(3S,8R,9S,10R,13S,14S,16R,17R)-3-((tert-butyldimethylsilyl)oxy)-16,17-dihydroxy-10,13-dimethyl-1,2,3,4,8,9,10,11,12,13,14,15,16,17-tetradecahydro-7H-cyclopenta[a]phenanthren-7-one | 1266603-36-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (3S,8R,9S,10R,13S,14S,16R,17R)-3-((tert-butyldimethylsilyl)oxy)-16,17-dihydroxy-10,13-dimethyl-1,2,3,4,8,9,10,11,12,13,14,15,16,17-tetradecahydro-7H-cyclopenta[a]phenanthren-7-one
• CAS: 1266603-36-4
• 化学式: C₂₅H₄₂O₄Si
• 分子量: 434.692
• InChiKey: WXYJYXOQRLDNFD-SBLUMESKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  30.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  66.76
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (3S,8R,9S,10R,13S,14S,16R,17R)-3-((tert-butyldimethylsilyl)oxy)-16,17-dihydroxy-10,13-dimethyl-1,2,3,4,8,9,10,11,12,13,14,15,16,17-tetradecahydro-7H-cyclopenta[a]phenanthren-7-one 在 盐酸 、 sodium tetrahydroborate 、 cerium(III) chloride 、 水 作用下， 生成 HE-3177
  参考文献：
  名称：

  Novel components of the human metabolome: The identification, characterization and anti-inflammatory activity of two 5-androstene tetrols

  摘要：

  Two natural 5-androstene steroid tetrols, androst-5-ene-3 beta,7 beta,16 alpha,17 beta-tetrol (HE3177) and androst-5-ene-3 alpha,7 beta,16 alpha,17 beta-tetrol (HE3413), were discovered in human plasma and urine. These compounds had significant aqueous solubility, did not bind or transactivate steroid-binding nuclear hormone receptors. and were not immunosuppressive in murine mixed-lymphocyte studies. Both compounds appear to be metabolic end products, as they were resistant to primary and secondary metabolism. Both were orally bioavailable, and were very well tolerated in a two-week dose-intensive toxicity study in mice. Anti-inflammatory properties were found with exogenous administration of these compounds in rodent disease models of multiple sclerosis, lung injury, chronic prostatitis, and colitis. (C) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2010.10.005
• 作为产物：
  描述：

  (3β)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]androst-5-ene-7,17-dione 在 盐酸 、 sodium tetrahydroborate 、 水 、 间氯过氧苯甲酸 、 lithium diisopropyl amide 作用下， 生成 (3S,8R,9S,10R,13S,14S,16R,17R)-3-((tert-butyldimethylsilyl)oxy)-16,17-dihydroxy-10,13-dimethyl-1,2,3,4,8,9,10,11,12,13,14,15,16,17-tetradecahydro-7H-cyclopenta[a]phenanthren-7-one
  参考文献：
  名称：

  Novel components of the human metabolome: The identification, characterization and anti-inflammatory activity of two 5-androstene tetrols

  摘要：

  Two natural 5-androstene steroid tetrols, androst-5-ene-3 beta,7 beta,16 alpha,17 beta-tetrol (HE3177) and androst-5-ene-3 alpha,7 beta,16 alpha,17 beta-tetrol (HE3413), were discovered in human plasma and urine. These compounds had significant aqueous solubility, did not bind or transactivate steroid-binding nuclear hormone receptors. and were not immunosuppressive in murine mixed-lymphocyte studies. Both compounds appear to be metabolic end products, as they were resistant to primary and secondary metabolism. Both were orally bioavailable, and were very well tolerated in a two-week dose-intensive toxicity study in mice. Anti-inflammatory properties were found with exogenous administration of these compounds in rodent disease models of multiple sclerosis, lung injury, chronic prostatitis, and colitis. (C) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2010.10.005