1.0 2010-04-08 22:08:04 UTC 2019-11-26 03:02:36 UTC FDB008421 (S,E)-Zearalenone Fungal metabolite of Fusarium subspecies and of Gibberella zeae. Potential food mycotoxin. Has weak estrogenic activity and causes physiol. changes when ingested by animals as foodstuffs contaminant. (S,E)-Zearalenone is found in corn. Zearalenone C18H22O5 318.3643 318.146723814 14,16-dihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecine-1,7-dione zearalenone 17924-92-4 [H]\C1=C([H])/C2=CC(O)=CC(O)=C2C(=O)OC(C)CCCC(=O)CCC1 InChI=1S/C18H22O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h3,7,10-12,20-21H,2,4-6,8-9H2,1H3/b7-3+ MBMQEIFVQACCCH-XVNBXDOJSA-N belongs to the class of organic compounds known as zearalenones. These are macrolides which contains a fourteen-member lactone fused to 1,3-dihydroxybenzene. Zearalenones Organic compounds Phenylpropanoids and polyketides Macrolides and analogues Zearalenones Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Carboxylic acid esters Cyclic ketones Hydrocarbon derivatives Hydroxybenzoic acid derivatives Lactones Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Vinylogous acids 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Aromatic heteropolycyclic compound Benzenoid Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic ketone Dihydroxybenzoic acid Hydrocarbon derivative Ketone Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Vinylogous acid Zearalenone-skeleton logp 3.04 ALOGPS logs -3.43 ALOGPS solubility 1.17e-01 g/l ALOGPS melting_point Mp 164-165° (157-159°) logp 4.37 ChemAxon pka_strongest_acidic 8.54 ChemAxon pka_strongest_basic -4 ChemAxon iupac 14,16-dihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecine-1,7-dione ChemAxon average_mass 318.3643 ChemAxon mono_mass 318.146723814 ChemAxon smiles [H]\C1=C([H])/C2=CC(O)=CC(O)=C2C(=O)OC(C)CCCC(=O)CCC1 ChemAxon formula C18H22O5 ChemAxon inchi InChI=1S/C18H22O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h3,7,10-12,20-21H,2,4-6,8-9H2,1H3/b7-3+ ChemAxon inchikey MBMQEIFVQACCCH-XVNBXDOJSA-N ChemAxon polar_surface_area 83.83 ChemAxon refractivity 88.34 ChemAxon polarizability 33.61 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 12897 Specdb::CMs 42609 Specdb::CMs 166001 Specdb::MsMs 71412 Specdb::MsMs 71413 Specdb::MsMs 71414 Specdb::MsMs 130071 Specdb::MsMs 130072 Specdb::MsMs 130073 Specdb::MsMs 2244710 Specdb::MsMs 2245429 Specdb::MsMs 2246757 Specdb::MsMs 2247504 Specdb::MsMs 2250933 Specdb::MsMs 2251455 Specdb::MsMs 2344706 Specdb::MsMs 2344707 Specdb::MsMs 2344708 Specdb::MsMs 2591377 Specdb::MsMs 2591378 Specdb::MsMs 2591379 Corn Type 1 specific Zea mays 4577 abortifacient 13 A chemical substance that interrupts pregnancy after implantation. anabolic 54 A compound which stimulates anabolism and inhibits catabolism. Anabolic agents stimulate the development of muscle mass, strength, and power. anti fertility 276 estrogenic 922