| Identification | Back Directory | [Name]
USHINSUNINE | [CAS]
3175-89-1 | [Synonyms]
USHINSUNINE
Micheline A
Oliveroline
(7aS)-6,7,7a,8-Tetrahydro-7-methyl-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-8α-ol
5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-8-ol, 6,7,7a,8-tetrahydro-7-methyl-, (7aS,8R)- | [Molecular Formula]
C18H17NO3 | [MOL File]
3175-89-1.mol | [Molecular Weight]
295.336 |
| Chemical Properties | Back Directory | [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. | [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) |
| Hazard Information | Back Directory | [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. | [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) |
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