An internal standard for the quantification of oleoyl ethanolamide
Related Products
Alternative(s)
9000552Oleoyl Ethanolamide-d4
Unlabeled Version(s)
90265Oleoyl Ethanolamide
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Oleoyl Ethanolamide-d2

Item No. 10007823

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(2-hydroxyethyl)-9Z-octadecenamide-11,11-d2
CAS Number
1245477-09-1
Synonyms
  • OEA-d2
  • Oleic Acid Ethanolamide-d2
Molecular Formula
C20H37D2NO2
Formula Weight
327.5
Purity
≥99% deuterated forms (d1-d2)
Formulation
A 1 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 0.15 mg/ml
SMILES
CCCCCCCC([2H])([2H])/C=C\CCCCCCCC(N([H])CCO)=O
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-/i8D2
InChi Key
BOWVQLFMWHZBEF-MSKGDGSWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    100 µg

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    Product Description

    Oleoyl ethanolamide-d2 (OEA-d2) is intended for use as an internal standard for the quantification of OEA (Item No. 90265) by GC- or LC-MS. OEA is an analogue of the endocannabinoid arachidonoyl ethanolamide (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, but its biosynthesis is reduced in the intestine of rats following food deprivation.2,3 OEA is an endogenous, potent agonist for peroxisome proliferator-activated receptor α (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.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. di Tomaso, E., Beltramo, M., and Piomelli, D. Brain cannabinoids in chocolate. Nature 382(6593), 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(3), 1383-1392 (1982).

    3. de Fonseca, F.R., Navarro, M., Gómez, R., et al. An anorexic lipid mediator regulated by feeding. Nature 414(6860), 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(6953), 90-93 (2003).