EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

dimethyl (S)-(-)-malate
dimethyl L-(-)-malate

Supplier Sponsors

CAS Number: 617-55-0Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J96.546D
Beilstein Number:1724363
MDL:MFCD00066215
XlogP3-AA:-0.70 (est)
Molecular Weight:162.14170000
Formula:C6 H10 O5
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:information only not used for fragrances or flavors
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:1.23200 to 1.23600 @ 20.00 °C.
Pounds per Gallon - (est).: 10.263 to 10.297
Refractive Index:1.43800 to 1.44200 @ 20.00 °C.
Boiling Point: 249.60 °C. @ 760.00 mm Hg (est)
Flash Point:> 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w): -0.830 (est)
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Dimethyl (S)-(-)-Malate
EMD Millipore
For experimental / research use only.
(S)-(-)-Dimethyl malate
sds
Matrix Scientific
For experimental / research use only.
Dimethyl L-malate, 95+%
sds
Santa Cruz Biotechnology
For experimental / research use only.
Dimethyl (S)-(-)-Malate
Sigma-Aldrich: Aldrich
For experimental / research use only.
Dimethyl (S)-(-)-malate 98%
sds
TCI AMERICA
For experimental / research use only.
Dimethyl L-(-)-Malate >98.0%(GC)
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
information only not used for fragrances or flavors
Recommendation for dimethyl (S)-(-)-malate usage levels up to:
 not for fragrance use.
 
Recommendation for dimethyl (S)-(-)-malate flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :10285815
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
dimethyl (2S)-2-hydroxybutanedioate
Chemidplus:0000617550
 
References:
 dimethyl (2S)-2-hydroxybutanedioate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):10285815
Pubchem (sid):135313727
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2918.19.9000
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 dimethyl (2S)-2-hydroxybutanedioate
 dimethyl (S)-2-hydroxysuccinate
 dimethyl (S)-malate
 dimethyl L-(-)-malate
L-malic acid dimethyl ester
 

Articles:

PubMed:[Chemical constituents from Ganoderma philippii].
PubMed:Mitochondrial biogenesis and energy production in differentiating murine stem cells: a functional metabolic study.
PubMed:Inhibitors of ROS production by the ubiquinone-binding site of mitochondrial complex I identified by chemical screening.
PubMed:Tumor cell death induced by the inhibition of mitochondrial electron transport: the effect of 3-hydroxybakuchiol.
PubMed:Advances in mycobacterial isocitrate lyase targeting and inhibitors.
PubMed:Tyrosine kinase receptor inhibitor-targeted combined chemotherapy for metastatic bladder cancer.
PubMed:Supplement of TCA cycle intermediates protects against high glucose/palmitate-induced INS-1 beta cell death.
PubMed:Structure of oxalacetate acetylhydrolase, a virulence factor of the chestnut blight fungus.
PubMed:6,8-Di-C-glycosyl flavonoids from Dendrobium huoshanense.
PubMed:Role for malic enzyme, pyruvate carboxylation, and mitochondrial malate import in glucose-stimulated insulin secretion.
PubMed:Characterization of Desulfomicrobium salsuginis sp. nov. and Desulfomicrobium aestuarii sp. nov., two new sulfate-reducing bacteria isolated from the Adour estuary (French Atlantic coast) with specific mercury methylation potentials.
PubMed:Alteration of DMBA-induced oxidative stress by additive action of a modified indigenous preparation--Kalpaamruthaa.
PubMed:Restorative effect of Kalpaamruthaa, an indigenous preparation, on oxidative damage in mammary gland mitochondrial fraction in experimental mammary carcinoma.
PubMed:Enthalpy change on mixing a couple of S- and R-enantiomers of some chiral compounds at 298.15 K.
PubMed:Gateways to clinical trials.
PubMed:Therapeutic effect of tamoxifen and energy-modulating vitamins on carbohydrate-metabolizing enzymes in breast cancer.
PubMed:A rapid screening method to detect specific inhibitors of pyruvate orthophosphate dikinase as leads for C4 plant-selective herbicides.
PubMed:Anthelmintic efficacy of Flemingia vestita (Fabaceae): alterations in glucose metabolism of the cestode, Raillietina echinobothrida.
PubMed:Characterization of photosynthetic electron transport in bundle sheath cells of maize. I. Ascorbate effectively stimulates cyclic electron flow around PSI.
PubMed:Biochemical mechanism of lipid-induced impairment of glucose-stimulated insulin secretion and reversal with a malate analogue.
PubMed:Mechanism of superoxide anion generation in intact mitochondria in the presence of lucigenin and cyanide.
PubMed:Therapeutic effect of Semecarpus anacardium Linn. nut milk extract on carbohydrate metabolizing and mitochondrial TCA cycle and respiratory chain enzymes in mammary carcinoma rats.
PubMed:Alpha-cycloPNA: 1-aminocylopentane-1-carboxylic acid-derived peptide nucleic acid.
PubMed:Redox changes in the chloroplast and hydrogen peroxide are essential for regulation of C(3)-CAM transition and photooxidative stress responses in the facultative CAM plant Mesembryanthemum crystallinum L.
PubMed:Synthesis and characterization of poly(butylene succinate-co-butylene malate): a new biodegradable copolyester bearing hydroxyl pendant groups.
PubMed:Differences between mouse and rat pancreatic islets: succinate responsiveness, malic enzyme, and anaplerosis.
PubMed:A new approach for asymmetric synthesis of (R)-3-methylpyrrolidine alkaloids from (S)-malic acid.
PubMed:Control of dimethylsulfoxide reductase expression in Rhodobacter capsulatus: the role of carbon metabolites and the response regulators DorR and RegA.
PubMed:FlhD/FlhC-regulated promoters analyzed by gene array and lacZ gene fusions.
PubMed:Monoamine oxidase B inhibitors from the fruits of Opuntia ficus-indica var. saboten.
PubMed:Vacuolar chloride transport in Mesembryanthemum crystallinum L. measured using the fluorescent dye lucigenin.
PubMed:Biochemical characterization of lucigenin (Bis-N-methylacridinium) as a chemiluminescent probe for detecting intramitochondrial superoxide anion radical production.
PubMed:Sulfidogenesis from 2-aminoethanesulfonate (taurine) fermentation by a morphologically unusual sulfate-reducing bacterium, Desulforhopalus singaporensis sp. nov.
PubMed:Effects of starvation and diabetes on the metabolism of [2,3-13C]succinic acid dimethyl ester in rat hepatocytes.
PubMed:Metabolism of the dimethyl ester of [2,3-(13)C]succinic acid in rat hepatocytes.
PubMed:Synthesis and 31P chemical shift identification of tripeptide active site models that represent human serum acetylcholinesterase covalently modified at serine by certain organophosphates.
PubMed:NADP-malate dehydrogenase activity in rat erythrocytes. Comparison with pyruvate kinase in relation to coupling with lactate dehydrogenase.
PubMed:Feasibility of a mitochondrial pyruvate malate shuttle in pancreatic islets. Further implication of cytosolic NADPH in insulin secretion.
PubMed:Counteractive Effects of ABA and GA3 on Extracellular and Intracellular pH and Malate in Barley Aleurone.
PubMed:Tri-Calciphor (16,16-dimethyl-15-dehydroprostaglandin B1 trimer)-mediated mitochondrial Ca2+ movements: modulation by phosphate.
PubMed:Metabolism of the insulin secretagogue methyl succinate by pancreatic islets.
PubMed:Genetic and physiological characterization of the Rhodospirillum rubrum carbon monoxide dehydrogenase system.
PubMed:Mechanisms involved in aggravation of ethanol-induced gastric mucosal lesions in adrenalectomized rats.
PubMed:12(R)-hydroxyeicosatrienoic acid: a vasodilator cytochrome P-450-dependent arachidonate metabolite from the bovine corneal epithelium.
PubMed:Hydralazine-dependent carbon dioxide free radical formation by metabolizing mitochondria.
PubMed:Biochemical alterations in 7,12-dimethylbenz[a]anthracene-induced mammary tumors from rats subjected to caloric restriction.
PubMed:Equilibrium constants of several reactions involved in the fermentation of glutamate.
PubMed:An improved method for the preparation of rat brain microsomes.
PubMed:Effects of glutathione depletion on gluconeogenesis in isolated hepatocytes.
PubMed:Methyl parathion (O-O-dimethyl O-4-nitrophenyl thiophosphate) effects on whole-body and tissue respiration in the teleost, Tilapia mossambica (Peters).
PubMed:Completion of the degradation scheme for nicotinic acid by Clostridium barkeri.
PubMed:Nicotinic acid metabolism. Dimethylmaleate hydratase.
PubMed:AMP-dependence of the cyanide-insensitive pathway in the respiratory chain of Paramecium tetraurelia.
PubMed:Gluconeogenesis in rat hepatocytes from monomethyl succinate and other esters.
PubMed:Nicotinic acid metabolism: stereochemical course of the (2R,3S)-2,3-dimethylmalate lyase reaction.
PubMed:Fermentation and anaerobic respiration by Rhodospirillum rubrum and Rhodopseudomonas capsulata.
PubMed:Effects of N-dimethyl propranolol (UM-272) on isolated cardiac mitochondria and microsomes.
PubMed:pH and bicarbonate effects on mitochondrial anion accumulation. Proposed mechanism for changes in renal metabolite levels in acute acid-base disturbances.
PubMed:Light versus Dark Carbon Metabolism in Cherry Tomato Fruits: II. Relationship Between Malate Metabolism and Photosynthetic Activity.
PubMed:[Change in lipid-protein interactions in the membranes of bacteria exposed to gramicidin S].
PubMed:Intracellular pH of Thermoplasma acidophila.
 
Notes:
None found
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