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CHEBI:180654 - N4-hydroxycytidine

ChEBI IDCHEBI:180654
ChEBI NameN4-hydroxycytidine
Stars
ASCII NameN(4)-hydroxycytidine
DefinitionA nucleoside analogue that is cytidine which carries a hydroxy group at the N4-positon. It has broad-spectrum antiviral activity against influenza, SARS-CoV , SARS-CoV-2 and MERS-CoV.
Last Modified1 October 2021
SubmitterAdnan
DownloadsMolfile
FormulaC9H13N3O6
Net Charge0
Average Mass259.218
Monoisotopic Mass259.08044
SMILESO=c1nc(=NO)ccn1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
InChIInChI=1S/C9H13N3O6/c13-3-4-6(14)7(15)8(18-4)12-2-1-5(11-17)10-9(12)16/h1-2,4,6-8,13-15,17H,3H2,(H,10,11,16)/t4-,6-,7-,8-/m1/s1
InChIKeyXCUAIINAJCDIPM-XVFCMESISA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606)
blood plasma (BTO:0000118) PubMed (34509661)
saliva (UBERON:0001836) PubMed (34509661)
Roles Classification
Biological Roles:
human xenobiotic metabolite  Any human metabolite produced by metabolism of a xenobiotic compound in humans.
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
antiviral agent  A substance that destroys or inhibits replication of viruses.
ChEBI Ontology
Outgoing Relation(s)
N4-hydroxycytidine (CHEBI:180654) has functional parent cytidine (CHEBI:17562)
N4-hydroxycytidine (CHEBI:180654) has role anticoronaviral agent (CHEBI:149553)
N4-hydroxycytidine (CHEBI:180654) has role antiviral agent (CHEBI:22587)
N4-hydroxycytidine (CHEBI:180654) has role drug metabolite (CHEBI:49103)
N4-hydroxycytidine (CHEBI:180654) has role human xenobiotic metabolite (CHEBI:76967)
N4-hydroxycytidine (CHEBI:180654) is a ketoxime (CHEBI:24983)
N4-hydroxycytidine (CHEBI:180654) is a nucleoside analogue (CHEBI:60783)
Incoming Relation(s)
molnupiravir (CHEBI:180653) has functional parent N4-hydroxycytidine (CHEBI:180654)
IUPAC Name 
N-hydroxy-3,4-dihydrocytidine
Synonyms  Source
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-4-(hydroxyimino)-3,4-dihydropyrimidin-2(1H)-oneIUPAC
EIDD-1931DrugBank
EIDD 1931ChEBI
4-N-hydroxycytidineChemIDplus
4-oxime uridineChemIDplus
N-hydroxycytidineChemIDplus
Manual XrefsDatabases
DB15660DrugBank
170635ChemSpider
Registry NumbersSources
CAS:3258-02-4ChemIDplus
Citations