(25R)-3β-hydroxy-26-iodo-cholest-5-ene-16,22-dione | 114696-99-0

• 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: (25R)-3β-hydroxy-26-iodo-cholest-5-ene-16,22-dione
• 英文别名: (25R)-26-iodo-3β-hydroxy-cholest-5-ene-16,22-dione；16,22-diketo-26-iodocholesterol；27-Iod-Kryptogenin；3β-Hydroxy-27-iod-25α-5-cholesten-16,22-dion, Kryptogenin-27-iodid；(25R)-3β-Hydroxy-26-jod-cholest-5-en-16,22-dion；(3beta,9beta,25r)-3-Hydroxy-26-Iodocholest-5-Ene-16,22-Dione；(3S,8S,9S,10R,13S,14S,17R)-3-hydroxy-17-[(2S,6R)-7-iodo-6-methyl-3-oxoheptan-2-yl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,17-dodecahydrocyclopenta[a]phenanthren-16-one
• CAS: 114696-99-0
• 化学式: C₂₇H₄₁IO₃
• 分子量: 540.525
• InChiKey: AWHQELOUIOILMT-WQTURIIHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (25R)-3β-hydroxy-26-iodo-cholest-5-ene-16,22-dione 在 N,N-二甲基甲酰胺 作用下， 生成 茄解定
  参考文献：
  名称：

  THE TRANSFORMATION OF KRYPTOGENIN TO SOLASODINE

  摘要：

  DOI：

  10.1021/ja01105a536
• 作为产物：
  描述：

  隐配质 在 吡啶 、 水 、 sodium iodide 作用下， 以 丙酮 、 丁酮 为溶剂， 生成 (25R)-3β-hydroxy-26-iodo-cholest-5-ene-16,22-dione
  参考文献：
  名称：

  The Synthesis of Azaoxaspirane Steroid Alkaloids¹

  摘要：

  DOI：

  10.1021/ja01467a045

文献信息

• Synthesis and structure of 16,22-diketocholesterol bound to oxysterol-binding protein Osh4
  作者：Myong Chul Koag、Young Cheun、Yi Kou、Hala Ouzon-Shubeita、Kyungjin Min、Arthur F. Monzingo、Seongmin Lee

  DOI：10.1016/j.steroids.2013.05.016

  日期：2013.9

  We have synthesized 16,22-diketocholesterol, a novel ligand for oxysterol-binding protein Osh4, and determined X-ray structure of the diketocholesterol in complex with Osh4. The X-ray structure shows that alpha 7 helix of Osh4 assumes open conformation while the rest of Osh4, closed conformation, implying this diketocholesterol-bound Osh4 structure may represent a structural intermediate between the two conformations. (C) 2013 Elsevier Inc. All rights reserved.
• Facile Conversion of Spirostan Saponin into Furostan Saponin:  Synthesis of Methyl Protodioscin and Its 26-Thio-analogue
  作者：Ming Li、Biao Yu

  DOI：10.1021/ol060594w

  日期：2006.6.1

  A facile approach for the conversion of a spirostan saponin into its furostan counterpart, as illustrated by the transformation of dioscin to methyl protodioscin (and its 26-thio-analogue), has been developed.
• Solvolytic Cyclization of Pseudosapogenin Derivatives¹
  作者：Frederick C. Uhle

  DOI：10.1021/jo01350a075

  日期：1966.12
• The Synthesis of Azaoxaspirane Steroid Alkaloids¹
  作者：Frederick C. Uhle

  DOI：10.1021/ja01467a045

  日期：1961.3
• THE TRANSFORMATION OF KRYPTOGENIN TO SOLASODINE
  作者：Frederick C. Uhle

  DOI：10.1021/ja01105a536

  日期：1953.5