ContaminantDB: Chloroxine

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

Record Information

Version

1.0

Creation Date

2016-05-22 03:38:48 UTC

Update Date

2016-11-09 01:15:26 UTC

Accession Number

CHEM016627

Identification

Common Name

Chloroxine

Class

Small Molecule

Description

A monohydroxyquinoline that is quinolin-8-ol in which the hydrogens at positions 5 and 7 have been substituted by chlorine. A synthetic antibacterial prepared by chlorination of quinolin-8-ol, it is used for the treatment of dandruff and seborrhoeic dermatitis of the scalp.

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
5,7-Dichlor-8-hydroxychinolin	ChEBI
5,7-Dichloro-8-hydroxyquinoline	ChEBI
5,7-Dichloro-8-oxyquinoline	ChEBI
5,7-Dichloro-8-quinolinol	ChEBI
5,7-Dichlorooxine	ChEBI
5,7-Dichloroxine	ChEBI
CHQ	ChEBI
Capitrol	Kegg
Chloroxyquinoline	HMDB
Chlorquinol	HMDB
Dichlorohydroxyquinoline	HMDB
Dichloroquinolinol	HMDB
Dichloroxin	HMDB
Dikhloroskin	HMDB
Chloroxine hydrofluoride	HMDB
Dichloroquine	HMDB
Quixalin	HMDB

Chemical Formula

C₉H₅Cl₂NO

Average Molecular Mass

214.048 g/mol

Monoisotopic Mass

212.975 g/mol

CAS Registry Number

773-76-2

IUPAC Name

5,7-dichloroquinolin-8-ol

Traditional Name

chloroxine

SMILES

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

InChI Identifier

InChI=1S/C9H5Cl2NO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H

InChI Key

WDFKMLRRRCGAKS-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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organochlorine compound (CHEBI:59477 )
monohydroxyquinoline (CHEBI:59477 )

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	0.14 g/L	ALOGPS
logP	3.44	ALOGPS
logP	3.04	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	6.95	ChemAxon
pKa (Strongest Basic)	3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	33.12 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	51.57 m³·mol⁻¹	ChemAxon
Polarizability	19.32 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	splash10-03di-1980000000-94c636ec42678fc3c467	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9380000000-a7e39a43858fab0dabfc	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	splash10-03xr-2790000000-123a4bb6fd1928cb1de5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-03xr-0390000000-37c6d6830bd09ef8b180	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-03xr-2790000000-123a4bb6fd1928cb1de5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0090000000-d09114ffba76032f2260	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0090000000-bec2467dddf8623c1212	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dr-2890000000-a3b154170895ae54e4d7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0090000000-c4d6ff48d02a3a7ef424	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0090000000-c4d6ff48d02a3a7ef424	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03di-4490000000-2ef1669e8253d1294d4e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0090000000-80be7fa7d812c7b6db6c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0090000000-80be7fa7d812c7b6db6c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udr-0910000000-9bcfcb79997e6162aaa9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0090000000-5728a180bb940eedd66b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0090000000-5728a180bb940eedd66b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-3930000000-f6cbc4acf91ef397b9d0	Spectrum