ContaminantDB: Cinoxacin

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 03:38:58 UTC

Update Date

2016-11-09 01:15:26 UTC

Accession Number

CHEM016633

Identification

Common Name

Cinoxacin

Class

Small Molecule

Description

Synthetic antimicrobial related to oxolinic acid and nalidixic acid and used in urinary tract infections.

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Ethyl-6,7-methylenedioxy-4(1H)-oxocinnoline-3-carboxylic acid	ChEBI
5-Ethyl-8-oxo-5,8-dihydro-1,3-dioxa-5,6-diaza-cyclopenta[b]naphthalene-7-carboxylic acid	ChEBI
Cinoxacine	ChEBI
Cinoxacino	ChEBI
Cinoxacinum	ChEBI
CINX	Kegg
Cinobac	Kegg
1-Ethyl-6,7-methylenedioxy-4(1H)-oxocinnoline-3-carboxylate	Generator
5-Ethyl-8-oxo-5,8-dihydro-1,3-dioxa-5,6-diaza-cyclopenta[b]naphthalene-7-carboxylate	Generator
64716, Compound	HMDB
Azolinic acid	HMDB
Acid, azolinic	HMDB
Compound 64716	HMDB
Clinoxacin	HMDB

Chemical Formula

C₁₂H₁₀N₂O₅

Average Molecular Mass

262.218 g/mol

Monoisotopic Mass

262.059 g/mol

CAS Registry Number

28657-80-9

IUPAC Name

1-ethyl-4-oxo-1H,4H,7H-[1,3]dioxolo[4,5-g]cinnoline-3-carboxylic acid

Traditional Name

cinoxacin

SMILES

CCN1N=C(C(O)=O)C(=O)C2=CC3=C(OCO3)C=C12

InChI Identifier

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)

InChI Key

VDUWPHTZYNWKRN-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as cinnolines. These are organic aromatic compounds containing a benzene fused to a pyridazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Cinnolines

Alternative Parents

Substituents

Cinnoline
Benzodioxole
Pyridazine
Benzenoid
Heteroaromatic compound
Vinylogous amide
Oxacycle
Azacycle
Acetal
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

oxacycle (CHEBI:3716 )
oxo carboxylic acid (CHEBI:3716 )
cinnolines (CHEBI:3716 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.96 g/L	ALOGPS
logP	1.25	ALOGPS
logP	1.72	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	4.93	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	88.43 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	73.6 m³·mol⁻¹	ChemAxon
Polarizability	24.72 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-0970000000-d6e7abdaf83ac6915d9c	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0006-4934000000-f98fd908e7ab28b030cf	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-00kr-2930000000-d8548621f53001ee222d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-00kr-2930000000-d8548621f53001ee222d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0090000000-334244d6a89f0ca6b546	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-02ta-0190000000-4212f062c3b83386b041	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gi0-0890000000-25eee1869a982bf913fc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-02t9-0290000000-79e8373fadc199462102	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0790000000-7942d2310d6730a23c27	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03dl-1900000000-05b7716167bca8f2dd58	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0090000000-4fd0af9aad9b9655f431	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0090000000-4e532ea6a8a7a3dfc2f7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03xr-1950000000-5d613602c0ff21ac9ab5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03xr-0090000000-4920e9eef443d07b78d7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0920000000-9e4a8c05b0c3ecae8d01	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0909-0980000000-b400ebb127f6687745bf	Spectrum