Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C5H9NO4 |
Molecular Weight | 147.1293 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
N[C@@H](CCC(O)=O)C(O)=O
InChI
InChIKey=WHUUTDBJXJRKMK-VKHMYHEASA-N
InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/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 |
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 |
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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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Cooperative helix stabilization by complex Arg-Glu salt bridges. | 2001 Aug 1 |
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Mechanisms of neurodegeneration in amyotrophic lateral sclerosis. | 2001 Dec |
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Gene expression of NMDA receptor subunits in rat adrenals under basal and stress conditions. | 2001 Dec |
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Calcium channels triggering transmitter release in the rat medial superior olive. | 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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Block by gabapentin of the facilitation of glutamate release from rat trigeminal nucleus following activation of protein kinase C or adenylyl cyclase. | 2001 Sep |
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Distinct signal transduction pathways for GABA-induced GABA(A) receptor down-regulation and uncoupling in neuronal culture: a role for voltage-gated calcium channels. | 2001 Sep |
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Fetal hepatic and umbilical uptakes of glucogenic substrates during a glucagon-somatostatin infusion. | 2002 Mar |
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GABAA receptor-expressing astrocytes in the supraoptic nucleus lack glutamate uptake and receptor currents. | 2003 Nov |
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Model-independent fluxome profiling from 2H and 13C experiments for metabolic variant discrimination. | 2004 |
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Synthesis of chlorophyll b: localization of chlorophyllide a oxygenase and discovery of a stable radical in the catalytic subunit. | 2004 Apr 15 |
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Tonic and phasic alteration in amygdala 5-HT, glutamate and GABA transmission after prefrontal cortex damage in rats. | 2004 Apr 16 |
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RNase-L regulates the stability of mitochondrial DNA-encoded mRNAs in mouse embryo fibroblasts. | 2004 Dec 3 |
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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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Shewanella profunda sp. nov., isolated from deep marine sediment of the Nankai Trough. | 2004 Nov |
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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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Anesthetic-induced burst suppression EEG activity requires glutamate-mediated excitatory synaptic transmission. | 2005 Sep |
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Distribution of D2 dopamine receptor in the olfactory glomeruli of the rat olfactory bulb. | 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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Neuro-bioenergetic concepts in cancer prevention and treatment. | 2007 |
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Neuroprotective effects of cannabidiol in endotoxin-induced uveitis: critical role of p38 MAPK activation. | 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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[Epileptic seizures in critically ill patients]. | 2009 |
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Transcript and proteomic analysis of developing white lupin (Lupinus albus L.) roots. | 2009 Jan 5 |
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Clovamide and rosmarinic acid induce neuroprotective effects in in vitro models of neuronal death. | 2009 Jul |
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Excitatory neurotransmitters in brain regions in interictal migraine patients. | 2009 Jun 30 |
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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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Full domain closure of the ligand-binding core of the ionotropic glutamate receptor iGluR5 induced by the high affinity agonist dysiherbaine and the functional antagonist 8,9-dideoxyneodysiherbaine. | 2009 May 22 |
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An evaluation of minimal cellular functions to sustain a bacterial cell. | 2009 Nov 28 |
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The functional organisation of glia in the adult brain of Drosophila and other insects. | 2010 Apr |
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Endocannabinoid signaling mediates psychomotor activation by adenosine A2A antagonists. | 2010 Feb 10 |
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Effect of estrogen on mitochondrial function and intracellular stress markers in rat liver and kidney following trauma-hemorrhagic shock and prolonged hypotension. | 2010 Jul-Aug |
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Peripheral and cerebral metabolic abnormalities of the tryptophan-kynurenine pathway in a murine model of major depression. | 2010 Jun 26 |
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Molecular and cellular mechanisms of excitotoxic neuronal death. | 2010 Nov |
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
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Mon Mar 31 17:35:09 GMT 2025
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Record UNII |
3KX376GY7L
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Record Status |
Validated (UNII)
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Classification Tree | Code System | Code | ||
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JECFA EVALUATION |
INS-620
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CODEX ALIMENTARIUS (GSFA) |
INS-620
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EPA PESTICIDE CODE |
374350
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NCI_THESAURUS |
C68442
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CFR |
21 CFR 310.532
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NCI_THESAURUS |
C29596
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CFR |
21 CFR 172.320
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DSLD |
2305 (Number of products:567)
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WHO-ATC |
A09AB01
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FDA ORPHAN DRUG |
806920
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Code System | Code | Type | Description | ||
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CHEMBL575060
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PRIMARY | |||
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SUB11991MIG
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490
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PRIMARY | |||
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1294976
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PRIMARY | |||
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6899-05-4
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ALTERNATIVE | |||
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Glutamate (neurotransmitter)
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DB00142
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D018698
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100000092069
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GLUTAMIC ACID
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33032
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1410
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PRIMARY | |||
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m5775
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PRIMARY | Merck Index | ||
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200-293-7
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29972
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1310
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16015
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PRIMARY | |||
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C1115
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SUB35454
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3KX376GY7L
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3KX376GY7L
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143503
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25916
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PRIMARY | RxNorm | ||
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56-86-0
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DTXSID5020659
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18237
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66
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Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT | |||
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TARGET -> AGONIST |
The endogenous agonist
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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INHIBITOR -> TARGET |
INHIBITS GLUTAMATE RELEASE
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SALT/SOLVATE -> PARENT |
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT |
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SALT/SOLVATE -> PARENT |
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SALT/SOLVATE -> PARENT |
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TRANSPORTER -> SUBSTRATE |
Natural substrate transports glutamate out of cell.
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SALT/SOLVATE -> PARENT |
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT |
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT |
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Related Record | Type | Details | ||
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (TLC)
EP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (TLC)
EP
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
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