L-glutamic acid   Click here for help

GtoPdb Ligand ID: 1369

Synonyms: L-Glu | L-glutamate | poly-L-glutamate
PDB Ligand
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View more information in the IUPHAR Pharmacology Education Project: glutamate

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 4
Topological polar surface area 100.62
Molecular weight 147.05
XLogP -3.35
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)CCC(C(=O)O)N
Isomeric SMILES OC(=O)CC[C@@H](C(=O)O)N
InChI 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 Key WHUUTDBJXJRKMK-VKHMYHEASA-N
Bioactivity Comments
Glutamate has been described as a coagonist along with glycine at NMDA receptors [4].
Natural/Endogenous Targets
Target
GluA1
GluA2
GluA3
GluA4
GluD1
GluD2
GluK1
GluK2
GluK3
GluK4
GluK5
GluN1
GluN2A
GluN2B
GluN2C
GluN2D
GluN3A
GluN3B
mGlu1 receptor
mGlu2 receptor
mGlu3 receptor
mGlu4 receptor
mGlu5 receptor
mGlu6 receptor
mGlu7 receptor
mGlu8 receptor
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
Glutamic acid decarboxylase 2
Glutamic acid decarboxylase 1
4-aminobutyrate aminotransferase
Tyrosine aminotransferase
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
Cation-chloride cotransporter 9
AGC2
Mitochondrial glutamate carrier 1
Excitatory amino acid transporter 4
AGC1
Sialin 13
Excitatory amino acid transporter 1
Excitatory amino acid transporter 3
Excitatory amino acid transporter 2
Mitochondrial glutamate carrier 2
Excitatory amino acid transporter 5
Alanine/serine/cysteine transporter 2
Vesicular glutamate transporter 1
Vesicular glutamate transporter 2
SLC26A7
Sodium-coupled neutral amino acid transporter 3 7
SLC26A9
Vesicular glutamate transporter 3
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
mGlu3 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 7.4 pKi - 9
pKi 7.4 [9]
mGlu1 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 6.4 – 6.5 pKi - 11,14
pKi 6.4 – 6.5 [11,14]
mGlu3 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 6.4 pKi - 16
pKi 6.4 [16]
mGlu2 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 5.4 – 5.9 pKi - 2,6
pKi 5.4 – 5.9 [2,6]
mGlu4 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 4.9 – 5.5 pKi - 1,8,17-18
pKi 4.9 – 5.5 [1,8,17-18]
mGlu2 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 4.9 pKi - 9
pKi 4.9 [9]
mGlu7 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 3.1 pKi - 19
pKi 3.1 [19]
mGlu3 receptor Ligand is endogenous in the given species Hs Agonist Agonist 5.3 – 5.4 pEC50 - 15
pEC50 5.3 – 5.4 [15]
mGlu5 receptor Ligand is endogenous in the given species Hs Agonist Agonist 5.0 – 5.5 pEC50 - 15
pEC50 5.0 – 5.5 [15]
mGlu8 receptor Ligand is endogenous in the given species Hs Agonist Agonist 4.9 – 5.6 pEC50 - 15
pEC50 4.9 – 5.6 [15]
mGlu6 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 5.2 pEC50 - 10
pEC50 5.2 [10]
mGlu4 receptor Ligand is endogenous in the given species Hs Agonist Agonist 4.7 – 5.5 pEC50 - 15
pEC50 4.7 – 5.5 [15]
mGlu2 receptor Ligand is endogenous in the given species Hs Agonist Agonist 4.7 – 5.4 pEC50 - 15
pEC50 4.7 – 5.4 [15]
mGlu1 receptor Ligand is endogenous in the given species Hs Agonist Agonist 4.8 – 5.0 pEC50 - 15
pEC50 4.8 – 5.0 [15]
mGlu6 receptor Ligand is endogenous in the given species Hs Agonist Agonist 4.8 pEC50 - 15
pEC50 4.8 [15]
mGlu6 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 4.4 pEC50 - 3
pEC50 4.4 [3]
mGlu7 receptor Ligand is endogenous in the given species Hs Agonist Agonist 3.0 pEC50 - 15
pEC50 3.0 [15]
mGlu5 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 6.1 pIC50 - 14
pIC50 6.1 [14]
mGlu8 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 5.0 – 5.7 pIC50 - 12,20
pIC50 5.0 – 5.7 [12,20]
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Targets where the ligand is described in the comment field
Target Comment
Ligand mentioned in the following text fields