16-O-acetyl-20R,24S-epoxycycloartan-3γb,6α,16β,25-tetraol 3-O-β-D-xylopyranoside 6-O-β-D-glucopyranoside | 223924-10-5

• 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: 16-O-acetyl-20R,24S-epoxycycloartan-3γb,6α,16β,25-tetraol 3-O-β-D-xylopyranoside 6-O-β-D-glucopyranoside
• 英文别名: 16-O-acetyl-20R,24S-epoxycycloartan-3β-6α-16β-25-tetraol 3-O-β-D-xylopyranoside-6-O-β-D-glucopyranoside；3-O-β-D-xylopyranosyl-6-O-β-D-glucopyranosyl-16-O-acetoxy-(20R,24S)-epoxy-3β,6α,25-trihydroxycycloartane；trojanoside A；trajanoside A；[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate
• CAS: 223924-10-5
• 化学式: C₄₃H₇₀O₁₅
• 分子量: 827.02
• InChiKey: LRXKZZFZGZAUSP-XJEYLLQNSA-N

物化性质

• 熔点：
  285-292 °C(Solv: methanol (67-56-1))
• 沸点：
  892.7±65.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  58
• 可旋转键数：
  9
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.98
• 拓扑面积：
  234
• 氢给体数：
  8
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  16-O-acetyl-20R,24S-epoxycycloartan-3γb,6α,16β,25-tetraol 3-O-β-D-xylopyranoside 6-O-β-D-glucopyranoside 在 氢氧化钾 、 硫酸 作用下， 以 甲醇 为溶剂， 反应 27.0h， 生成 环黄芪醇
  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：

  cyclosiversioside F octaacetate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 0.25h， 以70 mg的产率得到16-O-acetyl-20R,24S-epoxycycloartan-3γb,6α,16β,25-tetraol 3-O-β-D-xylopyranoside 6-O-β-D-glucopyranoside
  参考文献：
  名称：

  摘要：

  A partial synthesis of trojanoside A, 16-O-acetyl-20R,24S-epoxycycloartan-3beta,6alpha, 16beta,25-tetraol 3-O-beta-D-xylopyranoside, 6-O-beta-D-glucopyranoside, was developed starting from cyclosiversioside F.

  DOI：

  10.1023/a:1014812715087