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03950590

Epicatechin gallate

primary reference standard

Sinonimo/i:

(−)-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

Formula empirica (notazione di Hill):
C22H18O10
Numero CAS:
1257-08-5
Peso molecolare:
442.37
Numero MDL:
MFCD00075936
Codice UNSPSC:
85151701
ID PubChem:
329747845
NACRES:
NA.24

Grado

primary reference standard

Durata

limited shelf life, expiry date on the label

Produttore/marchio commerciale

HWI

applicazioni

food and beverages

Temperatura di conservazione

−20°C

Stringa SMILE

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
LSHVYAFMTMFKBA-TZIWHRDSSA-N

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Categorie correlate

Descrizione generale

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.

Applicazioni

Reference Standard in the analysis of herbal medicinal products

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

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

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Sigma-Aldrich

E3768

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(−)-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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