24-bromo-3α,12α-dihydroxy-5β-cholane | 131566-93-3

• 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: 24-bromo-3α,12α-dihydroxy-5β-cholane
• CAS: 131566-93-3
• 化学式: C₂₄H₄₁BrO₂
• 分子量: 441.492
• InChiKey: FJKFUWYEHWZUCE-GOZZBPKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.79
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  3α,12α,24-trihydroxy-5β-cholane 在 triphenylphosphine dibromide 1:1 addition complex 作用下， 以 乙腈 为溶剂， 以7%的产率得到24-bromo-3α,12α-dihydroxy-5β-cholane
  参考文献：
  名称：

  Specific interactions between sodium deoxycholate and its water-insoluble analogues: mechanisms for premicelle and micelle formation of sodium deoxycholate

  摘要：

  Interactions between sodium deoxycholate (NaDC, host) and its water-insoluble analogues (guests) have been studied in water (pH 10) to clarify the mechanisms for the premicelle and micelle formation of NaDC. Turbidity measurements have been used as a convenient method to study the interactions between the guest and host molecules. At least two alpha-hydroxy groups attached to the C-3 and C-12 positions of a steroid nucleus are required for the guest steroids to interact with NaDC below the critical micelle concentration. This strongly suggests the formation of a hydrogen-bonded dimer of NaDC as a premicelle whose formation is assisted by the hydrophobic environment provided by the alpha-plane of the steroid. The guest steroids having a hydroxy group at the C-3 position and a polar head group at the C-24 position, which can participate in hydrogen bonding, are solubilized by the NaDC micelles. The results support the mechanism for the NaDC micelle formation involving hydrogen bonding between the C-3 hydroxy group of a premicelle and the C-24 carboxylate anion of another premicelle.

  DOI：

  10.1021/j100155a086