GLUTAMIC ACID

US Previously Marketed

First approved in 1939

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 Search

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
Sources: https://www.drugbank.ca/drugs/DB00142
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.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Glutamate [NMDA] receptor 125 Target ID: CHEMBL2094124 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10812962	Agonist 2678
Glutamate receptor ionotropic kainate 24 Target ID: CHEMBL2109241 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2552114	Agonist 2678
Glutamate receptor ionotropic AMPA 41 Target ID: CHEMBL2096670 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10812962	Agonist 2678
Metabotropic glutamate receptor 1 25 Target ID: CHEMBL3772 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9131252	Agonist 2678

Conditions

Condition	Modality	Highest Phase	Product
Nerve damage 7 Sources: https://clinicaltrials.gov/ct2/show/study/NCT00369564	Preventing	Phase III 656	Unknown Approved Use Unknown
Delayed gastric emptying 7 Sources: https://clinicaltrials.gov/ct2/show/NCT02745028	Primary	Not Provided 504	Unknown Approved Use Unknown
Postoperative heart failure 7 Sources: https://clinicaltrials.gov/ct2/show/NCT02592824	Palliative	Phase III 656	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
3B Scientific (Wuhan) Corp	3B1-00649	http://www.3bsc.com/index/pro_info.php?id=20861
3B Scientific (Wuhan) Corp	3B3-006381	http://www.3bsc.com/index/pro_info.php?id=28289
AA Blocks	AA00375U	http://www.aablocks.com/goods/Goods/detail?id=AA00375U
AHH Chemical co.,ltd	MB-00538	http://www.ahhchemical.com/product/MB-00538.html
AHH Chemical co.,ltd	MT-53200	http://www.ahhchemical.com/product/MT-53200.html
AHH Chemical co.,ltd	NP-1151	http://www.ahhchemical.com/product/NP-1151.html
Aaron Chemicals	AR0037XM	http://www.aaronchem.com/56-86-0
Acadechem	ACDS-064276	http://www.acadechemical.com/product/138975
Achemo Scientific Limited	AC-65808	http://www.achemo.com/search/?Keyword= 56-86-0
Achemtek	0104-023615	http://www.achemtek.com/32221-81-1
Achemtek	0101-001275	http://www.achemtek.com/56-86-0
Acorn PharmaTech	ACN-033149	http://www.acornpharmatech.com/
Acros Organics	AC156210050	https://www.fishersci.com/shop/products/l-glutamic-acid-99-acros-organics-3/AC156210050
Acros Organics	AC156210010	https://www.fishersci.com/shop/products/l-glutamic-acid-99-acros-organics/AC156210010
Acros Organics	AC156211000	https://www.fishersci.com/shop/products/l-glutamic-acid-99-acros-organics/AC156211000
Acros Organics	AC156212500	https://www.fishersci.com/shop/products/l-glutamic-acid-99-acros-organics/AC156212500
Alfa Aesar	A15031	https://www.alfa.com/en/catalog/A15031/
Alfa Chemistry	AP56860-B	https://reagents.alfa-chemistry.com/product/glutamic-acid-cas-56-86-0-13278.html
Alfa Chemistry	AP55443555	https://reagents.alfa-chemistry.com/product/l-glutamic-acid-13c5-cas-55443-55-5-13057.html
Alfa Chemistry	AP56860-A	https://reagents.alfa-chemistry.com/product/l-glutamic-acid-cas-56-86-0-13277.html
Alfa Chemistry	55443-55-5	https://www.alfa-chemistry.com/cas_55443-55-5.htm
Alichem	471002734	http://www.alichem.com/en/products/56-86-0.html
Angene	AGN-PC-0OCG8B	http://www.angenechemical.com/productshow/AGN-PC-0OCG8B.html
Anward	ANW-32593	http://www.anward.com/pro_result/24887
ApexBio Technology	A6810	http://www.apexbt.com/h-glu-2-chlorotrityl-resin.html
ApexBio Technology	A7159	http://www.apexbt.com/h-glu-oh.html
Aurora Fine Chemicals LLC	A17.875.746	http://online.aurorafinechemicals.com/info?ID=A17.875.746
Avantor Inc	200006-822	https://us.vwr.com/store/product/7515705/l-glutamic-acid-99
Avantor Inc	101095-082	https://us.vwr.com/store/product/7889430/l-glutamic-acid
BLD Pharm	BD01213626	http://www.bldpharm.com/products/25513-46-6.html
BLD Pharm	BD148590	http://www.bldpharm.com/products/25513-46-6.html
BLD Pharm	BD2877	http://www.bldpharm.com/products/56-86-0.html
BenchChem	B528986	https://www.benchchem.com/product/b528986
BioSynth	J-502415	https://www.biosynth.com/en/products/all-products/products/J-502415.html
CSNpharm	CSN23429	https://www.csnpharm.com/products/l-glutamic-acid.html
Capot Chemical	8516	http://www.capotchem.com/en/8516.htm
Capot Chemical	PubChem8516	http://www.capotchem.com/en/8516.htm
Chem Scene	CS-0003473	http://www.chemscene.com/56-86-0.html
ChemBioBank	HA128	http://www.chembiobank.com/56-86-0.html
ChemFaces	CFN93108	http://www.chemfaces.com/natural/L-Glutamic-acid-CFN93108.html
ChemMol	1030766	http://www.chemmol.com/chemmol/1030766.html
ChemMol	30101197	http://www.chemmol.com/chemmol/30101197.html
ChemMol	30200583	http://www.chemmol.com/chemmol/30200583.html
ChemMol	44009021	http://www.chemmol.com/chemmol/44009021.html
ChemMol	99106912	http://www.chemmol.com/chemmol/99106912.html
Chemenu	CM119371	http://www.chemenu.com/products/CM119371
Chemspace	CSSB00016078001	https://chem-space.com/CSSB00016078001
DC Chemicals	DCG-025	http://www.dcchemicals.com//product_show-L_Glutamic_acid.html
Enamine	Z1250208666	https://www.enaminestore.com/catalog/Z1250208666
Fisher Chemical	A125100	https://www.fishersci.com/shop/products/l-glutamic-acid-powder-certified-fisher-chemical/A125100
FondChemical	FDB-1658	http://www.fondchemical.com/cpshow_cid_8_pid_846.html
Glentham Life Sciences	GM3277	http://www.glentham.com/products/product/GM3277/
Hairui	HR133402	http://www.hairuichem.com/en/product/56-86-0.html
Hairui	HR137048	http://www.hairuichem.com/en/product/6106-04-3.html
Hairui	HR131250	http://www.hairuichem.com/en/product/617-65-2.html
LGC Standards	DRE-C14034410	https://www.lgcstandards.com/US/en/p/DRE-C14034410
LGC Standards	LGCFOR1333.00	https://www.lgcstandards.com/US/en/p/LGCFOR1333.00
LGC Standards	MM1333.00	https://www.lgcstandards.com/US/en/p/MM1333.00
Lab Network	LN00196122	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00196122
Matrix Scientific	134349	https://www.matrixscientific.com/134349.html
MedChem Express	HY-14608	https://www.medchemexpress.com/_S_-Glutamic_acid.html
MuseChem	R054000	https://www.musechem.com/product/R054000.html
OChem	3402	http://www.ocheminc.com/index.php?act=psearch&pid=002G634
Oakwood	M02979	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=127783&ExtHyperLink=1
Oakwood	M03872	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=128668&ExtHyperLink=1
Oakwood	103995	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=194998&ExtHyperLink=1
Otava	22430649	https://search.otavachemicals.com/#!/search?query=22430649&type=code&base=dbb
Parchem	26237	http://www.parchem.com/chemical-supplier-distributor/L-Glutamic-Acid-016237.aspx
Renno Tech	RP17345	http://www.rennotech.com/product_show.asp?id=23245
Sigma-Aldrich	12-0880_SAJ	https://www.sigmaaldrich.com/catalog/product/saj/120880?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	09581_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/09581?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	95436_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/95436?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	49449_SIGMA	https://www.sigmaaldrich.com/catalog/product/sigma/49449?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	1294976_USP	https://www.sigmaaldrich.com/catalog/product/usp/1294976?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sinfoo Biotech	S048619	http://www.sinfoobiotech.com/product/1052017
Smolecule	S528986	http://www.smolecule.com/products/s528986
TCI (Tokyo Chemical Industry)	G0059	http://www.tcichemicals.com/eshop/en/us/commodity/G0059/index.html
THE BioTek	bt-269127	https://www.thebiotek.com/product/inhibitors/bt-269127
Tocris	218	https://www.tocris.com/products/l-glutamic-acid_0218
VladaChem	VL142517	https://www.vladachem.com/product.php?products=56-86-0
VladaChem	VL163135	https://www.vladachem.com/product.php?products=56-86-0
VladaChem	VL270876-100G	https://www.vladachem.com/product.php?products=56-86-0
VladaChem	VL282663-500G	https://www.vladachem.com/product.php?products=56-86-0
Watanabe Chemical Ind.	G00016	https://www.watanabechem.co.jp/en/search/details.php?code=G00016
Yuhao Chemical	XJ0521	http://www.chemyuhao.com/138-16-9.html
Yuhao Chemical	JZ1614	http://www.chemyuhao.com/56-86-0.html
abcr GmbH	AB116926	http://www.abcr.com/shop/en/AB116926
eNovation Chemicals	D404957	http://www.enovationchem.com/productDetails.asp?productID=D404957
eNovation Chemicals	D603395	https://www.enovationchem.com/ProductDetails.asp?ProductID=D603395
eNovation Chemicals	D663370	https://www.enovationchem.com/ProductDetails.asp?ProductID=D663370
eNovation Chemicals	Y1043684	https://www.enovationchem.com/ProductDetails.asp?ProductID=Y1043684
iChemical	EBD2293760	http://www.ichemical.com/products/25513-46-6.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs
iChemical	EBD937499	http://www.ichemical.com/products/56-86-0.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs
mcule	MCULE-7782530856	https://mcule.com/MCULE-7782530856/

PubMed

Title	Date	PubMed
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	12018775
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	11139582
Protective effect of dopamine D2 agonists in cortical neurons via the phosphatidylinositol 3 kinase cascade.	2002 Nov 1	12391586
FLJ14813 missense mutation: a candidate for autosomal dominant thrombocytopenia on human chromosome 10.	2003	12890928
Effects of ammonia on high affinity glutamate uptake and glutamate transporter EAAT3 expression in cultured rat cerebellar granule cells.	2003 Jul	12620282
Model-independent fluxome profiling from 2H and 13C experiments for metabolic variant discrimination.	2004	15575973
Tonic and phasic alteration in amygdala 5-HT, glutamate and GABA transmission after prefrontal cortex damage in rats.	2004 Apr 16	15044074
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	15047030
Spatiotemporal evidence of apoptosis-mediated ischemic injury in organotypic hippocampal slice cultures.	2004 Jul	15082229
Expression of connexin36 in cone pedicles and OFF-cone bipolar cells of the mouse retina.	2004 Mar 31	15056712
Anesthetic-induced burst suppression EEG activity requires glutamate-mediated excitatory synaptic transmission.	2005 Sep	15647528
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	16676163
Binding and complementary expression patterns of semaphorin 3E and plexin D1 in the mature neocortices of mice and monkeys.	2006 Nov 10	16977617
Inhibition of excitatory synaptic transmission by trans-resveratrol in rat hippocampus.	2006 Sep 21	16876771
Lidocaine: neurobiological targets and effects on the auditory system.	2007	17956794
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	17417971
Longitudinal grey-matter and glutamatergic losses in first-episode schizophrenia.	2007 Oct	17906243
Neuroprotective effects of cannabidiol in endotoxin-induced uveitis: critical role of p38 MAPK activation.	2008	19052649
Neurochemical diversity of afferent neurons that transduce sensory signals from dog ventricular myocardium.	2008 Aug 18	18558516
Direct interaction of SNARE complex binding protein synaphin/complexin with calcium sensor synaptotagmin 1.	2008 Dec	19132534
Systematic analysis of glutamatergic neurotransmission genes in alcohol dependence and adolescent risky drinking behavior.	2008 Jul	18606955
Receptor architecture of human cingulate cortex: evaluation of the four-region neurobiological model.	2009 Aug	19034899
Reversible phosphorylation as a molecular switch to regulate plasma membrane targeting of acylated SH4 domain proteins.	2009 Aug	19453972
Biochemical evidence for the tyrosine involvement in cationic intermediate stabilization in mouse beta-carotene 15, 15'-monooxygenase.	2009 Dec 14	20003456
Canine tumor cross-species genomics uncovers targets linked to osteosarcoma progression.	2009 Dec 23	20028558
Transcript and proteomic analysis of developing white lupin (Lupinus albus L.) roots.	2009 Jan 5	19123941
Excitatory neurotransmitters in brain regions in interictal migraine patients.	2009 Jun 30	19566960
Phenotypic and genotypic characterization of human immunodeficiency virus type 1 CRF07_BC strains circulating in the Xinjiang Province of China.	2009 May 14	19442296
An evaluation of minimal cellular functions to sustain a bacterial cell.	2009 Nov 28	19943949
Glucagon-like peptide 1/glucagon receptor dual agonism reverses obesity in mice.	2009 Oct	19602537
Neurotoxicity of perfluorooctane sulfonate (PFOS) in rats and mice after single oral exposure.	2009 Oct	19797866
Muscle differentiation in a colonial ascidian: organisation, gene expression and evolutionary considerations.	2009 Sep 8	19737381
The functional organisation of glia in the adult brain of Drosophila and other insects.	2010 Apr	20109517
A biologically plausible model of time-scale invariant interval timing.	2010 Feb	19862610
Endocannabinoid signaling mediates psychomotor activation by adenosine A2A antagonists.	2010 Feb 10	20147543
Peripheral and cerebral metabolic abnormalities of the tryptophan-kynurenine pathway in a murine model of major depression.	2010 Jun 26	20153778
Characterization of JG024, a pseudomonas aeruginosa PB1-like broad host range phage under simulated infection conditions.	2010 Nov 26	21110836
Metabotropic glutamate receptors 1 and 5 differentially regulate bulbar dopaminergic cell function.	2010 Oct 1	20692242

Patents

Sample Use Guides

In Vivo Use Guide

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 15 15:00:47 GMT 2023` Edited by `admin` on `Fri Dec 15 15:00:47 GMT 2023`
Record UNII	3KX376GY7L
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GLUTAMIC ACID

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

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