VDM-11
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| Names | |
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| Preferred IUPAC name
(5Z,8Z,11Z,14Z)-N-(4-Hydroxy-2-methylphenyl)icosa-5,8,11,14-tetraenamide | |
| Other names
N-(4-Hydroxy-2-methylphenyl)arachidonylamide
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.159.410 |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C27H39NO2 | |
| Molar mass | 409.614 g·mol−1 |
| Appearance | Gold colored oil |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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VDM-11 is a potent cannabinoid reuptake inhibitor. This is achieved by inhibiting the anandamide membrane transporter (AMT) which is responsible for reuptake of anandamide.[2]
It is light-sensitive and must be stored within an inert gas such as argon, in a dark place and at an ideal temperature of -20 °C or lower.[1] This tan-colored substance is rarely found outside of research laboratories.
VDM-11 is a weak CB1 agonist with a binding affinity of Ki > 5–10 μM.[3][4]
See also
[edit]References
[edit]- ^ a b [https://www.enzo.com/product/vdm-11/pdf
- ^ "VDM-11 | CAS 313998-81-1 | SCBT - Santa Cruz Biotechnology".
- ^ De Petrocellis, Luciano; Bisogno, Tiziana; Davis, John B.; Pertwee, Roger G.; Di Marzo, Vincenzo (2000). "Overlap between the ligand recognition properties of the anandamide transporter and the VR1 vanilloid receptor: Inhibitors of anandamide uptake with negligible capsaicin-like activity". FEBS Letters. 483 (1): 52–56. Bibcode:2000FEBSL.483...52D. doi:10.1016/S0014-5793(00)02082-2. PMID 11033355.
- ^ Schindler, Charles W.; Scherma, Maria; Redhi, Godfrey H.; Vadivel, Subramanian K.; Makriyannis, Alexandros; Goldberg, Steven R.; Justinova, Zuzana (2016). "Self-administration of the anandamide transport inhibitor AM404 by squirrel monkeys". Psychopharmacology. 233 (10): 1867–1877. doi:10.1007/s00213-016-4211-3. PMC 4846479. PMID 26803499.
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