4853. Hygrophylline

Nomenclature

CAS number: 3573-82-8
(1α,14α)-1,2-Dihydro-12,14-dihydroxysenecionan-11,16-dione.
C18H27NO6; mol wt 353.41.
C 61.17%, H 7.70%, N 3.96%, O 27.16%.

Description and references

Pyrrolizidine alkaloid isolated from Senecio hygrophyllus Dyer and Sm., Compositae: Richardson, Warren, J. Chem. Soc. 1943, 452. Structure and stereochemistry: Schlosser, Warren, ibid. 1965, 5707. NMR spectrum: S. E. Drewes et al., J. Chem. Soc. Perkin Trans. 1 1981, 287. X-ray crystallography: M. F. Mackay et al., Acta Crystallogr. C41, 395 (1985).

Chemical structure

Properties

Prisms from acetone, mp 173-174°. [α]D20 67.3° (c = 2.9 in ethanol).