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Details

Stereochemistry RACEMIC
Molecular Formula C4H5O5.Na
Molecular Weight 156.0693
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MONOSODIUM MALATE

SMILES

[Na+].OC(CC([O-])=O)C(O)=O

InChI

InChIKey=DOJOZCIMYABYPO-UHFFFAOYSA-M
InChI=1S/C4H6O5.Na/c5-2(4(8)9)1-3(6)7;/h2,5H,1H2,(H,6,7)(H,8,9);/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C4H5O5
Molecular Weight 133.0795
Charge -1
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Malic acid is a tart-tasting organic dicarboxylic acid that contributes to the taste of many sour or tart foods such as apples. Sodium Malate is the sodium salt of Malic Acid. Malic Acid and Sodium Malate can be found in a wide range of cosmetics and personal care products. Sodium Malate functions as a skin conditioning agent-humectant. As a food additive, Sodium Malate has the E number E350. Sodium Malate has demonstrated protective effect on cisplatin-induced toxicity in mice. Sodium malate could become a useful agent for the reduction of CDDP-induced toxicity, particularly nephrotoxicity and hepatotoxicity.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Secondary
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
Curative
ACERBINE

Approved Use

Acerbine solution is suitable for the treatment of superficial skin injuries, such as burns, scalds, sunburn, wounds and abrasions.
Doses

Doses

DosePopulationAdverse events​
1 % 8 times / day multiple, topical
Studied dose
Dose: 1 %, 8 times / day
Route: topical
Route: multiple
Dose: 1 %, 8 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
600 mg 2 times / day multiple, oral
Studied dose
Dose: 600 mg, 2 times / day
Route: oral
Route: multiple
Dose: 600 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
PubMed

PubMed

TitleDatePubMed
Assimilation of D-malate by Rhodobacter capsulatus E1F1.
2001-09
Structural analyses of a malate dehydrogenase with a variable active site.
2001-08-17
Alteration of the specificity of malate dehydrogenase by chemical modulation of an active site arginine.
2001-08-17
Characterization of a novel complex from halophilic archaebacteria, which displays chaperone-like activities in vitro.
2001-08-10
Effect of an antidiabetic extract of Catharanthus roseus on enzymic activities in streptozotocin induced diabetic rats.
2001-08
Carbohydrate deprivation reduces NADPH-production in fish liver but not in adipose tissue.
2001-08
Metabolic flux analysis for succinic acid production by recombinant Escherichia coli with amplified malic enzyme activity.
2001-07-20
[Properties of gluconeogenesis enzymes from flatworms].
2001-07-17
pH-dependent investigations of vanadium(V)-peroxo-malate complexes from aqueous solutions. In search of biologically relevant vanadium(V)-peroxo species.
2001-07-16
The first examples of (S)-2-hydroxyacid dehydrogenases catalyzing the transfer of the pro-4S hydrogen of NADH are found in the archaea.
2001-07-09
Transcriptome meets metabolome: hierarchical and metabolic regulation of the glycolytic pathway.
2001-07-06
Relationships between inhibition constants, inhibitor concentrations for 50% inhibition and types of inhibition: new ways of analysing data.
2001-07-01
Malo-ethanolic fermentation in grape must by recombinant strains of Saccharomyces cerevisiae.
2001-07
Thyroid hormone--sympathetic interaction and adaptive thermogenesis are thyroid hormone receptor isoform--specific.
2001-07
Massive sequence comparisons as a help in annotating genomic sequences.
2001-07
Altered expression and function of mitochondrial beta-oxidation enzymes in juvenile intrauterine-growth-retarded rat skeletal muscle.
2001-07
An NMR-based metabonomic approach to the investigation of coelomic fluid biochemistry in earthworms under toxic stress.
2001-06-29
[Lactate and malate dehydrogenase activity in the sterlet and Russian sturgeon under conditions of the widespread muscular pathology].
2001-06-27
Tricarboxylic acid cycle enzymes of the ectomycorrhizal basidiomycete, Suillus bovinus.
2001-06-26
Myoadenylate deaminase deficiency does not affect muscle anaplerosis during exhaustive exercise in humans.
2001-06-15
Histochemical study of acute and chronic intraperitoneal nicotine effects on several glycolytic and Krebs cycle dehydrogenase activities in the frontoparietal cortex and subcortical nuclei of the rat brain.
2001-06-15
Enzymatic computing.
2001-06-02
The effect of nucleotides and mitochondrial chaperonin 10 on the structure and chaperone activity of mitochondrial chaperonin 60.
2001-06
Two-dimensional electrophoresis and characterization of antigens from Paracoccidioides brasiliensis.
2001-06
Inducible and constitutive expression using new plasmid and integrative expression vectors for Thermus sp.
2001-06
Aluminum speciation studies in biological fluids. Part 7. A quantitative investigation of aluminum(III)-malate complex equilibria and their potential implications for aluminum metabolism and toxicity.
2001-06
Oral almotriptan vs. oral sumatriptan in the abortive treatment of migraine: a double-blind, randomized, parallel-group, optimum-dose comparison.
2001-06
Energetic determinants of tyrosine phosphorylation of focal adhesion proteins during hypoxia/reoxygenation of kidney proximal tubules.
2001-06
A pre-genetic study of the isoforms of malic enzyme associated with lipid accumulation in Mucor circinelloides.
2001-06
An NMR and enzyme study of the carbon metabolism of Neisseria meningitidis.
2001-06
Determination of organic acids and inorganic anions in wine by isotachophoresis on a planar chip.
2001-05-04
Total synthesis of (-)-rosmarinecine by intramolecular cycloaddition of (S)-malic acid derived pyrroline N-oxide.
2001-05-03
Production of beta-thujaplicin in Cupressus lusitanica suspension cultures fed with organic acids and monoterpenes.
2001-05
Induction of a peroxisomal malate dehydrogenase isoform in liver of starved rats.
2001-05
Partial amino acid catabolism leading to the formation of alanine in Periophthalmodon schlosseri (mudskipper): a strategy that facilitates the use of amino acids as an energy source during locomotory activity on land.
2001-05
New phenolic constituents from the fruit juice of Phyllanthus emblica.
2001-05
Magnesium ameliorates aluminum rhizotoxicity in soybean by increasing citric acid production and exudation by roots.
2001-05
Comprehensive chemical profiling of gramineous plant root exudates using high-resolution NMR and MS.
2001-05
Cloning and functional characterization of the 5' flanking region of the human mitochondrial malic enzyme gene. Regulatory role of Sp1 and AP-2.
2001-05
Possible involvement of protein phosphorylation in aluminum-responsive malate efflux from wheat root apex.
2001-05
Aluminum activates a citrate-permeable anion channel in the aluminum-sensitive zone of the maize root apex. A comparison between an aluminum- sensitive and an aluminum-resistant cultivar.
2001-05
Survey of normal appearing mouse strain which lacks malic enzyme and Nad+-linked glycerol phosphate dehydrogenase: normal pancreatic beta cell function, but abnormal metabolite pattern in skeletal muscle.
2001-04
Single-cell dissection and microdroplet chemistry.
2001-04
Physiological basis of reduced AL tolerance in ditelosomic lines of Chinese Spring wheat.
2001-04
Inhibiting expression of a tomato ripening-associated membrane protein increases organic acids and reduces sugar levels of fruit.
2001-04
Reevaluating the free-ion activity model of trace metal toxicity toward higher plants: experimental evidence with copper and zinc.
2001-04
Non-photosynthetic 'malic enzyme' from maize: a constituvely expressed enzyme that responds to plant defence inducers.
2001-03
Variation of isoenzyme and RAPD patterns in Candida albicans morphological mutants with altered colony ultrastructure.
2001
Metabolic regulation of pH in plant cells: role of cytoplasmic pH in defense reaction and secondary metabolism.
2001
Final report on the safety assessment of Malic Acid and Sodium Malate.
2001
Patents

Sample Use Guides

Apply Acerbine solution (malic acid, salicylic acid, benzoic acid) to the wound or damaged skin two or more times daily or moisten the dressing again. Once scar formation begins, one application a day is generally sufficient.
Route of Administration: Topical
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:28:47 GMT 2025
Edited
by admin
on Mon Mar 31 22:28:47 GMT 2025
Record UNII
VJ2LXD23XD
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MONOSODIUM MALATE
Systematic Name English
E-350(I)
Preferred Name English
MALIC ACID MONOSODIUM SALT
Common Name English
BUTANEDIOIC ACID, 2-HYDROXY-, SODIUM SALT (1:1)
Systematic Name English
INS NO.350(I)
Code English
INS-350(I)
Code English
BUTANEDIOIC ACID, HYDROXY-, MONOSODIUM SALT
Common Name English
SODIUM HYDROGEN DL-MALATE
Common Name English
Classification Tree Code System Code
CODEX ALIMENTARIUS (GSFA) INS-350(I)
Created by admin on Mon Mar 31 22:28:47 GMT 2025 , Edited by admin on Mon Mar 31 22:28:47 GMT 2025
JECFA EVALUATION INS-350(I)
Created by admin on Mon Mar 31 22:28:47 GMT 2025 , Edited by admin on Mon Mar 31 22:28:47 GMT 2025
Code System Code Type Description
FDA UNII
VJ2LXD23XD
Created by admin on Mon Mar 31 22:28:47 GMT 2025 , Edited by admin on Mon Mar 31 22:28:47 GMT 2025
PRIMARY
CAS
58214-38-3
Created by admin on Mon Mar 31 22:28:47 GMT 2025 , Edited by admin on Mon Mar 31 22:28:47 GMT 2025
PRIMARY
ECHA (EC/EINECS)
261-169-6
Created by admin on Mon Mar 31 22:28:47 GMT 2025 , Edited by admin on Mon Mar 31 22:28:47 GMT 2025
PRIMARY
EPA CompTox
DTXSID70905053
Created by admin on Mon Mar 31 22:28:47 GMT 2025 , Edited by admin on Mon Mar 31 22:28:47 GMT 2025
PRIMARY
PUBCHEM
23678821
Created by admin on Mon Mar 31 22:28:47 GMT 2025 , Edited by admin on Mon Mar 31 22:28:47 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE