methylglyoxal (CHEBI:17158)

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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

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Formula

C3H4O2

Net Charge

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).

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

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.