(1R,3aR,7aR)-1-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-4-ethenyl-7a-methyl-1,2,3,3a,6,7-hexahydroindene | 166318-83-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1R,3aR,7aR)-1-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-4-ethenyl-7a-methyl-1,2,3,3a,6,7-hexahydroindene
• CAS: 166318-83-8
• 化学式: C₂₁H₃₄
• 分子量: 286.501
• InChiKey: MDNXUHSGKSEJSX-HJSIVFAZSA-N

物化性质

• 沸点：
  356.5±9.0 °C(Predicted)
• 密度：
  0.915±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.41
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  (1R,3aR,7aR)-1-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-4-ethenyl-7a-methyl-1,2,3,3a,6,7-hexahydroindene 在 氧气 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 3.0h， 生成 (5R,6R,9R)-6-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-16,19-dihydroxy-5-methylpentacyclo[11.8.0.02,10.05,9.015,20]henicosa-1(13),2(10),11,15,17,19-hexaene-14,21-dione
  参考文献：
  名称：

  Synthesis and cytotoxic activity of steroid-anthraquinone hybrids

  摘要：

  Synthesis of cytotoxic steroidal derivatives containing a quinone moiety is described. The synthetic strategy is based on an unsual A + CD --> ABCD Diels-Alder approach which generates 9 beta-H cholestane analogs. The adducts formed are efficiently aromatized in basic media to give steroid-anthaquinones hybrids showing interesting cytotoxic activity on four tumor cell lines. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00693-5
• 作为产物：
  描述：

  (3S,5Z,7Ξ)-9,10-seco-8ξ-ergosta-5,10(19),22t-triene-3,7,8-triol 在 lead(IV) acetate 、 四(三苯基膦)钯 、 sodium hexamethyldisilazane 、 lithium chloride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.67h， 生成 (1R,3aR,7aR)-1-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-4-ethenyl-7a-methyl-1,2,3,3a,6,7-hexahydroindene
  参考文献：
  名称：

  Synthesis and cytotoxic activity of steroid-anthraquinone hybrids

  摘要：

  Synthesis of cytotoxic steroidal derivatives containing a quinone moiety is described. The synthetic strategy is based on an unsual A + CD --> ABCD Diels-Alder approach which generates 9 beta-H cholestane analogs. The adducts formed are efficiently aromatized in basic media to give steroid-anthaquinones hybrids showing interesting cytotoxic activity on four tumor cell lines. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00693-5

文献信息

• Synthesis of (17R)-17-methylincisterol, a highly degraded marine steroid
  作者：Francesco De Riccardis、Aldo Spinella、Irene Izzo、Assunta Giordano、Guido Sodano

  DOI：10.1016/0040-4039(95)00745-x

  日期：1995.6

  The synthesis of (17R)-17-methylincisterol, a highly degraded marine steroid, has been achieved starting from vitamin D-2 in 8 steps and in 13% overall yield. Its O-demethyl analog, which is an intermediate in the synthetic sequence, is possibly the true naturally occurring molecule.