Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C5H9NO4.H3N |
Molecular Weight | 164.1598 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
N.N[C@@H](CCC(O)=O)C(O)=O
InChI
InChIKey=PHKGGXPMPXXISP-DFWYDOINSA-N
InChI=1S/C5H9NO4.H3N/c6-3(5(9)10)1-2-4(7)8;/h3H,1-2,6H2,(H,7,8)(H,9,10);1H3/t3-;/m0./s1
Molecular Formula | C5H9NO4 |
Molecular Weight | 147.1293 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Molecular Formula | H3N |
Molecular Weight | 17.0305 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: https://www.drugbank.ca/drugs/DB00142Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/11724641
Sources: https://www.drugbank.ca/drugs/DB00142
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/11724641
Glutamic acid is a non-essential aminoacid used in biosynthesis of proteins. Besides being a building block of proteins, glutamic acid plays a principal role in neural activation. Glutamate is also responsible for the umami (savory) flavor of certain foods. In medicine, glutamate is used as a metabolic supplemnet in patients undergoing coronary surgery.
CNS Activity
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2094124 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10812962 |
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Target ID: CHEMBL2109241 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2552114 |
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Target ID: CHEMBL2096670 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10812962 |
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Target ID: CHEMBL3772 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9131252 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Preventing | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Palliative | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Cycling treatment of anaerobic and aerobic incubation increases the content of gamma-aminobutyric acid in tea shoots. | 2001 |
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Alterations of amino acids and monoamine metabolism in male Fmr1 knockout mice: a putative animal model of the human fragile X mental retardation syndrome. | 2001 |
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Conversion of the ion selectivity of the 5-HT(3a) receptor from cationic to anionic reveals a conserved feature of the ligand-gated ion channel superfamily. | 2001 Apr 6 |
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Mechanisms of neurodegeneration in amyotrophic lateral sclerosis. | 2001 Dec |
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Effects of glial glutamate transporter inhibitors on intracellular Na+ in mouse astrocytes. | 2001 Mar 2 |
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Role of threonines in the Arabidopsis thaliana somatic embryogenesis receptor kinase 1 activation loop in phosphorylation. | 2001 Nov 2 |
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Role of GABA(B) receptor in the regulation of excitatory synaptic transmission in trigeminal motoneurons. | 2002 Jul-Aug |
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Interaction between vanilloid and glutamate receptors in the central modulation of nociception. | 2002 Mar 29 |
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Protective effect of dopamine D2 agonists in cortical neurons via the phosphatidylinositol 3 kinase cascade. | 2002 Nov 1 |
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FLJ14813 missense mutation: a candidate for autosomal dominant thrombocytopenia on human chromosome 10. | 2003 |
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Enhancement of glutathione and g-glutamylcysteine synthetase, the rate limiting enzyme of glutathione synthesis, by chemoprotective plant-derived food and beverage components in the human hepatoma cell line HepG2. | 2003 |
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Effects of ammonia on high affinity glutamate uptake and glutamate transporter EAAT3 expression in cultured rat cerebellar granule cells. | 2003 Jul |
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GABAA receptor-expressing astrocytes in the supraoptic nucleus lack glutamate uptake and receptor currents. | 2003 Nov |
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[Assessment of energy-dependent Ca2+ transport in myocardial mitochondria in the ventricular fibrillation: potential diagnostic implication]. | 2003 Sep-Oct |
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Model-independent fluxome profiling from 2H and 13C experiments for metabolic variant discrimination. | 2004 |
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Spatiotemporal evidence of apoptosis-mediated ischemic injury in organotypic hippocampal slice cultures. | 2004 Jul |
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Expression of connexin36 in cone pedicles and OFF-cone bipolar cells of the mouse retina. | 2004 Mar 31 |
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The Era-like GTPase TrmE conditionally activates gadE and glutamate-dependent acid resistance in Escherichia coli. | 2004 Nov |
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Ammonia affects brain nitrogen metabolism but not hydration status in the Gulf toadfish (Opsanus beta). | 2005 Aug 15 |
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Anesthetic-induced burst suppression EEG activity requires glutamate-mediated excitatory synaptic transmission. | 2005 Sep |
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Mutations in alpha-helical solvent-exposed sites of eglin c have long-range effects: evidence from molecular dynamics simulations. | 2006 May 1 |
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Binding and complementary expression patterns of semaphorin 3E and plexin D1 in the mature neocortices of mice and monkeys. | 2006 Nov 10 |
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Inhibition of excitatory synaptic transmission by trans-resveratrol in rat hippocampus. | 2006 Sep 21 |
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Neuro-bioenergetic concepts in cancer prevention and treatment. | 2007 |
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The glutamate transporter EAAT2 is transiently expressed in developing human cerebral white matter. | 2007 Apr 20 |
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Felbamate but not phenytoin or gabapentin reduces glutamate release by blocking presynaptic NMDA receptors in the entorhinal cortex. | 2007 Dec |
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Alanine aminotransferase catalyses the breakdown of alanine after hypoxia in Arabidopsis thaliana. | 2007 Mar |
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Interaction of prostate specific membrane antigen with clathrin and the adaptor protein complex-2. | 2007 Nov |
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Longitudinal grey-matter and glutamatergic losses in first-episode schizophrenia. | 2007 Oct |
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[Selective disturbance of associative memory reactivation by serotonin or NMDA glutamate receptor antagonists in snail]. | 2007 Oct |
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Neuroprotective effects of cannabidiol in endotoxin-induced uveitis: critical role of p38 MAPK activation. | 2008 |
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Rapid synapse-specific regulation of hypothalamic magnocellular neurons by glucocorticoids. | 2008 |
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Direct interaction of SNARE complex binding protein synaphin/complexin with calcium sensor synaptotagmin 1. | 2008 Dec |
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EndoS from Streptococcus pyogenes is hydrolyzed by the cysteine proteinase SpeB and requires glutamic acid 235 and tryptophans for IgG glycan-hydrolyzing activity. | 2008 Jan 8 |
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Genetics of Meesmann corneal dystrophy: a novel mutation in the keratin 3 gene in an asymptomatic family suggests genotype-phenotype correlation. | 2008 Sep 15 |
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[Epileptic seizures in critically ill patients]. | 2009 |
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Receptor architecture of human cingulate cortex: evaluation of the four-region neurobiological model. | 2009 Aug |
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Phosphono analogues of 2-oxoglutarate protect cerebellar granule neurons upon glutamate excitotoxicity. | 2009 Aug |
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Computational structural analysis and kinetic studies of a cytosolic glutamine synthetase from Camellia sinensis (L.) O. Kuntze. | 2009 Dec |
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Biochemical evidence for the tyrosine involvement in cationic intermediate stabilization in mouse beta-carotene 15, 15'-monooxygenase. | 2009 Dec 14 |
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Canine tumor cross-species genomics uncovers targets linked to osteosarcoma progression. | 2009 Dec 23 |
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Transcript and proteomic analysis of developing white lupin (Lupinus albus L.) roots. | 2009 Jan 5 |
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Receptors and transduction of umami taste stimuli. | 2009 Jul |
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Phenotypic and genotypic characterization of human immunodeficiency virus type 1 CRF07_BC strains circulating in the Xinjiang Province of China. | 2009 May 14 |
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A role for Melanin-Concentrating Hormone in learning and memory. | 2009 Nov |
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Glucagon-like peptide 1/glucagon receptor dual agonism reverses obesity in mice. | 2009 Oct |
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Fibulin 5 forms a compact dimer in physiological solutions. | 2009 Sep 18 |
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Synaptic localization and activity of ADAM10 regulate excitatory synapses through N-cadherin cleavage. | 2010 Dec 1 |
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Cannabinoids excite circadian clock neurons. | 2010 Jul 28 |
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Gabapentin suppresses cortical spreading depression susceptibility. | 2010 Sep |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11724641
As a dietary supplement for taste improvement, glutamate is administered orally with food. Glutamate is administered intravenously in patients undergoing coronary artery bypass surgery.
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2552114
To study binding of glutamate to AMPA and Kainate ion channels, [3H]APMA and [3H]kainic acid were used as a radioligands.
Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:18:31 GMT 2025
by
admin
on
Mon Mar 31 19:18:31 GMT 2025
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Record UNII |
245K560GAW
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Record Status |
Validated (UNII)
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Record Version |
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JECFA EVALUATION |
INS-624
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CODEX ALIMENTARIUS (GSFA) |
INS-624
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DTXSID3047714
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7558-63-6
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245K560GAW
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25677-11-6
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NON-SPECIFIC STOICHIOMETRY | |||
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23618774
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300000054519
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231-447-1
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Related Record | Type | Details | ||
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PARENT -> SALT/SOLVATE | |||
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SOLVATE->ANHYDROUS |