1.0 2016-09-30 23:18:27 UTC 2020-06-04 19:06:55 UTC BMDB0005781 BMDB05781 Glycitein Glycitein belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Thus, glycitein is considered to be a flavonoid lipid molecule. Glycitein is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 7,4'-Dihydroxy-6-methoxyisoflavone 7-Hydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one C16H12O5 284.267 284.068473486 7-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one glycitein 40957-83-3 COC1=C(O)C=C2OC=C(C(=O)C2=C1)C1=CC=C(O)C=C1 InChI=1S/C16H12O5/c1-20-15-6-11-14(7-13(15)18)21-8-12(16(11)19)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3 DXYUAIFZCFRPTH-UHFFFAOYSA-N belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Organic compounds Phenylpropanoids and polyketides Isoflavonoids Isoflav-2-enes Isoflavones 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Anisoles Benzene and substituted derivatives Chromones Heteroaromatic compounds Hydrocarbon derivatives Hydroxyisoflavonoids Organic oxides Oxacyclic compounds Pyranones and derivatives 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromone Ether Heteroaromatic compound Hydrocarbon derivative Hydroxyisoflavonoid Isoflavone Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Pyran Pyranone Aromatic heteropolycyclic compounds 7-hydroxyisoflavone Isoflavonoids Isoflavonoids isoflavones methoxyisoflavone Solid logp 3.35 ALOGPS logs -3.71 ALOGPS logp 2.57 ChemAxon pka_strongest_acidic 6.92 ChemAxon pka_strongest_basic -4.8 ChemAxon iupac 7-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one ChemAxon average_mass 284.267 ChemAxon mono_mass 284.068473486 ChemAxon smiles COC1=C(O)C=C2OC=C(C(=O)C2=C1)C1=CC=C(O)C=C1 ChemAxon formula C16H12O5 ChemAxon inchi InChI=1S/C16H12O5/c1-20-15-6-11-14(7-13(15)18)21-8-12(16(11)19)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3 ChemAxon inchikey DXYUAIFZCFRPTH-UHFFFAOYSA-N ChemAxon polar_surface_area 75.99 ChemAxon refractivity 76.17 ChemAxon polarizability 28.81 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 5862 Specdb::CMs 38882 Specdb::CMs 160350 Specdb::MsMs 102900 Specdb::MsMs 102901 Specdb::MsMs 102902 Specdb::MsMs 168789 Specdb::MsMs 168790 Specdb::MsMs 168791 Specdb::MsMs 285936 Specdb::MsMs 285937 Specdb::MsMs 285938 Specdb::MsMs 285939 Specdb::MsMs 285940 Specdb::MsMs 285941 Specdb::MsMs 373863 Specdb::MsMs 373864 Specdb::MsMs 373865 Specdb::MsMs 373866 Specdb::MsMs 373867 Specdb::MsMs 373868 Specdb::MsMs 439533 Specdb::MsMs 439534 Specdb::MsMs 439998 Specdb::MsMs 439999 Specdb::MsMs 440365 Specdb::MsMs 440366 Specdb::MsMs 440367 Milk 0.0208 - 0.0359 uM Raw milk, range from both high equol and low equol milk - high = diet of mainly red clover Nielsen TS, Norgaard JV, Purup S, Frette XC, Bonefeld-Jorgensen EC: Estrogenic activity of bovine milk high or low in equol using immature mouse uterotrophic responses and an estrogen receptor transactivation assay. Cancer Epidemiol. 2009 Jul;33(1):61-8. doi: 10.1016/j.canep.2009.04.003. Epub 2009 May 31. 19679050 FDB000698 4476508 5317750 34778 398 C14536 C00009392 CPD-7027 Glycitein Lang'at-Thoruwa, Caroline; Song, Tong T.; Hu, Jiang; Simons, Andrean L.; Murphy, Patricia A. A Simple Synthesis of 7,4'-Dihydroxy-6-methoxyisoflavone, Glycitein, the Third Soybean Isoflavone. Journal of Natural Products (2003), 66(1), 149-151. Nielsen TS, Norgaard JV, Purup S, Frette XC, Bonefeld-Jorgensen EC: Estrogenic activity of bovine milk high or low in equol using immature mouse uterotrophic responses and an estrogen receptor transactivation assay. Cancer Epidemiol. 2009 Jul;33(1):61-8. doi: 10.1016/j.canep.2009.04.003. Epub 2009 May 31. 19679050