Chemical substance record

Cinoxacin

28657-80-9C₁₂H₁₀N₂O₅262.221 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A member of the class of cinnolines that is 6,7-methylenedioxycinnolin-4(1H)-one bearing an ethyl group at position 1 and a carboxylic acid group at position 3. An analogue of oxolinic acid, it has similar antibacterial actions. It was formerly used for the treatment of urinary tract infections. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	28657-80-9	ChEBI ↗
Molecular formula	C₁₂H₁₀N₂O₅	ChEBI ↗
Molar mass	262.221 g/mol	ChEBI ↗
Monoisotopic mass	262.05897 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:3716	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	262.22 g/mol	PubChem ↗
Exact mass	262.05897142 Da	PubChem ↗
Computed XLogP	2.1	PubChem ↗
Topological polar surface area (Å²)	88.4	PubChem ↗
H-bond donors	1	PubChem ↗
H-bond acceptors	7	PubChem ↗
Rotatable bonds	2	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

cinoxacin

IUPAC name

1-ethyl-4-oxo-1,4-dihydro[1,3]dioxolo[4,5-g]cinnoline-3-carboxylic acid

InChIKey

VDUWPHTZYNWKRN-UHFFFAOYSA-N

SMILES

CCn1nc(C(=O)O)c(=O)c2cc3c(cc21)OCO3

InChI

InChI=1S/C12H10N2O5/c1-2-14-7-4-9-8(18-5-19-9)3-6(7)11(15)10(13-14)12(16)17/h3-4H,2,5H2,1H3,(H,16,17)

Names & synonyms

1-ethyl-4-oxo-1,4-dihydro[1,3]dioxolo[4,5-g]cinnoline-3-carboxylic acidcinoxacinecinoxacinocinoxacinum

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

oxo carboxylic acidChEBI parent class · 25754 ↗oxacycleChEBI parent class · 38104 ↗cinnolinesChEBI parent class · 38770 ↗

carboxylic acid organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

antibacterial agentantiinfective agentantibacterial drug

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00381358 mol

Uses 262.221 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 12 atoms

54.97%

O

Oxygen · 5 atoms

30.51%

N

Nitrogen · 2 atoms

10.68%

H

Hydrogen · 10 atoms

3.84%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Transformation of cinoxacin by Beauveria bassiana. ↗FEMS microbiology letters · 2002 Aug 27 · PMID 12204384

Endosymbiotic alga from green hydra under the influence of cinoxacin. ↗Folia microbiologica · 2005 · PMID 16295658

DE2005104 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

US3669965 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

US6441167 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:3716

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 2762 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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