1482-50-4

• 常用中文名：11-Beta,17-alpha,21-三羟基-5-beta-孕烯-3,20-二酮
• 常用英文名：5β-Dihydrocortisol
• CAS号：1482-50-4
• 分子式：C₂₁H₃₂O₅
• 分子量：364.47600
• 相关类别： 信号通路 细胞凋亡 细胞凋亡
• 发布时间：2018-11-24 21:02:48
• 更新时间：2026-07-16 14:26:10
• 5β-Dihydrocortisol,氢化可的松 (Cortisol) 的代谢产物,是潜在的盐皮质激素。5β-Dihydrocortisol 可以增强糖皮质激素的活性以提高眼压。5β-Dihydrocortisol 可引起乳腺癌细胞凋亡。

名称

• 中文名: 11-Beta,17-alpha,21-三羟基-5-beta-孕烯-3,20-二酮
• 英文名: (8S,9S,10S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
• 中文别名: 5β-Dihydrocortisol #天然产物 HY-N3995; 5Β-二氢皮质醇
• 英文别名: 52-Dihydrocortisol; 5β-Pregnane-11β,17α,21-triol-3,20-dione; 11β,17α,21-Trihydroxy-5β-Pregnane-3, 20-Dione; hydrocortison; 5β-PREGNAN-11β, 17, 21-TRIOL-3, 20-DIONE; 5BETA-PREGNAN-11BETA,17ALPHA,21-TRIOL-3,20-DIONE; 5B-Dihydrocortisol; 5B-pregnane-11B-17A-21-triol-dione; 5β-Dihydrocortiso; 5B-pregnane-11B-17A-21-triol-3-20-dione; 5-BETA-DIHYDROCORTISOL; 11-beta,17,21-trihydroxy-5-beta-pregnane-3,20-dione; dihydrocortisol; 21-Di[methylenebis(oxy)] 5α 11-beta,17,21-trihydroxy-5-beta-pregnane-20-dione; 11-BETA,17-ALPHA,21-TRIHYDROXY-5-BETA-PREGNANE-3,20-DIONE; 5-BETA-PREGNAN-11-BETA, 17,21-TRIOL-3,20-DIONE; Pregnane-3,20-dione, 11,17,21-trihydroxy-, (5β,11β); (5R,8S,9S,10S,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-one; 11,17,21-trihydroxy-,(5beta,11beta)-pregnane-20-dione

物化性质

• 密度: 1.249g/cm3
• 沸点: 544.5ºC at 760mmHg
• 分子式: C₂₁H₃₂O₅
• 分子量: 364.47600
• 闪点: 297.1ºC
• 精确质量: 364.22500
• PSA: 94.83000
• LogP: 1.86150
• 外观性状: 固体
• 折射率: 1.569
• 储存条件: -20°C， 密封

生物活性

• 描述: 5β-Dihydrocortisol,氢化可的松 (Cortisol) 的代谢产物,是潜在的盐皮质激素。5β-Dihydrocortisol 可以增强糖皮质激素的活性以提高眼压。5β-Dihydrocortisol 可引起乳腺癌细胞凋亡。
• 相关类别:
  信号通路 >> 细胞凋亡 >> 细胞凋亡
  研究领域 >> 癌症
• 体外研究: 5β-二氢皮质醇(10-100μ米；48小时)抑制MCF-7细胞的活性,IC50为27.59μM[2]。5β-二氢皮质醇(14μ米；24h)诱导MCF-7细胞早期凋亡率为35.6%,晚期凋亡率为2.5%。5β-二氢皮质醇(1-10μ米；48小时)猝灭人血清白蛋白(HAS)的固有荧光,在360 nm处有一个最大发射峰,荧光峰没有移动[2]。细胞活力测定[2]细胞系：MCF-7和hek293细胞浓度：10、20、40、60、80、100μM孵育时间：48h结果：MCF-7细胞的存活率呈剂量依赖性抑制。HEK293细胞株对细胞活力无明显毒性。凋亡分析[2]细胞系：MCF-7细胞浓度：14μM孵育时间：24h结果：诱导早期和晚期细胞凋亡率分别为35.6%和2.5%。
• 体内研究: 5β-二氢皮质醇(0.1-1.0%；18d)增强局部应用地塞米松(0.06%)提高幼兔眼压的作用[3]。
• 参考文献:

  [1]. Marver D, et, al. Dihydrocortisol: a potential mineralocorticoid. J Steroid Biochem. 1978 Jan;9(1):1-7.

  [2]. Kallubai M, et, al. Spectroscopic evaluation of synthesized 5β-dihydrocortisol and 5β-dihydrocortisol acetate binding mechanism with human serum albumin and their role in anticancer activity. J Biomol Struct Dyn. 2019 Feb;37(3):623-640.

  [3]. Southren AL, et, al. 5 beta-Dihydrocortisol: possible mediator of the ocular hypertension in glaucoma. Invest Ophthalmol Vis Sci. 1985 Mar;26(3):393-5.

  [4]. Appanna N, et, al. Differential activity and expression of human 5β-reductase (AKR1D1) splice variants. J Mol Endocrinol. 2021 Mar;66(3):181-194.

  [5]. Weinstein BI, et, al. Potentiation of glucocorticoid activity by 5 beta-dihydrocortisol: its role in glaucoma. Science. 1983 Oct 14;222(4620):172-3.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : TU4158700 CHEMICAL NAME : 5-beta-Pregnane-3,20-dione, 11-beta,17,21-trihydroxy- CAS REGISTRY NUMBER : 1482-50-4 LAST UPDATED : 199712 DATA ITEMS CITED : 1 MOLECULAR FORMULA : C21-H32-O5 MOLECULAR WEIGHT : 364.53 HEALTH HAZARD DATA ACUTE TOXICITY DATA MUTATION DATA TYPE OF TEST : DNA adduct TEST SYSTEM : Human Liver DOSE/DURATION : 2 mmol/L REFERENCE : MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 370,49,1996