methyl (3S,11S)-11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6S)-3-hydroxy-5-[(2S,3R,4R,5R,6R)-3-hydroxy-5-[(2R,3R)-3-[(2R,3R)-3-hydroxy-2-methylbutanoyl]oxy-2-methylbutanoyl]oxy-6-methyl-4-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-methyl-4-[(2S)-2-methylbutanoyl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-3-hydroxytetradecanoate | 1253963-43-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (3S,11S)-11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6S)-3-hydroxy-5-[(2S,3R,4R,5R,6R)-3-hydroxy-5-[(2R,3R)-3-[(2R,3R)-3-hydroxy-2-methylbutanoyl]oxy-2-methylbutanoyl]oxy-6-methyl-4-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-methyl-4-[(2S)-2-methylbutanoyl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-3-hydroxytetradecanoate
• CAS: 1253963-43-7
• 化学式: C₆₆H₁₁₄O₃₅
• 分子量: 1467.61
• InChiKey: LWZXXKGWBLFRKM-YTTNGDPTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  101
• 可旋转键数：
  39
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  519
• 氢给体数：
  15
• 氢受体数：
  35

反应信息

• 作为反应物：
  描述：

  methyl (3S,11S)-11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6S)-3-hydroxy-5-[(2S,3R,4R,5R,6R)-3-hydroxy-5-[(2R,3R)-3-[(2R,3R)-3-hydroxy-2-methylbutanoyl]oxy-2-methylbutanoyl]oxy-6-methyl-4-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-methyl-4-[(2S)-2-methylbutanoyl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-3-hydroxytetradecanoate 以 甲醇 、 水 为溶剂， 反应 4.0h， 生成 methyl 3S,11S-dihydroxytetradecanoate 11-O-α-L-rhamnopyranosyl-(1->3)-O-[4-O-2R-methyl-3R-O-(2R-methyl-3R-hydroxybutyryl)butyryl]-β-D-quinovopyranosyl-(1->4)-O-(2-O-2S-methylbutyryl)-α-L-rhamnopyranosyl-(1->2)-O-β-D-glucopyranosyl-(1->2)-[O-α-L-rhamnopyranosyl-(1->6)]-β-D-glucopyranoside
  参考文献：
  名称：

  甲醇中氯化铟（III）处理的无毒费比氏菌种子的粗糖苷（Pharbitin）生成的羟基脂肪酸甲酯的酰化糖苷

  摘要：

  用甲醇中的氯化铟（III）处理零种法氏酵母（Pharbitis Semen）种子，称为法比汀，制得粗制的醚不溶性树脂糖苷（卷积蛋白），提供了被2-甲基-3部分酰化的七个羟基脂肪酸甲酯低聚糖苷-羟基丁酸（硝酸）和2 S-甲基丁酸。根据NMR和MS数据以及化学转化率阐明了它们的结构。

  DOI：

  10.1021/np1004888
• 作为产物：
  描述：

  methyl 3S,11S-dihydroxytetradecanoate 11-O-α-L-rhamnopyranosyl-(1->3)-O-[4-O-2R-methyl-3R-O-(2R-methyl-3R-hydroxybutyryl)butyryl]-β-D-quinovopyranosyl-(1->4)-O-(2-O-2S-methylbutyryl)-α-L-rhamnopyranosyl-(1->2)-O-β-D-glucopyranosyl-(1->2)-[O-α-L-rhamnopyranosyl-(1->6)]-β-D-glucopyranoside 在 氨 、 水 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以7 mg的产率得到methyl (3S,11S)-11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6S)-3-hydroxy-5-[(2S,3R,4R,5R,6R)-3-hydroxy-5-[(2R,3R)-3-[(2R,3R)-3-hydroxy-2-methylbutanoyl]oxy-2-methylbutanoyl]oxy-6-methyl-4-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-methyl-4-[(2S)-2-methylbutanoyl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-3-hydroxytetradecanoate
  参考文献：
  名称：

  甲醇中氯化铟（III）处理的无毒费比氏菌种子的粗糖苷（Pharbitin）生成的羟基脂肪酸甲酯的酰化糖苷

  摘要：

  用甲醇中的氯化铟（III）处理零种法氏酵母（Pharbitis Semen）种子，称为法比汀，制得粗制的醚不溶性树脂糖苷（卷积蛋白），提供了被2-甲基-3部分酰化的七个羟基脂肪酸甲酯低聚糖苷-羟基丁酸（硝酸）和2 S-甲基丁酸。根据NMR和MS数据以及化学转化率阐明了它们的结构。

  DOI：

  10.1021/np1004888

文献信息

• Acylated Glycosides of Hydroxy Fatty Acid Methyl Esters Generated from the Crude Resin Glycoside (Pharbitin) of Seeds of <i>Pharbitis nil</i> by Treatment with Indium(III) Chloride in Methanol
  作者：Masateru Ono、Ayako Takigawa、Tomoko Mineno、Hitoshi Yoshimitsu、Toshihiro Nohara、Tsuyoshi Ikeda、Emiko Fukuda-Teramachi、Naoki Noda、Kazumoto Miyahara

  DOI：10.1021/np1004888

  日期：2010.11.29

  Treatment of the crude ether-insoluble resin glycoside (convolvulin) from seeds of Pharbitis nil (Pharbitis Semen), called pharbitin, with indium(III) chloride in methanol provided seven oligoglycosides of hydroxy fatty acid methyl esters partially acylated by 2-methyl-3-hydroxybutyric (nilic) and 2S-methylbutyric acids. Their structures were elucidated on the basis of NMR and MS data and chemical

  用甲醇中的氯化铟（III）处理零种法氏酵母（Pharbitis Semen）种子，称为法比汀，制得粗制的醚不溶性树脂糖苷（卷积蛋白），提供了被2-甲基-3部分酰化的七个羟基脂肪酸甲酯低聚糖苷-羟基丁酸（硝酸）和2 S-甲基丁酸。根据NMR和MS数据以及化学转化率阐明了它们的结构。