The Drug Ontology

Last uploaded: March 3, 2024
Preferred Name

5-fluorouracil

Synonyms

5-fluorouracil

5-Fluorouracil

5-fluoropyrimidine-2,4(1H,3H)-dione

5-Fluoropyrimidine-2,4-dione

fluorouracilum

Fluorouracil

fluorouracil

fluorouracilo

5-Fluoracil

5-FU

Definitions

A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth.

ID

http://purl.obolibrary.org/obo/CHEBI_46345

charge

0

database_cross_reference

DrugBank:DB00544

Wikipedia:Fluorouracil

PMID:11356943

Drug_Central:26

HMDB:HMDB0014684

Beilstein:127172

LINCS:LSM-4261

CAS:51-21-8

KEGG:C07649

PMID:12520460

PMID:14769231

PMID:19023200

PDBeChem:URF

KEGG:D00584

Reaxys:127172

definition

A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth.

formula

C4H3FN2O2

has functional parent

http://purl.obolibrary.org/obo/CHEBI_17568

has role

http://purl.obolibrary.org/obo/CHEBI_35705

http://purl.obolibrary.org/obo/CHEBI_35610

http://purl.obolibrary.org/obo/CHEBI_35703

http://purl.obolibrary.org/obo/CHEBI_35221

http://purl.obolibrary.org/obo/CHEBI_132992

http://purl.obolibrary.org/obo/CHEBI_78298

has_alternative_id

CHEBI:46343

CHEBI:2054

has_exact_synonym

5-fluorouracil

5-Fluorouracil

5-fluoropyrimidine-2,4(1H,3H)-dione

has_obo_namespace

chebi_ontology

has_related_synonym

5-Fluoropyrimidine-2,4-dione

fluorouracilum

Fluorouracil

fluorouracil

fluorouracilo

5-Fluoracil

5-FU

has_RxCUI

4492

id

CHEBI:46345

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

inchi

InChI=1S/C4H3FN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)

inchikey

GHASVSINZRGABV-UHFFFAOYSA-N

label

5-fluorouracil

Fluorouracil

mass

130.07730

monoisotopicmass

130.01786

notation

CHEBI:46345

prefLabel

5-fluorouracil

smiles

Fc1c[nH]c(=O)[nH]c1=O

subClassOf

http://purl.obolibrary.org/obo/CHEBI_37143

http://purl.obolibrary.org/obo/CHEBI_67142

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Delete Mapping To Ontology Source
http://purl.obolibrary.org/obo/CHEBI_46345 OBA SAME_URI
http://purl.obolibrary.org/obo/CHEBI_46345 EFO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_46345 FYPO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_46345 GO-PLUS SAME_URI
http://purl.obolibrary.org/obo/CHEBI_46345 CHEBI SAME_URI
http://purl.obolibrary.org/obo/CHEBI_46345 PDRO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_46345 FIDEO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_46345 DINTO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_46345 BERO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_46345 BIOMODELS SAME_URI
http://purl.obolibrary.org/obo/CHEBI_46345 UPHENO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_46345 ODNAE SAME_URI
http://purl.obolibrary.org/obo/XCO_0000871 XCO LOOM
http://purl.obolibrary.org/obo/CHEBI_46345 EFO LOOM
http://purl.obolibrary.org/obo/CHEBI_46345 FYPO LOOM
http://purl.obolibrary.org/obo/CHEBI_46345 OBA LOOM
http://purl.obolibrary.org/obo/CHEBI_46345 GO-PLUS LOOM
http://purl.obolibrary.org/obo/CHEBI_46345 CHEBI LOOM
http://www.stanford.edu/~coulet/phare.owl#DrugAnalog PHARE LOOM
http://ontology.lst.tfo.upm.es/BD2D/chemo#Cancer_Therapy_Agent_Name@@5 HENECON LOOM
http://purl.org/obo/owl/CHEBI#CHEBI_46345 NPO LOOM
http://ontology.lst.tfo.upm.es/SPT/follow#Cancer_Therapy_Agent_Name_rec_met@@4 HENEGEO LOOM
http://purl.obolibrary.org/obo/CHEBI_46345 PDRO LOOM
http://purl.obolibrary.org/obo/CHEBI_46345 DINTO LOOM
http://purl.obolibrary.org/obo/CHEBI_46345 BERO LOOM
http://purl.obolibrary.org/obo/CHEBI_46345 BIOMODELS LOOM
http://purl.obolibrary.org/obo/CHEBI_46345 UPHENO LOOM
http://purl.obolibrary.org/obo/CHEBI_46345 ODNAE LOOM