LTE4   Click here for help

GtoPdb Ligand ID: 3352

Synonyms: leukotriene E | leukotriene E4
Compound class: Metabolite
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 18
Topological polar surface area 146.15
Molecular weight 439.24
XLogP 3.06
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCC=CCC=CC=CC=CC(C(CCCC(=O)O)O)SCC(C(=O)O)N
Isomeric SMILES CCCCC/C=C\C/C=C\C=C\C=C\[C@H]([C@H](CCCC(=O)O)O)SC[C@@H](C(=O)O)N
InChI InChI=1S/C23H37NO5S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-21(30-18-19(24)23(28)29)20(25)15-14-17-22(26)27/h6-7,9-13,16,19-21,25H,2-5,8,14-15,17-18,24H2,1H3,(H,26,27)(H,28,29)/b7-6-,10-9-,12-11+,16-13+/t19-,20-,21+/m0/s1
InChI Key OTZRAYGBFWZKMX-FRFVZSDQSA-N
Natural/Endogenous Targets
Target
CysLT1 receptor
CysLT2 receptor
GPR17
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
Dipeptidase 1
Dipeptidase 2
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
CysLT1 receptor Ligand is endogenous in the given species Hs Agonist Partial agonist 7.1 – 7.8 pKi - 1
pKi 7.1 – 7.8 Ki against [3H]LTD4 in human lung parenchyma [1]
CysLT2 receptor Ligand is endogenous in the given species Hs Agonist Partial agonist 6.5 pKi - 1
pKi 6.5 Ki against [3H]LTC4 in human lung parenchyma [1]
GPR17 Ligand is endogenous in the given species Mm Agonist Agonist 9.5 pEC50 - 3
pEC50 9.5 (EC50 3.1x10-10 M) [3]
CysLT1 receptor Ligand is endogenous in the given species Hs Agonist Partial agonist 6.4 – 7.2 pEC50 - 4-8
pEC50 6.6 – 7.2 (EC50 2.4x10-7 – 5.8x10-8 M) Ca2+ mobilisation assay in COS-7 or HEK-293 cells [5-7]
pEC50 6.7 (EC50 2.12x10-7 M) pigment dispersion in X. laevis melanophores [4]
pEC50 6.4 (EC50 3.91x10-7 M) aequorin-based Ca2+ assay in HEK-293 cells [8]
CysLT2 receptor Ligand is endogenous in the given species Hs Agonist Partial agonist 5.6 – 7.1 pEC50 - 2,5,7-8
pEC50 6.5 – 7.1 (EC50 2.93x10-7 – 7.7x10-8 M) Ca2+ mobilization assay in HEK-293 cells [5,7]
pEC50 5.6 – 5.9 (EC50 2.3x10-6 – 1.208x10-6 M) aequorin-based Ca2+ assay in HEK-293 cells [2,8]
CysLT1 receptor Ligand is endogenous in the given species Hs Agonist Partial agonist 6.6 – 7.0 pIC50 - 4
pIC50 6.6 – 7.0 (IC50 2.74x10-7 – 1.07x10-7 M) against [3H]LTD4 in COS-7 cells [4]
CysLT2 receptor Ligand is endogenous in the given species Hs Agonist Partial agonist 5.7 – 6.2 pIC50 - 2,5,7
pIC50 6.2 – 6.2 (IC50 7x10-7 – 6.93x10-7 M) against [3H]LTD4 in COS-7 or HEK-293 cells [2,5]
pIC50 5.7 (IC50 1.89x10-6 M) against [3H]LTC4 in COS-1 cells [7]
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Ligand mentioned in the following text fields