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Details

Stereochemistry ABSOLUTE
Molecular Formula C3H5O3
Molecular Weight 89.07
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge -1

SHOW SMILES / InChI
Structure of LACTATE ION, D-

SMILES

C[C@@H](O)C([O-])=O

InChI

InChIKey=JVTAAEKCZFNVCJ-UWTATZPHSA-M
InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/p-1/t2-/m1/s1

HIDE SMILES / InChI

Molecular Formula C3H6O3
Molecular Weight 90.0779
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Lactic acid, D- is a natural optical isomer of lactic acid. It is a poorly utilized isomer – 30 to 40% of the dose ingested is excreted in the urine. Lactic acid, D- is known to be harmful to human metabolism and it can result in acidosis and decalcification. D-lactic acidosis, also referred as D-lactate encephalopathy, has been reported in patients with short bowl syndrome. Lactic acid, D- is an interesting precursor for manufacturing heat-resistant polylactic acid (PLA) bioplastics which can be widely used, for example as packaging material, coatings, for textiles or in the automotive industry.

Originator

Sources: DOI: 10.1039/CT8926100754

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
An enzymatic route to produce pyruvate from lactate.
2004-11
Modelling the electrodialytic recovery of sodium lactate.
2004-10
Effect of intraoperative intravenous crystalloid infusion on postoperative nausea and vomiting after gynaecological laparoscopy: comparison of 30 and 10 ml kg(-1).
2004-09
Factors that contribute to the botulinal safety of reduced-fat and fat-free process chesse products.
2004-08
Evaluation of Staphylococcus aureus growth potential in ham during a slow-cooking process: use of predictions derived from the U.S. Department of Agriculture Pathogen Modeling Program 6.1 predictive model and an inoculation study.
2004-07
Effect of sodium lactate on thermal inactivation of Listeria monocytogenes and Salmonella in ground chicken thigh and leg meat.
2004-07
Effects of ingestion of bicarbonate, citrate, lactate, and chloride on sprint running.
2004-07
Inhibitory effects of organic acid salts on growth of Clostridium perfringens from spore inocula during chilling of marinated ground turkey breast.
2004-06-01
Corticotrophin releasing factor-induced synaptic plasticity in the amygdala translates stress into emotional disorders.
2004-04-07
Selenate reduction in river water by Citerobacter freundii isolated from a selenium-contaminated sediment.
2004-03-24
Development of a novel approach for secondary modelling in predictive microbiology: incorporation of microbiological knowledge in black box polynomial modelling.
2004-03-15
Electrolyte mass balance during CVVH: lactate vs. bicarbonate-buffered replacement fluids.
2004-03
Sodium lactate addition on the quality and shelf life of refrigerated sliced poultry sausage packaged in air or nitrogen atmosphere.
2004-03
Preservation of mitochondrial function during ischemia as a possible mechanism for cardioprotection of diltiazem against ischemia/reperfusion injury.
2004-02-01
Advanced in vitro production of pig blastocysts obtained through determining the time for glucose supplementation.
2004-02
A select group of perpetrators of domestic violence: evidence of decreased metabolism in the right hypothalamus and reduced relationships between cortical/subcortical brain structures in position emission tomography.
2004-01-15
Evaluation of a challenge testing protocol to assess the stability of ready-to-eat cooked meat products against growth of Listeria monocytogenes.
2004-01-15
Antimicrobial activity of enterocin EJ97 against 'Bacillus macroides/Bacillus maroccanus' isolated from zucchini purée.
2004
Lactate depresses sarcolemmal permeability of Ca2+ in intact arterial smooth muscle.
2003-12-19
Flicker light-induced vasodilatation in the human retina: effect of lactate and changes in mean arterial pressure.
2003-12
Radiation (gamma) resistance and postirradiation growth of Listeria monocytogenes suspended in beef bologna containing sodium diacetate and potassium lactate.
2003-11
Determination of serum D-lactic and L-lactic acids in normal subjects and diabetic patients by column-switching HPLC with pre-column fluorescence derivatization.
2003-11
Influence of marinades on survival during storage of acid-adapted and nonadapted Listeria monocytogenes inoculated post-drying on beef jerky.
2003-09-15
Thermal resistances and lactate and diacetate sensitivities of bacteria causing bologna discolouration.
2003-09-15
[Application of sorbilact for treatment of postoperative paralytic ileus in cancer of the esophagus and stomach].
2003-09
[Experimental provocation of panic attacks as a human experimental model for anxiety].
2003-09
Effect of intravenous administration of sodium-lactate on retinal blood flow in healthy subjects.
2003-09
[Content of free amino acids in blood plasma of the clean-up personnel at the Chernobyl nuclear power plant accident].
2003-08-15
Acidosis counteracts the negative inotropic effect of K+ on ventricular muscle strips from the toad Bufo marinus.
2003-08-04
Inhibition of nonproteolytic, psychrotrophic clostridia and anaerobic sporeformers by sodium diacetate and sodium lactate in cook-in-bag turkey breast.
2003-08
Use of organic acids for the control of Clostridium perfringens in cooked vacuum-packaged restructured roast beef during an alternative cooling procedure.
2003-08
Selective enumeration of Lactobacillus delbrueckii ssp. bulgaricus, Streptococcus thermophilus, Lactobacillus acidophilus, bifidobacteria, Lactobacillus casei, Lactobacillus rhamnosus, and propionibacteria.
2003-07
Correlates of therapeutic response in panic disorder presenting with palpitations: heart rate variability, sleep, and placebo effect.
2003-07
pH and energy dependent transport of ketoprofen across rat jejunum in vitro.
2003-07
Lactate: a preferred fuel for human brain metabolism in vivo.
2003-06
Acid diffusion through extracellular polysaccharides produced by various mutants of Streptococcus mutans.
2003-06
Coping strategies of panic and control subjects undergoing lactate infusion during magnetic resonance imaging confinement.
2003-05-24
[Na+ overload-induced mitochondrial dysfunction in myocardial ischemia/reperfusion injury].
2003-05
Growth and germination of proteolytic Clostridium botulinum in vegetable-based media.
2003-05
Predictive model for the combined effect of temperature, sodium lactate, and sodium diacetate on the heat resistance of Listeria monocytogenes in beef.
2003-05
Intravenous fluid loading with or without supplementary dextrose does not prevent nausea, vomiting and pain after laparoscopy.
2003-05
Erosion of water-based cements evaluated by volumetric and gravimetric methods.
2003-05
High production system of the antibacterial peptide PLG-1.
2003-04-05
Thermal inactivation of Escherichia coli O157:H7 in ground beef supplemented with sodium lactate.
2003-04
Peritoneal dialysis solutions inhibit the differentiation and maturation of human monocyte-derived dendritic cells: effect of lactate and glucose-degradation products.
2003-04
Glucose-mediated induction of TGF-beta 1 and MCP-1 in mesothelial cells in vitro is osmolality and polyol pathway dependent.
2003-04
Effects of acid adaptation and modified marinades on survival of postdrying Salmonella contamination on beef jerky during storage.
2003-03
Inhibition of arginine synthesis by urea: a mechanism for arginine deficiency in renal failure which leads to increased hydroxyl radical generation.
2003-02
Total calcium content of sacs associated with inguinal hernia, hydrocele or undescended testis reflects differences dictated by programmed cell death.
2003
Fluorimetric assay of D-lactate.
1992-10
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
The effects of a 24-h exposure to 20 mM of D-lactic acid on ceramide levels of keratinocytes were investigated. D-Lactic acid increased ceramide levels but the increase was not statistically significant (100% increase).
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:00:42 GMT 2025
Edited
by admin
on Mon Mar 31 22:00:42 GMT 2025
Record UNII
ALP309P6NE
Record Status Validated (UNII)
Record Version
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Name Type Language
LACTATE ION, D-
Common Name English
(-)-LACTIC ACID ANION
Preferred Name English
PROPANOIC ACID, 2-HYDROXY-, ION(1-), (2R)-
Systematic Name English
(2R)-2-HYDROXYPROPANOATE
Systematic Name English
LACTATE, (R)-
Systematic Name English
(R)-(-)-LACTATE ION
Systematic Name English
Code System Code Type Description
CHEBI
16004
Created by admin on Mon Mar 31 22:00:42 GMT 2025 , Edited by admin on Mon Mar 31 22:00:42 GMT 2025
PRIMARY
CAS
311-80-8
Created by admin on Mon Mar 31 22:00:42 GMT 2025 , Edited by admin on Mon Mar 31 22:00:42 GMT 2025
PRIMARY
EPA CompTox
DTXSID301264676
Created by admin on Mon Mar 31 22:00:42 GMT 2025 , Edited by admin on Mon Mar 31 22:00:42 GMT 2025
PRIMARY
PUBCHEM
5460179
Created by admin on Mon Mar 31 22:00:42 GMT 2025 , Edited by admin on Mon Mar 31 22:00:42 GMT 2025
PRIMARY
CAS
1977-18-0
Created by admin on Mon Mar 31 22:00:42 GMT 2025 , Edited by admin on Mon Mar 31 22:00:42 GMT 2025
SUPERSEDED
FDA UNII
ALP309P6NE
Created by admin on Mon Mar 31 22:00:42 GMT 2025 , Edited by admin on Mon Mar 31 22:00:42 GMT 2025
PRIMARY
Related Record Type Details
IONIC MOIETY