CHEBI:45578 - ribavirin 5'-triphosphate

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ChEBI Name ribavirin 5'-triphosphate
ChEBI ID CHEBI:45578
Definition A 1-ribosyltriazole that is ribavirin in which the hydroxy group at the 5'-position is replaced by a triphosphate group. It is the active metabolite of the antiviral agent ribavirin.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C8H15N4O14P3
Net Charge 0
Average Mass 484.143
Monoisotopic Mass 483.97976
InChI InChI=1S/C8H15N4O14P3/c9-6(15)7-10-2-12(11-7)8-5(14)4(13)3(24-8)1-23-28(19,20)26-29(21,22)25-27(16,17)18/h2-5,8,13-14H,1H2,(H2,9,15)(H,19,20)(H,21,22)(H2,16,17,18)/t3-,4-,5-,8-/m1/s1
InChIKey MMJOCKKLRMRSEQ-AFCXAGJDSA-N
SMILES NC(=O)C1=NN(C=N1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) Found in blood (UBERON:0000178). Found in red blood cells. See: PubMed
Roles Classification
Biological Role(s): human blood serum metabolite
Any metabolite (endogenous or exogenous) found in human blood serum samples.
drug metabolite

antiviral agent
A substance that destroys or inhibits replication of viruses.
eukaryotic initiation factor 4F inhibitor
Any compound that inihibits the mammalian protein, eukaryotic initiation factor 4F.
EC 2.7.7.48 (RNA-directed RNA polymerase) inhibitor
A DNA polymerase inhibitor that interferes with the action of a RNA-directed RNA polymerase (EC 2.7.7.48).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ribavirin 5'-triphosphate (CHEBI:45578) has functional parent ribavirin (CHEBI:63580)
ribavirin 5'-triphosphate (CHEBI:45578) has role antiviral agent (CHEBI:22587)
ribavirin 5'-triphosphate (CHEBI:45578) has role drug metabolite (CHEBI:49103)
ribavirin 5'-triphosphate (CHEBI:45578) has role EC 2.7.7.48 (RNA-directed RNA polymerase) inhibitor (CHEBI:170010)
ribavirin 5'-triphosphate (CHEBI:45578) has role eukaryotic initiation factor 4F inhibitor (CHEBI:137079)
ribavirin 5'-triphosphate (CHEBI:45578) has role human blood serum metabolite (CHEBI:85234)
ribavirin 5'-triphosphate (CHEBI:45578) is a 1-ribosyltriazole (CHEBI:63594)
ribavirin 5'-triphosphate (CHEBI:45578) is a aromatic amide (CHEBI:62733)
ribavirin 5'-triphosphate (CHEBI:45578) is a monocarboxylic acid amide (CHEBI:29347)
ribavirin 5'-triphosphate (CHEBI:45578) is a primary carboxamide (CHEBI:140324)
ribavirin 5'-triphosphate (CHEBI:45578) is a ribose triphosphate (CHEBI:26563)
ribavirin 5'-triphosphate (CHEBI:45578) is conjugate acid of ribavirin 5'-triphosphate(4−) (CHEBI:189093)
Incoming ribavirin 5'-triphosphate(4−) (CHEBI:189093) is conjugate base of ribavirin 5'-triphosphate (CHEBI:45578)
IUPAC Name
1-[5-O-(hydroxy{[hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl)-β-D-ribofuranosyl]-1H-1,2,4-triazole-3-carboxamide
Synonyms Sources
1-β-D-ribofuranosyl-1,2,4-triazole-3-carboxamide-5'-triphosphate ChEBI
RBV-TP ChEBI
ribavirin triphosphate PDBeChem
ribavirin-TP ChemIDplus
RTP ChEBI
virazole 5'-triphosphate ChEBI
Manual Xrefs Databases
108908 ChemSpider
HMDB0257207 HMDB
RTP PDBeChem
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Registry Number Type Source
63142-71-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
27 January 2022