3-O-[α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranosyl]-25-O-β-D-glucopyranosyl-20(R),24(S)-epoxy-3β,6α,16β,25-tetrahydroxycycloartane | 1227373-23-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 3-O-[α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranosyl]-25-O-β-D-glucopyranosyl-20(R),24(S)-epoxy-3β,6α,16β,25-tetrahydroxycycloartane
• 英文别名: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9,14-dihydroxy-7,7,12,16-tetramethyl-15-[(2R,5S)-2-methyl-5-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]oxolan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• CAS: 1227373-23-0
• 化学式: C₄₈H₈₀O₁₉
• 分子量: 961.152
• InChiKey: IMOHXPKDRZOWNT-YFBOSQKASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  67
• 可旋转键数：
  10
• 环数：
  9.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  307
• 氢给体数：
  12
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  3-O-[α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranosyl]-25-O-β-D-glucopyranosyl-20(R),24(S)-epoxy-3β,6α,16β,25-tetrahydroxycycloartane 在 盐酸 作用下， 以 水 为溶剂， 反应 4.0h， 生成 D-葡萄糖 、 L-rhamnopyranose
  参考文献：
  名称：

  Triterpenoid saponins from Astragalus wiedemannianus Fischer

  摘要：

  Three cycloartane-type triterpene glycosides were isolated from Astragalus wiedemannianus together with eight known secondary metabolites namely cycloastragenol, cycloascauloside B, astragaloside IV, astragaloside VIII, brachyoside B, astragaloside II, astrachrysoside A, and astrasieversianin X. The structures were established mainly by a combination of 1D and 2D-NMR techniques as 3-O-[alpha-L-rhamnopyranosyl-( 1 -> 2)-beta-D-glucopyranosyl]-25-O-beta-D-glucopyranosyl-20(R),24(S)-epoxy-3 beta,6 alpha,16 beta,25-tetra-hydroxycycloartane, 3-O-[alpha-L-rhamnopyranosyl-(1 -> 2)-beta-D-xylopyranosyl]-6-O-beta-D-glucopyranosyl-24-O-alpha-(4'-O-acetoxy)-L-arabinopyranosyl-16-O-acetoxy-3 beta,6 alpha,16 beta,24(S),25-pentahydroxycycloartane, 3-O-[alpha-L-rhamnopyranosyl-(1 -> 2)-beta-D-xylopyranosyl]-6-O-beta-D-glucopyranosyl-24-O-alpha-L-arabinopyranosyl-16-O-acetoxy-3 beta,6 alpha,16 beta,24(S),25-pentahydroxycycloartane. To the best of our knowledge, the presence of an arabinose moiety on the acyclic side chain of cycloartanes is reported for the first time. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2009.11.013