(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 | 204138-29-4

• 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: (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
• CAS: 204138-29-4
• 化学式: C₃₀H₄₇NO
• 分子量: 438.698
• InChiKey: XBILWHMEMYAJTL-SBNIIWIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.94
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  33.02
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  (R)-3-Ethyl-3-hydroxy-6-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-heptanenitrile 在 氯化亚砜 、 lithium diisopropyl amide 作用下， 生成 (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
  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