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Substrate Report for: 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 A/B H 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
IUPHAR|
Wikipedia|Dabigatran

Target
Families | Dabigatran-etexilate ligand of proteins in family: Carb_B_Chordata
Protein | human-CES1, human-CES2

References:
Search PubMed for references concerning: Dabigatran-etexilate

3 more
    Title: Carboxylesterase-2 plays a critical role in dabigatran etexilate active metabolite formation
    Laizure SC, Chen F, Farrar JE, Ali D, Yang B, Parker RB
    Ref: Drug Metab Pharmacokinet, 47:100479, 2022 : PubMed

            

    Title: Association between statin use and ischemic stroke or major hemorrhage in patients taking dabigatran for atrial fibrillation
    Antoniou T, Macdonald EM, Yao Z, Hollands S, Gomes T, Tadrous M, Mamdani MM, Juurlink DN
    Ref: Cmaj, 189:E4, 2017 : PubMed

            

    Title: Impact of endogenous esterase activity on in vitro p-glycoprotein profiling of dabigatran etexilate in caco-2 monolayers
    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 : PubMed