CHEBI:16891 - glyoxylic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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
Supplier Information ChemicalBook:CB0854287, ChemicalBook:CB7875542, ChemicalBook:CB5855623, ChemicalBook:CB0122872, eMolecules:481062
Download Molfile XML SDF
Wikipedia License
Hydrogen sulfide is a chemical compound with the formula H2S. It is a colorless chalcogen-hydride gas, and is toxic, corrosive, and flammable. Trace amounts in ambient atmosphere have a characteristic foul odor of rotten eggs. Swedish chemist Carl Wilhelm Scheele is credited with having discovered the chemical composition of purified hydrogen sulfide in 1777. Hydrogen sulfide is toxic to humans and most other animals by inhibiting cellular respiration in a manner similar to hydrogen cyanide. When it is inhaled or its salts are ingested in high amounts, damage to organs occurs rapidly with symptoms ranging from breathing difficulties to convulsions and death. Despite this, the human body produces small amounts of this sulfide and its mineral salts, and uses it as a signalling molecule. Hydrogen sulfide is often produced from the microbial breakdown of organic matter in the absence of oxygen, such as in swamps and sewers; this process is commonly known as anaerobic digestion, which is done by sulfate-reducing microorganisms. It also occurs in volcanic gases, natural gas deposits, and sometimes in well-drawn water.
Read full article at Wikipedia
Formula C2H2O3
Net Charge 0
Average Mass 74.03548
Monoisotopic Mass 74.00039
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:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562) 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
Manual Xrefs Databases
C00001186 KNApSAcK
C00048 KEGG COMPOUND
DB04343 DrugBank
GLV PDBeChem
GLYOX MetaCyc
Glyoxylic_acid Wikipedia
HMDB0000119 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 Reaxys Registry Number Reaxys
Citations Types Sources
11479160 PubMed citation Europe PMC
16396466 PubMed citation Europe PMC
22580421 PubMed citation Europe PMC
23790896 PubMed citation Europe PMC
Last Modified
27 January 2016