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03950590

Epicatechin gallate

primary reference standard

Sinônimo(s):

(−)-Epicatechin gallate, (−)-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-Galloylepicatechin

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About This Item

Fórmula empírica (Notação de Hill):
C22H18O10
Número CAS:
1257-08-5
Peso molecular:
442.37
Número MDL:
MFCD00075936
Código UNSPSC:
85151701
ID de substância PubChem:
329747845
NACRES:
NA.24

grau

primary reference standard

prazo de validade

limited shelf life, expiry date on the label

fabricante/nome comercial

HWI

aplicação(ões)

food and beverages

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

chave InChI

LSHVYAFMTMFKBA-TZIWHRDSSA-N

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Categorias relacionadas

Descrição geral

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.

Aplicação

Reference Standard in the analysis of herbal medicinal products

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Escolha uma das versões mais recentes:

Certificados de análise (COA)

Lot/Batch Number
HWI02233-3
HWI02233-2
HWI02233-1
HWI02233
HWI01496-4

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(−)-Epigallocatechin ≥95% (HPLC), from green tea

Sigma-Aldrich

E3768

(−)-Epigallocatechin

(−)-Epicatechin ≥98% (HPLC), from green tea

Sigma-Aldrich

E4018

(−)-Epicatechin

(−)-Gallocatechin gallate from green tea, ≥98% (HPLC)

Sigma-Aldrich

G6782

(−)-Gallocatechin gallate

(−)-Catechin gallate ≥98% (HPLC), from green tea

Sigma-Aldrich

C0692

(−)-Catechin gallate

(−)-Epicatechin ≥90% (HPLC)

Sigma-Aldrich

E1753

(−)-Epicatechin

(−)-Epigallocatechin gallate ≥95%

Sigma-Aldrich

E4143

(−)-Epigallocatechin gallate

(−)-Gallocatechin analytical standard

Supelco

01388

(−)-Gallocatechin

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)
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)
Shambhunath Choudhary et al.
Carcinogenesis, 33(4), 876-885 (2012-02-07)
More than 85% of breast cancers are sporadic and attributable to long-term exposure to environmental carcinogens, such as those in the diet, through a multistep disease process progressing from non-cancerous to premalignant and malignant stages. The chemical carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP)
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 ×
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
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