(3S,5R,6S,7E,9R)-7-megastigmene-3,6,9-triol 3-O-β-D-(2'-O-β-D-apiofuranosyl)glucopyranoside | 1267635-92-6

• 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: (3S,5R,6S,7E,9R)-7-megastigmene-3,6,9-triol 3-O-β-D-(2'-O-β-D-apiofuranosyl)glucopyranoside
• 英文别名: Crotonionoside C；(2R,3S,4S,5R,6R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[(1S,4S,5R)-4-hydroxy-4-[(E,3R)-3-hydroxybut-1-enyl]-3,3,5-trimethylcyclohexyl]oxy-2-(hydroxymethyl)oxane-3,4-diol
• CAS: 1267635-92-6
• 化学式: C₂₄H₄₂O₁₂
• 分子量: 522.59
• InChiKey: JRBOWEBYZVKAGB-GKVCMWFDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  199
• 氢给体数：
  8
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (3S,5R,6S,7E,9R)-7-megastigmene-3,6,9-triol 3-O-β-D-(2'-O-β-D-apiofuranosyl)glucopyranoside 在 hesperidinase 、 β-glucosidase 作用下， 以 水 为溶剂， 反应 96.0h， 以1.3 mg的产率得到(3S,5R,6S,9R)-3,6-dihydroxy-5,6-dihydro-β-ionol
  参考文献：
  名称：

  Crotonionosides A–G: Megastigmane glycosides from leaves of Croton cascarilloides Räuschel

  摘要：

  From the 1-BuOH-soluble fraction of a MeOH extract of leaves of Croton cascarilloides, collected in Okinawa, Japan, seven megastigmane glycosides, named crotonionosides A-G, were isolated together with three known megastigmane glucosides, dendranthemosides A and B, and citroside A. This structures were elucidated by a combination of spectroscopic analyses, HPLC analyses, and application of the modified Mosher's method. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2010.10.003
• 作为产物：
  描述：

  (3S,5R,6S,7E,9R)-7-megastigmene-3,6,9-triol 3-O-β-D-[2'-O-β-D-(6''-O-sinapoyl)apiofuranosyl]glucopyranoside 、 sodium methylate 以 甲醇 为溶剂， 反应 4.0h， 以0.9 mg的产率得到(3S,5R,6S,7E,9R)-7-megastigmene-3,6,9-triol 3-O-β-D-(2'-O-β-D-apiofuranosyl)glucopyranoside
  参考文献：
  名称：

  Crotonionosides A–G: Megastigmane glycosides from leaves of Croton cascarilloides Räuschel

  摘要：

  From the 1-BuOH-soluble fraction of a MeOH extract of leaves of Croton cascarilloides, collected in Okinawa, Japan, seven megastigmane glycosides, named crotonionosides A-G, were isolated together with three known megastigmane glucosides, dendranthemosides A and B, and citroside A. This structures were elucidated by a combination of spectroscopic analyses, HPLC analyses, and application of the modified Mosher's method. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2010.10.003

文献信息

• Crotonionosides A–G: Megastigmane glycosides from leaves of Croton cascarilloides Räuschel
  作者：Susumu Kawakami、Katsuyoshi Matsunami、Hideaki Otsuka、Takakazu Shinzato、Yoshio Takeda

  DOI：10.1016/j.phytochem.2010.10.003

  日期：2011.1

  From the 1-BuOH-soluble fraction of a MeOH extract of leaves of Croton cascarilloides, collected in Okinawa, Japan, seven megastigmane glycosides, named crotonionosides A-G, were isolated together with three known megastigmane glucosides, dendranthemosides A and B, and citroside A. This structures were elucidated by a combination of spectroscopic analyses, HPLC analyses, and application of the modified Mosher's method. (C) 2010 Elsevier Ltd. All rights reserved.