Lesquerolic acid
Lesquerolic acid is a hydroxy acid that occurs naturally in Paysonia lasiocarpa and other Paysonia and Physaria species. It was first isolated in 1961 by a team from the Northern Regional Research Laboratory.[2] This compound has the R configuration at the alcohol-bearing stereocenter, and it is of the Z configuration at the olefin. Lesquerolic acid is chemically similar to ricinoleic acid, but with two additional carbons at the carboxyl end of the carbon chain.[3] Lesquerolic acid, with other hydroxy fatty acids, has important industrial uses, including making resins, waxes, nylons and plastics.
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| Names | |
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| IUPAC name
(11Z, 14R)-14-Hydroxyicos-11-enoic acid[1] | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
| MeSH | lesquerolic+acid |
PubChem CID |
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| Properties | |
| C20H38O3 | |
| Molar mass | 326.521 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
References
- "CID 20980884 - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 5 December 2007. Retrieved 20 November 2011.
- C. R. Smith Jr.; T. L. Wilson; T. K. Miwa; H. Zobel; R. L. Lohmar; I. A. Wolff (1961). "Lesquerolic Acid. A New Hydroxy Acid from Lesquerella Seed Oil1a". J. Org. Chem. 26 (8): 2903–2905. doi:10.1021/jo01066a067.
- David A. Dierig (1995). "Lesquerella". New Crop FactSHEET.
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