Drug Information
| Drug General Information | Top | |||
|---|---|---|---|---|
| Drug ID |
D0E3OF
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| Former ID |
DAP000770
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| Drug Name |
Warfarin
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| Synonyms |
Brumolin; Choice; Coumadin; Coumafen; Coumafene; Coumaphen; Coumaphene; Coumarins; Coumefene; Dethmor; Dethnel; Kumader; Kumadu; Kumatox; Kypfarin; Maveran; Panwarfin; Prothromadin; RAX; Ratorex; Ratoxin; Ratron; Rattentraenke; Rattunal; Rodafarin; Rosex; Sofarin; Solfarin; Warfarat; Warfarina; Warfarine; Warfarinum; Warficide; Zoocoumarin; Arab Rat Death; Arab rat deth; Coumafene [French]; Dicusat E; Eastern states duocide; Fasco fascrat powder; Maag Rattentod Cum; Mouse pak; Ratron G; Rattenstreupulver Neu Schacht; Rattenstreupulver new schacht; Rodafarin C; Rodex blox; Sorexa plus; Temus W; Twin light rat away; Vampirinip II; Vampirinip iii; Warfarin Q; Warfarin plus; Warfarin plus [discontinued]; Zoocoumarin [Netherlands and USSR]; Zoocoumarin [Russian]; CBKinase1_000192; CBKinase1_012592; Latka 42; Latka 42 [Czech]; PS104_SUPELCO; WARF compound 42; Warf 10; Warf 42; Athrombine-K; CO-Rax; Choice (TN); Coumadin (TN); D-Con; Frass-Ratron; Jantoven (TN); Liqua-tox; Mar-Frin; Marevan (TN); Place-pax; Rac-Warfarin; Rat & mice bait; Rat-Gard; Rat-Kill; Rat-Mix; Rat-Ola; Rat-Trol; Ratten-Koederrohr; Ro-Deth; Rough & ready mouse mix; Tox-hid; Waran (TN); Warfarin (INN); Warfarin (and salts of); Warfarin [BSI:ISO]; Warfarin [INN:BAN]; Warfarin(R); Warfarina [INN-Spanish]; Warfarine [INN-French]; Warfarine [ISO-French]; Warfarinum [INN-Latin]; Cov-R-Tox; Martin's mar-frin; Rat-B-gon; Rat-a-way; Rats-no-more; Spray-trol brand roden-trol; Rat-o-cide #2; Warfarin titrated to an INR of 2.5-3.0; W.A.R.F. 42; (-)-Warfarin; (S)-Warfarin; 200 coumarin
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| Drug Type |
Small molecular drug
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| Indication | Atrial fibrillation [ICD-11: BC81.3; ICD-10: I48] | Approved | [1], [2] | |
| Thrombosis [ICD-11: DB61-GB90; ICD-10: I80-I82] | Application submitted | [3] | ||
| Therapeutic Class |
Anticoagulants
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| Company |
Pharmaceutical Research Assoc Inc
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| Structure |
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Download2D MOL |
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| Formula |
C19H16O4
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| Canonical SMILES |
CC(=O)CC(C1=CC=CC=C1)C2=C(C3=CC=CC=C3OC2=O)O
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| InChI |
1S/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
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| InChIKey |
PJVWKTKQMONHTI-UHFFFAOYSA-N
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| CAS Number |
CAS 81-81-2
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| PubChem Compound ID | ||||
| PubChem Substance ID |
4702, 107893, 601310, 5231431, 7980889, 8149584, 8154328, 10536481, 11131065, 11142173, 11335619, 11360858, 11363088, 11365650, 11368212, 11371626, 11374040, 11376374, 11461830, 11484606, 11488751, 11490399, 11492196, 11494008, 14825580, 24869276, 24890636, 24899091, 26611979, 26680140, 26748308, 26748309, 26754489, 29225641, 42685079, 46504711, 47217039, 47291357, 47589215, 47885639, 48035388, 48334766, 48416701, 48421807, 49956144, 50085958, 50123544, 51071804, 53787517, 53788585
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| ChEBI ID |
CHEBI:87732
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| ADReCS Drug ID | BADD_D00005 ; BADD_D02373 ; BADD_D02374 | |||
| SuperDrug ATC ID |
B01AA03
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| SuperDrug CAS ID |
cas=000081812
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| Interaction between the Drug and Microbe | Top | |||
|---|---|---|---|---|
| The Metabolism of Drug Affected by Studied Microbe(s) | ||||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Bacteroidales | ||||
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Studied Microbe: Bacteroides fragilis ATCC43859
Show/Hide Hierarchy
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[4] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Warfarin can be metabolized by Bacteroides fragilis ATCC43859 (log2FC = -0.58; p = 0.017). | |||
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Studied Microbe: Bacteroides fragilis HMW 615
Show/Hide Hierarchy
|
[4] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Warfarin can be metabolized by Bacteroides fragilis HMW 615 (log2FC = -0.408; p = 0.015). | |||
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Studied Microbe: Bacteroides vulgatus ATCC 8482
Show/Hide Hierarchy
|
[4] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Warfarin can be metabolized by Bacteroides vulgatus ATCC 8482 (log2FC = -0.453; p = 0.049). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Gut microbiota | ||||
| Studied Microbe: Gut microbiota unspecific | [5] | |||
| Metabolic Effect | Alter activity | |||
| Description | Warfarin can be metabolized by gut microbiota, which results in the alteration of the drug's activity. | |||
| Drug Resistance Mutation (DRM) | Top | |||
|---|---|---|---|---|
| DRM | DRM Info | |||
| Target and Pathway | Top | |||
|---|---|---|---|---|
| Target(s) | Vitamin K epoxide reductase complex 1 (VKORC1) | Target Info | Inhibitor | [6] |
| KEGG Pathway | Ubiquinone and other terpenoid-quinone biosynthesis | |||
| Pathwhiz Pathway | Vitamin K Metabolism | |||
| Coagulation | ||||
| WikiPathways | PTM: gamma carboxylation, hypusine formation and arylsulfatase activation | |||
| References | Top | |||
|---|---|---|---|---|
| REF 1 | URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 6853). | |||
| REF 2 | Emerging drugs in peripheral arterial disease. Expert Opin Emerg Drugs. 2006 Mar;11(1):75-90. | |||
| REF 3 | Clinical pipeline report, company report or official report of the Pharmaceutical Research and Manufacturers of America (PhRMA) | |||
| REF 4 | Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467. | |||
| REF 5 | Predicting and Understanding the Human Microbiome's Impact on Pharmacology. Trends Pharmacol Sci. 2019 Jul;40(7):495-505. | |||
| REF 6 | [Oral anticoagulation and pharmacogenetics: importance in the clinical setting]. Rev Med Suisse. 2007 Sep 12;3(124):2030, 2033-4, 2036. | |||
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