(3S)-hydroxylabda-8(17),11,13-trien-15(16)-olide | 1219923-47-3

• 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: (3S)-hydroxylabda-8(17),11,13-trien-15(16)-olide
• 英文别名: curcucomosin B；4-[(E)-2-[(1S,4aR,6S,8aS)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-2H-furan-5-one
• CAS: 1219923-47-3
• 化学式: C₂₀H₂₈O₃
• 分子量: 316.441
• InChiKey: CVGDOTXHTIZOKU-XHNMEYTFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3S)-hydroxylabda-8(17),11,13-trien-15(16)-olide 、 甲氧基-三氟甲基苯 在 吡啶 作用下， 生成 [(2S,4aS,5S,8aR)-1,1,4a-trimethyl-6-methylidene-5-[(E)-2-(5-oxo-2H-furan-4-yl)ethenyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Labdane Diterpenes from the Aerial Parts of Curcuma comosa Enhance Fetal Hemoglobin Production in an Erythroid Cell Line

  摘要：

  Three new labdane diterpenes, curcucomosin A-C (1-3), four known labdane diterpenes, 4-7, and a known diarylheptanoid, 8, were isolated from the aerial parts of Curcuma comosa. The structures of the new diterpenes were elucidated by spectroscopic data analysis. The fetal hemoglobin (Hb F) induction potency of the isolated compounds was examined using a K562 reporter cell line harboring the enhanced green fluorescene protein (EGFP) gene under the control of a (G)gamma-globin promoter. Compound 6, D, exhibited the highest Hb F induction effect of 1.6-fold at 20 mu M.

  DOI：

  10.1021/np900568k