Record Information
Creation date2015-10-09 22:28:39 UTC
Update date2017-01-19 02:36:13 UTC
FoodComEx IDPC000123
FoodDB RecordFDB003361
Chemical Information
Name2-Oxopentanedioic acid
DescriptionOxoglutaric acid, also known as oxoglutarate or alpha-ketoglutarate, belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom. Oxoglutaric acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Oxoglutaric acid exists in all living species, ranging from bacteria to humans. Within humans, oxoglutaric acid participates in a number of enzymatic reactions. In particular, oxoglutaric acid can be biosynthesized from isocitric acid; which is mediated by the enzyme isocitrate dehydrogenase. In addition, oxoglutaric acid can be converted into succinyl-CoA; which is mediated by the enzyme oxoglutarate dehydrogenase complex. In humans, oxoglutaric acid is involved in the oncogenic action of fumarate. Oxoglutaric acid is an odorless tasting compound. Outside of the human body, Oxoglutaric acid is found, on average, in the highest concentration within star fruits and milk (cow). Oxoglutaric acid has also been detected, but not quantified in, several different foods, such as common chokecherries, red beetroots, adzuki beans, buffalo currants, and grapefruit/pummelo hybrids. This could make oxoglutaric acid a potential biomarker for the consumption of these foods. Oxoglutaric acid is a potentially toxic compound. An oxo dicarboxylic acid that consists of glutaric acid bearing an oxo substituent at position 2.
CAS Number328-50-7
α-ketoglutaric acidbiospider
α-oxoglutaric acidbiospider
2-Ketoglutaric acidbiospider
2-Oxo-1,5-dipentanedioic acidbiospider
2-Oxo-1,5-pentanedioic acidbiospider
2-Oxo-Glutaric Acidbiospider
2-Oxoglutaric aciddb_source
2-oxopentanedionic acidbiospider
2-Oxyglutaric Acidbiospider
305-72-6 (di-hydrochloride salt)biospider
997-43-3 (mono-potassium salt)biospider
a-Ketoglutaric aciddb_source
Alpha ketoglutaratebiospider
Alpha-keto-glutaric acidbiospider
alpha-Ketoglutaric acidbiospider
Alpha-ketoglutaric acid alphabiospider
alpha-Oxoglutaric acidbiospider
Alpha-oxopentanedioic acidbiospider
Alphaketoglutaric acidbiospider
FEMA 3891db_source
Glutaric acid, &alphabiospider
Glutaric acid, 2-oxo-biospider
Glutaric acid, 2-oxo- (8CI)biospider
Glutaric acid, alpha ketobiospider
Oxoglutaric acidbiospider
Pentanedioic acid, 2-oxo-biospider
Pentanedioic acid, 2-oxo- (9CI)biospider
α-ketoglutaric acidGenerator
Chemical FormulaC5H6O5
IUPAC name2-oxopentanedioic acid
InChI IdentifierInChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)
Isomeric SMILESOC(=O)CCC(=O)C(O)=O
Average Molecular Weight146.0981
Monoisotopic Molecular Weight146.021523302
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassKeto acids and derivatives
Sub ClassGamma-keto acids and derivatives
Direct ParentGamma-keto acids and derivatives
Alternative Parents
  • Gamma-keto acid
  • Short-chain keto acid
  • Dicarboxylic acid or derivatives
  • Alpha-keto acid
  • Alpha-hydroxy ketone
  • Ketone
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointMp 115°DFC
Foods of Origin
FoodContent Range AverageReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 7 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez
Commercial Vendors
AKSci F614
Glentham GP9006
Human Metabolome Library HMDB0000208
MetaSci HMDB0000208
Toronto Research Chemicals K191200