Page last updated: 2024-12-06

D-valine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

D-valine is a non-proteinogenic amino acid, the enantiomer of the proteinogenic amino acid L-valine. It has been shown to have various biological effects, including anti-inflammatory, anticancer, and neuroprotective properties. D-valine is often studied for its potential therapeutic applications. For instance, it has been investigated for its ability to reduce inflammation and protect against neuronal damage in conditions like Alzheimer's disease and Parkinson's disease. While it is not directly incorporated into proteins, it is known to interact with other biological molecules and pathways, influencing their activity. D-valine can be synthesized through various chemical methods, including enzymatic resolution and asymmetric synthesis. Its importance lies in its distinct biological activities and potential therapeutic benefits. Research on D-valine aims to further understand its mechanisms of action and explore its potential as a therapeutic agent.'

D-valine : The D-enantiomer of valine. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID71563
CHEMBL ID1232398
CHEBI ID27477
SCHEMBL ID43678

Synonyms (58)

Synonym
CHEMBL1232398 ,
AKOS015841471
d-valin
(2r)-2-amino-3-methylbutanoic acid
DVA ,
CHEBI:27477 ,
d-2-amino-3-methylbutanoic acid
(r)-valine
nsc-20654
valine, d-
inchi=1/c5h11no2/c1-3(2)4(6)5(7)8/h3-4h,6h2,1-2h3,(h,7,8)/t4-/m1/s
(r)-2-amino-3-methylbutyric acid
640-68-6
C06417
d-valine
d-valine, >=98%
d-valine, suitable for cell culture, bioreagent
NCGC00159470-02
einecs 211-368-9
nsc 20654
9040E22A-FFB5-4A57-A5DC-9F7B09E64F07
d-2-aminoisovaleric acid
h-d-val-oh
V0012
r-valine
EN300-54608
dtxcid8026064
dtxsid0046064 ,
cas-640-68-6
tox21_111694
AKOS006240045
(r)-alpha-aminoisovaleric acid
unii-y14i1443ur
y14i1443ur ,
bdbm50357216
(r)-2-amino-3-methylbutanoic acid
2-amino-3-methyl-butyric acid
valine, (-)-
valnemulin hydrochloride impurity d [ep impurity]
d-(-)-valine
AM82362
SCHEMBL43678
mfcd00064219
d-val
J-300291
AC-24061
F1905-7038
d valine
d-valine, vetec(tm) reagent grade, 98%
CS-0010218
:.d-val
Q27103152
AS-14130
BCP10545
AC7511
HY-N0717A
A847288
Z813018028

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs."( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019
)
0.51
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (3)

ClassDescription
D-alpha-amino acid zwitterionZwitterionic form of a D-alpha-amino acid having an anionic carboxy group and a protonated amino group.
valineA branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isopropyl group.
D-alpha-amino acid
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (4)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
glucocorticoid receptor [Homo sapiens]Homo sapiens (human)Potency5.35380.000214.376460.0339AID720691
lamin isoform A-delta10Homo sapiens (human)Potency19.95260.891312.067628.1838AID1487
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (40)

Processvia Protein(s)Taxonomy
positive regulation of cytokine production involved in immune responseLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
negative regulation of gene expressionLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
positive regulation of type II interferon productionLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
positive regulation of interleukin-17 productionLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
positive regulation of interleukin-4 productionLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
negative regulation of autophagyLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
response to muscle activityLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
neutral amino acid transportLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
isoleucine transportLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
L-leucine transportLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
methionine transportLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
phenylalanine transportLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
proline transportLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
tryptophan transportLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
tyrosine transportLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
valine transportLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
alanine transportLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
cellular response to glucose starvationLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
xenobiotic transportLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
response to hyperoxiaLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
positive regulation of glial cell proliferationLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
thyroid hormone transportLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
cellular response to lipopolysaccharideLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
amino acid import across plasma membraneLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
liver regenerationLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
transport across blood-brain barrierLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
L-histidine transportLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
cellular response to L-arginineLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
L-leucine import across plasma membraneLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
L-tryptophan transmembrane transportLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
negative regulation of vascular associated smooth muscle cell apoptotic processLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
positive regulation of L-leucine import across plasma membraneLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
amino acid transmembrane transportLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
monoatomic ion transportProton-coupled amino acid transporter 1Homo sapiens (human)
amino acid transportProton-coupled amino acid transporter 1Homo sapiens (human)
taurine transmembrane transportProton-coupled amino acid transporter 1Homo sapiens (human)
proline transportProton-coupled amino acid transporter 1Homo sapiens (human)
alanine transportProton-coupled amino acid transporter 1Homo sapiens (human)
amino acid import across plasma membraneProton-coupled amino acid transporter 1Homo sapiens (human)
glycine transportProton-coupled amino acid transporter 1Homo sapiens (human)
proline transmembrane transportProton-coupled amino acid transporter 1Homo sapiens (human)
proton transmembrane transportProton-coupled amino acid transporter 1Homo sapiens (human)
L-alanine transportProton-coupled amino acid transporter 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (17)

Processvia Protein(s)Taxonomy
protein bindingLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
amino acid transmembrane transporter activityLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
aromatic amino acid transmembrane transporter activityLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
neutral L-amino acid transmembrane transporter activityLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
L-leucine transmembrane transporter activityLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
L-tryptophan transmembrane transporter activityLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
antiporter activityLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
thyroid hormone transmembrane transporter activityLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
peptide antigen bindingLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
L-amino acid transmembrane transporter activityLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
amino acid:proton symporter activityProton-coupled amino acid transporter 1Homo sapiens (human)
proline:proton symporter activityProton-coupled amino acid transporter 1Homo sapiens (human)
taurine transmembrane transporter activityProton-coupled amino acid transporter 1Homo sapiens (human)
protein bindingProton-coupled amino acid transporter 1Homo sapiens (human)
amino acid transmembrane transporter activityProton-coupled amino acid transporter 1Homo sapiens (human)
alanine transmembrane transporter activityProton-coupled amino acid transporter 1Homo sapiens (human)
L-alanine transmembrane transporter activityProton-coupled amino acid transporter 1Homo sapiens (human)
L-proline transmembrane transporter activityProton-coupled amino acid transporter 1Homo sapiens (human)
glycine transmembrane transporter activityProton-coupled amino acid transporter 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (14)

Processvia Protein(s)Taxonomy
lysosomal membraneLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
cytosolLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
plasma membraneLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
basal plasma membraneLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
membraneLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
basolateral plasma membraneLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
apical plasma membraneLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
microvillus membraneLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
intracellular membrane-bounded organelleLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
extracellular exosomeLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
external side of apical plasma membraneLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
amino acid transport complexLarge neutral amino acids transporter small subunit 1Homo sapiens (human)
lysosomal membraneProton-coupled amino acid transporter 1Homo sapiens (human)
endoplasmic reticulumProton-coupled amino acid transporter 1Homo sapiens (human)
plasma membraneProton-coupled amino acid transporter 1Homo sapiens (human)
apical plasma membraneProton-coupled amino acid transporter 1Homo sapiens (human)
vacuolar membraneProton-coupled amino acid transporter 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (8)

Assay IDTitleYearJournalArticle
AID1398361Trans-stimulation of human LAT1 expressed in TREx HEK293 cells assessed as induction of [3H]-gabapentin efflux at 200 uM after 3 mins by scintillation counting analysis relative to L-phenylalanine2018Journal of medicinal chemistry, 08-23, Volume: 61, Issue:16
Reevaluating the Substrate Specificity of the L-Type Amino Acid Transporter (LAT1).
AID630741Inhibition of human PAT1-mediated L-[3H]proline uptake in human Caco2 cells after 10 mins by liquid scintillation counting2011Bioorganic & medicinal chemistry, Nov-01, Volume: 19, Issue:21
Three-dimensional quantitative structure-activity relationship analyses of substrates of the human proton-coupled amino acid transporter 1 (hPAT1).
AID1398359Cis-inhibition of human LAT1 expressed in TREx HEK293 cells at 200 uM assessed as inhibition of [3H]-gabapentin uptake preincubated for 3 mins at 37 degC followed by washing with choline buffer and measured after 3 hrs by scintillation counting analysis r2018Journal of medicinal chemistry, 08-23, Volume: 61, Issue:16
Reevaluating the Substrate Specificity of the L-Type Amino Acid Transporter (LAT1).
AID1398360Cis-inhibition of human LAT1 expressed in TREx HEK293 cells at 200 uM assessed as inhibition of [3H]-gabapentin uptake at 200 uM preincubated for 3 mins at 37 degC followed by washing with choline buffer and measured after 3 hrs by scintillation counting 2018Journal of medicinal chemistry, 08-23, Volume: 61, Issue:16
Reevaluating the Substrate Specificity of the L-Type Amino Acid Transporter (LAT1).
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID504749qHTS profiling for inhibitors of Plasmodium falciparum proliferation2011Science (New York, N.Y.), Aug-05, Volume: 333, Issue:6043
Chemical genomic profiling for antimalarial therapies, response signatures, and molecular targets.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's4 (80.00)24.3611
2020's1 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 37.31

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index37.31 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index46.54 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (37.31)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]