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

Details

Stereochemistry ABSOLUTE
Molecular Formula C5H9NO4.ClH
Molecular Weight 183.59
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLUTAMIC ACID HYDROCHLORIDE

SMILES

Cl.N[C@@H](CCC(O)=O)C(O)=O

InChI

InChIKey=RPAJSBKBKSSMLJ-DFWYDOINSA-N
InChI=1S/C5H9NO4.ClH/c6-3(5(9)10)1-2-4(7)8;/h3H,1-2,6H2,(H,7,8)(H,9,10);1H/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
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
Gene expression of NMDA receptor subunits in rat adrenals under basal and stress conditions.
2001 Dec
Effects of glial glutamate transporter inhibitors on intracellular Na+ in mouse astrocytes.
2001 Mar 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
Role of GABA(B) receptor in the regulation of excitatory synaptic transmission in trigeminal motoneurons.
2002 Jul-Aug
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
Effects of ammonia on high affinity glutamate uptake and glutamate transporter EAAT3 expression in cultured rat cerebellar granule cells.
2003 Jul
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
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
Spatiotemporal evidence of apoptosis-mediated ischemic injury in organotypic hippocampal slice cultures.
2004 Jul
Protein S100B release from rat brain slices during and after ischemia: comparison with lactate dehydrogenase leakage.
2005 Dec
Distribution of D2 dopamine receptor in the olfactory glomeruli of the rat olfactory bulb.
2005 Sep
Nonsense-mediated mRNA decay mutation in Aspergillus nidulans.
2006 Nov
Neuro-bioenergetic concepts in cancer prevention and treatment.
2007
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
Alanine aminotransferase catalyses the breakdown of alanine after hypoxia in Arabidopsis thaliana.
2007 Mar
Longitudinal grey-matter and glutamatergic losses in first-episode schizophrenia.
2007 Oct
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
Systematic analysis of glutamatergic neurotransmission genes in alcohol dependence and adolescent risky drinking behavior.
2008 Jul
Calculation of the isoelectric point of tryptic peptides in the pH 3.5-4.5 range based on adjacent amino acid effects.
2008 Jul
Receptor architecture of human cingulate cortex: evaluation of the four-region neurobiological model.
2009 Aug
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
A role for Melanin-Concentrating Hormone in learning and memory.
2009 Nov
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
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
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
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
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
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 HYDROCHLORIDE
HSDB   II   MART.   MI   WHO-DD  
Systematic Name English
GLUTAMIC ACID HYDROCHLORIDE [MI]
Common Name English
GLUTAMIC ACID HYDROCHLORIDE [MART.]
Common Name English
L-GLUTAMIC ACID HYDROCHLORIDE
FCC   USP-RS  
Systematic Name English
L-GLUTAMIC ACID HYDROCHLORIDE [USP-RS]
Common Name English
GLUTAMIC ACID HYDROCHLORIDE [HSDB]
Common Name English
Glutamic acid hydrochloride [WHO-DD]
Common Name English
GLUTAMIC ACID HYDROCHLORIDE [II]
Common Name English
NSC-9239
Code English
GLUTAMIC ACID HCL
Common Name English
L-GLUTAMIC ACID HYDROCHLORIDE [FCC]
Common Name English
Classification Tree Code System Code
WHO-ATC A09AB01
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
WHO-VATC QA09AB01
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
CFR 21 CFR 310.540
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
CFR 21 CFR 172.320
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
NCI_THESAURUS C78276
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
Code System Code Type Description
PUBCHEM
2723891
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
PRIMARY
EPA CompTox
DTXSID6047155
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
PRIMARY
MERCK INDEX
m5775
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
PRIMARY Merck Index
FDA UNII
M0C2SP444T
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
PRIMARY
RS_ITEM_NUM
1294987
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
PRIMARY
NSC
9239
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
PRIMARY
SMS_ID
100000078194
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
PRIMARY
ChEMBL
CHEMBL1255943
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
PRIMARY
RXCUI
91269
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
PRIMARY RxNorm
CAS
138-15-8
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
PRIMARY
DAILYMED
M0C2SP444T
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
PRIMARY
HSDB
138-15-8
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
PRIMARY
NCI_THESAURUS
C28515
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
PRIMARY
EVMPD
SUB13989MIG
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
PRIMARY
DRUG BANK
DBSALT002484
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
PRIMARY
ECHA (EC/EINECS)
205-315-9
Created by admin on Fri Dec 15 16:10:28 GMT 2023 , Edited by admin on Fri Dec 15 16:10:28 GMT 2023
PRIMARY