[27-13C]-24-ethyldesmosterol | 204138-38-5

• 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: [27-13C]-24-ethyldesmosterol
• 英文别名: (3S,8S,9S,10R,13R,14S,17R)-17-[(Z,2R)-5-ethyl-6-methyl(713C)hept-5-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• CAS: 204138-38-5
• 化学式: C₂₉H₄₈O
• 分子量: 413.689
• InChiKey: YYLFLRIUDMIWTD-ZMJAQBKZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  [27-13C]-24-ethyldesmosterol 生成 [26-13C]-sitosterol
  参考文献：
  名称：

  Stereochemistry of the reduction of 24-ethyldesmosterol to sitosterol in tissue cultures of Oryza sativa

  摘要：

  Feeding of [26-C-13]- and [27-C-13]-24-ethyldesmosterols to cultured cells of Oryza sativa followed by C-13-NMR analysis of the biosynthesized sitosterol revealed that the reduction of 24(25)-double bond proceeds with an anti-addition of hydrogen atoms, thus the E-methyl group of the olefinic precursor becomes the pro-S-methyl on C-25 of sitosterol. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(97)10220-7
• 作为产物：
  描述：

  (R)-3-ethyl-6-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethylhexadecahydrocyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-2-(methyl-13C)hept-2-enenitrile 在 lithium aluminium tetrahydride 、 lutidine 、 水 、 二异丁基氢化铝 、 对甲苯磺酸 、 甲基磺酰氯 、 lithium chloride 作用下， 生成 [27-13C]-24-ethyldesmosterol
  参考文献：
  名称：

  Stereochemistry of the reduction of 24-ethyldesmosterol to sitosterol in tissue cultures of Oryza sativa

  摘要：

  Feeding of [26-C-13]- and [27-C-13]-24-ethyldesmosterols to cultured cells of Oryza sativa followed by C-13-NMR analysis of the biosynthesized sitosterol revealed that the reduction of 24(25)-double bond proceeds with an anti-addition of hydrogen atoms, thus the E-methyl group of the olefinic precursor becomes the pro-S-methyl on C-25 of sitosterol. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(97)10220-7