CHEBI:63625 - tenofovir (anhydrous)

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ChEBI Name tenofovir (anhydrous)
ChEBI ID CHEBI:63625
Definition A member of the class of phosphonic acids that is methylphosphonic acid in which one of the methyl hydrogens is replaced by a [(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy group. An inhibitor of HIV-1 reverse transcriptase, the bis(isopropyloxycarbonyloxymethyl) ester (disoproxil ester) prodrug is used as the fumaric acid salt in combination therapy for the treatment of HIV infection.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
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Formula C9H14N5O4P
Net Charge 0
Average Mass 287.21230
Monoisotopic Mass 287.078
InChI InChI=1S/C9H14N5O4P/c1-6(18-5-19(15,16)17)2-14-4-13-7-8(10)11-3-12-9(7)14/h3-4,6H,2,5H2,1H3,(H2,10,11,12)(H2,15,16,17)/t6-/m1/s1
InChIKey SGOIRFVFHAKUTI-ZCFIWIBFSA-N
SMILES C[C@H](Cn1cnc2c(N)ncnc12)OCP(O)(O)=O
Roles Classification
Biological Role(s): drug metabolite

HIV-1 reverse transcriptase inhibitor
An entity which inhibits the activity of HIV-1 reverse transcriptase.
antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
Application(s): antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
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ChEBI Ontology
Outgoing tenofovir (anhydrous) (CHEBI:63625) has role antiviral drug (CHEBI:36044)
tenofovir (anhydrous) (CHEBI:63625) has role drug metabolite (CHEBI:49103)
tenofovir (anhydrous) (CHEBI:63625) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
tenofovir (anhydrous) (CHEBI:63625) is a nucleoside analogue (CHEBI:60783)
tenofovir (anhydrous) (CHEBI:63625) is a phosphonic acids (CHEBI:26069)
tenofovir (anhydrous) (CHEBI:63625) is conjugate acid of tenofovir(1−) (CHEBI:134504)
Incoming tenofovir disoproxil (CHEBI:63717) has functional parent tenofovir (anhydrous) (CHEBI:63625)
tenofovir hydrate (CHEBI:63716) has part tenofovir (anhydrous) (CHEBI:63625)
tenofovir(1−) (CHEBI:134504) is conjugate base of tenofovir (anhydrous) (CHEBI:63625)
IUPAC Name
({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)phosphonic acid
INN Source
tenofovir ChemIDplus
Synonyms Sources
(R)-PMPA ChEBI
anh. tenofovir ChEBI
anhydrous tenofovir ChEBI
tenofovir (anh.) ChEBI
Manual Xrefs Databases
D06074 KEGG DRUG
DB00300 DrugBank
HMDB0014445 HMDB
LSM-5340 LINCS
Tenofovir Wikipedia
View more database links
Registry Numbers Types Sources
147127-20-6 CAS Registry Number ChemIDplus
7415378 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11777298 PubMed citation Europe PMC
25017682 PubMed citation Europe PMC
28166217 PubMed citation Europe PMC
28503983 PubMed citation Europe PMC
Last Modified
19 June 2017