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.

Label unavailable CHEBI:194135
quinolone antibiotic CHEBI:86324
fluoroquinolone antibiotic 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

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

drugbank:DB03034

Activity roles

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

antimicrobial agent CHEBI:33281
antibacterial drug 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
RESEEDED_FROM_SOURCES 2026-09-10 · 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 (YAML).

Explore across X-Mech: MediaIngredientMech (dextrofloxacin) · CultureMech · NaturalProductMech · PathwayMech · TraitMech