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E1753

Sigma-Aldrich

(−)-Epicatechin

≥90% (HPLC)

Sinônimo(s):

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

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Disponível para enviar em07 de abril de 2025Detalhes


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1 G
R$ 1.669,00
5 G
R$ 5.754,00

About This Item

Fórmula empírica (Notação de Hill):
C15H14O6
Número CAS:
Peso molecular:
290.27
Beilstein:
92760
Número CE:
Número MDL:
Código UNSPSC:
12352205
ID de substância PubChem:
NACRES:
NA.77

R$ 1.669,00


Disponível para enviar em07 de abril de 2025Detalhes


Solicite uma grande encomenda

Ensaio

≥90% (HPLC)

Formulário

powder

pf

240 °C (dec.) (lit.)

aplicação(ões)

metabolomics
vitamins, nutraceuticals, and natural products

cadeia de caracteres SMILES

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

chave InChI

PFTAWBLQPZVEMU-UKRRQHHQSA-N

Informações sobre genes

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Descrição geral

(−)-Epicatechin (EC) belongs to the group of flavanols and is abundantly present in cacao and cacao products.[1] The chemical structure of EC includes an oxygenated heterocycle with a 4-hydroxyl group linked with two aromatic rings.[1]

Aplicação

(−)-Epicatechin (EC) has been used:
  • as an antioxidant to downregulate nicotinamide adenine dinucleotide phosphate hydrogen (NADPH) oxidase and improve insulin sensitivity in in vivo (high fat-fed mice) and in vitro (HepG2 cells) studies[2]
  • to study its effect on blood pressure, nitric oxide synthase (NOS) activity and anxiety-like behavior on borderline hypertensive rat (BHR) models[3]
  • to test its effect on neuronal survival in the hippocampus of middle-aged rats on swimming training, under oxidative stress[4]
  • to study its antioxidant activity in dark chocolate[5]
  • as a characteristic compound in polyphenols analysis[6]

Ações bioquímicas/fisiológicas

Epicatechin enhances the skeletal muscle structure in heart failure patients and minimizes cardiometabolic risks. It can be used for treating sarcopenia. Epicatechin reduces myostatin and β-galactosidase and increases the level of markers of muscle growth.[7]

Pictogramas

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Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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S Abhijit et al.
Experimental gerontology, 101, 101-112 (2017-11-28)
The present study explored the effects of swimming training and grape seed proanthocyanidin extract (GSPE) on neuronal survival in the hippocampus (HC) of middle-aged rats along with oxidative stress (OS) parameters. Further, the bioavailability of the GSPE, catechin, epicatechin and
Joseph Shay et al.
Oxidative medicine and cellular longevity, 2015, 181260-181260 (2015-07-17)
With recent insight into the mechanisms involved in diseases, such as cardiovascular disease, cancer, stroke, neurodegenerative diseases, and diabetes, more efficient modes of treatment are now being assessed. Traditional medicine including the use of natural products is widely practiced around
Michal Kluknavsky et al.
Antioxidants (Basel, Switzerland), 9(2) (2020-01-26)
This study investigated the effects of (-)-epicatechin (Epi) in young male borderline hypertensive rats (BHR) during two weeks of treatment (Epi group, 100 mg/kg/day p.o.) and two weeks post treatment (PE group). Epi reduced blood pressure (BP), which persisted for
Effects of (-)-epicatechin on molecular modulators of skeletal muscle growth and differentiation
Gutierrez-Salmean G, et al.
The Journal of Nutritional Biochemistry, 25(1), 91-94 (2014)
Polyphenols, radical scavenger activity, short-chain organic acids and heavy metals of several plants extracts from ?Bucharest Delta?
Teodor ED, et al.
Chemical Papers, 69(12), 1582-1590 (2015)

Artigos

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.

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    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 answer
    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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