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Merck
CN

G6657

Sigma-Aldrich

(−)-倍儿茶酸

≥98% (HPLC)

别名:

（2S，3R）-2-（3,4,5-三羟基苯基）-3,4-二氢-1（2H）-苯并-3,5,7-三醇

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关于此项目

经验公式（希尔记法）:
C15H14O7
化学文摘社编号:
3371-27-5
分子量:
306.27
MDL编号:
MFCD01632616
UNSPSC代码:
12352205
PubChem化学物质编号:
24895266
NACRES:
NA.77

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质量水平

200

方案

≥98% (HPLC)

溶解性

H2O: 5 mg/mL (heat 2-10 min at 105C)
alcohol: soluble

应用

metabolomics
vitamins, nutraceuticals, and natural products

储存温度

2-8°C

SMILES字符串

O[C@@H]1Cc2c(O)cc(O)cc2O[C@H]1c3cc(O)c(O)c(O)c3

InChI

1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15+/m1/s1

InChI key

XMOCLSLCDHWDHP-DOMZBBRYSA-N

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相关类别

一般描述

(−)-没食子儿茶素是一种多酚化合物，是存在于绿茶Camellia sinensis中主要的儿茶素之一。

应用

(−)-没食子儿茶素作为参考标准品的应用实例：
  • 高效液相色谱鉴定菠萝(Ananas comosus)中的多酚化合物
  • 高效液相色谱/光电二极管阵列检测(RP-HPLC/PDAD)分析绿茶Camellia sinensis来源的儿茶素特征
  • 作为参考标准品，用于通过高效液相色谱-四极杆飞行时间串联质谱(HPLC-qTOF-MS/MS)分析圆叶葡萄(muscadine grape) 杂交种的黄烷-3-醇（黄烷醇）类化合物特征

生化/生理作用

(−)-没食子儿茶素(GC)具有清除自由基的抗氧化特性。它也可抑制破骨细胞生成。没食子儿茶素可激发大肠杆菌抵抗紫外线诱导突变的抗突变活性。它也可抑制牙龈卟啉单胞菌在口腔上皮细胞上的生长和粘附。

其他说明

在绿茶中发现的多酚化合物。(−)-表没食子儿茶素的差向异构体。

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H315,H319,H335

危险分类

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

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000453797
0000453797
0000442599
0000442598
0000442598

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Chun Hay Ko et al.
Journal of agricultural and food chemistry, 57(16), 7293-7297 (2009-08-06)
In this study, three tea catechins, epigallocatechin (EGC), gallocatechin (GC), and gallocatechin gallate (GCG), were investigated for their effects on bone metabolism. The effects of the tea catechins on bone formation were evaluated using cultured rat osteoblast-like osteosarcoma cell line
Simultaneous analysis of individual catechins and caffeine in green tea
Goto T, et al.,
Journal of Chromatography A, 295-299 (1996)
Q Guo et al.
Biochimica et biophysica acta, 1427(1), 13-23 (1999-03-20)
The purpose of this study is to examine the relationship between the free radical scavenging activities and the chemical structures of tea catechins ((-)-epigallocatechin gallate (EGCG), (-)-epigallocatechin (EGC) and (-)-epicatechin (EC)) and their corresponding epimers ((-)-gallocatechin gallate (GCG), (-)-gallocatechin (GC)
S Sakanaka et al.
Bioscience, biotechnology, and biochemistry, 60(5), 745-749 (1996-05-01)
Effects of polyphenolic compounds isolated from green tea (Camellia sinensis) on the growth and adherence of Porphyromonas gingivalis onto human buccal epithelial cells were investigated. Green tea polyphenols, especially (-)-epigallocatechin gallate (EGCg) which is a dominant component of tea polyphenols
T Matsuo et al.
Phytochemistry, 36(4), 1027-1029 (1994-07-01)
From the MeOH-extract of guava leaves, (+)-gallocatechin was isolated as a bio-antimutagenic compound against UV-induced mutation in Escherichia coli. This strengthens the evidence that phenolic compounds require three neighbouring-OH groups in order to possess this activity.
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