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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
Fluorimetric assay of D-lactate.
1992 Oct
Metabolic differences between attached and free-living marine bacteria: inadequacy of liquid cultures for describing in situ bacterial activity.
2001 Jan 1
Conversion of sodium lactate to lactic acid with water-splitting electrodialysis.
2001 Jun
Extracellular carbonic anhydrase activity facilitates lactic acid transport in rat skeletal muscle fibres.
2001 Mar 15
Enhanced inhibition of Listeria monocytogenes and salmonella enteritidis in meat by combinations of sodium lactate and diacetate.
2001 May
Organic acids and their salts as dipping solutions to control listeria monocytogenes inoculated following processing of sliced pork bologna stored at 4 degrees C in vacuum packages.
2001 Nov
Intragastric calcium infusions support flavor preference learning by calcium-deprived rats.
2002 Aug
Control of Listeria monocytogenes with combined antimicrobials after postprocess contamination and extended storage of frankfurters at 4 degrees C in vacuum packages.
2002 Feb
Effect of toothbrushing on the toxicity of casting alloys.
2002 Jan
Process development and optimisation of lactic acid purification using electrodialysis.
2002 Jul 3
Automated measurements of antilisterial activities of lactate and diacetate in ready-to-eat meat.
2002 May
Contraction-related factors affect the concentration of a kallidin-like peptide in rat muscle tissue.
2002 Oct 1
Second-generation mimics of ganglioside GM1 oligosaccharide: a three-dimensional view of their interactions with bacterial enterotoxins by NMR and computational methods.
2002 Oct 18
Inactivation of acid-adapted and nonadapted Escherichia coli O157:H7 during drying and storage of beef jerky treated with different marinades.
2002 Sep
[Content of free amino acids in blood plasma of the clean-up personnel at the Chernobyl nuclear power plant accident].
2002 Sep-Oct
Total calcium content of sacs associated with inguinal hernia, hydrocele or undescended testis reflects differences dictated by programmed cell death.
2003
Peritoneal dialysis solutions inhibit the differentiation and maturation of human monocyte-derived dendritic cells: effect of lactate and glucose-degradation products.
2003 Apr
Inhibition of nonproteolytic, psychrotrophic clostridia and anaerobic sporeformers by sodium diacetate and sodium lactate in cook-in-bag turkey breast.
2003 Aug
Use of organic acids for the control of Clostridium perfringens in cooked vacuum-packaged restructured roast beef during an alternative cooling procedure.
2003 Aug
Flicker light-induced vasodilatation in the human retina: effect of lactate and changes in mean arterial pressure.
2003 Dec
Lactate depresses sarcolemmal permeability of Ca2+ in intact arterial smooth muscle.
2003 Dec 19
Selective enumeration of Lactobacillus delbrueckii ssp. bulgaricus, Streptococcus thermophilus, Lactobacillus acidophilus, bifidobacteria, Lactobacillus casei, Lactobacillus rhamnosus, and propionibacteria.
2003 Jul
Correlates of therapeutic response in panic disorder presenting with palpitations: heart rate variability, sleep, and placebo effect.
2003 Jul
pH and energy dependent transport of ketoprofen across rat jejunum in vitro.
2003 Jul
Lactate: a preferred fuel for human brain metabolism in vivo.
2003 Jun
Acid diffusion through extracellular polysaccharides produced by various mutants of Streptococcus mutans.
2003 Jun
[Na+ overload-induced mitochondrial dysfunction in myocardial ischemia/reperfusion injury].
2003 May
Growth and germination of proteolytic Clostridium botulinum in vegetable-based media.
2003 May
Predictive model for the combined effect of temperature, sodium lactate, and sodium diacetate on the heat resistance of Listeria monocytogenes in beef.
2003 May
Coping strategies of panic and control subjects undergoing lactate infusion during magnetic resonance imaging confinement.
2003 May-Jun
Radiation (gamma) resistance and postirradiation growth of Listeria monocytogenes suspended in beef bologna containing sodium diacetate and potassium lactate.
2003 Nov
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 Nov
[Application of sorbilact for treatment of postoperative paralytic ileus in cancer of the esophagus and stomach].
2003 Sep
[Experimental provocation of panic attacks as a human experimental model for anxiety].
2003 Sep
Effect of intravenous administration of sodium-lactate on retinal blood flow in healthy subjects.
2003 Sep
Influence of marinades on survival during storage of acid-adapted and nonadapted Listeria monocytogenes inoculated post-drying on beef jerky.
2003 Sep 15
Thermal resistances and lactate and diacetate sensitivities of bacteria causing bologna discolouration.
2003 Sep 15
Antimicrobial activity of enterocin EJ97 against 'Bacillus macroides/Bacillus maroccanus' isolated from zucchini purée.
2004
Factors that contribute to the botulinal safety of reduced-fat and fat-free process chesse products.
2004 Aug
Preservation of mitochondrial function during ischemia as a possible mechanism for cardioprotection of diltiazem against ischemia/reperfusion injury.
2004 Feb 1
Effects of ingestion of bicarbonate, citrate, lactate, and chloride on sprint running.
2004 Jul
Electrolyte mass balance during CVVH: lactate vs. bicarbonate-buffered replacement fluids.
2004 Mar
An enzymatic route to produce pyruvate from lactate.
2004 Nov
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 Sat Dec 16 08:19:57 GMT 2023
Edited
by admin
on Sat Dec 16 08:19:57 GMT 2023
Record UNII
ALP309P6NE
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LACTATE ION, D-
Common 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
(-)-LACTIC ACID ANION
Systematic Name English
Code System Code Type Description
CHEBI
16004
Created by admin on Sat Dec 16 08:19:57 GMT 2023 , Edited by admin on Sat Dec 16 08:19:57 GMT 2023
PRIMARY
CAS
311-80-8
Created by admin on Sat Dec 16 08:19:57 GMT 2023 , Edited by admin on Sat Dec 16 08:19:57 GMT 2023
PRIMARY
EPA CompTox
DTXSID301264676
Created by admin on Sat Dec 16 08:19:57 GMT 2023 , Edited by admin on Sat Dec 16 08:19:57 GMT 2023
PRIMARY
PUBCHEM
5460179
Created by admin on Sat Dec 16 08:19:57 GMT 2023 , Edited by admin on Sat Dec 16 08:19:57 GMT 2023
PRIMARY
CAS
1977-18-0
Created by admin on Sat Dec 16 08:19:57 GMT 2023 , Edited by admin on Sat Dec 16 08:19:57 GMT 2023
SUPERSEDED
FDA UNII
ALP309P6NE
Created by admin on Sat Dec 16 08:19:57 GMT 2023 , Edited by admin on Sat Dec 16 08:19:57 GMT 2023
PRIMARY
Related Record Type Details
IONIC MOIETY