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Merck

03960590

Epigallocatechin

primary reference standard

Synonym(s):

(−)-Epigallocatechin, (−)-cis-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol, (−)-cis-3,3′,4′,5,5′,7-Hexahydroxyflavane

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About This Item

Empirical Formula (Hill Notation):
C15H14O7
CAS Number:
Molecular Weight:
306.27
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
85151701
MDL number:
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Product Name

Epigallocatechin, primary reference standard

InChI key

XMOCLSLCDHWDHP-IUODEOHRSA-N

SMILES string

O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c3cc(O)c(O)c(O)c3

InChI

1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/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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Application

Reference Standard in the analysis of herbal medicinal products

Biochem/physiol Actions

Green tea polyphenol. Anticancer agent. Lower antioxidant activity than EGCG.

General description

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Hongyu Wang et al.
Journal of agricultural and food chemistry, 60(12), 3098-3104 (2012-03-08)
Proanthocyanidins in unripe Manilkara zapota (chiku) were isolated using solvent extraction followed by Sephadex LH-20 fractionation with a yield of 0.9%. HPLC analysis using a diol column revealed well-resolved oligomers ranging from dimer to hexamer. The majority of the proanthocyanidins
Yoo-Hyun Lee et al.
International journal of molecular medicine, 30(1), 69-74 (2012-04-17)
Manipulating acetylation status of key gene targets is likely to be crucial for effective cancer therapy. In this study, we utilized green tea catechins, epicatechin (EC), epigallocatechin (EGC) and epigallocatechin-3-gallate (EGCG) to examine the regulation of androgen receptor acetylation in
Enantioselective total syntheses of (+)-gallocatechin, (-)-epigallocatechin, and 8-C-ascorbyl-(-)-epigallocatechin.
Guang Lin et al.
Chemistry, an Asian journal, 8(4), 700-704 (2013-01-31)
K Koga et al.
Journal of food science, 78(1), H105-H111 (2013-01-03)
The pancreatic lipase inhibitory (PLI) activity of leaf extracts (aqueous, 60 and 99.8 (v/v)% EtOH) of Salacia reticulata Wight, referred to "Kothala himbutu" (KT) in Singhalese, was compared with that of KT stem extracts. Evaporated residue contents and PLI activity
Yi-Bin Zhou et al.
Journal of agricultural and food chemistry, 60(7), 1619-1627 (2012-01-10)
Metabolic profiles of broiler chickens were examined after the ingestion of green tea, tea polyphenols, and (-)-epigallocatechin-3-gallate (EGCG). Solid-phase extraction of serum and litters yielded free catechins and their metabolites, which were then identified and quantified by liquid chromatography-tandem mass

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