A primary fatty acid amide
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Linoleic Acid Amide

Item No. 21055

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9Z,12Z-octadecadienamide
CAS Number
3999-01-7
Synonyms
  • Linoleamide
Molecular Formula
C18H33NO
Formula Weight
279.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: > 14 mg/mlDMSO: > 20 mg/mlEthanol: > 22 mg/mlPBS (pH 7.2): <50 µg/ml
SMILES
CCCCC/C=C\C/C=C\CCCCCCCC(N)=O
InChi Code
InChI=1S/C18H33NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H2,19,20)/b7-6-,10-9-
InChi Key
SFIHQZFZMWZOJV-HZJYTTRNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $36

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    10 mg

    $68

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    25 mg

    $153

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    50 mg

    $268

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    Product Description

    Linoleic acid amide is a primary fatty acid amide derived from linoleic acid (Item No. 90150).1 It is reported to regulate Ca2+ flux by inhibiting the sarco/endoplasmic reticulum Ca2+-ATPase (IC50 = 15-53 µM).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Farrell, E.K., Chen, Y., Barazanji, M., et al. Primary fatty acid amide metabolism: Conversion of fatty acids and an ethanolamine in N18TG2 and SCP cells. J. Lipid. Res. 53(2), 247-256 (2012).

    2. Yamamaoto, S., Takehara, M., and Ushimaru, M. Inhibitory action of linoleamide and oleamide toward sarco/endoplasmic reticulum Ca2+-ATPase. Biochim. Biophys. Acta 1861(1 Pt A), 3399-3405 (2016).