Date published: 2025-9-5

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Juniperonic acid (CAS 18016-45-0)

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Datasheets
Alternate Names:
5(Z),11(Z),14(Z),17(Z)-Eicosatetraenoic acid
CAS Number:
18016-45-0
Molecular Weight:
304.47
Molecular Formula:
C20H32O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Juniperonic acid, known by the CAS number 18016-45-0, is a polyunsaturated fatty acid characterized by its chain of 20 carbon atoms and four cis double bonds, specifically located at the 5th, 11th, 14th, and 17th positions. This unique configuration classifies it within the omega-3 family of fatty acids, making it a subject of interest for its role in modulating lipid membranes and cellular signaling pathways. In research, juniperonic acid has been employed to investigate its influence on the structural properties of cell membranes, including fluidity and phase behavior, which are critical for the proper function of membrane-bound proteins and receptors. Its impact on the regulation of lipid rafts and signaling cascades that control cellular communication and metabolism has also been a significant area of study. Moreover, juniperonic acid has been used in ecological studies to understand how organisms adapt their membrane lipid compositions in response to environmental stressors, particularly in cold environments where fluidity at low temperatures is crucial. Researchers have also explored its role in the biosynthesis of other long-chain polyunsaturated fatty acids and its implications for cellular health and function in various organisms, thus providing valuable insights into the fundamental processes of lipid metabolism and cellular adaptation.


Juniperonic acid (CAS 18016-45-0) References

  1. Metabolic characterization of sciadonic acid (5c,11c,14c-eicosatrienoic acid) as an effective substitute for arachidonate of phosphatidylinositol.  |  Tanaka, T., et al. 2001. Eur J Biochem. 268: 4928-39. PMID: 11559362
  2. Production and protein kinase C activation of diacylglycerols containing polymethylene-interrupted PUFA.  |  Morishige, J., et al. 2005. Lipids. 40: 155-62. PMID: 15884763
  3. Metabolic pathway that produces essential fatty acids from polymethylene-interrupted polyunsaturated fatty acids in animal cells.  |  Tanaka, T., et al. 2007. FEBS J. 274: 2728-37. PMID: 17451430
  4. Inhibitory effect of juniperonic acid (Delta-5c,11c,14c,17c-20:4, omega-3) on bombesin-induced proliferation of Swiss 3T3 cells.  |  Morishige, J., et al. 2008. Biol Pharm Bull. 31: 1786-9. PMID: 18758077
  5. Fatty acid composition of Juniperus species (Juniperus section) native to Turkey.  |  Güvenç, A., et al. 2012. Nat Prod Commun. 7: 919-22. PMID: 22908582
  6. Metabolic conversion of C20 polymethylene-interrupted polyunsaturated fatty acids to essential fatty acids.  |  Tanaka, T., et al. 2014. Lipids. 49: 423-9. PMID: 24659112
  7. Isolation of two Δ5 polymethylene interrupted fatty acids from Podocarpus falcatus by countercurrent chromatography.  |  Hammann, S., et al. 2015. J Chromatogr A. 1394: 89-94. PMID: 25843422
  8. Juniperonic Acid Incorporation into the Phospholipids of Murine Macrophage Cells Modulates Pro-Inflammatory Mediator Production.  |  Tsai, PJ., et al. 2018. Inflammation. 41: 1200-1214. PMID: 29589254
  9. Juniperonic Acid Biosynthesis is Essential in Caenorhabditis Elegans Lacking Δ6 Desaturase (fat-3) and Generates New ω-3 Endocannabinoids.  |  Guha, S., et al. 2020. Cells. 9: PMID: 32961767
  10. Fatty-Acid Profiles of Aerial Parts of Three Horsetail Species Growing in Central and Northern Yakutia  |  L. V. Dudareva, V. V. Nokhsorov, E. G. Rudikovskaya & K. A. Petrov. 2015. Chemistry of Natural Compounds. 51: 220–223.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Juniperonic acid, 2 mg

sc-507131
2 mg
$474.00