DL-malic acid

Also known as hydroxysuccinic acid, hydroxybutanedioic acid, apple acid, H2mal, alpha-hydroxysuccinic acid, E296, 2-hydroxybutanedioic acid, malic acid

group of stereoisomers

AI overview

DL-malic acid is a chemical compound that exists as a mixture of two mirror-image forms of the same molecule. It's commonly used in foods, beverages, and pharmaceuticals for its sour taste and other functional properties.

AI-generated from the Wikipedia summary — may contain errors.

In the Vinony graph

Within Vinony's link graph, DL-malic acid is referenced by 477 other articles, and connects out to ion, chemical formula and citric acid.

It sits within the topics Acids in wine, Alpha hydroxycarboxylic acids and Cellular respiration.

Its subject is documented across 55 Wikipedia language editions.

Chemical data

Formula: C4H6O5
Molecular weight: 134.09 g/mol
IUPAC name: hydron;2-hydroxybutanedioate
SMILES: [H+].[H+].C(C(C(=O)[O-])O)C(=O)[O-]
InChIKey: BJEPYKJPYRNKOW-UHFFFAOYSA-N
Polar surface area: 100 Å²
H-bond donors: 3
H-bond acceptors: 5
Formal charge: 0

via PubChem

Wikidata facts

Mass: 134.022

Show 4 more facts

Commons category: Malic acid
chemical formula: C₄H₆O₅
canonical SMILES: C(C(C(=O)O)O)C(=O)O
melting point: 132.0

Sources (5)

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Encyclopedic overview

Malic acid is an organic compound with the molecular formula HO2CCH(OH)CH2CO2H. It is a dicarboxylic acid that is made by all living organisms, contributes to the sour taste of fruits, and is used as a food additive. Malic acid has two stereoisomeric forms (L- and D-enantiomers), though only the L-isomer exists naturally. The salts and esters of malic acid are known as malates. The malate anion is a metabolic intermediate in the citric acid cycle.

Etymology

Excerpted from Wikipedia’s “DL-malic acid” article, available under the CC BY-SA 4.0 licence.