中文名 | 臭椿酮 |
英文名 | (1beta,11alpha,12alpha)-1,11,12-trihydroxy-11,20-epoxypicrasa-3,13(21)-diene-2,16-dione |
别名 | 臭椿酮 臭椿酮对照品 臭椿酮(臭椿苦酮) AILANTHONE 臭椿酮 |
英文别名 | Ailanthone ailanthone Δ13-Dehydrochaparrinone 13,21-Didehydrochaparrinone (1beta,11alpha,12alpha)-1,11,12-trihydroxy-11,20-epoxypicras... 11β,20-Epoxy-1β,11,12α-trihydroxypicrasa-3,13(21)-diene-2,16-dione (1β,11β,12α)-11,20-Epoxy-1,11,12-trihydroxypicrasa-3,13(21)-diene-2,16-dione Picrasa-3,13(21)-diene-2,16-dione,11,20-epoxy-1,11,12-trihydroxy-, (1b,11b,12a)- Picrasa-3,13(21)-diene-2,16-dione, 11,20-epoxy-1,11,12-trihydroxy-, (1β,11β,12α)- (1beta,11beta,12alpha)-1,11,12-Trihydroxy-11,20-epoxypicrasa-3,13(21)-diene-2,16-dione (1beta,11alpha,12alpha)-1,11,12-trihydroxy-11,20-epoxypicrasa-3,13(21)-diene-2,16-dione picrasa-3,13(21)-diene-2,16-dione, 11,20-epoxy-1,11,12-trihydroxy-, (1beta,11beta,12alpha)- |
CAS | 981-15-7 |
化学式 | C20H24O7 |
分子量 | 376.4 |
InChI | InChI=1/C20H24O7/c1-8-4-12(21)16(24)18(3)10(8)5-13-19-7-26-20(25,17(18)19)15(23)9(2)11(19)6-14(22)27-13/h4,10-11,13,15-17,23-25H,2,5-7H2,1,3H3/t10-,11-,13+,15+,16+,17+,18+,19+,20-/m0/s1 |
密度 | 1.47 |
熔点 | 235-237 °C |
沸点 | 641.0±55.0 °C(Predicted) |
比旋光度 | (c, 1 in EtOH)+24 |
闪点 | 231.6°C |
蒸汽压 | 3.94E-19mmHg at 25°C |
溶解度 | DMSO : 83.3 mg/mL (221.31 mM; 需要加温) |
折射率 | 1.64 |
酸度系数 | 11.85±0.70(Predicted) |
存储条件 | Sealed in dry,Store in freezer, under -20°C |
外观 | 类白色粉末 |
体外研究 | Ailanthone is a potent inhibitor of both full-length AR (AR-FL) and constitutively active truncated AR splice variants (AR-Vs). Ailanthone binds to the co-chaperone protein p23 and prevents AR's interaction with HSP90, thus resulting in the disruption of the AR-chaperone complex followed by ubiquitin/proteasome-mediated degradation of AR as well as other p23 clients including AKT and Cdk4, and downregulates AR and its target genes in PCa cell lines and orthotopic animal tumours. In addition, Ailanthone blocks tumour growth and metastasis of CRPC. Ailanthone has been shown to possess an growth-inhibitory effect against several cancer cell lines including HepG2, Hep3B, R-HepG2, Jurkat, HeLa, MCF-7, MDA-MB-231 and A549 cells. Ailanthone inhibits Huh7 cell growth through the induction of mitochondrion-mediated cell apoptosis and G0/G1 cell cycle arrest. Ailanthone-induced apoptosis is mitochondrion-mediated and involved the PI3K/AKT signaling pathway in Huh7 cells. |
体内研究 | Not only i.p. administration but also p.o. administration of Ailanthone has excellent efficiency for blocking the growth of CRPC xenografts. In pharmacokinetic studies, Ailanthone exhibits good solubility in water and good bioavailability (>20%). In addition, Ailanthone effectively suppresses CRPC tumour growth, despite not reaching a steady state of plasma drug concentration during the course of treatment. |
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