ethyl [27-13C]-(22E,24S)-6β-methoxy-3α,5-cycloergost-22-en-26-oate | 874895-66-6

• 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: ethyl [27-13C]-(22E,24S)-6β-methoxy-3α,5-cycloergost-22-en-26-oate
• CAS: 874895-66-6
• 化学式: C₃₁H₅₀O₃
• 分子量: 471.725
• InChiKey: DHOMSOUNTMVPDI-GFWYEQGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  34.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  ethyl [27-13C]-(22E,24S)-6β-methoxy-3α,5-cycloergost-22-en-26-oate 在 palladium on activated charcoal lithium aluminium tetrahydride 、 三丁基膦 、 Oryza sativa cell culture 、 氢气 、 双氧水 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 乙酸乙酯 为溶剂， 反应 336021.0h， 生成
  参考文献：
  名称：

  Metabolic conversion of 24-methyl-Δ25-cholesterol to 24-methylcholesterol in higher plants

  摘要：

  Feeding of chemically synthesized [27-C-13]codisterol ([27-C-13]2), [27-C-13]24-epicodisterol ([27-C-13]3), [23,24-H-2(2)]codisterol ([23,24-H-2(2)]2), and [26,27-H-2(6)]24-methyldesmosterol ([26,27-H-2(6)]8) to Oryza sativa cell cultures, followed by MS and NMR analysis of the biosynthesized dihydrobrassicasterol (9)/campesterol (10), revealed that both (24R)- and (24s)-epimers of 24-methyl-Delta(25)-cholesterol (2/3) were converted to 9 and 10 via the common intermediate 24-methyldesmosterol (8). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.08.061
• 作为产物：
  描述：

  ethyl (E,3R,6R)-6-[(1S,2R,5R,7R,8R,10S,11S,14R,15R)-8-methoxy-2,15-dimethyl-14-pentacyclo[8.7.0.02,7.05,7.011,15]heptadecanyl]-3-methylhept-4-enoate 、 碘甲烷-13C 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 3.0h， 以89%的产率得到ethyl [27-13C]-(22E,24S)-6β-methoxy-3α,5-cycloergost-22-en-26-oate
  参考文献：
  名称：

  Metabolic conversion of 24-methyl-Δ25-cholesterol to 24-methylcholesterol in higher plants

  摘要：

  Feeding of chemically synthesized [27-C-13]codisterol ([27-C-13]2), [27-C-13]24-epicodisterol ([27-C-13]3), [23,24-H-2(2)]codisterol ([23,24-H-2(2)]2), and [26,27-H-2(6)]24-methyldesmosterol ([26,27-H-2(6)]8) to Oryza sativa cell cultures, followed by MS and NMR analysis of the biosynthesized dihydrobrassicasterol (9)/campesterol (10), revealed that both (24R)- and (24s)-epimers of 24-methyl-Delta(25)-cholesterol (2/3) were converted to 9 and 10 via the common intermediate 24-methyldesmosterol (8). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.08.061