ChemSpider 2D Image | hexachlorophene | C13H6Cl6O2

hexachlorophene

  • Molecular FormulaC13H6Cl6O2
  • Average mass406.904 Da
  • Monoisotopic mass403.849884 Da
  • ChemSpider ID3472

More details:



Featured data source



Validated by Experts, Validated by Users, Non-Validated, Removed by Users

2,2'-Methandiylbis(3,4,6-trichlorbenzolol)
2,2'-méthanediylbis(3,4,6-trichlorophénol)
2,2'-Methylenbis(3,4,6-trichlorphenol) [German] [ACD/IUPAC Name]
2,2'-Methylenebis(3,4,6-trichlorophenol) [ACD/IUPAC Name]
2,2'-Méthylènebis(3,4,6-trichlorophénol) [French] [ACD/IUPAC Name]
200-733-8 [EINECS]
2033
70-30-4 [RN]
Compound G 11
Germa-Medica
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

G 11 [DBID]
45526_RIEDEL [DBID]
AI3-02372 [DBID]
AIDS335511 [DBID]
AIDS-335511 [DBID]
AT-17 [DBID]
B 32 [DBID]
BRN 2064407 [DBID]
C08039 [DBID]
Caswell No. 566 [DBID]
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  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      OFF-WHITE POWDER NIH Clinical Collection [SMR000058356]
      white powder Oxford University Chemical Safety Data (No longer updated) More details
    • Stability:

      Stable. Incompatible with alkalies, akaline earths, tweens, strong oxidizers. Oxford University Chemical Safety Data (No longer updated) More details
    • Toxicity:

      ORL-RAT LD50 60 mg kg-1, IPR-RAT LD50 22 mg kg-1, ORL-MUS LD50 67 mg kg-1 Oxford University Chemical Safety Data (No longer updated) More details
    • Safety:

      IRRITANT Matrix Scientific 099659
      Safety glasses. Do not breathe dust. Oxford University Chemical Safety Data (No longer updated) More details
    • Target Organs:

      Dehydrogenase inhibitor TargetMol T1019
    • Chemical Class:

      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. ChEBI CHEBI:5693
    • Compound Source:

      synthetic Microsource [01500328]
    • Bio Activity:

      D-LDH, GluDH, SDH TargetMol T1019
      Hexachlorophene(Hexachlorofen) is a potent KCNQ1/KCNE1 potassium channel activator with EC50 of 4.61 ? 1.29 ?M; also is an inhibitor of Wnt/beta-catenin signaling.; IC50 value: 4.61 ? 1.29 ?M(EC50) [1]; Target: KCNQ1 activator; in vitro: HCP potently increases the current amplitude of KCNQ1/KCNE1 expressed by stabilizing the channel in an open state with an EC(50) of 4.61 ? 1.29 ?M. MedChem Express HY-12637
      Membrane Tranporter/Ion Channel MedChem Express HY-12637
      Membrane Tranporter/Ion Channel; Wnt/Hedgehog/Notch; MedChem Express HY-12637
      Metabolism TargetMol T1019
      Potassium Channel MedChem Express HY-12637
      Potassium Channel Wnt MedChem Express HY-12637
  • Gas Chromatography
    • Retention Index (Kovats):

      2987 (estimated with error: 89) NIST Spectra mainlib_232074, replib_52337, replib_104249, replib_250167
    • Retention Index (Normal Alkane):

      2786.2 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column length: 1.1 m; Column type: Packed; Heat rate: 8.5 K/min; Start T: 50 C; End T: 300 C; CAS no: 70304; Active phase: OV-101; Carrier gas: N2; Substrate: Chromosorb W HP; Data type: Normal alkane RI; Authors: Saxton, W.L., Emergence temperature indices and relative retention times of pesticides and industrial chemicals determined by linear programmed temperature gas chromatography, J. Chromatogr., 393, 1987, 175-194.) NIST Spectra nist ri
      2750 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column length: 2 m; Column type: Packed; Heat rate: 5 K/min; Start T: 150 C; End T: 300 C; CAS no: 70304; Active phase: OV-1; Substrate: Gas Chrom P; Data type: Normal alkane RI; Authors: Marozzi, E.; Gambaro, V.; Saligari, E.; Mariani, R.; Lodi, F., Use of the retention index in gas chromatographic studies of drugs, J. Anal. Toxicol., 6, 1982, 185-192.) NIST Spectra nist ri
      2815 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column length: 2 m; Column type: Packed; Heat rate: 5 K/min; Start T: 150 C; End T: 300 C; CAS no: 70304; Active phase: SE-30; Substrate: Gas Chrom P; Data type: Normal alkane RI; Authors: Marozzi, E.; Gambaro, V.; Saligari, E.; Mariani, R.; Lodi, F., Use of the retention index in gas chromatographic studies of drugs, J. Anal. Toxicol., 6, 1982, 185-192.) NIST Spectra nist ri
      2807 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column type: Other; CAS no: 70304; Active phase: Methyl Silicone; Data type: Normal alkane RI; Authors: Ardrey, R.E.; Moffat, A.C., Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase, J. Chromatogr., 220, 1981, 195-252.) NIST Spectra nist ri

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 1.7±0.1 g/cm3
Boiling Point: 470.9±40.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.2 mmHg at 25°C
Enthalpy of Vaporization: 76.2±3.0 kJ/mol
Flash Point: 238.6±27.3 °C
Index of Refraction: 1.670
Molar Refractivity: 88.7±0.3 cm3
#H bond acceptors: 2
#H bond donors: 2
#Freely Rotating Bonds: 2
#Rule of 5 Violations: 1
ACD/LogP: 7.20
ACD/LogD (pH 5.5): 7.21
ACD/BCF (pH 5.5): 173550.42
ACD/KOC (pH 5.5): 190375.73
ACD/LogD (pH 7.4): 5.90
ACD/BCF (pH 7.4): 8461.55
ACD/KOC (pH 7.4): 9281.87
Polar Surface Area: 40 Å2
Polarizability: 35.2±0.5 10-24cm3
Surface Tension: 61.0±3.0 dyne/cm
Molar Volume: 237.4±3.0 cm3

Predicted data is generated using the US Environmental Protection Agency’s EPISuite™

                        
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  6.92
    Log Kow (Exper. database match) =  7.54
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  464.09  (Adapted Stein & Brown method)
    Melting Pt (deg C):  195.82  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  8.31E-011  (Modified Grain method)
    MP  (exp database):  166.5 deg C
    BP  (exp database):  479 deg C
    Subcooled liquid VP: 2.39E-009 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  0.003837
       log Kow used: 7.54 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  140 mg/L (25 deg C)
        Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.088575 mg/L
    Wat Sol (Exper. database match) =  140.00
       Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Phenols

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   8.60E-013  atm-m3/mole
   Group Method:   5.48E-013  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  1.160E-008 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  7.54  (exp database)
  Log Kaw used:  -10.454  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  17.994
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :  -0.2544
   Biowin2 (Non-Linear Model)     :   0.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.0983  (recalcitrant)
   Biowin4 (Primary Survey Model) :   2.2795  (weeks-months)
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.3722
   Biowin6 (MITI Non-Linear Model):   0.0001
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.7288
 Ready Biodegradability Prediction:   NO

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  3.19E-007 Pa (2.39E-009 mm Hg)
  Log Koa (Koawin est  ): 17.994
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  9.41 
       Octanol/air (Koa) model:  2.42E+005 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.997 
       Mackay model           :  0.999 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =   2.1779 E-12 cm3/molecule-sec
      Half-Life =     4.911 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    58.935 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.998 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  6.305E+005
      Log Koc:  5.800 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 3.670 (BCF = 4680)
       log Kow used: 7.54 (expkow database)

 Volatilization from Water:
    Henry LC:  5.48E-013 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River: 2.155E+009  hours   (8.98E+007 days)
    Half-Life from Model Lake : 2.351E+010  hours   (9.796E+008 days)

 Removal In Wastewater Treatment:
    Total removal:              93.98  percent
    Total biodegradation:        0.78  percent
    Total sludge adsorption:    93.20  percent
    Total to Air:                0.00  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.000111        118          1000       
   Water     0.607           4.32e+003    1000       
   Soil      52.9            8.64e+003    1000       
   Sediment  46.5            3.89e+004    0          
     Persistence Time: 1.49e+004 hr




                    

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