Ximenynic acid

Not to be confused with Ximenic acid, a 26 carbon omega-9 fatty acid.


Ximenynic acid is trans-11-octadecen-9-ynoic acid,[1] a long-chain acetylenic fatty acid.[1]

It was discovered in the fruit kernels of 3 South American ximenia species (and so named).[2] and found to have the formula C18H30O2.[2]

It can be extracted from the fruit kernels of the Santalum obtusifolium (Sandalwood)[3] and the Australian sandalwood Santalum spicatum[1]

It is also found in seed oil of other plants in the Santalaceae family, including the native cherry Exocarpos cupressiformis and sweet quandong Santalum acuminatum.[4]

Sources

Species% of kernel oilNotes
S spicatum34[1]
S obtusifolium71.5[3]
S acuminatum?

Patents

It was the subject of a 2003 European patent (for use in food).[5] The patent application was deemed withdrawn in August 2012.[6]

Uses

It is used in some skincare products.[7]

References

  1. 1 2 3 4 Separation and identification of ximenynic acid isomers in the seed oil of Santalum spicatum R.Br. as their 4,4-dimethyloxazoline derivatives. Yandi et al. 1996
  2. 1 2 The chemistry of ximenynic acid. J. Chem. Soc., 1952, 1088-1093 DOI: 10.1039/JR9520001088
  3. 1 2 Medicinal Plants in Australia, Volume 1. Cheryll Williams page 274. ISBN 978-1-877058-79-0
  4. ↑ Diversity of Δ12 fatty acid desaturases in santalaceae and their role in production of seed oil acetylenic fatty acids. Okada et al. 2013. J Biol Chem 2013 Nov 23;288(45):32405-13. Epub 2013 Sep 23.
  5. ↑ EP 1402787 A1:Ximenynic acid
  6. ↑ Ximenynic acid
  7. ↑ Sandalwood Nut CO2 Oil (product)
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