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Merck

03970590

Epigallocatechin-gallat

primary reference standard

Synonym(e):

(−)-Epigallokatechingallat, (−)-cis-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-gallat, (−)-cis-3,3′,4′,5,5′,7-Hexahydroxy-Flavan-3-Gallat, EGCG

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About This Item

Empirische Formel (Hill-System):
C22H18O11
CAS-Nummer:
Molekulargewicht:
458.37
MDL-Nummer:
UNSPSC-Code:
85151701
PubChem Substanz-ID:
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)c4cc(O)c(O)c(O)c4

InChI

1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m1/s1

InChIKey

WMBWREPUVVBILR-WIYYLYMNSA-N

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Allgemeine Beschreibung

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 markEnvironment

Signalwort

Warning

Gefahreneinstufungen

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Sens. 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Suk-Joon Hyung et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(10), 3743-3748 (2013-02-22)
Despite the significance of Alzheimer's disease, the link between metal-associated amyloid-β (metal-Aβ) and disease etiology remains unclear. To elucidate this relationship, chemical tools capable of specifically targeting and modulating metal-Aβ species are necessary, along with a fundamental understanding of their
Angélique Stalmach et al.
Molecular nutrition & food research, 53 Suppl 1, S44-S53 (2008-11-04)
Ten healthy human subjects consumed 500 mL of Choladi green tea, containing 648 mumol of flavan-3-ols after which plasma and urine were collected over a 24 h period and analysed by HPLC-MS. Plasma contained a total of ten metabolites, in
Hye-Kyung Na et al.
Molecular nutrition & food research, 50(2), 152-159 (2006-02-14)
Chemoprevention is an attempt to use either naturally occurring or synthetic substances or their mixtures to intervene in the progress of carcinogenesis. Recently, it has been shown that some edible phytochemicals alter gene expression, directly or indirectly, thereby regulating the
Xiaofeng Meng et al.
Chemical research in toxicology, 15(8), 1042-1050 (2002-08-20)
(-)-Epigallocatechin gallate (EGCG), the most abundant tea catechin, has been proposed to be beneficial to human health based on its strong antioxidative and other biological activities in vitro. Inadequate knowledge regarding the bioavailability and biotransformation of EGCG in humans, however
Masaki Kanadzu et al.
Cancer letters, 241(2), 250-255 (2005-11-24)
(-)-Epigallocatechin gallate (EGCG), a catechin polyphenol component, is the main ingredient of green tea extract. Recently, increasing attention has been given to its anti-oxidant effects. However, several studies reported the oxidative effects of EGCG, suggesting that EGCG had a dual

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