nitroxoline

CHEBI:67121 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A monohydroxyquinoline in which the hydroxy group is positioned at C-8 with a nitro group trans to it at C-5. — 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:35716 CHEBI:35716
CHEBI:38775 CHEBI:38775

Chemical structure

Computed structure properties
Molecular formula	C9H6N2O3
Charge	0
Average mass	190.158 Da
Monoisotopic mass	190.03784 Da
Source	ChEBI
InChIKey	RJIWZDNTCBHXAL-UHFFFAOYSA-N

SMILES

O=[N+]([O-])c1ccc(O)c2ncccc12

InChI

InChI=1S/C9H6N2O3/c12-8-4-3-7(11(13)14)6-2-1-5-10-9(6)8/h1-5,12H

Also called

nitroxolina (INN)— chebi
nitroxolinum (INN)— chebi
5-nitroquinolin-8-ol (EXACT_SYNONYM)— chebi
5-NOK (EXACT_SYNONYM)— chebi
5-Nitro-8-hydroxyquinoline (EXACT_SYNONYM)— chebi
5-Nitro-8-oxyquinoline (EXACT_SYNONYM)— chebi
5-Nitro-8-quinolinol (EXACT_SYNONYM)— chebi
5-Nitrox (EXACT_SYNONYM)— chebi
5NOK (EXACT_SYNONYM)— chebi
8-Hydroxy-5-nitroquinoline (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:4008-48-4
chemspider:13863774
drugbank:DB01422
drugcentral:1954
kegg.drug:D07245
pdb-ccd:HNQ
wikipedia.en:Nitroxoline

Activity roles

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

CHEBI:33281 CHEBI:33281
CHEBI:35718 CHEBI:35718

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:67121`	nitroxoline	`antibioticmech:chebi-4d8417abe0`	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.