ent-2β,15,16,19-tetrahydroxypimar-8(14)-en-19-O-β-glucopyranoside

• 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: ent-2β,15,16,19-tetrahydroxypimar-8(14)-en-19-O-β-glucopyranoside
• 英文别名: (2R,3R,4S,5S,6R)-2-[[(1R,3S,4aS,4bR,7S,10aS)-7-[(1R)-1,2-dihydroxyethyl]-3-hydroxy-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-1-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• 化学式: C₂₆H₄₄O₉
• 分子量: 500.63
• InChiKey: KDFGLKFLGVCSES-PMBXCNFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  160
• 氢给体数：
  7
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  尿苷(5')二氢二磷酰(1)-alpha-D-葡萄糖 、 奇壬醇 在 glucosyltransferase from Andrographis paniculata 作用下， 以 aq. buffer 为溶剂， 反应 12.0h， 生成 ent-2β,15,16,19-tetrahydroxypimar-8(14)-en-19-O-β-glucopyranoside
  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.