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CHEBI:127780 - phosphonoformic acid

ChEBI IDCHEBI:127780
ChEBI Namephosphonoformic acid
Stars
DefinitionPhosphoric acid in which one of the hydroxy groups is replaced by a carboxylic acid group. It is used as the trisodium salt as an antiviral agent in the treatment of cytomegalovirus retinitis (CMV retinitis, an inflamation of the retina that can lead to blindness) and as an alternative to ganciclovir for AIDS patients who require concurrent antiretroviral therapy but are unable to tolerate ganciclovir due to haematological toxicity.
Secondary ChEBI IDsCHEBI:8158, CHEBI:45085
Last Modified28 October 2021
DownloadsMolfile
FormulaCH3O5P
Net Charge0
Average Mass126.004
Monoisotopic Mass125.97181
SMILESO=C(O)P(=O)(O)O
InChIInChI=1S/CH3O5P/c2-1(3)7(4,5)6/h(H,2,3)(H2,4,5,6)
InChIKeyZJAOAACCNHFJAH-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
sodium-dependent Pi-transporter inhibitor  Any substance that inhibits the action of sodium-dependent Pi-transporters.
HIV-1 reverse transcriptase inhibitor  An entity which inhibits the activity of HIV-1 reverse transcriptase.
Applications:
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
ChEBI Ontology
Outgoing Relation(s)
phosphonoformic acid (CHEBI:127780) has functional parent formic acid (CHEBI:30751)
phosphonoformic acid (CHEBI:127780) has functional parent phosphonic acid (CHEBI:44976)
phosphonoformic acid (CHEBI:127780) has role antiviral drug (CHEBI:36044)
phosphonoformic acid (CHEBI:127780) has role geroprotector (CHEBI:176497)
phosphonoformic acid (CHEBI:127780) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
phosphonoformic acid (CHEBI:127780) has role sodium-dependent Pi-transporter inhibitor (CHEBI:63330)
phosphonoformic acid (CHEBI:127780) is a carboxylic acid (CHEBI:33575)
phosphonoformic acid (CHEBI:127780) is a one-carbon compound (CHEBI:64708)
phosphonoformic acid (CHEBI:127780) is a phosphonic acids (CHEBI:26069)
phosphonoformic acid (CHEBI:127780) is conjugate acid of phosphonatoformate (CHEBI:60268)
phosphonoformic acid (CHEBI:127780) is conjugate acid of phosphonoformate(2−) (CHEBI:91254)
Incoming Relation(s)
CMP-5'-phosphonoformic acid (CHEBI:131759) has functional parent phosphonoformic acid (CHEBI:127780)
phosphonatoformate (CHEBI:60268) is conjugate base of phosphonoformic acid (CHEBI:127780)
phosphonoformate(2−) (CHEBI:91254) is conjugate base of phosphonoformic acid (CHEBI:127780)
IUPAC Name 
dihydroxyphosphanecarboxylic acid oxide
Synonyms  Source
FoscarmetKEGG COMPOUND
PHOSPHONOFORMIC ACIDPDBeChem
foscarnetChEMBL
FOSCARNETChEMBL
carboxyphosphonic acidChemIDplus
phosphonomethanoic acidChEBI
Manual XrefsDatabases
C06456KEGG COMPOUND
PPFPDBeChem
DB00529DrugBank
FoscarnetWikipedia
C00000800KNApSAcK
1241DrugCentral
HMDB0014670HMDB
Registry NumbersSources
Reaxys:1756501Reaxys
CAS:4428-95-9KEGG COMPOUND
CAS:4428-95-9ChemIDplus
Citations