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E4018

Sigma-Aldrich

(−)-Epicatechin

≥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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101,00 €
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347,00 €

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Versandbereit am08. April 2025Details


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1 MG
101,00 €
5 MG
347,00 €

About This Item

Empirische Formel (Hill-System):
C15H14O6
CAS-Nummer:
Molekulargewicht:
290.27
Beilstein:
92760
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352205
PubChem Substanz-ID:
NACRES:
NA.77

101,00 €


Versandbereit am08. April 2025Details


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Biologische Quelle

green tea

Qualitätsniveau

Assay

≥98% (HPLC)

mp (Schmelzpunkt)

240 °C (dec.) (lit.)

Anwendung(en)

metabolomics
vitamins, nutraceuticals, and natural products

Lagertemp.

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

InChIKey

PFTAWBLQPZVEMU-UKRRQHHQSA-N

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Allgemeine Beschreibung

Epicatechin is a flavanol, that belongs to the class of secondary, polyphenolic plant metabolites.[1]

Anwendung

(-)-Epicatechin has been used:
  • to examine its biological effects in cell lines from human gender-specific cancers[2]
  • to study its antiviral activity[3]
  • 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)[4]

Biochem./physiol. Wirkung

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.[5] The halogenating activity of myeloperoxidase can be restored by (-)-epicatechin.[4]

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Die Dokumentenbibliothek aufrufen

Epicatechins purified from green tea (Camellia sinensis) differentially suppress growth of gender-dependent human cancer cell lines
Ravindranath M H, et al.
Evidence-Based Complementary and Alternative Medicine : ECAM, 3(2), 237-247 (2006)
Fluorescent detection of (-)-epicatechin in microsamples from cacao seeds and cocoa products: Comparison with Folin-Ciocalteu method
Ramirez-Sanchez I, et al.
Journal of Food Lipids, 23(8), 790-793 (2010)
Divergent antiviral effects of bioflavonoids on the hepatitis C virus life cycle
Khachatoorian R, et al.
Virology, 346-355 (2012)
(-)-Epicatechin mediates beneficial effects of flavanol-rich cocoa on vascular function in humans
Schroeter H, et al.
Proceedings of the National Academy of Sciences of the USA, 103(4), 1024-1029 (2006)
(-)-Epicatechin regenerates the chlorinating activity of myeloperoxidase in vitro and in neutrophil granulocytes
Flemmig J, et al.
Journal of Inorganic Biochemistry, 84-91 (2014)

Artikel

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 Antwort
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 Antwort
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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