(3β,20S,23R)-3,20,23,29-tetrahydroxydammar-24-en-21-oicacid-21,23-lactone 3-O-β-D-glucopyranoside | 1607802-57-2

• 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: (3β,20S,23R)-3,20,23,29-tetrahydroxydammar-24-en-21-oicacid-21,23-lactone 3-O-β-D-glucopyranoside
• 英文别名: (3S,5R)-3-hydroxy-3-[(3S,4S,5R,8R,9R,10R,13R,14R,17S)-4-(hydroxymethyl)-4,8,10,14-tetramethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-(2-methylprop-1-enyl)oxolan-2-one
• CAS: 1607802-57-2
• 化学式: C₃₆H₅₈O₁₀
• 分子量: 650.851
• InChiKey: OMXUZPNYCFYHFD-LNMKEMMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  46
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  166
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (3β,20S,23R)-3,20,23,29-tetrahydroxydammar-24-en-21-oicacid-21,23-lactone 3-O-β-D-glucopyranoside 在 盐酸 、 水 作用下， 反应 3.0h， 生成 葡萄糖
  参考文献：
  名称：

  Dammarane-Type Triterpenoids from Gentianella azurea

  摘要：

  Thirteen new dammarane-type triterpenoids (1-13) and four known analogues, gentirigenic acid (14) and the gentirigeosides A, B, and E (15-17), were isolated from Gentianella azurea. Their structures were elucidated by detailed analysis of the NMR, MS, and X-ray crystallographic data. This is the first report of dammarane-type triterpenoids in the Gentianella genus. In addition, the known structures of gentirigenic acid (14) and the gentirigeosides A, B, and E (15-17) were revised based on the X-ray diffraction analysis. Gentirigeoside A (15) was found to inhibit nitric oxide production in RAW 264.7 macrophages with an IC50 value of 6.6 +/- 2.1 mu M.

  DOI：

  10.1021/np500077z