(S)-3-deoxyisoochracinic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: (S)-3-deoxyisoochracinic acid
• 英文别名: (S)-(1,3-dihydro-4-hydroxy-1-isobenzofuranyl)acetic acid；3-Deoxoisoochracinic acid；2-[(1S)-4-hydroxy-1,3-dihydro-2-benzofuran-1-yl]acetic acid
• 化学式: C₁₀H₁₀O₄
• 分子量: 194.187
• InChiKey: WDZMAKLDQJGEFI-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (S)-(1,3-dihydro-4-hydroxy-1-isobenzofuranyl)acetic acid-phenylglycine methyl ester-amide 在 盐酸 作用下， 反应 24.0h， 以0.9 mg的产率得到(S)-3-deoxyisoochracinic acid
  参考文献：
  名称：

  Biologically Active Polyketide Metabolites from an Undetermined Fungicolous Hyphomycete Resembling Cladosporium

  摘要：

  Eight new polyketide-derived metabolites [cladoacetals A and B (1 and 2), 3-(2-formyl-3-hydroxyphenyl)propionic acid (3), 3-deoxyisoochracinic acid (4), isoochracinol (5), 7-hydroxy-3-(2,3-dihydroxybutyl)-1(3H)isobenzofuranone (6), (+)-cyclosordariolone (10), and altersolanol J (11)] and six known metabolites [two isomeric 1-(1,3-dihydro-4-hydroxy-1-isobenzofuranyl)butan-2,3-diols(7a/b), 7-hydroxy-1(3H)-isobenzofuranone (8), isoochracinic acid (9), altersolanol A (12), and macrosporin (13)] have been isolated from solid-substrate fermentation cultures of an undetermined fungicolous isolate (NRRL 29097) that resembles Cladosporium sp. All structures were assigned primarily by analysis of ID and/or 2D NMR data. Five of the compounds showed antibacterial activity.

  DOI：

  10.1021/np020097y

文献信息

• Biologically Active Polyketide Metabolites from an Undetermined Fungicolous Hyphomycete Resembling <i>Cladosporium</i>
  作者：Ulrich Höller、James B. Gloer、Donald T. Wicklow

  DOI：10.1021/np020097y

  日期：2002.6.1

  Eight new polyketide-derived metabolites [cladoacetals A and B (1 and 2), 3-(2-formyl-3-hydroxyphenyl)propionic acid (3), 3-deoxyisoochracinic acid (4), isoochracinol (5), 7-hydroxy-3-(2,3-dihydroxybutyl)-1(3H)isobenzofuranone (6), (+)-cyclosordariolone (10), and altersolanol J (11)] and six known metabolites [two isomeric 1-(1,3-dihydro-4-hydroxy-1-isobenzofuranyl)butan-2,3-diols(7a/b), 7-hydroxy-1(3H)-isobenzofuranone (8), isoochracinic acid (9), altersolanol A (12), and macrosporin (13)] have been isolated from solid-substrate fermentation cultures of an undetermined fungicolous isolate (NRRL 29097) that resembles Cladosporium sp. All structures were assigned primarily by analysis of ID and/or 2D NMR data. Five of the compounds showed antibacterial activity.