Record Information
Version1.0
Creation date2015-10-09 22:27:39 UTC
Update date2017-01-19 02:36:11 UTC
FoodComEx IDPC000043
FoodDB RecordFDB001478
Chemical Information
NameGlyoxylic acid
DescriptionGlyoxylic 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 Number298-12-4
Structure
Thumb
Synonyms
SynonymSource
α-Ketoacetic acidbiospider
a-Ketoacetatebiospider
a-Ketoacetic acidbiospider
Acetic acid, 2-oxo-biospider
Acetic acid, oxo- (9CI)biospider
alpha-Ketoacetatebiospider
alpha-Ketoacetic acidbiospider
Formylformatebiospider
Formylformic acidbiospider
Glyoxalatebiospider
Glyoxalic acidbiospider
GlyoxalsaeureChEBI
Glyoxylatebiospider
Glyoxylic acid (8CI)biospider
GlyoxylsaeureChEBI
Oxalaldehydatebiospider
Oxalaldehydic acidbiospider
Oxaldehydic acidbiospider
Oxoacetatebiospider
Oxoacetic acidbiospider
Oxoethanoatebiospider
Oxoethanoic acidbiospider
α-ketoacetateGenerator
α-ketoacetic acidGenerator
Chemical FormulaC2H2O3
IUPAC name2-oxoacetic acid
InChI IdentifierInChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5)
InChI KeyHHLFWLYXYJOTON-UHFFFAOYSA-N
Isomeric SMILESOC(=O)C=O
Average Molecular Weight74.0355
Monoisotopic Molecular Weight74.00039393
Chemical Taxonomy
ClassificationNot classified
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityV. sol. H2O; spar. sol. EtOH, Et2OCCD
Melting PointMp 104 - 107° (sinters from 94°)CCD
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 6 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci W5228
MetaSci HMDB0000119
Sigma-Aldrich HMDB0000119
Toronto Research Chemicals G754995