(1R,3aR,5aS,11aR,11bS,13aR)-10-Hydroxy-13a-methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-2,3,3a,5,5a,11a,11b,12,13,13a-decahydro-1H-indeno[5,4-a]anthracene-6,11-dione | 194230-82-5

• 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,5aS,11aR,11bS,13aR)-10-Hydroxy-13a-methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-2,3,3a,5,5a,11a,11b,12,13,13a-decahydro-1H-indeno[5,4-a]anthracene-6,11-dione
• CAS: 194230-82-5
• 化学式: C₃₁H₄₀O₃
• 分子量: 460.657
• InChiKey: SGLSYFGCZVFGKO-NHTDTXNWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.26
• 重原子数：
  34.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  54.37
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (1R,3aR,5aS,11aR,11bS,13aR)-10-Hydroxy-13a-methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-2,3,3a,5,5a,11a,11b,12,13,13a-decahydro-1H-indeno[5,4-a]anthracene-6,11-dione 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 为溶剂， 反应 3.0h， 以85%的产率得到(5R,6R,9R)-6-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-19-hydroxy-5-methylpentacyclo[11.8.0.02,10.05,9.015,20]henicosa-1(13),2(10),11,15(20),16,18-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：

  (1R,3AR,7AR)-1-(((2R,5R,E)-5,6-二甲基庚-3--烯-2-基)-7A-甲基八氢-4H-茚满-4-酮 在 四(三苯基膦)钯 、 sodium hexamethyldisilazane 、 lithium chloride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.0h， 生成 (1R,3aR,5aS,11aR,11bS,13aR)-10-Hydroxy-13a-methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-2,3,3a,5,5a,11a,11b,12,13,13a-decahydro-1H-indeno[5,4-a]anthracene-6,11-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