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> Main
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]-
1
H
-
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
View more database links
Registry Number
Type
Source
63142-71-2
CAS Registry Number
ChemIDplus
Citations
Types
Sources
11833782
PubMed citation
Europe PMC
12606760
PubMed citation
Europe PMC
15152003
PubMed citation
Europe PMC
15649562
PubMed citation
Europe PMC
15917509
PubMed citation
Europe PMC
16131589
PubMed citation
Europe PMC
17060520
PubMed citation
Europe PMC
19398292
PubMed citation
Europe PMC
2159925
PubMed citation
Europe PMC
23583375
PubMed citation
Europe PMC
26869690
PubMed citation
Europe PMC
27349952
PubMed citation
Europe PMC
27956135
PubMed citation
Europe PMC
280136
PubMed citation
Europe PMC
29927371
PubMed citation
Europe PMC
30045981
PubMed citation
Europe PMC
30394870
PubMed citation
Europe PMC
30817703
PubMed citation
Europe PMC
32920958
PubMed citation
Europe PMC
33765239
PubMed citation
Europe PMC
34454523
PubMed citation
Europe PMC
3985607
PubMed citation
Europe PMC
879760
PubMed citation
Europe PMC
Last Modified
27 January 2022