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 Supplier Information No supplier information found for this compound. Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License 4-Hydroxynonenal, or 4-hydroxy-2E-nonenal or 4-hydroxy-2-nonenal or 4-HNE or HNE, (C9H16O2), is an α,β-unsaturated hydroxyalkenal that is produced by lipid peroxidation in cells. 4-HNE is the primary α,β-unsaturated hydroxyalkenal formed in this process. It is a colorless oil. It is found throughout animal tissues, and in higher quantities during oxidative stress due to the increase in the lipid peroxidation chain reaction, due to the increase in stress events. 4-HNE has been hypothesized to play a key role in cell signal transduction, in a variety of pathways from cell cycle events to cellular adhesion. Early identification and characterization of 4-hydroxynonenal was reported by Esterbauer, et al., who also obtained the same compound synthetically. The topic has since been often reviewed, and one source describes the compound as "the most studied LPO (lipid peroxidation) product with pleiotropic capabilities". 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 Last Modified 27 January 2016