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Submit ReviewOleylethanolamide
Description: Lipid mediator, anorexic actions; also GPR55 and PPARα agonist
Chemical Name: (9Z)-N-(2-Hydroxyethyl)-9-octadecenamide
Purity: ≥99% (HPLC)
Biological Activity for Oleylethanolamide
Oleylethanolamide is a 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 for Oleylethanolamide
| 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 for Oleylethanolamide
References for Oleylethanolamide
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
If you know of a relevant reference for Oleylethanolamide, please let us know.
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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
4 Citations for Oleylethanolamide
Citations are publications that use Tocris products. Selected citations for Oleylethanolamide include:
Silva-Peña et al (2019) Oleoylethanolamide Modulates BDNF-ERK Signaling and Neurogenesis in the Hippocampi of Rats Exposed to δ9-THC and Ethanol Binge Drinking During Adolescence. Front Mol Neurosci 12 96 PMID: 31068789
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
Ropero et al (2009) Rapid non-genomic regulation of Ca2+ signals and Ins secretion by PPAR alpha ligands in mouse pancreatic islets of Langerhans. J Endocrinol 200 127 PMID: 19017711
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
Do you know of a great paper that uses Oleylethanolamide from Tocris? Please let us know.
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