(-)Epicatechin

Synonyms: L-Epicatechin, (-)-Epicatechol

(−)Epicatechin (L-Epicatechin, (-)-Epicatechol) is a flavonoid present in cocoa, green tea and red wine. It is a strong antioxidant, has insulin mimic action and improves heart health.

(-)Epicatechin Chemical Structure

(-)Epicatechin Chemical Structure

CAS No. 490-46-0

Purity & Quality Control

(-)Epicatechin Related Products

Biological Activity

Description (−)Epicatechin (L-Epicatechin, (-)-Epicatechol) is a flavonoid present in cocoa, green tea and red wine. It is a strong antioxidant, has insulin mimic action and improves heart health.
In vitro
In vitro

(-)-Epicatechin stimulates mitochondrial respiration and oxygen consumption in Panc-1 cells. Human normal fibroblasts are not affected. (-)-Epicatechin sensitizes Panc-1, U87, and MIA PaCa-2 cells with an average radiation enhancement factor (REF) of 1.7, 1.5, and 1.2, respectively. (-)-Epicatechin does not sensitize normal fibroblast cells to ionizing radiation with a REF of 0.9, suggesting cancer cell selectivity. (-)-Epicatechin enhances Chk2 phosphorylation and p21 induction when combined with radiation in cancer, but not normal cells[2].

Cell Research Cell lines Panc-1 cells
Concentrations 0-200 μM
Incubation Time 1 h
Method

Panc-1 cells are seeded into T-150 flasks and on the next day, cells are treated with different concentrations of (-)-epicatechin for 1 h, then harvested and solubilized in 10 mM HEPES (pH 7.4), 40 mM KCl, 1%Tween-20, 1 µM oligomycin, 1 mM PMSF,10 mM KF, 2 mM EGTA, and 1 mM Na3VO4. COX activity is measured in the presence of 20 mM ascorbate and 200 µM substrate cytochrome c from cow heart.

In Vivo
In vivo

Aging has deleterious effects on modulators of muscle growth/differentiation, the consumption of modest amounts of the flavanol (−)-epicatechin can partially reverse these changes. In mice, myostatin and senescence-associated β-galactosidase levels increase with aging, while those of follistatin and Myf5 decrease. (−)-Epicatechin decreases myostatin and β-galactosidase and increases levels of markers of muscle growth. In humans, myostatin and β-galactosidase increase with aging while follistatin, MyoD and myogenin decrease. Treatment for 7 days with (−)-epicatechin increases hand grip strength and the ratio of plasma follistatin/myostatin[1]. Low-dose (−)-epicatechin treatment resulted in significant increases in skeletal muscle capillarity, mitochondrial biogenesis, and oxidative enzyme activity, which corresponded to lower muscle fatigue and higher endurance capacity when compared to the placebo group. (−)-epicatechin may potentially regulate the protein expression between angiogenic and antiangiogenic factors, such as VEGF-A and TSP-1, respectively[3].

Animal Research Animal Models C57BL/6 male mice
Dosages 1 mg/kg BID
Administration by gavage
NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT06086145 Recruiting
Adults
University of California Davis|Mars Inc.
November 2 2023 --

Chemical Information & Solubility

Molecular Weight 290.27 Formula

C15H14O6

CAS No. 490-46-0 SDF Download (-)Epicatechin SDF
Smiles C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)O
Storage (From the date of receipt) 3 years -20°C powder (seal)

In vitro
Batch:

DMSO : 58 mg/mL ( (199.81 mM) Moisture-absorbing DMSO reduces solubility. Please use fresh DMSO.)

Water : Insoluble

Ethanol : Insoluble


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In vivo
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Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

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