棉酚
- CAS号:303-45-7
- 英文名:GOSSYPOL
- 中文名:棉酚
- CBNumber:CB2770457
- 分子式:C30H30O8
- 分子量:518.55
- MOL File:303-45-7.mol
- 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 :≥25.95 mg/mL in DMSO; insoluble in H2O; ≥2.1 mg/mL in EtOH
- 形态 :Off-white to yellow solid.
- 酸度系数(pKa) :7.15±0.50(Predicted)
- 颜色 :Light yellow to yellow
- 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)
- 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.
棉酚性质、用途与生产工艺
-
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
- 更新日期：2024/11/08
- 产品编号：HY-13407
- 产品名称：Gossypol
- CAS编号：
- 包装：50 mg
- 价格：400元
- 更新日期：2024/11/08
- 产品编号：HY-13407
- 产品名称：棉籽酚 Gossypol
- CAS编号：303-45-7
- 包装：10mM * 1mLin DMSO
- 价格：440元
- 公司名称：SIGMA
- 联系电话：--
- 电子邮件：
- 国家：瑞士
- 产品数：6896
- 优势度：91
- 公司名称：ALEXIS
- 联系电话：--
- 电子邮件：alexis-ch@alexis-corp.ch
- 国家：瑞士
- 产品数：3599
- 优势度：74
