U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Structure of GLUTAMIC ACID

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

HIDE SMILES / InChI

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

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
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
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
Tonic and phasic alteration in amygdala 5-HT, glutamate and GABA transmission after prefrontal cortex damage in rats.
2004 Apr 16
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
The Era-like GTPase TrmE conditionally activates gadE and glutamate-dependent acid resistance in Escherichia coli.
2004 Nov
Protein S100B release from rat brain slices during and after ischemia: comparison with lactate dehydrogenase leakage.
2005 Dec
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
Mutations in alpha-helical solvent-exposed sites of eglin c have long-range effects: evidence from molecular dynamics simulations.
2006 May 1
Binding and complementary expression patterns of semaphorin 3E and plexin D1 in the mature neocortices of mice and monkeys.
2006 Nov 10
Neuroprotective effects of cannabidiol in endotoxin-induced uveitis: critical role of p38 MAPK activation.
2008
[Methods of taste sensitivity examination].
2008
Direct interaction of SNARE complex binding protein synaphin/complexin with calcium sensor synaptotagmin 1.
2008 Dec
Genetics of Meesmann corneal dystrophy: a novel mutation in the keratin 3 gene in an asymptomatic family suggests genotype-phenotype correlation.
2008 Sep 15
[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
Clovamide and rosmarinic acid induce neuroprotective effects in in vitro models of neuronal death.
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
Neurotoxicity of perfluorooctane sulfonate (PFOS) in rats and mice after single oral exposure.
2009 Oct
Fibulin 5 forms a compact dimer in physiological solutions.
2009 Sep 18
Muscle differentiation in a colonial ascidian: organisation, gene expression and evolutionary considerations.
2009 Sep 8
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
A biologically plausible model of time-scale invariant interval timing.
2010 Feb
Endocannabinoid signaling mediates psychomotor activation by adenosine A2A antagonists.
2010 Feb 10
On the structure of the proton-binding site in the F(o) rotor of chloroplast ATP synthases.
2010 Jan 8
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.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:00:47 UTC 2023
Edited
by admin
on Fri Dec 15 15:00:47 UTC 2023
Record UNII
3KX376GY7L
Record Status Validated (UNII)
Record Version
  • Download
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
L-glutamate
Common Name English
NSC-143503
Code English
L-(+)-GLUTAMIC ACID
Systematic Name English
LYSINE ACETATE IMPURITY B [EP IMPURITY]
Common Name English
GLUTAMIDEX
Common Name English
(S)-2-AMINO-1,5-PENTANEDIOIC ACID
Systematic Name English
L-GLUTAMIC ACID
FCC   FHFI   JAN  
Common Name English
Glutamic acid [WHO-DD]
Common Name English
(S)-2-AMINOPENTANEDIOIC ACID
Systematic Name English
INS NO.620
Code English
FEMA NO. 3285
Code English
ALANINE IMPURITY B [EP IMPURITY]
Common Name English
2-AMINOPENTANEDIOIC ACID
Systematic Name English
GLUTAMIC ACID [USAN]
Common Name English
E620
Code English
E-620
Code English
(S)-(+)-GLUTAMIC ACID
Common 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 Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
CODEX ALIMENTARIUS (GSFA) INS-620
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
EPA PESTICIDE CODE 374350
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
NCI_THESAURUS C68442
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
CFR 21 CFR 310.532
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
NCI_THESAURUS C29596
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
CFR 21 CFR 172.320
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
DSLD 2305 (Number of products:567)
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
WHO-ATC A09AB01
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
FDA ORPHAN DRUG 806920
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
Code System Code Type Description
ChEMBL
CHEMBL575060
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
EVMPD
SUB11991MIG
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
HSDB
490
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
RS_ITEM_NUM
1294976
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
CAS
6899-05-4
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
ALTERNATIVE
WIKIPEDIA
Glutamate (neurotransmitter)
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
DRUG BANK
DB00142
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
MESH
D018698
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
SMS_ID
100000092069
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
WIKIPEDIA
GLUTAMIC ACID
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
PUBCHEM
33032
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
JECFA MONOGRAPH
1410
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
MERCK INDEX
m5775
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
200-293-7
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
CHEBI
29972
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
DRUG CENTRAL
1310
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
CHEBI
16015
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
NCI_THESAURUS
C1115
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
EVMPD
SUB35454
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
DAILYMED
3KX376GY7L
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
FDA UNII
3KX376GY7L
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
NSC
143503
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
RXCUI
25916
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY RxNorm
CAS
56-86-0
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
EPA CompTox
DTXSID5020659
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
CHEBI
18237
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
INN
66
Created by admin on Fri Dec 15 15:00:47 UTC 2023 , Edited by admin on Fri Dec 15 15:00:47 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET -> AGONIST
The endogenous agonist
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
INHIBITOR -> TARGET
INHIBITS GLUTAMATE RELEASE
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
TRANSPORTER -> SUBSTRATE
Natural substrate transports glutamate out of cell.
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (TLC)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (TLC)
EP
Related Record Type Details
ACTIVE MOIETY