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Merck
CN
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文件

E4268

Sigma-Aldrich

(-)-表没食子儿茶素没食子酸酯

≥80% (HPLC), from green tea

别名:

(-)-顺式-2-(3,4,5-三羟基苯基)-3,4-二氢-1(2H)-苯并吡喃-3,5,7--三醇 3-没食子酸酯, (-)-顺式-3,3′,4′,5,5′,7-六羟基-黄烷-3-没食子酸酯, EGCG

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About This Item

经验公式（希尔记法）:
C22H18O11
CAS号:
989-51-5
分子量:
458.37
MDL编号:
MFCD00075940
UNSPSC代码:
12352205
PubChem化学物质编号:
57654159
NACRES:
NA.79

生物来源

green tea

质量水平

200

检测方案

≥80% (HPLC)

应用

metabolomics
vitamins, nutraceuticals, and natural products

储存温度

2-8°C

SMILES字符串

Oc1cc(O)c2C[C@@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@H](Oc2c1)c4cc(O)c(O)c(O)c4

InChI

1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m1/s1

InChI key

WMBWREPUVVBILR-WIYYLYMNSA-N

基因信息

human ... CYP1A2(1544)

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相关类别

一般描述

(−)-表没食子儿茶素没食子酸酯是绿茶中的生物活性成分，占儿茶素总量的50-80%。

应用

(−)-表没食子儿茶素没食子酸酯的应用实例：
  • 检测其作为潜在的神经保护剂，对脊髓损伤和血脊髓屏障(BSCB)渗漏的保护作用
  • 作为抗小鼠视网膜光诱导光感受器变性的有效抗氧化剂
  • 作为治疗视网膜色素变性(RP)的抗氧化药物，可减少氧化损伤和改变色素性杂合P23H大鼠的昼夜节律
  • 检测其对限制性心肌病(RCM)小鼠心室舒张功能障碍的逆转作用
  • 小鼠结直肠癌的抗癌剂

生化/生理作用

(−)-表没食子儿茶素没食子酸酯(EGCG)结构中含有8个羟基(OH)，因而决定了它的高抗氧化特性。除了可作为一种有效的游离氧自由基清除剂之外，它还可用作优良的螯合剂和重要转录因子的调节剂，主要是核因子-κβ(NF-kβ)。EGCG已被证明是一种有效的抗肥胖剂，可增强能量消耗和脂肪氧化及减轻人食欲。EGCG也可在缺血和脊髓损伤的初始阶段发挥抗炎和神经保护作用。它可减少小窝蛋白-1表达，维持血脑屏障的完整性和下调促炎细胞因子水平。

象形图

Exclamation markEnvironment
GHS07,GHS09

警示用语：

Warning

危险分类

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Sens. 1

储存分类代码

11 - Combustible Solids

WGK

WGK 2

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

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Shounan Qi et al.
Molecular vision, 23, 171-178 (2017-05-02)
(-)-epigallocatechin-3-gallate (EGCG), a major catechin component of green tea, is reported to delay or prevent certain forms of cancer, arthritis, cardiovascular disease, and neurodegenerative disorders. In this study, we determined if systemically administered EGCG could protect the retina against light
Tea polyphenols-their antioxidant properties and biological activity-a review
Gramza A, et al.,
Polish Journal of Food and Nutrition Sciences, 14(3), 219-219 (2005)
Tia M Rains et al.
The Journal of nutritional biochemistry, 22(1), 1-7 (2010-12-01)
Green tea catechins (GTC) are polyphenolic compounds present in the unfermented dried leaves of the plant, Camellia sinensis. Results from a number of randomized, controlled intervention trials have shown that consumption of GTC (270 mg to 1200 mg/day) may reduce
Xin Wang et al.
World journal of gastroenterology, 23(46), 8128-8139 (2018-01-02)
To investigate the effect of epigallocatechin gallate (EGCG) on structural changes of gut microbiota in colorectal carcinogenesis. An azoxymethane (AOM)/dextran sodium sulfate (DSS)-induced colitis mouse model was established. Forty-two female FVB/N mice were randomly divided into the following three groups:
Yoichi Kakuta et al.
Transplant international : official journal of the European Society for Organ Transplantation, 24(5), 514-522 (2011-02-05)
Epigallocatechin-3-gallate (EGCG) shows diverse chemical and biological activities. We investigated the effects of EGCG in a rat renal ischemia reperfusion (I/R) injury model. Sprague-Dawley rats received intraperitoneal injection of 50 mg/kg EGCG 48 h, 24 h, and 30 min prior
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