A bioactive fatty acid
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Myristoleic Acid

Item No. 9002461

Technical Information
Formal Name
9Z-tetradecenoic acid
CAS Number
544-64-9
Synonyms
  • cis-9-Tetradecenoate
  • FA 14:1
  • Oleomyristic Acid
Molecular Formula
C14H26O2
Formula Weight
Purity
≥95%
A 100 mg/ml solution in ethanol
DMF: 3 mg/mlDMSO: 2 mg/mlEthanol: MisciblePBS (pH 7.2): 2 mg/ml
SMILES
OC(CCCCCCC/C=C\CCCC)=O
InChi Code
InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h5-6H,2-4,7-13H2,1H3,(H,15,16)/b6-5-
InChi Key
YWWVWXASSLXJHU-WAYWQWQTSA-N
Side Chain Carbon Sum
14:1
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Myristoleic acid is a monounsaturated fatty acid found in the fruit extract of S. repens and in dairy extracts.1,2 It induces apoptosis and necrosis in human prostate cancer LNCaP cells at a rate of 8.8% and 8.1%, respectively.1 Myristoleic acid inhibits C. albicans germination in vitro with a minimal inhibitory concentration (MIC) of 9 µM.3 Furthermore, myristoleic acid inhibits osteogenesis in vitro via interference with cytoskeletal rearrangement and prevents RANKL-induced bone loss and osteoclast formation in mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Iguchi, K., Okumura, N., Usui, S., et alMyristoleic acid, a cytotoxic component in the extract from Serenoa repens, induces apoptosis and necrosis in human prostatic LNCaP cells. Prostate 47(1), 59-65 (2001).

    2. Clément, M., Tremblay, J., Lange, M., et alWhey-derived free fatty acids suppress the germination of Candida albicans in vitro. FEMS Yeast Res. 7(2), 276-285 (2007).

    3. Kwon, J.O., Jin, W.J., Kim, B., et alMyristoleic acid inhibits osteoclast formation and bone resorption by suppressing the RANKL activation of Src and Pyk2. Eur. J. Pharmacol. 768, 189-198 (2015).