A long-chain fatty acid amide
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N-Benzylpalmitamide

Item No. 9002235

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(phenylmethyl)-hexadecanamide
CAS Number
74058-71-2
Synonyms
  • N-Benzylhexadecanamide
Molecular Formula
C23H39NO
Formula Weight
345.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
Ethanol: 2 mg/ml
SMILES
O=C(CCCCCCCCCCCCCCC)NCC1=CC=CC=C1
InChi Code
InChI=1S/C23H39NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-17-20-23(25)24-21-22-18-15-14-16-19-22/h14-16,18-19H,2-13,17,20-21H2,1H3,(H,24,25)
InChi Key
MLGPKWUKOQAAGI-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $36

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    10 mg

    $55

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    50 mg

    $186

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    100 mg

    $336

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    Product Description

    N-Benzylpalmitamide is a long-chain fatty acid amide (macamide or macaene) isolated from the maca (L. meyenii) plant and is structurally related to cannabinoids.1 N-Benzylpalmitamide has been the most frequently isolated of the 19 macamides currently identified. While many macamides have been identified as potent inhibitors of fatty acid amide hydrolase (FAAH), N-benzylpalmitamide displays only moderate FAAH inhibitory activity (44% inhibition at 500 µM).1 Additionally, many members of this family demonstrate selective antiproliferative activity against diverse cancer cell lines.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wu, H., Kelley, C.J., Pino-Figueroa, A., et al. Macamides and their synthetic analogs: Evaluation of in vitro FAAH inhibition. Bioorg. Med. Chem. 21(17), 5188-5197 (2013).

    2. dos Santos, D.S., Piovesan, L.A., D'Oca, C.R.M., et al. Antiproliferative activity of synthetic fatty acid amides from renewable resources. Bioorg. Med. Chem. 23(2), 340-347 (2015).