2-amino-5-(4-N-benzylamino-5-carboxybenzyl-3,6-dioxocyclohexa-1,4-dienyl)-6-hydroxy-3-methoxybenzoic acid | 433287-48-0

• 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: 2-amino-5-(4-N-benzylamino-5-carboxybenzyl-3,6-dioxocyclohexa-1,4-dienyl)-6-hydroxy-3-methoxybenzoic acid
• 英文别名: 2-amino-5-[4-(benzylamino)-3,6-dioxo-5-phenylmethoxycarbonylcyclohexa-1,4-dien-1-yl]-6-hydroxy-3-methoxybenzoic acid
• CAS: 433287-48-0
• 化学式: C₂₉H₂₄N₂O₈
• 分子量: 528.518
• InChiKey: WNVRJOKAJTXXNO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.0
• 重原子数：
  39.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  165.25
• 氢给体数：
  4.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2-amino-5-(4-N-benzylamino-5-carboxybenzyl-3,6-dioxocyclohexa-1,4-dienyl)-6-hydroxy-3-methoxybenzoic acid 在 platinum(IV) oxide 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、1.01 MPa 条件下， 反应 12.0h， 以60%的产率得到blennione
  参考文献：
  名称：

  Blennione, a Green Aminobenzoquinone Derivative from Lactarius blennius

  摘要：

  A green pigment, blennione (1), was isolated from fruit bodies of the toadstool Lactarius blennius. Its structure was established by 2D NMR methods and confirmed by a biomimetic synthesis. Compound 1 represents a diphenylquinone derivative, which may be formed biosynthetically from two 3,6-dihydroxy-anthranilic acid units.

  DOI：

  10.1021/np0106541
• 作为产物：
  描述：

  2,5-二羟基苯甲酸 在 manganese(IV) oxide 、 silica gel 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 乙酸乙酯 、 丙酮 为溶剂， 反应 39.0h， 生成 2-amino-5-(4-N-benzylamino-5-carboxybenzyl-3,6-dioxocyclohexa-1,4-dienyl)-6-hydroxy-3-methoxybenzoic acid
  参考文献：
  名称：

  Blennione, a Green Aminobenzoquinone Derivative from Lactarius blennius

  摘要：

  A green pigment, blennione (1), was isolated from fruit bodies of the toadstool Lactarius blennius. Its structure was established by 2D NMR methods and confirmed by a biomimetic synthesis. Compound 1 represents a diphenylquinone derivative, which may be formed biosynthetically from two 3,6-dihydroxy-anthranilic acid units.

  DOI：

  10.1021/np0106541

文献信息

• Blennione, a Green Aminobenzoquinone Derivative from <i>Lactarius </i><i>b</i><i>lennius</i>
  作者：Peter Spiteller、Wolfgang Steglich

  DOI：10.1021/np0106541

  日期：2002.5.1

  A green pigment, blennione (1), was isolated from fruit bodies of the toadstool Lactarius blennius. Its structure was established by 2D NMR methods and confirmed by a biomimetic synthesis. Compound 1 represents a diphenylquinone derivative, which may be formed biosynthetically from two 3,6-dihydroxy-anthranilic acid units.