4β,15-Diacetoxy-3α,8β-dihydroxy-12,13-epoxytrichothec-9-ene | 77620-53-2

• 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: 4β,15-Diacetoxy-3α,8β-dihydroxy-12,13-epoxytrichothec-9-ene
• 英文别名: epi-neosolaniol；[(1S,2R,4R,7R,9R,10R,11S,12S)-11-acetyloxy-4,10-dihydroxy-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-2-yl]methyl acetate
• CAS: 77620-53-2
• 化学式: C₁₉H₂₆O₈
• 分子量: 382.411
• InChiKey: TVZHDVCTOCZDNE-MAORFSPBSA-N

物化性质

• 沸点：
  515.9±50.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4β,15-Diacetoxy-3α,8β-dihydroxy-12,13-epoxytrichothec-9-ene 生成 3α,4β,8β,15-Tetraacetoxy-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：
• 作为产物：
  描述：

  neosolaniol 在 sodium tetrahydroborate 、 重铬酸吡啶 作用下， 以 异丙醇 为溶剂， 生成 4β,15-Diacetoxy-3α,8β-dihydroxy-12,13-epoxytrichothec-9-ene
  参考文献：
  名称：

  Structure-activity studies of trichothecenes: cytotoxicity of analogs and reaction products derived from T-2 toxin and neosolaniol

  摘要：

  Forty-two analogues and reaction products derived from T-2 toxin or neosolaniol were assayed for their cytotoxicity to cultured mouse lymphoma cells. Structure-activity relationships confirmed the stereospecific nature of the cytotoxic action of T-2. Cytotoxicity was particularly susceptible to changes at C3, C4, C9, and C10 but was relatively unaffected by changes at C8, which appears to represent a region of steric tolerance in the interaction of T-2 with a cellular constituent. The most potent compounds were T-2, diacetoxyscirpenol, and a series of C8 ester analogues 11 and 31-35.

  DOI：

  10.1021/jm00123a008

文献信息

• 3,8-Dioxo-scirpen-4.beta.,15-diol esters and their use as antitumor
  申请人：Bristol-Myers Company

  公开号：US04244874A1

  公开（公告）日：1981-01-13

  A novel series of 3,8-dioxo-scirpen-4.beta.,15-diol esters is provided for use as antitumor agents. Also provided are various novel intermediates used in the production of such compounds.

  提供了一种新的3,8-二氧代-藜麦酮-4.beta.，15-二醇酯的小说系列，用作抗肿瘤剂。还提供了在生产这些化合物中使用的各种新中间体。
• The facile conversion of T-2 toxin and neosolaniol into anguidine
  作者：Derek W Anderson、Robin M Black、David A Leigh、J.Fraser Stoddart、Nancy E. Williams

  DOI：10.1016/s0040-4039(00)96175-6

  日期：1987.1
• ANDERSON, D. W.;BLACK, R. M.;LEE, C. G.;POTTAGE, C.;RICKARD, R. L.;SANDFO+, J. MED. CHEM., 32,(1989) N, C. 555-562
  作者：ANDERSON, D. W.、BLACK, R. M.、LEE, C. G.、POTTAGE, C.、RICKARD, R. L.、SANDFO+

  DOI：——

  日期：——
• US4244874A
  申请人：——

  公开号：US4244874A

  公开（公告）日：1981-01-13
• US4352936A
  申请人：——

  公开号：US4352936A

  公开（公告）日：1982-10-05