ent-Kauran-16β-ol-3-one

• 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: ent-Kauran-16β-ol-3-one
• 英文别名: (1S,4S,9S,10R,13R,14R)-14-hydroxy-5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadecan-6-one
• 化学式: C₂₀H₃₂O₂
• 分子量: 304.473
• InChiKey: BEHZKUOCCQYYJE-AAMISZCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ent-Kauran-16β-ol-3-one 在 氢氧化钾 、 一水合肼 作用下， 以 二乙二醇 为溶剂， 以37 mg的产率得到kauranol
  参考文献：
  名称：

  Terpenoids of the liverwort Frullanoides densifolia and Trocholejeunea sandvicensis

  摘要：

  Two new rearranged pinguisane-type sesquiterpenoids, spirodensifolin A and B, a pinguisane-type sesquiterpene, isonaviculol, and two new ent-kaurane-type diterpenoids, ent-kauran-16beta-ol-3-one, ent-kaurane-3beta,16beta-diol, have been isolated from the Bolivian liverwort Frullanoides densifolia, and a pinguisane-type sesquiterpene, furanopinguisanol and lepidozane-type sesquiterpene alcohol have been isolated from the Japanese Trocholejeunea sandvicensis. Their stereostructures have been elucidated by the extensive analysis of the spectral data as well as the X-ray crystallographic analysis.

  DOI：

  10.1016/s0031-9422(00)94991-4

文献信息

• Terpenoids of the liverwort Frullanoides densifolia and Trocholejeunea sandvicensis
  作者：Motoo Tori、Hernita Arbiyanti、Zenei Taira、Yoshinori Asakawa

  DOI：10.1016/s0031-9422(00)94991-4

  日期：1993.1

  Two new rearranged pinguisane-type sesquiterpenoids, spirodensifolin A and B, a pinguisane-type sesquiterpene, isonaviculol, and two new ent-kaurane-type diterpenoids, ent-kauran-16beta-ol-3-one, ent-kaurane-3beta,16beta-diol, have been isolated from the Bolivian liverwort Frullanoides densifolia, and a pinguisane-type sesquiterpene, furanopinguisanol and lepidozane-type sesquiterpene alcohol have been isolated from the Japanese Trocholejeunea sandvicensis. Their stereostructures have been elucidated by the extensive analysis of the spectral data as well as the X-ray crystallographic analysis.