(+)-3β-hydroxyconfertifolin | 248608-06-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: (+)-3β-hydroxyconfertifolin
• 英文别名: 3Beta-Hydroxyconfertifolin；(5aR,7S,9aS)-7-hydroxy-6,6,9a-trimethyl-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-3-one
• CAS: 248608-06-2
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: AJWGJOBMBGXSSP-SLEUVZQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (+)-3β-hydroxyconfertifolin 在 platinum(IV) oxide 氢气 作用下， 以 溶剂黄146 为溶剂， 60.0 ℃ 、413.68 kPa 条件下， 反应 10.0h， 生成 (-)-8S,9S-dihydro-3β-hydroxyconfertifolin
  参考文献：
  名称：

  Microbial hydroxylation of natural drimenic lactones

  摘要：

  Incubation of confertifolin and isodrimenin with Mucor plumbeus, Aspergillus niger or Rhizopus arrhizus gave in good yields the corresponding 3 beta-hydroxy derivatives. From isodrimenin, the known natural 7 alpha-hydroxy derivative (futronolide) was also obtained and its structure was definitely established by X-ray crystallographic study of its acetate derivative.

  DOI：

  10.1016/s0031-9422(99)00199-5
• 作为产物：
  描述：

  密叶辛木素 在 Mucor plumbeus ATCC 4740 作用下， 反应 48.0h， 生成 (+)-3β-hydroxyconfertifolin
  参考文献：
  名称：

  Microbial hydroxylation of natural drimenic lactones

  摘要：

  Incubation of confertifolin and isodrimenin with Mucor plumbeus, Aspergillus niger or Rhizopus arrhizus gave in good yields the corresponding 3 beta-hydroxy derivatives. From isodrimenin, the known natural 7 alpha-hydroxy derivative (futronolide) was also obtained and its structure was definitely established by X-ray crystallographic study of its acetate derivative.

  DOI：

  10.1016/s0031-9422(99)00199-5

文献信息

• Microbial hydroxylation of natural drimenic lactones
  作者：M Maurs

  DOI：10.1016/s0031-9422(99)00199-5

  日期：1999.9

  Incubation of confertifolin and isodrimenin with Mucor plumbeus, Aspergillus niger or Rhizopus arrhizus gave in good yields the corresponding 3 beta-hydroxy derivatives. From isodrimenin, the known natural 7 alpha-hydroxy derivative (futronolide) was also obtained and its structure was definitely established by X-ray crystallographic study of its acetate derivative.
• A new example of 1α-hydroxylation of drimanic terpenes through combined microbial and chemical processes
  作者：Gérard Aranda、Luis Moreno、Manuel Cortés、Thierry Prangé、Michèle Maurs、Robert Azerad

  DOI：10.1016/s0040-4020(01)00595-6

  日期：2001.7

  Among various filamentous fungi, Aspergillus niger ATCC 9142 was the most efficient strain to convert confertifolin in high yield into its 3 beta -hydroxy derivative, which was then chemically converted to 1 alpha -hydroxy-, 1 alpha ,11 alpha -dihydroxy- and 1 alpha -acetoxy-11 alpha -hydroxyconfertifolin, new compounds structurally related to bioactive natural products isolated from plants or marine sponges. (C) 2001 Elsevier Science Ltd. All rights reserved.