Alternative Names: HU 310, 2-Arachidonyl glycerol ether
Chemical Name: 2-[(5Z,8Z,11Z,14Z)-Eicosatetraenyloxy]-1,3-propanediol
Biological Activity
Technical Data
Solubility
Calculators
Datasheets
References
Biological Activity
Endogenous agonist for the GPR55 and CB1 receptors (EC50 values are 10 and 37 nM respectively) that displays selectivity over CB2 receptors (Ki values are 21.2 nM and > 3mM at CB1 and CB2 respectively). Causes sedation, hypothermia, intestinal immobility and mild antinociception in vivo. Attenuates sensory neurotransmission in rat mesenteric arteries via GPR55.
Technical Data
M. Wt
364.57
Formula
C23H40O3
Storage
Desiccate at -20°C
CAS Number
222723-55-9
PubChem ID
6483057
InChI Key
CUJUUWXZAQHCNC-DOFZRALJSA-N
Smiles
CCCCCC=C/CC=C/C/C=CC/C=CCCCCOC(CO)CO
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.
Solubility Data
Solubility
Soluble in ethanol (supplied pre-dissolved in anhydrous ethanol, 5mg/ml)
Preparing Stock Solutions
The following data is based on the product molecular weight 364.57. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass
1 mg
5 mg
10 mg
1 mM
2.74 mL
13.71 mL
27.43 mL
5 mM
0.55 mL
2.74 mL
5.49 mL
10 mM
0.27 mL
1.37 mL
2.74 mL
50 mM
0.05 mL
0.27 mL
0.55 mL
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Product Datasheets
Certificate of Analysis / Product Datasheet
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References
References are publications that support the products' biological activity.
Duncanet al (2004) Noladin ether, a putative endocannabinoid, attenuates sensory neurotransmission in the rat isolated mesenteric arterial bed via a non-CB1/CB2 Gi/o linked receptor. Br.J.Pharmacol. 142 509 PMID: 15148262
Hanuset al (2001) 2-Arachidonyl glyceryl ether, an endogenous agonist of the cannabinoid CB1 receptor. Proc.Natl.Acad.Sci.U.S.A. 98 3662 PMID: 11259648
Ryberget al (2007) The orphan receptor GPR55 is a novel cannabinoid receptor. Br.J.Pharmacol. 152 1092 PMID: 17876302
Sugiuraet al (1999) Evidence that the cannabinoid CB1 receptor is a 2-arachidonoylglycerol receptor. J.Biol.Chem. 274 2794 PMID: 9915812
Suharaet al (2000) Synthesis and biological activities of 2-arachidonoylglycerol, an endogenous cannabinoid receptor ligand, and its metabolically stable ether-linked analogues. Chem.Pharm.Bull. 48 903 PMID: 10923815