OleylethanolamideAn activator of Neu/ErbB2 receptors and a mediator of p38 and JNK kinases

Oleylethanolamide (CAS 111-58-0)

Oleylethanolamide | CAS 111-58-0 is rated 5.0 out of 5 by 1.
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Application: 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
* Refer to Certificate of Analysis for lot specific data (including water content).
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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-α target genes. Oleylethanolamide is an inhibitor of Acid Ceramidase and an activator of PPARα and VR1.


References

1. Rodríguez de Fonseca, F., et al. 2001. Nature. 414: 209-212. PMID: 11700558
2. Fu, J., et al. 2003. Nature. 425: 90-93. PMID: 12955147
3. González-Yanes, C., et al. 2005. Am. J. Physiol. Endocrinol. Metab. 289: E923-E929. PMID: 15886223
4. Su, H.F., et al. 2006. Endocrinology. 147: 827-834. PMID: 16269455

Physical State :
Solid
Solubility :
Soluble in chloroform, DMSO (>25 mg/ml), ethanol (>25 mg/ml), methanol, and DMF (~100 mg/ml).
Storage :
Store at -20° C
Melting Point :
59-60° C
Boiling Point :
496.35° C at 760 mmHg
Density :
0.92 g/cm3
Refractive Index :
n20D 1.47
IC50 :
PPARα: EC5050 = 120 nM; GPR55: EC5050 = 0.44 µM; CB1: EC5050 = >30 µM; CB2 : EC5050 = >30 µM
Ki Data :
Cannabinoid CB1 : Ki= 1100 nM (human)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
RG2241000
PubChem CID :
5283454
MDL Number :
MFCD00045972
EC Number :
203-884-8
Beilstein Registry :
2214880
SMILES :
CCCCCCCCC=CCCCCCCCC(=O)NCCO

Download SDS (MSDS)

Certificate of Analysis

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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 al Su 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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