1.0 2011-09-21 01:52:02 UTC 2015-07-21 06:59:39 UTC FDB029219 Estrone-2,3-quinone Estrogen 2,3- and 3,4-quinones are reactive species toward nucleophiles and Michael acceptors. As such, they can bind to DNA and induce cellular damages.Tumors may arise in cells covalently damaged by the free radicals or by the quinones and stimulated to proliferate by hormone receptor-mediated processes. This hypothesis is supported by the correlation between quinone formation, 8-hydroxylation of guanine bases of DNA and tumor incidence of 4- versus 2-hydroxylated estrogen metabolites. Moreover, estrone-3,4-quinone, but not estrone-2,3-quinone, induced liver tumors in mice [HMDB] Catecholestrogen quinone C18H20O3 284.3496 284.141244506 (15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,6-diene-4,5,14-trione (15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,6-diene-4,5,14-trione 40551-33-5 C[C@]12CCC3C(CCC4=CC(=O)C(=O)C=C34)C1CCC2=O InChI=1S/C18H20O3/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-15(19)16(20)9-13(10)11/h8-9,11-12,14H,2-7H2,1H3/t11?,12?,14?,18-/m0/s1 WFPLOQDPWXNOST-PEDDLLMLSA-N belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Estrogens and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Estrane steroids Aliphatic homopolycyclic compounds 17-oxosteroids 3-oxosteroids Cyclic ketones Hydrocarbon derivatives Organic oxides 17-oxosteroid 2-oxosteroid 3-oxosteroid Aliphatic homopolycyclic compound Carbonyl group Cyclic ketone Estrogen-skeleton Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Solid logp 2.62 ALOGPS logs -3.84 ALOGPS solubility 4.14e-02 g/l ALOGPS logp 3.43 ChemAxon pka_strongest_acidic 18.39 ChemAxon pka_strongest_basic -7.5 ChemAxon iupac (15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,6-diene-4,5,14-trione ChemAxon average_mass 284.3496 ChemAxon mono_mass 284.141244506 ChemAxon smiles C[C@]12CCC3C(CCC4=CC(=O)C(=O)C=C34)C1CCC2=O ChemAxon formula C18H20O3 ChemAxon inchi InChI=1S/C18H20O3/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-15(19)16(20)9-13(10)11/h8-9,11-12,14H,2-7H2,1H3/t11?,12?,14?,18-/m0/s1 ChemAxon inchikey WFPLOQDPWXNOST-PEDDLLMLSA-N ChemAxon polar_surface_area 51.21 ChemAxon refractivity 80.7 ChemAxon polarizability 31.26 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 25786 Specdb::CMs 137928 Specdb::CMs 145662 Specdb::MsMs 323146 Specdb::MsMs 323147 Specdb::MsMs 323148 Specdb::MsMs 371233 Specdb::MsMs 371234 Specdb::MsMs 371235 Specdb::MsMs 2844452 Specdb::MsMs 2844453 Specdb::MsMs 2844454 Specdb::MsMs 2861980 Specdb::MsMs 2861981 Specdb::MsMs 2861982 HMDB12941 Glutathione S-transferase theta-2 P0CG29 GSTT2