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Identification
NameWarfarin
Accession NumberDB00682  (APRD00341)
TypeSmall Molecule
GroupsApproved
Description

Warfarin is an anticoagulant drug normally used to prevent blood clot formation as well as migration. Although originally marketed as a pesticide (d-Con, Rodex, among others), Warfarin has since become the most frequently prescribed oral anticoagulant in North America. Warfarin has several properties that should be noted when used medicinally, including its ability to cross the placental barrier during pregnancy which can result in fetal bleeding, spontaneous abortion, preterm birth, stillbirth, and neonatal death. Additional adverse effects such as necrosis, purple toe syndrome, osteoporosis, valve and artery calcification, and drug interactions have also been documented with warfarin use. Warfarin does not actually affect blood viscosity, rather, it inhibits vitamin-k dependent synthesis of biologically active forms of various clotting factors in addition to several regulatory factors.

Structure
Thumb
Synonyms
4-Hydroxy-3-(3-oxo-1-phenylbutyl)coumarin
Coumafene
Zoocoumarin
External Identifiers Not Available
Approved Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Coumadintablet7.5 mg/1oralAphena Pharma Solutions Tennessee, Inc.2009-01-01Not applicableUs
Coumadintablet5 mg/1oralAphena Pharma Solutions Tennessee, Inc.2009-01-01Not applicableUs
Coumadintablet5 mg/1oralA S Medication Solutions Llc2009-01-01Not applicableUs
Coumadintablet4 mg/1oralBristol Myers Squibb Pharma Company2009-01-01Not applicableUs
Coumadintablet5 mg/1oralPhysicians Total Care, Inc.2004-11-15Not applicableUs
Coumadintablet4 mg/1oralAphena Pharma Solutions Tennessee, Inc.2009-01-01Not applicableUs
Coumadinpowder for solution5 mgintravenousBristol Myers Squibb Canada1997-09-022006-05-29Canada
Coumadintablet5 mg/1oralA S Medication Solutions Llc2009-01-01Not applicableUs
Coumadintablet2.5 mg/1oralBristol Myers Squibb Pharma Company2009-01-01Not applicableUs
Coumadintablet2 mg/1oralCardinal Health2009-01-01Not applicableUs
Coumadintablet6 mg/1oralREMEDYREPACK INC.2013-03-04Not applicableUs
Coumadintablet1 mg/1oralAphena Pharma Solutions Tennessee, Inc.2009-01-01Not applicableUs
Coumadintablet4 mg/1oralCardinal Health2009-01-01Not applicableUs
Coumadintablet2 mg/1oralA S Medication Solutions Llc2009-01-01Not applicableUs
Coumadintablet10 mg/1oralBristol Myers Squibb Pharma Company2009-01-01Not applicableUs
Coumadintablet1 mg/1oralCardinal Health2009-01-01Not applicableUs
Coumadintablet2 mg/1oralREMEDYREPACK INC.2013-03-04Not applicableUs
Coumadintablet3 mg/1oralAphena Pharma Solutions Tennessee, Inc.2009-01-01Not applicableUs
Coumadintablet3 mg/1oralCardinal Health2009-01-01Not applicableUs
Coumadintablet2.5 mg/1oralREMEDYREPACK INC.2013-05-14Not applicableUs
Coumadintablet7.5 mg/1oralBristol Myers Squibb Pharma Company2009-01-01Not applicableUs
Coumadintablet6 mg/1oralPhysicians Total Care, Inc.2005-03-23Not applicableUs
Coumadintablet5 mg/1oralREMEDYREPACK INC.2013-02-26Not applicableUs
Coumadintablet10 mg/1oralAphena Pharma Solutions Tennessee, Inc.2009-01-01Not applicableUs
Coumadintablet10 mg/1oralCardinal Health2009-01-01Not applicableUs
Coumadintablet5 mg/1oralREMEDYREPACK INC.2013-05-14Not applicableUs
Coumadintablet5 mg/1oralBristol Myers Squibb Pharma Company2009-01-01Not applicableUs
Coumadintablet4 mg/1oralPhysicians Total Care, Inc.2000-11-21Not applicableUs
Coumadintablet10 mg/1oralREMEDYREPACK INC.2013-04-01Not applicableUs
Coumadininjection, powder, lyophilized, for solution2 mg/mLintravenousBristol Myers Squibb Holdings Pharma, Ltd. Liability Company2009-01-01Not applicableUs
Coumadintablet7.5 mg/1oralCardinal Health2009-01-01Not applicableUs
Coumadintablet2 mg/1oralREMEDYREPACK INC.2013-03-27Not applicableUs
Coumadintablet2 mg/1oralBristol Myers Squibb Pharma Company2009-01-01Not applicableUs
Coumadintablet7.5 mg/1oralPhysicians Total Care, Inc.1995-07-31Not applicableUs
Coumadintablet2 mg/1oralAphena Pharma Solutions Tennessee, Inc.2009-01-01Not applicableUs
Coumadintablet7.5 mg/1oralREMEDYREPACK INC.2013-04-01Not applicableUs
Coumadintablet6 mg/1oralBristol Myers Squibb Pharma Company2009-01-01Not applicableUs
Coumadintablet5 mg/1oralCardinal Health2009-01-01Not applicableUs
Coumadintablet10 mg/1oralREMEDYREPACK INC.2013-04-03Not applicableUs
Coumadintablet2.5 mg/1oralLake Erie Medical & Surgical Supply DBA Quality Care Products LLC2012-03-26Not applicableUs
Coumadintablet6 mg/1oralAphena Pharma Solutions Tennessee, Inc.2009-01-01Not applicableUs
Coumadintablet1 mg/1oralA S Medication Solutions Llc2009-01-01Not applicableUs
Coumadintablet1 mg/1oralBristol Myers Squibb Pharma Company2009-01-01Not applicableUs
Coumadintablet1 mg/1oralPhysicians Total Care, Inc.2004-09-27Not applicableUs
Coumadintablet2.5 mg/1oralAphena Pharma Solutions Tennessee, Inc.2009-01-01Not applicableUs
Coumadintablet3 mg/1oralREMEDYREPACK INC.2013-02-28Not applicableUs
Coumadintablet1 mg/1oralREMEDYREPACK INC.2013-03-01Not applicableUs
Coumadintablet3 mg/1oralBristol Myers Squibb Pharma Company2009-01-01Not applicableUs
Coumadintablet2.5 mg/1oralCardinal Health2009-01-01Not applicableUs
Coumadin Tab 10mgtablet10 mgoralBristol Myers Squibb Canada1957-12-31Not applicableCanada
Coumadin Tab 1mgtablet1 mgoralBristol Myers Squibb Canada1957-12-31Not applicableCanada
Coumadin Tab 2.5mgtablet2.5 mgoralBristol Myers Squibb Canada1992-12-31Not applicableCanada
Coumadin Tab 2mgtablet2 mgoralBristol Myers Squibb Canada1993-12-31Not applicableCanada
Coumadin Tab 3mgtablet3 mgoralBristol Myers Squibb Canada1999-08-25Not applicableCanada
Coumadin Tab 4mgtablet4 mgoralBristol Myers Squibb Canada1992-12-31Not applicableCanada
Coumadin Tab 5mgtablet5 mgoralBristol Myers Squibb Canada1957-12-31Not applicableCanada
Coumadin Tab 6 mgtablet6 mgoralBristol Myers Squibb Canada2000-09-29Not applicableCanada
Mylan-warfarintablet7.5 mgoralMylan Pharmaceuticals Ulc2006-10-21Not applicableCanada
Mylan-warfarintablet2 mgoralMylan Pharmaceuticals Ulc2001-12-18Not applicableCanada
Mylan-warfarintablet6 mgoralMylan Pharmaceuticals Ulc2006-10-21Not applicableCanada
Mylan-warfarintablet1 mgoralMylan Pharmaceuticals Ulc2001-12-18Not applicableCanada
Mylan-warfarintablet3 mgoralMylan Pharmaceuticals Ulc2006-10-21Not applicableCanada
Mylan-warfarintablet10 mgoralMylan Pharmaceuticals Ulc2001-12-18Not applicableCanada
Mylan-warfarintablet5 mgoralMylan Pharmaceuticals Ulc2001-12-18Not applicableCanada
Mylan-warfarintablet4 mgoralMylan Pharmaceuticals Ulc2001-12-18Not applicableCanada
Mylan-warfarintablet2.5 mgoralMylan Pharmaceuticals Ulc2001-12-18Not applicableCanada
Novo-warfarintablet4 mgoralNovopharm Limited2005-02-232015-10-26Canada
Novo-warfarintablet3 mgoralNovopharm Limited2005-02-232015-10-26Canada
Novo-warfarintablet2.5 mgoralNovopharm Limited2005-02-232015-10-26Canada
Novo-warfarintablet10 mgoralNovopharm LimitedNot applicableNot applicableCanada
Novo-warfarintablet2 mgoralNovopharm Limited2005-02-232015-10-26Canada
Novo-warfarintablet7.5 mgoralNovopharm LimitedNot applicableNot applicableCanada
Novo-warfarintablet1 mgoralNovopharm Limited2005-02-232015-10-26Canada
Novo-warfarintablet6 mgoralNovopharm LimitedNot applicableNot applicableCanada
Novo-warfarintablet5 mgoralNovopharm Limited2005-02-232015-10-26Canada
Nu-warfarintablet3.0 mgoralNu Pharm IncNot applicableNot applicableCanada
Nu-warfarintablet5.0 mgoralNu Pharm IncNot applicableNot applicableCanada
Nu-warfarintablet2.5 mgoralNu Pharm IncNot applicableNot applicableCanada
Nu-warfarintablet2 mgoralNu Pharm IncNot applicableNot applicableCanada
Nu-warfarintablet1 mgoralNu Pharm IncNot applicableNot applicableCanada
Nu-warfarintablet4.0 mgoralNu Pharm IncNot applicableNot applicableCanada
Nu-warfarintablet10.0 mgoralNu Pharm IncNot applicableNot applicableCanada
Taro-warfarintablet2.5 mgoralTaro Pharmaceuticals Inc2000-08-09Not applicableCanada
Taro-warfarintablet4 mgoralTaro Pharmaceuticals Inc2000-08-09Not applicableCanada
Taro-warfarintablet2 mgoralTaro Pharmaceuticals Inc2000-08-09Not applicableCanada
Taro-warfarintablet1 mgoralTaro Pharmaceuticals Inc2000-08-09Not applicableCanada
Taro-warfarintablet7.5 mgoralTaro Pharmaceuticals Inc2000-08-09Not applicableCanada
Taro-warfarintablet10 mgoralTaro Pharmaceuticals Inc2000-08-09Not applicableCanada
Taro-warfarintablet6 mgoralTaro Pharmaceuticals Inc2000-08-09Not applicableCanada
Taro-warfarintablet3 mgoralTaro Pharmaceuticals Inc2000-08-09Not applicableCanada
Taro-warfarintablet5 mgoralTaro Pharmaceuticals Inc2000-08-09Not applicableCanada
Warfarintablet5 mgoralSanis Health Inc2010-02-252014-08-01Canada
Warfarintablet4 mgoralSanis Health Inc2010-03-222014-08-01Canada
Warfarintablet3 mgoralSanis Health Inc2010-02-252014-08-01Canada
Warfarintablet2.5 mgoralSanis Health Inc2010-02-252014-08-01Canada
Warfarintablet10 mgoralSanis Health Inc2010-02-252014-08-01Canada
Warfarintablet2 mgoralSanis Health Inc2010-02-252014-08-01Canada
Warfarintablet7.5 mgoralSanis Health Inc2010-02-252014-08-01Canada
Warfarintablet1 mgoralSanis Health Inc2010-02-252014-08-01Canada
Warfarintablet6 mgoralSanis Health Inc2010-02-252014-08-01Canada
Warfilone Tab 5mgtablet5 mgoralMerck Frosst Canada & Cie, Merck Frosst Canada & Co.1963-12-312000-08-03Canada
Approved Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Apo-warfarintablet5 mgoralApotex Inc2000-10-16Not applicableCanada
Apo-warfarintablet4 mgoralApotex Inc2000-10-16Not applicableCanada
Apo-warfarintablet2.5 mgoralApotex Inc2000-10-16Not applicableCanada
Apo-warfarintablet2 mgoralApotex Inc2000-10-16Not applicableCanada
Apo-warfarintablet1 mgoralApotex Inc2000-10-16Not applicableCanada
Apo-warfarintablet3 mgoralApotex Inc2002-04-23Not applicableCanada
Apo-warfarintablet10 mgoralApotex Inc2000-10-16Not applicableCanada
Jantoventablet10 mg/1oralREMEDYREPACK INC.2013-03-272016-04-05Us
Jantoventablet6 mg/1oralUpsher Smith Laboratories, Inc.2010-02-23Not applicableUs
Jantoventablet7.5 mg/1oralREMEDYREPACK INC.2013-05-162016-04-05Us
Jantoventablet10 mg/1oralUpsher Smith Laboratories, Inc.2010-02-23Not applicableUs
Jantoventablet7.5 mg/1oralCardinal Health2010-02-23Not applicableUs
Jantoventablet5 mg/1oralUpsher Smith Laboratories, Inc.2010-02-23Not applicableUs
Jantoventablet6 mg/1oralREMEDYREPACK INC.2013-05-222016-04-05Us
Jantoventablet10 mg/1oralREMEDYREPACK INC.2011-12-07Not applicableUs
Jantoventablet5 mg/1oralCardinal Health2010-02-23Not applicableUs
Jantoventablet4 mg/1oralUpsher Smith Laboratories, Inc.2010-02-23Not applicableUs
Jantoventablet4 mg/1oralREMEDYREPACK INC.2013-05-172016-04-05Us
Jantoventablet2.5 mg/1oralCardinal Health2010-02-23Not applicableUs
Jantoventablet3 mg/1oralUpsher Smith Laboratories, Inc.2010-02-23Not applicableUs
Jantoventablet3 mg/1oralREMEDYREPACK INC.2013-05-172016-04-05Us
Jantoventablet6 mg/1oralREMEDYREPACK INC.2013-05-292016-04-05Us
Jantoventablet2 mg/1oralCardinal Health2010-02-23Not applicableUs
Jantoventablet2.5 mg/1oralUpsher Smith Laboratories, Inc.2010-02-23Not applicableUs
Jantoventablet2 mg/1oralREMEDYREPACK INC.2013-05-172016-04-05Us
Jantoventablet5 mg/1oralREMEDYREPACK INC.2013-05-282016-04-05Us
Jantoventablet2 mg/1oralUpsher Smith Laboratories, Inc.2010-02-23Not applicableUs
Jantoventablet7.5 mg/1oralUpsher Smith Laboratories, Inc.2010-02-23Not applicableUs
Jantoventablet1 mg/1oralREMEDYREPACK INC.2013-05-172016-04-05Us
Jantoventablet1 mg/1oralUpsher Smith Laboratories, Inc.2010-02-23Not applicableUs
Jantoventablet4 mg/1oralREMEDYREPACK INC.2013-05-242016-04-05Us
Warfarin Sodiumtablet7.5 mg/1oralClinical Solutions Wholesale, Llc2015-03-16Not applicableUs
Warfarin Sodiumtablet3 mg/1oralGolden State Medical Supply, Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralbryant ranch prepack2006-06-19Not applicableUs
Warfarin Sodiumtablet5 mg/1oralAmneal Pharmaceuticals, LLC2010-08-16Not applicableUs
Warfarin Sodiumtablet1 mg/1oralZydus Pharmaceuticals (USA) Inc.2006-06-19Not applicableUs
Warfarin Sodiumtablet6 mg/1oralExelan Pharmaceuticals Inc.2015-04-08Not applicableUs
Warfarin Sodiumtablet1 mg/1oralPd Rx Pharmaceuticals, Inc.2015-03-16Not applicableUs
Warfarin Sodiumtablet1 mg/1oralLake Erie Medical DBA Quality Care Products LLC2006-05-30Not applicableUs
Warfarin Sodiumtablet1 mg/1oralBarr Laboratories Inc.1997-07-25Not applicableUs
Warfarin Sodiumtablet10 mg/1oralREMEDYREPACK INC.2013-05-132016-04-05Us
Warfarin Sodiumtablet2 mg/1oralREMEDYREPACK INC.2014-04-15Not applicableUs
Warfarin Sodiumtablet3 mg/1oralPhysicians Total Care, Inc.2003-08-06Not applicableUs
Warfarin Sodiumtablet1 mg/1oralPd Rx Pharmaceuticals, Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralREMEDYREPACK INC.2011-04-07Not applicableUs
Warfarin Sodiumtablet6 mg/1oralREMEDYREPACK INC.2011-12-19Not applicableUs
Warfarin Sodiumtablet6 mg/1oralMed Health Pharma, LLC2011-02-09Not applicableUs
Warfarin Sodiumtablet2 mg/1oralCamber Pharmaceuticals2011-11-01Not applicableUs
Warfarin Sodiumtablet1 mg/1oralTeva Pharmaceuticals USA Inc2015-03-16Not applicableUs
Warfarin Sodiumtablet10 mg/1oralMed Health Pharma, LLC2011-02-09Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralAidarex Pharmaceuticals LLC2010-08-16Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralPhysicians Total Care, Inc.2003-10-21Not applicableUs
Warfarin Sodiumtablet2 mg/1oralSTAT Rx USA LLC2011-11-04Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralREMEDYREPACK INC.2011-09-28Not applicableUs
Warfarin Sodiumtablet4 mg/1oralLake Erie Medical DBA Quality Care Products LLC2015-03-10Not applicableUs
Warfarin Sodiumtablet5 mg/1oralBarr Laboratories Inc.1997-07-25Not applicableUs
Warfarin Sodiumtablet6 mg/1oralLake Erie Medical DBA Quality Care Products LLC2013-05-22Not applicableUs
Warfarin Sodiumtablet5 mg/1oralClinical Solutions Wholesale1999-07-15Not applicableUs
Warfarin Sodiumtablet5 mg/1oralGolden State Medical Supply, Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet2 mg/1oralbryant ranch prepack2010-03-29Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralAmneal Pharmaceuticals, LLC2010-08-16Not applicableUs
Warfarin Sodiumtablet3 mg/1oralZydus Pharmaceuticals (USA) Inc.2006-06-19Not applicableUs
Warfarin Sodiumtablet10 mg/1oralExelan Pharmaceuticals Inc.2015-04-08Not applicableUs
Warfarin Sodiumtablet6 mg/1oralREMEDYREPACK INC.2016-02-12Not applicableUs
Warfarin Sodiumtablet3 mg/1oralRebel Distributors Corp2006-05-30Not applicableUs
Warfarin Sodiumtablet5 mg/1oralCitron Pharma LLC2011-11-01Not applicableUs
Warfarin Sodiumtablet5 mg/1oralClinical Solutions Wholesale1999-07-15Not applicableUs
Warfarin Sodiumtablet4 mg/1oralSt Marys Medical Park Pharmacy2013-08-15Not applicableUs
Warfarin Sodiumtablet5 mg/1oralTYA Pharmaceuticals2006-06-19Not applicableUs
Warfarin Sodiumtablet5 mg/1oralCadila Healthcare Limited2006-06-19Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralZydus Pharmaceuticals (USA) Inc.2006-06-19Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralCamber Pharmaceuticals2011-11-01Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralTeva Pharmaceuticals USA Inc2015-03-16Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralTaro Pharmaceuticals U.S.A., Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet6 mg/1oralREMEDYREPACK INC.2013-05-22Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralState of Florida DOH Central Pharmacy2009-07-01Not applicableUs
Warfarin Sodiumtablet5 mg/1oralCardinal Health2010-03-292016-02-25Us
Warfarin Sodiumtablet3 mg/1oralAphena Pharma Solutions Tennessee, Llc1999-07-15Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralREMEDYREPACK INC.2011-05-23Not applicableUs
Warfarin Sodiumtablet2 mg/1oralUnit Dose Services2006-06-19Not applicableUs
Warfarin Sodiumtablet6 mg/1oralBarr Laboratories Inc.1998-11-16Not applicableUs
Warfarin Sodiumtablet2 mg/1oralREMEDYREPACK INC.2011-03-09Not applicableUs
Warfarin Sodiumtablet6 mg/1oralClinical Solutions Wholesale, Llc2015-03-16Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralGolden State Medical Supply, Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet5 mg/1oralbryant ranch prepack1999-07-15Not applicableUs
Warfarin Sodiumtablet4 mg/1oralAmneal Pharmaceuticals, LLC2010-08-16Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralAmerican Health Packaging2012-04-02Not applicableUs
Warfarin Sodiumtablet5 mg/1oralExelan Pharmaceuticals Inc.2015-04-08Not applicableUs
Warfarin Sodiumtablet5 mg/1oralPd Rx Pharmaceuticals, Inc.2015-04-07Not applicableUs
Warfarin Sodiumtablet2 mg/1oralLake Erie Medical DBA Quality Care Products LLC2006-05-30Not applicableUs
Warfarin Sodiumtablet1 mg/1oralKAISER FOUNDATION HOSPITALS2015-12-04Not applicableUs
Warfarin Sodiumtablet10 mg/1oralTaro Pharmaceuticals U.S.A., Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet10 mg/1oralREMEDYREPACK INC.2014-04-14Not applicableUs
Warfarin Sodiumtablet2 mg/1oralPhysicians Total Care, Inc.2000-11-15Not applicableUs
Warfarin Sodiumtablet3 mg/1oralREMEDYREPACK INC.2010-10-20Not applicableUs
Warfarin Sodiumtablet3 mg/1oralREMEDYREPACK INC.2011-12-02Not applicableUs
Warfarin Sodiumtablet5 mg/1oralMed Health Pharma, LLC2011-02-09Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralRebel Distributors Corp2006-05-30Not applicableUs
Warfarin Sodiumtablet4 mg/1oralCitron Pharma LLC2011-11-01Not applicableUs
Warfarin Sodiumtablet5 mg/1oralClinical Solutions Wholesale1999-07-15Not applicableUs
Warfarin Sodiumtablet3 mg/1oralSt Marys Medical Park Pharmacy2013-08-15Not applicableUs
Warfarin Sodiumtablet5 mg/1oralReady Meds1999-07-15Not applicableUs
Warfarin Sodiumtablet4 mg/1oralCadila Healthcare Limited2006-06-19Not applicableUs
Warfarin Sodiumtablet10 mg/1oralZydus Pharmaceuticals (USA) Inc.2006-06-19Not applicableUs
Warfarin Sodiumtablet6 mg/1oralCamber Pharmaceuticals2011-11-01Not applicableUs
Warfarin Sodiumtablet6 mg/1oralTeva Pharmaceuticals USA Inc2015-03-16Not applicableUs
Warfarin Sodiumtablet2 mg/1oralTaro Pharmaceuticals U.S.A., Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet10 mg/1oralState of Florida DOH Central Pharmacy2009-07-01Not applicableUs
Warfarin Sodiumtablet4 mg/1oralCardinal Health2010-03-292016-02-25Us
Warfarin Sodiumtablet5 mg/1oralAphena Pharma Solutions Tennessee, Llc1999-07-15Not applicableUs
Warfarin Sodiumtablet1 mg/1oralUnit Dose Services2006-06-19Not applicableUs
Warfarin Sodiumtablet3 mg/1oralBarr Laboratories Inc.1998-11-12Not applicableUs
Warfarin Sodiumtablet1 mg/1oralREMEDYREPACK INC.2013-03-272016-04-05Us
Warfarin Sodiumtablet5 mg/1oralClinical Solutions Wholesale, Llc2015-03-16Not applicableUs
Warfarin Sodiumtablet2 mg/1oralGolden State Medical Supply, Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet5 mg/1oralAmerican Health Packaging2012-04-02Not applicableUs
Warfarin Sodiumtablet3 mg/1oralAmneal Pharmaceuticals, LLC2010-08-16Not applicableUs
Warfarin Sodiumtablet2 mg/1oralAphena Pharma Solutions Tennessee, Llc1999-07-15Not applicableUs
Warfarin Sodiumtablet4 mg/1oralExelan Pharmaceuticals Inc.2015-04-08Not applicableUs
Warfarin Sodiumtablet1 mg/1oralREMEDYREPACK INC.2016-01-28Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralLake Erie Medical DBA Quality Care Products LLC2006-05-30Not applicableUs
Warfarin Sodiumtablet10 mg/1oralKAISER FOUNDATION HOSPITALS2015-12-04Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralTaro Pharmaceuticals U.S.A., Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralREMEDYREPACK INC.2014-04-14Not applicableUs
Warfarin Sodiumtablet4 mg/1oralPhysicians Total Care, Inc.2000-11-15Not applicableUs
Warfarin Sodiumtablet6 mg/1oralAphena Pharma Solutions Tennessee, Llc1999-07-15Not applicableUs
Warfarin Sodiumtablet6 mg/1oralREMEDYREPACK INC.2011-11-30Not applicableUs
Warfarin Sodiumtablet4 mg/1oralMed Health Pharma, LLC2011-02-09Not applicableUs
Warfarin Sodiumtablet2 mg/1oralRebel Distributors Corp2006-05-30Not applicableUs
Warfarin Sodiumtablet3 mg/1oralCitron Pharma LLC2011-11-01Not applicableUs
Warfarin Sodiumtablet5 mg/1oralClinical Solutions Wholesale1999-07-15Not applicableUs
Warfarin Sodiumtablet2 mg/1oralSt Marys Medical Park Pharmacy2013-08-15Not applicableUs
Warfarin Sodiumtablet3 mg/1oralbryant ranch prepack2006-06-19Not applicableUs
Warfarin Sodiumtablet3 mg/1oralCadila Healthcare Limited2006-06-19Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralZydus Pharmaceuticals (USA) Inc.2006-06-19Not applicableUs
Warfarin Sodiumtablet5 mg/1oralCamber Pharmaceuticals2011-11-01Not applicableUs
Warfarin Sodiumtablet4 mg/1oralTeva Pharmaceuticals USA Inc2015-03-16Not applicableUs
Warfarin Sodiumtablet1 mg/1oralTaro Pharmaceuticals U.S.A., Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet1 mg/1oralState of Florida DOH Central Pharmacy2009-07-01Not applicableUs
Warfarin Sodiumtablet3 mg/1oralCardinal Health2010-03-292016-02-25Us
Warfarin Sodiumtablet4 mg/1oralAphena Pharma Solutions Tennessee, Llc1999-07-15Not applicableUs
Warfarin Sodiumtablet1 mg/1oralREMEDYREPACK INC.2011-12-06Not applicableUs
Warfarin Sodiumtablet5 mg/1oralUnit Dose Services2006-06-19Not applicableUs
Warfarin Sodiumtablet4 mg/1oralBarr Laboratories Inc.1997-07-25Not applicableUs
Warfarin Sodiumtablet4 mg/1oralClinical Solutions Wholesale, Llc2015-03-16Not applicableUs
Warfarin Sodiumtablet1 mg/1oralGolden State Medical Supply, Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet2 mg/1oralAmerican Health Packaging2012-04-02Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralAmneal Pharmaceuticals, LLC2010-08-16Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralCadila Healthcare Limited2006-06-19Not applicableUs
Warfarin Sodiumtablet3 mg/1oralExelan Pharmaceuticals Inc.2015-04-08Not applicableUs
Warfarin Sodiumtablet3 mg/1oralREMEDYREPACK INC.2016-01-28Not applicableUs
Warfarin Sodiumtablet5 mg/1oralAidarex Pharmaceuticals LLC1999-07-15Not applicableUs
Warfarin Sodiumtablet4 mg/1oralKAISER FOUNDATION HOSPITALS2015-12-04Not applicableUs
Warfarin Sodiumtablet6 mg/1oralTaro Pharmaceuticals U.S.A., Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet4 mg/1oralREMEDYREPACK INC.2013-05-292016-04-05Us
Warfarin Sodiumtablet2.5 mg/1oralPhysicians Total Care, Inc.2000-11-14Not applicableUs
Warfarin Sodiumtablet1 mg/1oralAphena Pharma Solutions Tennessee, Llc1999-07-15Not applicableUs
Warfarin Sodiumtablet10 mg/1oralREMEDYREPACK INC.2011-11-15Not applicableUs
Warfarin Sodiumtablet3 mg/1oralMed Health Pharma, LLC2011-02-09Not applicableUs
Warfarin Sodiumtablet10 mg/1oralRebel Distributors Corp2006-05-30Not applicableUs
Warfarin Sodiumtablet1 mg/1oralRebel Distributors Corp2006-05-30Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralCitron Pharma LLC2011-11-01Not applicableUs
Warfarin Sodiumtablet5 mg/1oralClinical Solutions Wholesale1999-07-15Not applicableUs
Warfarin Sodiumtablet10 mg/1oralGolden State Medical Supply, Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet4 mg/1oralbryant ranch prepack1997-07-25Not applicableUs
Warfarin Sodiumtablet2 mg/1oralCadila Healthcare Limited2006-06-19Not applicableUs
Warfarin Sodiumtablet6 mg/1oralZydus Pharmaceuticals (USA) Inc.2006-06-19Not applicableUs
Warfarin Sodiumtablet5 mg/1oralProficient Rx LP2015-04-07Not applicableUs
Warfarin Sodiumtablet4 mg/1oralCamber Pharmaceuticals2011-11-01Not applicableUs
Warfarin Sodiumtablet3 mg/1oralTeva Pharmaceuticals USA Inc2015-03-16Not applicableUs
Warfarin Sodiumtablet5 mg/1oralNorthwind Pharmaceuticals, LLC2015-03-10Not applicableUs
Warfarin Sodiumtablet5 mg/1oralState of Florida DOH Central Pharmacy2009-07-01Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralCardinal Health2010-03-292016-02-25Us
Warfarin Sodiumtablet1 mg/1oralPd Rx Pharmaceuticals, Inc.1997-07-25Not applicableUs
Warfarin Sodiumtablet5 mg/1oralREMEDYREPACK INC.2011-11-03Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralUnit Dose Services2006-06-19Not applicableUs
Warfarin Sodiumtablet2 mg/1oralBarr Laboratories Inc.1997-07-25Not applicableUs
Warfarin Sodiumtablet10 mg/1oralCitron Pharma LLC2011-11-01Not applicableUs
Warfarin Sodiumtablet5 mg/1oralNew Horizon Rx Group, LLC2013-08-25Not applicableUs
Warfarin Sodiumtablet5 mg/1oralDIRECT RX2015-01-01Not applicableUs
Warfarin Sodiumtablet2 mg/1oralAmneal Pharmaceuticals, LLC2010-08-16Not applicableUs
Warfarin Sodiumtablet10 mg/1oralCadila Healthcare Limited2006-06-19Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralExelan Pharmaceuticals Inc.2015-04-08Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralREMEDYREPACK INC.2016-01-27Not applicableUs
Warfarin Sodiumtablet2 mg/1oralAidarex Pharmaceuticals LLC1999-07-15Not applicableUs
Warfarin Sodiumtablet3 mg/1oralKAISER FOUNDATION HOSPITALS2015-12-04Not applicableUs
Warfarin Sodiumtablet5 mg/1oralTaro Pharmaceuticals U.S.A., Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet1 mg/1oralPhysicians Total Care, Inc.2000-11-15Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralAphena Pharma Solutions Tennessee, Llc1999-07-15Not applicableUs
Warfarin Sodiumtablet10 mg/1oralREMEDYREPACK INC.2011-10-19Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralMed Health Pharma, LLC2011-02-09Not applicableUs
Warfarin Sodiumtablet10 mg/1oralRebel Distributors Corp2006-05-30Not applicableUs
Warfarin Sodiumtablet2 mg/1oralCitron Pharma LLC2011-11-01Not applicableUs
Warfarin Sodiumtablet5 mg/1oralClinical Solutions Wholesale1999-07-15Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralGolden State Medical Supply, Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet10 mg/1oralbryant ranch prepack1999-07-15Not applicableUs
Warfarin Sodiumtablet1 mg/1oralCadila Healthcare Limited2006-06-19Not applicableUs
Warfarin Sodiumtablet5 mg/1oralZydus Pharmaceuticals (USA) Inc.2006-06-19Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralREMEDYREPACK INC.2016-03-11Not applicableUs
Warfarin Sodiumtablet3 mg/1oralCamber Pharmaceuticals2011-11-01Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralTeva Pharmaceuticals USA Inc2015-03-16Not applicableUs
Warfarin Sodiumtablet4 mg/1oralNorthwind Pharmaceuticals, LLC2015-03-10Not applicableUs
Warfarin Sodiumtablet2 mg/1oralState of Florida DOH Central Pharmacy2009-07-01Not applicableUs
Warfarin Sodiumtablet2 mg/1oralCardinal Health2010-03-292016-02-25Us
Warfarin Sodiumtablet4 mg/1oralPd Rx Pharmaceuticals, Inc.2010-03-29Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralREMEDYREPACK INC.2011-10-03Not applicableUs
Warfarin Sodiumtablet4 mg/1oralUnit Dose Services2006-06-19Not applicableUs
Warfarin Sodiumtablet10 mg/1oralBarr Laboratories Inc.1997-07-25Not applicableUs
Warfarin Sodiumtablet5 mg/1oralSTAT Rx USA LLC1999-07-15Not applicableUs
Warfarin Sodiumtablet1 mg/1oralAidarex Pharmaceuticals LLC1999-07-15Not applicableUs
Warfarin Sodiumtablet5 mg/1oralTeva Pharmaceuticals USA Inc2015-03-16Not applicableUs
Warfarin Sodiumtablet4 mg/1oralTaro Pharmaceuticals U.S.A., Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet5 mg/1oralPhysicians Total Care, Inc.2000-10-09Not applicableUs
Warfarin Sodiumtablet6 mg/1oralCardinal Health2010-03-292016-02-25Us
Warfarin Sodiumtablet10 mg/1oralAphena Pharma Solutions Tennessee, Llc1999-07-15Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralREMEDYREPACK INC.2011-08-30Not applicableUs
Warfarin Sodiumtablet2 mg/1oralMed Health Pharma, LLC2011-02-09Not applicableUs
Warfarin Sodiumtablet10 mg/1oralRebel Distributors Corp2006-05-30Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralCitron Pharma LLC2011-11-01Not applicableUs
Warfarin Sodiumtablet5 mg/1oralClinical Solutions Wholesale1999-07-15Not applicableUs
Warfarin Sodiumtablet5 mg/1oralREMEDYREPACK INC.2015-06-15Not applicableUs
Warfarin Sodiumtablet1 mg/1oralAmneal Pharmaceuticals, LLC2010-08-16Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralCadila Healthcare Limited2006-06-19Not applicableUs
Warfarin Sodiumtablet2 mg/1oralExelan Pharmaceuticals Inc.2015-04-08Not applicableUs
Warfarin Sodiumtablet1 mg/1oralCamber Pharmaceuticals2011-11-01Not applicableUs
Warfarin Sodiumtablet10 mg/1oralClinical Solutions Wholesale, Llc2015-03-16Not applicableUs
Warfarin Sodiumtablet4 mg/1oralGolden State Medical Supply, Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet1 mg/1oralbryant ranch prepack2006-06-19Not applicableUs
Warfarin Sodiumtablet6 mg/1oralAmneal Pharmaceuticals, LLC2010-08-16Not applicableUs
Warfarin Sodiumtablet2 mg/1oralZydus Pharmaceuticals (USA) Inc.2006-06-19Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralExelan Pharmaceuticals Inc.2015-04-08Not applicableUs
Warfarin Sodiumtablet5 mg/1oralREMEDYREPACK INC.2016-02-10Not applicableUs
Warfarin Sodiumtablet3 mg/1oralLake Erie Medical DBA Quality Care Products LLC2006-05-30Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralBarr Laboratories Inc.1997-07-25Not applicableUs
Warfarin Sodiumtablet4 mg/1oralREMEDYREPACK INC.2013-05-15Not applicableUs
Warfarin Sodiumtablet10 mg/1oralAidarex Pharmaceuticals LLC2006-06-19Not applicableUs
Warfarin Sodiumtablet6 mg/1oralPhysicians Total Care, Inc.2003-08-06Not applicableUs
Warfarin Sodiumtablet5 mg/1oralPd Rx Pharmaceuticals, Inc.2010-03-29Not applicableUs
Warfarin Sodiumtablet2 mg/1oralREMEDYREPACK INC.2011-06-30Not applicableUs
Warfarin Sodiumtablet4 mg/1oralREMEDYREPACK INC.2013-05-09Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralMed Health Pharma, LLC2011-02-09Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralCamber Pharmaceuticals2011-11-01Not applicableUs
Warfarin Sodiumtablet2 mg/1oralTeva Pharmaceuticals USA Inc2015-03-16Not applicableUs
Warfarin Sodiumtablet1 mg/1oralNorthwind Pharmaceuticals, LLC2015-03-10Not applicableUs
Warfarin Sodiumtablet3 mg/1oralState of Florida DOH Central Pharmacy2009-07-01Not applicableUs
Warfarin Sodiumtablet10 mg/1oralPhysicians Total Care, Inc.2005-04-04Not applicableUs
Warfarin Sodiumtablet1 mg/1oralSTAT Rx USA LLC2011-11-04Not applicableUs
Warfarin Sodiumtablet5 mg/1oralREMEDYREPACK INC.2011-09-28Not applicableUs
Warfarin Sodiumtablet3 mg/1oralUnit Dose Services2006-06-19Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralBarr Laboratories Inc.1997-07-25Not applicableUs
Warfarin Sodiumtablet2.5 mg/1oralSTAT Rx USA LLC1999-07-15Not applicableUs
Warfarin Sodiumtablet1 mg/1oralCitron Pharma LLC2011-11-01Not applicableUs
Warfarin Sodiumtablet2 mg/1oralClinical Solutions Wholesale1999-07-15Not applicableUs
Warfarin Sodiumtablet6 mg/1oralGolden State Medical Supply, Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralbryant ranch prepack2006-06-19Not applicableUs
Warfarin Sodiumtablet10 mg/1oralAmneal Pharmaceuticals, LLC2010-08-16Not applicableUs
Warfarin Sodiumtablet4 mg/1oralZydus Pharmaceuticals (USA) Inc.2006-06-19Not applicableUs
Warfarin Sodiumtablet2 mg/1oralREMEDYREPACK INC.2016-01-14Not applicableUs
Warfarin Sodiumtablet3 mg/1oralREMEDYREPACK INC.2016-03-04Not applicableUs
Warfarin Sodiumtablet5 mg/1oralRebel Distributors Corp2006-05-30Not applicableUs
Warfarin Sodiumtablet6 mg/1oralCitron Pharma LLC2011-11-01Not applicableUs
Warfarin Sodiumtablet5 mg/1oralClinical Solutions Wholesale1999-07-15Not applicableUs
Warfarin Sodiumtablet6 mg/1oralSt Marys Medical Park Pharmacy2014-05-22Not applicableUs
Warfarin Sodiumtablet5 mg/1oralTYA Pharmaceuticals1997-07-25Not applicableUs
Warfarin Sodiumtablet6 mg/1oralCadila Healthcare Limited2006-06-19Not applicableUs
Warfarin Sodiumtablet1 mg/1oralExelan Pharmaceuticals Inc.2015-04-08Not applicableUs
Warfarin Sodiumtablet10 mg/1oralCamber Pharmaceuticals2011-11-01Not applicableUs
Warfarin Sodiumtablet10 mg/1oralTeva Pharmaceuticals USA Inc2015-03-16Not applicableUs
Warfarin Sodiumtablet3 mg/1oralTaro Pharmaceuticals U.S.A., Inc.1999-07-15Not applicableUs
Warfarin Sodiumtablet7.5 mg/1oralState of Florida DOH Central Pharmacy2009-07-01Not applicableUs
Warfarin Sodiumtablet1 mg/1oralCardinal Health2010-03-292016-02-25Us
Warfarin Sodiumtablet2.5 mg/1oralAphena Pharma Solutions Tennessee, Llc1999-07-15Not applicableUs
Warfarin Sodiumtablet5 mg/1oralREMEDYREPACK INC.2011-08-30Not applicableUs
Warfarin Sodiumtablet1 mg/1oralMed Health Pharma, LLC2011-02-09Not applicableUs
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International Brands
NameCompany
LawarinNot Available
MarevanNot Available
WaranNot Available
WarfantNot Available
Brand mixturesNot Available
Salts
Name/CASStructureProperties
Warfarin potassium
ThumbNot applicableDBSALT001410
Warfarin sodium
129-06-6
Thumb
  • InChI Key: KYITYFHKDODNCQ-UHFFFAOYNA-M
  • Monoisotopic Mass: 330.086803643
  • Average Mass: 330.3098
DBSALT000278
CategoriesNot Available
UNII5Q7ZVV76EI
CAS number81-81-2
WeightAverage: 308.3279
Monoisotopic: 308.104859
Chemical FormulaC19H16O4
InChI KeyInChIKey=PJVWKTKQMONHTI-UHFFFAOYNA-N
InChI
InChI=1/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3
IUPAC Name
4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one
SMILES
CC(=O)CC(C1=CC=CC=C1)C1=C(O)C2=C(OC1=O)C=CC=C2
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as 4-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to C4-position the coumarin skeleton.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassHydroxycoumarins
Direct Parent4-hydroxycoumarins
Alternative Parents
Substituents
  • 4-hydroxycoumarin
  • 1-benzopyran
  • Benzopyran
  • Pyranone
  • Benzenoid
  • Pyran
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Vinylogous acid
  • Lactone
  • Ketone
  • Oxacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Pharmacology
IndicationFor the treatment of retinal vascular occlusion, pulmonary embolism, cardiomyopathy, atrial fibrillation and flutter, cerebral embolism, transient cerebral ischaemia, arterial embolism and thrombosis.
PharmacodynamicsWarfarin, a coumarin anticoagulant, is a racemic mixture of two active isomers. It is used in the prevention and treatment of thromboembolic disease including venous thrombosis, thromboembolism, and pulmonary embolism as well as for the prevention of ischemic stroke in patients with atrial fibrillation (AF).
Mechanism of actionWarfarin inhibits vitamin K reductase, resulting in depletion of the reduced form of vitamin K (vitamin KH2). As vitamin K is a cofactor for the carboxylation of glutamate residues on the N-terminal regions of vitamin K-dependent proteins, this limits the gamma-carboxylation and subsequent activation of the vitamin K-dependent coagulant proteins. The synthesis of vitamin K-dependent coagulation factors II, VII, IX, and X and anticoagulant proteins C and S is inhibited. Depression of three of the four vitamin K-dependent coagulation factors (factors II, VII, and X) results in decreased prothrombin levels and a decrease in the amount of thrombin generated and bound to fibrin. This reduces the thrombogenicity of clots.
Related Articles
AbsorptionRapidly absorbed following oral administration with considerable interindividual variations. Also absorbed percutaneously.
Volume of distribution
  • 0.14 L/kg
Protein binding99% bound primarily to albumin
Metabolism

Metabolized stereo- and regio-selectively by hepatic microsomal enzymes. S-warfarin is predominantly metabolized by cytochrome P450 (CYP) 2C9 to yield the 6- and 7-hydroxylated metabolites. R-warfarin is metabolized by CYP1A1, 1A2, and 3A4 to yield 6-, 8-, and 10-hydroxylated metabolites. Hydroxylated metabolites may be further conjugated prior to excretion into bile and urine. UGT1A1 appears to be responsible for producing the 6-O-glucuronide of warfarin, with a possibly contribution from UGT1A10. Five UGT1As may be involved in the formation of 7-O-glucuronide warfarin. S-warfarin has higher potency than R-warfarin and genetic polymorphisms in CYP2C9 may dramatically decrease clearance of and increase toxicity of the medication.

SubstrateEnzymesProduct
Warfarin
S-6-HydroxywarfarinDetails
Warfarin
S-4'-HydroxywarfarinDetails
Warfarin
R-4'-HydroxywarfarinDetails
Warfarin
R-6-HydroxywarfarinDetails
Warfarin
R-10-HydroxywarfarinDetails
Warfarin
R-8-HydroxywarfarinDetails
Warfarin
R-7-HydroxywarfarinDetails
Warfarin
S-7-HydroxywarfarinDetails
Route of eliminationThe elimination of warfarin is almost entirely by metabolism. Very little warfarin is excreted unchanged in urine. The metabolites are principally excreted into the urine; and to a lesser extent into the bile.
Half lifeR-warfarin t1/2=37-89 hours; S-warfarin t1/2=21-43 hours.
Clearance
  • 0.065 +/- 0.025 mL/min/kg [CYP2C9 Genotype 1/1]
  • 0.041 +/- 0.021 [CYP2C9 Genotype 1/2 or 1/3]
  • 0.020 +/- 0.011 [CYP2C9 Genotype 2/2, 2/3, or 3/3]
ToxicityLD50=374 (orally in mice)
Affected organisms
  • Humans and other mammals
Pathways
PathwayCategorySMPDB ID
Warfarin Action PathwayDrug actionSMP00268
SNP Mediated Effects
Interacting Gene/EnzymeSNP RS IDAllele nameDefining changeEffectReference(s)
Cytochrome P450 2C9
Gene symbol: CYP2C9
UniProt: P11712
rs1799853 CYP2C9*2T AllelePoor drug metabolizer, lower dose requirements15608560
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9109
Blood Brain Barrier+0.9124
Caco-2 permeable+0.8867
P-glycoprotein substrateSubstrate0.5502
P-glycoprotein inhibitor INon-inhibitor0.8782
P-glycoprotein inhibitor IINon-inhibitor0.8382
Renal organic cation transporterNon-inhibitor0.8863
CYP450 2C9 substrateNon-substrate0.678
CYP450 2D6 substrateSubstrate0.5658
CYP450 3A4 substrateNon-substrate0.6007
CYP450 1A2 substrateNon-inhibitor0.714
CYP450 2C9 inhibitorInhibitor0.7657
CYP450 2D6 inhibitorNon-inhibitor0.9286
CYP450 2C19 inhibitorNon-inhibitor0.9161
CYP450 3A4 inhibitorNon-inhibitor0.8309
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8785
Ames testNon AMES toxic0.6844
CarcinogenicityNon-carcinogens0.9352
BiodegradationNot ready biodegradable0.7474
Rat acute toxicity4.1700 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8768
hERG inhibition (predictor II)Non-inhibitor0.9615
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
Manufacturers
  • Pharmaceutical research assoc inc
  • Bristol myers squibb pharma co
  • Usl pharma inc
  • Abbott laboratories pharmaceutical products div
  • Barr laboratories inc
  • Mylan pharmaceuticals inc
  • Pliva inc
  • Sandoz inc
  • Taro pharmaceuticals inc
  • Watson laboratories inc
  • Zydus pharmaceuticals usa inc
Packagers
Dosage forms
FormRouteStrength
Injection, powder, lyophilized, for solutionintravenous2 mg/mL
Powder for solutionintravenous5 mg
Tabletoral1 mg/1
Tabletoral10 mg/1
Tabletoral2 mg/1
Tabletoral2.5 mg/1
Tabletoral3 mg/1
Tabletoral4 mg/1
Tabletoral5 mg/1
Tabletoral6 mg/1
Tabletoral7.5 mg/1
Tabletoral10 mg
Tabletoral1 mg
Tabletoral2.5 mg
Tabletoral2 mg
Tabletoral3 mg
Tabletoral4 mg
Tabletoral5 mg
Tabletoral6 mg
Tabletoral10.0 mg
Tabletoral3.0 mg
Tabletoral4.0 mg
Tabletoral5.0 mg
Tabletoral7.5 mg
Prices
Unit descriptionCostUnit
Warfarin sodium powder54.53USD g
Coumadin 5 mg vial34.07USD vial
Coumadin 10 mg tablet2.01USD tablet
Coumadin 7.5 mg tablet1.97USD tablet
Coumadin 6 mg tablet1.94USD tablet
Coumadin 3 mg tablet1.51USD tablet
Coumadin 5 mg tablet1.51USD tablet
Coumadin 4 mg tablet1.49USD tablet
Coumadin 2.5 mg tablet1.46USD tablet
Coumadin 2 mg tablet1.4USD tablet
Coumadin 1 mg tablet1.37USD tablet
Warfarin sodium 10 mg tablet1.0USD tablet
Warfarin sodium 7.5 mg tablet0.96USD tablet
Jantoven 10 mg tablet0.76USD tablet
Jantoven 7.5 mg tablet0.74USD tablet
Jantoven 6 mg tablet0.72USD tablet
Warfarin sodium 6 mg tablet0.68USD tablet
Warfarin sodium 3 mg tablet0.66USD tablet
Warfarin sodium 4 mg tablet0.66USD tablet
Warfarin sodium 2.5 mg tablet0.65USD tablet
Warfarin sodium 5 mg tablet0.65USD tablet
Warfarin sodium 2 mg tablet0.63USD tablet
Warfarin sodium 1 mg tablet0.61USD tablet
Jantoven 5 mg tablet0.59USD tablet
Jantoven 2 mg tablet0.56USD tablet
Jantoven 4 mg tablet0.56USD tablet
Jantoven 2.5 mg tablet0.53USD tablet
Jantoven 3 mg tablet0.53USD tablet
Coumadin 10 mg Tablet0.5USD tablet
Jantoven 1 mg tablet0.49USD tablet
Coumadin 3 mg Tablet0.43USD tablet
Coumadin 4 mg Tablet0.43USD tablet
Coumadin 2 mg Tablet0.35USD tablet
Coumadin 1 mg Tablet0.33USD tablet
Taro-Warfarin 7.5 mg Tablet0.33USD tablet
Taro-Warfarin 6 mg Tablet0.31USD tablet
Apo-Warfarin 10 mg Tablet0.28USD tablet
Coumadin 2.5 mg Tablet0.28USD tablet
Coumadin 5 mg Tablet0.28USD tablet
Mylan-Warfarin 10 mg Tablet0.28USD tablet
Taro-Warfarin 10 mg Tablet0.28USD tablet
Warfarin 10 mg Tablet0.28USD tablet
Apo-Warfarin 3 mg Tablet0.24USD tablet
Apo-Warfarin 4 mg Tablet0.24USD tablet
Mylan-Warfarin 3 mg Tablet0.24USD tablet
Mylan-Warfarin 4 mg Tablet0.24USD tablet
Novo-Warfarin 3 mg Tablet0.24USD tablet
Novo-Warfarin 4 mg Tablet0.24USD tablet
Taro-Warfarin 3 mg Tablet0.24USD tablet
Taro-Warfarin 4 mg Tablet0.24USD tablet
Warfarin 3 mg Tablet0.24USD tablet
Warfarin 4 mg Tablet0.24USD tablet
Apo-Warfarin 2 mg Tablet0.19USD tablet
Mylan-Warfarin 2 mg Tablet0.19USD tablet
Novo-Warfarin 2 mg Tablet0.19USD tablet
Taro-Warfarin 2 mg Tablet0.19USD tablet
Warfarin 2 mg Tablet0.19USD tablet
Apo-Warfarin 1 mg Tablet0.18USD tablet
Mylan-Warfarin 1 mg Tablet0.18USD tablet
Novo-Warfarin 1 mg Tablet0.18USD tablet
Taro-Warfarin 1 mg Tablet0.18USD tablet
Warfarin 1 mg Tablet0.18USD tablet
Apo-Warfarin 5 mg Tablet0.16USD tablet
Mylan-Warfarin 5 mg Tablet0.16USD tablet
Novo-Warfarin 5 mg Tablet0.16USD tablet
Taro-Warfarin 5 mg Tablet0.16USD tablet
Warfarin 5 mg Tablet0.16USD tablet
Apo-Warfarin 2.5 mg Tablet0.15USD tablet
Mylan-Warfarin 2.5 mg Tablet0.15USD tablet
Novo-Warfarin 2.5 mg Tablet0.15USD tablet
Taro-Warfarin 2.5 mg Tablet0.15USD tablet
Warfarin 2.5 mg Tablet0.15USD tablet
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point161 °CPhysProp
water solubility17 mg/L (at 20 °C)TOMLIN,C (1997)
logP2.70HANSCH,C ET AL. (1995)
logS-3.89ADME Research, USCD
Caco2 permeability-4.68ADME Research, USCD
pKa5.08Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0472 mg/mLALOGPS
logP2.41ALOGPS
logP2.74ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)6.33ChemAxon
pKa (Strongest Basic)-6.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity86.86 m3·mol-1ChemAxon
Polarizability31.93 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Download (8.72 KB)
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
References
Synthesis Reference

Nasri W. Badran, “Microcrystalline 3-(alpha-acetonylbenzyl)-4-hydroxycoumarin (warfarin) and methods of making.” U.S. Patent US4113744, issued April, 1960.

US4113744
General References
  1. Ansell J, Hirsh J, Poller L, Bussey H, Jacobson A, Hylek E: The pharmacology and management of the vitamin K antagonists: the Seventh ACCP Conference on Antithrombotic and Thrombolytic Therapy. Chest. 2004 Sep;126(3 Suppl):204S-233S. [PubMed:15383473 ]
  2. Whitlon DS, Sadowski JA, Suttie JW: Mechanism of coumarin action: significance of vitamin K epoxide reductase inhibition. Biochemistry. 1978 Apr 18;17(8):1371-7. [PubMed:646989 ]
  3. Li T, Chang CY, Jin DY, Lin PJ, Khvorova A, Stafford DW: Identification of the gene for vitamin K epoxide reductase. Nature. 2004 Feb 5;427(6974):541-4. [PubMed:14765195 ]
  4. Rost S, Fregin A, Ivaskevicius V, Conzelmann E, Hortnagel K, Pelz HJ, Lappegard K, Seifried E, Scharrer I, Tuddenham EG, Muller CR, Strom TM, Oldenburg J: Mutations in VKORC1 cause warfarin resistance and multiple coagulation factor deficiency type 2. Nature. 2004 Feb 5;427(6974):537-41. [PubMed:14765194 ]
  5. Hirsh J, Fuster V, Ansell J, Halperin JL: American Heart Association/American College of Cardiology Foundation guide to warfarin therapy. J Am Coll Cardiol. 2003 May 7;41(9):1633-52. [PubMed:12742309 ]
  6. Holbrook AM, Pereira JA, Labiris R, McDonald H, Douketis JD, Crowther M, Wells PS: Systematic overview of warfarin and its drug and food interactions. Arch Intern Med. 2005 May 23;165(10):1095-106. [PubMed:15911722 ]
  7. Ansell J, Hirsh J, Hylek E, Jacobson A, Crowther M, Palareti G: Pharmacology and management of the vitamin K antagonists: American College of Chest Physicians Evidence-Based Clinical Practice Guidelines (8th Edition). Chest. 2008 Jun;133(6 Suppl):160S-198S. doi: 10.1378/chest.08-0670. [PubMed:18574265 ]
  8. Freedman MD: Oral anticoagulants: pharmacodynamics, clinical indications and adverse effects. J Clin Pharmacol. 1992 Mar;32(3):196-209. [PubMed:1564123 ]
  9. Warfarin. (2007). In Human Developmental Toxicants: Aspects of Toxicology and Chemistry (pp. 193–4). CRC Press. [ISBN:1420006754 ]
  10. Loftus, Christopher M. (1995). Fetal toxicity of common neurosurgical drugs. In Neurosurgical Aspects of Pregnancy (pp. 11–13). American Association of Neurological Surgeons. [ISBN:1879284367 ]
External Links
ATC CodesB01AA03
AHFS Codes
  • 20:12.04.08
PDB EntriesNot Available
FDA labelDownload (641 KB)
MSDSDownload (59.5 KB)
Interactions
Drug Interactions
Drug
AbciximabAbciximab may increase the anticoagulant activities of Warfarin.
AcenocoumarolAcenocoumarol may increase the anticoagulant activities of Warfarin.
AcetaminophenAcetaminophen may increase the anticoagulant activities of Warfarin.
Acetylsalicylic acidAcetylsalicylic acid may increase the anticoagulant activities of Warfarin.
AdalimumabThe serum concentration of Warfarin can be decreased when it is combined with Adalimumab.
AllopurinolAllopurinol may increase the anticoagulant activities of Warfarin.
AlteplaseAlteplase may increase the anticoagulant activities of Warfarin.
AmdinocillinAmdinocillin may increase the anticoagulant activities of Warfarin.
Aminosalicylic AcidAminosalicylic Acid may increase the anticoagulant activities of Warfarin.
AmiodaroneAmiodarone may increase the anticoagulant activities of Warfarin.
AmitriptylineAmitriptyline may increase the anticoagulant activities of Warfarin.
AmoxicillinAmoxicillin may increase the anticoagulant activities of Warfarin.
AmpicillinAmpicillin may increase the anticoagulant activities of Warfarin.
AnagrelideAnagrelide may increase the anticoagulant activities of Warfarin.
AnistreplaseAnistreplase may increase the anticoagulant activities of Warfarin.
ApixabanApixaban may increase the anticoagulant activities of Warfarin.
AprepitantThe serum concentration of Warfarin can be decreased when it is combined with Aprepitant.
ArgatrobanWarfarin may increase the anticoagulant activities of Argatroban.
AtazanavirThe serum concentration of Warfarin can be increased when it is combined with Atazanavir.
AzathioprineAzathioprine may decrease the anticoagulant activities of Warfarin.
AzidocillinAzidocillin may increase the anticoagulant activities of Warfarin.
AzlocillinAzlocillin may increase the anticoagulant activities of Warfarin.
BacampicillinBacampicillin may increase the anticoagulant activities of Warfarin.
BenzylpenicillinBenzylpenicillin may increase the anticoagulant activities of Warfarin.
BetamethasoneBetamethasone may increase the anticoagulant activities of Warfarin.
BicalutamideThe serum concentration of Warfarin can be increased when it is combined with Bicalutamide.
Bismuth SubsalicylateBismuth Subsalicylate may increase the anticoagulant activities of Warfarin.
BivalirudinWarfarin may increase the anticoagulant activities of Bivalirudin.
BoceprevirThe serum concentration of Warfarin can be decreased when it is combined with Boceprevir.
BosentanThe metabolism of Warfarin can be increased when combined with Bosentan.
ButabarbitalThe metabolism of Warfarin can be increased when combined with Butabarbital.
ButethalThe metabolism of Warfarin can be increased when combined with Butethal.
CaffeineCaffeine may increase the anticoagulant activities of Warfarin.
CalcidiolCalcidiol may decrease the anticoagulant activities of Warfarin.
CalcitriolCalcitriol may decrease the anticoagulant activities of Warfarin.
CangrelorCangrelor may increase the anticoagulant activities of Warfarin.
CapecitabineThe serum concentration of Warfarin can be increased when it is combined with Capecitabine.
CarbamazepineThe serum concentration of Warfarin can be decreased when it is combined with Carbamazepine.
CarbenicillinCarbenicillin may increase the anticoagulant activities of Warfarin.
CarbimazoleCarbimazole may decrease the anticoagulant activities of Warfarin.
CefacetrileCefacetrile may increase the anticoagulant activities of Warfarin.
CefaclorCefaclor may increase the anticoagulant activities of Warfarin.
CefadroxilCefadroxil may increase the anticoagulant activities of Warfarin.
CefalotinCefalotin may increase the anticoagulant activities of Warfarin.
CefamandoleCefamandole may increase the anticoagulant activities of Warfarin.
CefapirinCefapirin may increase the anticoagulant activities of Warfarin.
CefazolinCefazolin may increase the anticoagulant activities of Warfarin.
CefdinirCefdinir may increase the anticoagulant activities of Warfarin.
CefditorenCefditoren may increase the anticoagulant activities of Warfarin.
CefepimeCefepime may increase the anticoagulant activities of Warfarin.
CefiximeCefixime may increase the anticoagulant activities of Warfarin.
CefmenoximeCefmenoxime may increase the anticoagulant activities of Warfarin.
CefmetazoleCefmetazole may increase the anticoagulant activities of Warfarin.
CefonicidCefonicid may increase the anticoagulant activities of Warfarin.
CefoperazoneCefoperazone may increase the anticoagulant activities of Warfarin.
CeforanideCeforanide may increase the anticoagulant activities of Warfarin.
CefotaximeCefotaxime may increase the anticoagulant activities of Warfarin.
CefotetanCefotetan may increase the anticoagulant activities of Warfarin.
CefotiamCefotiam may increase the anticoagulant activities of Warfarin.
CefoxitinCefoxitin may increase the anticoagulant activities of Warfarin.
CefpiramideCefpiramide may increase the anticoagulant activities of Warfarin.
CefpodoximeCefpodoxime may increase the anticoagulant activities of Warfarin.
CefprozilCefprozil may increase the anticoagulant activities of Warfarin.
CefradineCefradine may increase the anticoagulant activities of Warfarin.
Ceftaroline fosamilCeftaroline fosamil may increase the anticoagulant activities of Warfarin.
CeftazidimeCeftazidime may increase the anticoagulant activities of Warfarin.
CeftibutenCeftibuten may increase the anticoagulant activities of Warfarin.
CeftizoximeCeftizoxime may increase the anticoagulant activities of Warfarin.
CeftobiproleCeftobiprole may increase the anticoagulant activities of Warfarin.
CeftriaxoneCeftriaxone may increase the anticoagulant activities of Warfarin.
CefuroximeCefuroxime may increase the anticoagulant activities of Warfarin.
CelecoxibCelecoxib may increase the anticoagulant activities of Warfarin.
CephalexinCephalexin may increase the anticoagulant activities of Warfarin.
CephaloglycinCephaloglycin may increase the anticoagulant activities of Warfarin.
CeritinibThe serum concentration of Warfarin can be increased when it is combined with Ceritinib.
Chloral hydrateThe serum concentration of Warfarin can be increased when it is combined with Chloral hydrate.
ChloramphenicolChloramphenicol may increase the anticoagulant activities of Warfarin.
ChlorotrianiseneChlorotrianisene may decrease the anticoagulant activities of Warfarin.
ChlorpropamideChlorpropamide may increase the anticoagulant activities of Warfarin.
CholecalciferolCholecalciferol may decrease the anticoagulant activities of Warfarin.
Chondroitin sulfateChondroitin sulfate may increase the anticoagulant activities of Warfarin.
CilostazolCilostazol may increase the anticoagulant activities of Warfarin.
CimetidineCimetidine may increase the anticoagulant activities of Warfarin.
CitalopramCitalopram may increase the anticoagulant activities of Warfarin.
Citric AcidCitric Acid may increase the anticoagulant activities of Warfarin.
ClarithromycinThe serum concentration of Warfarin can be increased when it is combined with Clarithromycin.
ClopidogrelClopidogrel may increase the anticoagulant activities of Warfarin.
CloxacillinCloxacillin may decrease the anticoagulant activities of Warfarin.
CobicistatThe serum concentration of Warfarin can be increased when it is combined with Cobicistat.
Coenzyme Q10Coenzyme Q10 may decrease the anticoagulant activities of Warfarin.
ColesevelamColesevelam can cause a decrease in the absorption of Warfarin resulting in a reduced serum concentration and potentially a decrease in efficacy.
CollagenaseThe risk or severity of adverse effects can be increased when Warfarin is combined with Collagenase.
Collagenase clostridium histolyticumThe risk or severity of adverse effects can be increased when Warfarin is combined with Collagenase clostridium histolyticum.
CorticotropinCorticotropin may increase the anticoagulant activities of Warfarin.
Cortisone acetateCortisone acetate may increase the anticoagulant activities of Warfarin.
CranberryCranberry may increase the anticoagulant activities of Warfarin.
CyclacillinCyclacillin may increase the anticoagulant activities of Warfarin.
Cyproterone acetateThe therapeutic efficacy of Warfarin can be decreased when used in combination with Cyproterone acetate.
Dabigatran etexilateDabigatran etexilate may increase the anticoagulant activities of Warfarin.
DabrafenibThe serum concentration of Warfarin can be decreased when it is combined with Dabrafenib.
DalteparinDalteparin may increase the anticoagulant activities of Warfarin.
DanaparoidWarfarin may increase the anticoagulant activities of Danaparoid.
DarunavirThe serum concentration of Warfarin can be decreased when it is combined with Darunavir.
DasatinibDasatinib may increase the anticoagulant activities of Warfarin.
DeferasiroxThe risk or severity of adverse effects can be increased when Warfarin is combined with Deferasirox.
Deoxycholic AcidThe risk or severity of adverse effects can be increased when Warfarin is combined with Deoxycholic Acid.
DesirudinWarfarin may increase the anticoagulant activities of Desirudin.
DesmopressinDesmopressin may increase the anticoagulant activities of Warfarin.
DesogestrelThe therapeutic efficacy of Warfarin can be decreased when used in combination with Desogestrel.
DesvenlafaxineThe risk or severity of adverse effects can be increased when Desvenlafaxine is combined with Warfarin.
DexamethasoneDexamethasone may increase the anticoagulant activities of Warfarin.
DexmethylphenidateThe serum concentration of Warfarin can be increased when it is combined with Dexmethylphenidate.
DiclofenacDiclofenac may increase the anticoagulant activities of Warfarin.
DicloxacillinDicloxacillin may decrease the anticoagulant activities of Warfarin.
DicoumarolDicoumarol may increase the anticoagulant activities of Warfarin.
DienogestThe therapeutic efficacy of Warfarin can be decreased when used in combination with Dienogest.
DiflunisalDiflunisal may increase the anticoagulant activities of Warfarin.
DihydrocodeineDihydrocodeine may increase the anticoagulant activities of Warfarin.
DihydrotachysterolDihydrotachysterol may decrease the anticoagulant activities of Warfarin.
DihydrotestosteroneDihydrotestosterone may increase the anticoagulant activities of Warfarin.
DipyridamoleDipyridamole may increase the anticoagulant activities of Warfarin.
DisulfiramThe serum concentration of Warfarin can be increased when it is combined with Disulfiram.
DronedaroneThe serum concentration of Warfarin can be increased when it is combined with Dronedarone.
DrospirenoneDrospirenone may decrease the anticoagulant activities of Warfarin.
DuloxetineDuloxetine may increase the anticoagulant activities of Warfarin.
DydrogesteroneThe therapeutic efficacy of Warfarin can be decreased when used in combination with Dydrogesterone.
EconazoleThe serum concentration of Warfarin can be increased when it is combined with Econazole.
Edetic AcidEdetic Acid may increase the anticoagulant activities of Warfarin.
EdoxabanEdoxaban may increase the anticoagulant activities of Warfarin.
EfavirenzThe serum concentration of Warfarin can be decreased when it is combined with Efavirenz.
ElvitegravirThe serum concentration of Warfarin can be decreased when it is combined with Elvitegravir.
EnoxaparinEnoxaparin may increase the anticoagulant activities of Warfarin.
EnzalutamideThe serum concentration of Warfarin can be decreased when it is combined with Enzalutamide.
EpoprostenolThe risk or severity of adverse effects can be increased when Epoprostenol is combined with Warfarin.
EptifibatideEptifibatide may increase the anticoagulant activities of Warfarin.
ErgocalciferolErgocalciferol may decrease the anticoagulant activities of Warfarin.
ErlotinibThe serum concentration of Warfarin can be increased when it is combined with Erlotinib.
ErythromycinThe serum concentration of Warfarin can be increased when it is combined with Erythromycin.
EscitalopramEscitalopram may increase the anticoagulant activities of Warfarin.
Eslicarbazepine acetateThe serum concentration of Warfarin can be decreased when it is combined with Eslicarbazepine acetate.
EsomeprazoleThe serum concentration of Warfarin can be increased when it is combined with Esomeprazole.
EstradiolEstradiol may decrease the anticoagulant activities of Warfarin.
Estrone sulfateEstropipate may decrease the anticoagulant activities of Warfarin.
Etacrynic acidThe serum concentration of Warfarin can be increased when it is combined with Ethacrynic acid.
EthanolThe serum concentration of Warfarin can be decreased when it is combined with Ethanol.
Ethinyl EstradiolEthinyl Estradiol may decrease the anticoagulant activities of Warfarin.
EthotoinEthotoin may increase the anticoagulant activities of Warfarin.
Ethyl biscoumacetateEthyl biscoumacetate may increase the anticoagulant activities of Warfarin.
Ethynodiol diacetateEthynodiol may decrease the anticoagulant activities of Warfarin.
EtodolacEtodolac may increase the anticoagulant activities of Warfarin.
EtonogestrelThe therapeutic efficacy of Warfarin can be decreased when used in combination with Etonogestrel.
EtoposideEtoposide may increase the anticoagulant activities of Warfarin.
ExenatideExenatide may increase the anticoagulant activities of Warfarin.
FenofibrateFenofibrate may increase the anticoagulant activities of Warfarin.
FenoprofenFenoprofen may increase the anticoagulant activities of Warfarin.
FloctafenineFloctafenine may increase the anticoagulant activities of Warfarin.
FloxuridineThe metabolism of Warfarin can be decreased when combined with Floxuridine.
FlucloxacillinFlucloxacillin may decrease the anticoagulant activities of Warfarin.
FluconazoleThe metabolism of Warfarin can be decreased when combined with Fluconazole.
FludrocortisoneFludrocortisone may increase the anticoagulant activities of Warfarin.
FluorouracilThe serum concentration of Warfarin can be increased when it is combined with Fluorouracil.
FluoxetineFluoxetine may increase the anticoagulant activities of Warfarin.
FlurbiprofenFlurbiprofen may increase the anticoagulant activities of Warfarin.
FluvoxamineFluvoxamine may increase the anticoagulant activities of Warfarin.
Fondaparinux sodiumWarfarin may increase the anticoagulant activities of Fondaparinux sodium.
FosamprenavirThe serum concentration of Warfarin can be increased when it is combined with Fosamprenavir.
FosaprepitantThe serum concentration of Warfarin can be decreased when it is combined with Fosaprepitant.
FosphenytoinFosphenytoin may increase the anticoagulant activities of Warfarin.
Fusidic AcidThe serum concentration of Warfarin can be increased when it is combined with Fusidic Acid.
GefitinibGefitinib may increase the anticoagulant activities of Warfarin.
GemcitabineGemcitabine may increase the anticoagulant activities of Warfarin.
GestodeneThe therapeutic efficacy of Warfarin can be decreased when used in combination with Gestodene.
Ginkgo bilobaThe risk or severity of adverse effects can be increased when Ginkgo biloba is combined with Warfarin.
Glucagon recombinantGlucagon recombinant may increase the anticoagulant activities of Warfarin.
GlucosamineGlucosamine may increase the anticoagulant activities of Warfarin.
GlutethimideThe metabolism of Warfarin can be increased when combined with Glutethimide.
GriseofulvinThe serum concentration of Warfarin can be decreased when it is combined with Griseofulvin.
HeparinHeparin may increase the anticoagulant activities of Warfarin.
HeptabarbitalThe metabolism of Warfarin can be increased when combined with Heptabarbital.
HetacillinHetacillin may increase the anticoagulant activities of Warfarin.
HexobarbitalThe metabolism of Warfarin can be increased when combined with Hexobarbital.
HydrocortisoneHydrocortisone may increase the anticoagulant activities of Warfarin.
Hydroxyprogesterone caproateThe therapeutic efficacy of Warfarin can be decreased when used in combination with Hydroxyprogesterone caproate.
Ibritumomab tiuxetanThe risk or severity of adverse effects can be increased when Warfarin is combined with Ibritumomab.
IbrutinibThe risk or severity of adverse effects can be increased when Ibrutinib is combined with Warfarin.
IbuprofenIbuprofen may increase the anticoagulant activities of Warfarin.
IcosapentIcosapent may increase the anticoagulant activities of Warfarin.
Icosapent ethylIcosapent ethyl may increase the anticoagulant activities of Warfarin.
IfosfamideIfosfamide may increase the anticoagulant activities of Warfarin.
IloprostThe risk or severity of adverse effects can be increased when Iloprost is combined with Warfarin.
ImatinibImatinib may increase the anticoagulant activities of Warfarin.
IndomethacinIndomethacin may increase the anticoagulant activities of Warfarin.
InfliximabInfliximab may increase the anticoagulant activities of Warfarin.
ItraconazoleThe serum concentration of Warfarin can be increased when it is combined with Itraconazole.
IvermectinIvermectin may increase the anticoagulant activities of Warfarin.
KetoconazoleThe serum concentration of Warfarin can be increased when it is combined with Ketoconazole.
KetoprofenKetoprofen may increase the anticoagulant activities of Warfarin.
KetorolacKetorolac may increase the anticoagulant activities of Warfarin.
L-CarnitineL-Carnitine may increase the anticoagulant activities of Warfarin.
LansoprazoleThe serum concentration of Warfarin can be increased when it is combined with Lansoprazole.
LatamoxefLatamoxef may increase the anticoagulant activities of Warfarin.
LeflunomideLeflunomide may increase the anticoagulant activities of Warfarin.
LevomilnacipranThe risk or severity of adverse effects can be increased when Levomilnacipran is combined with Warfarin.
LevonorgestrelThe therapeutic efficacy of Warfarin can be decreased when used in combination with Levonorgestrel.
LimaprostThe risk or severity of adverse effects can be increased when Limaprost is combined with Warfarin.
LiothyronineLiothyronine may increase the anticoagulant activities of Warfarin.
LixisenatideLixisenatide can cause a decrease in the absorption of Warfarin resulting in a reduced serum concentration and potentially a decrease in efficacy.
LomitapideThe serum concentration of Warfarin can be increased when it is combined with Lomitapide.
LopinavirThe serum concentration of Warfarin can be decreased when it is combined with Lopinavir.
LumacaftorThe serum concentration of Warfarin can be decreased when it is combined with Lumacaftor.
Magnesium salicylateMagnesium salicylate may increase the anticoagulant activities of Warfarin.
Medroxyprogesterone acetateThe therapeutic efficacy of Warfarin can be decreased when used in combination with Medroxyprogesterone Acetate.
Mefenamic acidMefenamic acid may increase the anticoagulant activities of Warfarin.
Megestrol acetateThe therapeutic efficacy of Warfarin can be decreased when used in combination with Megestrol acetate.
MeloxicamMeloxicam may increase the anticoagulant activities of Warfarin.
MercaptopurineMercaptopurine may decrease the anticoagulant activities of Warfarin.
MestranolMestranol may decrease the anticoagulant activities of Warfarin.
MethimazoleMethimazole may decrease the anticoagulant activities of Warfarin.
MethohexitalThe metabolism of Warfarin can be increased when combined with Methohexital.
MethylphenidateThe serum concentration of Warfarin can be increased when it is combined with Methylphenidate.
MethylprednisoloneMethylprednisolone may increase the anticoagulant activities of Warfarin.
MeticillinMeticillin may increase the anticoagulant activities of Warfarin.
MetreleptinThe serum concentration of Warfarin can be decreased when it is combined with Metreleptin.
MetronidazoleThe serum concentration of Warfarin can be increased when it is combined with Metronidazole.
MezlocillinMezlocillin may increase the anticoagulant activities of Warfarin.
MiconazoleThe serum concentration of Warfarin can be increased when it is combined with Miconazole.
MifepristoneThe serum concentration of Warfarin can be increased when it is combined with Mifepristone.
MilnacipranThe risk or severity of adverse effects can be increased when Milnacipran is combined with Warfarin.
MirtazapineMirtazapine may increase the anticoagulant activities of Warfarin.
NabumetoneNabumetone may increase the anticoagulant activities of Warfarin.
NadroparinWarfarin may increase the anticoagulant activities of Nadroparin.
NafcillinNafcillin may increase the anticoagulant activities of Warfarin.
NaproxenNaproxen may increase the anticoagulant activities of Warfarin.
NelfinavirThe serum concentration of Warfarin can be decreased when it is combined with Nelfinavir.
NeomycinNeomycin may increase the anticoagulant activities of Warfarin.
NintedanibThe risk or severity of adverse effects can be increased when Warfarin is combined with Nintedanib.
NorethisteroneNorethindrone may decrease the anticoagulant activities of Warfarin.
NorgestimateNorgestimate may decrease the anticoagulant activities of Warfarin.
ObinutuzumabThe risk or severity of adverse effects can be increased when Warfarin is combined with Obinutuzumab.
Omacetaxine mepesuccinateThe risk or severity of adverse effects can be increased when Warfarin is combined with Homoharringtonine.
Omega-3 fatty acidsOmega-3 fatty acids may increase the anticoagulant activities of Warfarin.
Omega-3-acid ethyl estersOmega-3-acid ethyl esters may increase the anticoagulant activities of Warfarin.
OmeprazoleThe serum concentration of Warfarin can be increased when it is combined with Omeprazole.
OritavancinThe serum concentration of Warfarin can be increased when it is combined with Oritavancin.
OrlistatOrlistat may increase the anticoagulant activities of Warfarin.
OxacillinOxacillin may increase the anticoagulant activities of Warfarin.
OxandroloneOxandrolone may increase the anticoagulant activities of Warfarin.
OxaprozinOxaprozin may increase the anticoagulant activities of Warfarin.
OxytetracyclineOxytetracycline may increase the anticoagulant activities of Warfarin.
ParoxetineParoxetine may increase the anticoagulant activities of Warfarin.
PentobarbitalThe metabolism of Warfarin can be increased when combined with Pentobarbital.
Pentosan PolysulfatePentosan Polysulfate may increase the anticoagulant activities of Warfarin.
PentoxifyllinePentoxifylline may increase the anticoagulant activities of Warfarin.
PhenindionePhenindione may increase the anticoagulant activities of Warfarin.
PhenoxymethylpenicillinPhenoxymethylpenicillin may increase the anticoagulant activities of Warfarin.
PhenprocoumonPhenprocoumon may increase the anticoagulant activities of Warfarin.
PhenytoinPhenytoin may increase the anticoagulant activities of Warfarin.
PhylloquinonePhylloquinone may decrease the anticoagulant activities of Warfarin.
PiperacillinPiperacillin may increase the anticoagulant activities of Warfarin.
PiroxicamPiroxicam may increase the anticoagulant activities of Warfarin.
PivampicillinPivampicillin may increase the anticoagulant activities of Warfarin.
PivmecillinamPivmecillinam may increase the anticoagulant activities of Warfarin.
PosaconazoleThe serum concentration of Warfarin can be increased when it is combined with Posaconazole.
PrasugrelPrasugrel may increase the anticoagulant activities of Warfarin.
PravastatinPravastatin may increase the anticoagulant activities of Warfarin.
PrednisolonePrednisolone may increase the anticoagulant activities of Warfarin.
PrednisonePrednisone may increase the anticoagulant activities of Warfarin.
PrimidoneThe metabolism of Warfarin can be increased when combined with Primidone.
ProgesteroneThe therapeutic efficacy of Warfarin can be decreased when used in combination with Progesterone.
ProguanilProguanil may increase the anticoagulant activities of Warfarin.
PropacetamolPropacetamol may increase the anticoagulant activities of Warfarin.
PropafenoneThe serum concentration of Warfarin can be increased when it is combined with Propafenone.
PropylthiouracilPropylthiouracil may decrease the anticoagulant activities of Warfarin.
QuinidineQuinidine may increase the anticoagulant activities of Warfarin.
QuinineQuinine may increase the anticoagulant activities of Warfarin.
RanitidineThe serum concentration of Warfarin can be increased when it is combined with Ranitidine.
RegorafenibThe risk or severity of adverse effects can be increased when Warfarin is combined with Regorafenib.
Repository corticotropinRepository corticotropin may increase the anticoagulant activities of Warfarin.
ReteplaseReteplase may increase the anticoagulant activities of Warfarin.
RidogrelRidogrel may increase the anticoagulant activities of Warfarin.
RifabutinThe metabolism of Warfarin can be increased when combined with Rifabutin.
RitonavirThe serum concentration of Warfarin can be decreased when it is combined with Ritonavir.
RivaroxabanWarfarin may increase the anticoagulant activities of Rivaroxaban.
RomidepsinRomidepsin may increase the anticoagulant activities of Warfarin.
SalsalateSalsalate may increase the anticoagulant activities of Warfarin.
SaquinavirThe serum concentration of Warfarin can be increased when it is combined with Saquinavir.
SecobarbitalThe metabolism of Warfarin can be increased when combined with Secobarbital.
SertralineSertraline may increase the anticoagulant activities of Warfarin.
SitaxentanThe serum concentration of Warfarin can be increased when it is combined with Sitaxentan.
SorafenibSorafenib may increase the anticoagulant activities of Warfarin.
SparfloxacinSparfloxacin may increase the anticoagulant activities of Warfarin.
St. John's WortThe metabolism of Warfarin can be increased when combined with St. John's Wort.
StreptokinaseStreptokinase may increase the anticoagulant activities of Warfarin.
SucralfateSucralfate may decrease the anticoagulant activities of Warfarin.
SugammadexSugammadex may increase the anticoagulant activities of Warfarin.
SulfinpyrazoneThe metabolism of Warfarin can be decreased when combined with Sulfinpyrazone.
SulfisoxazoleThe metabolism of Warfarin can be decreased when combined with Sulfisoxazole.
SulindacSulindac may increase the anticoagulant activities of Warfarin.
SulodexideSulodexide may increase the anticoagulant activities of Warfarin.
TamoxifenThe serum concentration of Warfarin can be increased when it is combined with Tamoxifen.
TegafurThe serum concentration of Warfarin can be increased when it is combined with Tegafur.
TelaprevirThe serum concentration of Warfarin can be decreased when it is combined with Telaprevir.
TenecteplaseTenecteplase may increase the anticoagulant activities of Warfarin.
TeriflunomideThe serum concentration of Warfarin can be decreased when it is combined with Teriflunomide.
TestosteroneTestosterone may increase the anticoagulant activities of Warfarin.
Tiaprofenic acidTiaprofenic acid may increase the anticoagulant activities of Warfarin.
TiboloneTibolone may increase the anticoagulant activities of Warfarin.
TicagrelorTicagrelor may increase the anticoagulant activities of Warfarin.
TicarcillinTicarcillin may increase the anticoagulant activities of Warfarin.
TiclopidineTiclopidine may increase the anticoagulant activities of Warfarin.
TigecyclineThe serum concentration of Warfarin can be increased when it is combined with Tigecycline.
TinzaparinWarfarin may increase the anticoagulant activities of Tinzaparin.
TipranavirTipranavir may increase the anticoagulant activities of Warfarin.
TirofibanTirofiban may increase the anticoagulant activities of Warfarin.
TolmetinTolmetin may increase the anticoagulant activities of Warfarin.
TolterodineTolterodine may increase the anticoagulant activities of Warfarin.
TorasemideThe serum concentration of Warfarin can be increased when it is combined with Torasemide.
ToremifeneToremifene may increase the anticoagulant activities of Warfarin.
TositumomabThe risk or severity of adverse effects can be increased when Warfarin is combined with Tositumomab.
TramadolTramadol may increase the anticoagulant activities of Warfarin.
TranilastThe risk or severity of adverse effects can be increased when Tranilast is combined with Warfarin.
TrazodoneTrazodone may decrease the anticoagulant activities of Warfarin.
TreprostinilThe risk or severity of adverse effects can be increased when Treprostinil is combined with Warfarin.
TriamcinoloneTriamcinolone may increase the anticoagulant activities of Warfarin.
UrokinaseUrokinase may increase the anticoagulant activities of Warfarin.
VemurafenibThe serum concentration of Warfarin can be increased when it is combined with Vemurafenib.
VenlafaxineThe risk or severity of adverse effects can be increased when Venlafaxine is combined with Warfarin.
VilazodoneVilazodone may increase the anticoagulant activities of Warfarin.
Vitamin EVitamin E may increase the anticoagulant activities of Warfarin.
VorapaxarThe risk or severity of adverse effects can be increased when Vorapaxar is combined with Warfarin.
VoriconazoleThe serum concentration of Warfarin can be increased when it is combined with Voriconazole.
VorinostatVorinostat may increase the anticoagulant activities of Warfarin.
VortioxetineVortioxetine may increase the anticoagulant activities of Warfarin.
ZafirlukastThe serum concentration of Warfarin can be increased when it is combined with Zafirlukast.
ZileutonThe serum concentration of Warfarin can be increased when it is combined with Zileuton.
Food Interactions
  • Avoid alcohol.
  • Avoid drastic changes in dietary habit.
  • Avoid St. John's Wort.
  • Consult your doctor before ingesting large amounts of dietary Vitamin K (e.g. from green leafy vegetables).
  • Limit garlic, ginger, gingko, and horse chestnut.

Targets

Kind
Protein
Organism
Human
Pharmacological action
yes
Actions
inhibitor
General Function:
Vitamin-k-epoxide reductase (warfarin-sensitive) activity
Specific Function:
Involved in vitamin K metabolism. Catalytic subunit of the vitamin K epoxide reductase (VKOR) complex which reduces inactive vitamin K 2,3-epoxide to active vitamin K. Vitamin K is required for the gamma-carboxylation of various proteins, including clotting factors, and is required for normal blood coagulation, but also for normal bone development.
Gene Name:
VKORC1
Uniprot ID:
Q9BQB6
Molecular Weight:
18234.3 Da
References
  1. Gebauer M: Synthesis and structure-activity relationships of novel warfarin derivatives. Bioorg Med Chem. 2007 Mar 15;15(6):2414-20. Epub 2007 Jan 17. [PubMed:17275317 ]
  2. Zhu Y, Shennan M, Reynolds KK, Johnson NA, Herrnberger MR, Valdes R Jr, Linder MW: Estimation of warfarin maintenance dose based on VKORC1 (-1639 G>A) and CYP2C9 genotypes. Clin Chem. 2007 Jul;53(7):1199-205. Epub 2007 May 17. [PubMed:17510308 ]
  3. Yin T, Miyata T: Warfarin dose and the pharmacogenomics of CYP2C9 and VKORC1 - rationale and perspectives. Thromb Res. 2007;120(1):1-10. Epub 2006 Dec 11. [PubMed:17161452 ]
  4. Osman A, Enstrom C, Lindahl TL: Plasma S/R ratio of warfarin co-varies with VKORC1 haplotype. Blood Coagul Fibrinolysis. 2007 Apr;18(3):293-6. [PubMed:17413769 ]
  5. Limdi NA, McGwin G, Goldstein JA, Beasley TM, Arnett DK, Adler BK, Baird MF, Acton RT: Influence of CYP2C9 and VKORC1 1173C/T genotype on the risk of hemorrhagic complications in African-American and European-American patients on warfarin. Clin Pharmacol Ther. 2008 Feb;83(2):312-21. Epub 2007 Jul 25. [PubMed:17653141 ]
  6. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrateinhibitor
General Function:
Steroid hydroxylase activity
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenyto...
Gene Name:
CYP2C9
Uniprot ID:
P11712
Molecular Weight:
55627.365 Da
References
  1. Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
  2. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
  3. Drug Interactions: Cytochrome P450 Drug Interaction Table [Link]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N...
Gene Name:
CYP1A2
Uniprot ID:
P05177
Molecular Weight:
58293.76 Da
References
  1. Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
  2. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
  3. Drug Interactions: Cytochrome P450 Drug Interaction Table [Link]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrateinhibitor
General Function:
Steroid hydroxylase activity
Specific Function:
Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:
CYP2C19
Uniprot ID:
P33261
Molecular Weight:
55930.545 Da
References
  1. Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
  2. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
  3. Drug Interactions: Cytochrome P450 Drug Interaction Table [Link]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Vitamin d3 25-hydroxylase activity
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiot...
Gene Name:
CYP3A4
Uniprot ID:
P08684
Molecular Weight:
57342.67 Da
References
  1. Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
  2. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrateinhibitor
General Function:
Steroid hydroxylase activity
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme...
Gene Name:
CYP2C8
Uniprot ID:
P10632
Molecular Weight:
55824.275 Da
References
  1. Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
  2. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Steroid hydroxylase activity
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:
CYP2C18
Uniprot ID:
P33260
Molecular Weight:
55710.075 Da
References
  1. Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
  2. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Vitamin d 24-hydroxylase activity
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:
CYP1A1
Uniprot ID:
P04798
Molecular Weight:
58164.815 Da
References
  1. Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]

Carriers

Kind
Protein
Organism
Human
Pharmacological action
no
General Function:
Toxic substance binding
Specific Function:
Serum albumin, the main protein of plasma, has a good binding capacity for water, Ca(2+), Na(+), K(+), fatty acids, hormones, bilirubin and drugs. Its main function is the regulation of the colloidal osmotic pressure of blood. Major zinc transporter in plasma, typically binds about 80% of all plasma zinc.
Gene Name:
ALB
Uniprot ID:
P02768
Molecular Weight:
69365.94 Da
References
  1. Yamasaki K, Maruyama T, Kragh-Hansen U, Otagiri M: Characterization of site I on human serum albumin: concept about the structure of a drug binding site. Biochim Biophys Acta. 1996 Jul 18;1295(2):147-57. [PubMed:8695640 ]
  2. Joseph KS, Hage DS: The effects of glycation on the binding of human serum albumin to warfarin and L-tryptophan. J Pharm Biomed Anal. 2010 Nov 2;53(3):811-8. doi: 10.1016/j.jpba.2010.04.035. Epub 2010 May 6. [PubMed:20537832 ]
  3. Wybranowski T, Cyrankiewicz M, Ziomkowska B, Kruszewski S: The HSA affinity of warfarin and flurbiprofen determined by fluorescence anisotropy measurements of camptothecin. Biosystems. 2008 Dec;94(3):258-62. doi: 10.1016/j.biosystems.2008.05.034. Epub 2008 Jul 31. [PubMed:18721856 ]
  4. Bertucci C, Wainer IW: Improved chromatographic performance of a modified human albumin based stationary phase. Chirality. 1997;9(4):335-40. [PubMed:9275312 ]
Kind
Protein
Organism
Human
Pharmacological action
no
General Function:
Not Available
Specific Function:
Functions as transport protein in the blood stream. Binds various ligands in the interior of its beta-barrel domain. Also binds synthetic drugs and influences their distribution and availability in the body. Appears to function in modulating the activity of the immune system during the acute-phase reaction.
Gene Name:
ORM1
Uniprot ID:
P02763
Molecular Weight:
23511.38 Da
References
  1. Hazai E, Visy J, Fitos I, Bikadi Z, Simonyi M: Selective binding of coumarin enantiomers to human alpha1-acid glycoprotein genetic variants. Bioorg Med Chem. 2006 Mar 15;14(6):1959-65. Epub 2005 Nov 15. [PubMed:16290938 ]
  2. Nakagawa T, Kishino S, Itoh S, Sugawara M, Miyazaki K: Differential binding of disopyramide and warfarin enantiomers to human alpha(1)-acid glycoprotein variants. Br J Clin Pharmacol. 2003 Dec;56(6):664-9. [PubMed:14616427 ]
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Drug created on June 13, 2005 07:24 / Updated on August 17, 2016 12:23