USHINSUNINE
USHINSUNINE Basic information
- Product Name:
- USHINSUNINE
- Synonyms:
-
- USHINSUNINE
- (7aS)-6,7,7a,8-Tetrahydro-7-methyl-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-8α-ol
- Micheline A
- Oliveroline
- 5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-8-ol, 6,7,7a,8-tetrahydro-7-methyl-, (7aS,8R)-
- CAS:
- 3175-89-1
- MF:
- C18H17NO3
- MW:
- 295.33
- Mol File:
- 3175-89-1.mol
USHINSUNINE Chemical Properties
- Melting point:
- 178-180 °C
- Boiling point:
- 478.0±45.0 °C(Predicted)
- Density
- 1.361±0.06 g/cm3(Predicted)
- pka
- 13.46±0.20(Predicted)
USHINSUNINE Usage And Synthesis
Description
An aporphine alkaloid isolated from Michelia alba, M. champaca and M. compressa, this base forms colourless crystals from MeOH or EtOH. It is laevorotatory having [α]18D - 117° (CHCI3 ). A methylenedioxy group, a non-phenolic hydroxyl group and a methylimino group are present.
Occurrence
Polyalthia oliveri yields this aporphine alkaloid. The base yields colourless needles when crystallized from MeOH and is laevorotatory with a specific rotation of [α]D -64° (c 0.5, CHCI3). It gives an ultraviolet spectrum in EtOH with absorption maxima at 236, 275 and 315 nm.
References
Tomita, Furukawa., J. Pharm. Soc., Japan, 82, 925 (1962)
Yang et al., ibid, 82, 794, 798, 804, 811 (1962)
Yang et al., ibid, 83,216 (1963)
Absolute configuration:
Kunimotoetal., Chem. Pharm. Bull., 19,1502 (1971)