FComEx: Glyoxylic acid (PC000043)

Record Information

Version

1.0

Creation date

2015-10-09 22:27:39 UTC

Update date

2017-01-19 02:36:11 UTC

FoodComEx ID

PC000043

FoodDB Record

FDB001478

Chemical Information

Name

Glyoxylic acid

Description

Glyoxylic acid, also known as a-ketoacetate or glyoxalate, belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH. Glyoxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). A 2-oxo monocarboxylic acid that is acetic acid bearing an oxo group at the alpha carbon atom. Glyoxylic acid exists in all living species, ranging from bacteria to humans. L-alanine and glyoxylic acid can be biosynthesized from glycine and pyruvic acid through its interaction with the enzyme serine--pyruvate aminotransferase. In humans, glyoxylic acid is involved in the metabolic disorder called the dimethylglycine dehydrogenase deficiency pathway. Outside of the human body, Glyoxylic acid has been detected, but not quantified in, tamarinds. This could make glyoxylic acid a potential biomarker for the consumption of these foods. Glyoxylic acid is a potentially toxic compound. Glyoxylic acid, with regard to humans, has been found to be associated with several diseases such as bladder infections and transurethral resection of the prostate; glyoxylic acid has also been linked to the inborn metabolic disorder primary hyperoxaluria I.

CAS Number

298-12-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
α-Ketoacetic acid	biospider
a-Ketoacetate	biospider
a-Ketoacetic acid	biospider
Acetic acid, 2-oxo-	biospider
Acetic acid, oxo- (9CI)	biospider
alpha-Ketoacetate	biospider
alpha-Ketoacetic acid	biospider
Formylformate	biospider
Formylformic acid	biospider
Glyoxalate	biospider
Glyoxalic acid	biospider
Glyoxalsaeure	ChEBI
Glyoxylate	biospider
Glyoxylic acid (8CI)	biospider
Glyoxylsaeure	ChEBI
Oxalaldehydate	biospider
Oxalaldehydic acid	biospider
Oxaldehydic acid	biospider
Oxoacetate	biospider
Oxoacetic acid	biospider
Oxoethanoate	biospider
Oxoethanoic acid	biospider
α-ketoacetate	Generator
α-ketoacetic acid	Generator

Chemical Formula

C2H2O3

IUPAC name

2-oxoacetic acid

InChI Identifier

InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5)

InChI Key

HHLFWLYXYJOTON-UHFFFAOYSA-N

Isomeric SMILES

OC(=O)C=O

Average Molecular Weight

74.0355

Monoisotopic Molecular Weight

74.00039393

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acids

Direct Parent

Carboxylic acids

Alternative Parents

Substituents