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drugbank:affectedOrganism Humans and other mammals
drugbank:ahfsCode 20:12.04.08
drugbank:atcCode B01AA03
drugbank:biotransformation Metabolized by hepatic microsomal enzymes.
drugbank:brandName Athrombin
drugbank:brandName Athrombin-K
drugbank:brandName Athrombine-K
drugbank:brandName Brumolin
drugbank:brandName Co-Rax
drugbank:brandName Coumadin
drugbank:brandName Coumafen
drugbank:brandName Coumafene
drugbank:brandName Coumaphen
drugbank:brandName Coumaphene
drugbank:brandName Coumarins
drugbank:brandName Coumefene
drugbank:brandName D-Con
drugbank:brandName Dethmor
drugbank:brandName Dethnel
drugbank:brandName Dicusat E
drugbank:brandName Frass-Ratron
drugbank:brandName Jantoven
drugbank:brandName Kumader
drugbank:brandName Kumadu
drugbank:brandName Kumatox
drugbank:brandName Kypfarin
drugbank:brandName Latka 42
drugbank:brandName Mar-Frin
drugbank:brandName Marevan
drugbank:brandName Maveran
drugbank:brandName Panwarfin
drugbank:brandName Place-Pax
drugbank:brandName Prothromadin
drugbank:brandName RAX
drugbank:brandName Rosex
drugbank:brandName Sofarin
drugbank:brandName Solfarin
drugbank:brandName Sorexa Plus
drugbank:brandName Temus W
drugbank:brandName Tintorane
drugbank:brandName Tox-Hid
drugbank:brandName Vampirinip II
drugbank:brandName Vampirinip III
drugbank:brandName Waran
drugbank:brandName Warf 42
drugbank:brandName Warfarat
drugbank:brandName Warfarin Plus
drugbank:brandName Warfarin Q
drugbank:brandName Warfarine
drugbank:brandName Warficide
drugbank:brandName Warfilone
drugbank:brandName Zoocoumarin
drugbank:casRegistryNumber <http://bio2rdf.org/cas:81-81-2>
drugbank:chemicalFormula C19H16O4
drugbank:chemicalIupacName 2-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-4-one
drugbank:contraindicationInsert <http://129.128.185.122/drugbank2/drugs/DB00682/inserts/1524/full>
drugbank:creationDate 2005-06-13 13:24:05 UTC
drugbank:description An anticoagulant that acts by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, pulmonary embolism, and atrial fibrillation with embolization. It is also used as an adjunct in the prophylaxis of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide. [PubChem]
drugbank:dosageForm <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/dosageforms/tabletOral>
drugbank:dpdDrugIdNumber 02244463
drugbank:drugCategory <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/drugcategory/anticoagulants>
drugbank:drugCategory <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/drugcategory/coumarinAndIndandioneDerivatives>
drugbank:drugCategory <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/drugcategory/rodenticides>
drugbank:drugIdNumberPage <http://205.193.93.51/dpdonline/searchRequest.do?din=02244463>
drugbank:drugType <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/drugtype/approved>
drugbank:drugType <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/drugtype/smallMolecule>
drugbank:enzyme <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/enzymes/2>
drugbank:enzyme <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/enzymes/3>
drugbank:experimentalCaco2Permeability -4.68 [ADME Research, USCD]
drugbank:experimentalLogpHydrophobicity 3
drugbank:experimentalLogs -3.89 [ADME Research, USCD]
drugbank:experimentalWaterSolubility 17 mg/L
drugbank:fdaLabelFiles 2004-06-01 /drugs/682/fda_labels/543 2005-09-01 /drugs/682/fda_labels/740
drugbank:foodInteraction Avoid St.John's Wort.
drugbank:foodInteraction Avoid alcohol.
drugbank:foodInteraction Avoid drastic changes in dietary habit.
drugbank:foodInteraction Consult your doctor before taking large amounts of Vitamin K (Green leafy vegetables).
drugbank:foodInteraction Limit garlic, ginger, gingko, and horse chestnut.
drugbank:genericName Warfarin
drugbank:halfLife 1 week
drugbank:inchiIdentifier 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/h2-10,15,22H,11H2,1H3
drugbank:inchiKey QTXVAVXCBMYBJW-UHFFFAOYAL
drugbank:indication For the treatment of retinal vascular occlusion, pulmonary embolism, cardiomyopathy, atrial fibrillation and flutter, cerebral embolism, transient cerebral ischaemia, arterial embolism and thrombosis.
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drugbank:interactionInsert <http://129.128.185.122/drugbank2/drugs/DB00682/inserts/2520/full>
drugbank:keggCompoundId <http://bio2rdf.org/cpd:C01541>
rdfs:label Warfarin
drugbank:limsDrugId 682
drugbank:massSpecFile 1
drugbank:mechanismOfAction Warfarin 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 decresed prothrombin levels and a decrease in the amount of thrombin generated and bound to fibrin. This reduces the thrombogenicity of clots.
drugbank:meltingPoint 161 oC
drugbank:molecularWeightAverage 308.3279
drugbank:molecularWeightMono 308.1049
drugbank:msdsFiles /drugs/682/safety_sheets/885
foaf:page <http://dbpedia.org/page/Warfarin>
foaf:page <http://en.wikipedia.org/wiki/Warfarin>
foaf:page <http://www.drugbank.ca/drugs/DB00682>
drugbank:pharmacology Warfarin, 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).
drugbank:pharmgkbId PA451906
drugbank:pkaIsoelectricPoint 5.08
drugbank:possibleDiseaseTarget <http://wifo5-04.informatik.uni-mannheim.de/diseasome/resource/diseases/1175>
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drugbank:predictedLogpHydrophobicity 2.55
drugbank:predictedLogs -3.81
drugbank:predictedWaterSolubility 4.77e-02 mg/mL
drugbank:primaryAccessionNo DB00682
drugbank:proteinBinding 99.5%
drugbank:pubchemCompoundId 6691
drugbank:pubchemSubstanceId 4702
drugbank:reference
drugbank:rxlistLink <http://www.rxlist.com/cgi/generic/warfarin.htm>
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owl:sameAs <http://data.linkedct.org/resource/intervention/56068>
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owl:sameAs <http://dbpedia.org/resource/Warfarin>
owl:sameAs <http://wifo5-04.informatik.uni-mannheim.de/sider/resource/drugs/6691>
owl:sameAs <http://www.dbpedia.org/resource/Warfarin>
drugbank:secondaryAccessionNumber aprd00341
drugbank:smilesStringCanonical CC(=O)CC(C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O
drugbank:smilesStringIsomeric CC(=O)C[C@@H](C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O
drugbank:state Solid
drugbank:structure 1
drugbank:synonym Warfarin sodium
drugbank:synthesisReference Stahmann, et al., U.S. Pat. 2,427,578 (1947)
drugbank:target <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/targets/4081>
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drugbank:target <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/targets/787>
drugbank:toxicity LD<sub>50</sub>=374 (orally in mice)
rdf:type drugbank:drugs
rdf:type vocabClass:Offer
drugbank:updateDate 2008-08-26 16:53:27 UTC

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