Record Information
Version1.0
Creation date2015-10-09 22:29:46 UTC
Update date2017-01-19 02:36:19 UTC
FoodComEx IDPC000305
FoodDB RecordFDB001479
Chemical Information
NameOxalacetic acid
DescriptionOxalacetic acid, also known as oxaloacetate or 2-oxosuccinate, 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. Oxalacetic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Oxalacetic acid exists in all living species, ranging from bacteria to humans. Within humans, oxalacetic acid participates in a number of enzymatic reactions. In particular, oxalacetic acid can be biosynthesized from D-aspartic acid through the action of the enzyme D-aspartate oxidase. In addition, oxalacetic acid can be biosynthesized from D-aspartic acid through the action of the enzyme D-aspartate oxidase. In humans, oxalacetic acid is involved in the metabolic disorder called the canavan disease pathway. Outside of the human body, Oxalacetic acid has been detected, but not quantified in, several different foods, such as chinese mustards, lowbush blueberries, brassicas, maitakes, and kombus. This could make oxalacetic acid a potential biomarker for the consumption of these foods. An oxodicarboxylic acid that is succinic acid bearing a single oxo group.
CAS Number328-42-7
Structure
Thumb
Synonyms
SynonymSource
2-Ketosuccinatebiospider
2-Ketosuccinic acidbiospider
2-Oxobutanedioatebiospider
2-Oxobutanedioic acidbiospider
2-Oxosuccinatebiospider
2-Oxosuccinic acidbiospider
3-Carboxy-3-oxopropanoateGenerator
3-carboxy-3-oxopropanoic acidbiospider
A-ketosuccinatebiospider
A-ketosuccinic acidbiospider
Alpha-ketosuccinatebiospider
Alpha-ketosuccinic acidbiospider
Butanedioic acid, 2-oxo-biospider
Butanedioic acid, oxo-biospider
Butanedioic acid, oxo- (9CI)biospider
Keto-oxaloacetatebiospider
keto-SuccinateGenerator
Keto-succinic acidbiospider
Ketosuccinatebiospider
Ketosuccinic acidbiospider
OAAbiospider
Oxalacetatebiospider
Oxalacetic aceticbiospider
Oxalacetic acid (8CI)biospider
Oxalacetic acid hybri-max(TM)biospider
Oxalacetic acid,cis formbiospider
Oxalacetic_acidbiospider
Oxaloacetatebiospider
Oxaloacetic acidbiospider
Oxaloacetic acidsbiospider
Oxaloethanoatebiospider
Oxaloethanoic acidbiospider
OxobutanedioateGenerator
Oxobutanedioic acidbiospider
Oxosuccinatebiospider
Oxosuccinic acidbiospider
Chemical FormulaC4H4O5
IUPAC name2-oxobutanedioic acid
InChI IdentifierInChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9)
InChI KeyKHPXUQMNIQBQEV-UHFFFAOYSA-N
Isomeric SMILESOC(=O)CC(=O)C(O)=O
Average Molecular Weight132.0716
Monoisotopic Molecular Weight132.005873238
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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassKeto acids and derivatives
Sub ClassShort-chain keto acids and derivatives
Direct ParentShort-chain keto acids and derivatives
Alternative Parents
Substituents
  • Beta-keto acid
  • Short-chain keto acid
  • Alpha-keto acid
  • Beta-hydroxy ketone
  • Dicarboxylic acid or derivatives
  • 1,3-dicarbonyl compound
  • Alpha-hydroxy ketone
  • Ketone
  • Carboxylic acid
  • Carboxylic acid derivative
  • Carbonyl group
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting Point161 oC
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 5 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 U724
MetaSci HMDB0000223
Sigma-Aldrich HMDB0000223
Toronto Research Chemicals O845030