Chemistry:Dehydrosecodine

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Dehydrosecodine
Dehydrosecodine.svg
Names
Preferred IUPAC name
Methyl 2-{3-[2-(5-ethylpyridin-1(2H)-yl)ethyl]-1H-indol-2-yl}prop-2-enoate
Other names
Methyl 2-{3-[2-(5-ethyl-1(2H)-pyridinyl)ethyl]-1H-indol-2-yl}acrylate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
Properties
C21H24N2O2
Molar mass 336.435 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):

Dehydrosecodine is a terpene indole alkaloid. The compound is believed to be an unstable O-acetylated secodine type intermediate in the formation of catharanthine and tabersonine from stemmadenine.[1] The enzymes involved forming dehydrosecodine or utilizing it as a substrate for further chemical reactions are currently unknown.

References

  1. Qu, Y., Easson, M. E., Simionescu, R., Hajicek, J., Thamm, A. M., Salim, V., & De Luca, V. (2018). Solution of the multistep pathway for assembly of corynanthean, strychnos, iboga, and aspidosperma monoterpenoid indole alkaloids from 19E-geissoschizine. Proceedings of the National Academy of Sciences, 115(12), 3180-3185.