CHEBI:17158 - methylglyoxal

Main ChEBI Ontology Automatic Xrefs
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
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Formula C3H4O2
Net Charge 0
Average Mass 72.06266
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
Homo sapiens (NCBI:9606) See: DOI
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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ChEBI Ontology
Outgoing methylglyoxal (CHEBI:17158) has role human metabolite (CHEBI:77746)
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
Database Links 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 Beilstein Registry Number Beilstein
906750 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10373458 PubMed citation CiteXplore
10723098 PubMed citation CiteXplore
11504881 PubMed citation CiteXplore
15520007 PubMed citation CiteXplore
17103372 PubMed citation CiteXplore
19202315 PubMed citation CiteXplore
20096340 PubMed citation CiteXplore
22983866 PubMed citation CiteXplore
23543734 PubMed citation CiteXplore
23845007 PubMed citation CiteXplore
24040205 PubMed citation CiteXplore
24168114 PubMed citation CiteXplore
9506998 PubMed citation CiteXplore
Last Modified
28 July 2014
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.