16α-methyl-2-methoxyestra-1,3,5(10)-triene-3,17β-diol

• 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: 16α-methyl-2-methoxyestra-1,3,5(10)-triene-3,17β-diol
• 英文别名: 16α-methyl-2methoxyestradiol；(8R,9S,13S,14S,16R,17S)-2-methoxy-13,16-dimethyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
• 化学式: C₂₀H₂₈O₃
• 分子量: 316.441
• InChiKey: YSBMWOFCBJPODU-QHOWBERBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-benzyloxy-16α-methyl-2-methoxyestra-1,3,5(10)-trien-17β-ol 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 24.0h， 以44%的产率得到16α-methyl-2-methoxyestra-1,3,5(10)-triene-3,17β-diol
  参考文献：
  名称：

  Synthesis and structure–activity relationships of 16-modified analogs of 2-methoxyestradiol

  摘要：

  A series of 16-modified 2-methoxyestradiol analogs were synthesized and evaluated for antiproliferative activity toward HUVEC and MDA-MB-231 cells, and for susceptibility to conjugation. In addition, the estrogenicity of these analogs was accessed by measuring cell proliferation of the estrogen-dependent cell line MCF7 in response to compound treatment. It was observed that antiproliferative activity dropped as the size of the 16 substituent increased. Selected analogs tested in glucuronidation assays had similar rates of clearance to 2-methoxyestradiol, but had enhanced clearance in sulfonate conjugation assays. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.09.011

文献信息

• Antiangiogenic agents
  申请人：——

  公开号：US20020082433A1

  公开（公告）日：2002-06-27

  Compositions and methods for treating mammalian disease characterized by undesirable angiogenesis by administering derivatives of 2-methoxyestradiol of the general formula: 1 wherein the variables are defined in the specification.

  通过给予一般公式为的2-甲氧基雌二醇衍生物来治疗以不良血管生成为特征的哺乳动物疾病的组合物和治疗方法：1其中变量在规范中定义。
• Systems and methods for rapid evaluation and design of molecules for predicted biological activity
  申请人：——

  公开号：US20040002052A1

  公开（公告）日：2004-01-01

  The computer-based systems and methods are for rapidly evaluating molecules for suspected biological activity and relative potency, and for designing molecules for desired biological activity. The systems and methods enable rapid screening of large molecular databases using one or more search engines designed to identify molecules predicted to possess specific biological activities.

  基于计算机的系统和方法用于快速评估分子的可疑生物活性和相对效力，以及设计具有所需生物活性的分子。这些系统和方法可利用一个或多个搜索引擎快速筛选大型分子数据库，以识别预测具有特定生物活性的分子。
• 2-SUBSTITUTED ESTROGENS AS ANTIANGIOGENIC AGENTS
  申请人：EntreMed, Inc.

  公开号：EP1343803A2

  公开（公告）日：2003-09-17
• EP1520244A4
  申请人：——

  公开号：EP1520244A4

  公开（公告）日：2006-08-30
• SYSTEMS AND METHODS FOR RAPID EVALUATION AND DESIGN OF MOLECULES FOR PREDICTED BIOLOGICAL ACTIVITY
  申请人：Pharmacogenetics Development Company, Inc.

  公开号：EP1520244A2

  公开（公告）日：2005-04-06