(3S,8S,9S,10S,13R,14S,17R)-17-((1R,4R)-4-Ethyl-1,5-dimethyl-hexyl)-10-iodomethyl-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol | 42583-89-1

• 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: (3S,8S,9S,10S,13R,14S,17R)-17-((1R,4R)-4-Ethyl-1,5-dimethyl-hexyl)-10-iodomethyl-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
• 英文别名: 19-Iodositost-5-en-3beta-ol；(3S,8S,9S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10-(iodomethyl)-13-methyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• CAS: 42583-89-1
• 化学式: C₂₉H₄₉IO
• 分子量: 540.612
• InChiKey: OCWKWAPHLJGAGY-GSFBUCGTSA-N

物化性质

• 沸点：
  557.1±23.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.1
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3S,8S,9S,10S,13R,14S,17R)-17-((1R,4R)-4-Ethyl-1,5-dimethyl-hexyl)-10-iodomethyl-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol 以 乙腈 为溶剂， 生成 (3S,6R,8S,9S,13R,14S,17R)-17-((1R,4R)-4-Ethyl-1,5-dimethyl-hexyl)-6-iodomethyl-13-methyl-2,3,4,6,7,8,9,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
  参考文献：
  名称：

  Synthesis of iodine-131 labeled 6β-iodcmethyl-19-norsitost-5(10)-en-3β-ol and 19-iodositost-5-en-3β-ol for adrenal imaging

  摘要：

  6 BETA-Iodomethyl-19-norsitost-5(10)-en-3 beta-ol (V) was synthesized by homoallylic rearrangement of 19-iodositost-5-en-3 beta-ol (IV), which was obtained by the hydrolysis of 19-iodositost-5-en-3 beta-ol acetate (III) derived from the displacement of sitost-5-ene-3 beta, 19-diol 3-acetate 19-p-toluenesulfonate (I) with sodium iodide in isopropanol. The radioiodinated IV and V were prepared by isotope exchange with sodium iodide-I-131.

  DOI：

  10.1016/0039-128x(79)90010-2
• 作为产物：
  描述：

  Acetic acid (3S,8S,9S,10S,13R,14S,17R)-17-((1R,4R)-4-ethyl-1,5-dimethyl-hexyl)-10-iodomethyl-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 生成 (3S,8S,9S,10S,13R,14S,17R)-17-((1R,4R)-4-Ethyl-1,5-dimethyl-hexyl)-10-iodomethyl-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
  参考文献：
  名称：

  Synthesis of iodine-131 labeled 6β-iodcmethyl-19-norsitost-5(10)-en-3β-ol and 19-iodositost-5-en-3β-ol for adrenal imaging

  摘要：

  6 BETA-Iodomethyl-19-norsitost-5(10)-en-3 beta-ol (V) was synthesized by homoallylic rearrangement of 19-iodositost-5-en-3 beta-ol (IV), which was obtained by the hydrolysis of 19-iodositost-5-en-3 beta-ol acetate (III) derived from the displacement of sitost-5-ene-3 beta, 19-diol 3-acetate 19-p-toluenesulfonate (I) with sodium iodide in isopropanol. The radioiodinated IV and V were prepared by isotope exchange with sodium iodide-I-131.

  DOI：

  10.1016/0039-128x(79)90010-2

文献信息

• Potential organ- or tumor-imaging agents. 13. 19-Radioiodinated sterols
  作者：R. E. Counsell、P. G. Kulkarni、P. Afiatpour、V. V. Ranade

  DOI：10.1021/jm00266a019

  日期：1973.8