Dabigatran-etexilate
Dabigatran is an antithrombin anticoagulant which is used for prevention of stroke and venous embolism in patients with chronic atrial fibrillation. Dabigatran is typically metabolised by CES1. polymorphism of the CES1 gene may affect metabolism
General
Type : Pro-Drug, Not AlphaBeta Hydrolase target, Drug, Pyridine, Propionate, Benzimidazole
Chemical_Nomenclature : ethyl 3-[[2-[[4-[(Z)-N'-hexoxycarbonylcarbamimidoyl]anilino]methyl]-1-methylbenzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoate
Canonical SMILES : CCCCCCOC(=O)N=C(C1=CC=C(C=C1)NCC2=NC3=C(N2C)C=CC(=C3)C(=O)N(CCC(=O)OCC)C4=CC=CC=N4)N
InChI : InChI=1S\/C34H41N7O5\/c1-4-6-7-10-21-46-34(44)39-32(35)24-12-15-26(16-13-24)37-23-30-38-27-22-25(14-17-28(27)40(30)3)33(43)41(20-18-31(42)45-5-2)29-11-8-9-19-36-29\/h8-9,11-17,19,22,37H,4-7,10,18,20-21,23H2,1-3H3,(H2,35,39,44)
InChIKey : KSGXQBZTULBEEQ-UHFFFAOYSA-N
Other name(s) : Dabigatran etexilate || Pradax || Rendix || Pradaxa || BIBR 1048
MW : 627.74
Formula : C34H41N7O5
CAS_number : 211915-06-9
PubChem : 6445226
UniChem : KSGXQBZTULBEEQ-UHFFFAOYSA-N
Wikipedia : Dabigatran
Target
Structures : No structure
Families : Carb_B_Chordata
References (8)
| Title : Role of CES1 and ABCB1 Genetic Polymorphisms on Functional Response to Dabigatran in Patients with Atrial Fibrillation - Cumitini_2024_J.Clin.Med_13_2545 |
| Author(s) : Cumitini L , Renda G , Giordano M , Rolla R , Shail T , Sacchetti S , Iezzi L , Giacomini L , Zanotti V , Auciello R , Angilletta I , Foglietta M , Zucchelli M , Antonucci I , Stuppia L , Gallina S , Dianzani U , Patti G |
| Ref : J Clin Med , 13 :2545 , 2024 |
| Abstract : |
| PubMedSearch : Cumitini_2024_J.Clin.Med_13_2545 |
| PubMedID: 38731074 |
| Gene_locus related to this paper: human-CES1 |
| Title : The Effect of ABCB1 and CES1 Polymorphisms on Plasma Levels of Dabigatran and Risk of Hemorrhagic Complications in Ischemic Stroke Patients - Olserova_2024_Am.J.Ther__ |
| Author(s) : Olserova A , Jansky P , Magerova H , Sramkova T , Kesnerova P , Kmetonyova S , Sulc V , Halmova H , Sramek M , Sarbochova I , Paulasova-Schwabova J , Benesova K , Macek J , Maoska V , Tomek |
| Ref : Am J Ther , : , 2024 |
| Abstract : |
| PubMedSearch : Olserova_2024_Am.J.Ther__ |
| PubMedID: 38525959 |
| Title : Carboxylesterase-2 plays a critical role in dabigatran etexilate active metabolite formation - Laizure_2022_Drug.Metab.Pharmacokinet_47_100479 |
| Author(s) : Laizure SC , Chen F , Farrar JE , Ali D , Yang B , Parker RB |
| Ref : Drug Metab Pharmacokinet , 47 :100479 , 2022 |
| Abstract : |
| PubMedSearch : Laizure_2022_Drug.Metab.Pharmacokinet_47_100479 |
| PubMedID: 36375226 |
| Title : A Comprehensive Functional Assessment of Carboxylesterase 1 Nonsynonymous Polymorphisms - Wang_2017_Drug.Metab.Dispos_45_1149 |
| Author(s) : Wang X , Rida N , Shi J , Wu AH , Bleske BE , Zhu HJ |
| Ref : Drug Metabolism & Disposition: The Biological Fate of Chemicals , 45 :1149 , 2017 |
| Abstract : |
| PubMedSearch : Wang_2017_Drug.Metab.Dispos_45_1149 |
| PubMedID: 28838926 |
| Gene_locus related to this paper: human-CES1 |
| Title : Association between statin use and ischemic stroke or major hemorrhage in patients taking dabigatran for atrial fibrillation - Antoniou_2017_CMAJ_189_E4 |
| Author(s) : Antoniou T , Macdonald EM , Yao Z , Hollands S , Gomes T , Tadrous M , Mamdani MM , Juurlink DN |
| Ref : Cmaj , 189 :E4 , 2017 |
| Abstract : |
| PubMedSearch : Antoniou_2017_CMAJ_189_E4 |
| PubMedID: 28246253 |
| Title : Dabigatran etexilate activation is affected by the CES1 genetic polymorphism G143E (rs71647871) and gender - Shi_2016_Biochem.Pharmacol_119_76 |
| Author(s) : Shi J , Wang X , Nguyen JH , Bleske BE , Liang Y , Liu L , Zhu HJ |
| Ref : Biochemical Pharmacology , 119 :76 , 2016 |
| Abstract : |
| PubMedSearch : Shi_2016_Biochem.Pharmacol_119_76 |
| PubMedID: 27614009 |
| Gene_locus related to this paper: human-CES1 |
| Title : Impact of endogenous esterase activity on in vitro p-glycoprotein profiling of dabigatran etexilate in caco-2 monolayers - Ishiguro_2014_Drug.Metab.Dispos_42_250 |
| Author(s) : Ishiguro N , Kishimoto W , Volz A , Ludwig-Schwellinger E , Ebner T , Schaefer O |
| Ref : Drug Metabolism & Disposition: The Biological Fate of Chemicals , 42 :250 , 2014 |
| Abstract : |
| PubMedSearch : Ishiguro_2014_Drug.Metab.Dispos_42_250 |
| PubMedID: 24212377 |
| Title : Identification of carboxylesterase-dependent dabigatran etexilate hydrolysis - Laizure_2014_Drug.Metab.Dispos_42_201 |
| Author(s) : Laizure SC , Parker RB , Herring VL , Hu ZY |
| Ref : Drug Metabolism & Disposition: The Biological Fate of Chemicals , 42 :201 , 2014 |
| Abstract : |
| PubMedSearch : Laizure_2014_Drug.Metab.Dispos_42_201 |
| PubMedID: 24212379 |
| Gene_locus related to this paper: human-CES1 |