A CB1 receptor ligand
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S-1 Methanandamide

Item No. 90072

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(2-hydroxy-1S-methylethyl)-5Z,8Z,11Z,14Z-eicosatetraenamide
CAS Number
157182-50-8
Synonyms
  • (S)-(−)-Arachidonyl-1'-Hydroxy-2'-Propylamide
Molecular Formula
C23H39NO2
Formula Weight
361.6
Purity
≥98%
Formulation
A 50 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: >10 mg/mlDMSO: >30 mg/mlEthanol: >100 mg/mlEthanol:PBS (1:2): 8.5 mg/mlPBS (pH 7.2): <100 µg/ml
SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(N([C@@H](C)CO)[H])=O
InChi Code
InChI=1S/C23H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23(26)24-22(2)21-25/h7-8,10-11,13-14,16-17,22,25H,3-6,9,12,15,18-21H2,1-2H3,(H,24,26)/b8-7-,11-10-,14-13-,17-16-/t22-/m0/s1
InChi Key
SQKRUBZPTNJQEM-AQNSPSBUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

    $59

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    10 mg

    $106

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    25 mg

    $236

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    Product Description

    S-1 methanandamide is a CB1 receptor ligand but is less potent than the C-1 (R) methyl isomer. It inhibits 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 is less than that of AEA, with a Ki of 175 nM for the displacement of radiolabeled CP 55,940.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Abadji, V., Lin, S., Taha, G., et al. (R)-Methanandamide: A chiral novel anandamide possessing higher potency and metabolic stability. J. Med. Chem. 37(12), 1889-1893 (1994).