4-Methyl-2-oxovaleric acid

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CAS:816-66-0
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Products Intro: Product Name:4-Methyl-2-Oxopentanoic Acid
CAS:816-66-0
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4-Methyl-2-oxovaleric acid manufacturers

4-Methyl-2-oxovaleric acid Basic information
Product Name:4-Methyl-2-oxovaleric acid
Synonyms:ALPHA-KETOISOCAPROIC ACID;4-METHYL-2-OXOPENTANOIC ACID;4-METHYL-2-OXOVALERIC ACID;4-Methyl-2-oxovaleric acid >=98.0% (T);Methyl-2-oxovaleric;KETOLEUCINE;2-KETO-ISO-CAPROIC ACID;2-keto-isocaproate
CAS:816-66-0
MF:C6H10O3
MW:130.14
EINECS:212-435-5
Product Categories:
Mol File:816-66-0.mol
4-Methyl-2-oxovaleric acid Structure
4-Methyl-2-oxovaleric acid Chemical Properties
Melting point 8-10 °C
Boiling point 82-83 °C11 mm Hg(lit.)
density 1.055 g/mL at 20 °C(lit.)
FEMA 3871 | 4-METHYL-2-OXOPENTANOIC ACID
refractive index n20/D 1.431
storage temp. 2-8°C
solubility DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml
form clear liquid
pka2.65±0.54(Predicted)
color Colorless to Yellow
Odorfruity
Odor Typefruity
Water Solubility Soluble in water.
JECFA Number633
BRN 1701823
InChI1S/C6H10O3/c1-4(2)3-5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)
InChIKeyBKAJNAXTPSGJCU-UHFFFAOYSA-N
SMILESCC(C)CC(=O)C(O)=O
LogP0.17
CAS DataBase Reference816-66-0(CAS DataBase Reference)
NIST Chemistry Reference4-Methyl-2-oxovaleric acid(816-66-0)
EPA Substance Registry System.alpha.-Ketoisocaproic acid (816-66-0)
Safety Information
Hazard Codes C
Risk Statements 34
Safety Statements 26-36/37/39-45
RIDADR UN 3265 8/PG 3
WGK Germany 3
3-9-13
TSCA TSCA listed
HS Code 2918.30.9000
HazardClass 8
PackingGroup III
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsSkin Corr. 1B
MSDS Information
ProviderLanguage
SigmaAldrich English
4-Methyl-2-oxovaleric acid Usage And Synthesis
OccurrenceReported found in banana, asparagus, cheese, white wine, cocoa, blue cheese and provolone cheese.
Uses4-Methyl-2-oxovaleric acid is an intermediate in the metabolism of leucine and also used as flavoring agents.
DefinitionChEBI: A 2-oxo monocarboxylic acid that is pentanoic acid (valeric acid) substituted with a keto group at C-2 and a methyl group at C-4. A metabolite that has been found to accumulate in maple syrup urine disease.
in vivo

4-Methyl-2-oxopentanoic acid (4 mol/L; ICV; 1 h and 15 d) causes impairment of habitual memory and long-term memory in rats[3]. 4-Methyl-2-oxopentanoic acid (400 μmol/kg/h; carotid arch injection; single dose injection 60 min) increases porcine skeletal muscle protein synthesis and plasma leucine levels[4].

Animal Model:Thirty-day-old rats were anesthetized with a mixture of ketamine and xylazine (HY-B0443)[3]
Dosage:4 mol/L, Administer 2 μL
Administration:Intracerebroventricular injection (ICV); 1 h and 15 days
Result:Increased TBARS levels, protein carbonyl content and DNA damage in the hippocampus, striatum and cerebral cortex. SOD activity in the hippocampus and striatum increased 1 hour after injection, and SOD activity in the striatum decreased 15 days later.
Animal Model:Piglets were deprived of feed for 12-14 hours before infusion[4]
Dosage:400 μmol/kg
Administration:Inject into the aortic arch; the initial injection dose is 148 μmol/kg in the first 10 minutes, and the continuous infusion dose is 400 μmol/kg
Result:Increased phosphorylation of eukaryotic initiation factor (eIF) 4E binding protein-1 (4E-BP1) and eIF4G in skeletal muscle and increased the formation of active eIF4G×eIF4E complexes.
IC 50Human Endogenous Metabolite
4-Methyl-2-oxovaleric acid Preparation Products And Raw materials
Raw materialsL-Leucine
Preparation Products4-Methyl-2-oxopentanoic acid methyl ester-->(R)-2-HYDROXY-4-METHYLPENTANOIC ACID-->L-LEUCIC ACID
Tag:4-Methyl-2-oxovaleric acid(816-66-0) Related Product Information
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