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drugbank:absorption The extent of percutaneous absorption of topical corticosteroids is determined by many factors, including the vehicle and the integrity of the epidermal barrier.
drugbank:affectedOrganism Humans and other mammals
drugbank:ahfsCode 52:08.08
drugbank:ahfsCode 68:04.00
drugbank:ahfsCode 84:06.00
drugbank:atcCode D07AC17
drugbank:atcCode R01AD08
drugbank:atcCode R03BA05
drugbank:biotransformation Fluticasone propionate is metabolized in the liver by cytochrome P450 3A4-mediated hydrolysis of the 5-fluoromethyl carbothioate grouping. This transformation occurs in 1 metabolic step to produce the inactive 17-(beta)-carboxylic acid metabolite, the only known metabolite detected in man.
drugbank:brandName Advair Diskus 100/50
drugbank:brandName Advair Diskus 250/50
drugbank:brandName Advair Diskus 500/50
drugbank:brandName Cutivate
drugbank:brandName Flixonase
drugbank:brandName Flixotide
drugbank:brandName Flonase
drugbank:brandName Flovent
drugbank:brandName Flovent Diskus 100
drugbank:brandName Flovent Diskus 250
drugbank:brandName Flovent Diskus 50
drugbank:brandName Flovent HFA
drugbank:brandName Flunase
drugbank:brandedDrug <http://wifo5-04.informatik.uni-mannheim.de/dailymed/resource/drugs/1870>
drugbank:brandedDrug <http://wifo5-04.informatik.uni-mannheim.de/dailymed/resource/drugs/198>
drugbank:brandedDrug <http://wifo5-04.informatik.uni-mannheim.de/dailymed/resource/drugs/2>
drugbank:brandedDrug <http://wifo5-04.informatik.uni-mannheim.de/dailymed/resource/drugs/203>
drugbank:brandedDrug <http://wifo5-04.informatik.uni-mannheim.de/dailymed/resource/drugs/2062>
drugbank:brandedDrug <http://wifo5-04.informatik.uni-mannheim.de/dailymed/resource/drugs/2327>
drugbank:brandedDrug <http://wifo5-04.informatik.uni-mannheim.de/dailymed/resource/drugs/3118>
drugbank:brandedDrug <http://wifo5-04.informatik.uni-mannheim.de/dailymed/resource/drugs/335>
drugbank:brandedDrug <http://wifo5-04.informatik.uni-mannheim.de/dailymed/resource/drugs/3634>
drugbank:brandedDrug <http://wifo5-04.informatik.uni-mannheim.de/dailymed/resource/drugs/4293>
drugbank:brandedDrug <http://wifo5-04.informatik.uni-mannheim.de/dailymed/resource/drugs/78>
drugbank:brandedDrug <http://wifo5-04.informatik.uni-mannheim.de/dailymed/resource/drugs/891>
drugbank:casRegistryNumber <http://bio2rdf.org/cas:80474-14-2>
drugbank:chemicalFormula C25H31F3O5S
drugbank:chemicalIupacName [(6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-17-(fluoromethylsulfanylcarbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
drugbank:contraindicationInsert <http://129.128.185.122/drugbank2/drugs/DB00588/inserts/1052/full>
drugbank:creationDate 2005-06-13 13:24:05 UTC
drugbank:description Fluticasone propionate, a medium-potency synthetic corticosteroid, is used topically to relieve inflammatory and pruritic symptoms of dermatoses and psoriasis, intranasally to manage symptoms of allergic and non-allergic rhinitis, and orally for the treatment of asthma.
drugbank:dosageForm <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/dosageforms/aerosolMeteredRespiratory(inhalation)>
drugbank:dosageForm <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/dosageforms/creamTopical>
drugbank:dosageForm <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/dosageforms/powderRespiratory(inhalation)>
drugbank:dosageForm <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/dosageforms/sprayMeteredNasal>
drugbank:dpdDrugIdNumber 02244293
drugbank:drugCategory <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/drugcategory/adrenergicAgents>
drugbank:drugCategory <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/drugcategory/anti-allergicAgents>
drugbank:drugCategory <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/drugcategory/anti-inflammatoryAgents>
drugbank:drugCategory <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/drugcategory/bronchodilatorAgents>
drugbank:drugCategory <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/drugcategory/dermatologicAgents>
drugbank:drugIdNumberPage <http://205.193.93.51/dpdonline/searchRequest.do?din=02244293>
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/investigational>
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/1>
drugbank:experimentalLogpHydrophobicity 3.4
drugbank:experimentalWaterSolubility 0.51 mg/L (insoluble)
drugbank:fdaLabelFiles 1998-12-01 /drugs/588/fda_labels/429 1999-06-01 /drugs/588/fda_labels/626 2003-06-01 /drugs/588/fda_labels/375 2003-07-01 /drugs/588/fda_labels/627 2004-05-01 /drugs/588/fda_labels/1113 2004-12-01 /drugs/588/fda_labels/871
drugbank:genericName Fluticasone Propionate
drugbank:halfLife 10 hours
drugbank:inchiIdentifier InChI=1/C25H31F3O5S/c1-5-20(31)33-25(21(32)34-12-26)13(2)8-15-16-10-18(27)17-9-14(29)6-7-22(17,3)24(16,28)19(30)11-23(15,25)4/h6-7,9,13,15-16,18-19,30H,5,8,10-12H2,1-4H3/t13-,15+,16+,18+,19+,22+,23+,24+,25+/m1/s1
drugbank:inchiKey WMWTYOKRWGGJOA-CENSZEJFBT
drugbank:indication For the maintenance treatment of asthma as prophylactic therapy and for patients requiring oral corticosteroid therapy for asthma.
drugbank:interactionInsert <http://129.128.185.122/drugbank2/drugs/DB00588/inserts/2063/full>
drugbank:keggDrugId <http://bio2rdf.org/kegg:D01708>
rdfs:label Fluticasone Propionate
drugbank:limsDrugId 588
drugbank:massSpecFile 0
drugbank:mechanismOfAction Binds to the glucocorticoid receptor. Unbound corticosteroids cross the membranes of cells such as mast cells and eosinophils, binding with high affinity to glucocorticoid receptors (GR). The results include alteration of transcription and protein synthesis, a decreased release of leukocytic acid hydrolases, reduction in fibroblast proliferation, prevention of macrophage accumulation at inflamed sites, reduction of collagen deposition, interference with leukocyte adhesion to the capillary wall, reduction of capillary membrane permeability and subsequent edema, reduction of complement components, inhibition of histamine and kinin release, and interference with the formation of scar tissue. In the management of asthma, the glucocorticoid receptor complexes down-regulates proinflammatory mediators such as interleukin-(IL)-1, 3, and 5, and up-regulates anti-inflammatory mediators such as IkappaB [inhibitory molecule for nuclear factor kappaB1], IL-10, and IL-12. The antiinflammatory actions of corticosteroids are also thought to involve release of cytosolic phospholipase A2 which controls the biosynthesis of potent mediators of inflammation such as prostaglandins and leukotrienes.
drugbank:meltingPoint 272-273 oC
drugbank:molecularWeightAverage 500.571
drugbank:molecularWeightMono 500.1844
drugbank:msdsFiles /drugs/588/safety_sheets/946
foaf:page <http://www.drugbank.ca/drugs/DB00588>
drugbank:pdbHomologyId 1QMN_A
drugbank:pharmacology Fluticasone propionate, a medium-potency synthetic corticosteroid, is used topically to relieve inflammatory and pruritic symptoms of dermatoses and psoriasis, intranasally to manage symptoms of allergic and non-allergic rhinitis, and orally for the treatment of asthma.
drugbank:pharmgkbId PA449687
drugbank:possibleDiseaseTarget <http://wifo5-04.informatik.uni-mannheim.de/diseasome/resource/diseases/2013>
drugbank:possibleDiseaseTarget <http://wifo5-04.informatik.uni-mannheim.de/diseasome/resource/diseases/272>
drugbank:predictedLogpHydrophobicity 3.70
drugbank:predictedLogs -4.64
drugbank:predictedWaterSolubility 1.14e-02 mg/mL
drugbank:primaryAccessionNo DB00588
drugbank:proteinBinding 91%
drugbank:pubchemCompoundId 444036
drugbank:pubchemSubstanceId 585235
drugbank:rxlistLink <http://www.rxlist.com/cgi/generic2/cutivate.htm>
owl:sameAs <http://data.linkedct.org/resource/intervention/17587>
owl:sameAs <http://data.linkedct.org/resource/intervention/24500>
owl:sameAs <http://data.linkedct.org/resource/intervention/25656>
owl:sameAs <http://data.linkedct.org/resource/intervention/36395>
owl:sameAs <http://data.linkedct.org/resource/intervention/40799>
owl:sameAs <http://data.linkedct.org/resource/intervention/5580>
owl:sameAs <http://data.linkedct.org/resource/intervention/5633>
owl:sameAs <http://data.linkedct.org/resource/intervention/58341>
owl:sameAs <http://www.dbpedia.org/resource/Fluticasone>
owl:sameAs <http://www.dbpedia.org/resource/Fluticasone_propionate>
drugbank:secondaryAccessionNumber aprd00065
drugbank:smilesStringCanonical CCC(=O)OC1(C(C)CC2C3CC(F)C4=CC(=O)C=CC4(C)C3(F)C(O)CC12C)C(=O)SCF
drugbank:smilesStringIsomeric CCC(=O)O[C@@]1([C@H](C)C[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]12C)C(=O)SCF
drugbank:state Solid
drugbank:structure 1
drugbank:synonym fluticasone propionate
drugbank:synthesisReference G. H. Phillipps, et. Al., U.S. Pat. 4,335,121 (1982)
drugbank:target <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/targets/232>
drugbank:target <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/targets/723>
drugbank:target <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/targets/871>
rdf:type drugbank:drugs
rdf:type vocabClass:Offer
drugbank:updateDate 2008-08-26 15:00:25 UTC

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