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Merck
CN

03950590

(−)-表儿茶素没食子酸酯

primary reference standard

别名:

(-)-cis-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-gallate, (-)-cis-3,3′,4′,5,7-Pentahydroxyflavane 3-gallate, 3- O -没食子酰表儿茶精

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经验公式(希尔记法):
C22H18O10
化学文摘社编号:
分子量:
442.37
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
85151701
MDL number:
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InChI key

LSHVYAFMTMFKBA-TZIWHRDSSA-N

SMILES string

Oc1cc(O)c2C[C@@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@H](Oc2c1)c4ccc(O)c(O)c4

InChI

1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21-/m1/s1

grade

primary reference standard

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

application(s)

food and beverages

storage temp.

−20°C

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General description

Epicatechin gallate is a polyphenolic compound that belongs to the category of catechins, which are naturally occurring antioxidant flavonoids in green tea. It can find applications as an anticancer, anti-inflammatory agent and cardiovascular agent.
Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Application

Reference Standard in the analysis of herbal medicinal products

pictograms

Exclamation mark

signalword

Warning

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Differential in vitro cytotoxicity of (?)-epicatechin gallate (ECG) to cancer and normal cells from the human oral cavity
Babich.H, et al.
Toxicology in vitro, 19, 231-242 (2005)
Qiu-Hong Zhang et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 880(1), 168-171 (2011-12-14)
A rapid and valid method was developed for simultaneous determination catechin, epicatechin and epicatechin gallate in rat plasmas using scopoletin (103 ng mL(-1)) as an internal standard (IS). The separation was performed on Eclipse plus C18 column (100 mm ×
Scavenging mechanisms of (-)-epigallocatechin gallate and (-)-epicatechin gallate on peroxyl radicals and formation of superoxide during the inhibitory action
Kondo K, et al.
Free Radical Biology & Medicine, 27, 855-863 (1999)
Yali Zhao et al.
Drug discovery today, 17(11-12), 630-635 (2012-03-15)
Catechins containing galloyl moieties are important natural antioxidant compounds. In this paper, we review the multiple mechanisms whereby catechins containing a galloyl moiety can target key proteins to inhibit sexual transmission of HIV-1, as well as HIV-1 fusion, HIV-1 reverse
Suraj P Shrestha et al.
Pharmaceutical research, 29(3), 856-865 (2011-11-10)
The 3,3″-di-O-galloyl ester of procyanidin B2 (B2G2) is a component of grape seed extract that inhibits growth of human prostate carcinoma cell lines. In preparation for studies in mice, its hepatic metabolism was examined in vitro and compared to B2

商品

TLC-based decaffeinated green tea analysis for epigallocatechin, epicatechin-3-O-gallate, epicatechin, and epigallocatechin-3-O-gallate using TLC Explorer.

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