A long-chain fatty acid amide
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N-(8Z-Heptadecen-1-yl)-O-(3-pyridylmethyl)carbamate

Item No. 9002365

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(8Z)-8-heptadecen-1-yl-carbamic acid, 3-pyridinylmethyl ester
CAS Number
1450603-63-0
Molecular Formula
C24H40N2O2
Formula Weight
388.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mLDMSO: 30 mg/mLEthanol: 50 mg/mLEthanol:PBS (pH 7.2)(1:2): 0.3 mg/mL
λmax
260 nm
SMILES
O=C(OCC1=CC=CN=C1)NCCCCCCC/C=C\CCCCCCCC
InChi Code
InChI=1S/C24H40N2O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20-26-24(27)28-22-23-18-17-19-25-21-23/h9-10,17-19,21H,2-8,11-16,20,22H2,1H3,(H,26,27)/b10-9-
InChi Key
OQYCMOCYWBHSFE-KTKRTIGZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    10 mg

    $49

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    50 mg

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    100 mg

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    250 mg

    $820

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    Product Description

    N-(8Z-Heptadecen-1-yl)-O-(3-pyridylmethyl)carbamate is a synthetic analog of the long-chain fatty acid amides (macamides or macaenes) isolated from the maca (L. meyenii) plant, which are structurally related to cannabinoids.1 Nineteen macamides have currently been identified and many are recognized as potent inhibitors of fatty acid amide hydrolase (FAAH) and demonstrate selective antiproliferative activity against diverse cancer cell lines.1,2 N-(8Z-Heptadecen-1-yl)-O-(3-pyridylmethyl)carbamate irreversibly inhibits FAAH with an IC50 value of 0.153 µM.1

    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).