CHEBI:5100 - flucytosine

ChEBI IDCHEBI:5100
ChEBI Nameflucytosine
Stars
DefinitionAn organofluorine compound that is cytosine that is substituted at position 5 by a fluorine. A prodrug for the antifungal 5-fluorouracil, it is used for the treatment of systemic fungal infections.
Last Modified15 June 2017
DownloadsMolfile
FormulaC4H4FN3O
Net Charge0
Average Mass129.094
Monoisotopic Mass129.03384
SMILESNc1nc(=O)ncc1F
InChIInChI=1S/C4H4FN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)
InChIKeyXRECTZIEBJDKEO-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
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.
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
ChEBI Ontology
Outgoing Relation(s)
flucytosine (CHEBI:5100) has functional parent cytosine (CHEBI:16040)
flucytosine (CHEBI:5100) has role prodrug (CHEBI:50266)
flucytosine (CHEBI:5100) is a aminopyrimidine (CHEBI:38338)
flucytosine (CHEBI:5100) is a nucleoside analogue (CHEBI:60783)
flucytosine (CHEBI:5100) is a organofluorine compound (CHEBI:37143)
flucytosine (CHEBI:5100) is a pyrimidine antifungal drug (CHEBI:87205)
flucytosine (CHEBI:5100) is a pyrimidone (CHEBI:38337)
IUPAC Name 
4-amino-5-fluoropyrimidin-2(1H)-one
INNs  Source
flucytosinumWHO MedNet
flucytosineWHO MedNet
flucytosineWHO MedNet
flucytosinaWHO MedNet
Synonyms  Source
5-FluorocystosineChemIDplus
5-FCKEGG DRUG
Ancobon (TN)KEGG DRUG
5-FluorocytosineChemIDplus
Brand Name  Source
AncotilChemIDplus
Manual XrefsDatabases
D00323KEGG DRUG
FlucytosineWikipedia
DB01099DrugBank
1LDPDBeChem
US2802005Patent
US2945038Patent
US3040026Patent
HMDB0015231HMDB
LSM-5878LINCS
1188DrugCentral
Registry NumbersSources
CAS:2022-85-7ChemIDplus
CAS:2022-85-7KEGG DRUG
Citations