3β,16β,23α,28β,30β-pentahydroxylolean-11,13(18)-dien-3β-yl[β-D-glucopyranosyl-(1→2)][β-D-glucopyranosyl-(1→3)]-β-D-fucopyranoside

• 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,16β,23α,28β,30β-pentahydroxylolean-11,13(18)-dien-3β-yl[β-D-glucopyranosyl-(1→2)][β-D-glucopyranosyl-(1→3)]-β-D-fucopyranoside
• 英文别名: clinoposaponin D
• 化学式: C₄₈H₇₈O₁₉
• 分子量: 959.136
• InChiKey: KWPHFSYEPKEHDX-GVUXKJTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.52
• 重原子数：
  67.0
• 可旋转键数：
  11.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  318.37
• 氢给体数：
  13.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  3β,16β,23α,28β,30β-pentahydroxylolean-11,13(18)-dien-3β-yl[β-D-glucopyranosyl-(1→2)][β-D-glucopyranosyl-(1→3)]-β-D-fucopyranoside 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 3.0h， 生成 D-岩藻糖 、 葡萄糖
  参考文献：
  名称：

  A new triterpenoid saponin from Clinopodium chinense (Benth.) O. Kuntze

  摘要：

  A new triterpene saponin, 3,16,23,28,30-pentahydroxyl-olean-11,13(18)-dien-3-yl-[-d-glucopyranosyl-(12)]-[-d-glucopyranosyl-(13)]--d-fucopyranoside, was named Clinoposaponin D (1), together with six known triterpene saponins, buddlejasaponin IVb (2), buddlejasaponin IVa (3), buddlejasaponin IV (4), clinopodisides D (5), 11,16,23,28-Tetrahydroxyolean-12-en-3-yl-[-d-glucopyranosyl-(12)]-[-d-glucopyranosyl-(13)]--d-fucopyranoside (6) and prosaikogenin A (7), and two known triterpenes, saikogenin A (8) and saikogenin F (9) were isolated from Clinopodium chinense (Benth.) O. Kuntze. Their structures were elucidated on the basis of 1D, 2D NMR and MS analysis. Meanwhile, the effects of all compounds on rabbit platelet aggregation and thrombin time (TT) were investigated in vitro. Compounds 4 and 7 had significant promoting effects on platelet aggregation with EC50 value at 53.4 and 12.2M, respectively. In addition, the highest concentration (200M) of compounds 2 and 9 shortened TT by 20.6 and 25.1%, respectively.

  DOI：

  10.1080/14786419.2015.1095745

文献信息

• A new triterpenoid saponin from <i>Clinopodium chinense</i> (Benth.) O. Kuntze
  作者：Biao Zeng、Guang-Da Liu、Bao-Bao Zhang、Shan-shan Wang、Rui Ma、Bei-Shan Zhong、Bai-qiu He、Yan Liang、Fei-Hua Wu

  DOI：10.1080/14786419.2015.1095745

  日期：2016.5.2

  A new triterpene saponin, 3,16,23,28,30-pentahydroxyl-olean-11,13(18)-dien-3-yl-[-d-glucopyranosyl-(12)]-[-d-glucopyranosyl-(13)]--d-fucopyranoside, was named Clinoposaponin D (1), together with six known triterpene saponins, buddlejasaponin IVb (2), buddlejasaponin IVa (3), buddlejasaponin IV (4), clinopodisides D (5), 11,16,23,28-Tetrahydroxyolean-12-en-3-yl-[-d-glucopyranosyl-(12)]-[-d-glucopyranosyl-(13)]--d-fucopyranoside (6) and prosaikogenin A (7), and two known triterpenes, saikogenin A (8) and saikogenin F (9) were isolated from Clinopodium chinense (Benth.) O. Kuntze. Their structures were elucidated on the basis of 1D, 2D NMR and MS analysis. Meanwhile, the effects of all compounds on rabbit platelet aggregation and thrombin time (TT) were investigated in vitro. Compounds 4 and 7 had significant promoting effects on platelet aggregation with EC50 value at 53.4 and 12.2M, respectively. In addition, the highest concentration (200M) of compounds 2 and 9 shortened TT by 20.6 and 25.1%, respectively.