棉酚
简介生物活性靶点体外研究 用途与合成方法 MSDS 棉酚价格(试剂级) 上下游产品信息 专题
| 中文名称 | 棉酚 | 
|---|---|
| 中文同义词 | 醋酸棉籽酚;棉酚, 来源于棉花籽;棉籽酚/棉酚;棉酚溶液标准物质;棉酚溶液, 100PPM;棉酚, 来源于棉花;棉籽酚/棉酚标准品;棉籽酚、棉酚、棉子醇 | 
| 英文名称 | GOSSYPOL | 
| 英文同义词 | GOSSYPOL(P);Gossypol from cotton seeds,2,2′-bis(8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene);Thespesin;GOSSYPOL;NSC 624336;NSC 56817;1,1',6,6',7,7'-HEXAHYDROXY-3,3'-DIMETHYL-5,5'-BIS(1-METHYLETHYL)-[2,2'-BINAPHTHALENE]-8,8'-DICARBOXALDEHYDE;2,2'-BIS[8-FORMYL-1,6,7-TRIHYDROXY-5-ISOPROPYL-3-METHYLNAPHTHALENE] | 
| CAS号 | 303-45-7 | 
| 分子式 | C30H30O8 | 
| 分子量 | 518.55 | 
| EINECS号 | 636-899-7 | 
| 相关类别 | 中草药成分;标准品-对照品;植物提取物;小分子抑制剂,天然产物;合成;对照品;中药对照品;原料药;中间体;标准品;标准品-中药标准品;标准品 -中药标准品;Aromatic Phenols;Antitumour;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors;标准品,对照品 | 
| Mol文件 | 303-45-7.mol | 
| 结构式 | ![]()  | 
棉酚 性质
| 熔点 | 181-183 C | 
|---|---|
| 沸点 | 522.63°C (rough estimate) | 
| 密度 | 1.1912 (rough estimate) | 
| 折射率 | 1.4900 (estimate) | 
| 储存条件 | 2-8°C | 
| 溶解度 | DMSO 中≥25.95 mg/mL;不溶于水;乙醇中≥2.1 mg/mL | 
| 酸度系数(pKa) | 7.15±0.50(Predicted) | 
| 形态 | 灰白色至黄色固体。 | 
| 颜色 | 浅黄至黄色 | 
| 水溶解性 | Soluble in 100%ethanol (25 mg/ml), DMF (25 mg/ml), acetone, DMSO (25 mM), methanol (2 mg/ml), ether, chloroform, sodium carbonate, and dilute aqueous solutions of ammonia . Insoluble in water. Gossypol is a male antifertility agent with antispermatogenic activity and has been shown to contain antitumor, anitviral, and antioxidant properties. | 
| InChIKey | QBKSWRVVCFFDOT-UHFFFAOYSA-N | 
| LogP | 5.419 (est) | 
| CAS 数据库 | 303-45-7 | 
| EPA化学物质信息 | [2,2'-Binaphthalene]-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)- (303-45-7) | 
棉酚 用途与合成方法
简介
棉酚(gossypol),又称棉毒素或棉籽醇,是棉属植物体内形成的一种黄色多酚二萘化合物。
生物活性
Gossypol (BL 193) 是一种从棉籽和根中分离出来的口服活性的多酚。Gossypol 是一种 5α-reductase 1 和 3α-hydroxysteroid dehydrogenase 的有效抑制剂,在无细胞试验中,对应的IC50值分别为3.33 μM和0.52 μM。Gossypol 还可抑制BH3肽与Bcl蛋白的结合,对 Bcl-XL 和 Bcl-2 的IC50值分别为0.4 μM和10 μM。Gossypol 在各种癌细胞中可诱导凋亡和细胞的生长抑制。
靶点
| Target | Value | 
| Bcl-xL  (Cell-free assay)  | 0.4 μM | 
| 3α-hydroxysteroid dehydrogenase  (Cell-free assay)  | 0.52 μM | 
| 5α-reductase 1  (Cell-free assay)  | 3.33 μM | 
| Bcl-2  (Cell-free assay)  | 10 μM | 
体外研究
Gossypol, a natural product isolated from cottonseeds and roots that has been studied as an anticancer agent. The racemic form of Gossypol [(±)-Gossypol] is tested in several clinical trials and is well tolerated. The racemic form Gossypol ((±)-Gossypol) binds to Bcl-xL protein with a K i of 0.5 to 0.6 μM. (±)-Gossypol also potently binds to Bcl-2 protein with a K i value of 0.2-0.3 mM. The natural racemic Gossypol has two enantiomers, namely the (-)-Gossypol and (+)-Gossypol enantiomers. The racemic form and each of the enantiomers of Gossypol are tested against UM-SCC-6 and UM-SCC-14A in 6-day MTT assays. (-)-Gossypol exhibits greater growth inhibition relative to (±)-Gossypol than (+)-Gossypol in both cell lines tested (P<0.001). An intermediate growth inhibitory effect is observed with (±)-Gossypol but this effect is only observed at the higher dose of Gossypol (10 μM, P<0.0001).
化学性质
棕黄色粉末,可溶于甲醇、乙醇、DMSO等有机溶剂,来源于锦葵植物棉花的根、茎、叶和种子内,棉籽仁中含量最高。
用途
棉酚具有抗肿瘤的作用,同时可用作男性避孕药。
类别
有毒物质
毒性分级
高毒
急性毒性
口服- 大鼠 LD50: 325 毫克/ 公斤; 口服- 小鼠 LD50: 765 毫克/立方米/4小时
可燃性危险特性
可燃, 火场排出辛辣刺激烟雾
储运特性
库房低温, 通风, 干燥; 与食品原料分开存放
灭火剂
水, 二氧化碳, 干粉, 砂土
安全信息
| 危险品标志 | Xn,Xi | 
|---|---|
| 危险类别码 | 22-40-36/37/38 | 
| 安全说明 | 22-36-36/37/39-27-26 | 
| WGK Germany | 3 | 
| RTECS号 | DU3100000 | 
| 海关编码 | 29124990 | 
| 毒害物质数据 | 303-45-7(Hazardous Substances Data) | 
| 毒性 | A secondary plant product produced by some varieties of cotton and found in cottonseed meal and cottonseed oil from those varieties. Affects the male reproductive system and has potential use as a male contraceptive agent. May be irritating to the GI tract. In animal studies large doses caused lung edema and paralysis. | 
MSDS信息
| 提供商 | 语言 | 
|---|---|
SigmaAldrich  | 英文  | 
棉酚 价格(试剂级)
| 更新日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 | 
|---|---|---|---|---|---|
| 2024/08/19 | HY-13407 | Gossypol | 50 mg | 400元 | |
| 2024/08/19 | HY-13407 | 棉籽酚 Gossypol  | 303-45-7 | 10mM * 1mLin DMSO | 440元 | 
棉酚 上下游产品信息
下游产品
6,6′,7,7′-四羟基-5,5′-二异丙基-3,3′-二甲基-(2,2′-联萘)-1,1′,4,4′-四酮-8,8′-二甲醛



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