Vdm-11

VDM-11^[1]

IUPAC name (5Z,8Z,11Z,14Z)-N-(4-Hydroxy-2-methylphenyl)-5,8,11,14-eicosatetraenamide
Other names N-(4-Hydroxy-2-methylphenyl)arachidonylamide
Identifiers
CAS number	313998-81-1
PubChem	9887748
ChemSpider	8063420
Jmol-3D images	Image 1
SMILES O=C(Nc1c(cc(O)cc1)C)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC
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
Properties
Molecular formula	C₂₇H₃₉NO₂
Molar mass	409.60 g mol⁻¹
Appearance	Gold colored oil
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

VDM-11 is a potent cannabinoid reuptake inhibitor. It is light-sensitive and therefore must be stored within an inert gas such as argon, in a dark place and at an ideal temperature of -20°C.^[1] This gold-colored substance is rarely found outside research laboratories.

References

Cannabinoids

Phytocannabinoids

Cannabinoid
metabolites

8,11-DiOH-THC
11-COOH-THC
11-OH-THC

Endogenous
cannabinoids

Arachidonoyl ethanolamide (Anandamide or AEA)
2-Arachidonoylglycerol (2-AG)
2-Arachidonyl glyceryl ether (noladin ether)
N-Arachidonoyl dopamine (NADA)
Oleamide
RVD-Hpα
Virodhamine

Synthetic
cannabinoid
receptor
agonists

Classical cannabinoids (Dibenzopyrans)	A-40174 A-41988 A-42574 Ajulemic acid AM-087 AM-411 AM-855 AM-905 AM-906 AM-919 AM-926 AM-938 AM-2389 AM-4030 AMG-1 AMG-3 AMG-36 AMG-41 Dexanabinol (HU-211) DMHP Dronabinol HHC HU-210 HU-243 JWH-051 JWH-133 JWH-139 JWH-161 JWH-229 JWH-359 KM-233 L-759,633 L-759,656 Levonantradol (CP 50,5561) Menabitan Nabazenil Nabidrox (Canbisol) Nabilone Nabitan Naboctate O-224 O-581 O-774 O-806 O-823 O-1057 O-1125 O-1191 O-1238 O-2048 O-2113 O-2365 O-2372 O-2373 O-2383 O-2426 O-2484 O-2545 O-2694 O-2715 O-2716 O-3223 O-3226 Parahexyl Pirnabine THC-O-acetate THC-O-phosphate

Nonclassical cannabinoids	Cannabicyclohexanol CP 47,497 (C6)-CP 47,497 (C9)-CP 47,497 CP 55,244 CP 55,940 HU-308 HU-320 HU-331 HU-336 HU-345 HU-910 Nonabine O-1376 O-1422 O-1601 O-1656 O-1657 O-1660 O-1871 SPA-229 Tinabinol 2-Isopropyl-5-methyl-1- (2,6-dihydroxy-4-nonylphenyl)cyclohex-1-ene

Benzoylindoles	1-Butyl-3-(2-methoxybenzoyl)indole 1-Butyl-3-(4-methoxybenzoyl)indole 1-Pentyl-3-(2-methoxybenzoyl)indole AM-630 AM-679 AM-694 AM-1241 AM-2233 GW-405,833 (L-768,242) Pravadoline RCS-4 WIN 54,461

Naphthoylindoles	AM-1220 AM-1221 AM-1235 AM-2201 AM-2232 EAM-2201 JWH-007 JWH-015 JWH-018 JWH-019 JWH-073 JWH-081 JWH-098 JWH-116 JWH-122 JWH-149 JWH-164 JWH-182 JWH-193 JWH-198 JWH-200 JWH-210 JWH-398 JWH-424 MAM-2201 WIN 55,212-2

Naphthylmethylindoles	JWH-175 JWH-184 JWH-185 JWH-192 JWH-194 JWH-195 JWH-196 JWH-197 JWH-199

Phenylacetylindoles	Cannabipiperidiethanone JWH-167 JWH-203 JWH-249 JWH-250 JWH-251 JWH-302 RCS-8

Naphthoylpyrroles	JWH-030 JWH-147 JWH-307 JWH-369 JWH-370

Eicosanoids	AM-883 AM-1346 ACEA ACPA Methanandamide (AM-356) O-585 O-689 O-1812 O-1860 O-1861

Others	4-HTMPIPO 5-Fluoropentyl-3-pyridinoylindole 5F-PB-22 A-796,260 A-834,735 A-836,339 A-955,840 Abnormal cannabidiol AB-001 AB-FUBINACA AB-PINACA ADB-FUBINACA ADBICA AM-1248 AM-1714 APINACA AZ-11713908 BAY 38-7271 BAY 59-3074 CB-13 CB-86 CBS-0550 GW-842,166X JWH-176 JTE 7-31 LASSBio-881 LBP-1 Leelamine MDA-7 MDA-19 NESS-040C5 NMP-7 O-889 O-1269 O-1270 O-1399 O-1602 O-2220 Org 28312 Org 28611 PF-03550096 PSB-SB-1202 QUCHIC QUPIC S-444,823 SDB-001 (2NE1) SDB-006 SER-601 STS-135 Tedalinab UR-12 (MN-25) UR-144 URB-447 VSN-16 WIN 56,098 XLR-11

Allosteric
modulators of
cannabinoid
receptors

Org 27569
Org 27759
Org 29647
RTI-371

Endocannabinoid
activity enhancers

4-Nonylphenylboronic acid
AM-404
Arachidonoyl serotonin
Arvanil
Biochanin A
CAY-10401
CAY-10429
Genistein
IDFP
JNJ 1661010
JZL184
JZL195
Kaempferol
LY-2183240
O-1624
O-2093
Oleoylethanolamide (OEA)
Olvanil
Palmitoylethanolamide (PEA)
PF-04457845
PF-622
PF-750
PF-3845
PHOP
URB-447
URB-597
URB-602
URB-754
VDM-11

Cannabinoid
receptor
antagonists and
inverse agonists

AM-251
AM-281
AM-630
AM-1387
AM-4113
AM-6527
AM-6545
BML-190
CAY-10508
CB-25
CB-52
CB-86
Drinabant (AVE1625)
Hemopressin
Ibipinabant (SLV319)
JTE-907
LH-21
LY-320,135
MDA-77
MJ-15
MK-9470
NESS-0327
NIDA-41020
O-606
O-1184
O-1248
O-1918
O-2050
O-2654
Otenabant (CP-945,598)
PF-514273
PipISB
PSB-SB-487
Rimonabant (SR141716)
Rosonabant (E-6776)
SR-144,528
Surinabant (SR147778)
Taranabant (MK-0364)
TM-38837
VCHSR

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Vdm-11

Vdm-11

See also

References

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