CHEBI:31536 - emtricitabine

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ChEBI Name emtricitabine ChEBI ID CHEBI:31536 Definition An organofluorine compound that is 5-fluorocytosine substituted at the 1 position by a 2-(hydroxymethyl)-1,3-oxathiolan-5-yl group (2R,5S configuration). It is used in combination therapy for the treatment of HIV-1 infection. Stars This entity has been manually annotated by the ChEBI Team. Secondary ChEBI IDs CHEBI:174911 Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Read full article at Wikipedia Formula C8H10FN3O3S Net Charge 0 Average Mass 247.24700 Monoisotopic Mass 247.04269 InChI InChI=1S/C8H10FN3O3S/c9-4-1-12(8(14)11-7(4)10)5-3-16-6(2-13)15-5/h1,5-6,13H,2-3H2,(H2,10,11,14)/t5-,6+/m0/s1 InChIKey XQSPYNMVSIKCOC-NTSWFWBYSA-N SMILES Nc1nc(=O)n(cc1F)[C@@H]1CS[C@H](CO)O1 Roles Classification Biological Role(s): antiviral drug A substance used in the prophylaxis or therapy of virus diseases. HIV-1 reverse transcriptase inhibitor An entity which inhibits the activity of HIV-1 reverse transcriptase. Application(s): antiviral drug A substance used in the prophylaxis or therapy of virus diseases. View more via ChEBI Ontology ChEBI Ontology Outgoing emtricitabine (CHEBI:31536) has role antiviral drug (CHEBI:36044) emtricitabine (CHEBI:31536) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756) emtricitabine (CHEBI:31536) is a monothioacetal (CHEBI:59793) emtricitabine (CHEBI:31536) is a nucleoside analogue (CHEBI:60783) emtricitabine (CHEBI:31536) is a organofluorine compound (CHEBI:37143) emtricitabine (CHEBI:31536) is a pyrimidone (CHEBI:38337) Incoming Descovy (CHEBI:133007) has part emtricitabine (CHEBI:31536) Genvoya (CHEBI:90922) has part emtricitabine (CHEBI:31536) Odefsey (CHEBI:133010) has part emtricitabine (CHEBI:31536) IUPAC Name 4-amino-5-fluoro-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one Synonyms Sources (−)-(2R,5S)-5-fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]cytosine ChEBI (−)-2'-deoxy-5-fluoro-3'-thiacytidine ChemIDplus (−)-β-2',3'-dideoxy-5-fluoro-3'-thiacytidine ChEBI (−)-cis-4-amino-5-fluoro-1-(2-hydroxymethyl-1,3-oxathiolan-5-yl)-(1H)-pyrimidin-2-one ChEBI (−)-FTC ChemIDplus (2R-cis)-4-amino-5-fluoro-1-(2-(hydroxymethyl)-1,3-oxathiolan-5-yl)-2(1H)-pyrimidinone ChemIDplus 4-amino-5-fluoro-1-((2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)pyrimidin-2(1H)-one ChEMBL 4-Amino-5-fluoro-1-((2R,5S)-2-hydroxymethyl-[1,3]oxathiolan-5-yl)-1H-pyrimidin-2-one ChEMBL 5-fluoro-1-((2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)cytosine ChemIDplus EMTRICITABINE ChEMBL Emtricitabine KEGG COMPOUND Manual Xrefs Databases 1003 DrugCentral C12599 KEGG COMPOUND D01199 KEGG DRUG DB00879 DrugBank Emtricitabine Wikipedia ETV PDBeChem US5538975 Patent WO9214743 Patent View more database links Registry Numbers Types Sources 143491-57-0 CAS Registry Number KEGG COMPOUND 143491-57-0 CAS Registry Number ChemIDplus 5908714 Beilstein Registry Number Beilstein Citations Types Sources 11491420 PubMed citation Europe PMC 14609348 PubMed citation Europe PMC 14693538 PubMed citation Europe PMC 15206508 PubMed citation Europe PMC 15249567 PubMed citation Europe PMC 15588339 PubMed citation Europe PMC 15875341 PubMed citation Europe PMC 15977972 PubMed citation Europe PMC 16034488 PubMed citation Europe PMC 16323102 PubMed citation Europe PMC 16401810 PubMed citation Europe PMC 17526857 PubMed citation Europe PMC 19493710 PubMed citation Europe PMC 22915463 PubMed citation Europe PMC 22917277 PubMed citation Europe PMC 22935078 PubMed citation Europe PMC 23337366 PubMed citation Europe PMC 23361642 PubMed citation Europe PMC 25017682 PubMed citation Europe PMC Last Modified 22 February 2017

General Comment 2011-03-17 An analogue of cytidine, emtricitabine is a nucleoside reverse transcriptase inhibitor, with antiretroviral activity against HIV, and is used with other antiretrovirals in combination therapy of HIV infection. It is also active against hepatitis B virus.