3-O-α-L-arabinopyranosyl-22α-hydroxyhederagenin | 126882-66-4

• 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: 3-O-α-L-arabinopyranosyl-22α-hydroxyhederagenin
• 英文别名: (4S,4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-4-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• CAS: 126882-66-4
• 化学式: C₃₅H₅₆O₉
• 分子量: 620.824
• InChiKey: YRJUPRDNRGIERZ-NMXINFFESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  44
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  157
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  3-O-α-L-arabinopyranosyl-22α-hydroxyhederagenin 在 吡啶 、 硫酸 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 24.0h， 生成 (4S,4aS,6aS,6bR,8aR,9R,10S,12aR,12bR,14bS)-4,10-Diacetoxy-9-acetoxymethyl-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid methyl ester
  参考文献：
  名称：

  Saponins from leaves of Kalopanax septemlobus (Thunb.) Koidz.: Structures of Kalopanax-saponins La, Lb and Lc.

  摘要：

  From leaves of Kalopanax septemlobus (THUNB.) KOIDZ., three new saponins named kalopanax-saponins La (6), Lb (7) and Lc (8) were isolated together with five known saponins, kalopanax-saponins A and B, akeboside Stb, eleutheroside K and saponin Pg. The new sapogenin 9 named kalopanax-genin L1, which is common to 6, 7 and 8, was formulated as 22α-hydroxyhederagenin. On the basis of chemical and spectral data, the structures of these saponins were elucidated as follows : 3-O-α-L-arabinopyranosyl-22α-hydroxyhederagenin (6), 3-O-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl-22α-hydroxyhederagenin (7) and 3-O-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl-22α-hydroxyhederagenin (8).

  DOI：

  10.1248/cpb.37.3251
• 作为产物：
  描述：

  3-O-β-D-xylopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranosyl-22α-hydroxyhederagenin 在 硫酸 作用下， 反应 8.0h， 以12 mg的产率得到3-O-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranosyl-22α-hydroxyhederagenin
  参考文献：
  名称：

  Saponins from leaves of Kalopanax septemlobus (Thunb.) Koidz.: Structures of Kalopanax-saponins La, Lb and Lc.

  摘要：

  From leaves of Kalopanax septemlobus (THUNB.) KOIDZ., three new saponins named kalopanax-saponins La (6), Lb (7) and Lc (8) were isolated together with five known saponins, kalopanax-saponins A and B, akeboside Stb, eleutheroside K and saponin Pg. The new sapogenin 9 named kalopanax-genin L1, which is common to 6, 7 and 8, was formulated as 22α-hydroxyhederagenin. On the basis of chemical and spectral data, the structures of these saponins were elucidated as follows : 3-O-α-L-arabinopyranosyl-22α-hydroxyhederagenin (6), 3-O-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl-22α-hydroxyhederagenin (7) and 3-O-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl-22α-hydroxyhederagenin (8).

  DOI：

  10.1248/cpb.37.3251