Structure via PubChem · Public domain (PubChem)
methylmalonic acid
Sign in to saveAlso known as 2-methylmalonic acid, alpha-methylmalonic acid, 2-methylpropanedioic acid, isosuccinic acid, methyl-malonic acid, methylpropanedioic acid, methyl-propanedioic acid
chemical compound
OverviewAI-generated
Methylmalonic acid, also identified by the IUPAC name 2-methylpropanedioic acid, is a chemical compound with the formula C₄H₆O₄. Its molecular structure is represented by the SMILES string CC(C(=O)O)C(=O)O. The compound has a mass of 118.027 and a weight of 118.09. It possesses a charge of 0, an xlogp value of 0.1, and a topological polar surface area of 74.6.
The molecule features two hydrogen bond donors and four hydrogen bond acceptors. It is referenced by 30 other encyclopedia articles. A search for methylmalonic acid in PubMed yields a count of 3444 entries.
Synthesized by Vinony from 18 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
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 Ų
- 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
- Subclass of
- dicarboxylic acid
- Has part
- hydrogen
- Mass
- 118.027
Show 4 more facts
- canonical SMILES
- CC(C(=O)O)C(=O)O
- chemical formula
- C₄H₆O₄
- found in taxon
- Caenorhabditis elegans
- Commons category
- Methylmalonic acid
via Wikidata · CC0
~4 min read
Encyclopedic overview
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
Excerpted from Wikipedia’s “methylmalonic acid” article, available under the CC BY-SA 4.0 licence.