1.0 2011-09-21 01:58:42 UTC 2015-07-21 06:59:47 UTC FDB029627 2-Arachidonyl glycerol ether 2-Arachidonyl glycerol ether (2-AG ether) has been isolated from porcine brain and its structure determined by mass spec analysis.1 2-AG ether has also been synthesized as an analog of the endogenous cannabinoid (CB), 2-AG, for structure activity testing.2 2-AG ether is a selective central cannabinoid (CB1) receptor agonist exhibiting Ki values of 21.2 nM and >3 ?M at the CB1 and peripheral cannabinoid (CB2) receptors, respectively, and displays the typical tetrad of CB activities in mice.1 It is much more chemically stable than 2-AG, with an endogenous half-life of hours rather than minutes.3 However, it is at least 10-fold less potent than 2-AG in eliciting typical CB1-mediated responses.2 2-AG ether elicits modest reductions in IOP in rabbits when administered at doses exceeding 50 ?g per eye.3 2-AG ether increases aqueous humor outflow via the CB1 receptor in the trabecular meshwork. [HMDB] (5Z,8Z,11Z,14Z)-Icosatetraenyl-2-glyceryl ether 2-(5Z,8Z,11Z,14Z-Eicosatetraenyl)-sn-glycerol 2-AG ether 2-Arachidonylglycerol 2-O-(5Z,8Z,11Z,14Z)-Eicosatetraenylglycerol 5Z,8Z,11Z,14Z-Eicosatetraen-2-glyceryl ether HU-310 Noladin Noladin ether C23H40O3 364.5619 364.297745146 2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-yloxy]propane-1,3-diol 2-arachidonyl-glycerol 222723-55-9 CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCOC(CO)CO InChI=1S/C23H40O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26-23(21-24)22-25/h6-7,9-10,12-13,15-16,23-25H,2-5,8,11,14,17-22H2,1H3/b7-6-,10-9-,13-12-,16-15- CUJUUWXZAQHCNC-DOFZRALJSA-N belongs to the class of organic compounds known as endocannabinoids. These are arachidonic acid derivatives containing either an N-acetylethanolamine(type 1) or a glycerol(types 2 and 3) moiety attached to the aliphatic tail. Endocannabinoids Organic compounds Lipids and lipid-like molecules Endocannabinoids Aliphatic acyclic compounds Dialkyl ethers Glycerol ethers Hydrocarbon derivatives Monoalkylglycerols Primary alcohols 2-arachidonylglyceryl-ether-skeleton Alcohol Aliphatic acyclic compound Dialkyl ether Ether Glycerol ether Glycerolipid Hydrocarbon derivative Monoalkylglycerol Monoradylglycerol Organic oxygen compound Organooxygen compound Primary alcohol 2-alkylglycerol Monoacylglycerols endocannabinoid monoalkylglycerol Solid logp 6.13 ALOGPS logs -5.99 ALOGPS solubility 3.75e-04 g/l ALOGPS logp 5.79 ChemAxon pka_strongest_acidic 14.3 ChemAxon pka_strongest_basic -3 ChemAxon iupac 2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-yloxy]propane-1,3-diol ChemAxon average_mass 364.5619 ChemAxon mono_mass 364.297745146 ChemAxon smiles CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCOC(CO)CO ChemAxon formula C23H40O3 ChemAxon inchi InChI=1S/C23H40O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26-23(21-24)22-25/h6-7,9-10,12-13,15-16,23-25H,2-5,8,11,14,17-22H2,1H3/b7-6-,10-9-,13-12-,16-15- ChemAxon inchikey CUJUUWXZAQHCNC-DOFZRALJSA-N ChemAxon polar_surface_area 49.69 ChemAxon refractivity 117.22 ChemAxon polarizability 45.15 ChemAxon rotatable_bond_count 18 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 23473 Specdb::CMs 40157 Specdb::CMs 168267 Specdb::MsMs 318019 Specdb::MsMs 318020 Specdb::MsMs 318021 Specdb::MsMs 364687 Specdb::MsMs 364688 Specdb::MsMs 364689 Specdb::MsMs 2785615 Specdb::MsMs 2785616 Specdb::MsMs 2785617 Specdb::MsMs 2924095 Specdb::MsMs 2924096 Specdb::MsMs 2924097 HMDB13657 345740