CHEBI:16891 - glyoxylic acid

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ChEBI Name glyoxylic acid
ChEBI ID CHEBI:16891
Definition A 2-oxo monocarboxylic acid that is acetic acid bearing an oxo group at the α carbon atom.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42767, CHEBI:5509, CHEBI:24421
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Formula C2H2O3
Net Charge 0
Average Mass 74.03548
InChI InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5)
InChIKey HHLFWLYXYJOTON-UHFFFAOYSA-N
SMILES [H]C(=O)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:562) See: PubMed
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): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing glyoxylic acid (CHEBI:16891) has role Escherichia coli metabolite (CHEBI:76971)
glyoxylic acid (CHEBI:16891) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
glyoxylic acid (CHEBI:16891) has role human metabolite (CHEBI:77746)
glyoxylic acid (CHEBI:16891) has role mouse metabolite (CHEBI:75771)
glyoxylic acid (CHEBI:16891) is a 2-oxo monocarboxylic acid (CHEBI:35910)
glyoxylic acid (CHEBI:16891) is a aldehydic acid (CHEBI:26643)
glyoxylic acid (CHEBI:16891) is conjugate acid of glyoxylate (CHEBI:36655)
Incoming 2-aminophenylglyoxylic acid (CHEBI:83716) has functional parent glyoxylic acid (CHEBI:16891)
3,5-dihydroxyphenylglyoxylic acid (CHEBI:31104) has functional parent glyoxylic acid (CHEBI:16891)
4-hydroxyphenylglyoxylic acid (CHEBI:28719) has functional parent glyoxylic acid (CHEBI:16891)
glyoxylate ester (CHEBI:53274) has functional parent glyoxylic acid (CHEBI:16891)
phenylglyoxylic acid (CHEBI:18280) has functional parent glyoxylic acid (CHEBI:16891)
glyoxylate (CHEBI:36655) is conjugate base of glyoxylic acid (CHEBI:16891)
IUPAC Name
oxoacetic acid
Synonyms Sources
α-ketoacetic acid NIST Chemistry WebBook
formylformic acid NIST Chemistry WebBook
Glyoxalate KEGG COMPOUND
Glyoxalsäure ChEBI
Glyoxylate KEGG COMPOUND
Glyoxylic acid KEGG COMPOUND
GLYOXYLIC ACID PDBeChem
Glyoxylsäure ChEBI
oxalaldehydic acid ChemIDplus
oxoethanoic acid ChemIDplus
Database Links Databases
C00001186 KNApSAcK
C00048 KEGG COMPOUND
DB04343 DrugBank
GLV PDBeChem
GLYOX MetaCyc
Glyoxylic_acid Wikipedia
HMDB00119 HMDB
View more database links
Registry Numbers Types Sources
25752 Gmelin Registry Number Gmelin
298-12-4 CAS Registry Number ChemIDplus
298-12-4 CAS Registry Number NIST Chemistry WebBook
741891 Beilstein Registry Number Beilstein
741891 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11479160 PubMed citation CiteXplore
16396466 PubMed citation CiteXplore
22580421 PubMed citation CiteXplore
23790896 PubMed citation CiteXplore
Last Modified
27 January 2016