Catalog Number: 3381
Chemical Name: N-(5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraen-1-yl-4-hydroxybenzamide
Biological Activity
Metabolically stable anandamide uptake inhibitor (IC50 = 2.1 - 2.5 μM) and fatty acid amide hydrolase (FAAH) inhibitor (Ki = 3.18 μM). Inhibits N-arachidonylethanolamine (AEA) accumulation (IC50 = 24 μM) and hydrolysis (Ki = 3 μM), and inhibits N-palmitoylethanolamine (PEA) hydrolysis (IC50 = 36 μM) in cerebellar granule neurons. Also acts as a non-selective cannabinoid receptor partial agonist (EC50 values are 189 and 271 nM at CB2 and CB1 receptors respectively).
Technical Data
  • M.Wt:
    409.6
  • Formula:
    C27H39NO2
  • Solubility:
    Soluble in ethanol (supplied pre-dissolved in anhydrous ethanol, 10mg/ml)
  • Purity:
    >98%
  • Storage:
    Store at -20°C
  • CAS No:
    251908-92-6
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis. All Tocris products are intended for laboratory research use only.
Background References
  1. Anandamide uptake is consistent with rate-limited diffusion and is regulated by the degree of its hydrolysis by fatty acid amide hydrolase.
    Kaczocha et al.
    J.Biol.Chem., 2006;281:9066
  2. Studies of anandamide accumulation inhibitors in cerebellar granule neurons.
    Hillard et al.
    J.Mol.Neurosci., 2007;33:18
  3. Anandamide transport is independent of fatty-acid amide hydrolase activity and is blocked by the hydrolysis-resistant inhibitor AM1172.
    Fegley et al.
    Proc.Natl.Acad.Sci.USA, 2004;101:8756

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