Page last updated: 2024-12-10

3,4-dicarboxyphenylglycine

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

Description

3,4-dicarboxyphenylglycine: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID16062593
CHEMBL ID143210
SCHEMBL ID8268571
MeSH IDM0287011
PubMed CID3313698
SCHEMBL ID12648583
MeSH IDM0287011

Synonyms (52)

Synonym
HMS3267L19
gtpl1407
4-[(1s)-1-amino-2-hydroxy-2-oxoethyl]phthalic acid
(s)-3,4-dicarboxylphenylglycine
(s)-3,4-dcpg
bdbm50138783
4-((s)-amino-carboxy-methyl)-phthalic acid
CHEMBL143210 ,
1,2-benzenedicarboxylic acid, 4-[(s)-aminocarboxymethyl]-
201730-11-2
ubp 1109
SCHEMBL8268571
dcpg
AKOS024456517
DTXSID60581628
J-013084
(s)-3,4-dicarboxyphenylglycine (dcpg)
Q5204539
(s)-4-(amino(carboxy)methyl)phthalic acid ,
HMS3676E16
HMS3412E16
(s)-3,4dicarboxyphenylglycine
3,4-dcpg-(s)
4-[(s)-amino(carboxy)methyl]benzene-1,2-dicarboxylic acid
hvg ,
4-[(s)-amino(carboxy)methyl]phthalic acid
1,2-benzenedicarboxylic acid, 4-(aminocarboxymethyl)-, (s)-
w3y53ja9w3 ,
3,4-dcpg, (s)-
AT33390
HY-107516
CS-0028683
4-[(s)-aminocarboxymethyl]-1,2-benzenedicarboxylic acid
HMS3267F06
4-[amino(carboxy)methyl]phthalic acid
3,4-dicarboxyphenylglycine
3,4-dcpg
(rs)-3,4-dcpg
176796-64-8
1,2-benzenedicarboxylic acid, 4-(aminocarboxymethyl)-
(rs)-3,4-dicarboxyphenylglycine
SCHEMBL12648583
AKOS024456570
DTXSID00391364
sr-01000597399
SR-01000597399-2
SR-01000597399-1
J-011231
(r,s)-3,4-dicarboxyphenylglycine
4-(amino(carboxy)methyl)phthalic acid
HMS3676K22
HMS3412K22

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" H-89, per se, did not modify glutamate release but reduced extracellular GABA value at the higher dosage used (200 microM)."( Differential roles of mGlu8 receptors in the regulation of glutamate and gamma-aminobutyric acid release at periaqueductal grey level.
de Novellis, V; Maione, S; Marabese, I; Mariani, L; Palazzo, E; Rodella, L; Rossi, F; Siniscalco, D, 2005
)
0.33
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (12)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Metabotropic glutamate receptor 8Homo sapiens (human)EC50 (µMol)0.03270.02300.97785.1000AID1455155; AID1455161; AID1573602
Metabotropic glutamate receptor 6Homo sapiens (human)EC50 (µMol)3.20000.05502.27864.9000AID1455162
Metabotropic glutamate receptor 1Rattus norvegicus (Norway rat)EC50 (µMol)32.00000.20004.494610.0000AID108502
Metabotropic glutamate receptor 2Rattus norvegicus (Norway rat)EC50 (µMol)100.00000.00061.42627.7000AID108982
Metabotropic glutamate receptor 3Rattus norvegicus (Norway rat)EC50 (µMol)100.00000.00211.89099.0000AID109176
Metabotropic glutamate receptor 4Rattus norvegicus (Norway rat)EC50 (µMol)39.20000.00902.54409.4900AID109470; AID246672; AID246695
Metabotropic glutamate receptor 5Rattus norvegicus (Norway rat)EC50 (µMol)100.00000.00151.653710.0000AID107066
Metabotropic glutamate receptor 6Rattus norvegicus (Norway rat)EC50 (µMol)3.60000.05502.40307.6000AID107245
Metabotropic glutamate receptor 7Rattus norvegicus (Norway rat)EC50 (µMol)100.00000.14600.82301.5000AID107265
Metabotropic glutamate receptor 8Rattus norvegicus (Norway rat)EC50 (µMol)0.03100.03101.18138.0000AID107406
Metabotropic glutamate receptor 7Homo sapiens (human)EC50 (µMol)30.00000.15850.66921.1800AID1455163
Metabotropic glutamate receptor 4Homo sapiens (human)EC50 (µMol)2.58000.00401.71939.8000AID1455157; AID1455160
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (19)

Processvia Protein(s)Taxonomy
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathwayMetabotropic glutamate receptor 8Homo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled glutamate receptor signaling pathwayMetabotropic glutamate receptor 8Homo sapiens (human)
visual perceptionMetabotropic glutamate receptor 8Homo sapiens (human)
G protein-coupled glutamate receptor signaling pathwayMetabotropic glutamate receptor 8Homo sapiens (human)
regulation of synaptic transmission, glutamatergicMetabotropic glutamate receptor 8Homo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled glutamate receptor signaling pathwayMetabotropic glutamate receptor 6Homo sapiens (human)
G protein-coupled glutamate receptor signaling pathwayMetabotropic glutamate receptor 6Homo sapiens (human)
chemical synaptic transmissionMetabotropic glutamate receptor 6Homo sapiens (human)
locomotory behaviorMetabotropic glutamate receptor 6Homo sapiens (human)
detection of visible lightMetabotropic glutamate receptor 6Homo sapiens (human)
detection of light stimulus involved in visual perceptionMetabotropic glutamate receptor 6Homo sapiens (human)
retina development in camera-type eyeMetabotropic glutamate receptor 6Homo sapiens (human)
positive regulation of calcium ion import across plasma membraneMetabotropic glutamate receptor 6Homo sapiens (human)
regulation of synaptic transmission, glutamatergicMetabotropic glutamate receptor 6Homo sapiens (human)
behavioral fear responseMetabotropic glutamate receptor 7Homo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled glutamate receptor signaling pathwayMetabotropic glutamate receptor 7Homo sapiens (human)
chemical synaptic transmissionMetabotropic glutamate receptor 7Homo sapiens (human)
sensory perception of soundMetabotropic glutamate receptor 7Homo sapiens (human)
negative regulation of glutamate secretionMetabotropic glutamate receptor 7Homo sapiens (human)
axon developmentMetabotropic glutamate receptor 7Homo sapiens (human)
glycosylationMetabotropic glutamate receptor 7Homo sapiens (human)
G protein-coupled glutamate receptor signaling pathwayMetabotropic glutamate receptor 7Homo sapiens (human)
regulation of synaptic transmission, glutamatergicMetabotropic glutamate receptor 7Homo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled glutamate receptor signaling pathwayMetabotropic glutamate receptor 4Homo sapiens (human)
chemical synaptic transmissionMetabotropic glutamate receptor 4Homo sapiens (human)
neurotransmitter secretionMetabotropic glutamate receptor 4Homo sapiens (human)
positive regulation of MAPK cascadeMetabotropic glutamate receptor 4Homo sapiens (human)
regulation of neuron apoptotic processMetabotropic glutamate receptor 4Homo sapiens (human)
regulation of synaptic transmission, glutamatergicMetabotropic glutamate receptor 4Homo sapiens (human)
G protein-coupled glutamate receptor signaling pathwayMetabotropic glutamate receptor 4Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (9)

Processvia Protein(s)Taxonomy
G protein-coupled receptor activityMetabotropic glutamate receptor 8Homo sapiens (human)
glutamate receptor activityMetabotropic glutamate receptor 8Homo sapiens (human)
group III metabotropic glutamate receptor activityMetabotropic glutamate receptor 8Homo sapiens (human)
G protein-coupled receptor activityMetabotropic glutamate receptor 6Homo sapiens (human)
protein bindingMetabotropic glutamate receptor 6Homo sapiens (human)
glutamate receptor activityMetabotropic glutamate receptor 6Homo sapiens (human)
protein homodimerization activityMetabotropic glutamate receptor 6Homo sapiens (human)
adenylate cyclase inhibiting G protein-coupled glutamate receptor activityMetabotropic glutamate receptor 6Homo sapiens (human)
group III metabotropic glutamate receptor activityMetabotropic glutamate receptor 7Homo sapiens (human)
glutamate receptor activityMetabotropic glutamate receptor 7Homo sapiens (human)
adenylate cyclase inhibitor activityMetabotropic glutamate receptor 7Homo sapiens (human)
protein dimerization activityMetabotropic glutamate receptor 7Homo sapiens (human)
serine bindingMetabotropic glutamate receptor 7Homo sapiens (human)
G protein-coupled receptor activityMetabotropic glutamate receptor 4Homo sapiens (human)
glutamate receptor activityMetabotropic glutamate receptor 4Homo sapiens (human)
adenylate cyclase inhibiting G protein-coupled glutamate receptor activityMetabotropic glutamate receptor 4Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (16)

Processvia Protein(s)Taxonomy
plasma membraneMetabotropic glutamate receptor 8Homo sapiens (human)
plasma membraneMetabotropic glutamate receptor 8Homo sapiens (human)
Golgi membraneMetabotropic glutamate receptor 6Homo sapiens (human)
endoplasmic reticulum membraneMetabotropic glutamate receptor 6Homo sapiens (human)
plasma membraneMetabotropic glutamate receptor 6Homo sapiens (human)
dendriteMetabotropic glutamate receptor 6Homo sapiens (human)
new growing cell tipMetabotropic glutamate receptor 6Homo sapiens (human)
synapseMetabotropic glutamate receptor 6Homo sapiens (human)
plasma membraneMetabotropic glutamate receptor 6Homo sapiens (human)
plasma membraneMetabotropic glutamate receptor 1Rattus norvegicus (Norway rat)
plasma membraneMetabotropic glutamate receptor 4Rattus norvegicus (Norway rat)
plasma membraneMetabotropic glutamate receptor 7Homo sapiens (human)
cell cortexMetabotropic glutamate receptor 7Homo sapiens (human)
membraneMetabotropic glutamate receptor 7Homo sapiens (human)
axonMetabotropic glutamate receptor 7Homo sapiens (human)
dendriteMetabotropic glutamate receptor 7Homo sapiens (human)
asymmetric synapseMetabotropic glutamate receptor 7Homo sapiens (human)
dendritic shaftMetabotropic glutamate receptor 7Homo sapiens (human)
postsynaptic membraneMetabotropic glutamate receptor 7Homo sapiens (human)
presynaptic active zoneMetabotropic glutamate receptor 7Homo sapiens (human)
receptor complexMetabotropic glutamate receptor 7Homo sapiens (human)
plasma membraneMetabotropic glutamate receptor 7Homo sapiens (human)
plasma membraneMetabotropic glutamate receptor 4Homo sapiens (human)
cytoplasmic vesicleMetabotropic glutamate receptor 4Homo sapiens (human)
presynapseMetabotropic glutamate receptor 4Homo sapiens (human)
plasma membraneMetabotropic glutamate receptor 4Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (22)

Assay IDTitleYearJournalArticle
AID246672Stimulation od [3H]phosphatidylinositol accumulation by rat Metabotropic glutamate receptor 4 co-expressed with Gqi9 protein in HEK 293 cells2005Journal of medicinal chemistry, Apr-07, Volume: 48, Issue:7
Virtual screening workflow development guided by the "receiver operating characteristic" curve approach. Application to high-throughput docking on metabotropic glutamate receptor subtype 4.
AID109470Metabotropic glutamate receptor 4 agonist activity to influence forskolin stimulated c-AMP formation in rat non neuronal cells2004Journal of medicinal chemistry, Jan-15, Volume: 47, Issue:2
(2S,1'S,2'R,3'R)-2-(2'-Carboxy-3'-hydroxymethylcyclopropyl) glycine is a highly potent group 2 and 3 metabotropic glutamate receptor agonist with oral activity.
AID107265Metabotropic glutamate receptor 7 agonist activity to influence forskolin stimulated c-AMP formation in rat non neuronal cells2004Journal of medicinal chemistry, Jan-15, Volume: 47, Issue:2
(2S,1'S,2'R,3'R)-2-(2'-Carboxy-3'-hydroxymethylcyclopropyl) glycine is a highly potent group 2 and 3 metabotropic glutamate receptor agonist with oral activity.
AID1455163Agonist activity at mGlu7 (unknown origin) expressed in HEK293 cells coexpressing chimeric Gq/i protein assessed as increase in intracellular calcium accumulation by Fluo-4 AM dye based fluorescence assay2018Journal of medicinal chemistry, 03-08, Volume: 61, Issue:5
Increased Potency and Selectivity for Group III Metabotropic Glutamate Receptor Agonists Binding at Dual sites.
AID107066Metabotropic glutamate receptor 5 agonist activity as basal [3H]- IP formation in rat2004Journal of medicinal chemistry, Jan-15, Volume: 47, Issue:2
(2S,1'S,2'R,3'R)-2-(2'-Carboxy-3'-hydroxymethylcyclopropyl) glycine is a highly potent group 2 and 3 metabotropic glutamate receptor agonist with oral activity.
AID108982Metabotropic glutamate receptor 2 agonist activity against forskolin stimulated c-AMP formation in rat non neuronal cells2004Journal of medicinal chemistry, Jan-15, Volume: 47, Issue:2
(2S,1'S,2'R,3'R)-2-(2'-Carboxy-3'-hydroxymethylcyclopropyl) glycine is a highly potent group 2 and 3 metabotropic glutamate receptor agonist with oral activity.
AID1455160Agonist activity at mGlu4 (unknown origin) expressed in HEK293 cells coexpressing chimeric Gq/i protein assessed as increase in intracellular calcium accumulation by Fluo-4 AM dye based fluorescence assay2018Journal of medicinal chemistry, 03-08, Volume: 61, Issue:5
Increased Potency and Selectivity for Group III Metabotropic Glutamate Receptor Agonists Binding at Dual sites.
AID1573602Activation of human metabotropic glutamate 8 receptor expressed in golden hamster AV12-664 cells2018Journal of medicinal chemistry, 11-21, Volume: 61, Issue:22
Structural Basis for ( S)-3,4-Dicarboxyphenylglycine (DCPG) As a Potent and Subtype Selective Agonist of the mGlu
AID107406Metabotropic glutamate receptor 8 agonist activity against forskolin stimulated c-AMP formation in rat non neuronal cells2004Journal of medicinal chemistry, Jan-15, Volume: 47, Issue:2
(2S,1'S,2'R,3'R)-2-(2'-Carboxy-3'-hydroxymethylcyclopropyl) glycine is a highly potent group 2 and 3 metabotropic glutamate receptor agonist with oral activity.
AID109176Metabotropic glutamate receptor 3 agonist activity against forskolin stimulated c-AMP formation in rat non neuronal cells2004Journal of medicinal chemistry, Jan-15, Volume: 47, Issue:2
(2S,1'S,2'R,3'R)-2-(2'-Carboxy-3'-hydroxymethylcyclopropyl) glycine is a highly potent group 2 and 3 metabotropic glutamate receptor agonist with oral activity.
AID1455162Agonist activity at mGlu6 (unknown origin) expressed in HEK293 cells coexpressing chimeric Gq/i protein assessed as increase in intracellular calcium accumulation by Fluo-4 AM dye based fluorescence assay2018Journal of medicinal chemistry, 03-08, Volume: 61, Issue:5
Increased Potency and Selectivity for Group III Metabotropic Glutamate Receptor Agonists Binding at Dual sites.
AID1455155Agonist activity at mGlu8 (unknown origin) expressed in HEK293 cells coexpressing chimeric Gq/i protein assessed as [3H]inositol phosphate accumulation after 30 mins by scintillation and luminescence counting method2018Journal of medicinal chemistry, 03-08, Volume: 61, Issue:5
Increased Potency and Selectivity for Group III Metabotropic Glutamate Receptor Agonists Binding at Dual sites.
AID1455161Agonist activity at mGlu8 (unknown origin) expressed in HEK293 cells coexpressing chimeric Gq/i protein assessed as increase in intracellular calcium accumulation by Fluo-4 AM dye based fluorescence assay2018Journal of medicinal chemistry, 03-08, Volume: 61, Issue:5
Increased Potency and Selectivity for Group III Metabotropic Glutamate Receptor Agonists Binding at Dual sites.
AID246695Stimulation of [3H]phosphatidylinositol accumulation by rat Metabotropic glutamate receptor 4 co-expressed with Gqi9 protein in HEK 293 cells; Active2005Journal of medicinal chemistry, Apr-07, Volume: 48, Issue:7
Virtual screening workflow development guided by the "receiver operating characteristic" curve approach. Application to high-throughput docking on metabotropic glutamate receptor subtype 4.
AID108502Metabotropic glutamate receptor 1 agonist activity as basal [3H]- IP formation in rat2004Journal of medicinal chemistry, Jan-15, Volume: 47, Issue:2
(2S,1'S,2'R,3'R)-2-(2'-Carboxy-3'-hydroxymethylcyclopropyl) glycine is a highly potent group 2 and 3 metabotropic glutamate receptor agonist with oral activity.
AID107245Metabotropic glutamate receptor 6 agonist activity to influence forskolin stimulated c-AMP formation in rat non neuronal cells2004Journal of medicinal chemistry, Jan-15, Volume: 47, Issue:2
(2S,1'S,2'R,3'R)-2-(2'-Carboxy-3'-hydroxymethylcyclopropyl) glycine is a highly potent group 2 and 3 metabotropic glutamate receptor agonist with oral activity.
AID1455165Selectivity ratio of EC50 for mGlu8 (unknown origin) expressed in HEK293 cells coexpressing chimeric Gq/i protein assessed as increase in intracellular calcium accumulation to EC50 for mGlu4 (unknown origin) expressed in HEK293 cells coexpressing chimeric2018Journal of medicinal chemistry, 03-08, Volume: 61, Issue:5
Increased Potency and Selectivity for Group III Metabotropic Glutamate Receptor Agonists Binding at Dual sites.
AID1455157Agonist activity at mGlu4 (unknown origin) expressed in HEK293 cells coexpressing chimeric Gq/i protein assessed as [3H]inositol phosphate accumulation after 30 mins by scintillation and luminescence counting method2018Journal of medicinal chemistry, 03-08, Volume: 61, Issue:5
Increased Potency and Selectivity for Group III Metabotropic Glutamate Receptor Agonists Binding at Dual sites.
AID1455164Selectivity ratio of EC50 for mGlu8 (unknown origin) expressed in HEK293 cells coexpressing chimeric Gq/i protein assessed as [3H]inositol phosphate accumulation to EC50 for mGlu4 (unknown origin) expressed in HEK293 cells coexpressing chimeric Gq/i prote2018Journal of medicinal chemistry, 03-08, Volume: 61, Issue:5
Increased Potency and Selectivity for Group III Metabotropic Glutamate Receptor Agonists Binding at Dual sites.
AID1346272Human mGlu6 receptor (Metabotropic glutamate receptors)2001Neuropharmacology, Mar, Volume: 40, Issue:3
(S)-3,4-DCPG, a potent and selective mGlu8a receptor agonist, activates metabotropic glutamate receptors on primary afferent terminals in the neonatal rat spinal cord.
AID1346285Human mGlu4 receptor (Metabotropic glutamate receptors)2001Neuropharmacology, Mar, Volume: 40, Issue:3
(S)-3,4-DCPG, a potent and selective mGlu8a receptor agonist, activates metabotropic glutamate receptors on primary afferent terminals in the neonatal rat spinal cord.
AID1346282Human mGlu8 receptor (Metabotropic glutamate receptors)2001Neuropharmacology, Mar, Volume: 40, Issue:3
(S)-3,4-DCPG, a potent and selective mGlu8a receptor agonist, activates metabotropic glutamate receptors on primary afferent terminals in the neonatal rat spinal cord.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (38)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (2.63)18.2507
2000's21 (55.26)29.6817
2010's15 (39.47)24.3611
2020's1 (2.63)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.31

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.31 (24.57)
Research Supply Index3.66 (2.92)
Research Growth Index5.97 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.31)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Reviews1 (2.63%)6.00%
Case Studies0 (0.00%)4.05%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Other5 (100.00%)84.16%
Other37 (97.37%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]