2-Methyl-3-[2,3,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]prop-2-enoic acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Methyl-3-[2,3,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]prop-2-enoic acid
• 英文别名: 2-methyl-3-[2,3,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-2-propenoic acid
• 化学式: C₁₀H₁₆O₇
• 分子量: 248.233
• InChiKey: PJPNEBYGJVXUJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  127
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 2-Methyl-3-[2,3,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]prop-2-enoic acid 在 吡啶 作用下， 以6 mg的产率得到(E)-3-(3,5-Diacetoxy-6-acetoxymethyl-2-hydroxy-tetrahydro-pyran-2-yl)-2-methyl-acrylic acid
  参考文献：
  名称：

  Chemical investigation of Mycale mytilorum and a study on toxicity and antidiabetic activity of 5-Octadecylpyrrole-2-carboxaldehyde

  摘要：

  Chemical investigation of Mycale mytilorum afforded four new and two known compounds, of which 5-octadecylpyrrole-2-carboxaldehyde (1) and (6'Z)-5-(6'-heneicosenyl) pyrrole-2-carboxaldehyde (2, congeners of alkylpyrrole carboxadehyde), (2S,3R,4E)-1,3-dihydroxy-2-[(heneicosanoyl) amino]-4-heneicosene (5, sphingolipid) and 2-methyl-3-(4,5,7-trihydroxy-8-hydroxy-methyltetrahydro-6H-4-py ranyl)-2-propenoic acid (6, tetrahydropyran derivative) are new, and batylalcohol (3) and p-hydroxyphenylacetic acid (4) are known. The toxicity and antidiabetic activity of 5-octadecylpyrrole-2-carboxaldehyde were evaluated for the first time. Also, compounds 1, 2, 5 and 6 were studied for the antibacterial, antifungal and antiviral activity.

  DOI：

  10.1016/s0968-0896(99)00274-6

文献信息

• Chemical investigation of Mycale mytilorum and a study on toxicity and antidiabetic activity of 5-Octadecylpyrrole-2-carboxaldehyde
  作者：G. Bala Show Reddy、N. Dhananjaya

  DOI：10.1016/s0968-0896(99)00274-6

  日期：2000.1

  Chemical investigation of Mycale mytilorum afforded four new and two known compounds, of which 5-octadecylpyrrole-2-carboxaldehyde (1) and (6'Z)-5-(6'-heneicosenyl) pyrrole-2-carboxaldehyde (2, congeners of alkylpyrrole carboxadehyde), (2S,3R,4E)-1,3-dihydroxy-2-[(heneicosanoyl) amino]-4-heneicosene (5, sphingolipid) and 2-methyl-3-(4,5,7-trihydroxy-8-hydroxy-methyltetrahydro-6H-4-py ranyl)-2-propenoic acid (6, tetrahydropyran derivative) are new, and batylalcohol (3) and p-hydroxyphenylacetic acid (4) are known. The toxicity and antidiabetic activity of 5-octadecylpyrrole-2-carboxaldehyde were evaluated for the first time. Also, compounds 1, 2, 5 and 6 were studied for the antibacterial, antifungal and antiviral activity.