FComEx: 2-Oxohexanedioic acid (PC000946)

Record Information

Version

1.0

Creation date

2015-10-09 22:33:32 UTC

Update date

2017-01-19 02:36:42 UTC

FoodComEx ID

PC000946

FoodDB Record

FDB003362

Chemical Information

Name

2-Oxohexanedioic acid

Description

Oxoadipic acid, also known as 2-oxoadipate or a-ketoadipate, belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. Oxoadipic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Oxoadipic acid exists in all living species, ranging from bacteria to humans. Within humans, oxoadipic acid participates in a number of enzymatic reactions. In particular, oxoadipic acid and L-glutamic acid can be biosynthesized from aminoadipic acid and oxoglutaric acid through its interaction with the enzyme kynurenine/alpha-aminoadipate aminotransferase, mitochondrial. In addition, oxoadipic acid can be converted into carbon dioxide through the action of the enzyme oxoglutarate dehydrogenase complex. In humans, oxoadipic acid is involved in the metabolic disorder called 2-aminoadipic 2-oxoadipic aciduria. Outside of the human body, Oxoadipic acid has been detected, but not quantified in, pulses. This could make oxoadipic acid a potential biomarker for the consumption of these foods. Oxoadipic acid is a potentially toxic compound. Oxoadipic acid, with regard to humans, has been linked to several inborn metabolic disorders including 2-aminoadipic aciduria, alpha-aminoadipic aciduria, and 2-ketoadipic acidemia. An oxo dicarboxylic acid that is adipic acid substituted by an oxo group at position 2.

CAS Number

3184-35-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2-keto-adipate	biospider
2-ketoadipate	biospider
2-Ketoadipic acid	biospider
2-Oxo-hexanedioate	biospider
2-Oxo-hexanedioic acid	biospider
2-oxoadipate	biospider
2-Oxoadipic acid	db_source
2-Oxohexanedioate	biospider
2-oxohexanedionic acid	biospider
2K-ADIPATE	biospider
A-ketoadipate	biospider
A-ketoadipic acid	biospider
A-oxoadipate	biospider
A-oxoadipic acid	biospider
Alpha-ketoadipate	biospider
Alpha-ketoadipic acid	biospider
Alpha-ketodipate	biospider
Alpha-oxoadipate	biospider
Alpha-oxoadipic acid	biospider
hexanedioic acid, 2-oxo-	biospider
Hexanedioic acid, 2-oxo- (7CI,8CI,9CI)	biospider
Oxoadipate	biospider

Chemical Formula

C6H8O5

IUPAC name

2-oxohexanedioic acid

InChI Identifier

InChI=1S/C6H8O5/c7-4(6(10)11)2-1-3-5(8)9/h1-3H2,(H,8,9)(H,10,11)

InChI Key

FGSBNBBHOZHUBO-UHFFFAOYSA-N

Isomeric SMILES

OC(=O)CCCC(=O)C(O)=O

Average Molecular Weight

160.1247

Monoisotopic Molecular Weight

160.037173366

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Medium-chain keto acids and derivatives

Direct Parent

Medium-chain keto acids and derivatives

Alternative Parents