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03960590

Epigallocatechin

primary reference standard

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C15H14O7
CAS-Nummer:
970-74-1
Molekulargewicht:
306.27
MDL-Nummer:
MFCD00075939
UNSPSC-Code:
85151701
PubChem Substanz-ID:
329747847
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

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

InChIKey

XMOCLSLCDHWDHP-IUODEOHRSA-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

Biochem./physiol. Wirkung

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Choose from one of the most recent versions:

Analysenzertifikate (COA)

Lot/Batch Number
HWI02446-1
HWI02446
HWI01554-4
HWI01554-3
HWI01554-2

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(−)-Epicatechin ≥90% (HPLC)

Sigma-Aldrich

E1753

(−)-Epicatechin

(−)-Epigallokatechingallat ≥95%

Sigma-Aldrich

E4143

(−)-Epigallokatechingallat

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

Sigma-Aldrich

E4018

(−)-Epicatechin

(−)-Epigallokatechingallat analytical standard

Supelco

93894

(−)-Epigallokatechingallat

(+)-Catechin analytical standard

Supelco

43412

(+)-Catechin

(−)-Epigallokatechingallat ≥80% (HPLC), from green tea

Sigma-Aldrich

E4268

(−)-Epigallokatechingallat

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

Sigma-Aldrich

G6782

(−)-Gallocatechingallat

Supelco

Supelco

G-016

Green Tea Catechin Mix

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
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)
Li-Ping Bai et al.
PloS one, 8(1), e53962-e53962 (2013-01-22)
With the aim of enhancing G-quadruplex binding activity, two new glucosaminosides (16, 18) of penta-methylated epigallocatechin were synthesized by chemical glycosylation. Subsequent ESI-TOF-MS analysis demonstrated that these two glucosaminoside derivatives exhibit much stronger binding activity to human telomeric DNA and
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
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
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