Ximenynic acid
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Names | |
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Preferred IUPAC name
(11E)-Octadec-11-en-9-ynoic acid | |
Other names
Santalbic acid
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.008.346 ![]() |
EC Number |
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PubChem CID
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Properties | |
C18H30O2 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
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 oil | Notes |
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S. spicatum | 34 | [1] |
S. obtusifolium | 71.5 | [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It was the subject of a 2003 European patent (for use in food).[5] The patent application was deemed withdrawn in August 2012.[6]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[]
- ^ a b c d 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
- ^ a b The chemistry of ximenynic acid. J. Chem. Soc., 1952, 1088-1093 DOI: 10.1039/JR9520001088
- ^ a b Medicinal Plants in Australia, Volume 1. Cheryll Williams page 274. ISBN 978-1-877058-79-0
- ^ 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.
- ^ EP 1402787 A1:Ximenynic acid
- ^ Ximenynic acid
- ^ Sandalwood Nut CO2 Oil (product)
Categories:
- Fatty acids
- Chemistry stubs