CHEBI:31175 - adefovir pivoxil

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ChEBI Name adefovir pivoxil
ChEBI ID CHEBI:31175
Definition An organic phosphonate that is the dipivoxil ester of adefovir. A prodrug for adefovir, an HIV-1 reverse transcriptase inhibitor, adefovir pivoxil is used to treat chronic hepatitis B viral infection.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C20H32N5O10P
Net Charge 0
Average Mass 533.470
Monoisotopic Mass 533.189
InChI InChI=1S/C20H32N5O10P/c1-19(2,3)34-17(26)30-11-32-36(28,33-12-31-18(27)35-20(4,5)6)13-29-8-7-25-10-24-14-15(21)22-9-23-16(14)25/h9-10H,7-8,11-13H2,1-6H3,(H2,21,22,23)
InChIKey RXWOJYZFCFODMQ-UHFFFAOYSA-N
SMILES N1(C2=C(C(N)=NC=N2)N=C1)CCOCP(OCOC(OC(C)(C)C)=O)(=O)OCOC(OC(C)(C)C)=O
Roles Classification
Biological Role(s): antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
DNA synthesis inhibitor
Any substance that inhibits the synthesis of DNA.
HIV-1 reverse transcriptase inhibitor
An entity which inhibits the activity of HIV-1 reverse transcriptase.
nephrotoxic agent
A role played by a chemical compound exihibiting itself through the ability to induce damage to the kidney in animals.
Application(s): prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
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ChEBI Ontology
Outgoing adefovir pivoxil (CHEBI:31175) has functional parent adefovir (CHEBI:2469)
adefovir pivoxil (CHEBI:31175) has role antiviral drug (CHEBI:36044)
adefovir pivoxil (CHEBI:31175) has role DNA synthesis inhibitor (CHEBI:59517)
adefovir pivoxil (CHEBI:31175) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
adefovir pivoxil (CHEBI:31175) has role nephrotoxic agent (CHEBI:50909)
adefovir pivoxil (CHEBI:31175) has role prodrug (CHEBI:50266)
adefovir pivoxil (CHEBI:31175) is a 6-aminopurines (CHEBI:20706)
adefovir pivoxil (CHEBI:31175) is a carbonate ester (CHEBI:46722)
adefovir pivoxil (CHEBI:31175) is a ether (CHEBI:25698)
adefovir pivoxil (CHEBI:31175) is a organic phosphonate (CHEBI:37592)
IUPAC Name
bis{[(tert-butoxycarbonyl)oxy]methyl} {[2-(6-amino-9H-purin-9-yl)ethoxy]methyl}phosphonate
Synonyms Sources
(((2-(6-Amino-9H-purin-9-yl)ethoxy)methyl)phosphinylidene)bis(oxymethylene) 2,2-dimethylpropanoate ChemIDplus
9-(2-((-Bis((pivaloyloxy)methoxy)phosphinyl)methoxy)ethyl)adenine HMDB
9-(2-((Bis((pivaloyloxy)methoxy)phosphinyl)methoxy)ethyl)adenine ChemIDplus
Adefovir dipivoxil KEGG DRUG
GS 0840 ChemIDplus
GS 840 ChemIDplus
GS-0840 ChemIDplus
hepsera DrugCentral
preveon DrugCentral
Database Links Databases
88 DrugCentral
Adefovir Wikipedia
D01655 KEGG DRUG
DB00718 DrugBank
HMDB0014856 HMDB
View more database links
Registry Numbers Types Sources
142340-99-6 CAS Registry Number ChemIDplus
142340-99-6 CAS Registry Number KEGG DRUG
29413415 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
09 May 2017