Oleylethanolamide

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Cat.No. 1484 - Oleylethanolamide | C20H39NO2 | CAS No. 111-58-0
Description: Lipid mediator, anorexic actions; also GPR55 and PPARα agonist
Chemical Name: (9Z)-N-(2-Hydroxyethyl)-9-octadecenamide
Purity: ≥99% (HPLC)
Datasheet
Citations (3)
Reviews
Literature

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
Storage Store at +4°C
Purity ≥99% (HPLC)
CAS Number 111-58-0
PubChem ID 5283454
InChI Key BOWVQLFMWHZBEF-KTKRTIGZSA-N
Smiles CCCCCCCC\C=C/CCCCCCCC(=O)NCCO

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Calignano et al (2001) Antinociceptive activity of the endogenous fatty acid amide, palmitylethanolamide. Eur.J.Pharmacol. 419 191 PMID: 11426841

Coroneos et al (1995) Differential regulation of sphingomyelinase and ceramidase activities by growth factors and cytokines. J.Biol.Chem. 270 23305 PMID: 7559485

de Fonseca et al (2001) An anorexic lipid mediator regulated by feeding. Nature 414 209 PMID: 11700558

Fu et al (2003) Oleylethanolamide regulates feeding and body weight through activation of the nuclear receptor PPAR-α. Nature 425 90 PMID: 12955147

Ryberg et al (2007) The orphan receptor GPR55 is a novel cannabinoid receptor. Br.J.Pharmacol. 152 1092 PMID: 17876302


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Keywords: Oleylethanolamide, Oleylethanolamide supplier, Lipid, mediator, anorexic, actions, GPR55, PPARα, PPARalpha, agonists, Ceramidase, inhibitors, inhibits, Endogenous, GPR119, receptor, Peroxisome, Proliferator-activating, Receptors, PPAR, Cannabinoids, Ceramidases, Other, Metabolism, 1484, Tocris Bioscience

3 Citations for Oleylethanolamide

Citations are publications that use Tocris products. Selected citations for Oleylethanolamide include:

Suárez et al (2014) Oleoylethanolamide enhances β-adrenergic-mediated thermogenesis and white-to-brown adipocyte phenotype in epididymal white adipose tissue in rat. Dis Model Mech 7 129 PMID: 24159189

Ho et al (2008) 'Entourage' effects of N-palmitoylethanolamide and N-oleoylethanolamide on vasorelaxation to anandamide occur through TRPV1 receptors. Br J Pharmacol 155 837 PMID: 18695637

Ropero et al (2009) Rapid non-genomic regulation of Ca2+ signals and insulin secretion by PPAR alpha ligands in mouse pancreatic islets of Langerhans. J Endocrinol 200 127 PMID: 19017711


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Literature in this Area

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