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Oleylethanolamide (CAS 111-58-0)

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Application:
Oleylethanolamide is an activator of Neu/ErbB2 receptors and a mediator of p38 and JNK kinases
CAS Number:
111-58-0
Purity:
98%
Molecular Weight:
325.5
Molecular Formula:
C20H39NO2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Oleylethanolamide is a naturally occurring lipid analogue of the endogenous cannabinoid anandamide (sc-200790). This compound has been noted to be produced in cells and is quickly eliminated by enzymatic hydrolysis. Experiments suggest that Oleylethanolamide causes activation of Neu/ErbB2 receptors and is a selective agonist of GPR55. It is also an endogenous agonist at the GPR119 receptor. Additional studies suggest that this agent can cause Sr/Thr phosphorylation of Glut4 via partial mediation of p38 and JNK kinases. Oleylethanolime has been noted to also regulate the expression of various PPAR-alpha target genes. Oleylethanolamide is an inhibitor of Acid Ceramidase and an activator of PPARalpha and VR1.


Oleylethanolamide (CAS 111-58-0) References

  1. Quantification of bioactive acylethanolamides in rat plasma by electrospray mass spectrometry.  |  Giuffrida, A., et al. 2000. Anal Biochem. 280: 87-93. PMID: 10805525
  2. An anorexic lipid mediator regulated by feeding.  |  Rodríguez de Fonseca, F., et al. 2001. Nature. 414: 209-12. PMID: 11700558
  3. Modulation of meal pattern in the rat by the anorexic lipid mediator oleoylethanolamide.  |  Gaetani, S., et al. 2003. Neuropsychopharmacology. 28: 1311-6. PMID: 12700681
  4. Oleylethanolamide regulates feeding and body weight through activation of the nuclear receptor PPAR-alpha.  |  Fu, J., et al. 2003. Nature. 425: 90-3. PMID: 12955147
  5. Oleylethanolamide impairs glucose tolerance and inhibits insulin-stimulated glucose uptake in rat adipocytes through p38 and JNK MAPK pathways.  |  González-Yanes, C., et al. 2005. Am J Physiol Endocrinol Metab. 289: E923-9. PMID: 15886223
  6. Oleylethanolamide activates Ras-Erk pathway and improves myocardial function in doxorubicin-induced heart failure.  |  Su, HF., et al. 2006. Endocrinology. 147: 827-34. PMID: 16269455
  7. Role and regulation of acylethanolamides in energy balance: focus on adipocytes and beta-cells.  |  Matias, I., et al. 2007. Br J Pharmacol. 152: 676-90. PMID: 17704823
  8. Rapid non-genomic regulation of Ca2+ signals and insulin secretion by PPAR alpha ligands in mouse pancreatic islets of Langerhans.  |  Ropero, AB., et al. 2009. J Endocrinol. 200: 127-38. PMID: 19017711
  9. Link between intestinal CD36 ligand binding and satiety induced by a high protein diet in mice.  |  Naville, D., et al. 2012. PLoS One. 7: e30686. PMID: 22295104
  10. Effect of High Fat Diets on Body Mass, Oleylethanolamide Plasma Levels and Oxytocin Expression in Growing Rats.  |  Sospedra, I., et al. 2015. J Food Sci. 80: H1425-31. PMID: 25976631
  11. Oleoylethanolamine and palmitoylethanolamine modulate intestinal permeability in vitro via TRPV1 and PPARα.  |  Karwad, MA., et al. 2017. FASEB J. 31: 469-481. PMID: 27623929
  12. Human Milk and Donkey Milk, Compared to Cow Milk, Reduce Inflammatory Mediators and Modulate Glucose and Lipid Metabolism, Acting on Mitochondrial Function and Oleylethanolamide Levels in Rat Skeletal Muscle.  |  Trinchese, G., et al. 2018. Front Physiol. 9: 32. PMID: 29472867
  13. Isotope dilution GC/MS determination of anandamide and other fatty acylethanolamides in rat blood plasma.  |  Giuffrida, A. and Piomelli, D. 1998. FEBS Lett. 422: 373-6. PMID: 9498819

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Oleylethanolamide, 10 mg

sc-201400
10 mg
$90.00

Oleylethanolamide, 50 mg

sc-201400A
50 mg
$194.00

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. The compound, sc-201400, is provided as a white to off-white powder. If you have any further questions or concerns, please feel free to contact our Technical Service department by calling 800-457-3801 option 2, emailing scbt@scbt.com, or using the Live Chat function on our website.
Answered by: Tech Service 8
Date published: 2017-01-18
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Rated 5 out of 5 by from Su et alSu et al. (PubMed ID 16269455) found that oleylethanolamide reduced the progression of systolic/diastolic dysfunction and ventricular remodeling by preventing doxorubicin-induced apoptosis via Ras-Raf-1-Mek-Erk signaling activation. -SCBT Publication Review
Date published: 2015-01-16
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Oleylethanolamide is rated 5.0 out of 5 by 1.
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