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Merck

E4143

Sigma-Aldrich

(-)-表没食子儿茶素没食子酸酯

≥95%

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:
分子量:
458.37
MDL號碼:
分類程式碼代碼:
12352205
PubChem物質ID:
NACRES:
NA.25

品質等級

化驗

≥95%

溶解度

H2O: ≥5 mg/mL, clear

應用

metabolomics
vitamins, nutraceuticals, and natural products

儲存溫度

2-8°C

SMILES 字串

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 密鑰

WMBWREPUVVBILR-WIYYLYMNSA-N

基因資訊

human ... CYP1A2(1544)

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一般說明

(−)-表没食子儿茶素没食子酸酯(来源于绿茶)是绿茶中的主要生物活性成分,占儿茶素总含量的50-80%。它的化学结构类似于表儿茶素没食子酸酯(ECG)——没食子酸和表没食子儿茶素形成的酯类物质。

應用

(-)-表没食子儿茶素没食子酸酯已被用于:
  • 作为小鼠TRAMP转移性前列腺细胞系的抗肿瘤剂,用于细胞增殖试验、凋亡检测和改良型Boyden-chamber试验
  • 通过死亡相关蛋白激酶-2途径诱导急性髓细胞白血病细胞死亡,用于细胞活力、细胞周期和凋亡分析
  • 作为小鼠前破骨细胞系RAW264.7的破骨细胞分化的抑制剂
  • 促进成肌细胞分化

生化/生理作用

(-)-表没食子儿茶素没食子酸酯 (EGCG)是一种抗氧化多酚类黄酮化合物,它通过抑制端粒酶和DNA甲基转移酶活性而发挥抗肿瘤作用。EGCG可抑制基质金属蛋白酶-2(MMP-2)、MMP-9的表达并降低肿瘤的侵袭能力。EGCG可阻断表皮生长因子(EGF)受体和人表皮生长因子受体-2(HER-2)的活化。EGCG可增加骨矿物质密度并减少骨吸收。EGCG通过抑制核因子κ-B受体活化因子配体(RANKL)诱导的核因子 κ B(NF-κB)转录活性,进而抑制破骨细胞生成。EGCG可减少骨骼肌萎缩。EGCG具有抗衰老性,可增加成肌细胞分化。EGCG可抑制脂肪酸合成酶和谷氨酸脱氢酶活性。

象形圖

Exclamation markEnvironment

訊號詞

Warning

危險分類

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

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 2

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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