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).

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

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.

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
1-β-D-ribofuranosyl-1,2,4-triazole-3-carboxamide-5'-triphosphate	ChEBI
RBV-TP	ChEBI
ribavirin-TP	ChemIDplus
ribavirin triphosphate	PDBeChem
RTP	ChEBI
virazole 5'-triphosphate	ChEBI

Registry Numbers	Sources
CAS:63142-71-2	ChemIDplus

Citations