A CB1 receptor ligand
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Arachidonoyl-N-methyl amide

Item No. 10007294

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-methyl-5Z,8Z,11Z,14Z-eicosatetraenamide
CAS Number
156910-29-1
Molecular Formula
C21H35NO
Formula Weight
317.5
Purity
≥98%
Formulation
A 10 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
0.1 M Na2CO3: 1 mg/mlDMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/ml
SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NC
InChi Code
InChI=1S/C21H35NO/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(23)22-2/h7-8,10-11,13-14,16-17H,3-6,9,12,15,18-20H2,1-2H3,(H,22,23)/b8-7-,11-10-,14-13-,17-16-
InChi Key
HTAWYBRCXMQDBL-ZKWNWVNESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

    $46

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    10 mg

    $86

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    50 mg

    $355

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    100 mg

    $618

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    Product Description

    Anandamide (AEA) is an endogenous cannabinoid that binds to both central cannabinoid (CB1) and peripheral cannabinoid (CB2) receptors. The biological actions of AEA are terminated by cellular uptake and hydrolysis of the amide bond by the enzyme fatty acid amide hydrolase. Arachidonoyl-N-methyl amide is an analog of anandamide that binds to the human central cannabinoid (CB1) receptor with a Ki of 60 nM.1 It inhibits rat glial gap junction cell-cell communication 100% at a concentration of 50 µM.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sheskin, T., Hanus, L., Slager, J., et al. Structural requirements for binding of anandamide-type compounds to the brain cannabinoid receptor. J. Med. Chem. 40(5), 659-667 (1997).

    2. Boger, D.L., Sato, H., Lerner, A.E., et al. Arachidonic acid amide inhibitors of gap junction cell-cell communication. Bioorg. Med. Chem. Lett. 9(8), 1151-1154 (1999).