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 |
DescriptionCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/11724641
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 |
|---|---|---|---|
Target ID: CHEMBL2094124 |
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Target ID: CHEMBL2109241 |
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Target ID: CHEMBL2096670 |
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Target ID: CHEMBL3772 |
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 |
|---|---|---|
| Synaptic localization and activity of ADAM10 regulate excitatory synapses through N-cadherin cleavage. | 2010-12-01 |
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| Gabapentin suppresses cortical spreading depression susceptibility. | 2010-09 |
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| Cannabinoids excite circadian clock neurons. | 2010-07-28 |
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| 1H NMR-based metabonomic assessment of probiotic effects in a colitis mouse model. | 2010-07 |
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| Peripheral and cerebral metabolic abnormalities of the tryptophan-kynurenine pathway in a murine model of major depression. | 2010-06-26 |
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| Human GLUD2 glutamate dehydrogenase is expressed in neural and testicular supporting cells. | 2010-05-28 |
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| Endocannabinoid signaling mediates psychomotor activation by adenosine A2A antagonists. | 2010-02-10 |
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| Hippocampal mossy fiber synaptic transmission and its modulation. | 2010 |
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| Canine tumor cross-species genomics uncovers targets linked to osteosarcoma progression. | 2009-12-23 |
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| Biochemical evidence for the tyrosine involvement in cationic intermediate stabilization in mouse beta-carotene 15, 15'-monooxygenase. | 2009-12-14 |
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| Computational structural analysis and kinetic studies of a cytosolic glutamine synthetase from Camellia sinensis (L.) O. Kuntze. | 2009-12 |
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| A role for Melanin-Concentrating Hormone in learning and memory. | 2009-11 |
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| Fibulin 5 forms a compact dimer in physiological solutions. | 2009-09-18 |
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| Receptor architecture of human cingulate cortex: evaluation of the four-region neurobiological model. | 2009-08 |
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| Phosphono analogues of 2-oxoglutarate protect cerebellar granule neurons upon glutamate excitotoxicity. | 2009-08 |
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| Receptors and transduction of umami taste stimuli. | 2009-07 |
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| Activation of adenosine(1) (A(1)) receptors suppresses head shakes induced by a serotonergic hallucinogen in rats. | 2009-06 |
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| Phenotypic and genotypic characterization of human immunodeficiency virus type 1 CRF07_BC strains circulating in the Xinjiang Province of China. | 2009-05-14 |
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| Transcript and proteomic analysis of developing white lupin (Lupinus albus L.) roots. | 2009-01-05 |
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| [Epileptic seizures in critically ill patients]. | 2009 |
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| Direct interaction of SNARE complex binding protein synaphin/complexin with calcium sensor synaptotagmin 1. | 2008-12 |
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| Neuroprotective effects of cannabidiol in endotoxin-induced uveitis: critical role of p38 MAPK activation. | 2008 |
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| Mutations in alpha-helical solvent-exposed sites of eglin c have long-range effects: evidence from molecular dynamics simulations. | 2006-05-01 |
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| Protein S100B release from rat brain slices during and after ischemia: comparison with lactate dehydrogenase leakage. | 2005-12 |
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| Identification of an E-box motif as a transcriptional repressor element in the proximal promoter region of the GCLC gene in rat lung epithelial L2 cells. | 2005-10-15 |
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| Anesthetic-induced burst suppression EEG activity requires glutamate-mediated excitatory synaptic transmission. | 2005-09 |
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| Distribution of D2 dopamine receptor in the olfactory glomeruli of the rat olfactory bulb. | 2005-09 |
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| RNase-L regulates the stability of mitochondrial DNA-encoded mRNAs in mouse embryo fibroblasts. | 2004-12-03 |
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| Shewanella profunda sp. nov., isolated from deep marine sediment of the Nankai Trough. | 2004-11 |
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| The Era-like GTPase TrmE conditionally activates gadE and glutamate-dependent acid resistance in Escherichia coli. | 2004-11 |
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| Spatiotemporal evidence of apoptosis-mediated ischemic injury in organotypic hippocampal slice cultures. | 2004-07 |
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| The synthesis and distribution of the kinin B1 and B2 receptors are modified in the hippocampus of rats submitted to pilocarpine model of epilepsy. | 2004-04-23 |
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| Tonic and phasic alteration in amygdala 5-HT, glutamate and GABA transmission after prefrontal cortex damage in rats. | 2004-04-16 |
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| Synthesis of chlorophyll b: localization of chlorophyllide a oxygenase and discovery of a stable radical in the catalytic subunit. | 2004-04-15 |
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| Linkage and association of the mitochondrial aspartate/glutamate carrier SLC25A12 gene with autism. | 2004-04 |
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| Expression of connexin36 in cone pedicles and OFF-cone bipolar cells of the mouse retina. | 2004-03-31 |
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| Model-independent fluxome profiling from 2H and 13C experiments for metabolic variant discrimination. | 2004 |
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| GABAA receptor-expressing astrocytes in the supraoptic nucleus lack glutamate uptake and receptor currents. | 2003-11 |
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| Effects of ammonia on high affinity glutamate uptake and glutamate transporter EAAT3 expression in cultured rat cerebellar granule cells. | 2003-07 |
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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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| Protective effect of dopamine D2 agonists in cortical neurons via the phosphatidylinositol 3 kinase cascade. | 2002-11-01 |
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| Role of GABA(B) receptor in the regulation of excitatory synaptic transmission in trigeminal motoneurons. | 2002-07-30 |
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| Interaction between vanilloid and glutamate receptors in the central modulation of nociception. | 2002-03-29 |
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| Mechanisms of neurodegeneration in amyotrophic lateral sclerosis. | 2001-12 |
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| Role of threonines in the Arabidopsis thaliana somatic embryogenesis receptor kinase 1 activation loop in phosphorylation. | 2001-11-02 |
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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. | 2001-04-06 |
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| Effects of glial glutamate transporter inhibitors on intracellular Na+ in mouse astrocytes. | 2001-03-02 |
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| Cycling treatment of anaerobic and aerobic incubation increases the content of gamma-aminobutyric acid in tea shoots. | 2001 |
|
| 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 |
Sample Use Guides
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
| Substance Class |
Chemical
Created
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admin
on
Edited
Mon Mar 31 17:35:09 GMT 2025
by
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on
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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PRIMARY | |||
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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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PRIMARY | |||
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100000092069
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GLUTAMIC ACID
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PRIMARY | |||
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33032
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PRIMARY | |||
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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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PRIMARY | |||
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29972
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PRIMARY | |||
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1310
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PRIMARY | |||
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16015
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PRIMARY | |||
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C1115
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PRIMARY | |||
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SUB35454
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3KX376GY7L
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3KX376GY7L
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143503
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PRIMARY | |||
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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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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (TLC)
EP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (TLC)
EP
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ACTIVE MOIETY |
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