Catalog Number: 1484
Chemical Name: (9Z)-N-(2-Hydroxyethyl)-9-octadecenamide
Biological Activity
Lipid mediator and analog of anandamide (Cat. No. 1339) that is involved in peripheral regulation of feeding. Selective GPR55 agonist (EC50 values are 0.44, >30 and >30 μM at GPR55, CB1 and CB2 respectively) and PPARα agonist (EC50 = 120 nM). Induces satiety through activation of PPARα and is also a ceramidase inhibitor. Also endogenous agonist at the GPR119 receptor.
Technical Data
  • M.Wt:
    325.53
  • Formula:
    C20H39NO2
  • Purity:
    >99%
  • Storage:
    Store at +4°C
  • CAS No:
    111-58-0
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.
Background References
  1. The orphan receptor GPR55 is a novel cannabinoid receptor.
    Ryberg et al.
    Br.J.Pharmacol., 2007;152:1092
  2. An anorexic lipid mediator regulated by feeding.
    de Fonseca et al.
    Nature, 2001;414:209
  3. Oleylethanolamide regulates feeding and body weight through activation of the nuclear receptor PPAR-α.
    Fu et al.
    Nature, 2003;425:90
  4. Antinociceptive activity of the endogenous fatty acid amide, palmitylethanolamide.
    Calignano et al.
    Eur.J.Pharmacol., 2001;419:191
  5. Differential regulation of sphingomyelinase and ceramidase activities by growth factors and cytokines.
    Coroneos et al.
    J.Biol.Chem., 1995;270:23305
Citations:

The citations listed below are publications that use Tocris products. Selected citations for Oleylethanolamide include:

3 Citations: Showing 1 - 3
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  1. Oleoylethanolamide enhances β-adrenergic-mediated thermogenesis and white-to-brown adipocyte phenotype in epididymal white adipose tissue in rat.
    Authors: Suárez Et al.
    Dis Model Mech 2014;7:129
  2. Rapid non-genomic regulation of Ca2+ signals and insulin secretion by PPAR alpha ligands in mouse pancreatic islets of Langerhans.
    Authors: Ropero Et al.
    J Endocrinol 2009;200:127
  3. 'Entourage' effects of N-palmitoylethanolamide and N-oleoylethanolamide on vasorelaxation to anandamide occur through TRPV1 receptors.
    Authors: Ho Et al.
    Br J Pharmacol 2008;155:837

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