ribavirin 5'-triphosphate

CHEBI:45578 ·resolve ·ANTIVIRAL ·EXACT SEEDED

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. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:140324 CHEBI:140324
CHEBI:26563 CHEBI:26563
CHEBI:29347 CHEBI:29347
CHEBI:62733 CHEBI:62733
CHEBI:63594 CHEBI:63594

Chemical structure

Computed structure properties
Molecular formula	C8H15N4O14P3
Charge	0
Average mass	484.144 Da
Monoisotopic mass	483.97976 Da
Source	ChEBI
InChIKey	MMJOCKKLRMRSEQ-AFCXAGJDSA-N

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

Also called

1-[5-O-(hydroxy{[hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl)-β-D-ribofuranosyl]-1H-1,2,4-triazole-3-carboxamide (EXACT_SYNONYM)— chebi
1-β-D-ribofuranosyl-1,2,4-triazole-3-carboxamide-5'-triphosphate (EXACT_SYNONYM)— chebi
RBV-TP (EXACT_SYNONYM)— chebi
RTP (EXACT_SYNONYM)— chebi
ribavirin triphosphate (EXACT_SYNONYM)— chebi
ribavirin-TP (EXACT_SYNONYM)— chebi
virazole 5'-triphosphate (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:63142-71-2
chemspider:108908
hmdb:HMDB0257207
pdb-ccd:RTP

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:22587 CHEBI:22587

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:45578`	ribavirin 5'-triphosphate	`antibioticmech:chebi-970b487d3b`	2026-08-30

Mechanism summary

Mode of action: VIRAL_POLYMERASE_INHIBITION microbial target — Assigned from ChEBI role CHEBI:170010 (EC 2.7.7.48 (RNA-directed RNA polymerase) inhibitor). ChEBI asserts the role on the compound. The role names a target specific to the microbe or virus — see mode_of_action_target_scope. Not a curator's mechanistic review.

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.