Basic Info

Common NameCamphechlor(F05727)
2D Structure
FRCD IDF05727
CAS Number101053-41-2
PubChem CID58167
FormulaC10H10Cl8
IUPAC Name

2,3,5,5-tetrachloro-4,7-bis(chloromethyl)-7-(dichloromethyl)bicyclo[2.2.1]heptane

InChI Key

YNEKMCSWRMRXIR-UHFFFAOYSA-N

InChI

InChI=1S/C10H10Cl8/c11-2-8(7(15)16)4-1-10(17,18)9(8,3-12)6(14)5(4)13/h4-7H,1-3H2

Canonical SMILES

C1C2C(C(C(C1(Cl)Cl)(C2(CCl)C(Cl)Cl)CCl)Cl)Cl

Isomeric SMILES

C1C2C(C(C(C1(Cl)Cl)(C2(CCl)C(Cl)Cl)CCl)Cl)Cl

Synonyms
        
            UNII-9924JQ4D5J
        
            2,2,5-endo,6-exo,8,8,9,10-Octachlorobornane
        
            BORNANE, 2,2,5-endo,6-exo,8,8,9,10-OCTACHLORO-
        
            Camphechlor
        
            Parlar 42b
        
            AC1L1OEZ
        
            2,2,5-Endo,6-exo,8,9,9,10-octachlorobornane
        
            YNEKMCSWRMRXIR-UHFFFAOYSA-N
        
            9924JQ4D5J
        
            101053-41-2
        
Classifies
                

                  
                    Pollutant
                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClassPrenol lipids
SubclassMonoterpenoids
Intermediate Tree NodesNot available
Direct ParentBicyclic monoterpenoids
Alternative Parents
Molecular FrameworkAliphatic homopolycyclic compounds
SubstituentsBicyclic monoterpenoid - Bornane monoterpenoid - Hydrocarbon derivative - Organochloride - Organohalogen compound - Alkyl halide - Alkyl chloride - Aliphatic homopolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Properties

Property NameProperty Value
Molecular Weight413.79
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count0
Rotatable Bond Count3
Complexity345
Monoisotopic Mass409.829
Exact Mass413.823
XLogP5.6
Formal Charge0
Heavy Atom Count18
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count5
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9891
Human Intestinal AbsorptionHIA+0.9881
Caco-2 PermeabilityCaco2+0.6406
P-glycoprotein SubstrateNon-substrate0.7794
P-glycoprotein InhibitorNon-inhibitor0.9205
Non-inhibitor0.9316
Renal Organic Cation TransporterNon-inhibitor0.7165
Distribution
Subcellular localizationMitochondria0.5347
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8810
CYP450 2D6 SubstrateNon-substrate0.8168
CYP450 3A4 SubstrateNon-substrate0.6470
CYP450 1A2 InhibitorNon-inhibitor0.6069
CYP450 2C9 InhibitorNon-inhibitor0.7153
CYP450 2D6 InhibitorNon-inhibitor0.9199
CYP450 2C19 InhibitorNon-inhibitor0.5000
CYP450 3A4 InhibitorInhibitor0.5000
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.6593
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8476
Non-inhibitor0.8763
AMES ToxicityNon AMES toxic0.8501
CarcinogensNon-carcinogens0.5761
Fish ToxicityHigh FHMT0.9468
Tetrahymena Pyriformis ToxicityHigh TPT0.9991
Honey Bee ToxicityHigh HBT0.8185
BiodegradationNot ready biodegradable0.9929
Acute Oral ToxicityII0.6138
Carcinogenicity (Three-class)Non-required0.5277

Model Value Unit
Absorption
Aqueous solubility-4.8613LogS
Caco-2 Permeability1.5382LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.7213LD50, mol/kg
Fish Toxicity0.4913pLC50, mg/L
Tetrahymena Pyriformis Toxicity1.1995pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Chicory roots (Common polypody roots, Yacon roots,)0900030European Union0.01*30/12/2015
Others (2) (Birches (trunk sap), Manna ashes (trunk sap), Maples (trunk sap), Palms (trunk sap), Palms (trunk sap), Other sugar plants,)0900990European Union0.01*30/12/2015
Commodities from1010000European Union0.01*30/12/2015
(a) swine (Wild boar (farmed),)1011000European Union0.01*30/12/2015
Muscle1011010European Union0.01*30/12/2015
Fat1011020European Union0.01*30/12/2015
Liver1011030European Union0.01*30/12/2015
Kidney1011040European Union0.01*30/12/2015
Edible offals (other than liver and kidney)1011050European Union0.01*30/12/2015
Others (2)1011990European Union0.01*30/12/2015
Muscle1012010European Union0.01*30/12/2015
Fat1012020European Union0.01*30/12/2015
Liver1012030European Union0.01*30/12/2015
Kidney1012040European Union0.01*30/12/2015
Edible offals (other than liver and kidney)1012050European Union0.01*30/12/2015
Others (2)1012990European Union0.01*30/12/2015
(c) sheep (Mouflon (farmed),)1013000European Union0.01*30/12/2015
Muscle1013010European Union0.01*30/12/2015
Fat1013020European Union0.01*30/12/2015
Liver1013030European Union0.01*30/12/2015

References

TitleJournalDatePubmed ID
Synthesis of low and high chlorinated toxaphene and comparison of their toxicity by zebrafish (Danio rerio) embryo test.Environ Toxicol Chem2006 Nov17089711
Toxaphene residues from cotton fields in soils and in the coastal environment of Nicaragua.Chemosphere2003 Nov12962712