(24R)-cycloartane-3β,24,25-triol

• 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,24,25-triol
• 英文别名: 3β,24R,25-trihydroxycycloartane；(3R,6R)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylheptane-2,3-diol
• 化学式: C₃₀H₅₂O₃
• 分子量: 460.741
• InChiKey: BKRIPHYESIGPJC-LEDYUWLESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  24R-acetoxy-3β,25-dihydroxycycloartane 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以4 mg的产率得到(24R)-cycloartane-3β,24,25-triol
  参考文献：
  名称：

  Triterpenoids from Dysoxylum malabaricum

  摘要：

  Two triterpenes 21R,23R-epoxy-21 alpha -ethoxy-24S,25-dihydroxyapotirucall-7-en-3-one and 24R-acetoxy-3 beta ,25-dihydroxycycloartane were isolated from the leaves of Dysoxylum malabaricum together with eight known compounds lupeone, lupeol, sitosterol, dipterocarpol, cycloart-25-ene-3 beta ,24-diol, 24R,25-dihydroxycycloartan-3-one, 3 beta ,24R,25-trihydroxycycloartane and ergosta-5,24(24(1))-diene-3 beta ,4 beta ,20S-triol. The complete H-1 and C-13 NMR spectral assignment of the new apotirucallene triterpenoid has been achieved by H-1-H-1 COSY, HMQC and HMBC experiments. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(00)00413-1

文献信息

• Cycloartane triterpenes from Juncus effusus
  作者：Marina Della Greca、Antonio Fiorention、Pietro Monaco、Lucio Previtera

  DOI：10.1016/s0031-9422(00)90659-9

  日期：1994.3

  Abstract A new triterpene, cycloart-23Z-enfe-3β,25-diol and other oxygenated cycloartanes have been isolated from Juncus effusus. The configurations at C-24 of the epimeric 24,25-epoxycycloartan-3β-ols, cycloart-25-ene-3β,24-diols and cycloartane-3β,24,25-triols have been attributed on the basis of chemical correlations. The 1H and 13C NMR chemical shifts of the 24R- and 24S-stereomers are also reported

  摘要 从 Juncus effusus 中分离到了一种新的三萜、cycloart-23Z-enfe-3β,25-diol 和其他含氧环artanes。差向异构 24,25-epoxycycloartan-3β-ols、cycloart-25-ene-3β,24-diols 和 cycloartane-3β,24,25-triols 在 C-24 的构型是基于化学相关性的。还报告了 24R-和 24S-立体异构体的 1H 和 13C NMR 化学位移。
• Triterpenoids from Dysoxylum malabaricum
  作者：A. Hisham、M.D. Ajitha Bai、G. JayaKumar、Mangalam S. Nair、Y. Fujimoto

  DOI：10.1016/s0031-9422(00)00413-1

  日期：2001.2

  Two triterpenes 21R,23R-epoxy-21 alpha -ethoxy-24S,25-dihydroxyapotirucall-7-en-3-one and 24R-acetoxy-3 beta ,25-dihydroxycycloartane were isolated from the leaves of Dysoxylum malabaricum together with eight known compounds lupeone, lupeol, sitosterol, dipterocarpol, cycloart-25-ene-3 beta ,24-diol, 24R,25-dihydroxycycloartan-3-one, 3 beta ,24R,25-trihydroxycycloartane and ergosta-5,24(24(1))-diene-3 beta ,4 beta ,20S-triol. The complete H-1 and C-13 NMR spectral assignment of the new apotirucallene triterpenoid has been achieved by H-1-H-1 COSY, HMQC and HMBC experiments. (C) 2001 Elsevier Science Ltd. All rights reserved.