LACTATE ION, D-

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 Search

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4435109 | https://www.ncbi.nlm.nih.gov/pubmed/25542530 | https://www.ncbi.nlm.nih.gov/pubmed/27654657

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

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Fluorimetric assay of D-lactate.	1992 Oct	1456422
Biotransformation of phosphogypsum in media containing different forms of nitrogen.	2001	11930996
Brain metabolic changes during lactate-induced panic: effects of gabapentin treatment.	2001	11754135
Effects of anulus fibrosus and experimentally degenerated nucleus pulposus on nerve root conduction velocity: relevance of previous experimental investigations using normal nucleus pulposus.	2001 Aug 1	11474349
Antimicrobials in the formulation to control Listeria monocytogenes postprocessing contamination on frankfurters stored at 4 degrees C in vacuum packages.	2001 Dec	11770622
Conversion of sodium lactate to lactic acid with water-splitting electrodialysis.	2001 Jun	11563823
Effects of sodium lactate and other additives in a cooked ham product on sensory quality and development of a strain of Lactobacillus curvatus and Listeria monocytogenes.	2001 Jun 15	11428579
Overview of the effects of Ringer's acetate solution and a new concept: renal ketogenesis during hepatic inflow occlusion.	2001 Nov	11876027
Comparative observation with MRI and pathology of brain edema at the early stage of severe burn.	2001 Nov	11835738
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	11726150
Bactericidal activity of citrate against Gram-positive cocci.	2001 Nov	11696094
No difference in net uptake or disposal of lactate by trained and untrained forearms during incremental sodium lactate infusion.	2001 Sep	11606009
Exertional dizziness and autonomic dysregulation.	2002 Aug	12172243
Control of Listeria monocytogenes with combined antimicrobials after postprocess contamination and extended storage of frankfurters at 4 degrees C in vacuum packages.	2002 Feb	11848561
Dominance of pressure natriuresis in acute depressor responses to increased renal artery pressure in rabbits and rats.	2002 Feb 1	11826173
Inhibition of Listeria monocytogenes by sodium diacetate and sodium lactate on wieners and cooked bratwurst.	2002 Jan	11808782
Effect of toothbrushing on the toxicity of casting alloys.	2002 Jan	11807490
Heart rate time series: decreased chaos after intravenous lactate and increased non-linearity after isoproterenol in normal subjects.	2002 Jan 31	11850054
Respiratory responses to intravenous infusion of sodium lactate in male and female Wistar rats.	2002 Jul	12062909
Process development and optimisation of lactic acid purification using electrodialysis.	2002 Jul 3	12044551
Desulfobulbus mediterraneus sp. nov., a sulfate-reducing bacterium growing on mono- and disaccharides.	2002 Jun	12029392
Protective effect of propranolol on mitochondrial function in the ischaemic heart.	2002 Jun	12023950
Enhanced antimicrobial effects of combination of lactate and diacetate on Listeria monocytogenes and Salmonella spp. in beef bologna.	2002 Jun 25	12051475
Prolactin but not ACTH increases during sodium lactate-induced panic attacks.	2002 Mar 15	11927145
Automated measurements of antilisterial activities of lactate and diacetate in ready-to-eat meat.	2002 May	11869796
Identification of dynein heavy chain 7 as an inner arm component of human cilia that is synthesized but not assembled in a case of primary ciliary dyskinesia.	2002 May 17	11877439
Total calcium content of sacs associated with inguinal hernia, hydrocele or undescended testis reflects differences dictated by programmed cell death.	2003	12660459
Thermal inactivation of Escherichia coli O157:H7 in ground beef supplemented with sodium lactate.	2003 Apr	12696693
Peritoneal dialysis solutions inhibit the differentiation and maturation of human monocyte-derived dendritic cells: effect of lactate and glucose-degradation products.	2003 Apr	12660223
Glucose-mediated induction of TGF-beta 1 and MCP-1 in mesothelial cells in vitro is osmolality and polyol pathway dependent.	2003 Apr	12631356
Inhibition of arginine synthesis by urea: a mechanism for arginine deficiency in renal failure which leads to increased hydroxyl radical generation.	2003 Feb	12701804
Acid diffusion through extracellular polysaccharides produced by various mutants of Streptococcus mutans.	2003 Jun	12749915
Gluconeogenesis in humans with induced hyperlactatemia during low-intensity exercise.	2003 Jun	12604505
Effects of acid adaptation and modified marinades on survival of postdrying Salmonella contamination on beef jerky during storage.	2003 Mar	12636291
High production system of the antibacterial peptide PLG-1.	2003 Mar-Apr	12675584
Growth and germination of proteolytic Clostridium botulinum in vegetable-based media.	2003 May	12747693
Predictive model for the combined effect of temperature, sodium lactate, and sodium diacetate on the heat resistance of Listeria monocytogenes in beef.	2003 May	12747689
Intravenous fluid loading with or without supplementary dextrose does not prevent nausea, vomiting and pain after laparoscopy.	2003 May	12734150
Erosion of water-based cements evaluated by volumetric and gravimetric methods.	2003 May	12628437
Coping strategies of panic and control subjects undergoing lactate infusion during magnetic resonance imaging confinement.	2003 May-Jun	12764706
Advanced in vitro production of pig blastocysts obtained through determining the time for glucose supplementation.	2004 Feb	15007204
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 Jan 15	14972365
Inhibitory effects of organic acid salts on growth of Clostridium perfringens from spore inocula during chilling of marinated ground turkey breast.	2004 Jun 1	15135954
Development of a novel approach for secondary modelling in predictive microbiology: incorporation of microbiological knowledge in black box polynomial modelling.	2004 Mar 15	14984771
Selenate reduction in river water by Citerobacter freundii isolated from a selenium-contaminated sediment.	2004 Mar 24	15030217
An enzymatic route to produce pyruvate from lactate.	2004 Nov	15252696
Modelling the electrodialytic recovery of sodium lactate.	2004 Oct	15003107

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