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Oleoyl Ethanolamide

Item № 90265
CAS № 111-58-0
Purity ≥98%
product image
                (CAS 111-58-0)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     5 mg $25.00 0.00
     10 mg $48.00 0.00
     50 mg $200.00 0.00
     100 mg $350.00 0.00

Pricing updated 2019-07-23. Prices are subject to change without notice.

Description
Synonyms
  • Oleic Acid Ethanolamide
  • OEA

Oleoyl ethanolamide (OEA) is an analog of the endocannabinoid AEA found in brain tissue and in chocolate.1 It is one of the long chain fatty acid ethanolamides that accumulates rapidly in infarcted tissue,2 but its biosynthesis is reduced in the intestine of rats following food deprivation.3 OEA is an endogenous, potent agonist for PPARα, exhibiting an EC50 value of 120 nM in a transactivation assay.4 Systemic administration of OEA suppresses food intake and reduces weight gain in rats (10 mg/kg intraperitoneally) and PPARα wild-type mice, but not in PPARα knockout mice.3,4 These data indicate that OEA regulates food intake by a PPARα-mediated mechanism.

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Technical Information
Formal Name
N-(2-hydroxyethyl)-9Z-octadecenamide
CAS Number
111-58-0
Synonyms
  • Oleic Acid Ethanolamide
  • OEA
Molecular Formula
C20H39NO2
Formula Weight
325.5
Purity
≥98%
Formulation
A crystalline solid
SMILES
CCCCCCCC/C=C\CCCCCCCC(=O)NCCO
InChI Code
InChI=1S/C20H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h9-10,22H,2-8,11-19H2,1H3,(H,21,23)/b10-9-
InChI Key
BOWVQLFMWHZBEF-KTKRTIGZSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 1 year
Downloads & Resources
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Additional Information

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References & Product Citations
Product Description References

1. di Tomaso, E., Beltramo, M., and Piomelli, D. Brain cannabinoids in chocolate Nature 382, 677-678 (1996).

2. Epps, D.E., Palmer, J.W., Schmid, H.H.O., et al. Inhibition of permeability-dependent Ca2+ release from mitochondria by N-acelethanolamines, a class of lipids synthesized in ischemic heart tissue The Journal of Biological Chemisty 257, 1383-1392 (1982).

3. de Fonseca, F.R., Navarro, M., Gómez, R., et al. An anorexic lipid mediator regulated by feeding Nature 414, 209-212 (2001).

4. Fu, J., Gaetani, S., Oveisi, F., et al. Oleylethanolamide regulates feeding and body weight through activation of the nuclear receptor PPAR-α Nature 425, 90-93 (2003).

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