| 中文名称 | 棉酚 |
| 英文名称 | GOSSYPOL |
| CAS号 | 303-45-7 |
| 分子式 | C30H30O8 |
| 分子量 | 518.55 |
| EINECS号 | 636-899-7 |
| 熔点 | 181-183 C |
| 沸点 | 522.63°C (rough estimate) |
| 密度 | 1.1912 (rough estimate) |
| 折射率 | 1.4900 (estimate) |
| LogP | 5.419 (est) |
| 溶解度 | DMSO 中≥25.95 mg/mL；不溶于水；乙醇中≥2.1 mg/mL |
| 形态 | 灰白色至黄色固体。 |
| 酸度系数(pKa) | 7.15±0.50(Predicted) |
| 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. |
| 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 plantproduct produced by some varieties of cotton and found incottonseed meal and cottonseed oil from those varieties.Affects the male reproductive system and has potential use asa male contraceptive agent. May be irritating to the GI tract.In animal studies large doses caused lung edema and paralysis. |
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。
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。| 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 |
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).
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CAS号:13764-18-6
1,4,6,7-四甲基萘 -
CAS号:1806-29-7
2,2'-二羟基联苯 -
CAS号:303-45-7
棉酚 , 标准物质 -
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2-羟基萘甲醛 -
CAS号:575-44-0
1,6-二羟基萘 -
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2,3-二甲基萘 -
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2-羟基-4-甲基苯甲醛 -
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(R)-2,2'-二甲基-1,1'-联萘 -
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2，2'-联萘酚 -
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2,3,5-三甲基萘 -
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醋酸棉酚 -
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水杨酸甲酯 -
CAS号:92-44-4
2,3-二羟基萘 -
CAS号:122-03-2
枯名醛 -
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3-异丙基苯酚 -
CAS号:13764-18-6
1,4,6,7-四甲基萘 -
CAS号:1806-29-7
2,2'-二羟基联苯 -
CAS号:303-45-7
棉酚 , 标准物质 -
CAS号:5386-25-4
2-羟基萘甲醛 -
CAS号:575-44-0
1,6-二羟基萘 -
CAS号:581-40-8
2,3-二甲基萘 -
CAS号:575-43-9
1，6-二甲基萘 -
CAS号:698-27-1
2-羟基-4-甲基苯甲醛 -
CAS号:19634-89-0
(R)-2,2'-二甲基-1,1'-联萘 -
CAS号:89-83-8
麝香草酚 -
CAS号:612-78-2
2，2'-联萘酚 -
CAS号:575-38-2
1,7-二羟基萘 -
CAS号:2245-38-7
2,3,5-三甲基萘 -
CAS号:12542-36-8
醋酸棉酚 -
CAS号:119-36-8
水杨酸甲酯 -
CAS号:92-44-4
2,3-二羟基萘 -
CAS号:122-03-2
枯名醛 -
CAS号:618-45-1
3-异丙基苯酚
