ribavirin 5'-triphosphate (CHEBI:45578)

CHEBI:45578 - ribavirin 5'-triphosphate

ChEBI ID	CHEBI:45578
ChEBI Name	ribavirin 5'-triphosphate
Stars
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.
Last Modified	27 January 2022
Downloads	Molfile

Formula	C8H15N4O14P3
Net Charge	0
Average Mass	484.144
Monoisotopic Mass	483.97976
SMILES	NC(=O)c1ncn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)n1
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

Species of Metabolite	Component	Source	Comments
Homo sapiens (ncbitaxon:9606)	blood (UBERON:0000178)	PubMed (30817703)	Found in red blood cells.

Roles Classification

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).

eukaryotic initiation factor 4F inhibitor Any compound that inihibits the mammalian protein, eukaryotic initiation factor 4F.

antiviral agent A substance that destroys or inhibits replication of viruses.

human blood serum metabolite Any metabolite (endogenous or exogenous) found in human blood serum samples.

ChEBI Ontology

Outgoing Relation(s)
	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 Relation(s)
Incoming Relation(s)	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	Source
ribavirin triphosphate	PDBeChem
ribavirin-TP	ChemIDplus
RTP	ChEBI
virazole 5'-triphosphate	ChEBI
RBV-TP	ChEBI
1-β-D-ribofuranosyl-1,2,4-triazole-3-carboxamide-5'-triphosphate	ChEBI

Registry Numbers	Sources
CAS:63142-71-2	ChemIDplus

Citations