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:
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
insulin-sensitizing drug  An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).
anti-HBV agent  An antiviral agent that destroys or inhibits the replication of the hepatitis B virus.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
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.
antiviral agent  A substance that destroys or inhibits replication of viruses.
Applications:
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.
antiparkinson drug  A drug used in the treatment of Parkinson's disease.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
insulin-sensitizing drug  An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
tenofovir disoproxil fumarate (CHEBI:63718) has part tenofovir disoproxil (CHEBI:63717)
tenofovir disoproxil fumarate (CHEBI:63718) has role anti-HBV agent (CHEBI:64951)
tenofovir disoproxil fumarate (CHEBI:63718) has role anti-HIV agent (CHEBI:64946)
tenofovir disoproxil fumarate (CHEBI:63718) has role antiinfective agent (CHEBI:35441)
tenofovir disoproxil fumarate (CHEBI:63718) has role antineoplastic agent (CHEBI:35610)
tenofovir disoproxil fumarate (CHEBI:63718) has role antiparkinson drug (CHEBI:48407)
tenofovir disoproxil fumarate (CHEBI:63718) has role antitubercular agent (CHEBI:33231)
tenofovir disoproxil fumarate (CHEBI:63718) has role antiviral agent (CHEBI:22587)
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 immunosuppressive agent (CHEBI:35705)
tenofovir disoproxil fumarate (CHEBI:63718) has role insulin-sensitizing drug (CHEBI:50864)
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
9-((R)-2-((bis(((isopropoxycarbonyl)oxy)methoxy)phosphinyl)methoxy)propyl)adenine fumarateChemIDplus
GS-4331-05ChEMBL
GS-4331-05-ChEMBL
GSK-548470ChEMBL
GSK548470ChEMBL
PMPA-PRODRUGChEMBL
Brand Names  Source
Tenofovir disoproxil fumarate component of atriplaChEMBL
Tenofovir disoproxil fumarate component of cimduoChEMBL
Tenofovir disoproxil fumarate component of compleraChEMBL
Tenofovir disoproxil fumarate component of delstrigoChEMBL
Tenofovir disoproxil fumarate component of evipleraChEMBL
Tenofovir disoproxil fumarate component of odefseyChEMBL
Manual XrefsDatabases
D01982KEGG DRUG
DB00300DrugBank
TenofovirWikipedia
Registry NumbersSources
Reaxys:9831556Reaxys
CAS:202138-50-9ChemIDplus
Citations