Title: Curine
CAS Registry Number: 436-05-5
CAS Name: (13aR,25aR)-2,3,13a,14,15,16,25,25a-Octahydro-18,29-dimethoxy-1,14-dimethyl-13H-4,6:21,24-dietheno-8,12-metheno-1H-pyrido[3¢,2¢:14,15][1,11]dioxacycloeicosino[2,3,4-ij]isoquinoline-9,19-diol
Additional Names: (1b)-6,6¢-dimethoxy-2,2¢-dimethyltubocuraran-7¢,12¢-diol; l-bebeerine
Molecular Formula: C36H38N2O6
Molecular Weight: 594.70
Percent Composition: C 72.71%, H 6.44%, N 4.71%, O 16.14%
Literature References: From tubocurare (Chondodendron tomentosum R. & P., Menispermaceae): Boehm, Arch. Pharm. 235, 660 (1897); Späth et al., Ber. 61, 1698 (1928). Structure: Späth, Kuffner, Ber. 67, 55 (1934); Faltis et al., Ber. 69, 1269 (1936); King, J. Chem. Soc. 1939, 1157. Configuration: Bick, Clezy, ibid. 1953, 3893; Hultin, Acta Chem. Scand. 17, 753 (1963). Biosynthetic study: D. S. Bhakuni et al., Tetrahedron 43, 3975 (1987). Ca2+ channel interactions: J. P. Felix et al., Biochemistry 31, 11793 (1992).
Properties: Efflorescent crystals from methanol. mp 213°; mp 221° in vacuo; four sided prisms from benzene containing one mol benzene, mp 161°. [a]D20 -328° (pyridine). Sol in benzene, chloroform, pyridine.
Melting point: mp 213°; mp 221° in vacuo; mp 161°
Optical Rotation: [a]D20 -328° (pyridine) |