(22R,23R,24S)-22,23-diacetoxy-24-methyl-5α-cholest-2-en-6-one | 106560-74-1

• 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: (22R,23R,24S)-22,23-diacetoxy-24-methyl-5α-cholest-2-en-6-one
• 英文别名: (22R,23R,24S)-22,23-diacetoxy-5α-ergost-2-en-6-one；[(2S,3R,4R,5S)-4-acetyloxy-2-[(5S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-6-oxo-1,4,5,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-5,6-dimethylheptan-3-yl] acetate
• CAS: 106560-74-1
• 化学式: C₃₂H₅₀O₅
• 分子量: 514.746
• InChiKey: XACHVMHPGKMHFW-GFUHUEHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (22R,23R,24S)-22,23-diacetoxy-24-methyl-5α-cholest-2-en-6-one 在 disodium hydrogenphosphate 、 四氧化锇 、 三氟过氧乙酸 、 对甲苯磺酸 、 N-甲基吗啉氧化物 作用下， 以 二氯甲烷 为溶剂， 反应 25.0h， 生成 [(2S,3R,4R,5S)-4-acetyloxy-2-[(1S,2R,4R,5S,7S,11S,12S,15R,16S)-4,5-dihydroxy-2,16-dimethyl-8-oxo-9-oxatetracyclo[9.7.0.02,7.012,16]octadecan-15-yl]-5,6-dimethylheptan-3-yl] acetate
  参考文献：
  名称：

  Aburatani, Masakazu; Takeuchi, Tadashi; Mori, Kenji, Agricultural and Biological Chemistry, 1987, vol. 51, # 7, p. 1909 - 1914

  摘要：

  DOI：
• 作为产物：
  描述：

  [(2S,3R,4R,5S)-4-acetyloxy-2-[(1S,2R,5R,7S,10S,11S,14R,15S)-2,15-dimethyl-8-oxo-14-pentacyclo[8.7.0.02,7.05,7.011,15]heptadecanyl]-5,6-dimethylheptan-3-yl] acetate 生成 (22R,23R,24S)-22,23-diacetoxy-24-methyl-5α-cholest-2-en-6-one
  参考文献：
  名称：

  YUYA, MASAKADZU;TAKEHUTI, TADASI;MORI, KEHNDZI

  摘要：

  DOI：

文献信息

• Synthesis of secasterol and 24-episecasterol and their toxicity for MCF-7 cells
  作者：V. A. Khripach、V. N. Zhabinskii、O. V. Gulyakevich、O. V. Konstantinova、A. Yu. Misharin、A. R. Mekhtiev、V. P. Timofeev、Ya. V. Tkachev

  DOI：10.1134/s1068162010060117

  日期：2010.11

  The convergent synthesis of biosynthetic precursors of brassinosteroids with a Delta(2)-bond in cycle A-secasterol and 24-episecasterol-was performed. The key stages in the construction of the side chain in these compounds were the Julia olefination of the steroid 22-aldehyde followed by the Sharpless asymmetric dihydroxylation of the intermediate Delta(22)-olefin. The cytotoxicity of the synthesized compounds for breast carcinoma MCF-7 cells was assessed.
• 3alpha,5-Cyclo-22,23-dihydroxy-5alpha,steroid compounds
  申请人：FUJI YAKUHIN KOGYO KABUSHIKI KAISHA

  公开号：EP0201042B1

  公开（公告）日：1991-08-28
• Voigt, Brunhilde; Takatsuto, Suguru; Yokota, Takao, Journal of the Chemical Society. Perkin transactions I, 1995, # 12, p. 1495 - 1498
  作者：Voigt, Brunhilde、Takatsuto, Suguru、Yokota, Takao、Adam, Guenter

  DOI：——

  日期：——
• US4861875A
  申请人：——

  公开号：US4861875A

  公开（公告）日：1989-08-29