3α,12,19-trihydroxy-13,14,15,16-tetranorentlabd-8(17)-ene | 919120-82-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3α,12,19-trihydroxy-13,14,15,16-tetranorentlabd-8(17)-ene
• 英文别名: 3,12,19-trihydroxy-13,14,15,16-tetranor-ent-labd-8(17)-ene；(1R,2R,4aS,5R,8aS)-5-(2-hydroxyethyl)-1-(hydroxymethyl)-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-ol
• CAS: 919120-82-4
• 化学式: C₁₆H₂₈O₃
• 分子量: 268.397
• InChiKey: KUHBMRBRAQRCNT-LEOABGAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  尿苷(5')二氢二磷酰(1)-alpha-D-葡萄糖 、 3α,12,19-trihydroxy-13,14,15,16-tetranorentlabd-8(17)-ene 在 glucosyltransferase from Andrographis paniculata 作用下， 以 aq. buffer 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Glucosyltransferase Capable of Catalyzing the Last Step in Neoandrographolide Biosynthesis

  摘要：

  ApUGT, a diterpene glycosyltransferase from Andrographis paniculata, could transfer a glucose to the C-19 hydroxyl moiety of andrograpanin to form neoandrographolide. This glycosyltransferase has a broad substrate scope, and it can glycosylate 26 natural and unnatural compounds of different structural types. This study provides a basis for exploring the glycosylation mechanism of ent-labdane-type diterpenes and plays an important role in diversifying the structures used in drug discovery.

  DOI：

  10.1021/acs.orglett.8b02146

文献信息

• Glucosyltransferase Capable of Catalyzing the Last Step in Neoandrographolide Biosynthesis
  作者：Yuan Li、Hui-Xin Lin、Jian Wang、Jian Yang、Chang-Jiang-Sheng Lai、Xing Wang、Bao-Wei Ma、Jin-Fu Tang、Yong Li、Xin-Lin Li、Juan Guo、Wei Gao、Lu-Qi Huang

  DOI：10.1021/acs.orglett.8b02146

  日期：2018.10.5

  ApUGT, a diterpene glycosyltransferase from Andrographis paniculata, could transfer a glucose to the C-19 hydroxyl moiety of andrograpanin to form neoandrographolide. This glycosyltransferase has a broad substrate scope, and it can glycosylate 26 natural and unnatural compounds of different structural types. This study provides a basis for exploring the glycosylation mechanism of ent-labdane-type diterpenes and plays an important role in diversifying the structures used in drug discovery.