303-45-7
基本信息
棉子醇
棉子酚
棉籽酚
醋酸棉籽酚
棉酚溶液标准物质
棉酚, 来源于棉花籽
GOSSYPOL
Thespesin
NSC 56817
NSC 624336
GOSSYPOL(P)
Gossypol solution
TIMTEC-BB SBB012338
3’-dimethyl-sopropyl-
GOSSYPOL, COTTON SEEDS
物理化学性质
外观性状 | 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。 |
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 |
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 |
酸度系数(pKa) | 7.15±0.50(Predicted) |
形态 | 灰白色至黄色固体。 |
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) |
安全数据
危险性符号(GHS) | GHS07,GHS08 |
警示词 | 危险 |
危险性描述 | H302-H360F |
防范说明 | P201-P202-P264-P270-P301+P312-P308+P313 |
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 |
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. |
应用领域
常见问题列表
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。
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).