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VDM-11

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VDM-11
Names
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
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.159.410 Edit this at Wikidata
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C27H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-27(30)28-26-22-21-25(29)23-24(26)2/h7-8,10-11,13-14,16-17,21-23,29H,3-6,9,12,15,18-20H2,1-2H3,(H,28,30)/b8-7-,11-10-,14-13-,17-16-Key: WUZWFRWVRHLXHZ-ZKWNWVNESA-N
  • InChI=1/C27H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-27(30)28-26-22-21-25(29)23-24(26)2/h7-8,10-11,13-14,16-17,21-23,29H,3-6,9,12,15,18-20H2,1-2H3,(H,28,30)/b8-7-,11-10-,14-13-,17-16-Key: WUZWFRWVRHLXHZ-ZKWNWVNEBM
SMILES
  • O=C(Nc1c(cc(O)cc1)C)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC
Properties
Chemical formula C27H39NO2
Molar mass 409.614 g·mol
Appearance Gold colored oil
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

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.

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. This tan-colored substance is rarely found outside of research laboratories.

See also

References

  1. ^ [https://www.enzo.com/product/vdm-11/pdf
  2. [https://www.scbt.com/p/vdm-11-313998-81-1


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Allosteric CBRTooltip Cannabinoid receptor ligands
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  • Others: 2-PG (directly potentiates activity of 2-AG at CB1 receptor)
  • ARN-272 (FAAH-like anandamide transporter inhibitor)
See also
Receptor/signaling modulators
Cannabinoids (cannabinoids by structure)


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