(6aS,12aS,5'R)-6',7'-dihydro-7'-trifluoromethanesulfonylrotenone | 253785-51-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: (6aS,12aS,5'R)-6',7'-dihydro-7'-trifluoromethanesulfonylrotenone
• 英文别名: 2-[(1S,6R,13S)-16,17-dimethoxy-12-oxo-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]propyl trifluoromethanesulfonate
• CAS: 253785-51-2
• 化学式: C₂₄H₂₃F₃O₉S
• 分子量: 544.502
• InChiKey: PFRCRXQLZXEQPC-CUQKVJOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  115
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (6aS,12aS,5'R)-6',7'-dihydro-7'-trifluoromethanesulfonylrotenone 在 [18F]-tetrabutylammonium fluoride 作用下， 以 乙腈 为溶剂， 反应 0.17h， 生成 [18F]DHRT
  参考文献：
  名称：

  Martarello; Greenamyre; Goodman, Journal of Labelled Compounds and Radiopharmaceuticals, 1999, vol. 42, # SUPPL. 1, p. S494-S496

  摘要：

  DOI：
• 作为产物：
  描述：

  (6aS,12aS,5'R)-鱼藤酮烯醇乙酸酯 在 2,6-二甲基吡啶 、 盐酸 、 9-borabicyclo[3.3.1]nonane dimer 作用下， 以 二氯甲烷 为溶剂， 生成 (6aS,12aS,5'R)-6',7'-dihydro-7'-trifluoromethanesulfonylrotenone
  参考文献：
  名称：

  Martarello; Greenamyre; Goodman, Journal of Labelled Compounds and Radiopharmaceuticals, 1999, vol. 42, # SUPPL. 1, p. S494-S496

  摘要：

  DOI：

文献信息

• Synthesis and evaluation of a new fluorine-18 labeled rotenoid as a potential PET probe of mitochondrial complex I activity
  作者：Laurent Martarello、J. Timothy Greenamyre、Mark M. Goodman

  DOI：10.1002/(sici)1099-1344(199911)42:11<1039::aid-jlcr259>3.0.co;2-1

  日期：1999.11

  Fluorine-18 labeled (6aS, 12aS, 5'R)-12-deoxo-6',7'-dihydro-7'-fluororote (F-DDRT), a new potential PET probe of mitochondrial complex I activity, was synthesized. [F-18]-DDRT was prepared with good specific activity by nucleophilic displacement with an overall radiochemical yield of 25% (EOB). The uptake of [F-18]-DDRT in rat brain and heart was compared with the uptake of another fluorine-18 labeled rotenoid: [F-18]-DHRT. In comparison to [F-18]-DHRT, the brain and heart retention of [F-18]-DDRT were both lower at any point of the study (respectively 0.49 and 2.82% dose/g vs 0.34 and 1.24% dose/g at 60 min post injection).