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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
Cooperative helix stabilization by complex Arg-Glu salt bridges.
2001 Aug 1
Mechanisms of neurodegeneration in amyotrophic lateral sclerosis.
2001 Dec
Gene expression of NMDA receptor subunits in rat adrenals under basal and stress conditions.
2001 Dec
Calcium channels triggering transmitter release in the rat medial superior olive.
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
Block by gabapentin of the facilitation of glutamate release from rat trigeminal nucleus following activation of protein kinase C or adenylyl cyclase.
2001 Sep
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
Fetal hepatic and umbilical uptakes of glucogenic substrates during a glucagon-somatostatin infusion.
2002 Mar
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
Synthesis of chlorophyll b: localization of chlorophyllide a oxygenase and discovery of a stable radical in the catalytic subunit.
2004 Apr 15
Tonic and phasic alteration in amygdala 5-HT, glutamate and GABA transmission after prefrontal cortex damage in rats.
2004 Apr 16
RNase-L regulates the stability of mitochondrial DNA-encoded mRNAs in mouse embryo fibroblasts.
2004 Dec 3
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
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
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
Neuro-bioenergetic concepts in cancer prevention and treatment.
2007
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
Transcript and proteomic analysis of developing white lupin (Lupinus albus L.) roots.
2009 Jan 5
Clovamide and rosmarinic acid induce neuroprotective effects in in vitro models of neuronal death.
2009 Jul
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
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
An evaluation of minimal cellular functions to sustain a bacterial cell.
2009 Nov 28
The functional organisation of glia in the adult brain of Drosophila and other insects.
2010 Apr
Endocannabinoid signaling mediates psychomotor activation by adenosine A2A antagonists.
2010 Feb 10
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
Molecular and cellular mechanisms of excitotoxic neuronal death.
2010 Nov
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 Mon Mar 31 17:35:09 GMT 2025
Edited
by admin
on Mon Mar 31 17:35:09 GMT 2025
Record UNII
3KX376GY7L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
L-GLUTAMIC ACID
FCC   FHFI   JAN  
Preferred Name English
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
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
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 Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
CODEX ALIMENTARIUS (GSFA) INS-620
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
EPA PESTICIDE CODE 374350
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
NCI_THESAURUS C68442
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
CFR 21 CFR 310.532
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
NCI_THESAURUS C29596
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
CFR 21 CFR 172.320
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
DSLD 2305 (Number of products:567)
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
WHO-ATC A09AB01
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
FDA ORPHAN DRUG 806920
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
Code System Code Type Description
ChEMBL
CHEMBL575060
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
EVMPD
SUB11991MIG
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
HSDB
490
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
RS_ITEM_NUM
1294976
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
CAS
6899-05-4
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
ALTERNATIVE
WIKIPEDIA
Glutamate (neurotransmitter)
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
DRUG BANK
DB00142
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
MESH
D018698
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
SMS_ID
100000092069
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
WIKIPEDIA
GLUTAMIC ACID
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
PUBCHEM
33032
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
JECFA MONOGRAPH
1410
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
MERCK INDEX
m5775
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY Merck Index
ECHA (EC/EINECS)
200-293-7
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
CHEBI
29972
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
DRUG CENTRAL
1310
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
CHEBI
16015
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
NCI_THESAURUS
C1115
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
EVMPD
SUB35454
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
DAILYMED
3KX376GY7L
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
FDA UNII
3KX376GY7L
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
NSC
143503
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
RXCUI
25916
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY RxNorm
CAS
56-86-0
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
EPA CompTox
DTXSID5020659
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
CHEBI
18237
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
PRIMARY
INN
66
Created by admin on Mon Mar 31 17:35:09 GMT 2025 , Edited by admin on Mon Mar 31 17:35:09 GMT 2025
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