Actinodaphnine

Title: Actinodaphnine
CAS Registry Number: 517-69-1
CAS Name: 6,7,7a,8-Tetrahydro-11-methoxy-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-10-ol
Additional Names: 10-methoxy-1,2-(methylenedioxy)-6aa-noraporphin-9-ol; 1,2-methylenedioxy-9-hydroxy-10-methoxynoraporphine
Molecular Formula: C18H17NO4
Molecular Weight: 311.33
Percent Composition: C 69.44%, H 5.50%, N 4.50%, O 20.56%
Literature References: In bark of Actinodaphne hookeri Meissn., Lauraceae. Isoln: Krishna, Ghose, J. Indian Chem. Soc. 9, 429 (1932). Structure: Ghose et al., Helv. Chim. Acta 17, 919 (1934). Photolytic synthesis: M. S. Premila et al., Indian J. Chem. 13, 945 (1975).
Properties: Needles from alcohol, mp 211°. [a]D20 +33° (ethanol). Sol in acetone, alcohol, benzene, chloroform. Moderately sol in ether. Practically insol in water.
Melting point: mp 211°
Optical Rotation: [a]D20 +33° (ethanol)
Derivative Type: Hydrochloride
Molecular Formula: C18H17NO4.HCl
Molecular Weight: 347.79
Percent Composition: C 62.16%, H 5.22%, N 4.03%, O 18.40%, Cl 10.19%
Properties: Needles from alcohol-ether, mp 281° (dec). [a]D20 +9°.
Melting point: mp 281° (dec)
Optical Rotation: [a]D20 +9°
Derivative Type: Methyl ether
Molecular Formula: C19H19NO4
Molecular Weight: 325.36
Percent Composition: C 70.14%, H 5.89%, N 4.30%, O 19.67%
Properties: Needles from ether + alc, mp 114-115°. Synthesis: Hey, Lobo, J. Chem. Soc. 1954, 2246.
Melting point: mp 114-115°
Actinomycetin Actinomycin F1 Actinoquinol Actinorhodine Actiphenol