(2R,3R)-2-(3′,4′-dihydroxyphenyl)-3,5-dihydroxychroman-7-yl ammonium sulfate | 1421313-29-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: (2R,3R)-2-(3′,4′-dihydroxyphenyl)-3,5-dihydroxychroman-7-yl ammonium sulfate
• 英文别名: azane;[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl] hydrogen sulfate
• CAS: 1421313-29-2
• 化学式: C₁₅H₁₄O₉S*H₃N
• 分子量: 387.367
• InChiKey: JPJIKYQTBPWQKD-SWYZXDRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.18
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  163
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  (2R,3R)-3,5-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-7-(methoxymethoxy)chromane 在 盐酸 、 4-二甲氨基吡啶 、 20% palladium hydroxide-activated charcoal 、 氢气 、 甲酸铵 、 三乙胺 、 锌 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 2.5h， 生成 (2R,3R)-2-(3′,4′-dihydroxyphenyl)-3,5-dihydroxychroman-7-yl ammonium sulfate
  参考文献：
  名称：

  Chemical Synthesis and Characterization of Epicatechin Glucuronides and Sulfates: Bioanalytical Standards for Epicatechin Metabolite Identification

  摘要：

  The monoglucuronides and sulfates of epicatechin, 3'-O-methylepicatechin, and 4'-O-methylepicatechin, respectively, were synthesized as authentic bioanalytical standards. Reversed-phase HPLC methods capable of baseline separation of the glucuronides and sulfates have been developed. Both the epicatechin glucuronides and sulfates were stable in the solid state when stored under ambient conditions and in aqueous solution when stored refrigerated. These results should prove invaluable to the research community as analytical standards as well as in future studies of the biological and pharmacological effects of epicatechin in humans.

  DOI：

  10.1021/np300568m

文献信息

• [EN] METHOD FOR PRODUCING CATECHIN CONJUGATE<br/>[FR] PROCÉDÉ DE FABRICATION DE CONJUGUÉ DE CATÉCHINE<br/>[JA] カテキン抱合体の製造方法
  申请人：[en]KAO CORPORATION;[ja]花王株式会社

  公开号：WO2022255416A1

  公开（公告）日：2022-12-08

  半合成法により、効率よくカテキン抱合体を製造する方法、及びその製造中間体を提供する。　式（Ｉ）で表されるカテキン化合物の３'位又は４'位の水酸基をＣｂｚ化して式（ＩＩ）で表される化合物とし、次いで塩基の存在下ＴＢＳ化剤を反応させる、式（ＩＩＩ）で表されるシリル化カテキン誘導体の製造方法。
• Chemical Synthesis and Characterization of Epicatechin Glucuronides and Sulfates: Bioanalytical Standards for Epicatechin Metabolite Identification
  作者：Mingbao Zhang、G. Erik Jagdmann、Michael Van Zandt、Ryan Sheeler、Paul Beckett、Hagen Schroeter

  DOI：10.1021/np300568m

  日期：2013.2.22

  The monoglucuronides and sulfates of epicatechin, 3'-O-methylepicatechin, and 4'-O-methylepicatechin, respectively, were synthesized as authentic bioanalytical standards. Reversed-phase HPLC methods capable of baseline separation of the glucuronides and sulfates have been developed. Both the epicatechin glucuronides and sulfates were stable in the solid state when stored under ambient conditions and in aqueous solution when stored refrigerated. These results should prove invaluable to the research community as analytical standards as well as in future studies of the biological and pharmacological effects of epicatechin in humans.