methyl 3β,19α-dihydroxy-2-oxours-12-en-28-oate | 98603-87-3

• 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: methyl 3β,19α-dihydroxy-2-oxours-12-en-28-oate
• 英文别名: (3R,19R)-methyl 3,19-dihydroxy-2-oxours-12-en-28-carboxylate；Methyl (3I(2))-3,19-dihydroxy-2-oxours-12-en-28-oate；methyl (1R,2R,4aS,6aR,6aS,6bR,8aR,10R,12aR,14bS)-1,10-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-11-oxo-3,4,5,6,6a,7,8,8a,10,12,13,14b-dodecahydro-2H-picene-4a-carboxylate
• CAS: 98603-87-3
• 化学式: C₃₁H₄₈O₅
• 分子量: 500.719
• InChiKey: ZFURRYYNSAPFCC-XTAXRGMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  36
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 3β,19α-dihydroxy-2-oxours-12-en-28-oate 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以82%的产率得到2-epi-tormentic acid methyl ester
  参考文献：
  名称：

  Tormentic acid derivatives: Synthesis and apoptotic activity

  摘要：

  Several derivatives of tormentic acid have been prepared and tested for their antitumor activity. The dichloroacetate 14 is an excellent antitumor active agent acting by an apoptose inducing pathway as demonstrated by OA/PI staining, DNA laddering experiments as well as by an annexin V binding assay. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.08.032
• 作为产物：
  描述：

  methyl 2α,3β,19-trihydroxyurs-12-en-28-oate 在 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 sodium hypochlorite 、 四丁基溴化铵 、 碳酸氢钠 、 potassium bromide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 8.0h， 以63%的产率得到methyl 3β,19α-dihydroxy-2-oxours-12-en-28-oate
  参考文献：
  名称：

  Tormentic acid derivatives: Synthesis and apoptotic activity

  摘要：

  Several derivatives of tormentic acid have been prepared and tested for their antitumor activity. The dichloroacetate 14 is an excellent antitumor active agent acting by an apoptose inducing pathway as demonstrated by OA/PI staining, DNA laddering experiments as well as by an annexin V binding assay. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.08.032

文献信息

• Kemp, Malcolm S.; Holloway, Peter J.; Burden, Raymond S., Journal of Chemical Research, Miniprint, 1985, # 5, p. 1848 - 1876
  作者：Kemp, Malcolm S.、Holloway, Peter J.、Burden, Raymond S.

  DOI：——

  日期：——
• Kemp, Malcolm S.; Holloway, Peter J.; Burden, Raymond S., Journal of Chemical Research, Miniprint, <hi>1985</hi>, # 5, p. 1848 - 1876
  作者：Kemp, Malcolm S.、Holloway, Peter J.、Burden, Raymond S.

  DOI：——

  日期：——
• Tormentic acid derivatives: Synthesis and apoptotic activity
  作者：René Csuk、Bianka Siewert、Christian Dressel、Renate Schäfer

  DOI：10.1016/j.ejmech.2012.08.032

  日期：2012.10

  Several derivatives of tormentic acid have been prepared and tested for their antitumor activity. The dichloroacetate 14 is an excellent antitumor active agent acting by an apoptose inducing pathway as demonstrated by OA/PI staining, DNA laddering experiments as well as by an annexin V binding assay. (C) 2012 Elsevier Masson SAS. All rights reserved.