File:Maleinsäure.svg · Wikimedia Commons · See Wikimedia Commons
OverviewAI-generated
Maleic acid is a chemical compound with the molecular formula C₄H₄O₄. Its IUPAC name is (Z)-but-2-enedioic acid. The substance has a mass of 116.010959 and a melting point of 130.5. It is characterized by a charge of 0, two hydrogen bond donors, and four hydrogen bond acceptors. The xlogp value is -0.3, and the topological polar surface area is 74.6.
The compound is identified by the MCN code 2917.19.21. Its canonical SMILES notation is C(=CC(=O)O)C(=O)O, while the isomeric SMILES is OC(=O)\C=C/C(O)=O. In PubChem records, the weight is listed as 116.07. The subject has been referenced by 85 other encyclopedia articles.
Synthesized by Vinony from 22 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
- C4H4O4
- Molecular weight
- 116.07 g/mol
- IUPAC name
- (Z)-but-2-enedioic acid
- SMILES
- C(=C\C(=O)O)\C(=O)O
- InChIKey
- VZCYOOQTPOCHFL-UPHRSURJSA-N
- XLogP
- -0.3
- Polar surface area
- 74.6 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
2,613 papers- Maleic acid as a root canal irrigant- a scoping review.BMC oral health · 2025
- Maleic acid crosslinked starch/polyvinyl alcohol blend films with improved barrier properties for packaging applications.International journal of biological macromolecules · 2024
- Chitosan-maleic acid conjugate as potential excipient candidate for oral drug delivery?Future medicinal chemistry · 2023
- Maleic acid is a biomarker for maleylacetoacetate isomerase deficiency; implications for newborn screening of tyrosinemia type 1.Journal of inherited metabolic disease · 2023
- Vinyl Ether Maleic Acid Polymers: Tunable Polymers for Self-Assembled Lipid Nanodiscs and Environments for Membrane Proteins.Biomacromolecules · 2024
via PubMed
Wikidata facts
- Subclass of
- fatty acid
- Has part
- carbon
- Mass
- 116.010959
Show 11 more facts
- MCN code
- 2917.19.21
- found in taxon
- Prunus avium
- Commons category
- Maleic acid
- chemical formula
- C₄H₄O₄
- subject has role
- enzyme inhibitor
- canonical SMILES
- C(=CC(=O)O)C(=O)O
- isomeric SMILES
- OC(=O)\C=C/C(O)=O
- NCI Thesaurus ID
- C25951
- different from
- malonic acid
- described by source
- Encyclopædia Britannica 11th edition
- melting point
- 130.5
via Wikidata · CC0
~4 min read
Encyclopedic overview
Maleic acid or cis-butenedioic acid is an organic compound that is a dicarboxylic acid, a molecule with two carboxyl groups. Its chemical formula is HO2CCH=CHCO2H. Maleic acid is the cis isomer of butenedioic acid, whereas fumaric acid is the trans isomer. Maleic acid is mainly used as a precursor to fumaric acid, and relative to its parent maleic anhydride, which has many applications.
Etymology
Excerpted from Wikipedia’s “maleic acid” article, available under the CC BY-SA 4.0 licence.