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

methyl dextro-lactate
(2R)-2-hydroxypropanoic acid methyl ester

Supplier Sponsors

CAS Number: 17392-83-5Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:241-420-6
Nikkaji Web:J208.669G
XlogP3-AA:-0.10 (est)
Molecular Weight:104.10536000
Formula:C4 H8 O3
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:
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Physical Properties:
Appearance:colorless clear liquid (est)
Assay: 97.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:1.09200 to 1.09600 @ 20.00 °C.
Pounds per Gallon - (est).: 9.097 to 9.130
Refractive Index:1.41100 to 1.41500 @ 20.00 °C.
Boiling Point: 144.00 to 146.00 °C. @ 760.00 mm Hg
Vapor Pressure:1.933000 mmHg @ 25.00 °C. (est)
Flash Point: 121.00 °F. TCC ( 49.44 °C. )
logP (o/w): -0.719 (est)
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
Similar Items:note
amyl lactate
isoamyl lactate
benzyl lactate
butyl butyryl lactate
butyl lactate
isobutyl lactate
sec-butyl lactate
butyl laevo-lactate
cetyl lactate
dodecyl lactate
ethyl acetyl lactate
ethyl butyryl lactate
ethyl lactate
ethyl phenyl lactate
(Z)-3-hexen-1-yl lactate
hexyl lactate
laevo-menthyl lactate
menthyl methyl lactate
methyl laevo-lactate
phenethyl lactate
propyl lactate
vanillyl lactate
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
Cosmetic Information:
None found
BOC Sciences
For experimental / research use only.
(+)-Methyl D-lactate 95%
Santa Cruz Biotechnology
For experimental / research use only.
(+)-Methyl D-lactate
Sigma-Aldrich: Aldrich
For experimental / research use only.
(+)-Methyl D-lactate 98%, optical purity ee: 96% (GLC)
For experimental / research use only.
Methyl D-(+)-Lactate >98.0%(GC)
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 10 - Flammable.
R 38 - Irritating to skin.
S 02 - Keep out of the reach of children.
S 16 - Keep away from sources of ignition - No Smoking.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 37/39 - Wear suitable gloves and eye/face protection.
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
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:
information only not used for fragrances or flavors
Recommendation for methyl dextro-lactate usage levels up to:
 not for fragrance use.
Recommendation for methyl dextro-lactate 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 :637514
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
methyl (2R)-2-hydroxypropanoate
 methyl (2R)-2-hydroxypropanoate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):637514
Pubchem (sid):135060642
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:2918.11.5100
Potential Blenders and core components note
None Found
Potential Uses:
None Found
Occurrence (nature, food, other):note
 not found in nature
(2R)-2-hydroxypropanoic acid methyl ester
D-lactic acid methyl ester
 methyl (2R)-2-hydroxypropanoate
 methyl (R)-()-lactate
 methyl (R)-(+)-lactate
 methyl (R)-lactate
(R)-methyl 2-hydroxypropanoate
 methyl D-(+)-lactate
 methyl D-lactate
(+)-methyl D-lactate
 propanoic acid, 2-hydroxy-, methyl ester, (2R)-
 propanoic acid, 2-hydroxy-, methyl ester, (R)-


PubMed:Presence in Lactobacillus plantarum of an esterase active on a broad-range of phenolic esters.
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PubMed:Protective effects of apigenin against 1-methyl-4-phenylpyridinium ion‑induced neurotoxicity in PC12 cells.
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PubMed:Cardioprotection of 17β-estradiol against hypoxia/reoxygenation in cardiomyocytes is partly through up-regulation of CRH receptor type 2.
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PubMed:Ischemic postconditioning attenuate reperfusion injury of small intestine: impact of mitochondrial permeability transition.
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PubMed:Mitochondrial peroxiredoxin-5 as potential modulator of mitochondria-ER crosstalk in MPP+-induced cell death.
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PubMed:A new biosensor for chiral recognition using goat and rabbit serum albumin self-assembled quartz crystal microbalance.
PubMed:Edaravone inhibits apoptosis caused by ischemia/reperfusion injury in a porcine hepatectomy model.
PubMed:[Neuroprotective effects of combined pretreatment with edaravone and propofol on neonatal rat cerebral cortical neurons with ischemia/reperfusion injury in vitro].
PubMed:The protective effect of curcumin on ischemia-reperfusion-induced liver injury.
PubMed:Ischemic preconditioning reduces endoplasmic reticulum stress and upregulates hypoxia inducible factor-1α in ischemic kidney: the role of nitric oxide.
PubMed:Identification of Immunopotentiating Lactic Acid Bacteria that Induce Antibody Production by in vitro Stimulated Human Peripheral Blood Mononuclear Cells.
PubMed:Effects of peripherally restricted κ opioid receptor agonists on pain-related stimulation and depression of behavior in rats.
PubMed:[Sevoflurane postconditioning attenuates myocardial apoptosis in isolated rat hearts via a modulation of Bcl-2 family proteins].
PubMed:Conversion of sterically demanding α,α-disubstituted phenylacetonitriles by the arylacetonitrilase from Pseudomonas fluorescens EBC191.
PubMed:Ginsenoside Rb1 preconditioning enhances eNOS expression and attenuates myocardial ischemia/reperfusion injury in diabetic rats.
PubMed:Metabolic and oxidative effects of sevoflurane and propofol in children undergoing surgery for congenital heart disease.
PubMed:The role of weak hydrogen bonds in chiral recognition.
PubMed:Intermittent hypobaric hypoxia improves postischemic recovery of myocardial contractile function via redox signaling during early reperfusion.
PubMed:Hemoglobin vesicle improves recovery of cardiac function after ischemia-reperfusion by attenuating oxidative stress in isolated rat hearts.
PubMed:Toward stereoselective lactide polymerization catalysts: cationic zinc complexes supported by a chiral phosphinimine scaffold.
PubMed:Gender-related difference of sevoflurane postconditioning in isolated rat hearts: focus on phosphatidylinositol-3-kinase/Akt signaling.
PubMed:Ginseng protects rodent hearts from acute myocardial ischemia-reperfusion injury through GR/ER-activated RISK pathway in an endothelial NOS-dependent mechanism.
PubMed:Exploring electronic versus steric effects in stereoselective ring-opening polymerization of lactide and β-butyrolactone with amino-alkoxy-bis(phenolate)-yttrium complexes.
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PubMed:Macrophage migration inhibitory factor promotes cell death and aggravates neurologic deficits after experimental stroke.
PubMed:Modular, homochiral, porous coordination polymers: rational design, enantioselective guest exchange sorption and ab initio calculations of host-guest interactions.
PubMed:Pharmacological inhibition of N-methyl d-aspartate receptor promotes secretion of vascular endothelial growth factor in müller cells: effects of hyperglycemia and hypoxia.
PubMed:[Effect and mechanism of methyl protodioscin in protecting cardiomyocytes against anoxia/reoxygenation injury].
PubMed:A novel, orally active LPA(1) receptor antagonist inhibits lung fibrosis in the mouse bleomycin model.
PubMed:Water-soluble organic solubilizers for in vitro drug delivery studies with respiratory epithelial cells: selection based on various toxicity indicators.
PubMed:[A comparative study on the protection effect of nerve growth factor and edaravone pretreatment against cerebral ischemia/reperfusion injury].
PubMed:Glucagon-like peptide (GLP)-1(9-36)amide-mediated cytoprotection is blocked by exendin(9-39) yet does not require the known GLP-1 receptor.
PubMed:Noninvasive characterization of in situ forming implants using diagnostic ultrasound.
PubMed:Differential diagnosis between radiation necrosis and glioma progression using sequential proton magnetic resonance spectroscopy and methionine positron emission tomography.
PubMed:Cardioprotective effect of 'methylamine irisolidone', a new compound, in hypoxia/reoxygenation injury in cultured rat cardiac myocytes.
PubMed:A novel strategy for rapid real-time chiral discrimination of enantiomers using serum albumin functionalized QCM biosensor.
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PubMed:Asymmetric synthesis and biological evaluation of Danshensu derivatives as anti-myocardial ischemia drug candidates.
PubMed:Expression of surface markers on the human monocytic leukaemia cell line, THP-1, as indicators for the sensitizing potential of chemicals.
PubMed:Pivotal role for two electron reduction in 2,3-dimethoxy-1,4-naphthoquinone and 2-methyl-1,4-naphthoquinone metabolism and kinetics in vivo that prevents liver redox stress.
PubMed:Acid-base status and hemodynamic stability during propofol and sevoflurane-based anesthesia in patients undergoing uncomplicated intracranial surgery.
PubMed:Liver X receptor agonists with selectivity for LXRbeta; N-aryl-3,3,3-trifluoro-2-hydroxy-2-methylpropionamides.
PubMed:Antioxidant effects of a Rhodobryum roseum extract and its active components in isoproterenol-induced myocardial injury in rats and cardiac myocytes against oxidative stress-triggered damage.
PubMed:Total synthesis of (+)-neomarinone.
PubMed:Ghrelin antagonized 1-methyl-4-phenylpyridinium (MPP(+))-induced apoptosis in MES23.5 cells.
PubMed:[Protective effects of propofol combined with reserpine on cultured PC12 cells impaired by ischemia and reperfusion].
PubMed:Kappa-opioid receptor agonist protects the microcirculation of skeletal muscle from ischemia reperfusion injury.
PubMed:Effect of exercise intensities on free fatty acid uptake in whole-body organs measured with (123)I-BMIPP-SPECT.
PubMed:Formate excretion in urine of rats fed dimethylaminoazobenzene-rich diets: the possibility of formate formation from D-lactate.
PubMed:Effect of MAO-B inhibition against ischemia-induced oxidative stress in the rat brain. Comparison with a rational antioxidant.
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PubMed:Is the functional interaction between adenosine A(2A) receptors and metabotropic glutamate 5 receptors a general mechanism in the brain? Differences and similarities between the striatum and the hippocampus.
PubMed:Sevoflurane but not propofol increases interstitial glycolysis metabolites availability during tourniquet-induced ischaemia-reperfusion.
PubMed:Cardioprotective and antiarrhythmic effect of U50,488H in ischemia/reperfusion rat heart.
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PubMed:Calcium homeostasis and glucose uptake of murine myotubes exposed to insulin, caffeine and 4-chloro-m-cresol.
PubMed:Study of a glucose-activated anion-selective channel in rat pancreatic beta-cells.
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PubMed:Domain closure, substrate specificity and catalysis of D-lactate dehydrogenase from Lactobacillus bulgaricus.
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PubMed:Secondary amides of (R)-3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid as inhibitors of pyruvate dehydrogenase kinase.
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PubMed:Histamine H3-receptor stimulation is unable to modulate noradrenaline release by the isolated rat heart during ischaemia-reperfusion.
PubMed:Beneficial and harmful effects of L-arginine on renal ischaemia.
PubMed:Effects of methylglyoxal on rat pancreatic beta-cells.
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PubMed:The 5-HT1A receptor agonist BAY x 3702 prevents staurosporine-induced apoptosis.
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PubMed:Reactive oxygen species in reoxygenation injury of rat brain capillary endothelial cells.
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PubMed:[Clinical usefulness of myocardial iodine-123-15-(p-iodophenyl)-3(R,S)-methyl-pentadecanoic acid distribution abnormality in patients with mitochondrial encephalomyopathy based on normal data file in bull's-eye polar map].
PubMed:Evaluation of heart-to-organ ratios of 123I-BMIPP and the dimethyl-substituted 123I-DMIPP fatty acid analogue in humans.
PubMed:Metabolic and antioxidant effects of R(+/-)-N6-(2-phenylisopropyl)-adenosine following regional ischemia and reperfusion in canine myocardium.
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PubMed:[Studies on the mechanism of protection of cultured neurous by ketamine anoxia/reoxygenation-induced injury].
PubMed:Crystal structure of a ternary complex of D-2-hydroxyisocaproate dehydrogenase from Lactobacillus casei, NAD+ and 2-oxoisocaproate at 1.9 A resolution.
PubMed:Correlation between hydrophobicity of short-chain aliphatic alcohols and their ability to alter plasma membrane integrity.
PubMed:NAD-independent lactate and butyryl-CoA dehydrogenases of Clostridium acetobutylicum P262.
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PubMed:Substitution of amino acids 1 and 3 in teicoplanin aglycon: synthesis and antibacterial activity of three first non-natural dalbaheptides.
PubMed:Pharmacokinetics of radioiodinated fatty acid myocardial imaging agents in animal models and human studies.
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PubMed:Changes in concentrations of methylglyoxal, D-lactate and glyoxalase activities in liver and plasma of rats fed a 3'-methyl-4-dimethylaminoazobenzene-rich diet.
PubMed:VA-045, a novel apovincamic acid derivative attenuates neuronal injury induced by hypoxia or by excitatory amino acids in cultures of rat cortices.
PubMed:Tricyclic CNS active agents by intramolecular Oxa-Pictet-Spengler reaction.
PubMed:Oxygen-derived free radical (ODFR) action on hyaluronan (HA), on two HA ester derivatives, and on the metabolism of articular chondrocytes.
PubMed:Knowledge-based modeling of the D-lactate dehydrogenase three-dimensional structure.
PubMed:Inhibition of nitric oxide synthesis reduces infarct size by an adenosine-dependent mechanism.
PubMed:Degradation of hyaluronate by Streptococcus intermedius strain UNS 35.
PubMed:In vitro neuroprotection by substituted guanidines with varying affinities for the N-methyl-D-aspartate receptor ionophore and for sigma sites.
PubMed:NAD(+)-dependent D-2-hydroxyisocaproate dehydrogenase of Lactobacillus delbrueckii subsp. bulgaricus. Gene cloning and enzyme characterization.
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PubMed:Nitric oxide: a mediator in rat tubular hypoxia/reoxygenation injury.
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PubMed:Perioperative TNF alpha and IL-6 concentrations correlate with septic state, organ function, and APACHE II scores in intra-abdominal infection.
PubMed:Antagonism by NG-nitro-L-arginine of L-glutamate-induced neurotoxicity in cultured neonatal rat cortical neurons. Prolonged application enhances neuroprotective efficacy.
PubMed:Intrinsic properties of the nonpeptide angiotensin II antagonist losartan in glomeruli and mesangial cells at high concentrations.
PubMed:Optically active antifungal azoles. I. Synthesis and antifungal activity of (2R,3R)-2-(2,4-difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2-b utanol and its stereoisomers.
PubMed:Iodine 125-phenylpentadecanoic acid and its beta-methyl substitute metabolism in cultured mouse embryonal myocytes--iodine-labelled fatty acids as tracers of myocardial high energy phosphate.
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PubMed:1H NMR study of lithium D-lactate.
PubMed:Metabolic oxidation and toxification of N-methylformamide catalyzed by the cytochrome P450 isoenzyme CYP2E1.
PubMed:Carbohydrate supplementation, glycogen depletion, and amino acid metabolism during exercise.
PubMed:Effects of dextromethorphan on rat brain during ischemia and reperfusion assessed by magnetic resonance spectroscopy.
PubMed:Kinetic mechanism of the endogenous lactate dehydrogenase activity of duck epsilon-crystallin.
PubMed:Spectrophotometric enzymatic assay for S-3-hydroxyisobutyrate.
PubMed:Synthesis of some 3-(1-azabicyclo[2.2.2]octyl) 3-amino-2-hydroxy-2-phenylpropionates: profile of antimuscarinic efficacy and selectivity.
PubMed:The absolute configuration of benproperinium dihydrogen phosphate, an antitussive drug.
PubMed:Metabolic acidosis induced by N-methyl-D-aspartate in brain slices of the neonatal rat: 31P- and 1H-magnetic resonance spectroscopy.
PubMed:Optimization of efficiency in the glyoxalase pathway.
PubMed:Biotransformation of muroctasin in mice.
PubMed:Stereochemistry and accessibility of prosthetic groups in flavoproteins.
PubMed:Synthesis and identification of 3-(4-hydroxy-1-naphthoxy)lactic acid as a metabolite of propranolol in the rat, in man, and in the rat liver 9000 g supernatant fraction.
PubMed:Synthesis and biological activity of derivatives of ubiquinone: photoaffinity analogues containing the 4-azido-2-nitroanilino group.
PubMed:Laminin increases both levels and activity of tyrosine hydroxylase in calf adrenal chromaffin cells.
PubMed:Lactate reduction in Clostridium propionicum. Purification and properties of lactyl-CoA dehydratase.
PubMed:Regional coronary hemodynamics during isoflurane-nitrous oxide anesthesia in patients with ischemic heart disease.
PubMed:A model for L-lactate binding to Cancer magister hemocyanin.
PubMed:Host-Pathogen Interactions : XXIII. The Mechanism of the Antibacterial Action of Glycinol, a Pterocarpan Phytoalexin Synthesized by Soybeans.
PubMed:Analysis of cell wall and membrane contamination of ribosomal preparations from Streptococcus mutans.
PubMed:Regulation of lactose transport by the phosphoenolpyruvate-sugar phosphotransferase system in membrane vesicles of Escherichia coli.
PubMed:Characterization of a respiratory mutant of Escherichia coli with reduced uptake of aminoglycoside antibiotics.
PubMed:D-lactate dehydrogenase of Desulfovibrio vulgaris.
PubMed:Combined coenzyme-substrate analogues of various dehydrogenases. Synthesis of (3S)- and (3R)-5-(3-carboxy-3-hydroxypropyl)nicotinamide adenine dinucleotide and their interaction with (S)- and (R)-lactate-specific dehydrogenases.
PubMed:Aerobic respiration in mutants of Escherichia coli accumulating quinone analogues of ubiquinone.
PubMed:Sodium-dependent methyl 1-thio-beta-D-galactopyranoside transport in membrane vesicles isolated from Salmonella typhimurium.
PubMed:Metabolism of 1-3H-ethanol by isolated liver cells. Time-course of the transfer of tritium from R,S-1-3H-ethanol to lactate and beta-hydroxybutyrate.
PubMed:Methionine transport in Yersinia pestis.
PubMed:Effect of the systemic fungicide carboxin on electron transport function in membranes of Micrococcus denitrificans.
PubMed:Absolute configuration of a metabolite in the m-fission pathway of protocatechuate.
PubMed:Mercapturic acid formation during the metabolism of arecoline and arecaidine in the rat.
None found
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