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> Main
CHEBI:17158 - methylglyoxal
Main
ChEBI Ontology
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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
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Wikipedia
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Read full article at Wikipedia
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
).
View more via ChEBI Ontology
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
CH
3
COCHO
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
Types
Sources
10373458
PubMed citation
Europe PMC
10723098
PubMed citation
Europe PMC
11504881
PubMed citation
Europe PMC
15520007
PubMed citation
Europe PMC
17103372
PubMed citation
Europe PMC
19202315
PubMed citation
Europe PMC
20096340
PubMed citation
Europe PMC
22983866
PubMed citation
Europe PMC
23543734
PubMed citation
Europe PMC
23845007
PubMed citation
Europe PMC
24040205
PubMed citation
Europe PMC
24168114
PubMed citation
Europe PMC
26861824
PubMed citation
Europe PMC
9506998
PubMed citation
Europe PMC
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.