Showing metabocard for L-Glutamic acid (MMDBc0000044)

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Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:28:20 UTC
Update Date2024-09-28 02:40:34 UTC
Metabolite IDMMDBc0000044
Metabolite Identification
Common NameL-Glutamic acid
DescriptionGlutamic acid (Glu), also referred to as glutamate (the anion), is one of the 20 proteinogenic amino acids. It is not among the essential amino acids. Glutamate is a key molecule in cellular metabolism. In humans, dietary proteins are broken down by digestion into amino acids, which serves as metabolic fuel or other functional roles in the body. Glutamate is the most abundant fast excitatory neurotransmitter in the mammalian nervous system. At chemical synapses, glutamate is stored in vesicles. Nerve impulses trigger release of glutamate from the pre-synaptic cell. In the opposing post-synaptic cell, glutamate receptors, such as the NMDA receptor, bind glutamate and are activated. Because of its role in synaptic plasticity, it is believed that glutamic acid is involved in cognitive functions like learning and memory in the brain. Glutamate transporters are found in neuronal and glial membranes. They rapidly remove glutamate from the extracellular space. In brain injury or disease, they can work in reverse and excess glutamate can accumulate outside cells. This process causes calcium ions to enter cells via NMDA receptor channels, leading to neuronal damage and eventual cell death, and is called excitotoxicity. The mechanisms of cell death include: Damage to mitochondria from excessively high intracellular Ca2+. Glu/Ca2+-mediated promotion of transcription factors for pro-apoptotic genes, or downregulation of transcription factors for anti-apoptotic genes. Excitotoxicity due to glutamate occurs as part of the ischemic cascade and is associated with stroke and diseases like amyotrophic lateral sclerosis, lathyrism, and Alzheimer's disease. glutamic acid has been implicated in epileptic seizures. Microinjection of glutamic acid into neurons produces spontaneous depolarization around one second apart, and this firing pattern is similar to what is known as paroxysmal depolarizing shift in epileptic attacks. This change in the resting membrane potential at seizure foci could cause spontaneous opening of voltage activated calcium channels, leading to glutamic acid release and further depolarization (http://en.wikipedia.org/wiki/Glutamic_acid). Moreover, glutamic acid is found to be associated with N-acetylglutamate synthetase deficiency, which is an inborn error of metabolism.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fdb09901438>

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3D MOL for #<Metabolite:0x00007fdb09901438>
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3D SDF for #<Metabolite:0x00007fdb09901438>
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3D-SDF for #<Metabolite:0x00007fdb09901438>
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PDB for #<Metabolite:0x00007fdb09901438>
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3D PDB for #<Metabolite:0x00007fdb09901438>
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SMILES for #<Metabolite:0x00007fdb09901438>
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INCHI for #<Metabolite:0x00007fdb09901438>
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Synonyms
ValueSource
(S)-2-Aminopentanedioic acidChEBI
(S)-Glutamic acidChEBI
Acide glutamiqueChEBI
Acido glutamicoChEBI
Acidum glutamicumChEBI
EChEBI
GluChEBI
GlutamateChEBI
GLUTAMIC ACIDChEBI
L-GluChEBI
L-Glutaminic acidChEBI
L-GlutaminsaeureChEBI
(S)-2-AminopentanedioateGenerator
(S)-GlutamateGenerator
L-GlutaminateGenerator
L-GlutamateGenerator
(2S)-2-AminopentanedioateHMDB
(2S)-2-Aminopentanedioic acidHMDB
(S)-(+)-GlutamateHMDB
(S)-(+)-Glutamic acidHMDB
1-Amino-propane-1,3-dicarboxylateHMDB
1-Amino-propane-1,3-dicarboxylic acidHMDB
1-Aminopropane-1,3-dicarboxylateHMDB
1-Aminopropane-1,3-dicarboxylic acidHMDB
2-AminoglutarateHMDB
2-Aminoglutaric acidHMDB
2-AminopentanedioateHMDB
2-Aminopentanedioic acidHMDB
a-AminoglutarateHMDB
a-Aminoglutaric acidHMDB
a-GlutamateHMDB
a-Glutamic acidHMDB
AciglutHMDB
alpha-AminoglutarateHMDB
alpha-Aminoglutaric acidHMDB
alpha-GlutamateHMDB
alpha-Glutamic acidHMDB
AminoglutarateHMDB
Aminoglutaric acidHMDB
GltHMDB
GlusateHMDB
GlutHMDB
GlutacidHMDB
GlutamicolHMDB
GlutamidexHMDB
GlutaminateHMDB
Glutaminic acidHMDB
GlutaminolHMDB
GlutatonHMDB
L-(+)-GlutamateHMDB
L-(+)-Glutamic acidHMDB
L-a-AminoglutarateHMDB
L-a-Aminoglutaric acidHMDB
L-alpha-AminoglutarateHMDB
L-alpha-Aminoglutaric acidHMDB
D GlutamateHMDB
Glutamate, potassiumHMDB
Glutamic acid, (D)-isomerHMDB
L Glutamic acidHMDB
D-GlutamateHMDB
L GlutamateHMDB
Aluminum L glutamateHMDB
Aluminum L-glutamateHMDB
L-Glutamate, aluminumHMDB
Potassium glutamateHMDB
2-Acetamido-2-deoxy-D-glucoseHMDB
D-GlcNAcHMDB
N-Acetyl-D-glucosamineHMDB
N-AcetylchitosamineHMDB
N Acetyl D glucosamineHMDB
2 Acetamido 2 deoxy D glucoseHMDB
2 Acetamido 2 deoxyglucoseHMDB
2-Acetamido-2-deoxyglucoseHMDB
AcetylglucosamineHMDB
3alpha,7alpha,12alpha-Trihydroxy-5beta-cholan-24-oylglycineHMDB
N-[(3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxy-24-oxocholan-24-yl]glycineHMDB
N-CholoylglycineHMDB
3a,7a,12a-Trihydroxy-5b-cholan-24-oylglycineHMDB
3Α,7α,12α-trihydroxy-5β-cholan-24-oylglycineHMDB
N-[(3a,5b,7a,12a)-3,7,12-Trihydroxy-24-oxocholan-24-yl]glycineHMDB
N-[(3Α,5β,7α,12α)-3,7,12-trihydroxy-24-oxocholan-24-yl]glycineHMDB
GlycocholateHMDB
Glycine cholateHMDB
Glycocholic acid, sodium saltHMDB
CholylglycineHMDB
Glycocholate sodiumHMDB
3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanic acid-24-glycineHMDB
3alpha,7alpha,12alpha-Trihydroxy-N-(carboxymethyl)-5beta-cholan-24-amideHMDB
3Α,7α,12α-trihydroxy-5β-cholanic acid-24-glycineHMDB
3Α,7α,12α-trihydroxy-N-(carboxymethyl)-5β-cholan-24-amideHMDB
Glycoreductodehydrocholic acidHMDB
GlycylcholateHMDB
Glycylcholic acidHMDB
N-(Carboxymethyl)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-amideHMDB
N-(Carboxymethyl)-3α,7α,12α-trihydroxy-5β-cholan-24-amideHMDB
N-Choloyl-glycineHMDB
3-Hydroxy-1,3,5(10)-estratrien-17-oneHMDB
Follicular hormoneHMDB
FolliculinHMDB
OestroneHMDB
(+)-EstroneHMDB
1,3,5(10)-Estratrien-3-ol-17-oneHMDB
3-Hydroxy-17-keto-estra-1,3,5-trieneHMDB
3-Hydroxyestra-1,3,5(10)-trien-17-oneHMDB
3-Hydroxyestra-1,3,5(10)-triene-17-oneHMDB
3-Hydroxyoestra-1,3,5(10)-trien-17-oneHMDB
D1,3,5(10)-Estratrien-3-ol-17-oneHMDB
Estrone, (+-)-isomerHMDB
Hyrex brand OF estroneHMDB
Estrone, (9 beta)-isomerHMDB
EstrovarinHMDB
KestroneHMDB
WehgenHMDB
Estrone, (8 alpha)-isomerHMDB
Hauck brand OF estroneHMDB
UnigenHMDB
Vortech brand OF estroneHMDB
alpha,beta-Hydroxypropionic acidHMDB
D-GroAHMDB
R-Glyceric acidHMDB
GlycerateHMDB
(R)-GlycerateHMDB
a,b-HydroxypropionateHMDB
a,b-Hydroxypropionic acidHMDB
alpha,beta-HydroxypropionateHMDB
Α,β-hydroxypropionateHMDB
Α,β-hydroxypropionic acidHMDB
R-GlycerateHMDB
(R)-Glyceric acidHMDB
D-GlycerateHMDB
D-Glyceric acidHMDB
(2R)-2,3-Dihydroxypropanoic acidHMDB
(R)-2,3-Dihydroxypropanoic acidHMDB
D-2,3-Dihydroxypropanoic acidHMDB
1-Amino-2-hydroxyethaneHMDB
2-Amino-1-ethanolHMDB
2-Amino-ethanolHMDB
2-Aminoethan-1-olHMDB
2-Aminoethyl alcoholHMDB
2-HydroxyethylamineHMDB
AethanolaminHMDB
AminoethanolHMDB
beta-AminoethanolHMDB
beta-Aminoethyl alcoholHMDB
beta-EthanolamineHMDB
beta-HydroxyethylamineHMDB
ColamineHMDB
ETAHMDB
GlycinolHMDB
HeaHMDB
MEAHMDB
MONOETHANOLAMINEHMDB
b-AminoethanolHMDB
Β-aminoethanolHMDB
b-Aminoethyl alcoholHMDB
Β-aminoethyl alcoholHMDB
b-EthanolamineHMDB
Β-ethanolamineHMDB
b-HydroxyethylamineHMDB
Β-hydroxyethylamineHMDB
2-AminoethanolHMDB
2-EthanolamineHMDB
2-HydroxyethanamineHMDB
Envision conditioner PDD 9020HMDB
EthylolamineHMDB
H-GlycinolHMDB
MonoaethanolaminHMDB
OlamineHMDB
2 AminoethanolHMDB
(3R,4S,5R)-5-[(1R)-1-Carboxy-2,2-difluoro-1-(phosphonooxy)ethoxy]-4-hydroxy-3-(phosphonooxy)cyclohex-1-ene-1-carboxylateHMDB
(1S)-2-[(3-O-b-D-Glucopyranosyl-b-D-galactopyranosyl)oxy]-1-{[(9E)-octadec-9-enoyloxy]methyl}ethyl (10E)-nonadec-10-enoateHMDB
(1S)-2-[(3-O-b-D-Glucopyranosyl-b-D-galactopyranosyl)oxy]-1-{[(9E)-octadec-9-enoyloxy]methyl}ethyl (10E)-nonadec-10-enoic acidHMDB
(1S)-2-[(3-O-beta-D-Glucopyranosyl-beta-D-galactopyranosyl)oxy]-1-{[(9E)-octadec-9-enoyloxy]methyl}ethyl (10E)-nonadec-10-enoic acidHMDB
(1S)-2-[(3-O-Β-D-glucopyranosyl-β-D-galactopyranosyl)oxy]-1-{[(9E)-octadec-9-enoyloxy]methyl}ethyl (10E)-nonadec-10-enoateHMDB
(1S)-2-[(3-O-Β-D-glucopyranosyl-β-D-galactopyranosyl)oxy]-1-{[(9E)-octadec-9-enoyloxy]methyl}ethyl (10E)-nonadec-10-enoic acidHMDB
Molecular FormulaC5H9NO4
Average Mass147.1293
Monoisotopic Mass147.053157781
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number56-86-0
SMILESNot Available
InChI Identifier
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
InChI KeyWHUUTDBJXJRKMK-VKHMYHEASA-N