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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
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
Extracellular carbonic anhydrase activity facilitates lactic acid transport in rat skeletal muscle fibres.
2001 Mar 15
No difference in net uptake or disposal of lactate by trained and untrained forearms during incremental sodium lactate infusion.
2001 Sep
The lactic acid response to alkalosis in panic disorder : an integrative review.
2001 Winter
Lactate: A key metabolite in the intercellular metabolic interplay.
2002 Aug
Exertional dizziness and autonomic dysregulation.
2002 Aug
Desulfobulbus mediterraneus sp. nov., a sulfate-reducing bacterium growing on mono- and disaccharides.
2002 Jun
Metabolic and hemodynamic effects of hypertonic solutions: sodium-lactate versus sodium chloride infusion in postoperative patients.
2002 Oct
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
Selective enumeration of Lactobacillus delbrueckii ssp. bulgaricus, Streptococcus thermophilus, Lactobacillus acidophilus, bifidobacteria, Lactobacillus casei, Lactobacillus rhamnosus, and propionibacteria.
2003 Jul
Lactate: a preferred fuel for human brain metabolism in vivo.
2003 Jun
High production system of the antibacterial peptide PLG-1.
2003 Mar-Apr
[Na+ overload-induced mitochondrial dysfunction in myocardial ischemia/reperfusion injury].
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
Intravenous fluid loading with or without supplementary dextrose does not prevent nausea, vomiting and pain after laparoscopy.
2003 May
Radiation (gamma) resistance and postirradiation growth of Listeria monocytogenes suspended in beef bologna containing sodium diacetate and potassium lactate.
2003 Nov
[Experimental provocation of panic attacks as a human experimental model for anxiety].
2003 Sep
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
Evaluation of a challenge testing protocol to assess the stability of ready-to-eat cooked meat products against growth of Listeria monocytogenes.
2004 Jan 15
Modelling the electrodialytic recovery of sodium lactate.
2004 Oct
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).
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 UTC 2023 , Edited by admin on Sat Dec 16 08:19:57 UTC 2023
PRIMARY
CAS
311-80-8
Created by admin on Sat Dec 16 08:19:57 UTC 2023 , Edited by admin on Sat Dec 16 08:19:57 UTC 2023
PRIMARY
EPA CompTox
DTXSID301264676
Created by admin on Sat Dec 16 08:19:57 UTC 2023 , Edited by admin on Sat Dec 16 08:19:57 UTC 2023
PRIMARY
PUBCHEM
5460179
Created by admin on Sat Dec 16 08:19:57 UTC 2023 , Edited by admin on Sat Dec 16 08:19:57 UTC 2023
PRIMARY
CAS
1977-18-0
Created by admin on Sat Dec 16 08:19:57 UTC 2023 , Edited by admin on Sat Dec 16 08:19:57 UTC 2023
SUPERSEDED
FDA UNII
ALP309P6NE
Created by admin on Sat Dec 16 08:19:57 UTC 2023 , Edited by admin on Sat Dec 16 08:19:57 UTC 2023
PRIMARY