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UCM707

Cayman Chemical Item Number 10045

(CAS 390824-20-1)

UCM707 (CAS 390824-20-1)

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Description

Numerous analogs of arachidonoyl ethanolamide (AEA, anandamide)1 potentiate its biological activity. This potentiation is ascribed either to inhibition of AEA reuptake into neurons, or inhibition of fatty acid amide hydrolase (FAAH) within the neurons.2 One of the more potent and selective reuptake inhibitors is UCM707, a 3-furyl arachidonoyl analog. UCM707 has an IC50 of 0.8 µM for the inhibition of tritiated AEA uptake into human U937 cells but has low affinity for FAAH, exhibiting an IC50 value of 30 µM.3 UCM707 also potentiates the biological effects of AEA when co-administered in rats.4

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 Deutsch, D.G., Glaser, S.T., Howell, J.M., et al. The cellular uptake of anandamide is coupled to its breakdown by fatty-acid amide hydrolase. J Biol Chem 276(10) 6967-6973 (2001).

3 López-Rodriguez, M.L., Viso, A., Ortega-Gutiérrez, S., et al. Design, synthesis, and biological evaluation of new endocannabinoid transporter inhibitors. Eur J Med Chem 38 403-412 (2003).

4 de Lago, E., Fernandez-Ruiz, J., Ortega-Gutiérrez, S., et al. UCM707, a potent and selective inhibitor of endocannabinoid uptake, potentiates hypokinetic and antinociceptive effects of anandamide. Eur J Pharmacol 449 99-103 (2002 Jun 20).

Formal Name N-​(3-​furanylmethyl)-​5Z,​8Z,​11Z,​14Z-​eicosatetraenamide
CAS Number 390824-20-1
Molecular Formula C25H37NO2
Formula Weight 383.6
Formulation A solution in methyl acetate
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)​NCc1cocc1

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).

Deutsch, D.G., Glaser, S.T., Howell, J.M., et al. The cellular uptake of anandamide is coupled to its breakdown by fatty-acid amide hydrolase. J Biol Chem 276(10) 6967-6973 (2001).

López-Rodriguez, M.L., Viso, A., Ortega-Gutiérrez, S., et al. Design, synthesis, and biological evaluation of new endocannabinoid transporter inhibitors. Eur J Med Chem 38 403-412 (2003).

de Lago, E., Fernandez-Ruiz, J., Ortega-Gutiérrez, S., et al. UCM707, a potent and selective inhibitor of endocannabinoid uptake, potentiates hypokinetic and antinociceptive effects of anandamide. Eur J Pharmacol 449 99-103 (2002 Jun 20).

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UCM707 is available in the following screening library:

Size Price Quantity Subtotal
5 mg $65.00 $0.00
10 mg $124.00 $0.00
25 mg $293.00 $0.00
50 mg $520.00 $0.00
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Cart Total $0.00

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

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Pricing updated 2012-05-25. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

Related Products

AM404
Arachidonoyl Ethanolamide

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