Details of Metabolite

General Information of MET (ID: META00211)
Name Oxalacetic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
2 Ketosuccinic acid; 2 oxo Butanedioic acid; 2-Ketosuccinate; 2-Ketosuccinic acid; 2-Oxobutanedioate; 2-Oxobutanedioic acid; 2-Oxosuccinate; 2-Oxosuccinic acid; 2-oxo-Butanedioic acid; 3-Carboxy-3-oxopropanoate; 3-Carboxy-3-oxopropanoic acid; Acid, oxalacetic; Acid, oxaloacetic; Keto-oxaloacetate; Keto-oxaloacetic acid; Keto-succinate; Keto-succinic acid; Ketosuccinate; Ketosuccinic acid; OAA; Oxalacetate; Oxaloacetate; Oxaloacetic acid; Oxaloethanoate; Oxaloethanoic acid; Oxobutanedioate; Oxobutanedioic acid; Oxosuccinate; Oxosuccinic acid; a-Ketosuccinate; a-Ketosuccinic acid; alpha-Ketosuccinate; alpha-Ketosuccinic acid
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Fatty acyls;Food;Microbial
Structure Type   Short-chain keto acids and derivatives  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic acids and derivatives
Keto acids and derivatives
Short-chain keto acids and derivatives
PubChem CID
970
HMDB ID
HMDB0000223
Formula
C4H4O5
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C00036
ChEBI ID
30744
FooDB ID
FDB031075
ChemSpider ID
945
METLIN ID
123
Physicochemical Properties Molecular Weight 132.07 Topological Polar Surface Area 91.7
XlogP -0.6 Complexity 158
Heavy Atom Count 9 Rotatable Bond Count 3
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 5
Function
Oxaloacetic acid, also known as oxosuccinic acid or oxalacetic acid, is a four-carbon dicarboxylic acid appearing as an intermediate of the citric acid cycle. In vivo, oxaloacetate (the ionized form of oxaloacetic acid) is formed by the oxidation of L-malate, catalyzed by malate dehydrogenase, and reacts with Acetyl-CoA to form citrate, catalyzed by citrate synthase. A class of ketodicarboxylic acids derived from oxalic acid. Oxaloacetic acid is an intermediate in the citric acid cycle and is converted to aspartic acidD by a transamination reaction.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Leukotriene-C4 hydrolase (GGT1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Knockdown (siRNA) of GGT1
                      Induced Change Oxalacetic acid concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Renal cell carcinoma [ICD-11: 2C90]
                      Details It is reported that knockdown of GGT1 leads to the increase of oxalacetic acid levels compared with control group.
      Mitochondrial carrier (MC)
            Glutamate carrier 1 (SLC25A22) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [2]
                      Introduced Variation Knockdown (shRNA) of SLC25A22
                      Induced Change Oxalacetic acid concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Colon cancer [ICD-11: 2B90]
                      Details It is reported that knockdown of SLC25A22 leads to the decrease of oxalacetic acid levels compared with control group.
References
1 Impairment of gamma-glutamyl transferase 1 activity in the metabolic pathogenesis of chromophobe renal cell carcinoma. Proc Natl Acad Sci U S A. 2018 Jul 3;115(27):E6274-E6282.
2 SLC25A22 Promotes Proliferation and Survival of Colorectal Cancer Cells With KRAS Mutations and Xenograft Tumor Progression in Mice via Intracellular Synthesis of Aspartate. Gastroenterology. 2016 Nov;151(5):945-960.e6.

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