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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

Molecular Formula C5H9NO4
Molecular Weight 147.1295
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
Mechanisms of neurodegeneration in amyotrophic lateral sclerosis.
2001 Dec
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
Fetal hepatic and umbilical uptakes of glucogenic substrates during a glucagon-somatostatin infusion.
2002 Mar
FLJ14813 missense mutation: a candidate for autosomal dominant thrombocytopenia on human chromosome 10.
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
Model-independent fluxome profiling from 2H and 13C experiments for metabolic variant discrimination.
2004
Cellular and molecular mechanisms in environmental and occupational inhalation toxicology.
2004
Synthesis of chlorophyll b: localization of chlorophyllide a oxygenase and discovery of a stable radical in the catalytic subunit.
2004 Apr 15
RNase-L regulates the stability of mitochondrial DNA-encoded mRNAs in mouse embryo fibroblasts.
2004 Dec 3
Expression of connexin36 in cone pedicles and OFF-cone bipolar cells of the mouse retina.
2004 Mar 31
Shewanella profunda sp. nov., isolated from deep marine sediment of the Nankai Trough.
2004 Nov
The Era-like GTPase TrmE conditionally activates gadE and glutamate-dependent acid resistance in Escherichia coli.
2004 Nov
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
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
Neuro-bioenergetic concepts in cancer prevention and treatment.
2007
Lidocaine: neurobiological targets and effects on the auditory system.
2007
The glutamate transporter EAAT2 is transiently expressed in developing human cerebral white matter.
2007 Apr 20
Comprehensive gene expression analysis in bipolar disorder.
2007 Dec
[Selective disturbance of associative memory reactivation by serotonin or NMDA glutamate receptor antagonists in snail].
2007 Oct
Rapid synapse-specific regulation of hypothalamic magnocellular neurons by glucocorticoids.
2008
(-)-Epigallocatechin gallate induces Nrf2-mediated antioxidant enzyme expression via activation of PI3K and ERK in human mammary epithelial cells.
2008 Aug 15
Calculation of the isoelectric point of tryptic peptides in the pH 3.5-4.5 range based on adjacent amino acid effects.
2008 Jul
Genetics of Meesmann corneal dystrophy: a novel mutation in the keratin 3 gene in an asymptomatic family suggests genotype-phenotype correlation.
2008 Sep 15
Receptor architecture of human cingulate cortex: evaluation of the four-region neurobiological model.
2009 Aug
Computational structural analysis and kinetic studies of a cytosolic glutamine synthetase from Camellia sinensis (L.) O. Kuntze.
2009 Dec
Transcript and proteomic analysis of developing white lupin (Lupinus albus L.) roots.
2009 Jan 5
Excitatory neurotransmitters in brain regions in interictal migraine patients.
2009 Jun 30
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
An evaluation of minimal cellular functions to sustain a bacterial cell.
2009 Nov 28
Glucagon-like peptide 1/glucagon receptor dual agonism reverses obesity in mice.
2009 Oct
Association and expression studies of glutamate-cysteine ligase modifier (GCLM) and schizophrenia in the Chinese Han population.
2009 Oct
Hippocampal mossy fiber synaptic transmission and its modulation.
2010
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
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 Jun 25 21:11:01 UTC 2021
Edited
by admin
on Fri Jun 25 21:11:01 UTC 2021
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
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
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SALT/SOLVATE -> PARENT
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
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
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ACTIVE MOIETY