Ximenynic acid

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Ximenynic acid
Names
Preferred IUPAC name
(11E)-Octadec-11-en-9-ynoic acid
Other names
Santalbic acid
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.008.346 Edit this at Wikidata
EC Number
  • 209-179-1
UNII
  • InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-8H,2-6,11-17H2,1H3,(H,19,20)/b8-7+
    Key: VENIIVIRETXKSV-BQYQJAHWSA-N
  • CCCCCCC=CC#CCCCCCCCC(=O)O
Properties
C18H30O2
Molar mass 278.436 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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 three species of South American plants in the genus Ximenia, after which it is 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]

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It was the subject of a 2003 European patent (for use in food).[5] The patent application was deemed withdrawn in August 2012.[6]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

See also

References

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