4,15-diacetylnivalenol | 6022-19-1

• 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: 4,15-diacetylnivalenol
• 英文别名: ANGUIDINE DERIV 4B,15-DIACETOXY-3A,7A-DIHYDROXY-12,13-EPOXYTRICHOTHEC-9-EN-8-ONE；4β,15-Diacetylnivalenol；4,15-diacetyl-nivalenol；4β,15-Diacetoxy-3α,7α-dihydroxy-12,13-epoxytrichothec-9-en-8-on
• CAS: 6022-19-1；14287-82-2
• 化学式: C₁₉H₂₄O₉
• 分子量: 396.394
• InChiKey: PIHGROVBUUNPDW-CCNYGJKRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.73
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  131.89
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  4,15-diacetylnivalenol 在 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以87 mg的产率得到雪腐镰刀菌烯醇
  参考文献：
  名称：

  Preparation, Purification, and NMR Spectra of Some Mono- and Dihemisuccinates of the Trichothecene Mycotoxin Nivalenol

  摘要：

  4,15-Diacetylnivalenol (DANIV) was produced in liquid culture and purified by fractionation over silica followed by preparative liquid chromatography. Hydrolysis gave nivalenol (NIV), a trichothecene mycotoxin found as a common contaminant in grain grown in the North Island of New Zealand. Reaction of NIV with succinic anhydride in the presence of n-butylboronic acid and (dimethylamino)pyridine produced a mixture of three mono-and two dihemisuccinates. These were separated by semipreparative HPLC. The major product was 3-hemisuccinyl-NIV (3-HS-NIV). Other products were 4-HS-NIV, 15-HS-NIV, 3,4-diHS-NIV, and 3,15-diHS-NIV. 3-HS-NIV was also produced by enzymatic hydrolysis of 3-HS-DANIV.

  DOI：

  10.1021/jf00039a046
• 作为产物：
  描述：

  DIACETOXYSCIRPENOL 在 selenium(IV) oxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 22.0h， 以39%的产率得到4β,15-Diacetoxy-3α,8β-dihydroxy-12,13-epoxytrichothec-9-ene
  参考文献：
  名称：

  Grove, John Frederick, Journal of the Chemical Society. Perkin transactions I, 1990, # 4, p. 1199 - 1203

  摘要：

  DOI：