Compound: malic acid
SMILES: O=C(O)C(O)CC(=O)O
InChIKey: BJEPYKJPYRNKOW-UHFFFAOYSA-N
Synonyms: malic acid, 6915-15-7, 2-Hydroxybutanedioic acid, hydroxysuccinic acid, Butanedioic acid, hydroxy-, Malic acid, DL-, Kyselina jablecna, hydroxybutanedioic acid, Pomalus acid, alpha-Hydroxysuccinic acid, Deoxytetraric acid, Hydroxybutandisaeure, Monohydroxybernsteinsaeure, Succinic acid, hydroxy-, (+-)-Malic acid, Malicum acidum, Pomalous acid, d,l-malic acid, FEMA No. 2655, 2-Hydroxyethane-1,2-dicarboxylic acid, Kyselina hydroxybutandiova, (+-)-Hydroxysuccinic acid, NSC-25941, 817L1N4CKP, INS NO.296, DTXSID0027640, E296, INS NO. 296, INS-296, butanedioic acid, 2-hydroxy-, CHEBI:6650, DTXCID107640, E-296, hydron;2-hydroxybutanedioate, Malic Acid 1524, RefChem:5979, MOOYAM AHA BHA FACE SERUM, 210-514-9, 230-022-8, DL-malic acid, 617-48-1, malate, 2-Hydroxysuccinic acid, DL-2-hydroxybutanedioic acid, dl-Hydroxybutanedioic acid, Musashi-no-Ringosan, Caswell No. 537, R,S(+-)-Malic acid, Kyselina jablecna [Czech], Malic acid [NF], FDA 2018, Apple acid, (+/-)-Malic acid, Kyselina hydroxybutandiova [Czech], L-Malic acid-1-13C, EPA Pesticide Chemical Code 051101, AI3-06292, MFCD00064212, BUTANEDIOIC ACID, HYDROXY-, (S)-, MLS000084707, (+-)-1-Hydroxy-1,2-ethanedicarboxylic acid, NSC25941, Malic acid (NF), SMR000019054, DL-Apple Acid, (R)-Hydroxybutanedioic acid, (S)-Hydroxybutanedioic acid, C4H6O5, R-Malic acid, FEMA Number 2655, CAS-6915-15-7, CCRIS 2950, CCRIS 6567, (+/-)-2-Hydroxysuccinic acid, HSDB 1202, EINECS 210-514-9, EINECS 230-022-8, NSC 25941, Hydroxybutanedioic acid, (-)-, UNII-817L1N4CKP, Aepfelsaeure, malate acid, Hydroxybutanedioic acid, (+-)-, H2mal, Racemic malic acid, .+-.-Malic acid, Malic acid (Standard), Opera_ID_805, 2-hydroxyl-succinic acid, DL-Malic acid, 99%, MALIC ACID [II], MALIC ACID [MI], MALIC ACID,(DL), 2-Hydroxydicarboxylic acid, MALIC ACID [FCC], SCHEMBL856, 2-hydroxy-butanedioic acid, bmse000046, bmse000904, EC 210-514-9, EC 230-022-8, MALIC ACID [VANDF], Malic acid-, (L-form)-, DL-Malic acid, >=99%, Oprea1_130558, Oprea1_624131, MALIC ACID [USP-RS], MALIC ACID [WHO-DD], Butanedioic acid, (.+-.)-, GTPL2480, orb1304684, orb3139813, SCHEMBL6575196, SCHEMBL7523596, CHEMBL1455497, SCHEMBL10591713, SCHEMBL11285307, SCHEMBL27819134, BDBM92495, HY-Y1311R, MSK4414, MALIC ACID [EP MONOGRAPH], MALIC ACID [USP IMPURITY], DL-Malic acid, FCC, >=99%, HMS2358H06, HMS3371C13, HMS5086O13, DL-Malic acid, analytical standard, HY-Y1311, STR03457, Tox21_201536, Tox21_300372, Butenedioic acid, hydroxy-, (2S)-, EBC-44214, s9001, STL283959, HYDROXYBUTANEDIOIC ACID [HSDB], AKOS000120085, AKOS017278471, CCG-266122, DB12751, FM25003, DL-Malic acid, ReagentPlus(R), 99%, NCGC00043225-02, NCGC00043225-03, NCGC00254259-01, NCGC00259086-01, DL-Malic acid, >=98% (capillary GC), HYDROXYBUTANEDIOIC ACID, (+/-)-, DL-Malic acid, ReagentPlus(R), >=99%, DB-016133, DL-Malic acid 1000 microg/mL in Methanol, DL-Malic acid, USP, 99.0-100.5%, CS-0017784, EU-0067046, M0020, NS00008011, DL-Malic acid, SAJ first grade, >=99.0%, EN300-19229, C00711, C03668, D04843, DL-Malic acid, Vetec(TM) reagent grade, 98%, AB00443952-12, Malic acid, meets USP/NF testing specifications, F364219, L023999, Q190143, D-Hydroxysuccinic acid; (R)-Hydroxybutanedioic acid, BRD-A18396475-001-15-3, 0C9A2DC0-FEA2-4864-B98B-0597CDD0AD06, F0918-0088, Z104473230, Malic acid, United States Pharmacopeia (USP) Reference Standard, MALIC ACID (CONSTITUENT OF CRANBERRY LIQUID PREPARATION) [DSC], Malic acid, Pharmaceutical Secondary Standard; Certified Reference Material, DL-Malic acid, meets analytical specification of FCC, E296, 99-100.5% (alkalimetric)
Theoretical properties:
molecular_formula: C4H6O5
molecular_weight: 134.09 g/mol
exact_mass: 134.02152329 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 3
heavy_atom_count: 9
topological_polar_surface_area: 94.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Colorless crystals
color: Colorless crystals
odor: Characteristic
boiling_point: Decomposes at >225 °C and <235 °C (BP not determinable) /OECD Guideline 103 (Boiling point/boiling range)/
melting_point: 127-132 °C
density: 1.601 g/ cu cm at 20 °C
solubility: In water, 55.8 g/100 g water at 20 °C
vapor_pressure: 0.00000293 [mmHg]
Descriptions:
pubchem: Malic acid is a 2-hydroxydicarboxylic acid that is succinic acid in which one of the hydrogens attached to a carbon is replaced by a hydroxy group. It has a role as a food acidity regulator and a fundamental metabolite. It is a 2-hydroxydicarboxylic acid and a C4-dicarboxylic acid. It is functionally related to a succinic acid. It is a conjugate acid of a malate(2-) and a malate.
chebi: A 2-hydroxydicarboxylic acid that is succinic acid in which one of the hydrogens attached to a carbon is replaced by a hydroxy group.
chembl: MALIC ACID is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: 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.