A polyunsaturated fatty acid
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

β-Eleostearic Acid

Item No. 22976

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9E,11E,13E-octadecatrienoic acid
CAS Number
544-73-0
Synonyms
  • β-ESA
  • FA 18:3
  • 9(E),11(E),13(E)-Octadecatrienoic Acid
Molecular Formula
C18H30O2
Formula Weight
278.4
Purity
≥95%
Formulation
A solution in methanol
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 10 mg/mlEthanol: 20 mg/ml
λmax
258, 268, 279 nm
SMILES
CCCC/C=C/C=C/C=C/CCCCCCCC(O)=O
InChi Code
InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h5-10H,2-4,11-17H2,1H3,(H,19,20)/b6-5+,8-7+,10-9+
InChi Key
CUXYLFPMQMFGPL-SUTYWZMXSA-N
Side Chain Carbon Sum
18:3
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $63

    Add

    5 mg

    $274

    Add

    10 mg

    $481

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    β-Eleostearic acid (β-ESA) is a conjugated polyunsaturated fatty acid that is found in plant seed oils and in mixtures of conjugated linolenic acids synthesized by the alkaline isomerization of linolenic acid.1 It reduces growth of Caco-2 colon cancer cells in a dose-dependent and time-dependent manner. In vitro, β-ESA induces DNA fragmentation and upregulation of pro-apoptotic Bax mRNA. β-ESA decreases protein expression of the apoptosis suppression factor Bcl-2 and induces apoptosis in T24 bladder cancer cells via production of reactive oxygen species.2 It also inhibits bacterial fatty acid dioxygenase with a Ki value of 49 nM in vitro.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yasui, Y., Hosokawa, M., Kohno, H., et al. Growth inhibition and apoptosis induction by all-trans-conjugated linolenic acids on human colon cancer cells. Anticancer Res. 26(3A), 1855-1860 (2006).

    2. Sun, Z., Wang, H., Ye, S., et al. Beta-eleostearic acid induce apoptosis in T24 human bladder cancer cells through reactive oxygen species (ROS)-mediated pathway. Prostaglandins Other Lipid Mediat. 99(1-2), 1-8 (2012).

    3. Mashhadi, Z., Boeglin, W.E., and Brash, A.R. Robust inhibitory effects of conjugated linolenic acids on a cyclooxygenase-related linoleate 10S-dioxygenase: Comparison with COX-1 and COX-2. Biochim. Biophys. Acta 1851(10), 1346-1352 (2015).