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

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Synaptic localization and activity of ADAM10 regulate excitatory synapses through N-cadherin cleavage.
2010-12-01
Gabapentin suppresses cortical spreading depression susceptibility.
2010-09
Cannabinoids excite circadian clock neurons.
2010-07-28
1H NMR-based metabonomic assessment of probiotic effects in a colitis mouse model.
2010-07
Peripheral and cerebral metabolic abnormalities of the tryptophan-kynurenine pathway in a murine model of major depression.
2010-06-26
Human GLUD2 glutamate dehydrogenase is expressed in neural and testicular supporting cells.
2010-05-28
Endocannabinoid signaling mediates psychomotor activation by adenosine A2A antagonists.
2010-02-10
Hippocampal mossy fiber synaptic transmission and its modulation.
2010
Canine tumor cross-species genomics uncovers targets linked to osteosarcoma progression.
2009-12-23
Biochemical evidence for the tyrosine involvement in cationic intermediate stabilization in mouse beta-carotene 15, 15'-monooxygenase.
2009-12-14
Computational structural analysis and kinetic studies of a cytosolic glutamine synthetase from Camellia sinensis (L.) O. Kuntze.
2009-12
A role for Melanin-Concentrating Hormone in learning and memory.
2009-11
Fibulin 5 forms a compact dimer in physiological solutions.
2009-09-18
Receptor architecture of human cingulate cortex: evaluation of the four-region neurobiological model.
2009-08
Phosphono analogues of 2-oxoglutarate protect cerebellar granule neurons upon glutamate excitotoxicity.
2009-08
Receptors and transduction of umami taste stimuli.
2009-07
Activation of adenosine(1) (A(1)) receptors suppresses head shakes induced by a serotonergic hallucinogen in rats.
2009-06
Phenotypic and genotypic characterization of human immunodeficiency virus type 1 CRF07_BC strains circulating in the Xinjiang Province of China.
2009-05-14
Transcript and proteomic analysis of developing white lupin (Lupinus albus L.) roots.
2009-01-05
[Epileptic seizures in critically ill patients].
2009
Direct interaction of SNARE complex binding protein synaphin/complexin with calcium sensor synaptotagmin 1.
2008-12
Neuroprotective effects of cannabidiol in endotoxin-induced uveitis: critical role of p38 MAPK activation.
2008
Mutations in alpha-helical solvent-exposed sites of eglin c have long-range effects: evidence from molecular dynamics simulations.
2006-05-01
Protein S100B release from rat brain slices during and after ischemia: comparison with lactate dehydrogenase leakage.
2005-12
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.
2005-10-15
Anesthetic-induced burst suppression EEG activity requires glutamate-mediated excitatory synaptic transmission.
2005-09
Distribution of D2 dopamine receptor in the olfactory glomeruli of the rat olfactory bulb.
2005-09
RNase-L regulates the stability of mitochondrial DNA-encoded mRNAs in mouse embryo fibroblasts.
2004-12-03
Shewanella profunda sp. nov., isolated from deep marine sediment of the Nankai Trough.
2004-11
The Era-like GTPase TrmE conditionally activates gadE and glutamate-dependent acid resistance in Escherichia coli.
2004-11
Spatiotemporal evidence of apoptosis-mediated ischemic injury in organotypic hippocampal slice cultures.
2004-07
The synthesis and distribution of the kinin B1 and B2 receptors are modified in the hippocampus of rats submitted to pilocarpine model of epilepsy.
2004-04-23
Tonic and phasic alteration in amygdala 5-HT, glutamate and GABA transmission after prefrontal cortex damage in rats.
2004-04-16
Synthesis of chlorophyll b: localization of chlorophyllide a oxygenase and discovery of a stable radical in the catalytic subunit.
2004-04-15
Linkage and association of the mitochondrial aspartate/glutamate carrier SLC25A12 gene with autism.
2004-04
Expression of connexin36 in cone pedicles and OFF-cone bipolar cells of the mouse retina.
2004-03-31
Model-independent fluxome profiling from 2H and 13C experiments for metabolic variant discrimination.
2004
GABAA receptor-expressing astrocytes in the supraoptic nucleus lack glutamate uptake and receptor currents.
2003-11
Effects of ammonia on high affinity glutamate uptake and glutamate transporter EAAT3 expression in cultured rat cerebellar granule cells.
2003-07
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
Protective effect of dopamine D2 agonists in cortical neurons via the phosphatidylinositol 3 kinase cascade.
2002-11-01
Role of GABA(B) receptor in the regulation of excitatory synaptic transmission in trigeminal motoneurons.
2002-07-30
Interaction between vanilloid and glutamate receptors in the central modulation of nociception.
2002-03-29
Mechanisms of neurodegeneration in amyotrophic lateral sclerosis.
2001-12
Role of threonines in the Arabidopsis thaliana somatic embryogenesis receptor kinase 1 activation loop in phosphorylation.
2001-11-02
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.
2001-04-06
Effects of glial glutamate transporter inhibitors on intracellular Na+ in mouse astrocytes.
2001-03-02
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
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 18:20:52 GMT 2025
Edited
by admin
on Mon Mar 31 18:20:52 GMT 2025
Record UNII
M0C2SP444T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GLUTAMIC ACID HYDROCHLORIDE
HSDB   II   MART.   MI   WHO-DD  
Systematic Name English
L-GLUTAMIC ACID HYDROCHLORIDE
FCC   USP-RS  
Preferred Name English
GLUTAMIC ACID HYDROCHLORIDE [MI]
Common Name English
GLUTAMIC ACID HYDROCHLORIDE [MART.]
Common 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 Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
WHO-VATC QA09AB01
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
CFR 21 CFR 310.540
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
CFR 21 CFR 172.320
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
NCI_THESAURUS C78276
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
Code System Code Type Description
PUBCHEM
2723891
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
PRIMARY
EPA CompTox
DTXSID6047155
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
PRIMARY
MERCK INDEX
m5775
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
PRIMARY Merck Index
FDA UNII
M0C2SP444T
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
PRIMARY
RS_ITEM_NUM
1294987
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
PRIMARY
NSC
9239
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
PRIMARY
SMS_ID
100000078194
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
PRIMARY
ChEMBL
CHEMBL1255943
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
PRIMARY
RXCUI
91269
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
PRIMARY RxNorm
CAS
138-15-8
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
PRIMARY
DAILYMED
M0C2SP444T
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
PRIMARY
HSDB
138-15-8
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
PRIMARY
NCI_THESAURUS
C28515
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
PRIMARY
EVMPD
SUB13989MIG
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
PRIMARY
DRUG BANK
DBSALT002484
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
PRIMARY
ECHA (EC/EINECS)
205-315-9
Created by admin on Mon Mar 31 18:20:52 GMT 2025 , Edited by admin on Mon Mar 31 18:20:52 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY