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[CAS NO. 1257-08-5] (-)-Epicatechin gallate

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Catalog:	HY-N0002
Brand:	MCE
CAS:	1257-08-5

Overview

MDL	MFCD00075936
Molecular Weight	442.37
Molecular Formula	C22H18O10
SMILES	O=C(O[C@H]1[C@@H](C2=CC=C(O)C(O)=C2)OC3=CC(O)=CC(O)=C3C1)C4=CC(O)=C(O)C(O)=C4

For research use only. We do not sell to patients.

3 Publications Citing Use of MCE

[1]Acta Pharm Sin B. 2021 Jan;11(1):143-155.
[2]Arch Biochem Biophys. 2022 Sep 6;109393.
[3]Acta Biochim Biophys Sin (Shanghai). 2021 Oct 30;gmab144.

Summary

(-)-Epicatechin gallate (Epicatechin gallate) inhibits cyclooxygenase-1 ( COX-1 ) with an IC ₅₀ of 7.5 μM.

IC50 & Target

COX-1

7.5 μM (IC ₅₀ )

In Vitro

(-)-Epicatechin gallate (Epicatechin gallate) exhibits >95% inhibitory activity at 70 μg/mL against cyclooxygenase-1 (COX-1) with an IC ₅₀ of 7.5 μM ^[1] .

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

(-)-Epicatechin gallate (Epicatechin gallate), a component of Rhei Rhizoma, is one of the active components of Onpi-to, a herbal medicine composed of five crude drugs (Rhei Rhizome, Glycyrrhizae Radix, Ginseng Radix, Zingiberis Rhizoma and Aconiti Tuber). Following intravenous injection of (-)-Epicatechin gallate (1.0 mg/kg) in rats, the plasma concentration vs. time curve is fitted in a three compartment model. Pharmacokinetic parameters for plasma Epicatechin gallate (ECG) are measured. ECG has a t _1/2α of 0.038 h, a t _1/2β of 0.291 h and a t _1/2γ of 4.033 h . The CL _tot of ECG is 4.19 L/h • kg. The Vd _ss is 12.39 L/kg ^[2] .

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Clinical Trial

NCT Number	Sponsor	Condition	Start Date	Phase
NCT03966976	Ramsay Générale de Santé\|Dr Alexis MECHULAN	Atrial Fibrillation	March 15, 2018	Phase 4
NCT05243537	Universitaire Ziekenhuizen KU Leuven\|St. Justine´s Hospital	Qt Interval\|Preterm Birth	November 1, 2022
NCT05479669	University Medical Center Groningen	Heart Failure, Diastolic	March 29, 2022
NCT04167033	Assistance Publique - Hôpitaux de Paris	Premature Ovarian Insufficiency	April 14, 2021	Not Applicable
NCT03070496	Hospices Civils de Lyon	STEMI - ST Elevation Myocardial Infarction	March 7, 2017	Not Applicable
NCT04493749	Withings	Atrial Fibrillation	December 20, 2019
NCT00006501	Columbia University\|National Heart, Lung, and Blood Institute (NHLBI)	Heart Diseases\|Ventricular Arrhythmia\|Ventricular Fibrillation\|Death, Sudden, Cardiac\|Heart Arrest	January 2003
NCT03660033	St. Justine´s Hospital	Neonatal Resuscitation\|Simulation	October 2018	Not Applicable
NCT05565781	Hospital Universitari Vall d´Hebron Research Institute	Paroxysmal Atrial Fibrillation\|Cryptogenic Stroke	March 28, 2022	Not Applicable
NCT04903977	OASIS Diagnostics S.A.\|National Center for Research and Development, Poland	Obstetric Anal Sphincter Injury\|Delivery Complication\|Obstetric Complication	May 18, 2021	Not Applicable
NCT04406948	MGC Pharmaceuticals d.o.o	Resistant Epilepsy, Drug\|Adolescent Epilepsy\|Children Epilepsy\|Children and Adolescents With Resistant Epilepsies	December 2022	Phase 2
NCT04464499	Withings	Atrial Fibrillation\|Arrhythmias, Cardiac\|Cardiovascular Diseases	July 6, 2020
NCT03762525	Rijnstate Hospital	Iliac Aneurysm\|Angiography\|AAA	October 5, 2016	Not Applicable
NCT04430582	Joslin Diabetes Center	Hypoglycemia\|Cognition	August 4, 2020
NCT03993886	ReThink Medical\|National Institutes of Health (NIH)\|National Heart, Lung, and Blood Institute (NHLBI)	Heart Failure\|Chronic Kidney Diseases	January 17, 2019	Not Applicable
NCT03482934	Assiut University	HTN\|Hypertrophy, Left Ventricular	October 1, 2019
NCT03541616	Population Health Research Institute\|Heart and Stroke Foundation of Canada\|Canadian Cardiovascular Society	Heart Failure\|Atrial Fibrillation	March 24, 2018
NCT05044208	Karl Landsteiner University of Health Sciences\|NÖ Landesgesundheitsagentur, legal entity of University Hospitals in Lower Austria\|Department of Internal Medicine, University Hospital Tulln, Alter Ziegelweg 10, 3430, Tulln, Austria\|Department of Neurology, University Hospital Tulln, Alter Ziegelweg 10, 3430, Tulln, Austria	Atrial Fibrillation\|Stroke, Ischemic\|Embolic Stroke of Undetermined Source\|TIA, Brain	January 1, 2021
NCT03723954	University Hospital Center of Martinique\|MicroPort Orthopedics Inc.\|Boston Pharmaceuticals\|Pfizer	Heart Rate	September 27, 2018
NCT05037162	MGC Pharmaceuticals d.o.o	Covid19\|Corona Virus Infection	October 2022	Phase 2
NCT02577861	Holostem Terapie Avanzate s.r.l.	Limbal Stem Cells Deficiency	October 2015	Phase 4
NCT05573633	Centre Hospitalier Universitaire, Amiens	Atrial Fibrillation\|Cardiac Surgery	October 6, 2022	Not Applicable
NCT03102216	Helen Joseph Hospital\|Abbott Point of Care\|University of Johannesburg\|Lodox Systems (Ltd)	Emergency Medicine\|Point-of-Care Testing	February 13, 2017	Not Applicable
NCT01593553	Karolinska University Hospital	Atrial Fibrillation\|Stroke	March 2012	Not Applicable
NCT03504020	Medtronic Cardiac Rhythm and Heart Failure	Heart Failure	July 13, 2018	Not Applicable
NCT03710902	Jukka Putaala\|Hospital District of Helsinki and Uusimaa	Ischemic Stroke\|Transient Ischemic Attack\|Atrial Fibrillation\|Hypertension\|Empowerment	October 17, 2018	Not Applicable
NCT01394965	Mayo Clinic\|University of Minnesota	Cardiac Arrhythmia	October 2013	Early Phase 1
NCT04582838	Institutul de Urgen?? pentru Boli Cardiovasculare Prof.Dr. C.C. Iliescu	Respiratory Failure	October 1, 2020
NCT02052765	Abbott Medical Devices	Brugada Syndrome	February 2011	Not Applicable
NCT04865900	Hillel Yaffe Medical Center	Perimyocarditis\|Covid19	March 9, 2021
NCT05322772	Sohag University	Convulsions	April 2022
NCT04444479	University Hospital Ostrava	Long-term Venous Access	June 10, 2020	Not Applicable
NCT02523534	Northwestern University\|National Heart, Lung, and Blood Institute (NHLBI)	Atrial Fibrillation	August 2015	Not Applicable
NCT03269838	Assiut University	ST Elevation Myocardial Infarction	July 2018
NCT04115553	Centre Hospitalier Universitaire, Amiens	Intracranial Hypertension	February 19, 2020	Not Applicable
NCT05002205	KU Leuven	Covid19	August 31, 2021
NCT00296751	Rambam Health Care Campus	Labor Pain	March 2006	Not Applicable
NCT03561805	Centre de Recherche de l´Institut Universitaire de Cardiologie et de Pneumologie de Quebec\|Institut universitaire de cardiologie et de pneumologie de Québec, University Laval	Aortic Valve Stenosis\|Arrythmia	June 1, 2017	Not Applicable
NCT03259659	Johns Hopkins University	Inflammatory Bowel Diseases	November 30, 2017
NCT00283361	Zealand Pharma\|Syneos Health	Heart Failure, Congestive	January 2006	Phase 2
NCT02743416	Karolinska University Hospital\|Roche Diagnostics	Atrial Fibrillation\|Stroke	April 2016
NCT03883490	University of Leicester	Aortic Stenosis	June 27, 2019
NCT00438035	University Hospital, Bordeaux	Pain\|Postoperative	February 2007	Not Applicable
NCT04328376	University Hospital, Bordeaux	Long QT Syndrome	August 28, 2020	Not Applicable
NCT02780128	Yael P Mosse\|Novartis Pharmaceuticals\|Foundation Medicine\|Children´s Hospital of Philadelphia	Neuroblastoma\|Cancer	July 2016	Phase 1
NCT03491423	Centre Hospitalier Universitaire Dijon	Coronary Artery Disease Without Heart Failure	June 4, 2018	Not Applicable
NCT03992157	Hopital Foch	Cerebral Infarction	December 27, 2018	Not Applicable
NCT03811795	Valley Health System	Atrial Fibrillation	November 27, 2018	Not Applicable
NCT04890886	Guy´s and St Thomas´ NHS Foundation Trust\|King´s College London	Diabetes Mellitus\|Intrahepatic Cholestasis of Pregnancy\|Metabolic Disease	June 1, 2021
NCT04138797	University Hospital, Bordeaux	Cardiac Electrophysiology\|Electrocardiogram	October 7, 2019	Not Applicable
NCT04316923	Katarzyna ?uczak-Wo?niak\|Medical University of Warsaw	Cardiomyopathies	March 1, 2020
NCT04930861	Code Pharma	Covid19	March 29, 2021	Phase 1
NCT05435638	Kamari Pharma Ltd	KPPP1\|Pachyonychia, Congenital	July 12, 2022	Phase 1
NCT04710745	Premedix Academy	Atrial Fibrillation	December 4, 2020
NCT03717207	University of Campania Luigi Vanvitelli	Syncope, Vasovagal	January 1, 2010
NCT04215250	Indonesia University	Depth of CVC Insertion	December 12, 2019	Not Applicable
NCT03150940	Duke University	Athletes Heart	May 8, 2017
NCT03740477	University of Oklahoma	Atrial Fibrillation	December 3, 2018	Not Applicable
NCT04802382	MGC Pharmaceuticals d.o.o	Corona Virus Infection\|Covid19\|SARS-CoV Infection	June 11, 2021	Phase 3
NCT02409589	Yuan Ling\|The Affiliated Nanjing Drum Tower Hospital of Nanjing University Medical School	Peripherally Inserted Central Catheter\|Intracavitary Electrocardiogram Guiding	March 2015	Not Applicable
NCT02204267	Charite University, Berlin, Germany\|Bayer Healthcare Pharmaceuticals, Inc.+Bayer Schering Pharma	Stroke\|Atrial Fibrillation	December 2014	Not Applicable
NCT04937621	University Hospital, Bordeaux	Arrhythmia\|SARS-CoV-2 Infection	June 2, 2020
NCT04316650	Assistance Publique - Hôpitaux de Paris	Paraphilia	November 2022	Not Applicable
NCT03855540	Premedix Academy	Atrial Fibrillation	April 11, 2018
NCT04583709	Pugazhendhi Vijayaraman\|Medtronic\|Geisinger Clinic	Bradycardia\|Heart Failure	January 13, 2021	Not Applicable
NCT04536870	Monash University\|National Health and Medical Research Council, Australia	Heart Failure\|Atrial Fibrillation\|Healthy Ageing\|Hypercholesterolemia	December 12, 2019	Not Applicable
NCT02270112	University Hospital, Basel, Switzerland	Atrial Fibrillation	June 2014
NCT04634136	University Medical Centre Ljubljana\|PharmaHemp\|University of Ljubljana, Faculty of Medicine	Children, Adult\|Spastic Cerebral Palsy\|Quality of Life\|Cannabis\|Physical Disability	October 15, 2020	Not Applicable
NCT04788732	University of Sao Paulo	Anesthesia Awareness	January 4, 2021
NCT02699944	Alan J. Bank, MD\|Medtronic\|Allina Health System	Heart Failure	November 2015	Not Applicable
NCT04367129	University Hospital of Ferrara	SARS-CoV Infection	April 14, 2020
NCT05388578	Leiden University Medical Center	Stroke	July 7, 2022
NCT04951401	Sohag University	Acute Coronary Syndrome	August 1, 2021
NCT01913561	HealthWatch Ltd.	Arrhythmia	September 2013	Not Applicable
NCT05116488	Assiut University	Brugada ECG Patterns	December 31, 2021
NCT01845909	University of Coimbra\|Centro Hospitalar e Universitário de Coimbra, E.P.E.\|Administração Regional de Saúde do Centro\|Medtronic	Sudden Cardiac Death\|Cardiomyopathies\|Channelopathies	February 2012
NCT03317249	Cambridge University Hospitals NHS Foundation Trust	Inappropriate Sinus Tachycardia\|Pregnancy Related	October 6, 2017
NCT04601415	Imperial College London	Heart Failure	February 1, 2021
NCT03898596	Stanford University	Pediatric ALL	August 25, 2020	Not Applicable
NCT04498494	Yuanli Lei\|Wenzhou Medical University	Myocarditis	January 1, 2019
NCT05615376	Murdoch Childrens Research Institute	Neoplasms\|Cardiac Arrhythmia	December 2022	Not Applicable
NCT01365325	Federico II University	Chronic Heart Failure	January 2009	Not Applicable
NCT03267199	Assiut University	STEMI - ST Elevation Myocardial Infarction	December 2020
NCT01409512	Rambam Health Care Campus	Overactive Bladder	September 2011
NCT04895540	Sheri Kashmir Institute of Medical Sciences\|Indian Heart Rhythm Society\|Sri Jayadeva Institute of Cardiovascular Sciences and Research\|University of Pennsylvania	Arrhythmogenic Right Ventricular Cardiomyopathy\|Arrhythmogenic Right Ventricular Dysplasia\|Arrhythmogenic Ventricular Cardiomyopathy\|Arrhythmogenic Cardiomyopathy\|Ventricular Tachycardia\|Sudden Cardiac Death	April 10, 2021
NCT03422770	Norwegian University of Science and Technology\|St. Olavs Hospital\|Oslo University Hospital	Aortic Valve Stenosis\|Myocardial Fibrosis	January 9, 2018	Not Applicable
NCT01917786	Senthil G. Krishna\|Nationwide Children´s Hospital	Surgery	July 2013
NCT02753348	Henning Bundgaard\|Copenhagen University Hospital at Herlev\|Copenhagen University Hospital, Hvidovre\|Rigshospitalet, Denmark	Congenital Heart Disease	April 2016
NCT05337371	Charite University, Berlin, Germany	Heart Arrest\|Arrhythmias, Cardiac\|Electrocardiography	June 1, 2022
NCT03801681	Medical University of Warsaw	Myocarditis\|Heart Failure\|Endomyocardial Biopsy\|Arrythmia\|Sudden Cardiac Death\|Biomarker\|Cardiomyopathy	November 1, 2018
NCT04409847	NHS Greater Glasgow and Clyde\|University of Glasgow	COVID\|Hypertension	June 1, 2020
NCT05465655	K2 Medical Ltd	Transcatheter Aortic Valve Replacement	August 15, 2022	Not Applicable
NCT03367104	Allina Health System	Heart Failure\|Cardiac Resynchronization Therapy	November 14, 2017

Appearance

Solid

Source

Plants
Theaceae
Camellia sinensis (L.) O. Ktze.

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, protect from light

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Solvent & Solubility

In Vitro:

DMSO : ≥ 30 mg/mL ( 67.82 mM )

* "≥" means soluble, but saturation unknown.

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	2.2606 mL	11.3028 mL	22.6055 mL
5 mM	0.4521 mL	2.2606 mL	4.5211 mL
10 mM	0.2261 mL	1.1303 mL	2.2606 mL

* Please refer to the solubility information to select the appropriate solvent.

In Vivo:

1.

Add each solvent one by one: 10% DMSO >> 40% PEG300 >> 5% Tween-80 >> 45% saline

Solubility: ≥ 2.17 mg/mL (4.91 mM); Clear solution
2.

Add each solvent one by one: 10% DMSO >> 90% (20% SBE-β-CD in saline)

Solubility: ≥ 2.17 mg/mL (4.91 mM); Clear solution
3.

Add each solvent one by one: 10% DMSO >> 90% corn oil

Solubility: ≥ 2.17 mg/mL (4.91 mM); Clear solution

* All of the co-solvents are available by MCE.

References

[1] Waffo-Téguo P, et al. Potential cancer-chemopreventive activities of wine stilbenoids and flavans extracted from grape (Vitis vinifera) cell cultures. Nutr Cancer. 2001;40(2):173-9.
[2] Takizawa Y, et al. Pharmacokinetics of (-)-epicatechin-3-O-gallate, an active component of Onpi-to, in rats. Biol Pharm Bull. 2003 May;26(5):608-12.

Synonyms

Benzoic acid, 3,4,5-trihydroxy-, (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester

Epicatechol, 3-gallate, (-)-

Benzoic acid, 3,4,5-trihydroxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester, (2R-cis)-

Epicatechol, gallate

Gallic acid, 3-ester with epicatechol, (-)-

(-)-Epicatechol gallate

(-)-Epicatechin 3-gallate

(-)-Epicatechin gallate

(-)-Epicatechin 3-O-gallate

3-O-Galloyl-(-)-epicatechin

3-Galloyl-(-)-epicatechin

L-Epicatechin gallate

3-O-Galloylepicatechin

epi-Catechin 3-O-gallate

(-)-epi-Catechin 3-O-gallate

Epicatechol 3-gallate

Epicatechin gallate

Epicatechin 3-O-gallate

L-ECG

ECG

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

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