Chemical Name: (5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester
Biological Activity
Technical Data
Solubility
Calculators
Datasheets
References
Biological Activity
Endogenous cannabinoid ligand that acts as a potent agonist at GPR55 (EC50 values are 3, 519 and 618 nM at GPR55, CB1 and CB2 respectively; Ki values are 472 and 1400 nM at CB1 and CB2 respectively). Found in the brain at concentrations 1000-fold higher than that of anandamide. Effects are enhanced by combined administration with 2-palmitoylglycerol (Cat. No. 2206) in vivo.
Technical Data
M. Wt
378.55
Formula
C23H38O4
Storage
Store at -80°C
CAS Number
53847-30-6
PubChem ID
5282280
InChI Key
RCRCTBLIHCHWDZ-DOFZRALJSA-N
Smiles
O=C(OC(CO)CO)CCCC=C/CC=C/C/C=CC/C=CCCCCC
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
Solvent
Max Conc. mg/mL
Max Conc. mM
Solubility
DMSO
37.85
100
ethanol
37.85
100
Preparing Stock Solutions
The following data is based on the product molecular weight 378.55. 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
2.64 mL
13.21 mL
26.42 mL
5 mM
0.53 mL
2.64 mL
5.28 mL
10 mM
0.26 mL
1.32 mL
2.64 mL
50 mM
0.05 mL
0.26 mL
0.53 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.
Mechoulamet al (1995) Identification of an endogenous 2-monoglyceride, present in canine gut, that binds to cannabinoid receptors. Biochem.Pharmacol. 50 83 PMID: 7605349
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
Sugiuraet al (2000) Evidence that 2-arachidonoylglycerol but not N-palmitoylethanolamine or anandamide is the physiological ligand for the cannabinoid CB2 receptor. J.Biol.Chem. 275 605 PMID: 10617657