CHEBI:80961 - 5-formyluracil

ChEBI IDCHEBI:80961
ChEBI Name5-formyluracil
Stars
DefinitionA pyrimidone resulting from the formal oxidation of the alcoholic hydroxy group of 5-hydroxymethyluracil to the corresponding aldehyde. It is a major one-electron photooxidation product of thymine in oligodeoxynucleotides.
Last Modified6 March 2026
DownloadsMolfile
FormulaC5H4N2O3
Net Charge0
Average Mass140.098
Monoisotopic Mass140.02219
SMILESO=Cc1cnc(=O)nc1=O
InChIInChI=1S/C5H4N2O3/c8-2-3-1-6-5(10)7-4(3)9/h1-2H,(H2,6,7,9,10)
InChIKeyOHAMXGZMZZWRCA-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
mutagen  An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
5-formyluracil (CHEBI:80961) has functional parent 5-hydroxymethyluracil (CHEBI:16964)
5-formyluracil (CHEBI:80961) has functional parent thymine (CHEBI:17821)
5-formyluracil (CHEBI:80961) has role human metabolite (CHEBI:77746)
5-formyluracil (CHEBI:80961) has role mutagen (CHEBI:25435)
5-formyluracil (CHEBI:80961) is a aldehyde (CHEBI:17478)
5-formyluracil (CHEBI:80961) is a nucleobase analogue (CHEBI:67142)
5-formyluracil (CHEBI:80961) is a pyrimidone (CHEBI:38337)
IUPAC Name 
2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde
Synonyms  Source
2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinecarbaldehydeChEBI
5fUChEBI
FoUChEBI
uracil 5-carbaldehydeKEGG COMPOUND
uracil-5-carboxaldehydeChEBI
UniProt Name  Source
5-formyluracilUniProt
Manual XrefsDatabases
5-FormyluracilWikipedia
C17206KEGG COMPOUND
FYUPDBeChem
Registry NumbersSources
Reaxys:125791Reaxys
CAS:1195-08-0KEGG COMPOUND
CAS:1195-08-0ChemIDplus
Citations