2-arachidonoylglycerol   Click here for help

GtoPdb Ligand ID: 729

Synonyms: 2-AG | 2-Ara-Gl | 2-arachidonyl-glycerol | 2AG
PDB Ligand
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 18
Topological polar surface area 66.76
Molecular weight 378.28
XLogP 7.29
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCC=CCC=CCC=CCC=CCCCC(=O)OC(CO)CO
Isomeric SMILES CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC(CO)CO
InChI InChI=1S/C23H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-22(20-24)21-25/h6-7,9-10,12-13,15-16,22,24-25H,2-5,8,11,14,17-21H2,1H3/b7-6-,10-9-,13-12-,16-15-
InChI Key RCRCTBLIHCHWDZ-DOFZRALJSA-N
Natural/Endogenous Targets
Target
CB1 receptor
CB2 receptor
GPR55
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
Monoacylglycerol lipase 2
αβ-Hydrolase 6 5
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
CB1 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 6.3 – 7.2 pKi - 1,3
pKi 6.3 – 7.2 [1,3]
CB2 receptor Ligand is endogenous in the given species Hs Agonist Partial agonist 5.8 – 6.8 pKi - 1,3
pKi 5.8 – 6.8 [1,3]
GPR55 Ligand is endogenous in the given species Hs Agonist Agonist 8.5 pEC50 - 6
pEC50 8.5 (EC50 3x10-9 M) [6]
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
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Target Comment
Ligand mentioned in the following text fields