3β-Acetoxy-11α-hydroperoxy-12-ursene

• 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: 3β-Acetoxy-11α-hydroperoxy-12-ursene
• 英文别名: [(3S,4aR,6aR,6bS,8aR,11R,12S,12aR,14R,14aR,14bS)-14-hydroperoxy-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl] acetate
• 化学式: C₃₂H₅₂O₄
• 分子量: 500.762
• InChiKey: BDOWVGURUZGRQP-GAZKWHOUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  36
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3β-Acetoxy-11α-hydroperoxy-12-ursene 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以5.2 mg的产率得到3β-hydroxyolean-12-en-11-one acetate
  参考文献：
  名称：

  New Peroxy Triterpenes from the Aerial Roots of Ficus microcarpa

  摘要：

  Six new triterpenes, 3 beta -acetoxy-12 beta ,13 beta -epoxy-11 alpha -hydroperoxyursane (1), 3 beta -acetoxy-11 alpha -hydroperoxy-13 alphaH-ursan-12-one (2), 3 beta -acetoxy-1 beta ,11 alpha -epidioxy-12-ursene (3), (20S)-3 beta -acetoxylupan-29-oic acid (4), (20S)-3 beta -acetoxy-20-hydroperoxy-30-norlupane (5), and 3 beta -acetoxy-18 alpha -hydroperoxy-12-oleanen-11-one (6), together with 3 beta -acetoxy-12-oleanen-11-one (7), were isolated from the aerial roots of Ficus microcarpa. Compounds 1-3, 5, and 6 were characterized as new peroxytriterpenes. The structures of 3 and 6 were confirmed by X-ray crystallography, and their structures were elucidated by spectroscopic and chemical methods.

  DOI：

  10.1021/np0004808

文献信息

• New Peroxy Triterpenes from the Aerial Roots of <i>Ficus </i><i>m</i><i>icrocarpa</i>
  作者：Yi-Ming Chiang、Yueh-Hsiung Kuo

  DOI：10.1021/np0004808

  日期：2001.4.1

  Six new triterpenes, 3 beta -acetoxy-12 beta ,13 beta -epoxy-11 alpha -hydroperoxyursane (1), 3 beta -acetoxy-11 alpha -hydroperoxy-13 alphaH-ursan-12-one (2), 3 beta -acetoxy-1 beta ,11 alpha -epidioxy-12-ursene (3), (20S)-3 beta -acetoxylupan-29-oic acid (4), (20S)-3 beta -acetoxy-20-hydroperoxy-30-norlupane (5), and 3 beta -acetoxy-18 alpha -hydroperoxy-12-oleanen-11-one (6), together with 3 beta -acetoxy-12-oleanen-11-one (7), were isolated from the aerial roots of Ficus microcarpa. Compounds 1-3, 5, and 6 were characterized as new peroxytriterpenes. The structures of 3 and 6 were confirmed by X-ray crystallography, and their structures were elucidated by spectroscopic and chemical methods.