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Inherent Properties, Identifiers and References
ChemSpider ID: 6052
Empirical Formula: C12H8Cl6O
Molecular Weight: 380.9093
Nominal Mass: 378 Da
Average Mass: 380.9093 Da
Monoisotopic Mass: 377.870631 Da
Quick Links: Permalink Similar Isomers
Systematic Name:
SMILES: Cl\C1=C(/Cl)[C@@]2(Cl)C3[C@@H]4C[C@@H](C3[C@@]1(Cl)C2(Cl)Cl)C5OC4​5
InChI: InChI=1/C12H8Cl6O/c13-8-9(14)11(16)5-3-1-2(6-7(3)19-6)4(5)10(8,15​)12(11,17)18/h2-7H,1H2/t2-,3-,4?,5?,6?,7?,10-,11-/m0/s1
InChIKey: DFBKLUNHFCTMDC-BFLCFTQHBD
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Names and Synonyms

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

(1aalpha,​2beta,2ab​eta,3alph​a,6alpha,​6abeta,7b​eta,7aalp​ha)-3,4,5​,6,9,9-he​xachloro-​1a,2,2a,3​,6,6a,7,7​a-octahyd​ro-2,7:3,​6-dimetha​nonaphth(​2,3-b)oxi​rene

(1R,4S,4a​S,5S,6S,7​R,8R,8aR)​-1,2,3,4,​10,10-Hex​achloro-1​,4,4a,5,6​,7,8,8a-o​ctahydro-​6,7-epoxy​-1,4:5,8-​dimethano​naphthale​ne

1,2,3,4,1​0,10-Hexa​chloro-1R​,4S,4aS,5​S,6,7R,8R​,8aR-octa​hydro-6,7​-epoxy-1,​4:5,8-dim​ethanonap​hthalene

1,2,3,4,1​0,10-hexa​chloro-6,​7-epoxy-1​,4,4a,5,6​,7,8,8a-o​ctahydro-​endo,endo​-1,4:5,8-​dimethano​naphthale​ne

1,4:5,8-D​imethanon​aphthalen​e, 1,2,3,​4,10,10-h​exachloro​-6,7-epox​y-1,4,4a,​5,6,7,8,8​a-octahyd​ro-, endo​,endo-

2,7:3,6-D​imethanon​aphth(2,3​-b)oxiren​e, 3,4,5,​6,9,9-hex​achloro-1​a,2,2a,3,​6,6a,7,7a​-octahydr​o-, (1aal​pha,2beta​,2abeta,3​alpha,6al​pha,6abet​a,7beta,7​aalpha)-

3,4,5,6,9​,9-Hexach​loro-1a,2​,2a,3,6,6​a,7,7a-oc​tahydro-2​,7:3,6-di​methanona​phth(2,3-​b)oxirene

3,4,5,6,9​,9-Hexach​loro-1aal​pha,2beta​,2abeta,3​alpha,6al​pha,6abet​a,7beta,7​aalpha-oc​tahydro-2​,7:3,6-di​methanona​phth(2,3-​b)oxirene

experimen​tal insec​ticide 269

hexachlor​oepoxyoct​ahydro-en​do,endo-d​imethanon​aphthalene

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Database ID(s)

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

(Details...) Predicted Properties
LogP: ACD/LogP: 4.88
XLogP: 3.00
# of Rule of 5 Violations: 0
ACD/LogD (pH 5.5): 4.88 ACD/LogD (pH 7.4): 4.88
ACD/BCF (pH 5.5): 3003.73 ACD/BCF (pH 7.4): 3003.73
ACD/KOC (pH 5.5): 10737.53 ACD/KOC (pH 7.4): 10737.53
#H bond acceptors: 1 #H bond donors: 0
#Freely Rotating Bonds: 0 Polar Surface Area: 12.53 Å2
Index of Refraction: 1.676 Molar Refractivity: 77.48 cm3
Molar Volume: 205.9 cm3 Polarizability: 30.71 10-24cm3
Surface Tension: 60.2 dyne/cm Density: 1.84 g/cm3
Flash Point: 155.3 °C Enthalpy of Vaporization: 64.34 kJ/mol
Boiling Point: 416.2 °C at 760 mmHg Vapour Pressure: 9.43E-07 mmHg at 25°C
(Details...) EPI Summary 
            
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  5.45
    Log Kow (Exper. database match) =  5.40
       Exper. Ref:  DeBruijn,J et al. (1989)
    Log Kow (Exper. database match) =  5.20
       Exper. Ref:  DeBruijn,J et al. (1989)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  340.17  (Adapted Stein & Brown method)
    Melting Pt (deg C):  135.01  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.74E-006  (Modified Grain method)
    MP  (exp database):  226-230 deg C
    BP  (exp database):  330 deg C
    VP  (exp database):  3.00E-06 mm Hg at 20 deg C
    Subcooled liquid VP: 0.000292 mm Hg (20 deg C, exp database VP )

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  0.1455
       log Kow used: 5.20 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  0.195 mg/L (25 deg C)
        Exper. Ref:  BIGGAR,JW & RIGGS,RI (1974)
     Water Sol (Exper. database match) =  0.25 mg/L (25 deg C)
        Exper. Ref:  BIGGAR,JW & RIGGS,RI (1974)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.022128 mg/L
    Wat Sol (Exper. database match) =  0.20
       Exper. Ref:  BIGGAR,JW & RIGGS,RI (1974)
    Wat Sol (Exper. database match) =  0.25
       Exper. Ref:  BIGGAR,JW & RIGGS,RI (1974)

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Epoxides
       Vinyl/Allyl Halides

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   5.41E-007  atm-m3/mole
   Group Method:   Incomplete
   Exper Database: 1.00E-05  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  9.438E-006 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  5.20  (exp database)
  Log Kaw used:  -3.585  (exp database)
      Log Koa (KOAWIN v1.10 estimate):  8.785
      Log Koa (experimental database):  8.130

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :  -1.0013
   Biowin2 (Non-Linear Model)     :   0.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   0.6733  (recalcitrant)
   Biowin4 (Primary Survey Model) :   2.2245  (months      )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.1158
   Biowin6 (MITI Non-Linear Model):   0.0000
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.3951
 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):  0.0389 Pa (0.000292 mm Hg)
  Log Koa (Exp database): 8.130
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  7.71E-005 
       Octanol/air (Koa) model:  3.31E-005 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.00278 
       Mackay model           :  0.00613 
       Octanol/air (Koa) model:  0.00264 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  10.0856 E-12 cm3/molecule-sec
      Half-Life =     1.061 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    12.726 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     0.003579 E-17 cm3/molecule-sec
      Half-Life =   320.239 Days (at 7E11 mol/cm3)
   Fraction sorbed to airborne particulates (phi): 0.00445 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  1.06E+004
      Log Koc:  4.025 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Ka (acid-catalyzed) at 25 deg C :  1.713E-002  L/mol-sec
  Ka Half-Life at pH 7:      12.823  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 3.304 (BCF = 2014)
       log Kow used: 5.20 (expkow database)

 Volatilization from Water:
    Henry LC:  1E-005 atm-m3/mole  (Henry experimental database)
    Half-Life from Model River:      116.3  hours   (4.844 days)
    Half-Life from Model Lake :       1432  hours   (59.66 days)

 Removal In Wastewater Treatment:
    Total removal:              83.13  percent
    Total biodegradation:        0.71  percent
    Total sludge adsorption:    82.35  percent
    Total to Air:                0.07  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.148           25.4         1000       
   Water     3.61            4.32e+003    1000       
   Soil      69.2            8.64e+003    1000       
   Sediment  27.1            3.89e+004    0          
     Persistence Time: 6.14e+003 hr
(Details...) SimBioSys LASSO
Descriptors: 0, 0, 0, 0, 0, 0, 0, 2, 0, 0, 0, 0, 6, 0, 2, 0, 0, 0, 0, 0, 2, 18, 0, 0
CategoryTargetPDB CodeLASSO Score
Nuclear Hormone ReceptorsGR, glucocorticoid receptor1m2z0.91
Nuclear Hormone ReceptorsAR, androgen receptor1xq20.76
Nuclear Hormone ReceptorsER, estrogen receptor; agonist1l2i0.44
Nuclear Hormone ReceptorsMR, mineralocorticoid receptor2aa20.15
Serine ProteasesFXa, factor Xa1f0r0.05
KinasesFGFr1, fibroblast growth factor receptor kinase1agw0.04
Nuclear Hormone ReceptorsPPARg, peroxisome proliferator activated receptor1fm90.03
Other EnzymesHIVRT, HIV reverse transcriptase1rt10.03
KinasesEGFr, epidermal growth factor receptor1m170.02
KinasesVEGFr2, vascular endothelial growth factor receptor1vr20.02
KinasesHSP90, human heat shock protein 901uy60.02
KinasesSRC, tyrosine kinase SRC2src0.01
Other EnzymesHMGR, hydroxymethylglutaryl-CoA reductase1hw80.01
Other EnzymesSAHH, S-adenosyl-homocysteine hydrolase1a7a0.01
Other EnzymesCOX-1, cyclooxygenase-11p4g0.01
Nuclear Hormone ReceptorsER, estrogen receptor; antagonist3ert0.01
Other EnzymesPNP, purine nucleoside phosphorylase1b8o0.01
KinasesPDGFrb, platelet derived growth factor receptor kinaseN/A0.00
Other EnzymesALR2, aldose reductase1ah30.00
Folate EnzymesDHFR, dihydrofolate reductase3dfr0.00
Nuclear Hormone ReceptorsPR, progesterone receptor1sr70.00
Other EnzymesAmpC, AmpC beta-lactamase1xgj0.00
Other EnzymesGPB, glycogen phosphorylase1a8i0.00
Other EnzymesPARP, poly(ADP-ribose) polymerase1efy0.00
MetalloenzymesACE, angiotensin-converting enzyme1o860.00
Nuclear Hormone ReceptorsRXRa, retinoic X receptor R1mvc0.00
Other EnzymesInhA, enoyl ACP reductase1p440.00
Other EnzymesHIVPR, HIV protease1hpx0.00
KinasesTK, thymidine kinase1kim0.00
Other EnzymesAChE, acetylcholinesterase1eve0.00
Other EnzymesCOX-2, cyclooxygenase-21cx20.00
Folate EnzymesGART, glycinamide ribonucleotide transformylase1c2t0.00
Serine ProteasesThrombin1ba80.00
KinasesP38 MAP, P38 mitogen activated protein1kv20.00
Other EnzymesNA, neuraminidase1a4g0.00
KinasesCDK2, cyclindependent kinase 21ckp0.00
MetalloenzymesCOMT, catechol O-methyltransferase1h1d0.00
MetalloenzymesADA, adenosine deaminase1stw0.00