[26-2H3]3-epicastasterone | 461670-11-1

• 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: [26-2H3]3-epicastasterone
• 英文别名: (22R,23R,24S)-[26-(2)H3]-2α,3β,22,23-tetrahydroxy-24-methyl-5α-cholestan-6-one；(2R,3R,5S,8S,9S,10R,13S,14S,17R)-2,3-dihydroxy-10,13-dimethyl-17-[(2S,3R,4R,5S)-7,7,7-trideuterio-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
• CAS: 461670-11-1
• 化学式: C₂₈H₄₈O₅
• 分子量: 467.662
• InChiKey: VYUIKSFYFRVQLF-UELAVZGTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  98
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [26-2H3]3-epicastasterone 在 双氧水 、 三氟乙酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以91%的产率得到(22R,23R,24S)-[26-(2)H3]-2α,3β,22,23-tetrahydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-6-one
  参考文献：
  名称：

  Synthesis of [26-2H3]brassinosteroids

  摘要：

  A number of [26-H-2(3)]brassinosteroids were prepared for biochemical studies. The parent, nondeuterated compounds were considered to be biosynthetic intermediates in brassinosteroid biosynthesis. Claisen rearrangement was used to construct the steroidal side chain. Deuterium was introduced by reducing the corresponding intermediates with lithium aluminium deuteride. (C) 2002 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(02)00004-1
• 作为产物：
  描述：

  (22R,23R,24S)-[26-(2)H3]-2β-bromo-22,23-diacetoxy-24-methyl-5α-cholesta-3,6-dione 在 sodium tetrahydroborate 、 potassium carbonate 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 18.5h， 生成 [26-2H3]3-epicastasterone
  参考文献：
  名称：

  Synthesis of [26-2H3]brassinosteroids

  摘要：

  A number of [26-H-2(3)]brassinosteroids were prepared for biochemical studies. The parent, nondeuterated compounds were considered to be biosynthetic intermediates in brassinosteroid biosynthesis. Claisen rearrangement was used to construct the steroidal side chain. Deuterium was introduced by reducing the corresponding intermediates with lithium aluminium deuteride. (C) 2002 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(02)00004-1