laxogenin 3-O-4)-O-<α-L-arabinopyranosyl-(1->6)>-β-D-glucopyranoside> | 123941-67-3

• 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: laxogenin 3-O-4)-O-<α-L-arabinopyranosyl-(1->6)>-β-D-glucopyranoside>
• 英文别名: laxogenin 3-O-β-xylopyranosyl-(1->4)-<α-arabinopyranosyl(1->6)>-β-glucopyranoside；laxogenin-3-O-β-D-xylopyranosyl-(1->4)-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside；laxogenin-3-yl 6-O-(α-L-arabinopyranosyl)-4-O-(β-D-xylopyranosyl)-β-D-glucopyranoside；Xiebai saponin I；laxogenin 3-O-β-xylopyranosyl-(1->4)-[α-arabinopyranosyl(1->6)]-β-glucopyranoside；(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18S)-16-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-19-one
• CAS: 123941-67-3
• 化学式: C₄₃H₆₈O₁₇
• 分子量: 857.003
• InChiKey: FYSZWRUDGKDPLE-YIAMSBTQSA-N

物化性质

• 熔点：
  253-254 °C(Solv: methanol (67-56-1); water (7732-18-5))
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  60
• 可旋转键数：
  7
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.98
• 拓扑面积：
  253
• 氢给体数：
  8
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  laxogenin 3-O-4)-O-<α-L-arabinopyranosyl-(1->6)>-β-D-glucopyranoside> 在 硫酸 作用下， 以 乙醇 、 水 为溶剂， 反应 0.33h， 生成 拉肖皂苷元 、 (25R)-spirostan-3β-ol-6-one-3-O-<α-L-arabinofuranosyl(1->6)>-β-D-glucopyranoside 、 (25R)-3β-(β-D-glucopyranosyloxy)-5α-spirostan-6-one 、 laxogenin 3-O-β-xylopyranosyl(1->4)-β-glucopyranoside
  参考文献：
  名称：

  Matsuura, Hiromichi; Ushiroguchi, Tsuyoshi; Itakura, Yoichi, Chemical and pharmaceutical bulletin, 1989, vol. 37, # 5, p. 1390 - 1391

  摘要：

  DOI：
• 作为产物：
  描述：

  chinenoside I 在 β-glucosidase 作用下， 反应 5.0h， 生成 laxogenin 3-O-4)-O-<α-L-arabinopyranosyl-(1->6)>-β-D-glucopyranoside>
  参考文献：
  名称：

  Matsuura, Hiromichi; Ushiroguchi, Tsuyoshi; Itakura, Yoichi, Chemical and pharmaceutical bulletin, 1989, vol. 37, # 5, p. 1390 - 1391

  摘要：

  DOI：

文献信息

• Glycosyl Trifluoroacetimidates. 2. Synthesis of Dioscin and Xiebai Saponin I
  作者：Biao Yu、Houchao Tao

  DOI：10.1021/jo026103c

  日期：2002.12.1

  Two trisaccharide steroidal saponins, dioscin (1) and Xiebai saponin 1 (2) with various bioactivities, were efficiently synthesized using the newly developed glycosyl N-phenyl trifluoroacetimidates (10-13) as glycosylation donors. Thus, dioscin was synthesized in five steps and a 33% overall yield from diosgenin and glycosyl trifluoroacetimidates (10 and 11). Xiebai saponin I was synthesized in eight steps and a 32% overall yield from laxogenin and glycosyl trifluoroacetimidates (10, 12, and 13), whereupon, the rare steroid laxogenin was prepared from diosgenin in four steps and an overall 69% yield. All the glycosylation reactions involved in the present syntheses demonstrated that glycosyl trifluoroacetimidates were successful donors comparable to the corresponding glycosyl trichloroacetimidates.
• Matsuura, Hiromichi; Ushiroguchi, Tsuyoshi; Itakura, Yoichi, Chemical and pharmaceutical bulletin, 1989, vol. 37, # 5, p. 1390 - 1391
  作者：Matsuura, Hiromichi、Ushiroguchi, Tsuyoshi、Itakura, Yoichi、Fuwa, Toru

  DOI：——

  日期：——