Chemistry:Littorine

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Littorine
Littorine.svg
Names
Systematic IUPAC name
(1R,3r,5S)-8-Methyl-8-azabicyclo[3.2.1]octan-3-yl (R)-2-hydroxy-3-phenylpropanoate
Identifiers
3D model (JSmol)
ChemSpider
UNII
Properties
C17H23NO3
Molar mass 289.375 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
Tracking categories (test):

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]

See also

References

  1. 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. 
  2. 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. 
  3. 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. 
  4. 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.