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G6782

(−)-没食子儿茶素没食子酸酯

Name: (−)-没食子儿茶素没食子酸酯
Brand: SIGMA

from green tea, ≥98% (HPLC)

别名:

(2S,3R)-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-（3,4,5-三羟基苯甲酸酯）

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关于此项目

经验公式（希尔记法）:

C₂₂H₁₈O₁₁

化学文摘社编号:

4233-96-9

分子量:

458.37

NACRES:

NA.77

PubChem Substance ID:

24895275

UNSPSC Code:

12352200

MDL number:

MFCD00214298

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属性

biological source

green tea

Quality Level

200

assay

≥98% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

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-NQIIRXRSSA-N

说明

General description

(−)-没食子儿茶素没食子酸酯(GCG)是含有一个没食子基元的多酚类化合物。它是常见的儿茶素类物质表没食子儿茶素没食子酸酯的差向异构体。儿茶素在热处理或巴氏灭菌过程中经常发生差向异构化。

Application

(−)-没食子儿茶素没食子酸酯已用于：

进行植物乳杆菌(Lactobacillus plantarum)重组单宁酶的酶活测定
研究其对HIV-1整合酶的抑制作用
研究其在大鼠肝脏胆固醇代谢中的调节机理
分析其作为多酚对人精子的影响以及在辅助生殖技术中的应用
研究其对细胞型朊蛋白(PrP^C)压力保护性活性和羊瘙痒病朊蛋白(PrP^Sc)形成的干扰作用

Biochem/physiol Actions

已知(−)-没食子儿茶素没食子酸酯等儿茶素类物质具有抗病毒、抗氧化、抗突变和抗肥胖功效。它具有人免疫缺陷病毒-1(HIV-1)整合酶抑制活性，可干扰人免疫缺陷病毒-1(HIV-1)整合酶和病毒DNA之间的相互作用。GCG还可抑制肠出血型大肠杆菌的Vero毒素(VT)释放。它对胆固醇吸收具有抑制作用，据报道在降低血浆胆固醇方面比儿茶素更具功效，因而可用于防止动脉粥样硬化。

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pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

0000523343

0000487039

0000464837

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商品

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

膳食抗氧化剂

抗氧化剂可保护生物系统免受含氧自由基和氧化还原过渡金属离子（如铁、铜和镉）引起的氧化损伤。

Green tea extracts interfere with the stress-protective activity of PrP and the formation of PrP.

Angelika S Rambold et al.

Journal of neurochemistry, 107(1), 218-229 (2008-08-12)

A hallmark in prion diseases is the conformational transition of the cellular prion protein (PrP(C)) into a pathogenic conformation, designated scrapie prion protein (PrP(Sc)), which is the essential constituent of infectious prions. Here, we show that epigallocatechin gallate (EGCG) and

Heat-epimerized tea catechins rich in gallocatechin gallate and catechin gallate are more effective to inhibit cholesterol absorption than tea catechins rich in epigallocatechin gallate and epicatechin gallate.

Ikuo Ikeda et al.

Journal of agricultural and food chemistry, 51(25), 7303-7307 (2003-12-04)

It has been known that tea catechins, (-)-epicatechin (1), (-)-epigallocatechin (2), (-)-epicatechin gallate (3), and (-)-epigallocatechin gallate (4) are epimerized to(-)-catechin (5), (-)-gallocatechin (6), (-)-catechin gallate (7), and (-)-gallocatechin gallate (8), respectively, during retort pasteurization. We previously reported that tea

GCG-rich tea catechins are effective in lowering cholesterol and triglyceride concentrations in hyperlipidemic rats.

Sang Min Lee et al.

Lipids, 43(5), 419-429 (2008-03-28)

The (-)-gallocatechin gallate (GCG) concentration in some tea beverages can account for as much as 50% of the total catechins, as a result of sterilization. The present study aims to examine the effects of GCG-rich tea catechins on hyperlipidemic rats

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全球贸易项目编号

货号	GTIN
G6782-5MG	04061833641996