(5R,6R,8S,9R,10R,12S)-15,16-epoxy-2-oxo-6-O-(β-D-glucopyranosyl)-cleroda-3,13(16) 14-trien-17,12-olid-18-oic acid methyl ester | 1221292-74-5

• 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: (5R,6R,8S,9R,10R,12S)-15,16-epoxy-2-oxo-6-O-(β-D-glucopyranosyl)-cleroda-3,13(16) 14-trien-17,12-olid-18-oic acid methyl ester
• 英文别名: (5R,6R,8S,9R,10R,12S)-15,16-epoxy-2-oxo-6-O-(β-D-glucopyranosyl)-cleroda-3,13(16),14-trien-17,12-olid-18-oic acid methyl ester；methyl (2S,4aS,6R,6aR,10aS,10bS)-2-(furan-3-yl)-6a,10b-dimethyl-4,9-dioxo-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,4a,5,6,10,10a-hexahydro-1H-benzo[f]isochromene-7-carboxylate
• CAS: 1221292-74-5
• 化学式: C₂₇H₃₄O₁₂
• 分子量: 550.56
• InChiKey: YMNCHYBBYDAUSZ-PRPAMDFISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  39
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  182
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (5R,6R,8S,9R,10R,12S)-15,16-epoxy-2-oxo-6-O-(β-D-glucopyranosyl)-cleroda-3,13(16) 14-trien-17,12-olid-18-oic acid methyl ester 在 盐酸 、 水 作用下， 生成 可得然胶
  参考文献：
  名称：

  cis-Clerodane-Type Furanoditerpenoids from Tinospora crispa

  摘要：

  Phytochemical and cytotoxicity investigations on organic solvent extracts of the aerial parts of Tinospora crispa have led to the isolation of 15 cis-clerodane-type furanoditerpenoids. Of these, nine compounds (1-9) were found to be new. Spectroscopic assignments of a previously reported compound, borapetoside A (13), were revised on the basis of HMQC and HMBC correlations. No discernible activity was observed when compounds 10-13 were subjected to evaluation in cytotoxicity assays against human prostate cancer (PC-3) and the normal mouse fibroblast (3T3) cell lines.

  DOI：

  10.1021/np900551u

文献信息

• <i>cis-</i>Clerodane-Type Furanoditerpenoids from <i>Tinospora crispa</i>
  作者：M. Iqbal Choudhary、Muhammad Ismail、Khozirah Shaari、Ahmed Abbaskhan、Samina A. Sattar、Nordin H. Lajis

  DOI：10.1021/np900551u

  日期：2010.4.23

  Phytochemical and cytotoxicity investigations on organic solvent extracts of the aerial parts of Tinospora crispa have led to the isolation of 15 cis-clerodane-type furanoditerpenoids. Of these, nine compounds (1-9) were found to be new. Spectroscopic assignments of a previously reported compound, borapetoside A (13), were revised on the basis of HMQC and HMBC correlations. No discernible activity was observed when compounds 10-13 were subjected to evaluation in cytotoxicity assays against human prostate cancer (PC-3) and the normal mouse fibroblast (3T3) cell lines.