CHEBI:17158 - methylglyoxal

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ChEBI Name methylglyoxal
ChEBI ID CHEBI:17158
Definition A 2-oxo aldehyde derived from propanal.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:6875, CHEBI:11643, CHEBI:14599, CHEBI:25303
Supplier Information ChemicalBook:CB1157969, eMolecules:528934, ZINC000001532681
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Methylglyoxal (MGO) is the organic compound with the formula CH3C(O)CHO. It is a reduced derivative of pyruvic acid. It is a reactive compound that is implicated in the biology of diabetes. Methylglyoxal is produced industrially by degradation of carbohydrates using overexpressed methylglyoxal synthase.
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Formula C3H4O2
Net Charge 0
Average Mass 72.06266
Monoisotopic Mass 72.02113
InChI InChI=1S/C3H4O2/c1-3(5)2-4/h2H,1H3
InChIKey AIJULSRZWUXGPQ-UHFFFAOYSA-N
SMILES [H]C(=O)C(C)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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ChEBI Ontology
Outgoing methylglyoxal (CHEBI:17158) has role Escherichia coli metabolite (CHEBI:76971)
methylglyoxal (CHEBI:17158) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
methylglyoxal (CHEBI:17158) has role human metabolite (CHEBI:77746)
methylglyoxal (CHEBI:17158) has role mouse metabolite (CHEBI:75771)
methylglyoxal (CHEBI:17158) is a 2-oxo aldehyde (CHEBI:27659)
methylglyoxal (CHEBI:17158) is a propanals (CHEBI:26282)
Incoming mitoguazone (CHEBI:43996) has functional parent methylglyoxal (CHEBI:17158)
IUPAC Name
2-oxopropanal
Synonyms Sources
1,2-propanedione NIST Chemistry WebBook
2-Ketopropionaldehyde KEGG COMPOUND
2-Oxopropanal KEGG COMPOUND
2-oxopropionaldehyde ChemIDplus
acetylformaldehyde ChemIDplus
acetylformyl NIST Chemistry WebBook
α-ketopropionaldehyde NIST Chemistry WebBook
CH3COCHO NIST Chemistry WebBook
Methylglyoxal KEGG COMPOUND
methylglyoxal UniProt
Pyruvaldehyde KEGG COMPOUND
Pyruvic aldehyde KEGG COMPOUND
Manual Xrefs Databases
C00007562 KNApSAcK
C00546 KEGG COMPOUND
Methylglyoxal Wikipedia
View more database links
Registry Numbers Types Sources
78-98-8 CAS Registry Number ChemIDplus
78-98-8 CAS Registry Number NIST Chemistry WebBook
906750 Reaxys Registry Number Reaxys
Citations Waiting for Citations
Last Modified
08 August 2018
General Comment
2011-01-26 Formed endogenously in numerous reactions, it modifies Arg and Lys residues in proteins, forming advanced glycation end-products which are associated with complications of diabetes and some neurodegenerative diseases.