Stemmadenine

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Stemmadenine
Stemmadenine.svg
Names
IUPAC name
Methyl (1R,2S,16E)-16-ethylidene-2-(hydroxymethyl)-4,14-diazatetracyclo[12.2.2.03,11.05,10]octadeca-3(11),5,7,9-tetraene-2-carboxylate
Identifiers
3D model (JSmol)
ChemSpider
Properties
C21H26N2O3
Molar mass 354.45 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

Stemmadenine is a terpene indole alkaloid. Stemmadenine is believed to be formed from preakuammicine by a carbon-carbon bond cleavage. Cleavage of a second carbon-carbon bond is thought to form dehydrosecodine.[1] The enzymes forming stemmadenine and using it as a substrate remain unknown to date.

References[edit]

  1. ^ Scott, Alastair I; Qureshi, Asaf A (1969). "Biogenesis of Strychnos, Aspidosperma, and Iboga alkaloids. Structure and reactions of preakuammicine". Journal of the American Chemical Society. 91 (21): 5874. doi:10.1021/ja01049a032. PMID 5812148.