Nandinine
Title: Nandinine
CAS Registry Number: 572-76-9
CAS Name: (13aS)-5,8,13,13a-Tetrahydro-10-methoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizin-9-ol
Additional Names: 10-methoxy-2,3-(methylenedioxy)berbin-9-ol; 5,6,13,13a-tetrahydro-9-hydroxy-10-methoxy-2,3-(methylenedioxy)-8H-dibenzo[a,g]quinolizine; (+)-tetrahydroberberrubine
Molecular Formula: C19H19NO4
Molecular Weight: 325.36
Percent Composition: C 70.14%, H 5.89%, N 4.30%, O 19.67%
Literature References: From root bark of Nandina domestica Thunb., Berberidaceae: Eijkman, Ber. 17, 441 (1884); Kitasato, J. Pharm. Soc. Jpn. 522, 1 (1925). Structure: idem, Acta Phytochim. 3, 175 (1927), C.A. 22, 1779 (1928); Späth, Leithe, Ber. 63, 3007 (1930). Configuration: Corrodi, Hardegger, Helv. Chim. Acta 39, 889 (1956). Synthesis: Kametani et al., J. Chem. Soc. C 1969, 2036; eidem, J. Chem. Soc. Perkin Trans. 1 1977, 1151.
Properties: Crystals from chloroform + ether, mp 195-196°.
Melting point: mp 195-196°
 
Derivative Type: dl-Form
CAS Registry Number: 17388-17-9
Properties: Colorless needles from ethanol, mp 183-185°.
Melting point: mp 183-185°
 
Derivative Type: l-Form
Properties: Crystals from ether. mp 195-196°. [a]D15 -304° (c = 0.513 in chloroform).
Melting point: mp 195-196°
Optical Rotation: [a]D15 -304° (c = 0.513 in chloroform)

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