ContaminantDB: Clioquinol

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

Record Information

Version

1.0

Creation Date

2016-05-22 03:39:04 UTC

Update Date

2016-11-09 01:15:26 UTC

Accession Number

CHEM016637

Identification

Common Name

Clioquinol

Class

Small Molecule

Description

A monohydroxyquinoline that is quinolin-8-ol in which the hydrogens at positions 5 and 7 are replaced by chlorine and iodine, respectively. It has antibacterial and atifungal properties, and is used in creams for the treatment of skin infections. It has also been investigated as a chelator of copper and zinc ions for the possible treatment of Alzheimer's disease.

Contaminant Sources

STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
5-Chlor-7-jod-8-hydroxy-chinolin	ChEBI
5-Chloro-7-iodo-8-hydroxyquinoline	ChEBI
5-Chloro-7-iodo-8-quinolinol	ChEBI
5-Chloro-8-hydroxy-7-iodoquinoline	ChEBI
7-Iodo-5-chloro-8-hydroxyquinoline	ChEBI
7-Iodo-5-chloroxine	ChEBI
Chloroiodoquin	ChEBI
Clioquinolum	ChEBI
Iodochlorhydroxyquinoline	ChEBI
Iodochlorohydroxyquin	ChEBI
Iodochloroxyquinoline	ChEBI
5 Chloro 7 iodo 8 quinolinol	MeSH
Chinoform	MeSH
Chloroiodoquine	MeSH
Entero septol	MeSH
Entero vioform	MeSH
Entero-septol	MeSH
Entero-vioform	MeSH
EnteroSeptol	MeSH
EnteroVioform	MeSH
Enteroquinol	MeSH
Iodochlorhydroxyquin	MeSH
Vioform	MeSH

Chemical Formula

C₉H₅ClINO

Average Molecular Mass

305.500 g/mol

Monoisotopic Mass

304.910 g/mol

CAS Registry Number

130-26-7

IUPAC Name

5-chloro-7-iodoquinolin-8-ol

Traditional Name

clioquinol

SMILES

OC1=C(I)C=C(Cl)C2=C1N=CC=C2

InChI Identifier

InChI=1S/C9H5ClINO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H

InChI Key

QCDFBFJGMNKBDO-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as chloroquinolines. Chloroquinolines are compounds containing a quinoline moiety, which carries one or more chlorine atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Haloquinolines

Direct Parent

Chloroquinolines

Alternative Parents

Substituents

Chloroquinoline
8-hydroxyquinoline
2-iodophenol
Aryl chloride
Aryl halide
Aryl iodide
Pyridine
Benzenoid
Heteroaromatic compound
Azacycle
Organooxygen compound
Organonitrogen compound
Organoiodide
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organoiodine compound (CHEBI:74460 )
organochlorine compound (CHEBI:74460 )
monohydroxyquinoline (CHEBI:74460 )

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	0.26 g/L	ALOGPS
logP	3.66	ALOGPS
logP	3.36	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	7.34	ChemAxon
pKa (Strongest Basic)	3.28	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	33.12 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	60.13 m³·mol⁻¹	ChemAxon
Polarizability	22.63 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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	splash10-0ufr-2279000000-6cf0bdc100cf284a8ce0	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-0ab9-4931100000-28d4a47f77706f412213	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0udi-2901000000-22ecce16d52e911c9ef0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0009000000-892c7c5731408fbcc799	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0009000000-f8fbc9c4d6bbacbe91f9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a6r-2089000000-8aabd74206b87576ca6e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0009000000-03cd6c1f1cfd97367fe5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0009000000-03cd6c1f1cfd97367fe5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ufr-4229000000-d5b666aba90b83aef86e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0009000000-232031ac93f8eb591f40	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0009000000-232031ac93f8eb591f40	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fb9-0292000000-09fcf691ca3683ac33bb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0009000000-08a7a28f0c28f4bd6f5a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0009000000-08a7a28f0c28f4bd6f5a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-3093000000-9d35d1f1c3845a4a56b4	Spectrum