1.02011-09-21 01:52:02 UTC2015-07-21 06:59:39 UTCFDB029219Estrone-2,3-quinoneEstrogen 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 quinoneC18H20O3284.3496284.14124450640551-33-5C[C@]12CCC3C(CCC4=CC(=O)C(=O)C=C34)C1CCC2=OInChI=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/s1WFPLOQDPWXNOST-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 derivativesOrganic compoundsLipids and lipid-like moleculesSteroids and steroid derivativesEstrane steroidsAliphatic homopolycyclic compounds17-oxosteroids3-oxosteroidsCyclic ketonesHydrocarbon derivativesOrganic oxides17-oxosteroid2-oxosteroid3-oxosteroidAliphatic homopolycyclic compoundCarbonyl groupCyclic ketoneEstrogen-skeletonHydrocarbon derivativeKetoneOrganic oxideOrganic oxygen compoundOrganooxygen compoundOxosteroidSolidaverage_mass284.3496mono_mass284.141244506smilesC[C@]12CCC3C(CCC4=CC(=O)C(=O)C=C34)C1CCC2=OformulaC18H20O3inchiInChI=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/s1inchikeyWFPLOQDPWXNOST-PEDDLLMLSA-NSpecdb::CMs25786Specdb::CMs137928Specdb::CMs145662Specdb::MsMs323146Specdb::MsMs323147Specdb::MsMs323148Specdb::MsMs371233Specdb::MsMs371234Specdb::MsMs371235Specdb::MsMs2844452Specdb::MsMs2844453Specdb::MsMs2844454Specdb::MsMs2861980Specdb::MsMs2861981Specdb::MsMs2861982HMDB12941Glutathione S-transferase theta-2P0CG29GSTT2