A naturally-occurring PUFA
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cis-Parinaric Acid

Item No. 71430

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9Z,11E,13E,15Z-octadecatetraenoic acid
CAS Number
593-38-4
Synonyms
  • α-Parinaric Acid
  • FA 18:4
Molecular Formula
C18H28O2
Formula Weight
276.4
Purity
≥90%
Formulation (Request formulation change)
A solution in ethanol
Solubility(Learn about Variance in Solubility)
Benzene: 15 mg/mlEther: 15 mg/mlHexane: 10 mg/ml
λmax
292, 305, 319 nm
SMILES
CC/C=C\C=C\C=C\C=C/CCCCCCCC(O)=O
InChi Code
InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-10H,2,11-17H2,1H3,(H,19,20)/b4-3-,6-5+,8-7+,10-9-
InChi Key
IJTNSXPMYKJZPR-ZSCYQOFPSA-N
Side Chain Carbon Sum
18:4
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    500 µg

    $283

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    1 mg

    $534

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    Product Description

    cis-Parinaric acid is a naturally occurring polyunsaturated fatty acid containing an unusual conjugated (Z,E,E,Z) tetraene. This chromophore provides for a natural fluorescence at 432 nm with an excitation wavelength at 320 nm. cis-Parinaric acid occurs naturally in the seeds of the Makita tree, a tropical rainforest tree indigenous to Fiji. Makita seeds are inedible, and this toxicity may be due at least in part to the unstable conjugated fatty acids, including cis-parinaric acid, contained within the seed. cis-Parinaric acid has been used for the measurement of phospholipase activity, lipase activity, and as an indicator of lipid peroxidation.1,2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wolf, C., Sagaert, L., and Bereziat, G. A sensitive assay of phospholipase using the fluorescent probe 2-parinaroyllecithin. Biochem. Biophys. Res. Commun. 99(1), 275-283 (1981).

    2. Beisson, F., Ferté, N., Nari, J., et al. Use of naturally fluorescent triacylglycerols from Parinari glaberrimum to detect low lipase activities from Arabidopsis thaliana seedlings. J. Lipid Res. 40(12), 2313-2321 (1999).

    3. McGuire, S.O., James-Kracke, M.R., Sun, G.Y., et al. An esterification protocol for cis-parinaric acid-determined lipid peroxidation in immune cells. Lipids 32(2), 219-226 (1997).

    4. de Hingh, Y.C.M., Meyer, J., Fischer, J.C., et al. Direct measurement of lipid peroxidation in submitochondrial particles. Biochemistry 34(39), 12755-12760 (1995).

    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).

    Halling, K.K., Ramstedt, B., Nyström, J.H., et al. Cholesterol interactions with fluid-phase phospholipids: Effect on the lateral organization of the bilayer. Biophys. J. 95(8), 3861-3871 (2008).