Catalog Number: 1392
Chemical Name: (5Z,8Z,11Z,14Z)-N-(4-Hydroxy-2-methylphenyl)-5,8,11,14-eicosatetraenamide
Biological Activity
A potent and selective inhibitor of the anandamide membrane transporter (AMT) with IC50 values of 4-11 μM. Displays negligible agonist activity at the hVR1 receptor and very weak action at CB1 and CB2 receptors. Ki values are > 5-10 μM at CB1 and CB2. Active in vivo. Also available in water-soluble emulsion (Cat. No. 1686).
Technical Data
  • M.Wt:
    409.61
  • Formula:
    C27H39NO2
  • Solubility:
    Soluble in ethanol (supplied pre-dissolved in anhydrous ethanol, 5mg/ml)
  • Purity:
    >98%
  • Storage:
    Desiccate at -20°C
  • CAS No:
    313998-81-1
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. Overlap between the ligand recognition properties of the anandamide transporter and the VR1 vanilloid receptor: inhibitors of anandamide uptake with negligible capsaicin-like activity.
    De Petrocellis et al.
    FEBS Lett., 2000;483:52
  2. The activity of anandamide at vanilloid VR1 receptors requires facilitated transport across the cell membrane and is limited by intracellular metabolism.
    De Petrocellis et al.
    J.Biol.Chem., 2001;276:12856
  3. The uptake by cells of 2-arachidonoylglycerol, an endogenous agonist of cannabinoid receptors.
    Bisogno et al.
    Eur.J.Biochem., 2001;268:1982
  4. Experimental Parkinsonism alters endocannabinoid degradation: implications for striatal glutamatergic transmission.
    Gubellini et al.
    J.Neurosci., 2002;22:6900
Citations:

The citations listed below are publications that use Tocris products. Selected citations for VDM 11 include:

4 Citations: Showing 1 - 4
Filter your results:

  1. A putative 'pre-nervous' endocannabinoid system in early echinoderm development.
    Authors: Buznikov Et al.
    Dev Neurosci 2010;32:1
  2. Endocannabinoids mediate muscarine-induced synaptic depression at the vertebrate neuromuscular junction.
    Authors: Newman Et al.
    Eur J Neurosci 2007;25:1619
  3. Inhibition of 2-arachidonoylglycerol catabolism modulates vasoconstriction of rat middle cerebral artery by the thromboxane mimetic, U-46619.
    Authors: Hillard Et al.
    Br J Pharmacol 2007;152:691
  4. Anandamide uptake by synaptosomes from human, mouse and rat brain: inhibition by glutamine and glutamate.
    Authors: Battista Et al.
    Cereb Cortex 2002;1:1

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