24R-cycloartane-3β,6α,16β,24,25-pentaol 3-O-β-D-xylopyranoside | 221564-48-3

• 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: 24R-cycloartane-3β,6α,16β,24,25-pentaol 3-O-β-D-xylopyranoside
• 英文别名: cycloasgenin C 3-O-β-D-xylopyranoside；cycloasgenin C-3-O-β-D-xylopyranoside
• CAS: 221564-48-3
• 化学式: C₃₅H₆₀O₉
• 分子量: 624.856
• InChiKey: WWWSFRYQXBVZOD-LSNYTENLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  44.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  160.07
• 氢给体数：
  7.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  24R-cycloartane-3β,6α,16β,24,25-pentaol 3-O-β-D-xylopyranoside 在 硫酸 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以5.4 mg的产率得到cycloasgenin C
  参考文献：
  名称：

  Triterpene Glycosides from Tragacantha stipulosa and Their Genins. Structure of Cyclostipuloside E

  摘要：

  The known compound trojanoside A (1) and a new cycloartane glycoside cyclostipuloside E (2) were isolated from the aerial parts of Tragacantha stipulosa Bofiss. The structure of cyclostipuloside E was proposed as 24R-cycloartan-3beta,6alpha,16beta,24,25-pentaol 6,16,25-tri-O-beta-D-glucopyranoside 3-O-beta-D-xylopyranoside based on physicochemical data and chemical transformations.

  DOI：

  10.1023/b:conc.0000025463.46079.8f
• 作为产物：
  描述：

  24R-cycloartan-3β,6α,16β,24,25-pentaol 6,16,25-tri-O-β-D-glucopyranoside 3-O-β-D-xylopyranoside 在 Helix plectotropis gastric juice 作用下， 反应 1461.0h， 以12 mg的产率得到24R-cycloartane-3β,6α,16β,24,25-pentaol 3-O-β-D-xylopyranoside
  参考文献：
  名称：

  Triterpene Glycosides from Tragacantha stipulosa and Their Genins. Structure of Cyclostipuloside E

  摘要：

  The known compound trojanoside A (1) and a new cycloartane glycoside cyclostipuloside E (2) were isolated from the aerial parts of Tragacantha stipulosa Bofiss. The structure of cyclostipuloside E was proposed as 24R-cycloartan-3beta,6alpha,16beta,24,25-pentaol 6,16,25-tri-O-beta-D-glucopyranoside 3-O-beta-D-xylopyranoside based on physicochemical data and chemical transformations.

  DOI：

  10.1023/b:conc.0000025463.46079.8f

文献信息

• Triterpene glycosides from Astragalus and their genins. LXXXVIII. Cycloascidoside A, a new bisdesmoside of cycloasgenin C
  作者：T. Kh. Naubeev、K. K. Uteniyazov、M. I. Isaev

  DOI：10.1007/s10600-011-9894-4

  日期：2011.5

  The aerial part of Astragalus mucidus Bunge (Leguminosae) contains several isoprenoid compounds, two of which were isolated pure. The structure of a new triterpene glycoside of the cycloartane series, cycloascidoside A, was determined as 24R-cycloartan-3β,6α,16β,24,25-pentaol-3-O-β-D-xylopyranoside-6-O-β-Dglucopyranoside. D-3-O-Methyl-chiro-inositol was also identified.

  豆科植物Astragalus mucidus Bunge的地上部分含有多种类异戊二烯化合物，其中两种被纯化分离出来。新发现的环阿坦型三萜糖苷cycloascidoside A的结构被确定为24R-环阿坦-3β,6α,16β,24,25-五醇-3-O-β-D-吡喃木糖苷-6-O-β-D-吡喃葡萄糖苷。此外，还鉴定出了D-3-O-甲基-手性肌醇。
• Triterpene glycosides ofAstragalus and their genins. LVI. Cyclopycnanthoside— A new cycloartane glycoside
  作者：M. A. Agzamova、M. I. Isaev

  DOI：10.1007/bf02249134

  日期：1998.3
• The structure of cycloglobiceposide B fromAstragalus globiceps
  作者：K. K. Uteniyazov、Z. Saatov、M. G. Levkovich、N. D. Abdullaev

  DOI：10.1007/bf02234933

  日期：1999.3

  Two known compounds of the cycloartane series - cyclosieversiosides C and G - and the new glycoside cycloglobiceposide B - 24R-cycloartane-3 beta,6 alpha,16 beta,24,25-pentaol 16,25-di-O-beta-D-glucopyranoside 3-O-beta-D-xylopyranoside - have been isolated from the roots of Astragalus globiceps Bunge. The structures of the glycosides were established on the basis of the the results of enzymatic and total hydrolysis and also of H-1 and C-13 NMR spectra.