Lobelanine

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by Fswitzer4 (talk | contribs) at 16:13, 2 June 2020 (Added FDA UNII). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Lobelanine
Names
IUPAC name
2-[(2R,6S)-1-Methyl-6-phenacylpiperidin-2-yl]-1-phenylethanone
Identifiers
3D model (JSmol)
ChemSpider
KEGG
UNII
  • InChI=1S/C22H25NO2/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18/h2-7,9-12,19-20H,8,13-16H2,1H3/t19-,20+
    Key: IDEMKXUAULKYJV-BGYRXZFFSA-N
  • CN1[C@H](CCC[C@H]1CC(=O)C2=CC=CC=C2)CC(=O)C3=CC=CC=C3
Properties
C22H25NO2
Molar mass 335.447 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Lobelanine is a chemical precursor in the biosynthesis of lobeline.[1]

References

  1. ^ O'Donovan, D. G.; Forde, T. (1971). "The biosynthesis of Lobelia alkaloids. Part II. The role of lobelanine in the biosynthesis of lobeline". Journal of the Chemical Society C: Organic: 2889–2890. doi:10.1039/J39710002889.