(4bS,6aS,6bS,10aR,11aS,11bR)-2-Benzyloxy-6a,8,8-trimethyl-4b,5,6,6a,6b,10,10a,11,11a,11b,12,13-dodecahydro-7,9-dioxa-indeno[2,1-a]phenanthrene | 438536-61-9

• 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: (4bS,6aS,6bS,10aR,11aS,11bR)-2-Benzyloxy-6a,8,8-trimethyl-4b,5,6,6a,6b,10,10a,11,11a,11b,12,13-dodecahydro-7,9-dioxa-indeno[2,1-a]phenanthrene
• CAS: 438536-61-9
• 化学式: C₂₉H₃₆O₃
• 分子量: 432.603
• InChiKey: WUTLXABGQOEEBE-QSDNOHAXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  32.0
• 可旋转键数：
  3.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (4bS,6aS,6bS,10aR,11aS,11bR)-2-Benzyloxy-6a,8,8-trimethyl-4b,5,6,6a,6b,10,10a,11,11a,11b,12,13-dodecahydro-7,9-dioxa-indeno[2,1-a]phenanthrene 在 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以95%的产率得到16-hydroxymethyl-3-benzyloxyestra-1,3,5(10)-trien-17-ol
  参考文献：
  名称：

  Synthesis and receptor-binding examination of 16-hydroxymethyl-3,17-estradiol stereoisomers

  摘要：

  The four 16-hydroxyniethylestra-1,3,5(10)-triene-3,17-diol isomers were synthesized and tested in a radioligand-binding assay. The estrogen receptor recognizes these compounds, but their relative binding affinities are lower than 2.0% relative to that of the reference molecule estra-1,3,5(10)-triene-3,17beta-diol. The affinities of the tested compounds for the androgen and progesterone receptors are very low (K-i > 100 mum and 1 muM, respectively). The prepared 16-hydroxymethylestra-1,3,5(10)-triene-3,17-diol isomers are therefore estrogen receptor-selective molecules. (C) 2002 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(01)00191-x
• 作为产物：
  描述：

  3-O-苄基雌酮 在 钾硼氢 、 sodium methylate 作用下， 以 乙醇 、 苯 为溶剂， 反应 31.0h， 生成 (4bS,6aS,6bS,10aR,11aS,11bR)-2-Benzyloxy-6a,8,8-trimethyl-4b,5,6,6a,6b,10,10a,11,11a,11b,12,13-dodecahydro-7,9-dioxa-indeno[2,1-a]phenanthrene
  参考文献：
  名称：

  Synthesis and receptor-binding examination of 16-hydroxymethyl-3,17-estradiol stereoisomers

  摘要：

  The four 16-hydroxyniethylestra-1,3,5(10)-triene-3,17-diol isomers were synthesized and tested in a radioligand-binding assay. The estrogen receptor recognizes these compounds, but their relative binding affinities are lower than 2.0% relative to that of the reference molecule estra-1,3,5(10)-triene-3,17beta-diol. The affinities of the tested compounds for the androgen and progesterone receptors are very low (K-i > 100 mum and 1 muM, respectively). The prepared 16-hydroxymethylestra-1,3,5(10)-triene-3,17-diol isomers are therefore estrogen receptor-selective molecules. (C) 2002 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(01)00191-x