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Record Information
Version3.6
Creation Date2006-08-13 08:19:32 UTC
Update Date2013-02-09 00:12:53 UTC
HMDB IDHMDB03974
Secondary Accession NumbersNone
Metabolite Identification
Common NameOxalosuccinic acid
DescriptionOxalosuccinate is a substrate for cytoplasmic Isocitrate dehydrogenase and mitochondiral Isocitrate dehydrogenase (mitochondrial).
Structure
Thumb
Synonyms
  1. Oxalosuccinate
  2. Oxalosuccinic acid
Chemical FormulaC6H6O7
Average Molecular Weight190.1076
Monoisotopic Molecular Weight190.011352546
IUPAC Name1-oxopropane-1,2,3-tricarboxylic acid
Traditional IUPAC Nameoxalosuccinate
CAS Registry Number1948-82-9
SMILES
OC(=O)CC(C(O)=O)C(=O)C(O)=O
InChI Identifier
InChI=1S/C6H6O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2H,1H2,(H,7,8)(H,10,11)(H,12,13)
InChI KeyUFSCUAXLTRFIDC-UHFFFAOYSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassOrganic Acids and Derivatives
ClassCarboxylic Acids and Derivatives
Sub ClassTricarboxylic Acids and Derivatives
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Branched Fatty Acids
  • Organic Compounds
  • tricarboxylic acid(ChEBI)
Substituents
  • Alpha Keto Acid
  • Beta Keto Acid
  • Carboxylic Acid
  • Gamma Keto Acid
  • Ketone
  • Short Chain Keto Acid
  • Succinic Acid
Direct ParentTricarboxylic Acids and Derivatives
Ontology
StatusExpected and Not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm (predicted from logP)
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility7.47 g/LALOGPS
logP-0.55ALOGPS
logP-0.37ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)2.38ChemAxon
pKa (Strongest Basic)-10ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area128.97ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity35.17ChemAxon
Polarizability14.95ChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biofluid LocationsNot Available
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB023277
KNApSAcK IDNot Available
Chemspider ID947
KEGG Compound IDC05379
BioCyc IDOXALO-SUCCINATE
BiGG IDNot Available
Wikipedia LinkOxalosuccinate
NuGOwiki LinkHMDB03974
Metagene LinkHMDB03974
METLIN ID6996
PubChem Compound972
PDB IDNot Available
ChEBI ID7815
References
Synthesis ReferenceTakeda, Isao; Iguchi, Takashi. Fermentative production of oxalosuccinic acid from hydrocarbons. Jpn. Tokkyo Koho (1972), 3 pp.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Involved in magnesium ion binding
Specific function:
Plays a role in intermediary metabolism and energy production. It may tightly associate or interact with the pyruvate dehydrogenase complex.
Gene Name:
IDH2
Uniprot ID:
P48735
Molecular weight:
50908.915
Reactions
Oxalosuccinic acid → Oxoglutaric acid + Carbon dioxidedetails
Isocitric acid + NADP → Oxalosuccinic acid + NADPH + Hydrogen Iondetails
General function:
Involved in magnesium ion binding
Specific function:
Not Available
Gene Name:
IDH1
Uniprot ID:
O75874
Molecular weight:
46659.005
Reactions
Oxalosuccinic acid → Oxoglutaric acid + Carbon dioxidedetails
Isocitric acid + NADP → Oxalosuccinic acid + NADPH + Hydrogen Iondetails