A conjugated PUFA
Related Products
Isomer(s)
16036Jacaric Acid
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8(E),10(E),12(Z)-Octadecatrienoic Acid

Item No. 30885

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
5204-87-5
Synonyms
  • α-Calendic Acid
  • Calendic Acid
  • Calendulic Acid
  • FA 18:3
  • trans,trans,cis-8,10,12-Octadecatrienoic Acid
Molecular Formula
C18H30O2
Formula Weight
278.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 10 mg/mlEthanol: 20 mg/ml
SMILES
OC(CCCCCC/C=C/C=C/C=C\CCCCC)=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-KBPWROHVSA-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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    1 mg

    $63

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    5 mg

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    10 mg

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    Product Description

    8(E),10(E),12(Z)-Octadecatrienoic acid is a conjugated polyunsaturated fatty acid (PUFA) that has been found in C. officinalis seed oil and has anticancer activity.1,2,3 It inhibits the growth of Caco-2 cells when used at concentrations ranging from 10 to 50 µM.2 8(E),10(E),12(Z)-Octadecatrienoic acid (10 µM) induces formation of thiobarbituric acid reactive substances (TBARS) and apoptosis in DLD-1 colorectal adenocarcinoma cells.3 It also inhibits prostaglandin biosynthesis in sheep vesicular gland microsomes (IC50 = 31 µM).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Crombie, L., and Holloway, S.J. The biosynthesis of calendic acid, octadeca-(8E,10E, 12Z)-trienoic, acid, by developing marigold seeds: origins of (E,E,Z) and (Z,E,Z) conjugated triene acids in higher plants. J. Chem. Soc. Perk. T. 1 2425-2434 (1985).

    2. 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).

    3. 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).

    4. Nugteren, D.H., and Christ-Hazelhof, E. Naturally occurring conjugated octadecatrienoic acids are strong inhibitors of prostaglandin biosynthesis. Prostaglandins 33(3), 403-417 (1987).

    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).