N-oleoylethanolamide   Click here for help

GtoPdb Ligand ID: 2661

Synonyms: N-oleoylethanolamine | NOE | OEA | oleylethanolamide
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 18
Topological polar surface area 49.33
Molecular weight 325.3
XLogP 7.27
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCCCCC=CCCCCCCCC(=O)NCCO
Isomeric SMILES CCCCCCCC/C=C\CCCCCCCC(=O)NCCO
InChI InChI=1S/C20H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h9-10,22H,2-8,11-19H2,1H3,(H,21,23)/b10-9-
InChI Key BOWVQLFMWHZBEF-KTKRTIGZSA-N
Natural/Endogenous Targets
Target
GPR119
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
GPR55 Hs Agonist Agonist 6.3 – 6.5 pEC50 - 5
pEC50 6.3 – 6.5 (EC50 5.65x10-7 – 3.15x10-7 M) [5]
GPR119 Ligand is endogenous in the given species Hs Agonist Agonist 5.4 – 6.3 pEC50 - 1,4,6
pEC50 5.4 – 6.3 [1,4,6]
Selectivity at nuclear hormone receptors
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Peroxisome proliferator-activated receptor-α Hs Agonist Agonist 6.9 pIC50 - 2-3
pIC50 6.9 [2-3]
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Ligand mentioned in the following text fields