2.3-seco-friedelanedioic acid-(2.3)-dimethyl ester | 88373-58-4

• 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: 2.3-seco-friedelanedioic acid-(2.3)-dimethyl ester
• 英文别名: 2.3-Seco-friedelandisaeure-(2.3)-dimethylester；methyl (2R)-2-[(1S,2S,4aS,4bR,6aR,10aR,10bS,12aS)-1-(2-methoxy-2-oxoethyl)-2,4b,6a,9,9,10b,12a-heptamethyl-1,3,4,4a,5,6,7,8,10,10a,11,12-dodecahydrochrysen-2-yl]propanoate
• CAS: 88373-58-4
• 化学式: C₃₂H₅₄O₄
• 分子量: 502.778
• InChiKey: CYTUCTBTICNVAN-OCRIGOCTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2.3-seco-friedelanedioic acid-(2.3)-dimethyl ester 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 2,3-secofriedelane-2,3-dioic acid
  参考文献：
  名称：

  Dutta, Sikha Rani; Pradhan, Bhim Prasad, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1983, vol. 22, # 7, p. 680 - 682

  摘要：

  DOI：
• 作为产物：
  描述：

  重氮甲烷 、 2,3-secofriedelane-2,3-dioic acid 以 乙醚 为溶剂， 以96%的产率得到2.3-seco-friedelanedioic acid-(2.3)-dimethyl ester
  参考文献：
  名称：

  Synthesis of friedelan triterpenoid analogs with DNA topoisomerase IIα inhibitory activity and their molecular docking studies

  摘要：

  Five highly oxygenated friedelan derivatives (3a, 3b, 4, 5a and 5b) were synthesized. The structures of these compounds were established on the basis of spectral (IR, 1D and 2D NMR, MS etc.) and chemical data. The molecules, including the parent compounds were screened for three-dimensional (3D) molecular docking on the crystal structure of topoisomerase II alpha (1 bgw for topoisomerase II alpha PDB). Compounds 3a and 5a showed a dose dependent inhibition of catalytic activity of human topoisomerase II alpha. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.04.037

文献信息

• The Structures of the Triterpenes Friedelin and Cerin^1,2
  作者：E. J. Corey、J. J. Ursprung

  DOI：10.1021/ja01600a064

  日期：1956.10
• Zur Kenntnis der Triterpene. (88. Mitteilung). Über Friedelin und Cerin
  作者：L. Ruzicka、O. Jeger、P. Ringnes

  DOI：10.1002/hlca.194402701125

  日期：——
• Anjaneyulu, V.; Rao, G. Sambasiva, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 7, p. 663 - 664
  作者：Anjaneyulu, V.、Rao, G. Sambasiva

  DOI：——

  日期：——
• Synthesis of friedelan triterpenoid analogs with DNA topoisomerase IIα inhibitory activity and their molecular docking studies
  作者：Amitava Mandal、Shilpi Ghosh、Ashim Kumar Bothra、Ashis Kumar Nanda、Pranab Ghosh

  DOI：10.1016/j.ejmech.2012.04.037

  日期：2012.8

  Five highly oxygenated friedelan derivatives (3a, 3b, 4, 5a and 5b) were synthesized. The structures of these compounds were established on the basis of spectral (IR, 1D and 2D NMR, MS etc.) and chemical data. The molecules, including the parent compounds were screened for three-dimensional (3D) molecular docking on the crystal structure of topoisomerase II alpha (1 bgw for topoisomerase II alpha PDB). Compounds 3a and 5a showed a dose dependent inhibition of catalytic activity of human topoisomerase II alpha. (C) 2012 Elsevier Masson SAS. All rights reserved.
• Dutta, Sikha Rani; Pradhan, Bhim Prasad, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1983, vol. 22, # 7, p. 680 - 682
  作者：Dutta, Sikha Rani、Pradhan, Bhim Prasad

  DOI：——

  日期：——