Structure via PubChem · Public domain (PubChem)
malondialdehyde
Sign in to saveAlso known as Malonaldehyde, Malonic aldehyde, Malonodialdehyde, Propanedial, 1,3-Propanedial, MDD, MDA
Malondialdehyde belong to the class of β-dicarbonyls. A colorless solid, malondialdehyde is a highly reactive compound that occurs as the enol. It is a physiological metabolite, and a marker for oxidative stress.
Chemical data
- Formula
- C3H4O2
- Molecular weight
- 72.06 g/mol
- IUPAC name
- propanedial
- SMILES
- C(C=O)C=O
- InChIKey
- WSMYVTOQOOLQHP-UHFFFAOYSA-N
- XLogP
- -0.6
- 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
87,025 papers- Malonaldehyde (malondialdehyde).IARC monographs on the evaluation of carcinogenic risks to humans · 1999
- Malondialdehyde Assays in Higher Plants.Methods in molecular biology (Clifton, N.J.) · 2024
- [Malondialdehyde (MDA) as a lipid peroxidation marker].Wiadomosci lekarskie (Warsaw, Poland : 1960) · 2004
- The importance of lipid-derived malondialdehyde in diabetes mellitus.Diabetologia · 2000
- Can malondialdehyde be used as a biological marker of progression in neurodegenerative disease?Journal of neurology · 2002
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 72.021
Show 7 more facts
- found in taxon
- Capsicum annuum
- melting point
- 161
- chemical formula
- C₃H₄O₂
- canonical SMILES
- C(C=O)C=O
- ceiling exposure limit
- 0
- NIOSH Pocket Guide ID
- 0377
- Commons category
- Malondialdehyde
via Wikidata · CC0
~3 min read
Encyclopedic overview
6 sectionsContents
- Structure and synthesis
- Biosynthesis and reactivity
- Analysis
- Hazards and pathology
- See also
- References
Malondialdehyde belong to the class of β-dicarbonyls. A colorless solid, malondialdehyde is a highly reactive compound that occurs as the enol. It is a physiological metabolite, and a marker for oxidative stress.
== Structure and synthesis == Malondialdehyde mainly exists as its enol, hydroxyacrolein: CH2(CHO)2 → HOC(H)=CH-CHO In organic solvents, the cis-isomer is favored, whereas in water the trans-isomer predominates. The equilibrium is rapid and is inconsequential for many purposes.
Excerpted from Wikipedia’s “malondialdehyde” article, available under the CC BY-SA 4.0 licence.