4-(2-carboxyethenyl)-2-(3-methoxy-4-hydroxyphenyl)-2,3-dihydro-7-hydroxy-3-benzofurancarboxylic acid | 1174681-31-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 4-(2-carboxyethenyl)-2-(3-methoxy-4-hydroxyphenyl)-2,3-dihydro-7-hydroxy-3-benzofurancarboxylic acid
• 英文别名: (2S,3S)-4-[(E)-2-carboxyethenyl]-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carboxylic acid
• CAS: 1174681-31-2
• 化学式: C₁₉H₁₆O₈
• 分子量: 372.331
• InChiKey: BTAIARRGVPISFE-APRRPJGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  clinopodic acid H 在 水 、 sodium hydroxide 作用下， 反应 5.0h， 以17 mg的产率得到4-(2-carboxyethenyl)-2-(3-methoxy-4-hydroxyphenyl)-2,3-dihydro-7-hydroxy-3-benzofurancarboxylic acid
  参考文献：
  名称：

  Matrix Metalloproteinase-2 Inhibitors from Clinopodium chinense var. parviflorum

  摘要：

  From the aerial parts of Clinopodium chinense var. parviflorum, nine new phenylpropanoids, clinopodic acids A-1 (2-10), were isolated together with a known phenylpropanoid, rosmarinic acid (1). The structures of these new compounds were elucidated on the basis of spectroscopic analysis. Clinopodic acid C (4) showed NIMP-2 inhibitory activity (IC50 3.26 mu M).

  DOI：

  10.1021/np800781t

文献信息

• Matrix Metalloproteinase-2 Inhibitors from <i>Clinopodium chinense</i> var. <i>parviflorum</i>
  作者：Toshihiro Murata、Kenroh Sasaki、Kumiko Sato、Fumihiko Yoshizaki、Haruna Yamada、Hiromichi Mutoh、Kaoru Umehara、Toshio Miyase、Tsutomu Warashina、Hiroaki Aoshima、Homare Tabata、Kouichi Matsubara

  DOI：10.1021/np800781t

  日期：2009.8.28

  From the aerial parts of Clinopodium chinense var. parviflorum, nine new phenylpropanoids, clinopodic acids A-1 (2-10), were isolated together with a known phenylpropanoid, rosmarinic acid (1). The structures of these new compounds were elucidated on the basis of spectroscopic analysis. Clinopodic acid C (4) showed NIMP-2 inhibitory activity (IC50 3.26 mu M).