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

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 2752
Glutamate receptor ionotropic kainate 24 Target ID: CHEMBL2109241 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2552114	Agonist 2752
Glutamate receptor ionotropic AMPA 42 Target ID: CHEMBL2096670 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10812962	Agonist 2752
Metabotropic glutamate receptor 1 25 Target ID: CHEMBL3772 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9131252	Agonist 2752

Conditions

Condition	Modality	Highest Phase	Product
Nerve damage 7 Sources: https://clinicaltrials.gov/ct2/show/study/NCT00369564	Preventing	Phase III 665	Unknown Approved Use Unknown
Delayed gastric emptying 7 Sources: https://clinicaltrials.gov/ct2/show/NCT02745028	Primary	Not Provided 511	Unknown Approved Use Unknown
Postoperative heart failure 7 Sources: https://clinicaltrials.gov/ct2/show/NCT02592824	Palliative	Phase III 665	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
Aaron Chemicals	AR0037XM	http://www.aaronchem.com/56-86-0
abcr GmbH	AB116926	http://www.abcr.com/shop/en/AB116926
Acadechem	ACDS-064276	http://www.acadechemical.com/product/138975
Achemo Scientific Limited	AC-65808	http://www.achemo.com/search/?Keyword= 56-86-0
Achemtek	0101-001275	http://www.achemtek.com/56-86-0
Achemtek	0104-023615	http://www.achemtek.com/32221-81-1
Acorn PharmaTech	ACN-033149	http://www.acornpharmatech.com/
Acros Organics	AC156210010	https://www.fishersci.com/shop/products/l-glutamic-acid-99-acros-organics/AC156210010
Acros Organics	AC156210050	https://www.fishersci.com/shop/products/l-glutamic-acid-99-acros-organics-3/AC156210050
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
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
Alfa Aesar	A15031	https://www.alfa.com/en/catalog/A15031/
Alfa Chemistry	55443-55-5	https://www.alfa-chemistry.com/cas_55443-55-5.htm
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	AP56860-B	https://reagents.alfa-chemistry.com/product/glutamic-acid-cas-56-86-0-13278.html
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	101095-082	https://us.vwr.com/store/product/7889430/l-glutamic-acid
Avantor Inc	200006-822	https://us.vwr.com/store/product/7515705/l-glutamic-acid-99
BenchChem	B528986	https://www.benchchem.com/product/b528986
BioSynth	J-502415	https://www.biosynth.com/en/products/all-products/products/J-502415.html
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
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
Chemenu	CM119371	http://www.chemenu.com/products/CM119371
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
Chemspace	CSSB00016078001	https://chem-space.com/CSSB00016078001
CSNpharm	CSN23429	https://www.csnpharm.com/products/l-glutamic-acid.html
DC Chemicals	DCG-025	http://www.dcchemicals.com//product_show-L_Glutamic_acid.html
Enamine	Z1250208666	https://www.enaminestore.com/catalog/Z1250208666
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
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	HR131250	http://www.hairuichem.com/en/product/617-65-2.html
Hairui	HR133402	http://www.hairuichem.com/en/product/56-86-0.html
Hairui	HR137048	http://www.hairuichem.com/en/product/6106-04-3.html
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
Lab Network	LN00196122	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00196122
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
Matrix Scientific	134349	https://www.matrixscientific.com/134349.html
mcule	MCULE-7782530856	https://mcule.com/MCULE-7782530856/
MedChem Express	HY-14608	https://www.medchemexpress.com/_S_-Glutamic_acid.html
MuseChem	R054000	https://www.musechem.com/product/R054000.html
Oakwood	103995	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=194998&ExtHyperLink=1
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
OChem	3402	http://www.ocheminc.com/index.php?act=psearch&pid=002G634
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	09581_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/09581?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
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	1294976_USP	https://www.sigmaaldrich.com/catalog/product/usp/1294976?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	95436_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/95436?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	JZ1614	http://www.chemyuhao.com/56-86-0.html
Yuhao Chemical	XJ0521	http://www.chemyuhao.com/138-16-9.html

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
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	11553685
GABAA receptor-expressing astrocytes in the supraoptic nucleus lack glutamate uptake and receptor currents.	2003 Nov	14515326
[Assessment of energy-dependent Ca2+ transport in myocardial mitochondria in the ventricular fibrillation: potential diagnostic implication].	2003 Sep-Oct	16119099
Linkage and association of the mitochondrial aspartate/glutamate carrier SLC25A12 gene with autism.	2004 Apr	15056512
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
Ammonia affects brain nitrogen metabolism but not hydration status in the Gulf toadfish (Opsanus beta).	2005 Aug 15	15927282
Distribution of D2 dopamine receptor in the olfactory glomeruli of the rat olfactory bulb.	2005 Sep	16190891
Neuroprotective effects of cannabidiol in endotoxin-induced uveitis: critical role of p38 MAPK activation.	2008	19052649
Genetics of Meesmann corneal dystrophy: a novel mutation in the keratin 3 gene in an asymptomatic family suggests genotype-phenotype correlation.	2008 Sep 15	18806880
[Epileptic seizures in critically ill patients].	2009	19605972
Clovamide and rosmarinic acid induce neuroprotective effects in in vitro models of neuronal death.	2009 Jul	19466982
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
A role for Melanin-Concentrating Hormone in learning and memory.	2009 Nov	19576257
Glucagon-like peptide 1/glucagon receptor dual agonism reverses obesity in mice.	2009 Oct	19602537
A biologically plausible model of time-scale invariant interval timing.	2010 Feb	19862610
Effect of estrogen on mitochondrial function and intracellular stress markers in rat liver and kidney following trauma-hemorrhagic shock and prolonged hypotension.	2010 Jul-Aug	20379612
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.

Name

Type

Language

L-GLUTAMIC ACID

Preferred Name

English

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

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

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