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Details

Stereochemistry ABSOLUTE
Molecular Formula C5H9NO4
Molecular Weight 147.1295
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLUTAMIC ACID

SMILES

C(CC(=O)O)[C@@]([H])(C(=O)O)N

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

HIDE SMILES / InChI

Description
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.

Originator

Curator's Comment:: Glutamic acid was discovered in 1866 by the German chemist Karl Heinrich Ritthausen who treated wheat gluten (for which it was named) with sulfuric acid.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Palliative
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Cycling treatment of anaerobic and aerobic incubation increases the content of gamma-aminobutyric acid in tea shoots.
2001
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
Mechanisms of neurodegeneration in amyotrophic lateral sclerosis.
2001 Dec
Effects of glial glutamate transporter inhibitors on intracellular Na+ in mouse astrocytes.
2001 Mar 2
Role of threonines in the Arabidopsis thaliana somatic embryogenesis receptor kinase 1 activation loop in phosphorylation.
2001 Nov 2
Role of GABA(B) receptor in the regulation of excitatory synaptic transmission in trigeminal motoneurons.
2002 Jul-Aug
Interaction between vanilloid and glutamate receptors in the central modulation of nociception.
2002 Mar 29
Protective effect of dopamine D2 agonists in cortical neurons via the phosphatidylinositol 3 kinase cascade.
2002 Nov 1
FLJ14813 missense mutation: a candidate for autosomal dominant thrombocytopenia on human chromosome 10.
2003
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
Effects of ammonia on high affinity glutamate uptake and glutamate transporter EAAT3 expression in cultured rat cerebellar granule cells.
2003 Jul
GABAA receptor-expressing astrocytes in the supraoptic nucleus lack glutamate uptake and receptor currents.
2003 Nov
[Assessment of energy-dependent Ca2+ transport in myocardial mitochondria in the ventricular fibrillation: potential diagnostic implication].
2003 Sep-Oct
Model-independent fluxome profiling from 2H and 13C experiments for metabolic variant discrimination.
2004
Linkage and association of the mitochondrial aspartate/glutamate carrier SLC25A12 gene with autism.
2004 Apr
Tonic and phasic alteration in amygdala 5-HT, glutamate and GABA transmission after prefrontal cortex damage in rats.
2004 Apr 16
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 Apr 23
Spatiotemporal evidence of apoptosis-mediated ischemic injury in organotypic hippocampal slice cultures.
2004 Jul
Expression of connexin36 in cone pedicles and OFF-cone bipolar cells of the mouse retina.
2004 Mar 31
Ammonia affects brain nitrogen metabolism but not hydration status in the Gulf toadfish (Opsanus beta).
2005 Aug 15
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 Oct 15
Anesthetic-induced burst suppression EEG activity requires glutamate-mediated excitatory synaptic transmission.
2005 Sep
Distribution of D2 dopamine receptor in the olfactory glomeruli of the rat olfactory bulb.
2005 Sep
Mutations in alpha-helical solvent-exposed sites of eglin c have long-range effects: evidence from molecular dynamics simulations.
2006 May 1
Nonsense-mediated mRNA decay mutation in Aspergillus nidulans.
2006 Nov
Binding and complementary expression patterns of semaphorin 3E and plexin D1 in the mature neocortices of mice and monkeys.
2006 Nov 10
Inhibition of excitatory synaptic transmission by trans-resveratrol in rat hippocampus.
2006 Sep 21
The glutamate transporter EAAT2 is transiently expressed in developing human cerebral white matter.
2007 Apr 20
Neuroprotective effects of cannabidiol in endotoxin-induced uveitis: critical role of p38 MAPK activation.
2008
Direct interaction of SNARE complex binding protein synaphin/complexin with calcium sensor synaptotagmin 1.
2008 Dec
[Epileptic seizures in critically ill patients].
2009
Receptor architecture of human cingulate cortex: evaluation of the four-region neurobiological model.
2009 Aug
Phosphono analogues of 2-oxoglutarate protect cerebellar granule neurons upon glutamate excitotoxicity.
2009 Aug
Computational structural analysis and kinetic studies of a cytosolic glutamine synthetase from Camellia sinensis (L.) O. Kuntze.
2009 Dec
Biochemical evidence for the tyrosine involvement in cationic intermediate stabilization in mouse beta-carotene 15, 15'-monooxygenase.
2009 Dec 14
Canine tumor cross-species genomics uncovers targets linked to osteosarcoma progression.
2009 Dec 23
Transcript and proteomic analysis of developing white lupin (Lupinus albus L.) roots.
2009 Jan 5
Receptors and transduction of umami taste stimuli.
2009 Jul
Activation of adenosine(1) (A(1)) receptors suppresses head shakes induced by a serotonergic hallucinogen in rats.
2009 Jun
Phenotypic and genotypic characterization of human immunodeficiency virus type 1 CRF07_BC strains circulating in the Xinjiang Province of China.
2009 May 14
A role for Melanin-Concentrating Hormone in learning and memory.
2009 Nov
Fibulin 5 forms a compact dimer in physiological solutions.
2009 Sep 18
Hippocampal mossy fiber synaptic transmission and its modulation.
2010
Synaptic localization and activity of ADAM10 regulate excitatory synapses through N-cadherin cleavage.
2010 Dec 1
Endocannabinoid signaling mediates psychomotor activation by adenosine A2A antagonists.
2010 Feb 10
1H NMR-based metabonomic assessment of probiotic effects in a colitis mouse model.
2010 Jul
Cannabinoids excite circadian clock neurons.
2010 Jul 28
Peripheral and cerebral metabolic abnormalities of the tryptophan-kynurenine pathway in a murine model of major depression.
2010 Jun 26
Human GLUD2 glutamate dehydrogenase is expressed in neural and testicular supporting cells.
2010 May 28
Gabapentin suppresses cortical spreading depression susceptibility.
2010 Sep
Patents

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
In Vitro Use Guide
To study binding of glutamate to AMPA and Kainate ion channels, [3H]APMA and [3H]kainic acid were used as a radioligands.
Name Type Language
GLUTAMIC ACID
EP   INCI   INN   MI   USAN   USP-RS   VANDF   WHO-DD  
INCI   USAN   INN  
Official Name English
L-2-AMINO-PENTANEDIOIC ACID
Common Name English
L-GLUTAMIC ACID [JAN]
Common Name English
GLUTAMIC ACID [VANDF]
Common Name English
GLUTAMIC ACID [EP MONOGRAPH]
Common Name English
GLUTAMIC ACID [USP-RS]
Common Name English
GLUTAMIC ACID [INCI]
Common Name English
L-GLUTAMIC ACID [FHFI]
Common Name English
GLUTAMIC ACID [MI]
Common Name English
LYSINE ACETATE IMPURITY B [EP]
Common Name English
NSC-143503
Code English
L-(+)-GLUTAMIC ACID
Systematic Name English
GLUTAMIDEX
Common Name English
(S)-2-AMINO-1,5-PENTANEDIOIC ACID
Systematic Name English
L-GLUTAMIC ACID
FCC   FHFI   JAN  
Systematic Name English
(S)-2-AMINOPENTANEDIOIC ACID
Systematic Name English
INS NO.620
Code English
FEMA NO. 3285
Code English
2-AMINOPENTANEDIOIC ACID
Systematic Name English
GLUTAMIC ACID [USAN]
Common Name English
E 620
Code English
GLUTAMIC ACID [WHO-DD]
Common Name English
E-620
Code English
(S)-(+)-GLUTAMIC ACID
Systematic Name English
GLUTAMIC ACID, L-
Common Name English
INS-620
Code English
L-GLUTAMIC ACID [FCC]
Common Name English
L-ALPHA-AMINOGLUTARIC ACID
Common Name English
GLUTAMIC ACID [INN]
Common Name English
Classification Tree Code System Code
JECFA EVALUATION INS-620
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
CODEX ALIMENTARIUS (GSFA) INS-620
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
EPA PESTICIDE CODE 374350
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
NCI_THESAURUS C68442
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
CFR 21 CFR 310.532
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
NCI_THESAURUS C29596
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
CFR 21 CFR 172.320
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
DSLD 2305 (Number of products:567)
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
WHO-ATC A09AB01
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
Code System Code Type Description
ChEMBL
CHEMBL575060
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY
EVMPD
SUB11991MIG
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY
HSDB
490
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY
CAS
6899-05-4
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
ALTERNATIVE
DRUG BANK
DB00142
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY
MESH
D018698
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY
JECFA MONOGRAPH
INS-620
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY
WIKIPEDIA
GLUTAMIC ACID
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY
PUBCHEM
33032
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY
MERCK INDEX
M5775
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY Merck Index
ECHA (EC/EINECS)
200-293-7
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY
DRUG CENTRAL
1310
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY
NCI_THESAURUS
C1115
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY
EVMPD
SUB35454
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY
FDA UNII
3KX376GY7L
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY
RXCUI
25916
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY RxNorm
CAS
56-86-0
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY
EPA CompTox
56-86-0
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY
USP_CATALOG
1294976
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY USP-RS
INN
66
Created by admin on Fri Jun 25 21:11:01 UTC 2021 , Edited by admin on Fri Jun 25 21:11:01 UTC 2021
PRIMARY