3-氧代-22,23-二羟基乌苏-12-烯-30-酸甲酯 | 109974-22-3

• 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
• 中文名称: 3-氧代-22,23-二羟基乌苏-12-烯-30-酸甲酯
• 中文别名: 黑蔓酮酯醇
• 英文名称: regelinol
• 英文别名: methyl (1R,2R,4S,4aR,6aR,6aS,6bR,8aR,9R,12aR,14bS)-4-hydroxy-9-(hydroxymethyl)-1,4a,6a,6b,9,12a-hexamethyl-10-oxo-1,2,3,4,5,6,6a,7,8,8a,11,12,13,14b-tetradecahydropicene-2-carboxylate
• CAS: 109974-22-3
• 化学式: C₃₁H₄₈O₅
• 分子量: 500.719
• InChiKey: SRYDLKHOJXZMCJ-FLUPYHDASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  36
• 可旋转键数：
  3
• 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：

  乙酸酐 、 3-氧代-22,23-二羟基乌苏-12-烯-30-酸甲酯 在 4-二甲氨基吡啶 作用下， 生成 (1R,2R,4S,4aR,6aS,6bR,8aR,9R,12aR,12bR,14bS)-4-Acetoxy-9-acetoxymethyl-1,4a,6a,6b,9,12a-hexamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydro-picene-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Isolation and structure of regelin and regelinol, new antitumor ursene-type triterpenoids from Tripterygium regelii.

  摘要：

  Regelin (1a), a new antitumor ursene-type triterpenoid, the major principle, and another new ursene-type regelinol (1c) were isolated together with oleanene-type regelide (2) from the roots of Tripterygium regelii. The respective structures of la and lc were determined, by 1H-and 13C-NMR spectrometric studies and X-ray analysis of 1a, to be the methyl ester of 3-oxo-22α-hydroxy-urs-12-en-30-oic acid and its 23-hydroxy analogue. 2 was found to be identical with wilforlide A or abruslactone A by comparing their physico-chemical data.

  DOI：

  10.1248/cpb.35.2125