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Substrate Report for: Oseltamivir

Oseltamivir (Tamiflu(R)) is a synthetic derivative prodrug of Ro 64-0802, a selective inhibitor of influenza virus neuraminidase. prodrug with antiviral activity. Osetamivir is a structural homolog of sialic acid and blocks neuraminidases on the surfaces of influenza viruses, interfering with host cell release of complete viral particles. Human carboxylesterase-1 (CES1) hydrolyses Oseltamivir



General
Type: Pro-Drug, Drug, Not A/B H target
Chemical_Nomenclature: ethyl (3R,4R,5S)-4-acetamido-5-amino-3-pentan-3-yloxycyclohexene-1-carboxylate
Canonical SMILES: CCC(CC)OC1C=C(CC(C1NC(=O)C)N)C(=O)OCC
InChI: InChI=1S/C16H28N2O4/c1-5-12(6-2)22-14-9-11(16(20)21-7-3)8-13(17)15(14)18-10(4)19/h9,12-15H,5-8,17H2,1-4H3,(H,18,19)/t13-,14+,15+/m0/s1
InChIKey: VSZGPKBBMSAYNT-RRFJBIMHSA-N
Other name(s): Tamvir ; Tamiflu ; Tamiflu-Free ; GS-4104 ; (-)-oseltamivir
MW: 312.40
Formula: C16H28N2O4
CAS_number: 196618-13-0
PubChem: 65028
IUPHAR:
Wikipedia: Oseltamivir

Target families
Oseltamivir ligand of proteins in family: Carb_B_Chordata
No structure

Protein target
Enzyme: human-CES1

References
Search PubMed for references concerning: Oseltamivir

20 more
    Title: Pharmacokinetic Modeling and Monte Carlo Simulation to Predict Interindividual Variability in Human Exposure to Oseltamivir and Its Active Metabolite, Ro 64-0802
    Ito M, Kusuhara H, Ose A, Kondo T, Tanabe K, Nakayama H, Horita S, Fujita T, Sugiyama Y
    Ref: AAPS J, 19:286, 2017 : PubMed

            

    Title: Effects of alcohol on human carboxylesterase drug metabolism
    Parker RB, Hu ZY, Meibohm B, Laizure SC
    Ref: Clinical Pharmacokinetics, 54:627, 2015 : PubMed

            

    Title: Substrate-Competitive Activity-Based Profiling of Ester Prodrug Activating Enzymes
    Xu H, Majmudar JD, Davda D, Ghanakota P, Kim KH, Carlson HA, Showalter HD, Martin BR, Amidon GL
    Ref: Mol Pharm, 12:3399, 2015 : PubMed