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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
Mechanisms of neurodegeneration in amyotrophic lateral sclerosis.
2001 Dec
Interaction between vanilloid and glutamate receptors in the central modulation of nociception.
2002 Mar 29
FLJ14813 missense mutation: a candidate for autosomal dominant thrombocytopenia on human chromosome 10.
2003
GABAA receptor-expressing astrocytes in the supraoptic nucleus lack glutamate uptake and receptor currents.
2003 Nov
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
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
Anesthetic-induced burst suppression EEG activity requires glutamate-mediated excitatory synaptic transmission.
2005 Sep
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
Felbamate but not phenytoin or gabapentin reduces glutamate release by blocking presynaptic NMDA receptors in the entorhinal cortex.
2007 Dec
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
Rapid synapse-specific regulation of hypothalamic magnocellular neurons by glucocorticoids.
2008
Genetics of Meesmann corneal dystrophy: a novel mutation in the keratin 3 gene in an asymptomatic family suggests genotype-phenotype correlation.
2008 Sep 15
Phosphono analogues of 2-oxoglutarate protect cerebellar granule neurons upon glutamate excitotoxicity.
2009 Aug
Computational structural analysis and kinetic studies of a cytosolic glutamine synthetase from Camellia sinensis (L.) O. Kuntze.
2009 Dec
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
Activation of adenosine(1) (A(1)) receptors suppresses head shakes induced by a serotonergic hallucinogen in rats.
2009 Jun
Phenotypic and genotypic characterization of human immunodeficiency virus type 1 CRF07_BC strains circulating in the Xinjiang Province of China.
2009 May 14
Endocannabinoid signaling mediates psychomotor activation by adenosine A2A antagonists.
2010 Feb 10
On the structure of the proton-binding site in the F(o) rotor of chloroplast ATP synthases.
2010 Jan 8
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
Molecular and cellular mechanisms of excitotoxic neuronal death.
2010 Nov
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.
Substance Class Chemical
Created
by admin
on Fri Dec 16 15:54:59 UTC 2022
Edited
by admin
on Fri Dec 16 15:54:59 UTC 2022
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
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 Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
CODEX ALIMENTARIUS (GSFA) INS-620
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
EPA PESTICIDE CODE 374350
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
NCI_THESAURUS C68442
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
CFR 21 CFR 310.532
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
NCI_THESAURUS C29596
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
CFR 21 CFR 172.320
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
DSLD 2305 (Number of products:567)
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
WHO-ATC A09AB01
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
FDA ORPHAN DRUG 806920
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
Code System Code Type Description
ChEMBL
CHEMBL575060
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
EVMPD
SUB11991MIG
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
HSDB
490
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
RS_ITEM_NUM
1294976
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
CAS
6899-05-4
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
ALTERNATIVE
WIKIPEDIA
Glutamate (neurotransmitter)
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
DRUG BANK
DB00142
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
MESH
D018698
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
JECFA MONOGRAPH
INS-620
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
WIKIPEDIA
GLUTAMIC ACID
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
PUBCHEM
33032
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
MERCK INDEX
M5775
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY Merck Index
ECHA (EC/EINECS)
200-293-7
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
CHEBI
29972
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
DRUG CENTRAL
1310
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
CHEBI
16015
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
NCI_THESAURUS
C1115
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
EVMPD
SUB35454
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
DAILYMED
3KX376GY7L
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
FDA UNII
3KX376GY7L
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
NSC
143503
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
RXCUI
25916
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY RxNorm
CAS
56-86-0
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
EPA CompTox
DTXSID5020659
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
CHEBI
18237
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
INN
66
Created by admin on Fri Dec 16 15:54:59 UTC 2022 , Edited by admin on Fri Dec 16 15:54:59 UTC 2022
PRIMARY
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