(25S)-27-[(β-D-glucopyranosyl)oxy]-17α-hydroxyspirost-5-en-3β-yl (4-O-acetyl-α-L-rhamnopyranosyl)-(1->2)-β-D-glucopyranoside | 1094479-43-2

• 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: (25S)-27-[(β-D-glucopyranosyl)oxy]-17α-hydroxyspirost-5-en-3β-yl (4-O-acetyl-α-L-rhamnopyranosyl)-(1->2)-β-D-glucopyranoside
• 英文别名: [(2S,3R,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(1R,2S,4S,5'S,6R,7S,8S,9S,12S,13R,16S)-8-hydroxy-7,9,13-trimethyl-5'-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]spiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] acetate
• CAS: 1094479-43-2
• 化学式: C₄₇H₇₄O₂₀
• 分子量: 959.093
• InChiKey: OPOFYHQOGUVQQC-MWKJVKGESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  67
• 可旋转键数：
  11
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  302
• 氢给体数：
  10
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  (25S)-27-[(β-D-glucopyranosyl)oxy]-17α-hydroxyspirost-5-en-3β-yl (4-O-acetyl-α-L-rhamnopyranosyl)-(1->2)-β-D-glucopyranoside 在 甲醇 、 sodium methylate 作用下， 反应 4.0h， 以5.1 mg的产率得到(25S)-27-[(β-D-glucopyranosyl)oxy]-17α-hydroxyspirost-5-en-3β-O-α-L-rhamnopyranosyl-(1→2)-O-β-D-glucopyranoside
  参考文献：
  名称：

  Steroidal glycosides from the underground parts of Trillium erectum and their cytotoxic activity

  摘要：

  Six steroidal glycosides, along with 14 known compounds, were isolated from the underground parts of Trillium erectum L. (Liliaceae). The structures of 1-6 were determined on the basis of extensive spectroscopic analysis, including two-dimensional (2D) NMR data, and a few chemical transformations. The isolated compounds were evaluated for their cytotoxic activity against HL-60 human promyelocytic leukemia cells. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2008.08.004