAS Datenbank | 816-66-0(CAS DataBase Reference) |
| NIST chemische Informationen | 4-Methyl-2-oxovaleric acid(816-66-0) |
| EPA chemische Informationen | .alpha.-Ketoisocaproic acid (816-66-0) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Pentanoic acid, 4-methyl-2-oxo-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Corr. 1C (100%) |
| Gesundheitliche Auswirkungen | Chronically high levels of keto-leucine are associated with Maple Syrup Urine Disease. |
| Toxizitätsübersicht | Ketoleucine is a metabolite that accumulates in Maple Syrup Urine Disease (MSUD) and shown to compromise brain energy metabolism by blocking the respiratory chain. |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| F | 3-9-13 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3265 8/PG 3 |
| Zollcode | 2918.30.9000 |
| R-Sätze (R) | 34 |
| Gefahrensymbole | C |
| Sicherheitshinweise (S) | 26-36/37/39-45 |
| Gefahrenklasse | 8Skin Corr. 1B |
| Verpackungsgruppe | III |
| Lagerklasse | 8A - Combustible corrosive hazardous materials |
Anwendungen & Verwendung
Occurrence
Reported found in banana, asparagus, cheese, white wine, cocoa, blue cheese and provolone cheese.
Verwenden
4-Methyl-2-oxovaleric acid is an intermediate in the metabolism of leucine and also used as flavoring agents.