nifurtoinol

CHEBI:88255 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

An imidazolidine-2,4-dione that is hydantoin substituted at position 1 by a [(5-nitro-2-furyl)methylene]amino group and at position 3 by a hydroxymethyl group. — 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:24628 CHEBI:24628
CHEBI:25558 CHEBI:25558
CHEBI:38532 CHEBI:38532
CHEBI:87230 CHEBI:87230

Chemical structure

Computed structure properties
Molecular formula	C9H8N4O6
Charge	0
Average mass	268.185 Da
Monoisotopic mass	268.04438 Da
Source	ChEBI
InChIKey	UIDWQGRXEVDFCA-XCVCLJGOSA-N

SMILES

O=C1CN(/N=C/c2ccc([N+](=O)[O-])o2)C(=O)N1CO

InChI

InChI=1S/C9H8N4O6/c14-5-11-7(15)4-12(9(11)16)10-3-6-1-2-8(19-6)13(17)18/h1-3,14H,4-5H2/b10-3+

Also called

nifurtoinolum (INN)— chebi
3-(hydroxymethyl)-1-{[(5-nitrofuran-2-yl)methylidene]amino}imidazolidine-2,4-dione (EXACT_SYNONYM)— chebi
3-(Hydroxymethyl)-1-(((5-nitro-2-furanyl)methylene)amino)2,4-imidazolidinedione (EXACT_SYNONYM)— chebi
3-(Hydroxymethyl)-1-(5-nitrofurfurylideneamino)hydantoin (EXACT_SYNONYM)— chebi
Hydroxymethylnitrofurantoin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:1088-92-2
drugcentral:1930
kegg.drug:D07243
reaxys:897492

Activity roles

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

CHEBI:33281 CHEBI:33281
CHEBI:36047 CHEBI:36047

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:88255`	nifurtoinol	`antibioticmech:chebi-c2635b935e`	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.