<4,5-2H>-virginiae butanolide A dibenzoate | 137570-41-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: <4,5-2H>-virginiae butanolide A dibenzoate
• 英文别名: [4,5-2H]-virginiae butanolide A dibenzoate；[(1S)-1-[(3R,4S)-4-[benzoyloxy(dideuterio)methyl]-5,5-dideuterio-2-oxooxolan-3-yl]-5-methylhexyl] benzoate
• CAS: 137570-41-3
• 化学式: C₂₆H₃₀O₆
• 分子量: 442.489
• InChiKey: DVHRZMYTEAMFHZ-QGZPLKCZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.68
• 重原子数：
  32.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  78.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  <4,5-2H>-6-dehydro-virginiae butanolide A 在 硼氘化钠 、 三正丁胺 作用下， 以 乙腈 为溶剂， 反应 0.17h， 生成 <4,5-2H>-virginiae butanolide A dibenzoate
  参考文献：
  名称：

  Biosynthesis of virginiae butanolide A, a butyrolactone autoregulator from Streptomyces

  摘要：

  Virginiae butanolide A (VB A) (3) is one of the virginiamycin-inducing factors from Streptomyces virginiae and has a unique 2,3-disubstituted butanolide skeleton which is common to other signal molecules in Streptomyces. The biosynthesis of 3 in Streptomyces antibioticus, a high producer of 3, was studied by experiments with labeled precursors. C-13 and H-2 NMR results as well as CI-MS analyses of dibenzoate samples indicated that the probable biosynthetic pathway to 3 involved coupling between a beta-keto acid derivative and a C3 unit from glycerol, such as dihydroxyacetone or a derivative.

  DOI：

  10.1021/ja00028a037