(25S)-5α-spirostan-3β-ol 3-O-α-L-arabinofuranosyl-(1->6)-[α-L-arabinofuranosyl-(1->6)-β-D-glucopyranosyl-(1->3)]-β-D-glucopyranosyl-(1->3)-β-D-xylopyranosyl-(1->3)-[α-L-arabinopyranosyl-(1->2)]-β-D-glucopyranosyl-(1->4)-[α-L-rhamnopyranosyl-(1->2)]-β-D-galactopyranoside | 1207520-09-9

• 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)-5α-spirostan-3β-ol 3-O-α-L-arabinofuranosyl-(1->6)-[α-L-arabinofuranosyl-(1->6)-β-D-glucopyranosyl-(1->3)]-β-D-glucopyranosyl-(1->3)-β-D-xylopyranosyl-(1->3)-[α-L-arabinopyranosyl-(1->2)]-β-D-glucopyranosyl-(1->4)-[α-L-rhamnopyranosyl-(1->2)]-β-D-galactopyranoside
• 英文别名: orchidastroside C；(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R)-4-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-4-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-2-[(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• CAS: 1207520-09-9
• 化学式: C₇₇H₁₂₆O₄₃
• 分子量: 1739.82
• InChiKey: WCIPZFQHOFSBMM-FTIYHAGYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -7.6
• 重原子数：
  120
• 可旋转键数：
  24
• 环数：
  15.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  650
• 氢给体数：
  23
• 氢受体数：
  43

反应信息

• 作为反应物：
  描述：

  (25S)-5α-spirostan-3β-ol 3-O-α-L-arabinofuranosyl-(1->6)-[α-L-arabinofuranosyl-(1->6)-β-D-glucopyranosyl-(1->3)]-β-D-glucopyranosyl-(1->3)-β-D-xylopyranosyl-(1->3)-[α-L-arabinopyranosyl-(1->2)]-β-D-glucopyranosyl-(1->4)-[α-L-rhamnopyranosyl-(1->2)]-β-D-galactopyranoside 在 水 、 三氟乙酸 作用下， 反应 3.0h， 生成 D-木糖 、 L-阿拉伯糖 、 L-鼠李糖 、 葡萄糖 、 口服葡萄糖
  参考文献：
  名称：

  Steroidal Saponins from Chlorophytum orchidastrum

  摘要：

  Six new spirostane-type saponins (1-6), named orchidastrosides A-F, and chloromaloside D were isolated from an ethanol extract of the roots of Chlorophytum orchidastrum. The saponins have neotigogenin or neogitogenin as the aglycon and oligosaccharidic chains possessing seven to nine sugar units. Their structures were elucidated mainly by 2D NMR spectroscopic analyses (COSY, TOCSY, NOESY, HSQC, and HMBC) and FABMS and HRESIMS. Compounds 1-6 were tested for cytotoxicity against two human colon cancer cell lines, HCT 116 and HT-29.

  DOI：

  10.1021/np900443q

文献信息

• Steroidal Saponins from <i>Chlorophytum orchidastrum</i>
  作者：Debabrata Acharya、Anne-Claire Mitaine-Offer、Nutan Kaushik、Tomofumi Miyamoto、Thomas Paululat、Jean-François Mirjolet、Olivier Duchamp、Marie-Aleth Lacaille-Dubois

  DOI：10.1021/np900443q

  日期：2010.1.22

  Six new spirostane-type saponins (1-6), named orchidastrosides A-F, and chloromaloside D were isolated from an ethanol extract of the roots of Chlorophytum orchidastrum. The saponins have neotigogenin or neogitogenin as the aglycon and oligosaccharidic chains possessing seven to nine sugar units. Their structures were elucidated mainly by 2D NMR spectroscopic analyses (COSY, TOCSY, NOESY, HSQC, and HMBC) and FABMS and HRESIMS. Compounds 1-6 were tested for cytotoxicity against two human colon cancer cell lines, HCT 116 and HT-29.