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:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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:
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
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.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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 antihypertensive agent (CHEBI:35674)
flucytosine (CHEBI:5100) has role antiinfective agent (CHEBI:35441)
flucytosine (CHEBI:5100) has role antimicrobial agent (CHEBI:33281)
flucytosine (CHEBI:5100) has role antineoplastic agent (CHEBI:35610)
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
flucitosinaWHO MedNet
flucytosinaWHO MedNet
flucytosineWHO MedNet
flucytosineWHO MedNet
flucytosinumWHO MedNet
Synonyms  Source
5-FCKEGG DRUG
5-FluorocystosineChemIDplus
5-FluorocytosineChemIDplus
Ancobon (TN)KEGG DRUG
NSC-103805ChEMBL
RO-29915ChEMBL
Brand Names  Source
AlcobonChEMBL
AncobanChEMBL
AncotilChemIDplus
FlourocytosineChEMBL
FluorocytosineChEMBL
Manual XrefsDatabases
1188DrugCentral
1LDPDBeChem
D00323KEGG DRUG
DB01099DrugBank
FlucytosineWikipedia
HMDB0015231HMDB
LSM-5878LINCS
US2802005Patent
US2945038Patent
US3040026Patent
Registry NumbersSources
CAS:2022-85-7KEGG DRUG
CAS:2022-85-7ChemIDplus
Citations