aphidicolan-16β,18-diol

• 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: aphidicolan-16β,18-diol
• 英文别名: (1S,2S,6R,7R,10S,12R,13R)-6-(hydroxymethyl)-2,6,13-trimethyltetracyclo[10.3.1.01,10.02,7]hexadecan-13-ol
• 化学式: C₂₀H₃₄O₂
• 分子量: 306.489
• InChiKey: YFPSFADPQXOJFU-JIWXIQHESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  aphidicolan-16β,18-diol 生成 (1S,2S,5R,6R,7R,10S,12R,13R)-6,13-bis(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.01,10.02,7]hexadecane-5,13-diol
  参考文献：
  名称：

  ACKLAND, MARK J.;GORDON, JOHN F.;HANSON, JAMES R.;YEOH, BOON LENG;RATCLIF+, J. CHEM. SOC. CHEM. COMMUN.,(1987) N 19, 1492-1493

  摘要：

  DOI：
• 作为产物：
  描述：

  艾菲地可宁 在 吡啶 、 lithium 作用下， 以 氨 为溶剂， 反应 5.75h， 生成 aphidicolan-16β,18-diol
  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

• ACKLAND, MARK J.;GORDON, JOHN F.;HANSON, JAMES R.;YEOH, BOON LENG;RATCLIF+, J. CHEM. SOC. CHEM. COMMUN.,(1987) N 19, 1492-1493
  作者：ACKLAND, MARK J.、GORDON, JOHN F.、HANSON, JAMES R.、YEOH, BOON LENG、RATCLIF+

  DOI：——

  日期：——
• Biosynthesis of diterpenoid aphidicolin: Isolation of intermediates from P-450 inhibitor treated mycelia of Phoma betae
  作者：Hideaki Oikawa、Satoshi Ohashi、Akitami Ichihara、Sadao Sakamura

  DOI：10.1016/s0040-4020(99)00392-0

  日期：1999.6

  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.