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

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
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
Cooperative helix stabilization by complex Arg-Glu salt bridges.
2001 Aug 1
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
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
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
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
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
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
The drugs don't work-or do they? Pharmacological and transgenic studies of the contribution of NMDA and GluR-A-containing AMPA receptors to hippocampal-dependent memory.
2006 Nov
Inhibition of excitatory synaptic transmission by trans-resveratrol in rat hippocampus.
2006 Sep 21
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
Sequential emergence and clinical implications of viral mutants with K70E and K65R mutation in reverse transcriptase during prolonged tenofovir monotherapy in rhesus macaques with chronic RT-SHIV infection.
2007 Apr 6
Felbamate but not phenytoin or gabapentin reduces glutamate release by blocking presynaptic NMDA receptors in the entorhinal cortex.
2007 Dec
Alanine aminotransferase catalyses the breakdown of alanine after hypoxia in Arabidopsis thaliana.
2007 Mar
Interaction of prostate specific membrane antigen with clathrin and the adaptor protein complex-2.
2007 Nov
Longitudinal grey-matter and glutamatergic losses in first-episode schizophrenia.
2007 Oct
[Selective disturbance of associative memory reactivation by serotonin or NMDA glutamate receptor antagonists in snail].
2007 Oct
(-)-Epigallocatechin gallate induces Nrf2-mediated antioxidant enzyme expression via activation of PI3K and ERK in human mammary epithelial cells.
2008 Aug 15
Neurochemical diversity of afferent neurons that transduce sensory signals from dog ventricular myocardium.
2008 Aug 18
EndoS from Streptococcus pyogenes is hydrolyzed by the cysteine proteinase SpeB and requires glutamic acid 235 and tryptophans for IgG glycan-hydrolyzing activity.
2008 Jan 8
Receptors and transduction of umami taste stimuli.
2009 Jul
Neurotoxicity of perfluorooctane sulfonate (PFOS) in rats and mice after single oral exposure.
2009 Oct
Muscle differentiation in a colonial ascidian: organisation, gene expression and evolutionary considerations.
2009 Sep 8
Hippocampal mossy fiber synaptic transmission and its modulation.
2010
A biologically plausible model of time-scale invariant interval timing.
2010 Feb
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
Peripheral and cerebral metabolic abnormalities of the tryptophan-kynurenine pathway in a murine model of major depression.
2010 Jun 26
Entamoeba histolytica Phosphoserine aminotransferase (EhPSAT): insights into the structure-function relationship.
2010 Mar 3
Cholinergic modulation of fast inhibitory and excitatory transmission to pedunculopontine thalamic projecting neurons.
2010 May
Characterization of JG024, a pseudomonas aeruginosa PB1-like broad host range phage under simulated infection conditions.
2010 Nov 26
Metabotropic glutamate receptors 1 and 5 differentially regulate bulbar dopaminergic cell function.
2010 Oct 1
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
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 Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
CODEX ALIMENTARIUS (GSFA) INS-620
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
EPA PESTICIDE CODE 374350
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
NCI_THESAURUS C68442
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
CFR 21 CFR 310.532
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
NCI_THESAURUS C29596
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
CFR 21 CFR 172.320
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
DSLD 2305 (Number of products:567)
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
WHO-ATC A09AB01
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
FDA ORPHAN DRUG 806920
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
Code System Code Type Description
ChEMBL
CHEMBL575060
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
EVMPD
SUB11991MIG
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
HSDB
490
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
RS_ITEM_NUM
1294976
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
CAS
6899-05-4
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
ALTERNATIVE
WIKIPEDIA
Glutamate (neurotransmitter)
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
DRUG BANK
DB00142
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
MESH
D018698
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
JECFA MONOGRAPH
INS-620
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
SMS_ID
100000092069
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
WIKIPEDIA
GLUTAMIC ACID
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
PUBCHEM
33032
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
MERCK INDEX
M5775
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
200-293-7
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
CHEBI
29972
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
DRUG CENTRAL
1310
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
CHEBI
16015
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
NCI_THESAURUS
C1115
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
EVMPD
SUB35454
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
DAILYMED
3KX376GY7L
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
FDA UNII
3KX376GY7L
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
NSC
143503
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
RXCUI
25916
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY RxNorm
CAS
56-86-0
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
EPA CompTox
DTXSID5020659
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
CHEBI
18237
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY
INN
66
Created by admin on Wed Jul 05 22:32:51 UTC 2023 , Edited by admin on Wed Jul 05 22:32:51 UTC 2023
PRIMARY