11-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-eicosahydro-picen-3-ol | 1159588-37-0

• 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: 11-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-eicosahydro-picen-3-ol
• 英文别名: (3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bR)-11-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol
• CAS: 1159588-37-0
• 化学式: C₅₁H₆₈O₄
• 分子量: 745.099
• InChiKey: GXYKTLYYNOZASM-ZAPHERTASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.7
• 重原子数：
  55
• 可旋转键数：
  8
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  11-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-eicosahydro-picen-3-ol 、 2-氰乙基N,N-二异丙基氯亚磷酰胺 在 N-甲基吗啉 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以81%的产率得到11-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-eicosahydropicen-3-yl 2-cyanoethyl diisopropylphosphoramidite
  参考文献：
  名称：

  Synthesis of hairpin siRNA using 18β-glycyrrhetinic acid derivative as a loop motif

  摘要：

  We synthesized a new phosphoramidite building block from 18 beta-glycyrrhetinic acid. This compound was introduced in the middle of the palindromic oligonucleotides and they formed hairpin structure. This 18 beta-glycyrrhetinic acid derivative excellently performed its role as hairpin loop. These hairpin ODNs had higher T-m values than the natural one and formed stable hairpin structure without any structural distortion. We found that stability of hairpin ODNs was changed according to the length of hairpin stem and modified hairpin ODNs, which had longer than seven base pair stem, were more stable than natural one based on T-m values. The shRNAs bearing similar modified loop were also synthesized. These modified shRNAs could suppress their target gene expression without losing their RNAi efficiency. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.049
• 作为产物：
  描述：

  4,4'-双甲氧基三苯甲基氯 、 18β-olean-12-ene-3β,30-diol 在 4-二甲氨基吡啶 作用下， 以 吡啶 为溶剂， 反应 2.0h， 以175 mg的产率得到11-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-eicosahydro-picen-3-ol
  参考文献：
  名称：

  Synthesis of hairpin siRNA using 18β-glycyrrhetinic acid derivative as a loop motif

  摘要：

  We synthesized a new phosphoramidite building block from 18 beta-glycyrrhetinic acid. This compound was introduced in the middle of the palindromic oligonucleotides and they formed hairpin structure. This 18 beta-glycyrrhetinic acid derivative excellently performed its role as hairpin loop. These hairpin ODNs had higher T-m values than the natural one and formed stable hairpin structure without any structural distortion. We found that stability of hairpin ODNs was changed according to the length of hairpin stem and modified hairpin ODNs, which had longer than seven base pair stem, were more stable than natural one based on T-m values. The shRNAs bearing similar modified loop were also synthesized. These modified shRNAs could suppress their target gene expression without losing their RNAi efficiency. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.049