16-O-(β-D-glucopyranosyl)-3β,12β,16β,21α,22-pentahydroxy hopane | 1380422-29-6

• 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: 16-O-(β-D-glucopyranosyl)-3β,12β,16β,21α,22-pentahydroxy hopane
• 英文别名: glinoside C；(2R,3R,4S,5S,6R)-2-[[(3S,3aS,4S,5aR,5bR,7aR,9S,11aR,11bR,13R,13aR,13bR)-3,9,13-trihydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-2,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-tetradecahydro-1H-cyclopenta[a]chrysen-4-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 1380422-29-6
• 化学式: C₃₆H₆₂O₁₀
• 分子量: 654.882
• InChiKey: HBVSJUSNISWXPR-WHWXMJSOSA-N

物化性质

• 沸点：
  768.7±60.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  46
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  180
• 氢给体数：
  8
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  16-O-(β-D-glucopyranosyl)-3β,12β,16β,21α,22-pentahydroxy hopane 在 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 2.0h， 生成 可得然胶
  参考文献：
  名称：

  A new triterpenoid saponin from Glinus oppositifolius with α-glucosidase inhibitory activity

  摘要：

  Evaluation of -glucosidase inhibitory activity led to the isolation of six triterpene saponins from the aerial parts of Glinus oppositifolius including one new and five known constituents. The structure of the new saponin, glinoside C (1), was established as 16-O-(-D-glucopyranosyl)-3,12,16,21,22-pentahydroxy hopane by extensive use of 1-D, 2-D NMR and mass spectral techniques. The other constituents identified were 3-O-(-D-xylopyranosyl)-spergulagenin A (2), spergulacin (3), spergulin A (4), spergulacin A (5) and spergulin B (6). Compound 1 exhibited the greatest inhibition of the enzyme with IC50 of 127 +/- 30 mu M. Kinetics study for the compound 1 demonstrated mixed type of inhibition (Ki=157.9 mu M).

  DOI：

  10.1080/14786419.2012.686907

文献信息

• A new triterpenoid saponin from <i>Glinus oppositifolius</i> with α-glucosidase inhibitory activity
  作者：Deepak Kumar、Vrunda Shah、Rina Ghosh、Bikas C. Pal

  DOI：10.1080/14786419.2012.686907

  日期：2013.4.1

  Evaluation of -glucosidase inhibitory activity led to the isolation of six triterpene saponins from the aerial parts of Glinus oppositifolius including one new and five known constituents. The structure of the new saponin, glinoside C (1), was established as 16-O-(-D-glucopyranosyl)-3,12,16,21,22-pentahydroxy hopane by extensive use of 1-D, 2-D NMR and mass spectral techniques. The other constituents identified were 3-O-(-D-xylopyranosyl)-spergulagenin A (2), spergulacin (3), spergulin A (4), spergulacin A (5) and spergulin B (6). Compound 1 exhibited the greatest inhibition of the enzyme with IC50 of 127 +/- 30 mu M. Kinetics study for the compound 1 demonstrated mixed type of inhibition (Ki=157.9 mu M).