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S-1 Methanandamide

Catalog No.
C5509
CB1 receptor ligand
Grouped product items
SizePriceStock Qty
10mg (solution)
$144.00
Ship with 5-10 days
25mg (solution)
$323.00
Ship with 5-10 days
For scientific research use only and should not be used for diagnostic or medical purposes.

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

Background

S-1 methanandamide is a CB1 receptor ligand.

The cannabinoid receptor type 1 (CB1), is a G protein-coupled cannabinoid receptor located mainly in the central and peripheral nervous system. CB1 is also expressed in several cells relating to metabolism, such as muscle cells, fat cells, liver cells, and the digestive tract. The CB1 receptor has been involved in the maintenance of homeostasis in health and disease, preventing the development of excessive neuronal activity, reducing pain and other inflammatory symptoms. Enhanced receptor expression has been identified in human hepatocellular carcinoma tumor samples and human prostate cancer cells [2].

S-1 methanandamide was a less potent than the C-1 (R) methyl isomer when binding with CB1 receptor. S-1 methanandamide inhibited electrically evoked contractions in isolated mouse vasa deferentia with an IC50 value of 230 nM. The binding affinity of S-1 methanandamide for CB1 receptors was less than that of AEA, with a Ki of 175 nM for the displacement of radiolabeled CP 55,940 [1].

References:
[1] Abadji V, Lin S, Taha G, et al.  (R)-methanandamide: a chiral novel anandamide possessing higher potency and metabolic stability[J]. Journal of medicinal chemistry, 1994, 37(12): 1889-1893.
[2] Howlett A C.  Cannabinoid receptor signaling[M]//Cannabinoids. Springer Berlin Heidelberg, 2005: 53-79.

Chemical Properties

Physical AppearanceA solution in ethanol. To change the solvent, simply evaporate the ethanol under a gentle stream of nitrogen and immediately add the solvent of choice.
StorageStore at -20°C
M.Wt361.6
Cas No.157182-50-8
FormulaC23H39NO2
Synonyms(S)-(−)-Arachidonyl-1'-Hydroxy-2'-Propylamide
SolubilitySoluble in DMSO;dimethyl formamide;acetonitril
Chemical NameN-(2-hydroxy-1S-methylethyl)-5Z,8Z,11Z,14Z-eicosatetraenamide
SDFDownload SDF
Canonical SMILESCCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(N([C@@H](C)CO)[H])=O
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

Quality Control

Quality Control & MSDS

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Chemical structure

S-1 Methanandamide