sitoindoside II | 53657-29-7

• 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: sitoindoside II
• 英文别名: β-sitosterol 3-O-β-D-(6-O-oleyl)glucopyranoside；beta-Sitosterol 3-O-(6-O-oleoyl)-beta-D-glucopyranoside；[(2R,3S,4S,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (Z)-octadec-9-enoate
• CAS: 53657-29-7
• 化学式: C₅₃H₉₂O₇
• 分子量: 841.309
• InChiKey: MEEONOMPSMYAQO-MBEOCFQISA-N

物化性质

• 沸点：
  832.0±65.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  15.2
• 重原子数：
  60
• 可旋转键数：
  26
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  sitoindoside II 在 sodium acetate-acetic acid buffer 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 植物甾醇
  参考文献：
  名称：

  Ghosal, Shibnath; Saini, Kulwant S., Journal of Chemical Research, Miniprint, 1984, # 4, p. 965 - 975

  摘要：

  DOI：
• 作为产物：
  描述：

  植物甾醇 在 吡啶 、 magnesium sulfate 、 silver(l) oxide 作用下， 以 乙醚 、 苯 为溶剂， 反应 72.0h， 生成 sitoindoside II
  参考文献：
  名称：

  Suppressors of Cancer Cell Proliferation from Fig (Ficus carica) Resin:  Isolation and Structure Elucidation

  摘要：

  A mixture of 6-O-acyl-beta -D-glucosyl-beta -sitosterols, the acyl moeity being primarily palmitoyl and linoleyl with minor amounts of stearyl and oleyl, has been isolated as a potent cytotoxic agent from fig (Ficus carica) latex and soybeans. Identity was established by spectroscopic methods (NMR, MS) and confirmed by chemical synthesis. Both the natural and the synthetic compounds showed in vitro inhibitory effects on proliferation of various cancer cell lines.

  DOI：

  10.1021/np000592z

文献信息

• Ghosal, Shibnath; Saini, Kulwant S., Journal of Chemical Research, Miniprint, 1984, # 4, p. 965 - 975
  作者：Ghosal, Shibnath、Saini, Kulwant S.

  DOI：——

  日期：——
• Suppressors of Cancer Cell Proliferation from Fig (<i>Ficus </i><i>c</i><i>arica</i>) Resin:  Isolation and Structure Elucidation
  作者：Shai Rubnov、Yoel Kashman、Ruth Rabinowitz、Michael Schlesinger、Raphael Mechoulam

  DOI：10.1021/np000592z

  日期：2001.7.1

  A mixture of 6-O-acyl-beta -D-glucosyl-beta -sitosterols, the acyl moeity being primarily palmitoyl and linoleyl with minor amounts of stearyl and oleyl, has been isolated as a potent cytotoxic agent from fig (Ficus carica) latex and soybeans. Identity was established by spectroscopic methods (NMR, MS) and confirmed by chemical synthesis. Both the natural and the synthetic compounds showed in vitro inhibitory effects on proliferation of various cancer cell lines.