3α,17,18-trimesyloxyaphidicol-16β-ol | 240409-68-1

• 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: 3α,17,18-trimesyloxyaphidicol-16β-ol
• 英文别名: [(1S,2S,5R,6R,7R,10S,12R,13R)-13-hydroxy-2,6-dimethyl-5-methylsulfonyloxy-13-(methylsulfonyloxymethyl)-6-tetracyclo[10.3.1.01,10.02,7]hexadecanyl]methyl methanesulfonate
• CAS: 240409-68-1
• 化学式: C₂₃H₄₀O₁₀S₃
• 分子量: 572.763
• InChiKey: IWCLCMWLTHGBTM-UDPUNPHXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  176
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3α,17,18-trimesyloxyaphidicol-16β-ol 在 镍 氢气 、 sodium hydride 、 三乙基硼氢化锂 、 甲基磺酰氯 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.25h， 生成 aphidicol-16-ene
  参考文献：
  名称：

  Biosynthesis of diterpenoid aphidicolin: Isolation of intermediates from P-450 inhibitor treated mycelia of Phoma betae

  摘要：

  Treatment of Phoma betae with P-450 inhibitors caused accumulation of biosynthetic precursors 2, 3 and 4 of aphidicolin (1), Their structures were elucidated by spectroscopic analysis and they were confirmed by chemical transformations from 1, Isotopically labeled precursors were synthesized by either reductive deoxygenation of aphidicolin derivatives or microbial conversion of [1-C-14]acetate in the presence of the P-450 inhibitor, Feeding experiments of the labeled precursors confirmed late biosynthetic pathway of 1. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00392-0
• 作为产物：
  描述：

  17,18-diacetoxy-3α-mesyloxyaphidicol-16β-ol 在 吡啶 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.75h， 生成 3α,17,18-trimesyloxyaphidicol-16β-ol
  参考文献：
  名称：

  Biosynthesis of diterpenoid aphidicolin: Isolation of intermediates from P-450 inhibitor treated mycelia of Phoma betae

  摘要：

  Treatment of Phoma betae with P-450 inhibitors caused accumulation of biosynthetic precursors 2, 3 and 4 of aphidicolin (1), Their structures were elucidated by spectroscopic analysis and they were confirmed by chemical transformations from 1, Isotopically labeled precursors were synthesized by either reductive deoxygenation of aphidicolin derivatives or microbial conversion of [1-C-14]acetate in the presence of the P-450 inhibitor, Feeding experiments of the labeled precursors confirmed late biosynthetic pathway of 1. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00392-0

文献信息

• The later stage of the biosynthesis of aphidicolin: Accumulation of intermediates with cytochrome P-450 inhibitors.
  作者：Hideaki OIKAWA、Akitami ICHIHARA、Sadao SAKAMURA

  DOI：10.1271/bbb1961.53.299

  日期：——