(3aR,4S,9bS)-4-(4-hydroxyphenyl)-6-methoxymethyl-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-8-ol

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: (3aR,4S,9bS)-4-(4-hydroxyphenyl)-6-methoxymethyl-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-8-ol
• 英文别名: (3aS,4R,9bR)-4-(4-hydroxyphenyl)-6-(methoxymethyl)-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-8-ol
• 化学式: C₂₀H₂₂O₄
• 分子量: 326.392
• InChiKey: RHQLNMNKTIOREN-AOIWGVFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (+/-)-{2-[2,5-bis(methoxymethoxy)-3-methoxymethylphenyl]cyclopentyl}(4-methoxymethoxyphenyl)methanone 在 盐酸 、 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 生成 (3aR,4S,9bS)-4-(4-hydroxyphenyl)-6-methoxymethyl-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-8-ol 、 (3aS,4R,9bR)-4-(4-hydroxyphenyl)-6-methoxymethyl-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-8-ol
  参考文献：
  名称：

  Benzopyrans as selective estrogen receptor β agonists (SERBAs). Part 4: Functionalization of the benzopyran A-ring

  摘要：

  Benzopyrans are selective estrogen receptor (ER) beta agonists (SERBAs), which bind the ER receptor subtypes alpha and beta in opposite orientations. We have used structure based drug design to show that this unique phenomena can be exploited via substitution at the 8-position of the benzopyran A-ring to disrupt binding to ER alpha, thus improving ER beta subtype selectivity. X-ray cocrystal structures with ER alpha and ER beta are supportive of this approach to improve selectivity in this structural class. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.07.009

文献信息

• SUBSTITUTED BENZOPYRANS AS SELECTIVE ESTROGEN RECEPTOR-BETA AGONISTS
  申请人：ELI LILLY AND COMPANY

  公开号：EP1618102B1

  公开（公告）日：2010-02-10
• REGULATED BIOCIRCUIT SYSTEMS
  申请人：Obsidian Therapeutics, Inc.

  公开号：US20190192691A1

  公开（公告）日：2019-06-27

  The present invention provides regulatable biocircuit systems. Such systems provide modular and tunable protein expression systems in support of the discovery and development of therapeutic modalities.
• IDENTIFICATION AND TARGETED MODULATION OF GENE SIGNALING NETWORKS
  申请人：CAMP4 THERAPEUTICS CORPORATION

  公开号：US20210254056A1

  公开（公告）日：2021-08-19

  The present invention provides methods and compositions for the evaluation, alteration and/or optimization of gene signaling. Methods and systems are also provided which exploit the information generated in the identification of new targets and non-canonical signaling pathways.
• US7279499B2
  申请人：——

  公开号：US7279499B2

  公开（公告）日：2007-10-09
• Benzopyrans as selective estrogen receptor β agonists (SERBAs). Part 4: Functionalization of the benzopyran A-ring
  作者：Bryan H. Norman、Timothy I. Richardson、Jeffrey A. Dodge、Lance A. Pfeifer、Gregory L. Durst、Yong Wang、Jim D. Durbin、Venkatesh Krishnan、Sean R. Dinn、Shengquan Liu、John E. Reilly、Kendal T. Ryter

  DOI：10.1016/j.bmcl.2007.07.009

  日期：2007.9

  Benzopyrans are selective estrogen receptor (ER) beta agonists (SERBAs), which bind the ER receptor subtypes alpha and beta in opposite orientations. We have used structure based drug design to show that this unique phenomena can be exploited via substitution at the 8-position of the benzopyran A-ring to disrupt binding to ER alpha, thus improving ER beta subtype selectivity. X-ray cocrystal structures with ER alpha and ER beta are supportive of this approach to improve selectivity in this structural class. (c) 2007 Elsevier Ltd. All rights reserved.