Tremetone
 | |
| Names | |
|---|---|
| IUPAC name
(R)-1-(2-(prop-1-en-2-yl)-2,3-dihydrobenzofuran-5-yl)ethanone | |
| Identifiers | |
| 4976-25-4 | |
| ChemSpider | 71024 |
| Jmol interactive 3D | Image |
| PubChem | 78673 |
| |
| |
| Properties | |
| C13H14O2 | |
| Molar mass | 202.25 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 | |
Tremetone is a chemical compound found in tremetol, a toxin mixture from snakeroot (Ageratina altissima) that causes milk sickness in humans and trembles in livestock.[1][2][3][4] Tremetone is the main constituent of at least 11 chemically related substances in tremetol.[4] Tremetone is toxic to fish, but not to chicken, and is therefore not the major toxic compound in tremetol.[2] Tremetol can be found in a number of different species of the Asteraceae family, including snakeroot (Ageratina altissima) and rayless goldenrod (Isocoma pluriflora).[5]
See also
- Milk sickness
- Snakeroot (Ageratina altissima)
- Toxol, a structurally related substance (3-hydroxy-tremetone)
References
- ↑ Bonner, W. A. (1962). "Ketones from "white snakeroot" Eupatorium urticaefolium". Tetrahedron 18 (11): 1295–1309. doi:10.1016/0040-4020(62)80010-6.
- 1 2 Bowen, Douglas M (1963). "The Synthesis and Pharmacological Action of Tremetone". J. Med. Chem. 6 (3): 315–319. doi:10.1021/jm00339a023. PMID 14185993.
- ↑ Bonner, W. A. (1964). "The absolute configurations of tremetone and toxol". Tetrahedron 20 (6): 1419–1425. doi:10.1016/S0040-4020(01)99135-5.
- 1 2 Lee, S. T. (2010). "Tremetone and structurally related compounds in white snakeroot (Ageratina altissima): a plant associated with trembles and milk sickness". J. Agric. Food Chem. 58 (15): 8560–8565. doi:10.1021/jf1012456. PMID 20681643.
- ↑ "Metabolite Information: Tremetone".
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