| Identification | Back Directory | [Name]
stephanine | [CAS]
517-63-5 | [Synonyms]
(7aR)-9-Methoxy-7-methyl-6,7,7a,8-tetrahydro-5H-[1,3]benzodioxolo[6,5,4-de]benzo[g]quinoline
5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline, 6,7,7a,8-tetrahydro-9-methoxy-7-methyl-, (7aR)- | [Molecular Formula]
C19H19NO3 | [MDL Number]
MFCD00238687 | [MOL File]
517-63-5.mol | [Molecular Weight]
309.36 |
| Chemical Properties | Back Directory | [Melting point ]
155 °C | [Boiling point ]
463.6±45.0 °C(Predicted) | [density ]
1.268±0.06 g/cm3(Predicted) | [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [form ]
Cryst. | [pka]
7.03±0.20(Predicted) |
| Hazard Information | Back Directory | [Description]
l-Stephanine is a potent and highly selective alpha 1 adrenoceptor blocker, inhibits anococcygeus muscle contraction induced by phenylephrine with pA2 values of 6.76.
Stephanine and crebanine have high inhibitory activity against gram-positive animal pathogenic bacteria, with MIC values of 0.078-0.312g/l, but low inhibitory activity against gram-negative animal pathogenic bacteria, they also inhibit hyphal growth of the plant pathogens Cercospora kaki.
3. Stephanine, pseudopalmatine , tetrahydropalmatine , and xylopinine show significant antiplasmodial activities with IC(50) ranged from 2 uM to 53 uM. | [Uses]
Stephanine ((-)-Stephanine) is an isoquinoline aporphine-type alkaloid. Stephanine induce apoptosis through the reverse of mitotic exit. Stephanine exhibits Antiplasmodial activity. Stephanine can be used for the research of stomach pain, abdominal pain, arthritis and cancer[1][2]. | [target]
Adrenergic Receptor | Antifection | [References]
[1] Cui L, et, al. The anti-inflammatory and analgesic activities of 2Br-Crebanine and Stephanine from Stephania yunnanenses H. S.Lo. Front Pharmacol. 2023 Jan 4;13:1092583. DOI:10.3389/fphar.2022.1092583
[2] Le PM, et, al. Stephanine from Stephania venosa (Blume) Spreng Showed Effective Antiplasmodial and Anticancer Activities, the Latter by Inducing Apoptosis through the Reverse of Mitotic Exit. Phytother Res. 2017 Sep;31(9):1357-1368. DOI:10.1002/ptr.5861 |
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