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Oleylethanolamide (CAS 111-58-0)

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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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SDS & Certificate of Analysis

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 :

n²⁰_D 1.47

IC50 :

PPARα: EC₅₀50 = 120 nM; GPR55: EC₅₀50 = 0.44 µM; CB1: EC₅₀50 = >30 µM; CB2 : EC₅₀50 = >30 µM

Ki Data :

Cannabinoid CB1 : K_i= 1100 nM (human)

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

WGK Germany :

RTECS :

RG2241000

PubChem CID :

5283454

MDL Number :

MFCD00045972

EC Number :

203-884-8

Beilstein Registry :

2214880

SMILES :

CCCCCCCCC=CCCCCCCCC(=O)NCCO

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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

Rated 5 out of 5 by NZ 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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Oleylethanolamide (CAS 111-58-0)

QUICK LINKS

References

Download SDS (MSDS)

Certificate of Analysis

What is the appearance of the compound?

Oleylethanolamide (CAS 111-58-0)

QUICK LINKS

References

Download SDS (MSDS)

Certificate of Analysis

What is the appearance of the compound?

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