4β-(S-L-cysteinyl)-(-)-epicatechin-(4β->8)-(-)-epicatechin | 800374-18-9

• 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: 4β-(S-L-cysteinyl)-(-)-epicatechin-(4β->8)-(-)-epicatechin
• 英文别名: 4β-(S-L-cysteinyl)-(-)-epicatechin-(4β→8)-(-)-epicatechin；(2R)-2-amino-3-[[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]sulfanyl]propanoic acid
• CAS: 800374-18-9
• 化学式: C₃₃H₃₁NO₁₄S
• 分子量: 697.673
• InChiKey: WEQOEZUAFLGNCO-DUBDGESESA-N

物化性质

• 沸点：
  1062.4±65.0 °C(Predicted)
• 密度：
  1.87±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  49
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  309
• 氢给体数：
  12
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  4β-(S-L-cysteinyl)-(-)-epicatechin-(4β->8)-(-)-epicatechin gallate 在 tannase from Aspergillus oryzae 、 水 作用下， 反应 3.0h， 以3 mg的产率得到没食子酸
  参考文献：
  名称：

  Preparation, Characterization, and Antioxidative Effects of Oligomeric Proanthocyanidin−l-Cysteine Complexes

  摘要：

  Controlled acid-catalyzed degradation of proanthocyanidin polymers in grape seeds together with l-cysteine led to oligomeric proanthocyanidin-l-cysteine complexes along with monomeric flavan-3-ol derivatives being isolated, and their structures were confirmed on the basis of spectroscopic data and by chemical means. In addition, comparative studies on the antioxidative and survival effects of oligomeric proanthocyanidin-l-cysteine complexes and proanthocyanidin polymers were performed. The oligomeric proanthocyanidin-l-cysteine complexes showed higher bioavailability and antioxidant capacity and enhanced survival time in the animal test groups. In addition, it is suggested that the oligomeric complexes may help to prevent oxidative stress and may reduce free radical production.

  DOI：

  10.1021/jf062819n

文献信息

• SULFUR-CONTAINING PROANTHOCYANIDIN OLIGOMER COMPOSITION AND PROCESS FOR PRODUCING THE SAME
  申请人：AMINO UP CHEMICAL CO. LTD.

  公开号：EP1524270B1

  公开（公告）日：2009-08-26
• SULFUR-CONTAINING PROANTHOCYANIDIN OLIGOMER COMPOSITION AND PRODUCTION METHOD THEREOF
  申请人：NONAKA Gen-ichiro

  公开号：US20110021792A1

  公开（公告）日：2011-01-27

  Provided are: method of producing a sulfur-containing proanthocyanidin oligomer by reducing the molecular weight of proanthocyanidin in plants so that they can be readily absorbed through the intestine of an organism; and a health food composition and a pharmaceutical composition which contain the resultant sulfur-containing proanthocyanidin oligomer as an active ingredient and which are useful for treating and preventing various lifestyle-related diseases and brain diseases caused by generation of active oxygen species as well as for preventing aging.
• US7833553B2
  申请人：——

  公开号：US7833553B2

  公开（公告）日：2010-11-16
• US7939116B2
  申请人：——

  公开号：US7939116B2

  公开（公告）日：2011-05-10
• US8088419B2
  申请人：——

  公开号：US8088419B2

  公开（公告）日：2012-01-03