Littorine
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| Names | |
|---|---|
| Systematic IUPAC name
(1R,3r,5S)-8-Methyl-8-azabicyclo[3.2.1]octan-3-yl (R)-2-hydroxy-3-phenylpropanoate | |
| Identifiers | |
| 21956-47-8 | |
| ChemSpider | 391307 |
| Jmol interactive 3D | Image |
| PubChem | 443005 |
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| |
| Properties | |
| C17H23NO3 | |
| Molar mass | 289.38 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 | |
Littorine is a tropane alkaloid found in a variety of plants including Datura[1] and Atropa belladonna.[2] It is closely related in chemical structure to atropine, hyoscyamine, and scopolamine, which all share a common biosynthetic pathway.[3][4]
References
- ↑ Evans, W. C.; Ghani, A.; Woolley, V. A. (1972). "Distribution of littorine and other alkaloids in the roots of Datura species". Phytochemistry 11 (8): 2527–2529. doi:10.1016/S0031-9422(00)88530-1.
- ↑ Nakanishi, F.; Sasaki, K.; Shimomura, K. (1998). "Isolation and identification of littorine from hairy roots of Atropa belladonna". Plant Cell Reports 18 (3–4): 249–251. doi:10.1007/s002990050565.
- ↑ Zabetakis, I.; Edwards, R.; Hamilton, J. T. G.; O'Hagan, D. (1998). "The biosynthetic relationship between littorine and hyoscyamine in transformed roots of Datura stramonium". Plant Cell Reports 18 (3–4): 341–345. doi:10.1007/s002990050583.
- ↑ Lanoue, A.; Boitel-Conti, M.; Portais, J.-C.; Laberche, J.-C.; Barbotin, J.-N.; Christen, P.; Sangwan-Norreel, B. (2002). "Kinetic Study of Littorine Rearrangement in Datura innoxia Hairy Roots by 13C NMR Spectroscopy". Journal of Natural Products 65 (8): 1131–1135. doi:10.1021/np010612c. PMID 12193016.
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