拟茎点菌内酯B | 97529-84-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 中文名称: 拟茎点菌内酯B
• 中文别名: 拟茎点菌内酯乙
• 英文名称: phomopsolide B
• 英文别名: [(2S,3S)-2-[(E,3S,4S)-3,4-dihydroxypent-1-enyl]-6-oxo-2,3-dihydropyran-3-yl] (E)-2-methylbut-2-enoate
• CAS: 97529-84-5
• 化学式: C₁₅H₂₀O₆
• 分子量: 296.32
• InChiKey: JTHHOHSDOJJNFN-HIWLEQICSA-N

物化性质

• 沸点：
  508.4±50.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  拟茎点菌内酯B 在 chromium(VI) oxide 、 硫酸 作用下， 以 丙酮 为溶剂， 反应 0.25h， 生成 6-(3-hydroxy-4-oxopent-1E-enyl)-2H-pyran-2-one
  参考文献：
  名称：

  Grove, John Frederick, Journal of the Chemical Society. Perkin transactions I, 1985, p. 865 - 870

  摘要：

  DOI：
• 作为产物：
  描述：

  (5R,6S,3'S,4'S,1'E)-5,6-dihydro-5-hydroxy-6-(3',4'-isopropylidenedioxy-1'-pentenyl)-2H-pyran-2-one 在 amberlyst-15 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 甲醇 为溶剂， 生成 拟茎点菌内酯B
  参考文献：
  名称：

  Noshita, Toshiro; Sugiyama, Takeyoshi; Yamashita, Kyohei, Agricultural and Biological Chemistry, 1991, vol. 55, # 4, p. 1207 - 1209

  摘要：

  DOI：

文献信息

• Total synthesis of (+)-phomopsolide B
  作者：Kavirayani R. Prasad、Phaneendra Gutala

  DOI：10.1016/j.tet.2012.06.002

  日期：2012.9

  An enantiospecific total synthesis of polyhydroxy delta-pyrone natural product phomopsolide B is accomplished. The main feature of the synthesis is the installation of the required E-olefin by Horner-Emmons-Wordsworth reaction and the formation of the lactone involving Still-Gennari olefination followed by lactonization. (C) 2012 Elsevier Ltd. All rights reserved.
• Noshita, Toshiro; Sugiyama, Takeyoshi; Yamashita, Kyohei, Bioscience, Biotechnology and Biochemistry, 1994, vol. 58, # 4, p. 740 - 744
  作者：Noshita, Toshiro、Sugiyama, Takeyoshi、Yamashita, Kyohei、Oritani, Takayuki

  DOI：——

  日期：——
• A cross-metathesis approach to the synthesis of (+)-phomopsolide B
  作者：D. Vasudeva Reddy、Gowravaram Sabitha、J.S. Yadav

  DOI：10.1016/j.tetlet.2015.05.032

  日期：2015.7

  The synthesis of phomopsolide B has been achieved using an olefin cross-metathesis (CM) reaction as key step. Two metathesis partners, enediol and 5-hydroxy vinyl lactone were prepared from L-ascorbic acid. This is the first report of using 5-hydroxy vinyl lactone in an olefin cross-metathesis reaction. (C) 2015 Elsevier Ltd. All rights reserved.
• MOLECULAR INHIBITORS OF THE WNT/BETA-CATENIN PATHWAY
  申请人：Moon Randall T.

  公开号：US20120040916A1

  公开（公告）日：2012-02-16

  The present invention is directed toward a method of treating a subject for a condition mediated by the Wnt/β-catenin pathway by selecting a subject with a condition mediated by the Wnt/β-catenin pathway and administering to the selected subject a compound selected from the group consisting of those set forth in Table 1, Table 2, and a pharmaceutically acceptable salt thereof. A method of similarly inhibiting the Wnt/β-catenin pathway in a subject is also disclosed.
• [EN] MOLECULAR INHIBITORS OF THE WNT/BETA-CATENIN PATHWAY<br/>[FR] INHIBITEURS MOLÉCULAIRES DE LA VOIE WNT/BÊTA-CATÉNINE
  申请人：UNIV WASHINGTON

  公开号：WO2010075282A1

  公开（公告）日：2010-07-01

  The present invention is directed toward a method of treating a subject for a condition mediated by the Wnt/β-catenin pathway by selecting a subject with a condition mediated by the Wnt/β-catenin pathway and administering to the selected subject a compound selected from the group consisting of those set forth in Table 1, Table 2, and a pharmaceutically acceptable salt thereof. A method of similarly inhibiting the Wnt/ β-catenin pathway in a subject is also disclosed.