medicoside I | 107241-23-6

• 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: medicoside I
• 英文别名: 28-O-β-D-glucopyranosyl-3-O-[α-L-arabinopyranosyl-(1 - 2)-β-D-glucopyranosyl-(1 - 2)-α-L-arabinopyranosyl]-hederagenin；3-O-[α-L-arabinopyranosyl(1->2)-β-D-glucopyranosyl(1->2)-α-L-arabinopyranosyl]-28-O-(β-D-glucopyranosyl)hederagenin；3-O-[α-L-arabinopyranosyl-(1→2)-β-D-glucopyranosyl-(1→2)-α-L-arabinopyranosyl]-28-O-[β-D-glucopyranoside]hederagenin；3-O-[α-L-arabinopyranosyl(1->2)-β-D-glucopyranosyl(1->2)-α-L-arabinopyranosyl]-28-O-[β-D-glucopyranoside] hederagenin；I(2)-D-Glucopyranosyl (3I(2),4I+/-)-3-[(O-I+/--L-arabinopyranosyl-(1a2)-O-I(2)-D-glucopyranosyl-(1a2)-I+/--L-arabinopyranosyl)oxy]-23-hydroxyolean-12-en-28-oate；[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• CAS: 107241-23-6
• 化学式: C₅₂H₈₄O₂₂
• 分子量: 1061.23
• InChiKey: OKEVWDLMMSVZPI-YBUCFGIWSA-N

物化性质

• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  74
• 可旋转键数：
  12
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  354
• 氢给体数：
  13
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  medicoside I 在 硫酸 作用下， 反应 1.0h， 以115 mg的产率得到常春藤皂苷元
  参考文献：
  名称：

  Triterpene glycosides of alfalfa. III. Medicoside I

  摘要：

  DOI：

  10.1007/bf00599263

文献信息

• New Triterpenic Saponins from the Aerial Parts of <i>Medicago arabica</i> (L.) Huds
  作者：Aldo Tava、Mariella Mella、Pinarosa Avato、Elisa Biazzi、Luciano Pecetti、Zbigniew Bialy、Marian Jurzysta

  DOI：10.1021/jf8036984

  日期：2009.4.8

  The reinvestigation of saponin composition from Medicago arabica from Italy allowed the detection of nineteen (1-19) saponins. All of them were purified by reverse-phase chromatography and their structures elucidated by spectroscopic and spectrometric (1D and 2D NMR; ESI-MS/MS) and chemical methods. Fourteen were known saponins, previously found in other plants including other Medicago, species. They have been identified as glycosides of oleanolic acid, 2 beta,3 beta-dihydroxyolean-12-en-28-oic acid, hederagenin, bayogenin and soyasapogenol B. Five saponins, identified as 3-O-[-alpha-L-arabinopyranosyl(1 -> 2)-beta-D-glucuronopyranosyl]-30-O-beta-D-glucopyranosyl 2 beta,3 beta,30-trihydroxyolean-12-en-28-oic acid (1), 3-O-[alpha-L-arabinopyranosyl(1 -> 2)-beta- -D-glucuronopyranosyl]-30-O-[beta-D-glucopyranosyl]3 beta,30-dihydroxyolean-12-en-28-oic acid (2), 3-O-[beta-D-glucuronopyranosyl]-30-O-[alpha-L-arabinopyranosyl(1 -> 2)-beta-D-glucopyranosyl]2 beta,3 beta,30-trihydroxyolean-12-en-28-oic acid (3), 3-O-[beta-D-glucuronopyranosyl]-30-O[alpha-L-arabinopyranosyl(1 -> 2)-beta-D-glucopyranosyl] 3 beta,30-dihydroxyolean-12-en-28-oic acid (4) and 3-O-[beta-D-glucuronopyranosyl]-30-O-[beta-D-glucopyranosyl] 2 beta,3 beta,30-trihydroxyolean-12-en-28-oic acid (5), are reported here as new natural compounds. These new saponins, possessing a hydroxy group at the 30-methyl position of the triterpenic skeleton, have never been previously found in the genus Medicago.
• Triterpene glycosides of alfalfa. III. Medicoside I
  作者：A. E. Timbekova、N. K. Abubakirov

  DOI：10.1007/bf00599263

  日期：1986.9