双羟香豆素
中文名称:
双羟香豆素
中文同义词:
甜金花素;敌鼠灵;双香豆素/败坏翘摇素;3,3-亚甲基双(4-羟基馥素);双杀鼠灵;敌害鼠;双香豆素(标准品);双香豆素【中性签】
英文名称:
DICUMAROL
英文同义词:
BIS-HYDROXYCOUMARIN;BISCUMAROL;DICUMAROL;DICOUMARIN;DICOUMAROL;2H-1-Benzopyran-2-one, 3,3-methylenebis[4-hydroxy-;3,3’-methyleen-bis(4-hydroxy-cumarine);3,3’-methylen-bis(4-hydroxy-cumarin)
CAS号:
66-76-2
分子式:
C19H12O6
分子量:
336.3
EINECS号:
200-632-9
相关类别:
标准品;植物提取物;小分子抑制剂;对照品;中药对照品;植提标准品;吡喃;DICUMOL;细胞生物学试剂;标准品 -中药标准品;标准品，对照品
Mol文件:
66-76-2.mol
熔点
290-292 °C(lit.)
沸点
392.79°C (rough estimate)
密度
1.2864 (rough estimate)
折射率
1.4450 (estimate)
储存条件
Sealed in dry,Room Temperature
形态
Fine Crystalline Powder
酸度系数(pKa)
4.20±1.00(Predicted)
颜色
White
水溶解性
Soluble in aqueous alkaline solutions, organic bases, 0.1 N NaOH (15 mg/ml), Pyridine (50 mg/ml), chloroform (slightly soluble), and benzene (slightly soluble). Insoluble in water, and alcohols.
Merck
14,3090
EPA化学物质信息
2H-1-Benzopyran-2-one, 3,3-methylenebis[4-hydroxy- (66-76-2)
生物活性
Dicoumarol是一种竞争性的NADPH quinone oxidoreductase (NQO1)抑制剂，可通过干扰维生素K的代谢用作抗凝血剂。
靶点
Target Value
NQO1
Target
Value
NQO1
体外研究
Dicoumarol is an inhibitor of both NAD(P)H:quinone oxidoreductase 1 (NQO1) and PDK1 with IC 50 s of 0.37±0.15 and 19.42±0.032 μM, respectively. The PDK1 activity is inhibited by Dicoumarol in a dose-dependent manner. The enzymatic activity of PDK1 is reduced by approximately 94% when treated with 200 μM Dicoumarol. Dicoumarol decreases the p-PDHA1 level by 26% (100 μM Dicoumarol) and by 72% (200 μM Dicoumarol), with no statistical difference in the total PDHA1 level. Both 100 μM and 200 μM Dicoumarol markedly induce apoptosis of SKOV3 cells. Similarly, flow cytometric analysis of annexin V + PI + cells reveals that 100 μM and 200 μM Dicoumarol treatments generate approximately 20.87% and 24.94% apoptotic cells, respectively, significantly higher than vehicle treatment. It is also observed that treatment of MCF-7-TAMR cells with Dicoumarol, a known NQO1 inhibitor, reverses their tamoxifen-resistance phenotype.
体内研究
Dichloroacetate (DCA) at 100 mg/kg, Dicoumarol at 30 mg/kg, and Dicoumarol at 50 mg/kg all significantly reduce tumor volume and decrease tumor weight, when compare to tumors from control or vehicle groups. Total caspase-3 and total anti-poly (ADP-ribose) polymerase (PARP) are significantly decreased in Dicoumarol-treated SKOV3 xenografts, when compare to tumors from the control or vehicle group.
类别
农药
毒性分级
高毒
急性毒性
口服- 大鼠 LD50: 250 毫克/ 公斤; 口服- 小鼠 LD50: 233 毫克/ 公斤
可燃性危险特性
受热分解刺激烟雾;药物对生殖系统付作用:死胎,畸胎,婴儿不良;药物过量出血
储运特性
库房通风低温干燥; 与食品原料分开储运
灭火剂
干粉、泡沫、砂土
危险品标志
T,N
危险类别码
22-48/25-51/53
安全说明
37-45-61
危险品运输编号
UN 2811 6.1/PG 3
WGK Germany
3
RTECS号
GN7875000
TSCA
Yes
HazardClass
6.1(b)
PackingGroup
III
海关编码
29322985
毒性
LD50 orally in rats: 541.6 mg/kg (Rose)
