Malic Acid

Details

• Internal ID: 876b2862-4983-403d-97ba-460c0a30c4b2
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: 2-hydroxybutanedioic acid
• SMILES (Canonical): C(C(C(=O)O)O)C(=O)O
• SMILES (Isomeric): C(C(C(=O)O)O)C(=O)O
• InChI: InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)
• InChI Key: BJEPYKJPYRNKOW-UHFFFAOYSA-N
• Popularity: 16,108 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₆O₅
• Molecular Weight: 134.09 g/mol
• Exact Mass: 134.02152329 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: -1.30

Synonyms

• DL-malic acid
• 6915-15-7
• 2-Hydroxybutanedioic acid
• 2-Hydroxysuccinic acid
• 617-48-1
• malate
• hydroxysuccinic acid
• Butanedioic acid, hydroxy-
• Kyselina jablecna
• hydroxybutanedioic acid
• Pomalus acid
• Malic acid, DL-
• Deoxytetraric acid
• Hydroxybutandisaeure
• Musashi-no-Ringosan
• Caswell No. 537
• Monohydroxybernsteinsaeure
• FDA 2018
• R,S(+-)-Malic acid
• alpha-Hydroxysuccinic acid
• Malicum acidum
• Pomalous acid
• DL-2-hydroxybutanedioic acid
• Succinic acid, hydroxy-
• FEMA Number 2655
• 2-Hydroxyethane-1,2-dicarboxylic acid
• Kyselina jablecna [Czech]
• Malic acid [NF]
• Aepfelsaeure
• FEMA No. 2655
• CCRIS 2950
• CCRIS 6567
• (+/-)-Malic acid
• EPA Pesticide Chemical Code 051101
• HSDB 1202
• Kyselina hydroxybutandiova
• Kyselina hydroxybutandiova [Czech]
• d,l-malic acid
• AI3-06292
• H2mal
• EINECS 210-514-9
• EINECS 230-022-8
• UNII-817L1N4CKP
• NSC 25941
• NSC-25941
• Apple acid
• 817L1N4CKP
• CHEBI:6650
• INS NO.296
• DTXSID0027640
• E296
• INS NO. 296
• INS-296
• Malic acid, L-
• L-Malic acid-1-13C
• BUTANEDIOIC ACID, HYDROXY-, (S)-
• MLS000084707
• DTXCID107640
• E-296
• (+-)-1-Hydroxy-1,2-ethanedicarboxylic acid
• dl-Hydroxybutanedioic acid
• EC 210-514-9
• EC 230-022-8
• NSC25941
• Malic acid (NF)
• DL-MALIC-2,3,3-D3 ACID
• SMR000019054
• DL-Apple Acid
• HYDROXYBUTANEDIOIC ACID, (+/-)-
• MALIC ACID (II)
• MALIC ACID [II]
• (R)-Hydroxybutanedioic acid
• (S)-Hydroxybutanedioic acid
• MALIC ACID (USP-RS)
• MALIC ACID [USP-RS]
• (+-)-Malic acid
• R-Malic acid
• MALIC ACID (EP MONOGRAPH)
• MALIC ACID (USP IMPURITY)
• MALIC ACID [EP MONOGRAPH]
• MALIC ACID [USP IMPURITY]
• Butanedioic acid, 2-hydroxy-, (2S)-
• CAS-6915-15-7
• L-(-)-MalicAcid
• Hydroxybutanedioic acid, (-)-
• (+-)-Hydroxysuccinic acid
• NSC 9232
• MFCD00064213
• Hydroxybutanedioic acid, (+-)-
• Racemic malic acid
• 180991-05-3
• (+/-)-HYDROXYSUCCINIC ACID
• MFCD00064212
• Malic Acid1524
• .+-.-Malic acid
• Opera_ID_805
• 2-hydroxyl-succinic acid
• DL-Malic acid, 99%
• MALIC ACID [MI]
• MALIC ACID,(DL)
• 2-Hydroxydicarboxylic acid
• MALIC ACID [FCC]
• SCHEMBL856
• 2-hydroxy-butanedioic acid
• bmse000046
• bmse000904
• MALIC ACID [INCI]
• MALIC ACID [VANDF]
• Malic acid-, (L-form)-
• DL-Malic acid, >=99%
• HYOSCYAMINEHYDROBROMIDE
• Oprea1_130558
• Oprea1_624131
• MALIC ACID [WHO-DD]
• butanedioic acid, 2-hydroxy-
• Butanedioic acid, (.+-.)-
• GTPL2480
• 2-HYDROXY-SUCCINIC ACID
• CHEMBL1455497
• BDBM92495
• DL-Malic acid, FCC, >=99%
• HMS2358H06
• HMS3371C13
• DL-Malic acid, analytical standard
• HY-Y1311
• STR03457
• Tox21_201536
• Tox21_300372
• s9001
• STL283959
• HYDROXYBUTANEDIOIC ACID [HSDB]
• AKOS000120085
• AKOS017278471
• AM81418
• CCG-266122
• DB12751
• DL-Malic acid, ReagentPlus(R), 99%
• NCGC00043225-02
• NCGC00043225-03
• NCGC00254259-01
• NCGC00259086-01
• DL-Malic acid, >=98% (capillary GC)
• SY003313
• SY009804
• DL-Malic acid, ReagentPlus(R), >=99%
• DL-Malic acid 1000 microg/mL in Methanol
• DL-Malic acid, USP, 99.0-100.5%
• CS-0017784
• E 296
• EU-0067046
• FT-0605225
• FT-0625484
• FT-0625485
• FT-0625539
• FT-0632189
• M0020
• DL-Malic acid, SAJ first grade, >=99.0%
• EN300-19229
• A19426
• C00711
• C03668
• D04843
• DL-Malic acid, Vetec(TM) reagent grade, 98%
• M-0825
• AB00443952-12
• Malic acid, meets USP/NF testing specifications
• 4-ethoxyphenyltrans-4-propylcyclohexanecarboxylate
• L023999
• Q190143
• Q-201028
• 0C9A2DC0-FEA2-4864-B98B-0597CDD0AD06
• F0918-0088
• Z104473230
• MALIC ACID (CONSTITUENT OF CRANBERRY LIQUID PREPARATION)
• 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)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.84%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.23%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.45%	96.95%
CHEMBL221	P23219	Cyclooxygenase-1	83.44%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.00%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.27%	85.14%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.00%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.12%	97.21%

Plants that contains it

• Acorus calamus
• Actinidia arguta
• Agave americana
• Aloe arborescens
• Ammodendron bifolium
• Arabidopsis thaliana
• Arbutus unedo
• Beta vulgaris
• Camellia sinensis
• Cannabis sativa
• Catharanthus roseus
• Eupatorium cannabinum
• Flacourtia inermis
• Fumaria densiflora
• Glaucium flavum
• Gossypium hirsutum
• Hypericum perforatum
• Ipomoea batatas
• Jacobaea alpina subsp. samnitum
• Ledebouria cooperi
• Lemna aequinoctialis
• Lepidium meyenii
• Lotus corniculatus subsp. corniculatus
• Lupinus luteus
• Mangifera indica
• Manihot esculenta
• Morus nigra
• Opuntia ficus-indica
• Panax ginseng
• Parasenecio hastatus
• Paris fargesii
• Phyllostachys edulis
• Plantago major
• Populus balsamifera
• Populus lasiocarpa
• Populus tremula
• Portulaca oleracea
• Prunus avium
• Prunus mume
• Rheum rhabarbarum
• Rhodiola rosea
• Rosa nisami
• Rosa spinosissima
• Saccharum officinarum
• Sambucus ebulus
• Scutellaria baicalensis
• Solanum lycopersicum
• Solanum tuberosum
• Tagetes erecta
• Tamarindus indica
• Telekia speciosa
• Thymus transcaucasicus
• Vaccinium macrocarpon
• Vaccinium myrtillus
• Viburnum opulus

Cross-Links

• PubChem: 525
• LOTUS: LTS0216520
• wikiData: Q190143