(12α)-3,18-Dihydro-17-methyllycodin-1(2H)-one
- CAS No.
- 3279-74-1
- Chemical Name:
- (12α)-3,18-Dihydro-17-methyllycodin-1(2H)-one
- Synonyms
- Sauroxine;(12α)-3,18-Dihydro-17-methyllycodin-1(2H)-one;1H-5,10b-Propano-1,7-phenanthrolin-8(7H)-one, 2,3,4,4a,5,6,9,10-octahydro-1,12-dimethyl-, (4aS,5S,10bR,12R)-
- CBNumber:
- CB82193285
- Molecular Formula:
- C17H26N2O
- Molecular Weight:
- 274.4
- MDL Number:
- MOL File:
- 3279-74-1.mol
(12α)-3,18-Dihydro-17-methyllycodin-1(2H)-one Chemical Properties,Uses,Production
Description
One of the numerous alkaloids obtained from the Lycopodium species, this base occurs in L. sausaurus and gives colourless crystals from Me2CO. It is laevorotatory having [α]20D - 71.8° (c 0.792, EtOH). The ultraviolet spectrum consists of a single absorption maximum at 257 mJ.l.. The alkaloid may be characterized as the methiodide which forms colourless needles from aqueous Me2CO, m.p. 258°C. When heated with Pd-C in a stream of nitrogen at 290-300°C it yields 7-methylquinoline and 6-methyl-a-pyridone. From the above structure it will be seen that the alkaloid is a stereoisomer of a-Obscurine (q.v.).
Definition
ChEBI: Sauroxine is a sesquiterpenoid.
References
Deulofeu, DeLanghe.,J. A mer. Chern. Soc., 64, 968 (1942)
Structure:
Ayer et aZ., Tetrahedron, 21,2168 (1965)