CHEBI:30744 - oxaloacetic acid

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ChEBI Name oxaloacetic acid
ChEBI ID CHEBI:30744
Definition An oxodicarboxylic acid that is succinic acid bearing a single oxo group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:7812, CHEBI:24959, CHEBI:25734
Supplier Information No supplier information found for this compound.
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Nitric acid is an inorganic compound with the formula HNO3. It is a highly corrosive mineral acid. The compound is colorless, but samples tend to acquire a yellow cast over time due to decomposition into oxides of nitrogen. Most commercially available nitric acid has a concentration of 68% in water. When the solution contains more than 86% HNO3, it is referred to as fuming nitric acid. Depending on the amount of nitrogen dioxide present, fuming nitric acid is further characterized as red fuming nitric acid at concentrations above 86%, or white fuming nitric acid at concentrations above 95%. Nitric acid is the primary reagent used for nitration – the addition of a nitro group, typically to an organic molecule. While some resulting nitro compounds are shock- and thermally-sensitive explosives, a few are stable enough to be used in munitions and demolition, while others are still more stable and used as synthetic dyes and medicines (e.g. metronidazole). Nitric acid is also commonly used as a strong oxidizing agent.
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Formula C4H4O5
Net Charge 0
Average Mass 132.07160
Monoisotopic Mass 132.00587
InChI InChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9)
InChIKey KHPXUQMNIQBQEV-UHFFFAOYSA-N
SMILES OC(=O)CC(=O)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
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ChEBI Ontology
Outgoing oxaloacetic acid (CHEBI:30744) has functional parent succinic acid (CHEBI:15741)
oxaloacetic acid (CHEBI:30744) has role geroprotector (CHEBI:176497)
oxaloacetic acid (CHEBI:30744) has role metabolite (CHEBI:25212)
oxaloacetic acid (CHEBI:30744) is a C4-dicarboxylic acid (CHEBI:66873)
oxaloacetic acid (CHEBI:30744) is a oxo dicarboxylic acid (CHEBI:36145)
oxaloacetic acid (CHEBI:30744) is conjugate acid of oxaloacetate(2−) (CHEBI:16452)
Incoming oxaloacetic acid 4-methyl ester (CHEBI:16859) has functional parent oxaloacetic acid (CHEBI:30744)
oxaloacetate(2−) (CHEBI:16452) is conjugate base of oxaloacetic acid (CHEBI:30744)
IUPAC Name
2-oxobutanedioic acid
Synonyms Sources
2-Oxobutanedioic acid KEGG COMPOUND
2-oxosuccinic acid NIST Chemistry WebBook
3-carboxy-3-oxopropanoic acid IUPAC
keto-succinic acid ChEBI
ketosuccinic acid NIST Chemistry WebBook
OAA NIST Chemistry WebBook
Oxalacetic acid KEGG COMPOUND
Oxaloacetic acid KEGG COMPOUND
oxobutanedioic acid ChEBI
Oxosuccinic acid KEGG COMPOUND
Manual Xrefs Databases
C00001197 KNApSAcK
C00036 KEGG COMPOUND
HMDB0000223 HMDB
LMFA01170061 LIPID MAPS
OAA PDBeChem
OXALACETIC_ACID MetaCyc
Oxaloacetic_acid Wikipedia
US2011064679 Patent
View more database links
Registry Numbers Types Sources
1042886 Gmelin Registry Number Gmelin
1705475 Reaxys Registry Number Reaxys
328-42-7 CAS Registry Number KEGG COMPOUND
328-42-7 CAS Registry Number ChemIDplus
328-42-7 CAS Registry Number NIST Chemistry WebBook
Citations Types Sources
15710237 PubMed citation Europe PMC
17190852 PubMed citation Europe PMC
19793063 PubMed citation Europe PMC
21825143 PubMed citation Europe PMC
22451473 PubMed citation Europe PMC
28322963 PubMed citation Europe PMC
4014670 PubMed citation Europe PMC
8422384 PubMed citation Europe PMC
Last Modified
27 October 2021