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E4018

(−)-Epicatechin

Name: (−)-Epicatechin
Brand: SIGMA

≥98% (HPLC), from green tea

Synonym(e):

(−)-cis-3,3′,4′,5,7-Pentahydroxyflavan, (2R,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol

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Über diesen Artikel

Empirische Formel (Hill-System):

C₁₅H₁₄O₆

CAS-Nummer:

490-46-0

Molekulargewicht:

290.27

UNSPSC Code:

12352205

NACRES:

NA.77

PubChem Substance ID:

24894538

EC Number:

207-710-1

Beilstein/REAXYS Number:

92760

MDL number:

MFCD00075648

Technischer Dienst

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Unterstützung erhalten

Eigenschaften

biological source

green tea

Quality Segment

200

assay

≥98% (HPLC)

mp

240 °C (dec.) (lit.)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c3ccc(O)c(O)c3

InChI

1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m1/s1

InChI key

PFTAWBLQPZVEMU-UKRRQHHQSA-N

Gene Information

human ... BACE1(23621), CYP1A2(1544)

Beschreibung

General description

Epicatechin is a flavanol, that belongs to the class of secondary, polyphenolic plant metabolites.

Application

(-)-Epicatechin has been used:

to examine its biological effects in cell lines from human gender-specific cancers
to study its antiviral activity
to test its ability to regenerate this enzymatic activity both in vitro at the isolated MPO−H₂O₂−Cl- system and ex vivo in human polymorphonuclear leukocytes (PMNs)

Biochem/physiol Actions

This antioxidant is found in chocolate. (-)-Epicatechin is linked with cardiovascular effects. It is considered as a dependable standard due to its availability in cacao seeds and cocoa products. The halogenating activity of myeloperoxidase can be restored by (-)-epicatechin.