A selective acidic PEAase inhibitor
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N-Cyclohexanecarbonylpentadecylamine

Item No. 10007739

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-pentadecyl-cyclohexanecarboxamide
CAS Number
702638-84-4
Molecular Formula
C22H43NO
Formula Weight
337.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
Ethanol: 2 mg/ml
SMILES
CCCCCCCCCCCCCCCNC(=O)C1CCCCC1
InChi Code
InChI=1S/C22H43NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-17-20-23-22(24)21-18-15-14-16-19-21/h21H,2-20H2,1H3,(H,23,24)
InChi Key
VMFXYTSKMWPHQH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $38

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    10 mg

    $71

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    50 mg

    $291

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    100 mg

    $505

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    Product Description

    Numerous analogs of fatty acyl ethanolamides potentiate the intrinsic biological activity of endocannabinoids.1 This potentiation is ascribed either to inhibition of AEA reuptake into neurons, or inhibition of fatty acid amide hydrolase (FAAH) within the neurons. 2 However, Ueda has recently cloned another amidase, the acidic palmitoyl ethanolamidase (PEAase) that promotes the hydrolysis of palmitoylethanolamide.3 N-Cyclohexanecarbonylpentadecylamine is a selective inhibitor of acidic PEAase, inhibiting the enzyme with an IC50 of 4.5 µM, while failing to inhibit FAAH even at 100 µM.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Khanolkar, A.D., and Makriyannis, A. Structure-activity relationships of anandamide, an endogenous cannabinoid ligand. Life Sci. 65(6-7), 607-616 (1999).

    2. Deutsch, D.G., Glaser, S.T., Howell, J.M., et al. The cellular uptake of anandamide is coupled to its breakdown by fatty-acid amide hydrolase. The Journal of Biological Chemisty 276(10), 6967-6973 (2001).

    3. Ueda, N., Yamanaka, K., and Yamamoto, S. Purification and characterization of an acid amidase selective for N-palmitoylethanolamine, a putative endogenous anti-inflammatory substance. The Journal of Biological Chemisty 276(38), 35552-35557 (2001).

    4. Tsuboi, K., Hilligsmann, C., Vandevoorde, S., et al. N-cyclohexanecarbonylpentadecylamine: A selective inhibitor of the acid amidase hydrolysing N-acylethanolamines, as a tool to distinguish acid amidase from fatty acid amide hydrolase. Biochem. J. 379, 99-106 (2004).