ribavirin 5'-monophosphate

CHEBI:45490 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A 1-ribosyltriazole that is ribavirin in which the hydroxy group at the 5'-position is replaced by a phosphonooxy 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:29347 CHEBI:29347
CHEBI:35159 CHEBI:35159
CHEBI:62733 CHEBI:62733
CHEBI:63594 CHEBI:63594

Chemical structure

Computed structure properties
Molecular formula	C8H13N4O8P
Charge	0
Average mass	324.186 Da
Monoisotopic mass	324.0471 Da
Source	ChEBI
InChIKey	SDWIOXKHTFOULX-AFCXAGJDSA-N

SMILES

NC(=O)c1ncn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)n1

InChI

InChI=1S/C8H13N4O8P/c9-6(15)7-10-2-12(11-7)8-5(14)4(13)3(20-8)1-19-21(16,17)18/h2-5,8,13-14H,1H2,(H2,9,15)(H2,16,17,18)/t3-,4-,5-,8-/m1/s1

Also called

1-(5-O-phosphono-β-D-ribofuranosyl)-1H-1,2,4-triazole-3-carboxamide (EXACT_SYNONYM)— chebi
ICN 3847 (EXACT_SYNONYM)— chebi
RBV-MP (EXACT_SYNONYM)— chebi
RMP (EXACT_SYNONYM)— chebi
ribavirin monophosphate (EXACT_SYNONYM)— chebi
ribavirin-5'-phosphate (EXACT_SYNONYM)— chebi
ribavirin-MP (EXACT_SYNONYM)— chebi
virazole 5'-phosphate (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:40925-28-8
chemspider:90600
drugbank:DB14663
hmdb:HMDB0257208
pdb-ccd:RVP

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:45490`	ribavirin 5'-monophosphate	`antibioticmech:chebi-e80f6d5289`	2026-08-30

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.