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03950590

Epicatechin-gallat

primary reference standard

Synonym(e):

(−)-Epicatechin-Gallat, (−)-cis-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol-3-gallat, (−)-cis-3,3′,4′,5,7-Pentahydroxy-flavan-3-gallat, 3-O-Galloylepicatechin

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About This Item

Empirische Formel (Hill-System):
C22H18O10
CAS-Nummer:
1257-08-5
Molekulargewicht:
442.37
MDL-Nummer:
MFCD00075936
UNSPSC-Code:
85151701
PubChem Substanz-ID:
329747845
NACRES:
NA.24

Qualität

primary reference standard

Haltbarkeit

limited shelf life, expiry date on the label

Hersteller/Markenname

HWI

Anwendung(en)

food and beverages

Lagertemp.

−20°C

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

InChIKey

LSHVYAFMTMFKBA-TZIWHRDSSA-N

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Verwandte Kategorien

Allgemeine Beschreibung

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.

Anwendung

Reference Standard in the analysis of herbal medicinal products

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Choose from one of the most recent versions:

Analysenzertifikate (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

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

Sigma-Aldrich

G6782

(−)-Gallocatechingallat

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

Sigma-Aldrich

C0692

(−)-Catechin-Gallat

(−)-Epicatechin ≥90% (HPLC)

Sigma-Aldrich

E1753

(−)-Epicatechin

(−)-Epigallokatechingallat ≥95%

Sigma-Aldrich

E4143

(−)-Epigallokatechingallat

(−)-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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