4-Methyl-2-oxovaleric acid

Product Name: 4-Methyl-2-oxovaleric acid
CAS No.: 816-66-0
Chemical Name: 4-Methyl-2-oxovaleric acid
Synonyms: KETOLEUCINE;4-METHYL-2-OXOPENTANOIC ACID;ALPHA-KETOISOCAPROIC ACID;2-keto-isocaproate;2-OXOISOCAPROIC ACID;ALPHA KETOISOCAPROATE;2-Oxo-4-methylpentanoic acid;ALPHA-KETOLEUCINE;Methyl-2-oxovaleric;Isopropylpyruvicacid
CBNumber: CB5157543
Molecular Formula: C6H10O3
Formula Weight: 130.14
MOL File: 816-66-0.mol

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4-Methyl-2-oxovaleric acid Property

Melting point:: 8-10 °C
Boiling point:: 82-83 °C11 mm Hg(lit.)
Density: 1.055 g/mL at 20 °C(lit.)
refractive index: n20/D 1.431
FEMA: 3871 | 4-METHYL-2-OXOPENTANOIC ACID
storage temp.: 2-8°C
solubility: DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml
pka: 2.65±0.54(Predicted)
form: clear liquid
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: .alpha.-Ketoisocaproic acid (816-66-0)

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Safety

Hazard Codes: C
Risk Statements: 34
Safety Statements: 26-36/37/39-45
RIDADR: UN 3265 8/PG 3
WGK Germany: 3
F: 3-9-13
TSCA: TSCA listed
HS Code: 2918.30.9000
HazardClass: 8
PackingGroup: III
Storage Class: 8A - Combustible corrosive hazardous materials
Hazard Classifications: Skin Corr. 1B

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 68255
Product name: 4-Methyl-2-oxovaleric acid
Purity: ≥98.0% (T)
Packaging: 1g
Price: $111
Updated: 2025/07/31

Sigma-Aldrich

Product number: 68255
Product name: 4-Methyl-2-oxovaleric acid
Purity: ≥98.0% (T)
Packaging: 5g
Price: $281
Updated: 2025/07/31

TCI Chemical

Product number: K0025
Product name: 4-Methyl-2-oxovaleric Acid
Purity: >95.0%(GC)(T)
Packaging: 5g
Price: $215
Updated: 2025/07/31

TRC

Product number: M220748
Product name: 4-Methyl-2-oxovaleric Acid
Packaging: 50mg
Price: $45
Updated: 2021/12/16

ChemScene

Product number: CS-W013438
Product name: 4-Methyl-2-oxopentanoicacid
Purity: ≥99.0%
Packaging: 100mg
Price: $60
Updated: 2021/12/16

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4-Methyl-2-oxovaleric acid Chemical Properties,Usage,Production

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

4-Methyl-2-oxovaleric acid Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Methyl-2-oxovaleric acid Suppliers

Americas 1 Canada 1 China 152 Europe 2 Germany 2 India 4 Japan 1 Switzerland 1 United Kingdom 6 United States 26 USA 1 Global 197

Shanghai Xingui Biotechnology Co., Ltd.

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Syntechem Co.,Ltd

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View Lastest Price from 4-Methyl-2-oxovaleric acid manufacturers

Career Henan Chemical Co

Product: 4-Methyl-2-oxovaleric acid 816-66-0
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 100kg
Release date: 2019-12-19

Nanjing jinheyou Trading Co., Ltd.

Product: 4-Methyl-2-oxovaleric acid 816-66-0
Price: US $0.00/g
Min. Order: 1g
Purity: 95%min
Supply Ability: 20kf/month
Release date: 2019-11-18

816-66-0, 4-Methyl-2-oxovaleric acidRelated Search:

Methyl acetate Methyl acrylate 2-Propylpentanoic acid MAGNESIUM DIPROPYLACETATE HYDRATE Kresoxim-methyl Estradiol valerate Pivalic acid POLY(METHYLSILSESQUIOXANE) Methanol Methylparaben Paraquat dichloride Basic Violet 1 Acetonitrile Methyl DIMETHYL-P-NITROPHENYLPHOSPHATE Methyl bromide Ketoleucine calcium salt dihydrate 4-METHYL-2-OXOPENTANOIC ACID, SODIUM SALT, HYDRATE, 98+%

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

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

KETOISOCAPROIC ACID, ALPHA-(P)

2-Keto-4-methylpentanoic Acid 4-Methyl-2-oxopentanoic Acid

2-KETO-ISO-HEXANOIC ACID

2-KETO-4-METHYL-N-PENTANOIC ACID

2-KETO-4-METHYLPENTANOIC ACID

2-OXO-4-METHYLVALERIC ACID

2-OXOISOCAPROIC ACID

A-KETOISOCAPROIC ACID

4-Methyl-2-oxovalericAcid&gt

ALPHA KETOISOCAPROATE

4-Methyl-2-oxovaleric acid -98%

α-Ketoisocaproic Acid

KETOISOCAPROIC ACID, ALPHA-

ethyl-2-oxovaleric acid

4-Methyl-2-oxopentanoic acid, 10 mM in DMSO

816-66-0

CH32CHCH2COCOOH

Organic Building Blocks

Building Blocks

Carbonyl Compounds

Carboxylic Acids

C6