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816-66-0

816-66-0 Structure

816-66-0 Structure
IdentificationMore
[Name]

4-Methyl-2-oxovaleric acid
[CAS]

816-66-0
[Synonyms]

2-KETO-4-METHYL-N-PENTANOIC ACID
2-KETO-4-METHYLPENTANOIC ACID
2-KETO-ISO-CAPROIC ACID
2-KETO-ISO-HEXANOIC ACID
2-OXO-4-METHYLVALERIC ACID
2-OXOISOCAPROIC ACID
4-METHYL-2-OXOPENTANOIC ACID
4-METHYL-2-OXOVALERIC ACID
A-KETOISOCAPROIC ACID
ALPHA-KETOISOCAPROIC ACID
KETOLEUCINE
2-keto-isocaproate
4-methyl-2-oxo-pentanoicaci
Isopropylpyruvicacid
Pentanoic acid, 4-methyl-2-oxo-
4-METHYL-2-OXOVALERIC ACID 95+%
ALPHA-KETOLEUCINE
2-Oxoisocaproic acid, 4-Methyl-2-oxopentanoic acid, Ketoleucine
2-Oxo-4-methylpentanoic acid
[EINECS(EC#)]

212-435-5
[Molecular Formula]

C6H10O3
[MDL Number]

MFCD00066204
[Molecular Weight]

130.14
[MOL File]

816-66-0.mol
Chemical PropertiesBack Directory
[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
[pka]

2.65±0.54(Predicted)
[color ]

Colorless to Yellow
[Odor]

fruity
[Odor Type]

fruity
[Water Solubility ]

Soluble in water.
[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]

0.17
[CAS DataBase Reference]

816-66-0(CAS DataBase Reference)
[NIST Chemistry Reference]

4-Methyl-2-oxovaleric acid(816-66-0)
[EPA Substance Registry System]

816-66-0(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

C
[Risk Statements ]

R34:Causes burns.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN 3265 8/PG 3
[WGK Germany ]

3
[F ]

3-9-13
[TSCA ]

Yes
[HS Code ]

2918.30.9000
[HazardClass ]

8
[PackingGroup ]

III
[Storage Class]

8A - Combustible corrosive hazardous materials
[Hazard Classifications]

Skin Corr. 1B
Hazard InformationBack Directory
[Occurrence]

Reported found in banana, asparagus, cheese, white wine, cocoa, blue cheese and provolone cheese.
[Uses]

4-Methyl-2-oxovaleric acid is an intermediate in the metabolism of leucine and also used as flavoring agents.
[Definition]

ChEBI: 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 50]

Human Endogenous Metabolite
Spectrum DetailBack Directory
[Spectrum Detail]

4-Methyl-2-oxovaleric acid(816-66-0)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

816-66-0(sigmaaldrich)
[TCI AMERICA]

4-Methyl-2-oxovaleric Acid,>95.0%(GC)(T)(816-66-0)
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