VDM-11

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]

VDM-11^[1]

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	313998-81-1 Y
3D model (JSmol)	Interactive image
ChemSpider	8063420 N
ECHA InfoCard	100.159.410
PubChem CID	9887748
CompTox Dashboard (EPA)	DTXSID60694025
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- N Key: WUZWFRWVRHLXHZ-ZKWNWVNESA-N 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−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). N verify (what is YN ?) Infobox references

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

• AM-404