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Record Information
Version1.0
Creation Date2016-05-19 01:31:42 UTC
Update Date2016-11-09 01:09:15 UTC
Accession NumberCHEM003991
Identification
Common NameHexachlorophene
ClassSmall Molecule
DescriptionA chlorinated bisphenol antiseptic with a bacteriostatic action against Gram-positive organisms, but much less effective against Gram-negative organisms. It is mainly used in soaps and creams and is an ingredient of various preparations used for skin disorders. (From Martindale, The Extra Pharmacopoeia, 30th ed, p797)
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 TypeNot Available
Chemical Structure
Thumb
Synonyms
ValueSource
2,2',3,3',5,5'-Hexachloro-6,6'-dihydroxydiphenylmethaneChEBI
2,2'-Dihydroxy-3,3',5,5',6,6'-hexachlorodiphenylmethaneChEBI
2,2'-Dihydroxy-3,5,6,3',5',6'-hexachlorodiphenylmethaneChEBI
2,2'-Methanediylbis(3,4,6-trichlorophenol)ChEBI
AcigenaChEBI
AlmedermChEBI
ArmohexChEBI
Bis(2-hydroxy-3,5,6-trichlorophenyl)methaneChEBI
Bis(3,5,6-trichloro-2-hydroxyphenyl)methaneChEBI
DistodinChEBI
EsaclorofeneChEBI
ExofeneChEBI
GamophenChEBI
GamopheneChEBI
Germa-medicaChEBI
Hexa-germChEBI
HexabalmChEBI
HexachlorophenumChEBI
HexaclorofenoChEBI
HexafenChEBI
HexascrubChEBI
HexideChEBI
NabacChEBI
Phiso-scrubChEBI
PhisodanChEBI
Septi-softChEBI
SeptisolChEBI
SeptofenChEBI
Solu-heksChEBI
Soy-domeChEBI
Staphene OChEBI
Ster-zacChEBI
SteralChEBI
SteraskinChEBI
Surgi-cenChEBI
Surgi-cinChEBI
SurofeneChEBI
TersasepticChEBI
TurgexChEBI
PhisohexKegg
HexachlorophaneHMDB
Chemical FormulaC13H6Cl6O2
Average Molecular Mass406.904 g/mol
Monoisotopic Mass403.850 g/mol
CAS Registry Number70-30-4
IUPAC Name3,4,6-trichloro-2-[(2,3,5-trichloro-6-hydroxyphenyl)methyl]phenol
Traditional Namepre-op
SMILESOC1=C(CC2=C(O)C(Cl)=CC(Cl)=C2Cl)C(Cl)=C(Cl)C=C1Cl
InChI IdentifierInChI=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 KeyACGUYXCXAPNIKK-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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassDiphenylmethanes
Direct ParentDiphenylmethanes
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 FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00043 g/LALOGPS
logP6.77ALOGPS
logP7.08ChemAxon
logS-6ALOGPS
pKa (Strongest Acidic)5.15ChemAxon
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity88.59 m³·mol⁻¹ChemAxon
Polarizability34.07 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSsplash10-0600-0129300000-cb3b814466eba79fbe7cView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS)splash10-00di-9010240000-a29226851efcc2b57335View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0udl-0902800000-eab954bdd46ef95ea0e6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0006-0903000000-af7e51011b8ac55a0b9cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0pb9-0090500000-3520ed20e62597b8f86aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0zfr-0061900000-ce0a152491abb1f33f79View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-0490000000-a0ce3a9ffe8b9e5d889dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0100900000-e3ab4b6eea7a1952773bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0302900000-25a6b74c90eb83e75b14View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00l6-0619000000-fbd33033de48509636efView in MoNA
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB00756
HMDB IDHMDB0014894
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkHexachlorophene
Chemspider ID3472
ChEBI ID5693
PubChem Compound ID3598
Kegg Compound IDC08039
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1133685
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=22313968
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23251633
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=397166
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=894425
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=952574