1.0 2016-05-26 00:08:54 UTC 2026-04-17 19:49:16 UTC (±)-Malic acid SmallMolecule (±)-Malic acid is an organic compound with the chemical formula C4H6O5 and an average molecular weight of 134.09 g/mol. (±)-Malic acid belongs to the beta hydroxy acids and derivatives, a subclass of hydroxy acids and derivatives within the organic compounds. In industrial applications, the compound serves as a pH regulating agent, a chelating agent, and a nutrient and flavouring agent. It is identified in 24 recorded sources across various sectors. Within the category of food, food processing and cookware, it is found in the preparation of wort, vinegar, and malt, as well as the preparation of wine or sparkling wine and agglomerated sugar products. In the realm of household cleaning and consumer products, it is present in tobacco product cases, tobacco pipes, pipe accessories, other smoking requisites, and non electric simulated smoking devices. Additionally, it is found in building and construction materials, specifically ceilings, and in electrical and electronic equipment, including magnets, emergency protective devices, discharge lamps, contacts, and antennas. (S)-malate C4H6O5 134.0874 134.021523302 (2S)-2-hydroxybutanedioic acid (-)-malic acid 617-48-1 O[C@@H](CC(O)=O)C(O)=O InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1 BJEPYKJPYRNKOW-REOHCLBHSA-N Organic compounds Organic acids and derivatives Hydroxy acids and derivatives Beta hydroxy acids and derivatives Beta hydroxy acids and derivatives Alpha hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Fatty acids and conjugates Hydrocarbon derivatives Organic oxides Secondary alcohols Short-chain hydroxy acids and derivatives Alcohol Aliphatic acyclic compound Alpha-hydroxy acid Beta-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Dicarboxylic acid or derivatives Fatty acid Hydrocarbon derivative Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol Short-chain hydroxy acid Aliphatic acyclic compounds malic acid Detected and Not Quantified Citric Acid Cycle SMP0000057 Pyruvate Metabolism SMP0000060 Leigh Syndrome SMP0000196 Pyruvate Decarboxylase E1 Component Deficiency (PDHE1 Deficiency) SMP0000334 Pyruvate Dehydrogenase Complex Deficiency SMP0000212 Transfer of Acetyl Groups into Mitochondria SMP0000466 Congenital Lactic Acidosis SMP0000546 Fumarase Deficiency SMP0000547 Mitochondrial Complex II Deficiency SMP0000548 2-Ketoglutarate Dehydrogenase Complex Deficiency SMP0000549 Pyruvate Dehydrogenase Deficiency (E3) SMP0000550 Pyruvate Dehydrogenase Deficiency (E2) SMP0000551 Primary Hyperoxaluria II, PH2 SMP0000558 Pyruvate Kinase Deficiency SMP0000559 Aerobic Glycolysis (Warburg Effect) SMP0000654 The Oncogenic Action of 2-Hydroxyglutarate SMP0002291 The Oncogenic Action of Succinate SMP0002292 The Oncogenic Action of Fumarate SMP0002295 Glutaminolysis and Cancer SMP0002298 The Oncogenic Action of L-2-Hydroxyglutarate in Hydroxyglutaric aciduria SMP0002358 The Oncogenic Action of D-2-Hydroxyglutarate in Hydroxyglutaric aciduria SMP0002359 Tricarboxylic acid cycle SMP0125522 Congenital Lactic Acidosis SMP0125752 Fumarase Deficiency SMP0125753 Mitochondrial Complex II Deficiency SMP0125754 2-Ketoglutarate Dehydrogenase Complex Deficiency SMP0125755 Pyruvate Dehydrogenase Deficiency (E3) SMP0125756 Pyruvate Dehydrogenase Deficiency (E2) SMP0125757 Leigh Syndrome SMP0125770 Pyruvate Decarboxylase E1 Component Deficiency (PDHE1 Deficiency) SMP0125771 Pyruvate Dehydrogenase Complex Deficiency SMP0125772 Primary Hyperoxaluria II, PH2 SMP0125773 Pyruvate Kinase Deficiency SMP0125774 logp -0.87 ALOGPS logs 0.21 ALOGPS solubility 2.18e+02 g/l ALOGPS logp -1.1 ChemAxon pka_strongest_acidic 3.2 ChemAxon pka_strongest_basic -3.9 ChemAxon iupac (2S)-2-hydroxybutanedioic acid ChemAxon average_mass 134.0874 ChemAxon mono_mass 134.021523302 ChemAxon smiles O[C@@H](CC(O)=O)C(O)=O ChemAxon formula C4H6O5 ChemAxon inchi InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1 ChemAxon inchikey BJEPYKJPYRNKOW-REOHCLBHSA-N ChemAxon polar_surface_area 94.83 ChemAxon refractivity 24.88 ChemAxon polarizability 10.93 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon #<HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f7223259440> 222656 193317