5-hydroxy-4-methoxy-2-naphthalenecarboxylic acid 5-O-β-glucopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-hydroxy-4-methoxy-2-naphthalenecarboxylic acid 5-O-β-glucopyranoside
• 英文别名: drosophylloside；4-methoxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalene-2-carboxylic acid
• 化学式: C₁₈H₂₀O₉
• 分子量: 380.351
• InChiKey: PARMBKFFNOOBNH-AEWXESQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  146
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  5-hydroxy-4-methoxy-2-naphthalenecarboxylic acid 5-O-β-glucopyranoside 在 β-D-glucosidase from sweet almonds 作用下， 以 水 为溶剂， 反应 1.0h， 以0.2 mg的产率得到5-羟基-4-甲氧基-2-萘羧酸
  参考文献：
  名称：

  Naphthalene glucoside and other phenolics from the shoot and callus cultures of Drosophyllum lusitanicum

  摘要：

  The callus and, for the first time established, shoot cultures of Drosophyllum lusitanicum Link. (Droseraccae) yielded new naphthalene glucoside-5-hydroxy-4-methoxy-2-naphthalenecarboxylic acid 5-O-beta-glucoside (drosophylloside) and 5-hydroxy-4-methoxy-2-naphthalenecarboxylic acid methyl ester besides other phenolics like naphthalenes-5-hydroxy-4-methoxy-2-naphthalenecarboxylic acid (ancistronaphthoic acid B), hydroplumbagin 4-O-glucoside, naphthoquinones-plumbagin and 3-chloroplumbagin, C-glycosylflavonesvitexin, isovitexin, orientin and isoorientin. The pattern of phenolics found supports affinity of Drosophyllum to the families-Droseraceae, Ancistrocladaceae and Dioncophyllaceae. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(02)00258-3

文献信息

• Naphthalene glucoside and other phenolics from the shoot and callus cultures of Drosophyllum lusitanicum
  作者：Jaromir Budzianowski、Anna Budzianowska、Krystyna Kromer

  DOI：10.1016/s0031-9422(02)00258-3

  日期：2002.10

  The callus and, for the first time established, shoot cultures of Drosophyllum lusitanicum Link. (Droseraccae) yielded new naphthalene glucoside-5-hydroxy-4-methoxy-2-naphthalenecarboxylic acid 5-O-beta-glucoside (drosophylloside) and 5-hydroxy-4-methoxy-2-naphthalenecarboxylic acid methyl ester besides other phenolics like naphthalenes-5-hydroxy-4-methoxy-2-naphthalenecarboxylic acid (ancistronaphthoic acid B), hydroplumbagin 4-O-glucoside, naphthoquinones-plumbagin and 3-chloroplumbagin, C-glycosylflavonesvitexin, isovitexin, orientin and isoorientin. The pattern of phenolics found supports affinity of Drosophyllum to the families-Droseraceae, Ancistrocladaceae and Dioncophyllaceae. (C) 2002 Elsevier Science Ltd. All rights reserved.

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