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CHEBI:45490 - ribavirin 5'-monophosphate

ChEBI IDCHEBI:45490
ChEBI Nameribavirin 5'-monophosphate
Stars
DefinitionA 1-ribosyltriazole that is ribavirin in which the hydroxy group at the 5'-position is replaced by a phosphonooxy group. It is the active metabolite of the antiviral agent ribavirin.
Last Modified27 January 2022
DownloadsMolfile
FormulaC8H13N4O8P
Net Charge0
Average Mass324.186
Monoisotopic Mass324.04710
SMILESNC(=O)c1ncn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)n1
InChIInChI=1S/C8H13N4O8P/c9-6(15)7-10-2-12(11-7)8-5(14)4(13)3(20-8)1-19-21(16,17)18/h2-5,8,13-14H,1H2,(H2,9,15)(H2,16,17,18)/t3-,4-,5-,8-/m1/s1
InChIKeySDWIOXKHTFOULX-AFCXAGJDSA-N
Species of MetaboliteComponentSourceComments
Simiiformes (ncbitaxon:314293) blood (UBERON:0000178) PubMed (17029670) Found in monkey red blood cells.
Homo sapiens (ncbitaxon:9606) blood (UBERON:0000178) PubMed (25971261) Found in red blood cells.
Roles Classification
Biological Roles:
human blood serum metabolite  Any metabolite (endogenous or exogenous) found in human blood serum samples.
antiviral agent  A substance that destroys or inhibits replication of viruses.
EC 1.1.1.205 (IMP dehydrogenase) inhibitor  An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of IMP dehydrogenase (EC 1.1.1.205), so blocking de novo biosynthesis of purine nucleotides.
ChEBI Ontology
Outgoing Relation(s)
ribavirin 5'-monophosphate (CHEBI:45490) has functional parent ribavirin (CHEBI:63580)
ribavirin 5'-monophosphate (CHEBI:45490) has role antiviral agent (CHEBI:22587)
ribavirin 5'-monophosphate (CHEBI:45490) has role drug metabolite (CHEBI:49103)
ribavirin 5'-monophosphate (CHEBI:45490) has role EC 1.1.1.205 (IMP dehydrogenase) inhibitor (CHEBI:53746)
ribavirin 5'-monophosphate (CHEBI:45490) has role human blood serum metabolite (CHEBI:85234)
ribavirin 5'-monophosphate (CHEBI:45490) is a 1-ribosyltriazole (CHEBI:63594)
ribavirin 5'-monophosphate (CHEBI:45490) is a aromatic amide (CHEBI:62733)
ribavirin 5'-monophosphate (CHEBI:45490) is a monocarboxylic acid amide (CHEBI:29347)
ribavirin 5'-monophosphate (CHEBI:45490) is a primary carboxamide (CHEBI:140324)
ribavirin 5'-monophosphate (CHEBI:45490) is a ribose monophosphate (CHEBI:35159)
ribavirin 5'-monophosphate (CHEBI:45490) is conjugate acid of ribavirin 5'-monophosphate(2−) (CHEBI:189091)
Incoming Relation(s)
ribavirin 5'-monophosphate(2−) (CHEBI:189091) is conjugate base of ribavirin 5'-monophosphate (CHEBI:45490)
IUPAC Name 
1-(5-O-phosphono-β-D-ribofuranosyl)-1H-1,2,4-triazole-3-carboxamide
Synonyms  Source
ribavirin-5'-phosphateChemIDplus
virazole 5'-phosphateDrugBank
RBV-MPChEBI
ribavirin monophosphateChemIDplus
RMPChEBI
ICN 3847ChemIDplus
Manual XrefsDatabases
RVPPDBeChem
90600ChemSpider
DB14663DrugBank
HMDB0257208HMDB
Registry NumbersSources
CAS:40925-28-8ChemIDplus
Citations