Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

VDM-11

From Wikipedia, the free encyclopedia
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
3D model (JSmol)
ChemSpider
ECHA InfoCard100.159.410Edit this at Wikidata
  • 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
  • O=C(Nc1c(cc(O)cc1)C)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC
Properties
C27H39NO2
Molar mass409.614 g·mol−1
AppearanceGold colored oil
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

VDM-11 is a potentcannabinoid reuptake inhibitor. This is achieved by inhibiting the anandamide membrane transporter (AMT) which is responsible for reuptake ofanandamide.[2]

It is light-sensitive and must be stored within aninert gas such asargon, 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]
  1. ^ab[https://www.enzo.com/product/vdm-11/pdf
  2. ^"VDM-11 | CAS 313998-81-1 | SCBT - Santa Cruz Biotechnology".
  3. ^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.
  4. ^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.


Phytocannabinoids
(comparison)
Cannabibutols
Cannabichromenes
Cannabicyclols
Cannabidiols
Cannabielsoins
Cannabigerols
Cannabiphorols
Cannabinols
Cannabitriols
Cannabivarins
Delta-3-tetrahydrocannabinols
Delta-4-tetrahydrocannabinols
Delta-7-tetrahydrocannabinols
Delta-8-tetrahydrocannabinols
Delta-9-tetrahydrocannabinols
Delta-10-Tetrahydrocannabinols
Delta-11-Tetrahydrocannabinols
Miscellaneous cannabinoids
Active metabolites
Endocannabinoids
Synthetic
cannabinoid
receptor
agonists /
neocannabinoids
Classical cannabinoids
(dibenzopyrans)
Non-classical
cannabinoids
Adamantoylindoles
Benzimidazoles
Benzoylindoles
Cyclohexylphenols
Eicosanoids
Indazole-3-
carboxamides
Indole-3-carboxamides
Indole-3-carboxylates
Naphthoylindazoles
Naphthoylindoles
Naphthoylpyrroles
Naphthylmethylindenes
Naphthylmethylindoles
Phenylacetylindoles
Pyrazolecarboxamides
Tetramethylcyclo-
propanoylindazoles
Tetramethylcyclo-
propanoylindoles
Others
AllostericCBRTooltip Cannabinoid receptorligands
Endocannabinoid
enhancers

(inactivation inhibitors)
Anticannabinoids
(antagonists/inverse
agonists/antibodies)
Receptor
(ligands)
CB1Tooltip Cannabinoid receptor type 1
Agonists
(abridged,
full list)
Inverse agonists
Antagonists
CB2Tooltip Cannabinoid receptor type 2
Agonists
Antagonists
NAGly
(
GPR18)
Agonists
Antagonists
GPR55
Agonists
Antagonists
GPR119
Agonists
Transporter
(modulators)
eCBTsTooltip Endocannabinoid transporter
Enzyme
(modulators)
FAAHTooltip Fatty acid amide hydrolase
MAGL
ABHD6
ABHD12
Others
  • 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)


Stub icon

Thiscannabinoid related article is astub. You can help Wikipedia byexpanding it.

Retrieved from "https://en.wikipedia.org/w/index.php?title=VDM-11&oldid=1303447051"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2025 Movatter.jp