[CAS NO. 490-46-0] (-)Epicatechin

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PRODUCTS SPECIFICATIONS [490-46-0]

Catalog

SLK-S4723

Brand

Selleck

CAS

490-46-0

DESCRIPTION [490-46-0]

Overview

MDL	MFCD00075648
Molecular Weight	290.27
Molecular Formula	C15H14O6
SMILES	O[C@H]1[C@H](OC=2C(C1)=C(O)C=C(O)C2)C3=CC(O)=C(O)C=C3

For research use only.

Storage

3 years,-20°C,powder
1 years,-80°C,in solvent

Shipping

Room temperature shipping(Stability testing shows this product can be shipped without any cooling measures.)

Preparing Stock Solutions

Concentration Volume Mass	1 mg	5 mg	10 mg
1 mM	3.4451 mL	17.2253 mL	34.4507 mL
5 mM	0.6890 mL	3.4451 mL	6.8901 mL
10 mM	0.3445 mL	1.7225 mL	3.4451 mL
50 mM	0.0689 mL	0.3445 mL	0.6890 mL

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., (−)Epicatechin (L-Epicatechin, (-)-Epicatechol)是一种类黄酮，在可可、绿茶、红酒中常见。具有强的抗氧化、胰岛素类似作用，能改善心脏健康。

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.

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. 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.

References

[1] Gutierrez-Salmean G, et al. J Nutr Biochem. 2014, 25(1):91-4.
[2] Elbaz HA, et al. PLoS One. 2014, 9(2):e88322.
[3] Hüttemann M, et al. FASEB J. 2012, 26(4):1413-22.

Synonyms

2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R,3R)-

Epicatechol, (-)-

2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R-cis)-

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

(-)-Epicatechin

(-)-Epicatechol

(-)-(2R:3R)-5,7,3′,4′-Tetrahydroxyflavan-3-ol

Epicatechin

epi-Catechol

l-Epicatechin

l-Epicatechol

Epicatechol

(2R,3R)-(-)-Epicatechin

epi-Catechin

l-Acacatechin

L-Epicatechin

NSC 81161

(-)-epi-Catechin