EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:16040 - cytosine

ChEBI IDCHEBI:16040
ChEBI Namecytosine
Stars
DefinitionAn aminopyrimidine that is pyrimidin-2-one having the amino group located at position 4.
Secondary ChEBI IDsCHEBI:4072, CHEBI:14066, CHEBI:23531, CHEBI:41732
Last Modified14 April 2025
DownloadsMolfile
FormulaC4H5N3O
Net Charge0
Average Mass111.104
Monoisotopic Mass111.04326
SMILESNc1ccnc(=O)n1
InChIInChI=1S/C4H5N3O/c5-3-1-2-6-4(8)7-3/h1-2H,(H3,5,6,7,8)
InChIKeyOPTASPLRGRRNAP-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
cytosine (CHEBI:16040) has role Escherichia coli metabolite (CHEBI:76971)
cytosine (CHEBI:16040) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
cytosine (CHEBI:16040) has role human metabolite (CHEBI:77746)
cytosine (CHEBI:16040) has role mouse metabolite (CHEBI:75771)
cytosine (CHEBI:16040) is a aminopyrimidine (CHEBI:38338)
cytosine (CHEBI:16040) is a pyrimidine nucleobase (CHEBI:26432)
cytosine (CHEBI:16040) is a pyrimidone (CHEBI:38337)
Incoming Relation(s)
N-[(cytosin-1-yl)acetyl]-N-[2-(methylamino)ethyl]glycine (CHEBI:41561) has functional parent cytosine (CHEBI:16040)
N4-acetylcytosine (CHEBI:146134) has functional parent cytosine (CHEBI:16040)
N4-methylcytosine (CHEBI:21839) has functional parent cytosine (CHEBI:16040)
1-(2-deoxy-2-fluoro-5-O-phosphono-β-D-arabinofuranosyl)cytosine (CHEBI:41429) has functional parent cytosine (CHEBI:16040)
1-(2,3-dideoxy-6-O-phosphono-β-D-erythro-hexopyranosyl)cytosine (CHEBI:46480) has functional parent cytosine (CHEBI:16040)
1-(5-{[3-(1H-benzimidazol-2-yl)propanoyl]amino}-5-deoxy-α-L-lyxofuranosyl)cytosine (CHEBI:44465) has functional parent cytosine (CHEBI:16040)
1-(β-D-xylopyranosyl)cytosine (CHEBI:132134) has functional parent cytosine (CHEBI:16040)
1-methylcytosine (CHEBI:39624) has functional parent cytosine (CHEBI:16040)
2-O-methylcytosine (CHEBI:70854) has functional parent cytosine (CHEBI:16040)
2'-deoxy-5,6-dihydroxy-5,6-dihydrocytidine (CHEBI:132169) has functional parent cytosine (CHEBI:16040)
2'-deoxycytidine (CHEBI:15698) has functional parent cytosine (CHEBI:16040)
3-ethylcytosine (CHEBI:74029) has functional parent cytosine (CHEBI:16040)
3-methylcytosine (CHEBI:39992) has functional parent cytosine (CHEBI:16040)
3,N4-ethenocytosine (CHEBI:29147) has functional parent cytosine (CHEBI:16040)
4-amino-1-[2,5-anhydro-4-(hydroxymethyl)-α-L-lyxofuranosyl]-5-methylcytosine (CHEBI:43697) has functional parent cytosine (CHEBI:16040)
5-(hydroxymethyl)cytosine (CHEBI:76792) has functional parent cytosine (CHEBI:16040)
5-carboxycytosine (CHEBI:76793) has functional parent cytosine (CHEBI:16040)
5-ethynylcytosine (CHEBI:233419) has functional parent cytosine (CHEBI:16040)
5-formylcytosine (CHEBI:76794) has functional parent cytosine (CHEBI:16040)
5-methylcytosine (CHEBI:27551) has functional parent cytosine (CHEBI:16040)
antelmycin (CHEBI:88275) has functional parent cytosine (CHEBI:16040)
cytarabine (CHEBI:28680) has functional parent cytosine (CHEBI:16040)
cytidine (CHEBI:17562) has functional parent cytosine (CHEBI:16040)
cytidine phosphate (CHEBI:23523) has functional parent cytosine (CHEBI:16040)
cytidines (CHEBI:23524) has functional parent cytosine (CHEBI:16040)
cytosine glycol (CHEBI:29127) has functional parent cytosine (CHEBI:16040)
cytosylglucuronic acid (CHEBI:132133) has functional parent cytosine (CHEBI:16040)
flucytosine (CHEBI:5100) has functional parent cytosine (CHEBI:16040)
gougerotin (CHEBI:156351) has functional parent cytosine (CHEBI:16040)
lamivudine (CHEBI:63577) has functional parent cytosine (CHEBI:16040)
methylcytosine (CHEBI:134207) has functional parent cytosine (CHEBI:16040)
cytosin1-yl group (CHEBI:65273) is substituent group from cytosine (CHEBI:16040)
IUPAC Name 
4-aminopyrimidin-2(1H)-one
Synonyms  Source
4-amino-2(1H)-pyrimidinoneNIST Chemistry WebBook
4-amino-2-hydroxypyrimidineNIST Chemistry WebBook
CChEBI
CytIUBMB
CytosinChEBI
CytosineKEGG COMPOUND
UniProt Name  Source
cytosineUniProt
Manual XrefsDatabases
C00001498KNApSAcK
C00380KEGG COMPOUND
C00380KEGG COMPOUND
CYTPDBeChem
CytosineWikipedia
CYTOSINEMetaCyc
HMDB0000630HMDB
Registry NumbersSources
Reaxys:2637Reaxys
Gmelin:82472Gmelin
CAS:71-30-7NIST Chemistry WebBook
CAS:71-30-7KEGG COMPOUND
CAS:71-30-7ChemIDplus
Citations