FComEx: 3-Methyl-2-oxobutanoic acid (PC000675)

Record Information

Version

1.0

Creation date

2015-10-09 22:31:54 UTC

Update date

2017-01-19 02:36:32 UTC

FoodComEx ID

PC000675

FoodDB Record

FDB012250

Chemical Information

Name

3-Methyl-2-oxobutanoic acid

Description

alpha-Ketoisovaleric acid, also known as a-keto-isovalerate or 3-methyl-2-oxobutanoate, belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. alpha-Ketoisovaleric acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. alpha-Ketoisovaleric acid exists in all living species, ranging from bacteria to humans. alpha-Ketoisovaleric acid is a fruity tasting compound. Outside of the human body, alpha-Ketoisovaleric acid has been detected, but not quantified in, several different foods, such as root vegetables, jerusalem artichokes, rapinis, chia, and cowpea. This could make alpha-ketoisovaleric acid a potential biomarker for the consumption of these foods. alpha-Ketoisovaleric acid is a potentially toxic compound. alpha-Ketoisovaleric acid, with regard to humans, has been found to be associated with the diseases such as colorectal cancer; alpha-ketoisovaleric acid has also been linked to the inborn metabolic disorder maple syrup urine disease. A 2-oxo monocarboxylic acid that is the 2-oxo derivative of isovaleric acid.

CAS Number

759-05-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2-keto-3-Methylbutyrate	biospider
2-keto-3-Methylbutyric acid	ChEBI
2-KETO-ISOVALERATE	biospider
2-Ketoisovalerate	biospider
2-Ketoisovaleric acid	biospider
2-Ketoisvaleric acid	HMDB
2-Ketovaline	ChEBI
2-oxo-3-Methyl-butyrate	HMDB
2-oxo-3-Methylbutanoate	Generator
2-Oxo-3-methylbutanoic acid	biospider
2-Oxo-3-methylbutyrate	biospider
2-Oxo-3-methylbutyric acid	biospider
2-Oxoisopentanoic acid	db_source
2-Oxoisovalerate	Generator
2-Oxoisovaleric acid	biospider
3-methyl-2-oxo-Butanoate	biospider
3-methyl-2-oxo-Butanoic acid	biospider
3-methyl-2-oxo-Butyrate	biospider
3-methyl-2-oxo-Butyric acid	biospider
3-Methyl-2-oxobutanoate	ChEBI
3-Methyl-2-oxobutinoate	biospider
3-Methyl-2-oxobutinoic acid	biospider
3-Methyl-2-oxobutyrate	biospider
3-Methyl-2-oxobutyric acid	ChEBI
A-keto-b-methylbutyrate	biospider
A-keto-b-methylbutyric acid	biospider
A-keto-isovalerate	biospider
A-keto-isovaleric acid	biospider
A-ketoisovalerate	biospider
a-Ketoisovaleric acid	db_source
a-Ketovaline	Generator
A-oxo-b-methylbutyrate	biospider
A-oxo-b-methylbutyric acid	biospider
a-oxo-b-Methylbutyricacid	Generator
A-oxoisovalerate	biospider
A-oxoisovaleric acid	biospider
Alpha-keto-beta-methylbutyrate	biospider
Alpha-keto-beta-methylbutyric acid	biospider
Alpha-keto-isovalerate	biospider
Alpha-keto-isovaleric acid	biospider
Alpha-keto-valine	biospider
Alpha-ketoisopentanoic acid	biospider
Alpha-ketoisovalerate	biospider
Alpha-ketoisovaleric acid	biospider
alpha-Ketovaline	ChEBI
Alpha-oxo-beta-methylbutyrate	biospider
Alpha-oxo-beta-methylbutyric acid	biospider
alpha-oxo-beta-Methylbutyricacid	ChEBI
Alpha-oxoisovalerate	biospider
Alpha-oxoisovaleric acid	biospider
Butanoic acid, 3-methyl-2-oxo-	biospider
Dimethylpyruvate	biospider
Dimethylpyruvic acid	db_source
FEMA 3869	db_source
Isopropylglyoxylate	biospider
Isopropylglyoxylic acid	biospider
Ketovaline	db_source
KIV	biospider
α-keto-isovalerate	Generator
α-keto-isovaleric acid	Generator
α-ketovaline	Generator
α-oxo-β-methylbutyricacid	Generator
α-oxoisovalerate	Generator
α-oxoisovaleric acid	Generator

Chemical Formula

C5H8O3

IUPAC name

3-methyl-2-oxobutanoic acid

InChI Identifier

InChI=1S/C5H8O3/c1-3(2)4(6)5(7)8/h3H,1-2H3,(H,7,8)

InChI Key

QHKABHOOEWYVLI-UHFFFAOYSA-N

Isomeric SMILES

CC(C)C(=O)C(O)=O

Average Molecular Weight

116.1152

Monoisotopic Molecular Weight

116.047344122

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Short-chain keto acids and derivatives

Direct Parent

Short-chain keto acids and derivatives

Alternative Parents