1.0 2011-09-21 00:14:55 UTC 2015-07-21 06:57:14 UTC FDB022497 Chlordecone alcohol Chlordecone alcohol is the major metabolite of Chlordecone [ an organochlorine pesticide, CAS# 143-50-0] in humans via bioreduction in the liver by Chlordecone reductase [EC: 1.1.1.225 ,CAS # 102484-73-1]. (PMID 2420999) Chlordecone treatment actively suppresses induction of 2B1 and 2B2 mRNAs in adult human hepatocytes; anti-estrogens such as Tamoxifen fail to reverse 2B1/2 mRNA induction following Chlordecone treatment of hepatocytes. (PMID 7513451) Both Chlordecone and Chlordecone alcohol alter the permeability of isolated ovine erythrocytes. (PMID 2455063) [HMDB] 1,2,3,4,6,7,8,9,10,10-Decachloropentacyclo[5.3.0.0(2,6).0(3,9).0(4,8)]decan-5-ol Chlordecone alcohol Kepol Reduced kepone C10H2Cl10O 492.652 487.699091756 1,2,3,4,6,7,8,9,10,10-decachloropentacyclo[5.3.0.0²,⁶.0³,⁹.0⁴,⁸]decan-5-ol kepol 1034-41-9 OC1C2(Cl)C3(Cl)C4(Cl)C1(Cl)C1(Cl)C2(Cl)C3(Cl)C(Cl)(Cl)C41Cl InChI=1S/C10H2Cl10O/c11-2-1(21)3(12)6(15)4(2,13)8(17)5(2,14)7(3,16)9(6,18)10(8,19)20/h1,21H MBEIHNKADVMCJM-UHFFFAOYSA-N belongs to the class of organic compounds known as monoterpenoids. Monoterpenoids are compounds containing a chain of two isoprene units. Monoterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Monoterpenoids Aliphatic homopolycyclic compounds Alkyl chlorides Chlorohydrins Cyclic alcohols and derivatives Hydrocarbon derivatives Organochlorides Secondary alcohols Alcohol Aliphatic homopolycyclic compound Alkyl chloride Alkyl halide Chlorohydrin Cyclic alcohol Halohydrin Hydrocarbon derivative Monoterpenoid Norbornane monoterpenoid Organic oxygen compound Organochloride Organohalogen compound Organooxygen compound Secondary alcohol a small molecule organochlorine compound Solid logp 5.84 ALOGPS logs -5.67 ALOGPS solubility 1.05e-03 g/l ALOGPS logp 5.44 ChemAxon pka_strongest_acidic 12.69 ChemAxon pka_strongest_basic -3.8 ChemAxon iupac 1,2,3,4,6,7,8,9,10,10-decachloropentacyclo[5.3.0.0²,⁶.0³,⁹.0⁴,⁸]decan-5-ol ChemAxon average_mass 492.652 ChemAxon mono_mass 487.699091756 ChemAxon smiles OC1C2(Cl)C3(Cl)C4(Cl)C1(Cl)C1(Cl)C2(Cl)C3(Cl)C(Cl)(Cl)C41Cl ChemAxon formula C10H2Cl10O ChemAxon inchi InChI=1S/C10H2Cl10O/c11-2-1(21)3(12)6(15)4(2,13)8(17)5(2,14)7(3,16)9(6,18)10(8,19)20/h1,21H ChemAxon inchikey MBEIHNKADVMCJM-UHFFFAOYSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 83.82 ChemAxon polarizability 36.39 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 21066 Specdb::CMs 37980 Specdb::CMs 136240 Specdb::CMs 143974 Specdb::MsMs 312892 Specdb::MsMs 312893 Specdb::MsMs 312894 Specdb::MsMs 358255 Specdb::MsMs 358256 Specdb::MsMs 358257 Specdb::MsMs 2660428 Specdb::MsMs 2660429 Specdb::MsMs 2660430 Specdb::MsMs 3018660 Specdb::MsMs 3018661 Specdb::MsMs 3018662 HMDB01219 17184 #<Reference:0x000055ce316be658> #<Reference:0x000055ce316be4a0> #<Reference:0x000055ce316be2e8> #<Reference:0x000055ce316be130> #<Reference:0x000055ce316bdf50> #<Reference:0x000055ce316bdd70> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823