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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

oxy-Arachidonoyl Ethanolamide

Cayman Chemical Item Number 10008642

oxy-Anandamide; oxy-AEA

oxy-Arachidonoyl Ethanolamide

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Description

AEA acts as an endogenous mimic of Δ9-THC, the psychotropic component of marijuana.1 oxy-AEA is the O-alkyl-N-acyl oxyhomologue of AEA. oxy-AEA is selective for the peripheral cannabinoid (CB2) receptor with Ki values of 0.47 and 0.081 µM for hCB1 and hCB2, respectively.2 In comparison, AEA has a greater affinity for the central cannabinoid (CB1) receptor with Ki values of 0.07 and 0.18 µM for hCB1 and hCB2, respectively. oxy-AEA is the first known fatty acid amide with a reversed CB1/CB2 affinity ratio.

1 Devane, W.A., Hanus, L., Breuer, A., et al. Isolation and structure of a brain constituent that binds to the cannabinoid receptor. Science 258 1946-1949 (1992).

2 Appendino, G., Minassi, A., Berton, L., et al. Oxyhomologues of anandamide and related endolipids: Chemoselective synthesis and biological activity. J Med Chem 49 2333-2338 (2006).

Synonyms
  • oxy-Anandamide
  • oxy-AEA
Formal Name N-​(2-​hydroxyethoxy)-​5Z,​8Z,​11Z,​14Z-​eicosatetraenamide
Molecular Formula C22H37NO3
Formula Weight 363.5
Formulation A solution in ethanol
Purity >98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)​NOCCO

Background Reading

Devane, W.A., Hanus, L., Breuer, A., et al. Isolation and structure of a brain constituent that binds to the cannabinoid receptor. Science 258 1946-1949 (1992).

Appendino, G., Minassi, A., Berton, L., et al. Oxyhomologues of anandamide and related endolipids: Chemoselective synthesis and biological activity. J Med Chem 49 2333-2338 (2006).

oxy-Arachidonoyl Ethanolamide is available in the following screening library:

Size Price Quantity Subtotal
5 mg $72.00 $0.00
10 mg $137.00 $0.00
25 mg $324.00 $0.00
50 mg $576.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-02-12. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

Related Products

Arachidonoyl-2'-Fluoroethylamide
Arachidonoyl Cyclopropylamide
Arachidonoyl Ethanolamide

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