2-hydroxyestriol 16-sulfate | 125549-03-3

• 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: 2-hydroxyestriol 16-sulfate
• CAS: 125549-03-3
• 化学式: C₁₈H₂₄O₇S
• 分子量: 384.45
• InChiKey: JBQKKMSSRNHIMB-PKRAEBNOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.11
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  124.29
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  2,3-dibenzyloxy-1,3,5(10)-estratriene-16α,17β-diol 在 palladium on activated charcoal 氢氧化钾 、 pyridine-SO3 complex 、 氢气 作用下， 以 甲醇 为溶剂， 反应 41.0h， 生成 2-hydroxyestriol 16-sulfate
  参考文献：
  名称：

  Synthesis of 2-hydroxyestriol monoglucuronides and monosulfates

  摘要：

  The ring A monoglucuronides and monosulfates of 2-hydroxyestriol were synthesized from 2-hydroxyestriol 16,17-diacetate by means of the Koenigs-Knorr reaction with methyl alpha-acetobromoglucuronate and sulfation with sulfur trioxide-pyridine complex, respectively. The conjugated positions of these compounds were definitely established by conversion to 2-hydroxyestriol monomethyl ethers by methylation, then enzymatic hydrolysis. The ring D monoglucuronides and monosulfates of 2-hydroxyestriol were also prepared from 2-hydroxyestriol 2,3-dibenzyl ether by glucuronidation and sulfation in a similar fashion followed by debenzylation, respectively. The positions of conjugation were established on the basis of their 1H-nuclear magnetic resonance spectral data.

  DOI：

  10.1016/0039-128x(90)90009-z