(3R,4R,4aS,5S,6R,6aS,6bR,10S,12aR,14bS)-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-3,4,5,6,10-pentol | 15399-43-6

• 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: (3R,4R,4aS,5S,6R,6aS,6bR,10S,12aR,14bS)-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-3,4,5,6,10-pentol
• CAS: 15399-43-6
• 化学式: C₃₀H₅₀O₆
• 分子量: 506.723
• InChiKey: DZVVEETZRZUXLI-DGXIRSCASA-N

物化性质

• 熔点：
  >300 °C
• 沸点：
  615.9±55.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  36
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  121
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (3R,4R,4aS,5S,6R,6aS,6bR,10S,12aR,14bS)-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-3,4,5,6,10-pentol 以 吡啶 为溶剂， 反应 20.0h， 以7 mg的产率得到R1-barrigenol pentaacetate
  参考文献：
  名称：

  Studies on the constituents of Xanthoceras sorbifolia Bunge. II. Major sapogenol and a prosapogenin from the fruits of Xanthoceras sorbifolia Bunge.

  摘要：

  The main sapogenol and a prosapogenin from the fruits of Xanthoceras sorbifolia BUNGE (Sapindaceae) were examined. On the basis of chemical and spectral analyses, the structure of the new sapogenol obtained by acid hydrolysis of crude saponin fraction was established to be 21β, 22α-diangeloyloxy-3β, 15α, 16α, 28-tetrahydroxyolean-12-ene (=21, 22-di-O-angeloyl-R1-bar-rigenol) (1). The structure of the prosapogenin was identified as 21β-(3, 4-di-O-angeloyl-β-D-fucopyranosyl) oxy-3β, 16α, 22α, 24, 28-pentahydroxyolean-12-ene (napoleogenin B) (6) on the basis of spectral and X-ray crystal diffraction analyses.

  DOI：

  10.1248/cpb.32.3378
• 作为产物：
  描述：

  21β,22α-diangeloyloxy-3β,15α,16α,28-tetrahydroxyolean-12-ene 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以15 mg的产率得到(3R,4R,4aS,5S,6R,6aS,6bR,10S,12aR,14bS)-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-3,4,5,6,10-pentol
  参考文献：
  名称：

  Studies on the constituents of Xanthoceras sorbifolia Bunge. II. Major sapogenol and a prosapogenin from the fruits of Xanthoceras sorbifolia Bunge.

  摘要：

  The main sapogenol and a prosapogenin from the fruits of Xanthoceras sorbifolia BUNGE (Sapindaceae) were examined. On the basis of chemical and spectral analyses, the structure of the new sapogenol obtained by acid hydrolysis of crude saponin fraction was established to be 21β, 22α-diangeloyloxy-3β, 15α, 16α, 28-tetrahydroxyolean-12-ene (=21, 22-di-O-angeloyl-R1-bar-rigenol) (1). The structure of the prosapogenin was identified as 21β-(3, 4-di-O-angeloyl-β-D-fucopyranosyl) oxy-3β, 16α, 22α, 24, 28-pentahydroxyolean-12-ene (napoleogenin B) (6) on the basis of spectral and X-ray crystal diffraction analyses.

  DOI：

  10.1248/cpb.32.3378