Columbamine

Title: Columbamine
CAS Registry Number: 3621-36-1
CAS Name: 5,6-Dihydro-2-hydroxy-3,9,10-trimethoxydibenzo[a,g]quinolizinium
Additional Names: 7,8,13,13a-tetradehydro-2-hydroxy-3,9,10-trimethoxyberbinium
Molecular Formula: [C20H20NO4]+
Literature References: Found in Jatrorrhiza palmata (DC.) Miers (J. columba Miers), Menispermaceae: Breslau, Arch. Pharm. 245, 586 (1908); Späth, Burger, Ber. 59, 1486 (1926); Reed, Diss. Abstr. 23, 3638 (1963); from Berberis lambertii R. N. Parker, Berberidaceae: Chatterjee, Banerjee, J. Indian Chem. Soc. 30, 705 (1953). Synthesis from berberine: Cava, Reed, J. Org. Chem. 32, 1640 (1967).
Properties: The free base has not been described, but its quaternary salts are known.
Derivative Type: Chloride hemipentahydrate
Molecular Formula: C20H20ClNO4.2½H2O
Molecular Weight: 418.87
Percent Composition: C 57.35%, H 6.02%, Cl 8.46%, N 3.34%, O 24.83%
Properties: Orange-yellow needles, mp 194°. Sol in water, alcohol.
Melting point: mp 194°
Derivative Type: Chloride tetrahydrate
Molecular Formula: C20H20ClNO4.4H2O
Molecular Weight: 445.89
Percent Composition: C 53.87%, H 6.33%, Cl 7.95%, N 3.14%, O 28.71%
Properties: Orange-yellow prisms, mp 184°.
Melting point: mp 184°
Derivative Type: Iodide
Properties: Orange-yellow needles, mp 224°. Sol in water, alcohol.
Melting point: mp 224°
Columbin Combretastatins Concanavalin A Condurangin Conessine