(20S)-20-O-[β-D-xylopyranosyl-(1→6)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl]dammar-24-ene-3β,6α,12β,20-tetrol | 1565789-87-8

• 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: (20S)-20-O-[β-D-xylopyranosyl-(1→6)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl]dammar-24-ene-3β,6α,12β,20-tetrol
• 英文别名: (3β,6α,12β)-3,6,12-trihydroxydammar-24-en-20-yl O-β-D-xylopyranosyl-(1→6)-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside；(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2S)-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-5-en-2-yl]oxyoxan-2-yl]methoxy]-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
• CAS: 1565789-87-8
• 化学式: C₄₇H₈₀O₁₈
• 分子量: 933.141
• InChiKey: NIMRJARBVUQUNB-HRFJSIBMSA-N

物化性质

• 沸点：
  1016.5±65.0 °C(predicted)
• 密度：
  1.39±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  65
• 可旋转键数：
  12
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  298
• 氢给体数：
  12
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  (20S)-20-O-[β-D-xylopyranosyl-(1→6)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl]dammar-24-ene-3β,6α,12β,20-tetrol 在 盐酸 作用下， 以 水 为溶剂， 反应 4.0h， 生成 D-木糖 、 葡萄糖
  参考文献：
  名称：

  New Dammarane-Type Saponins from the Roots ofPanax notoginseng

  摘要：

  AbstractThree new dammarane‐type triterpenoid saponins, 1–3, were isolated and identified as (20S)‐20‐O‐[β‐D‐xylopyranosyl‐(1→6)‐β‐D‐glucopyranosyl‐(1→6)‐β‐D‐glucopyranosyl]dammar‐24‐ene‐3β,6α,12β, 20‐tetrol (1), (20S)‐6‐O‐[(E)‐but‐2‐enoyl‐(1→6)‐β‐D‐glucopyranosyl]dammar‐24‐ene‐3β,6α,12β,20‐tetrol (2), and (20S)‐6‐O‐[β‐D‐xylopyranosyl‐(1→2)‐β‐D‐xylopyranosyl]dammar‐24‐ene‐3β,6α,12β,20‐tetrol (3) from the roots of Panax notoginseng (Burkill) F.H.Chen (Araliaceae). Their structures were elucidated on the basis of spectroscopic analyses, including 1D‐ and 2D‐NMR techniques and HR‐ESI‐MS, as well as by acidic hydrolysis.

  DOI：

  10.1002/hlca.201300155

文献信息

• New Dammarane-Type Saponins from the Roots of<i>Panax notoginseng</i>
  作者：Li Qiu、Yang Jiao、Gui-Kun Huang、Ji-Zhao Xie、Jian-Hua Miao、Xin-Sheng Yao

  DOI：10.1002/hlca.201300155

  日期：2014.1

  AbstractThree new dammarane‐type triterpenoid saponins, 1–3, were isolated and identified as (20S)‐20‐O‐[β‐D‐xylopyranosyl‐(1→6)‐β‐D‐glucopyranosyl‐(1→6)‐β‐D‐glucopyranosyl]dammar‐24‐ene‐3β,6α,12β, 20‐tetrol (1), (20S)‐6‐O‐[(E)‐but‐2‐enoyl‐(1→6)‐β‐D‐glucopyranosyl]dammar‐24‐ene‐3β,6α,12β,20‐tetrol (2), and (20S)‐6‐O‐[β‐D‐xylopyranosyl‐(1→2)‐β‐D‐xylopyranosyl]dammar‐24‐ene‐3β,6α,12β,20‐tetrol (3) from the roots of Panax notoginseng (Burkill) F.H.Chen (Araliaceae). Their structures were elucidated on the basis of spectroscopic analyses, including 1D‐ and 2D‐NMR techniques and HR‐ESI‐MS, as well as by acidic hydrolysis.