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 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
Cooperative helix stabilization by complex Arg-Glu salt bridges.	2001 Aug 1	11391775
Mechanisms of neurodegeneration in amyotrophic lateral sclerosis.	2001 Dec	11724913
Gene expression of NMDA receptor subunits in rat adrenals under basal and stress conditions.	2001 Dec	11785768
Calcium channels triggering transmitter release in the rat medial superior olive.	2001 Dec	11707360
Effects of glial glutamate transporter inhibitors on intracellular Na+ in mouse astrocytes.	2001 Mar 2	11222991
Role of threonines in the Arabidopsis thaliana somatic embryogenesis receptor kinase 1 activation loop in phosphorylation.	2001 Nov 2	11509554
Block by gabapentin of the facilitation of glutamate release from rat trigeminal nucleus following activation of protein kinase C or adenylyl cyclase.	2001 Sep	11564640
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
Fetal hepatic and umbilical uptakes of glucogenic substrates during a glucagon-somatostatin infusion.	2002 Mar	11832355
GABAA receptor-expressing astrocytes in the supraoptic nucleus lack glutamate uptake and receptor currents.	2003 Nov	14515326
Model-independent fluxome profiling from 2H and 13C experiments for metabolic variant discrimination.	2004	15575973
Synthesis of chlorophyll b: localization of chlorophyllide a oxygenase and discovery of a stable radical in the catalytic subunit.	2004 Apr 15	15086960
Tonic and phasic alteration in amygdala 5-HT, glutamate and GABA transmission after prefrontal cortex damage in rats.	2004 Apr 16	15044074
RNase-L regulates the stability of mitochondrial DNA-encoded mRNAs in mouse embryo fibroblasts.	2004 Dec 3	15522195
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
Shewanella profunda sp. nov., isolated from deep marine sediment of the Nankai Trough.	2004 Nov	15545415
The Era-like GTPase TrmE conditionally activates gadE and glutamate-dependent acid resistance in Escherichia coli.	2004 Nov	15522079
Anesthetic-induced burst suppression EEG activity requires glutamate-mediated excitatory synaptic transmission.	2005 Sep	15647528
Distribution of D2 dopamine receptor in the olfactory glomeruli of the rat olfactory bulb.	2005 Sep	16190891
Mutations in alpha-helical solvent-exposed sites of eglin c have long-range effects: evidence from molecular dynamics simulations.	2006 May 1	16342264
Neuro-bioenergetic concepts in cancer prevention and treatment.	2007	17069985
Neuroprotective effects of cannabidiol in endotoxin-induced uveitis: critical role of p38 MAPK activation.	2008	19052649
Direct interaction of SNARE complex binding protein synaphin/complexin with calcium sensor synaptotagmin 1.	2008 Dec	19132534
[Epileptic seizures in critically ill patients].	2009	19605972
Transcript and proteomic analysis of developing white lupin (Lupinus albus L.) roots.	2009 Jan 5	19123941
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
Full domain closure of the ligand-binding core of the ionotropic glutamate receptor iGluR5 induced by the high affinity agonist dysiherbaine and the functional antagonist 8,9-dideoxyneodysiherbaine.	2009 May 22	19297335
An evaluation of minimal cellular functions to sustain a bacterial cell.	2009 Nov 28	19943949
The functional organisation of glia in the adult brain of Drosophila and other insects.	2010 Apr	20109517
Endocannabinoid signaling mediates psychomotor activation by adenosine A2A antagonists.	2010 Feb 10	20147543
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
Peripheral and cerebral metabolic abnormalities of the tryptophan-kynurenine pathway in a murine model of major depression.	2010 Jun 26	20153778
Molecular and cellular mechanisms of excitotoxic neuronal death.	2010 Nov	20213199

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 `Mon Mar 31 17:35:09 GMT 2025` Edited by `admin` on `Mon Mar 31 17:35:09 GMT 2025`
Record UNII	3KX376GY7L
Record Status	`Validated (UNII)`
Record Version

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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