Chemistry:Chaulmoogric acid
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| IUPAC name
13-[(1S)-Cyclopent-2-en-1-yl]tridecanoic acid
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| Properties | |
| C18H32O2 | |
| Molar mass | 280.452 g·mol−1 |
| Melting point | 68.5 °C (155.3 °F; 341.6 K) [1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Chaulmoogric acid is a fatty acid found chaulmoogra oil, the oil from the seeds of Hydnocarpus wightianus.[2] It is an unusual fatty acid which has a cyclopentene ring at its terminus instead of being entirely linear like most fatty acids.[3]
It is a white crystalline solid with a melting point of 68.5 °C.[1] It is soluble in ether, chloroform, and ethyl acetate.[1]
In the early 20th century, it was investigated as a possible treatment for leprosy due to the use in traditional medicine of chaulmoogra oil for leprosy.[4]
See also
References
- ↑ 1.0 1.1 1.2 The Merck Index (11th ed.). 2037. Chaulmoogric acid.
- ↑ Sengupta, A.; Gupta, J. K.; Dutta, J.; Ghosh, A. (1973). "The component fatty acids of chaulmoogra oil". Journal of the Science of Food and Agriculture 24 (6): 669–74. doi:10.1002/jsfa.2740240606. PMID 4737104. Bibcode: 1973JSFA...24..669S.
- ↑ Mislow, Kurt; Steinberg, I. V. (1955). "The Synthesis and Stereochemistry of Chaulmoogric Acid". Journal of the American Chemical Society 77 (14): 3807–3810. doi:10.1021/ja01619a038.
- ↑ Ernest Linwood Walker, Marion A. Sweeney (1920). "The Chemotherapeutics of the Chaulmoogric Acid Series and Other Fatty Acids in Leprosy and Tuberculosis : I. Backtericidal Action; Active Principle; Specificity". The Journal of Infectious Diseases 26 (3): 238–264. doi:10.1093/infdis/26.3.238. https://zenodo.org/records/1860028/files/article.pdf.
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