3β-acetoxy-18-iodopregn-5-ene-20β-ol | 91413-42-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 3β-acetoxy-18-iodopregn-5-ene-20β-ol
• 英文别名: [(3S,8R,9S,10R,13R,14S,17S)-17-[(1S)-1-hydroxyethyl]-13-(iodomethyl)-10-methyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• CAS: 91413-42-2
• 化学式: C₂₃H₃₅IO₃
• 分子量: 486.434
• InChiKey: SHRXHVQGOCEPEI-PQHDWWGMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3β-acetoxy-18-iodopregn-5-ene-20β-ol 在 chromium(VI) oxide 、 氢气 作用下， 以 丙酮 为溶剂， 反应 0.17h， 生成 3β-acetoxy-18-iodopregn-5-ene-20-one
  参考文献：
  名称：

  Synthesis of mirasorvone, a defensive steroid from the sunburst diving beetle (Thermonectus marmoratus)

  摘要：

  The structure and stereochemistry of mirasorvone, an 18-oxygenated pregnane from the defensive prothoracic glands of the sunburst diving beetle, Thermonectus marmoratus, has been confirmed by synthesis and single-crystal X-ray diffraction analyses. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00583-8
• 作为产物：
  描述：

  3β-acetoxy-5-pregnen-20β-ol 在 lead(IV) acetate 、 碘 、 calcium carbonate 作用下， 以 环己烷 为溶剂， 反应 0.42h， 生成 3β-acetoxy-18-iodopregn-5-ene-20β-ol
  参考文献：
  名称：

  Synthesis of mirasorvone, a defensive steroid from the sunburst diving beetle (Thermonectus marmoratus)

  摘要：

  The structure and stereochemistry of mirasorvone, an 18-oxygenated pregnane from the defensive prothoracic glands of the sunburst diving beetle, Thermonectus marmoratus, has been confirmed by synthesis and single-crystal X-ray diffraction analyses. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00583-8

文献信息

• Armas, Pedro de; Concepcion, Jose I.; Francisco, Cosme G., Journal of the Chemical Society. Perkin transactions I, 1989, p. 405 - 411
  作者：Armas, Pedro de、Concepcion, Jose I.、Francisco, Cosme G.、Hernandez, Rosendo、Salazar, Jose A.、Suarez, Ernesto

  DOI：——

  日期：——
• DE, ARMAS PEDRO;CONCEPCION, JOSE I.;FRANCISCO, COSME G.;HERNANDEZ, ROSEND+, J. CHEM. SOC. PERKIN TRANS. PT 1,(1989) N, C. 405-411
  作者：DE, ARMAS PEDRO、CONCEPCION, JOSE I.、FRANCISCO, COSME G.、HERNANDEZ, ROSEND+

  DOI：——

  日期：——
• Synthesis of mirasorvone, a defensive steroid from the sunburst diving beetle (Thermonectus marmoratus)
  作者：Zhi-Cai Yang、Jerrold Meinwald

  DOI：10.1016/s0040-4039(98)00583-8

  日期：1998.5

  The structure and stereochemistry of mirasorvone, an 18-oxygenated pregnane from the defensive prothoracic glands of the sunburst diving beetle, Thermonectus marmoratus, has been confirmed by synthesis and single-crystal X-ray diffraction analyses. (C) 1998 Elsevier Science Ltd. All rights reserved.