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(-)-Epicatechin

Catalog No. T2856 CAS 490-46-0

Synonyms: L-Epicatechin, Epicatechin, (-)-Epicatechol

(-)-Epicatechin (Epicatechin) is an inhibitor of cyclooxygenase-1 (COX-1), inhibiting the IL-1β-induced expression of iNOS by blocking the nuclear localization of the p65 subunit of NF-κB.

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(-)-Epicatechin, CAS 490-46-0

Pack Size	Availability	Price/USD
10 mg	In stock	$ 53.00
25 mg	In stock	$ 67.00
50 mg	In stock	$ 86.00
100 mg	In stock	$ 120.00
1 mL * 10 mM (in DMSO)	In stock	$ 59.00

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Purity: 98.55%

Purity: 98%

Biological Description

Chemical Properties

Storage & Solubility Information

Description	(-)-Epicatechin (Epicatechin) is an inhibitor of cyclooxygenase-1 (COX-1), inhibiting the IL-1β-induced expression of iNOS by blocking the nuclear localization of the p65 subunit of NF-κB.
Targets&IC50	COX-1:3.2 μM
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].
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].
Cell Research	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.(Only for Reference)
Source	Natural Products > Fabaceae > Acacia

Synonyms	L-Epicatechin, Epicatechin, (-)-Epicatechol
Molecular Weight	290.27
Formula	C15H14O6
CAS No.	490-46-0

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

Ethanol: < 1 mg/mL (insoluble or slightly soluble)

H2O: < 1 mg/mL (insoluble or slightly soluble)

DMSO: 54 mg/mL (186 mM)

References and Literature

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. 4. Jang S A, Hwang Y H, Kim T, et al. Anti-Osteoporotic and Anti-Adipogenic Effects of the Water Extract of Drynaria roosii Nakaike in Ovariectomized Mice Fed a High-Fat Diet[J]. Molecules. 2019, 24(17): 3051. 5. Shim K S, Hwang Y H, Jang S A, et al. Ethanol Extract of Amomum tsao-ko Ameliorates Ovariectomy-Induced Trabecular Loss and Fat Accumulation[J]. Molecules. 2021, 26(4): 784. 6. Shim K S, Hwang Y H, Jang S A, et al. . Water Extract of Lysimachia christinae Inhibits Trabecular Bone Loss and Fat Accumulation in Ovariectomized Mice[J]. Nutrients. 2020, 12(7): 1927.

Citations

1. Shim K S, Hwang Y H, Jang S A, et al. Water Extract of Lysimachia christinae Inhibits Trabecular Bone Loss and Fat Accumulation in Ovariectomized Mice. Nutrients. 2020, 12(7): 1927 2. Shim K S, Hwang Y H, Jang S A, et al. Ethanol Extract of Amomum tsao-ko Ameliorates Ovariectomy-Induced Trabecular Loss and Fat Accumulation. Molecules. 2021 Feb 3;26(4):784. doi: 10.3390/molecules26040784. 3. Jang S A, Hwang Y H, Kim T, et al. Anti-Osteoporotic and Anti-Adipogenic Effects of the Water Extract of Drynaria roosii Nakaike in Ovariectomized Mice Fed a High-Fat Diet. Molecules. 2019, 24(17): 3051

Related compound libraries

This product is contained In the following compound libraries：

Inhibitor Library Anti-Cancer Clinical Compound Library Antiparasitic Natural Product Library Drug Repurposing Compound Library Tobacco Monomer Library Anti-Cancer Drug Library Miao medicine Compound Library Marine Natural Product Library The Yao nationality medicine Library Chinese Pharmacopoeia Natural Product Library

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Keywords

(-)-Epicatechin 490-46-0 Apoptosis Immunology/Inflammation Metabolism Neuroscience COX Endogenous Metabolite Ferroptosis L-Epicatechin Epicatechin (-)-Epicatechol Epicatechol epi-Catechin Inhibitor inhibit ( ) Epicatechin Cyclooxygenase ()Epicatechin inhibitor

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