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CHEBI:63718 - tenofovir disoproxil fumarate

ChEBI IDCHEBI:63718
ChEBI Nametenofovir disoproxil fumarate
Stars
DefinitionA fumarate salt prepared from equimolar amounts of tenofovir disoproxil and fumaric acid. It is used in combination therapy for the treatment of HIV infection.
Last Modified3 April 2013
SubmitterGareth Owen
DownloadsMolfile
FormulaC19H30N5O10P.C4H4O4
Net Charge0
Average Mass635.520
Monoisotopic Mass635.18399
SMILESCC(C)OC(=O)OCOP(=O)(CO[C@H](C)Cn1cnc2c(N)ncnc21)OCOC(=O)OC(C)C.O=C(O)/C=C/C(=O)O
InChIInChI=1S/C19H30N5O10P.C4H4O4/c1-12(2)33-18(25)28-9-31-35(27,32-10-29-19(26)34-13(3)4)11-30-14(5)6-24-8-23-15-16(20)21-7-22-17(15)24;5-3(6)1-2-4(7)8/h7-8,12-14H,6,9-11H2,1-5H3,(H2,20,21,22);1-2H,(H,5,6)(H,7,8)/b;2-1+/t14-;/m1./s1
InChIKeyVCMJCVGFSROFHV-WZGZYPNHSA-N
Wikipedia
Roles Classification
Biological Roles:
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.
Applications:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
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.
ChEBI Ontology
Outgoing Relation(s)
tenofovir disoproxil fumarate (CHEBI:63718) has part tenofovir disoproxil (CHEBI:63717)
tenofovir disoproxil fumarate (CHEBI:63718) has role antiviral drug (CHEBI:36044)
tenofovir disoproxil fumarate (CHEBI:63718) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
tenofovir disoproxil fumarate (CHEBI:63718) has role prodrug (CHEBI:50266)
tenofovir disoproxil fumarate (CHEBI:63718) is a fumarate salt (CHEBI:50921)
IUPAC Name 
bis({[(propan-2-yloxy)carbonyl]oxy}methyl) ({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)phosphonate (2E)-but-2-enedioate
Synonyms  Source
TDFChEBI
tenofovir DFChEBI
9-((R)-2-((bis(((isopropoxycarbonyl)oxy)methoxy)phosphinyl)methoxy)propyl)adenine fumarateChemIDplus
Brand Name  Source
VireadKEGG DRUG
Manual XrefsDatabases
D01982KEGG DRUG
DB00300DrugBank
TenofovirWikipedia
Registry NumbersSources
Reaxys:9831556Reaxys
CAS:202138-50-9ChemIDplus
Citations