一叶秋碱
| 中文名称 | 一叶秋碱 |
|---|---|
| 中文同义词 | 一叶秋碱 , 来源于叶底珠;一叶秋碱 ,一叶萩碱(标准品);SECURININE 一叶萩碱;一叶萩碱、一叶秋碱;一叶秋碱 ,一叶萩碱;叶底珠碱;一叶碱;硝酸一叶秋碱 |
| 英文名称 | SECURININE |
| 英文同义词 | SECURAN-11-ONE;SECURININE;(-)-securinin;securinan-11-one;(-)-SECURININE;securinin;Securinan-11-on;SECURININE(RG) |
| CAS号 | 5610-40-2 |
| 分子式 | C13H15NO2 |
| 分子量 | 217.26 |
| EINECS号 | 694-738-6 |
| 相关类别 | 中草药成分;原料药;中间体;植物提取物;植提;天然产物;标准品，对照品;中药对照品;对照品;标准品;植提标准品;精细化工;标准品-对照品;对照品-中药对照品;生物碱;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;标准品 -中药标准品;通用生化试剂-天然产物 |
| Mol文件 | 5610-40-2.mol |
| 结构式 |  |
一叶秋碱 性质
| 熔点 | 140-1420C |
|---|---|
| 比旋光度 | D20 -1042° (c = 1 in alc) |
| 沸点 | 357.82°C (rough estimate) |
| 密度 | 1.30±0.1 g/cm3 (20 ºC 760 Torr) |
| 折射率 | 1.5300 (estimate) |
| 储存条件 | Sealed in dry,2-8°C |
| 溶解度 | 二甲基亚砜：≥25mg/mL |
| 酸度系数(pKa) | 8.29±0.20(Predicted) |
| 形态 | 粉末 |
| 颜色 | 粘黄色 |
| 旋光度 (Optical Rotation) | [α]/D -980 to -1015 (C=1, MeOH) |
| InChI | InChI=1S/C13H15NO2/c15-12-7-9-4-5-10-8-13(9,16-12)11-3-1-2-6-14(10)11/h4-5,7,10-11H,1-3,6,8H2/t10-,11-,13+/m1/s1 |
| InChIKey | SWZMSZQQJRKFBP-WZRBSPASSA-N |
| SMILES | N12CCCC[C@]1([H])[C@]13C[C@@]2([H])C=CC1=CC(=O)O3 |
| Target | Value |
|
GABA receptor
() |
(-)-Securinine is a major plant-derived alkaloid and also a GABA A receptor antagonist. (-)-Securinine is significantly potent on HeLa cells growth inhibition with IC 50 values of 7.02±0.52 μg/mL (32.3 μM). (-)-Securinine induces apoptosis in a dose-dependent manner in the tested cells, increases the percentage of ROS positive cells and depolarized cells as well as stimulates the activity of ERK1/2, caspase-9 and -3/7. (-)-Securinine also induces cell cycle arrest in S phase. Real-time PCR analysis shows high expression of tumor necrosis factor receptor superfamily (TNFRSF) genes in the cells stimulated with (-)-Securinine.
In this tumor model, tumor growth is significantly impaired with (-)-Securinine treatment indicating that (-)-Securinine has potential as an Acute Myeloid Leukemia (AML) therapeutic. (-)-Securinine treated mice (n=5 mice, bilateral tumors), exhibit an average of more than 75% smaller tumors than vehicle treated mice at the end of the study period.
安全信息
| 危险品标志 | T,Xn |
|---|---|
| 危险类别码 | 23/24/25-22 |
| 安全说明 | 36/37/39-45 |
| WGK Germany | 3 |
| RTECS号 | VS4115000 |