dextrofloxacin

CHEBI:46577 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

The (R)-enantiomer of ofloxacin. — 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:194135 CHEBI:194135
CHEBI:86324 CHEBI:86324
CHEBI:87211 CHEBI:87211

Chemical structure

Computed structure properties
Molecular formula	C18H20FN3O4
Charge	0
Average mass	361.373 Da
Monoisotopic mass	361.14378 Da
Source	ChEBI
InChIKey	GSDSWSVVBLHKDQ-SNVBAGLBSA-N

SMILES

C[C@@H]1COc2c(N3CCN(C)CC3)c(F)cc3c(=O)c(C(=O)O)cn1c23

InChI

InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)/t10-/m1/s1

Also called

(3R)-9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid (EXACT_SYNONYM)— chebi
(+)-ofloxacin (EXACT_SYNONYM)— chebi
(R)-(+)-ofloxacin (EXACT_SYNONYM)— chebi
(R)-ofloxacin (EXACT_SYNONYM)— chebi
D-levofloxacin (EXACT_SYNONYM)— chebi
D-ofloxacin (EXACT_SYNONYM)— chebi
DR 3354 (EXACT_SYNONYM)— chebi
DR-3354 (EXACT_SYNONYM)— chebi
DR3354 (EXACT_SYNONYM)— chebi
R-(+)-ofloxacin (EXACT_SYNONYM)— chebi
R-ofloxacin (EXACT_SYNONYM)— chebi
dextrofloxacine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

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:46577`	dextrofloxacin	`antibioticmech:chebi-82f364a39d`	2026-08-30

Mechanism summary

Mode of action: NUCLEIC_ACID_SYNTHESIS_INHIBITION microbial target — Assigned from ChEBI role CHEBI:50750 (EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor), CHEBI:53559 (topoisomerase IV inhibitor), CHEBI:59517 (DNA synthesis 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.