A conjugated PUFA
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.

Jacaric Acid

Item No. 16036

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8Z,10E,12Z-octadecatrienoic acid
CAS Number
28872-28-8
Synonyms
  • FA 18:3
  • 8(Z),10(E),12(Z)-Octadecatrienoic Acid
Molecular Formula
C18H30O2
Formula Weight
278.4
Purity
≥95%
Formulation
A solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 100 mg/mlEthanol:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
273, 284 nm
SMILES
CCCCC/C=C\C=C\C=C/CCCCCCC(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/h6-11H,2-5,12-17H2,1H3,(H,19,20)/b7-6-,9-8+,11-10-
InChi Key
DQGMPXYVZZCNDQ-KDQYYBQISA-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

    $134

    Add

    5 mg

    $598

    Add

    10 mg

    $1,058

    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

    Jacaric acid is a conjugated polyunsaturated fatty acid first isolated from seeds of Jacaranda plants.1 Structurally, it is an 18-carbon ω-6 triene isomer of γ-linolenic acid (Item No. 90220). Jacaric acid induces cell cycle arrest and apoptosis in a variety of cancer cell lines (GI50 = 1-5 µM).2,3,4 It increases the production of reactive oxygen species, and cytotoxicity is abolished by the antioxidant α-tocopherol, suggesting that apoptosis results from oxidative stress.3,4 Jacaric acid is metabolized in vivo to conjugated linoleic acid (Item No. 90140), which is also cytotoxic to cancer cells.5 Jacaric acid inhibits cyclooxygenase-1 in vitro (Ki = 1.7 µM) and, with long term feeding, decreases stearoyl-CoA desaturase expression and activity in mice.6,7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Miranda, J., Fernández-Quintela, A., Macarulla, M.T., et al. A comparison between CLNA and CLA effects on body fat, serum parameters and liver composition. J. Physiol. Biochem. 65(1), 25-32 (2009).

    2. Gasmi, J., and Sanderson, J.T. Jacaric acid and its octadecatrienoic acid geoisomers induce apoptosis selectively in cancerous human prostate cells: A mechanistic and 3-D structure-activity study. Phytomedicine 20(8-9), 734-742 (2013).

    3. Yamasaki, M., Motonaga, C., Yokoyama, M., et al. Induction of apoptotic cell death in HL-60 cells by jacaranda seed oil derived fatty acids. J. Oleo Sci. 62(11), 925-932 (2013).

    4. Liu, W.N., and Leung, K.N. Jacaric acid inhibits the growth of murine macrophage-like leukemia PU5-1.8 cells by inducing cell cycle arrest and apoptosis. Cancer Cell Int. 15, (2015).

    5. Shultz, T.D., Chew, B.P., Seaman, W.R., et al. Inhibitory effect of conjugated dienoic derivatives of linoleic acid and β-carotene on the in vitro growth of human cancer cells. Cancer Lett. 63(2), 125-133 (1992).

    6. 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).

    7. Shinohara, N., Ito, J., Tsuduki, T., et al. Jacaric acid, a linolenic acid isomer with a conjugated triene system, reduces stearoyl-CoA desaturase expression in liver of mice. J. Oleo Sci. 61(8), 433-441 (2012).

    Product Citations

    Zhang, L.J., Salekeen, R., Soto-Palma, C., et al. Article polyunsaturated lipid senolytics exploit a ferroptotic vulnerability in senescent cells. Cell Press Blue 1(1), 100004 (2026).