N-((R)-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-dihydroxycyclohexylidene)ethylidene)-7a-methyl-octahydro-1H-inden-1-yl)hexyl)methanesulfamide | 1188931-66-9

• 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: N-((R)-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-dihydroxycyclohexylidene)ethylidene)-7a-methyl-octahydro-1H-inden-1-yl)hexyl)methanesulfamide
• 英文别名: N-((R)-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-dihydroxycyclohexylidene)ethylidene)-7a-methyloctahydro-1H-inden-1-yl)pentyl)methanesulfamide；(1R,3aS,4E,7aR)-4-[2-[(3R,5R)-3,5-dihydroxycyclohexylidene]ethylidene]-7a-methyl-1-[(2R)-5-(sulfamoylamino)pentan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-indene
• CAS: 1188931-66-9
• 化学式: C₂₃H₄₀N₂O₄S
• 分子量: 440.648
• InChiKey: XDFUCQBRVHAWOS-RSRWNDFGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  121
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  tert-butyl-N-((R)-4-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-bis(tert-butyldimethylsilyloxy)cyclohexylidene)ethylidene)-7a-methyl-octahydro-7H-inden-1-yl)pentyl)sulfamoylcarbamate 在 氢氟酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 以3.2 mg的产率得到N-((R)-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-dihydroxycyclohexylidene)ethylidene)-7a-methyl-octahydro-1H-inden-1-yl)hexyl)methanesulfamide
  参考文献：
  名称：

  Vitamin D receptor agonist/histone deacetylase inhibitor molecular hybrids

  摘要：

  Incorporation of zinc-binding groups into the side-chain of 1 alpha, 25-dihydroxyvitamin D-3 (1,25D) fully bifunctional hybrid molecules which act both as vitamin D receptor agonists and histone deacetylase inhibitors. These bifunctional hybrids display in vitro antiproliferative activity against the AT84 squamous carcinoma cell line while lacking the in vivo hypercalcemic effects of 1,25D. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.03.078

文献信息

• [EN] HYBRID MOLECULES HAVING MIXED VITAMIN D RECEPTOR AGONISM AND HISTONE DEACETYLASE INHIBITORY PROPERTIES<br/>[FR] MOLÉCULES HYBRIDES ASSOCIANT AUX PROPRIÉTÉS D'AGONISME DU RÉCEPTEUR DE LA VITAMINE D, DES PROPRIÉTÉS D'INHIBITION DE L'HISTONE DÉSACÉTYLASE
  申请人：UNIV MCGILL

  公开号：WO2009117831A9

  公开（公告）日：2009-12-30
• Vitamin D receptor agonist/histone deacetylase inhibitor molecular hybrids
  作者：Marc Lamblin、Basel Dabbas、Russell Spingarn、Rodrigo Mendoza-Sanchez、Tian-Tian Wang、Beum-Soo An、Dao Chao Huang、Richard Kremer、John H. White、James L. Gleason

  DOI：10.1016/j.bmc.2010.03.078

  日期：2010.6.1

  Incorporation of zinc-binding groups into the side-chain of 1 alpha, 25-dihydroxyvitamin D-3 (1,25D) fully bifunctional hybrid molecules which act both as vitamin D receptor agonists and histone deacetylase inhibitors. These bifunctional hybrids display in vitro antiproliferative activity against the AT84 squamous carcinoma cell line while lacking the in vivo hypercalcemic effects of 1,25D. (C) 2010 Elsevier Ltd. All rights reserved.