FComEx: 2-Oxobutanoic acid (PC000350)

Record Information

Version

1.0

Creation date

2015-10-09 22:30:06 UTC

Update date

2017-01-19 02:36:20 UTC

FoodComEx ID

PC000350

FoodDB Record

FDB003359

Chemical Information

Name

2-Oxobutanoic acid

Description

2-Ketobutyric acid, also known as alpha-ketobutyrate or 2-oxobutyrate, 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. 2-Ketobutyric acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2-Ketobutyric acid exists in all living species, ranging from bacteria to humans. Within humans, 2-ketobutyric acid participates in a number of enzymatic reactions. In particular, 2-ketobutyric acid can be biosynthesized from L-threonine; which is mediated by the enzyme L-serine dehydratase/l-threonine deaminase. In addition, 2-ketobutyric acid and coenzyme A can be converted into propionyl-CoA; which is mediated by the enzyme branched-chain alpha-keto dehydrogenase complex. In humans, 2-ketobutyric acid is involved in threonine and 2-oxobutanoate degradation. Outside of the human body, 2-Ketobutyric acid has been detected, but not quantified in, several different foods, such as black crowberries, lima beans, lettuces, oxheart cabbages, and grass pea. This could make 2-ketobutyric acid a potential biomarker for the consumption of these foods. A 2-oxo monocarboxylic acid that is the 2-oxo derivative of butanoic acid.

CAS Number

600-18-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
α-keto-n-butyric acid	biospider
α-ketobutric acid	biospider
α-ketobutyric acid	biospider
α-oxo-n-butyric acid	biospider
α-oxobutyrate	biospider
α-oxobutyric acid	biospider
2-keto-butyrate	biospider
2-Ketobutanoate	biospider
2-Ketobutanoic acid	biospider
2-ketobutyrate	biospider
2-Ketobutyric acid	db_source
2-Oxo-Butanoate	biospider
2-Oxo-Butanoic acid	biospider
2-oxo-Butyrate	biospider
2-oxo-Butyric acid	biospider
2-Oxo-n-butyrate	biospider
2-Oxo-n-butyric acid	biospider
2-Oxobutanoate	biospider
2-Oxobutyrate	biospider
2-Oxobutyric acid	biospider
3-Methyl pyruvate	Generator
3-methyl pyruvic acid	biospider
3-Methylpyruvate	biospider
3-Methylpyruvic acid	db_source
A-keto-n-butyrate	biospider
A-keto-n-butyric acid	biospider
A-ketobutyrate	biospider
A-ketobutyric acid	biospider
A-oxo-n-butyrate	biospider
A-oxo-n-butyric acid	biospider
A-oxobutyrate	biospider
A-oxobutyric acid	biospider
Alpha-keto-n-butyrate	biospider
Alpha-keto-n-butyric acid	biospider
Alpha-ketobutric acid	biospider
Alpha-ketobutyrate	biospider
Alpha-ketobutyric acid	biospider
Alpha-ketobutyric acid, na	biospider
Alpha-oxo-n-butyrate	biospider
Alpha-oxo-n-butyric acid	biospider
Alpha-oxobutyrate	biospider
Alpha-oxobutyric acid	biospider
Butanoic acid, 2-oxo-	biospider
Butanoic acid, 2-oxo- (9CI)	biospider
Butyric acid, 2-oxo-	biospider
Butyric acid, 2-oxo- (8CI)	biospider
FEMA 3723	db_source
Formic acid, propionyl-	biospider
Ketobutyrate	biospider
Methyl-pyruvate	biospider
Methyl-pyruvic acid	biospider
Oxobutyrate	biospider
Propionyl-formate	biospider
Propionyl-formic acid	biospider
Propionylformic acid	biospider
Pyruvic acid, methyl-	biospider
α-ketobutyrate	Generator
α-ketobutyric acid	Generator
α-oxo-N-butyrate	Generator
α-oxo-N-butyric acid	Generator

Chemical Formula

C4H6O3

IUPAC name

2-oxobutanoic acid

InChI Identifier

InChI=1S/C4H6O3/c1-2-3(5)4(6)7/h2H2,1H3,(H,6,7)

InChI Key

TYEYBOSBBBHJIV-UHFFFAOYSA-N

Isomeric SMILES

CCC(=O)C(O)=O

Average Molecular Weight

102.0886

Monoisotopic Molecular Weight

102.031694058

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