estradiyl-17-O-α-D-glucoside

• 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: estradiyl-17-O-α-D-glucoside
• 英文别名: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(8R,9S,13S,14S,17S)-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]oxy]oxane-3,4,5-triol
• 化学式: C₂₄H₃₄O₇
• 分子量: 434.53
• InChiKey: HLORHOWZWQKXIN-HWSDENIXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.43
• 重原子数：
  31.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  119.61
• 氢给体数：
  5.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  尿苷(5')二氢二磷酰(1)-alpha-D-葡萄糖 、 雌二醇 在 Helicobacter pylorii glycosyltransferase HP₀₄₂₁ 作用下， 以 二甲基亚砜 为溶剂， 反应 16.0h， 生成 estradiyl-17-O-α-D-glucoside
  参考文献：
  名称：

  An enzymatic approach to configurationally raretrans-androsteronyl-α-glucoside and Its potential anticancer application

  摘要：

  Enzymatic glycosylation of sterols/steroids with glycosyltransferase HP0421 shows protein plasticity on generation of configurationally rare steryl‐α‐glucosides. Investigation of trans‐androsteronyl‐α‐glucoside on tamoxifen‐treated MCF‐7 breast cancer cells shows dose‐dependent depression of cell viability and enhanced drug effectiveness, illustrating a new avenue for the production of novel steryl‐α‐glucosides with useful biological activities.

  DOI：

  10.1111/cbdd.12830

文献信息

• An enzymatic approach to configurationally rare<i>trans</i>-androsteronyl-α-glucoside and Its potential anticancer application
  作者：Feng-Pai Chou、Chia-Tse Tsai、Ya-Sheng Chiou、Yi-Ju Chen、Meng-Erh Li、Ting-Wei Guo、Jason WenJay Lyu、Sheng-Hao Chou、Tung-Kung Wu

  DOI：10.1111/cbdd.12830

  日期：2017.1

  Enzymatic glycosylation of sterols/steroids with glycosyltransferase HP0421 shows protein plasticity on generation of configurationally rare steryl‐α‐glucosides. Investigation of trans‐androsteronyl‐α‐glucoside on tamoxifen‐treated MCF‐7 breast cancer cells shows dose‐dependent depression of cell viability and enhanced drug effectiveness, illustrating a new avenue for the production of novel steryl‐α‐glucosides with useful biological activities.