S-1 Methanandamide

- Overview
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    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].
    
    [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.
- Properties
  - Categories
    
    CB1 receptor ligand
    
    Alternative Name
    
    (S)-(−)-Arachidonyl-1'-Hydroxy-2'-Propylamide; N-(2-hydroxy-1S-methylethyl)-5Z,8Z,11Z,14Z-eicosatetraenamide
    
    CAS Number
    
    157182-50-8
    
    Molecular Formula
    
    C23H39NO2
    
    Molecular Weight
    
    361.6
    
    Appearance
    
    A solution in ethanol. To change the solvent, simply evaporate the ethanol under a gentle stream of nitrogen and immediately add the solvent of choice.
    
    Purity
    
    98.00%
    
    Solubility
    
    Soluble in DMSO;dimethyl formamide;acetonitril
    
    Storage
    
    Store at -20°C
    
    SMILES
    
    CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(N([[email protected]@H](C)CO)[H])=O
    
    * For Research Use Only

Documents

COA (Certificate Of Analysis)

MSDS (Material Safety Data Sheet)

S-1 Methanandamide

Background

Documents

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