hemisine

• 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: hemisine
• 英文别名: (2S,3R,4R,5S,6R)-2-[(2R,3R,4S,6R)-6-[[(3S,8R,9S,10R,13R,14S,17R)-14-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-5-[(2R,3R,4R,5R,6R)-3-hydroxy-5-[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4-diol
• 化学式: C₄₈H₈₀O₁₉
• 分子量: 961.152
• InChiKey: VJELCCLZMZIPST-PFKYASHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  67
• 可旋转键数：
  14
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  263
• 氢给体数：
  8
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  hemisine 在 盐酸 作用下， 以 丙酮 为溶剂， 反应 144.0h， 生成 (2R,3R,4S,5S,6R)-2-((2R,3S,4S)-4,6-Dihydroxy-2-methyl-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 、 (3S,8S,9R,10R,12R,13R,14R,17S)-17-((S)-1-Hydroxy-ethyl)-3-((2R,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-10,13-dimethyl-2,3,6,7,9,10,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-8,12,14,17-tetraol
  参考文献：
  名称：

  Pregnane glycosides from Hemidesmus indicus

  摘要：

  Three new pregnane oligoglycosides, medidesmine, hemisine and desmisine isolated from the plant Hemidesmus indicus were identified as sarcostin-3-O-alpha-D-glucopyranosyl (1 --> 4)-O-beta-D-digitoxopyranosyl (1 --> 4)-O-beta-D-oleandropyranoside, calogenin-3-O-beta-D-cymaropyranosyl (I --> 4)-O[3-O-methyl]beta-D-glucopyranosyl (1 --> 4)-O-beta-D-glucopyranosyl (1 --> 4)-O-beta-D-cymaropyranoside and calogenin-3-O-beta-D-xylopyranosyl (1 --> 4)-O-beta-D-digitoxopyranosyl (1 --> 4)-O-beta-D-xylopyranosyl (1 --> 4)-O-beta-D-digitoxopyranoside, respectively, with the help of FAB-MS, EI-MS, H-1 and C-13 NMR spectroscopy. along with chemical transformations. Copyright (C) 1996 Published by Elsevier Science Ltd

  DOI：

  10.1016/s0031-9422(96)00393-7