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Term:entecavir (anhydrous)
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Accession:CHEBI:473990 term browser browse the term
Definition:Guanine substituted at the 9 position by a 4-hydroxy-3-(hydroxymethyl)-2-methylidenecyclopentyl group. A synthetic analogue of 2'-deoxyguanosine, it is a nucleoside reverse transcriptase inhibitor with selective antiviral activity against hepatitis B virus. Entecavir is phosphorylated intracellularly to the active triphosphate form, which competes with deoxyguanosine triphosphate, the natural substrate of hepatitis B virus reverse transcriptase, inhibiting every stage of the enzyme's activity, although it has no activity against HIV. It is used for the treatment of chronic hepatitis B.
Synonyms:exact_synonym: 2-amino-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylidenecyclopentyl]-1,9-dihydro-6H-purin-6-one
 related_synonym: Formula=C12H15N5O3;   InChI=1S/C12H15N5O3/c1-5-6(3-18)8(19)2-7(5)17-4-14-9-10(17)15-12(13)16-11(9)20/h4,6-8,18-19H,1-3H2,(H3,13,15,16,20)/t6-,7-,8-/m0/s1;   InChIKey=QDGZDCVAUDNJFG-FXQIFTODSA-N;   SMILES=Nc1nc2n(cnc2c(=O)[nH]1)[C@H]1C[C@H](O)[C@@H](CO)C1=C;   entecavir
 xref: Beilstein:7692760 "Beilstein";   CAS:142217-69-4 "ChemIDplus";   DrugBank:DB00442;   Drug_Central:1019 "DrugCentral";   KEGG:D07896;   LINCS:LSM-5258

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  CHEBI ontology 832
    role 809
      biological role 809
        antimicrobial agent 208
          antiviral agent 27
            antiviral drug 21
              entecavir (anhydrous) 0
                entecavir hydrate 0
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  CHEBI ontology 832
    subatomic particle 816
      composite particle 816
        hadron 816
          baryon 816
            nucleon 816
              atomic nucleus 816
                atom 816
                  main group element atom 804
                    p-block element atom 801
                      carbon group element atom 773
                        carbon atom 769
                          organic molecular entity 769
                            organic molecule 686
                              organic cyclic compound 613
                                organic heterocyclic compound 325
                                  organic heteropolycyclic compound 235
                                    organic heterobicyclic compound 91
                                      imidazopyrimidine 23
                                        purines 23
                                          aminopurine 17
                                            2-aminopurines 4
                                              entecavir (anhydrous) 0
                                                entecavir hydrate 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.