ContaminantDB: Hexachlorophene

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

Record Information

Version

1.0

Creation Date

2016-05-19 01:31:42 UTC

Update Date

2016-11-09 01:09:15 UTC

Accession Number

CHEM003991

Identification

Common Name

Hexachlorophene

Class

Small Molecule

Description

An organochlorine compound that is diphenylmethane in which each of the phenyl groups is substituted by chlorines at positions 2, 3, and 5, and by a hydroxy group at position 6. An antiseptic that is effective against Gram-positive organisms, it is used in soaps and creams for the treatment of various skin disorders. It is also used in agriculture as an acaricide and fungicide, but is not approved for such use within the European Union.

Contaminant Sources

Clean Air Act Chemicals
HMDB Contaminants - Urine
HPV EPA Chemicals
IARC Carcinogens Group 3
My Exposome Chemicals
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2,2',3,3',5,5'-Hexachloro-6,6'-dihydroxydiphenylmethane	ChEBI
2,2'-Dihydroxy-3,3',5,5',6,6'-hexachlorodiphenylmethane	ChEBI
2,2'-Dihydroxy-3,5,6,3',5',6'-hexachlorodiphenylmethane	ChEBI
2,2'-Methanediylbis(3,4,6-trichlorophenol)	ChEBI
Acigena	ChEBI
Almederm	ChEBI
Armohex	ChEBI
Bis(2-hydroxy-3,5,6-trichlorophenyl)methane	ChEBI
Bis(3,5,6-trichloro-2-hydroxyphenyl)methane	ChEBI
Distodin	ChEBI
Esaclorofene	ChEBI
Exofene	ChEBI
Gamophen	ChEBI
Gamophene	ChEBI
Germa-medica	ChEBI
Hexa-germ	ChEBI
Hexabalm	ChEBI
Hexachlorophenum	ChEBI
Hexaclorofeno	ChEBI
Hexafen	ChEBI
Hexascrub	ChEBI
Hexide	ChEBI
Nabac	ChEBI
Phiso-scrub	ChEBI
Phisodan	ChEBI
Septi-soft	ChEBI
Septisol	ChEBI
Septofen	ChEBI
Solu-heks	ChEBI
Soy-dome	ChEBI
Staphene O	ChEBI
Ster-zac	ChEBI
Steral	ChEBI
Steraskin	ChEBI
Surgi-cen	ChEBI
Surgi-cin	ChEBI
Surofene	ChEBI
Tersaseptic	ChEBI
Turgex	ChEBI
Phisohex	Kegg
Hexachlorophane	HMDB

Chemical Formula

C₁₃H₆Cl₆O₂

Average Molecular Mass

406.904 g/mol

Monoisotopic Mass

403.850 g/mol

CAS Registry Number

70-30-4

IUPAC Name

3,4,6-trichloro-2-[(2,3,5-trichloro-6-hydroxyphenyl)methyl]phenol

Traditional Name

pre-op

SMILES

OC1=C(CC2=C(O)C(Cl)=CC(Cl)=C2Cl)C(Cl)=C(Cl)C=C1Cl

InChI Identifier

InChI=1S/C13H6Cl6O2/c14-6-2-8(16)12(20)4(10(6)18)1-5-11(19)7(15)3-9(17)13(5)21/h2-3,20-21H,1H2

InChI Key

ACGUYXCXAPNIKK-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
4-halophenol
3-halophenol
2-halophenol
3-chlorophenol
2-chlorophenol
4-chlorophenol
Chlorobenzene
Halobenzene
Phenol
Aryl halide
Aryl chloride
Organic oxygen compound
Organohalogen compound
Organochloride
Organooxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

polyphenol (CHEBI:5693 )
trichlorobenzene (CHEBI:5693 )
bridged diphenyl fungicide (CHEBI:5693 )

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	0.00043 g/L	ALOGPS
logP	6.77	ALOGPS
logP	7.08	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	5.15	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	88.59 m³·mol⁻¹	ChemAxon
Polarizability	34.07 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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	splash10-0600-0129300000-cb3b814466eba79fbe7c	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-00di-9010240000-a29226851efcc2b57335	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-QFT , negative	splash10-0udl-0902800000-eab954bdd46ef95ea0e6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0006-0903000000-af7e51011b8ac55a0b9c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-0006-0903000000-b5db9f67cdd739d85570	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-0udi-0102900000-3f1c09b0da5bdeca4986	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-0006-0900000000-2de6711b3225e7d9d197	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-052f-0900000000-ede1ae14950bd65d2d7d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-0a4i-0900000000-2bf64f17df28192e8bbd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Negative	splash10-0a4i-0900000000-9c30a2d14a2059e70b22	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0udl-0902800000-fbcab58d9b98e7e36a01	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0pb9-0090500000-3520ed20e62597b8f86a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0zfr-0061900000-ce0a152491abb1f33f79	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a6r-0490000000-a0ce3a9ffe8b9e5d889d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0100900000-e3ab4b6eea7a1952773b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0302900000-25a6b74c90eb83e75b14	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00l6-0619000000-fbd33033de48509636ef	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0000900000-cd1e170283951f42dd65	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0000900000-cd1e170283951f42dd65	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zmi-0297300000-f2530c82106732c49670	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000900000-a8c4b840b6e64e3ef8db	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-1102900000-c659b5c5d58a53730f40	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001l-9720000000-e35bd296f45503dfe475	Spectrum