钩吻素子
| 中文名称 | 钩吻素子 |
|---|---|
| 中文同义词 | 钩吻素子;阔胺;闊胺;钩吻素子对照品,;钩吻素子(阔胺);KOUMINE 钩吻素子;钩吻碱子;钩吻素子(标准品) |
| 英文名称 | koumine |
| 英文同义词 | koumine;(3R,7alpha,20alpha)-1,2,18,19-Tetradehydro-3,17-epoxy-7,20(2H,19H)cyclovobasan;7,20(2H,19H)-Cyclovobasan, 1,2,18,19-tetradehydro-3,17-epoxy-, (3R,7alpha,20alpha)-;6,4-(Epoxymethano)-3,11b-methano-11bH-pyrido[4,3-c]carbazole, 11c-ethenyl-1,2,3,4,4a,5,6,11c-octahydro-2-methyl-, (3S,4S,4aR,6R,11bS,11cS)-;(3S,4S,4aR,6R,11bS,11cS)-2-Methyl-11c-vinyl-1,2,3,4,4a,5,6,11c-octahydro-6,4-(epoxymethano)-3,11b-methanopyrido[4,3-c]carbazole;Koumine-RM;Koumine, 10 mM in DMSO |
| CAS号 | 1358-76-5 |
| 分子式 | C20H22N2O |
| 分子量 | 306.4 |
| EINECS号 | |
| 相关类别 | 中药对照品;标准品;植物提取物;对照品;植提标准品;标准品-中药标准品;生物碱;标准品 -中药标准品;标准品，对照品;Alkaloids;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract |
| Mol文件 | 1358-76-5.mol |
| 结构式 |  |
钩吻素子 性质
| 熔点 | 168℃ |
|---|---|
| 沸点 | 436.5±45.0 °C(Predicted) |
| 密度 | 1.42 |
| 储存条件 | 2-8°C |
| 溶解度 | DMSO：31.25 mg/mL（101.99 mM；需要超声波） |
| 酸度系数(pKa) | 8.67±0.40(Predicted) |
| 形态 | 粉末 |
| 颜色 | 黄褐色 |
| 旋光度 (Optical Rotation) | [α]/D 295 to 245° |
| InChI | InChI=1/C20H22N2O/c1-3-19-11-22(2)16-9-20(19)13-6-4-5-7-15(13)21-18(20)17-8-14(19)12(16)10-23-17/h3-7,12,14,16-17H,1,8-11H2,2H3/t12-,14+,16-,17+,19-,20+/s3 |
| InChIKey | VTLYEMHGPMGUOT-KWZROIJWNA-N |
| SMILES | C1C=CC2N=C3[C@]4([H])OC[C@@]5([H])[C@]([H])([C@]6(C=C)CN(C)[C@]5(C[C@@]36C=2C=1)[H])C4 |&1:6,10,12,14,20,22,r| |
Koumine (0.5, 1 and 2 mg/mL) dose- and time-dependently inhibits the proliferation of MCF-7 cells, with an IC
50
of 124 µg/mL at 72 h. Koumine induces apoptosis, causes cell cycle arrest at G2/M phase.
Koumine (0.5, 1 and 2 mg/mL) up-regulates the Bax/Bcl-2 ratio and caspase-3 expression in a dose-dependent manner in MCF-7 Cells.
Koumine (25, 50, 100, and 200 μM) decreases the protein and mRNA levels of microglia M1 polarization factors in LPS-induced BV2 cells.
Koumine is less toxic, with the median lethal dose (LD
50
) of 300.0 mg/kg on Wistar rats. Koumine (0.6, 3, or 15 mg/kg/per, p.o.) exhibits antirheumatic properties in rats with adjuvant-induced arthritis (AIA) and collagen-induced arthritis (CIA).
Koumine inhibits the increase in cytokines in joint tissue and TNF-α level in serum at 15 mg/kg, and suppresses the increase in the serum level of IL-1β at 3 and 15 mg/kg.
Koumine (0.28, 7 mg/kg, s.c.) significantly reduces neuropathic pain after nerve injury. Koumine suppresses the increased Iba-1 protein level.
药理药效:对精神神经、呼吸及心血管系统有一定的刺激兴奋作用，具有用于治疗神经病理性疼痛的潜在价值。
安全信息
| WGK Germany | WGK 3 |
|---|---|
| 存储类别 | 6.1A - 可燃，急性毒性物质（类别1和类别2） 剧毒的危险物质 |
| 危险性类别 | 急性毒性 类别2 吸入 急性毒性 类别2 经口 |