(E)-3-(4-Methoxy-phenyl)-acrylic acid 2-{(1S,2S)-2-[(S)-hydroxy-((R)-6-oxo-3,6-dihydro-2H-pyran-2-yl)-methyl]-cyclopropyl}-1-methyl-2-oxo-ethyl ester

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-(4-Methoxy-phenyl)-acrylic acid 2-{(1S,2S)-2-[(S)-hydroxy-((R)-6-oxo-3,6-dihydro-2H-pyran-2-yl)-methyl]-cyclopropyl}-1-methyl-2-oxo-ethyl ester
• 英文别名: [1-[(1S,2S)-2-[(S)-hydroxy-[(2R)-6-oxo-2,3-dihydropyran-2-yl]methyl]cyclopropyl]-1-oxopropan-2-yl] (E)-3-(4-methoxyphenyl)prop-2-enoate
• 化学式: C₂₂H₂₄O₇
• 分子量: 400.428
• InChiKey: XGNLXIVLBLLTIG-HOEZUYQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  99.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  重氮甲烷 、 (Z)-1-((1S,2S)-2-((S)-hydroxy((R)-6-oxo-3,6-dihydro-2H-pyran-2-yl)methyl)cyclopropyl)-1-oxopropan-2-yl 3-(3,4-dihydroxyphenyl)acrylate 生成 (E)-3-(4-Methoxy-phenyl)-acrylic acid 2-{(1S,2S)-2-[(S)-hydroxy-((R)-6-oxo-3,6-dihydro-2H-pyran-2-yl)-methyl]-cyclopropyl}-1-methyl-2-oxo-ethyl ester
  参考文献：
  名称：

  Three new compounds from the plant Lippia alva as inhibitors of chemokine receptor 5 (CCR5)

  摘要：

  The 70% aqueous methanol extract of the Peruvian plant Lippia alva (Verbenaceae) was found to contain three novel compounds, 1, 2, and 3, which were identified as inhibitors of the chemokine receptor CCR5. The structures of 1-3 were established based on extensive NMR studies. Compounds 1-3 inhibited CCR5 receptor signaling as measured by a calcium mobilization assay with IC50 values of 5.5, 6.0, and 7.2 mug/mL, respectively. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.08.021

文献信息

• Three new compounds from the plant Lippia alva as inhibitors of chemokine receptor 5 (CCR5)
  作者：Vinod R. Hegde、Haiyan Pu、Mahesh Patel、Pradip R. Das、Julie Strizki、Vincent P. Gullo、Chuan-Chu Chou、Alexei V. Buevich、Tze-Ming Chan

  DOI：10.1016/j.bmcl.2004.08.021

  日期：2004.11

  The 70% aqueous methanol extract of the Peruvian plant Lippia alva (Verbenaceae) was found to contain three novel compounds, 1, 2, and 3, which were identified as inhibitors of the chemokine receptor CCR5. The structures of 1-3 were established based on extensive NMR studies. Compounds 1-3 inhibited CCR5 receptor signaling as measured by a calcium mobilization assay with IC50 values of 5.5, 6.0, and 7.2 mug/mL, respectively. (C) 2004 Elsevier Ltd. All rights reserved.