methylmalonic acid

Also known as 2-methylmalonic acid, alpha-methylmalonic acid, 2-methylpropanedioic acid, isosuccinic acid, methyl-malonic acid, methylpropanedioic acid, methyl-propanedioic acid

chemical compound

Chemical data

Formula: C4H6O4
Molecular weight: 118.09 g/mol
IUPAC name: 2-methylpropanedioic acid
SMILES: CC(C(=O)O)C(=O)O
InChIKey: ZIYVHBGGAOATLY-UHFFFAOYSA-N
XLogP: 0.1
Polar surface area: 74.6 Å²
H-bond donors: 2
H-bond acceptors: 4
Formal charge: 0

via PubChem

Research

3,444 papers

Methylmalonic acid in aging and disease.Trends in endocrinology and metabolism: TEM · 2024
Methylmalonic acid--an endogenous toxin?Cellular and molecular life sciences : CMLS · 2005
The emerging role of dysregulated propionate metabolism and methylmalonic acid in metabolic disease, aging, and cancer.Cell metabolism · 2025
Methylmalonic acid's potential as a prognostic indicator for cancer-related mortality.The American journal of clinical nutrition · 2024
Association between methylmalonic acid and prevalence of depression in US adults: evidence from NHANES 2011-2014.European journal of psychotraumatology · 2025

via PubMed

Wikidata facts

Mass: 118.027

Show 3 more facts

canonical SMILES: CC(C(=O)O)C(=O)O
chemical formula: C₄H₆O₄
Commons category: Methylmalonic acid

Sources (4)

via Wikidata · CC0

~4 min read

Article

Methylmalonic acid (MMA) is a chemical compound from the group of dicarboxylic acids. It consists of the basic structure of malonic acid and also carries a methyl group. The salts of methylmalonic acid are called methylmalonates.

Metabolism