Structure via PubChem · Public domain (PubChem)
methylglyoxal
Sign in to saveAlso known as 2-ketopropionaldehyde, 2-oxopropanal, ketopropionaldehyde, 1-ketopropionaldehyde, 2-oxo-propionaldehyde, acetyl formaldehyde, methyl glyoxal, alpha-ketopropionaldehyde
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.
Chemical data
- Formula
- C3H4O2
- Molecular weight
- 72.06 g/mol
- IUPAC name
- 2-oxopropanal
- SMILES
- CC(=O)C=O
- InChIKey
- AIJULSRZWUXGPQ-UHFFFAOYSA-N
- XLogP
- -0.4
- Polar surface area
- 34.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
6,211 papers- Methylglyoxal.IARC monographs on the evaluation of carcinogenic risks to humans · 1991
- Methylglyoxal is an antibacterial effector produced by macrophages during infection.Cell host & microbe · 2025
- Methylglyoxal stress, the glyoxalase system, and diabetic chronic kidney disease.Current opinion in nephrology and hypertension · 2019
- Methylglyoxal Induced Modifications to Stabilize Therapeutic Proteins: A Review.The protein journal · 2024
- Methylglyoxal and Small Heat Shock Proteins.Biochemistry. Biokhimiia · 2017
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 72.021129
Show 5 more facts
- chemical formula
- C₃H₄O₂
- Commons category
- Methylglyoxal
- canonical SMILES
- CC(=O)C=O
- found in taxon
- Arabidopsis thaliana
- subject has role
- primary metabolite
via Wikidata · CC0
~4 min read
Encyclopedic overview
8 sectionsContents
- Chemical structure
- Biochemistry
- Biosynthesis and biodegradation
- Biochemical function
- Biomedical aspects
- Occurrence, other
- See also
- References
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.
==Chemical structure== Gaseous methylglyoxal has two carbonyl groups: an aldehyde and a ketone. In the presence of water, it exists as hydrates and oligomers. The formation of these hydrates is indicative of the high reactivity of MGO, which is relevant to its biological behavior.
Excerpted from Wikipedia’s “methylglyoxal” article, available under the CC BY-SA 4.0 licence.