1.0 2011-04-11 17:01:49 UTC 2019-11-26 03:20:55 UTC FDB021824 Equol Equol is a metabolite of daidzein, a phytoestrogen common in the human diet and abundant in soy. Intestinal bacteria in humans can reduce daidzein to equol, and can be found in normal human urine. The clinical effectiveness of soy isoflavones may be a function of the ability to biotransform soy isoflavones to the more potent estrogenic metabolite, equol, which may enhance the actions of soy isoflavones, owing to its greater affinity for estrogen receptors, unique antiandrogenic properties, and superior antioxidant activity. However, not all individuals consuming daidzein produce equol. Only approximately one-third to one-half of the population is able to metabolize daidzein to equol. This high variability in equol production is presumably attributable to interindividual differences in the composition of the intestinal microflora, which may play an important role in the mechanisms of action of isoflavones. (PMID: 17579895, 17579894) [HMDB] (-)-(S)-Equol (-)-Equol (S)-(-)-4',7-Isoflavandiol (S)-3,4-dihydro-3-(4-Hydroxyphenyl)-2H-1-benzopyran-7-ol (S)-Equol 4',7-Dihydroxyisoflavan 4',7-Isoflavandiol 7,4'-Dihydroxyisoflavan C15H14O3 242.2699 242.094294314 (3S)-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol (-)-equol 531-95-3 OC1=CC=C(C=C1)[C@H]1COC2=CC(O)=CC=C2C1 InChI=1S/C15H14O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-6,8,12,16-17H,7,9H2/t12-/m1/s1 ADFCQWZHKCXPAJ-GFCCVEGCSA-N belongs to the class of organic compounds known as isoflavanols. These are polycyclic compounds containing a hydroxylated isoflavan skeleton. Isoflavanols Organic compounds Phenylpropanoids and polyketides Isoflavonoids Isoflavans Aromatic heteropolycyclic compounds 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Benzene and substituted derivatives Hydrocarbon derivatives Hydroxyisoflavonoids Oxacyclic compounds 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid Alkyl aryl ether Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromane Ether Hydrocarbon derivative Hydroxyisoflavonoid Isoflavanol Monocyclic benzene moiety Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Isoflavanes hydroxyisoflavans isoflavans Solid logp 2.91 ALOGPS logs -3.74 ALOGPS solubility 4.45e-02 g/l ALOGPS logp 3.19 ChemAxon pka_strongest_acidic 9.63 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac (3S)-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol ChemAxon average_mass 242.2699 ChemAxon mono_mass 242.094294314 ChemAxon smiles OC1=CC=C(C=C1)[C@H]1COC2=CC(O)=CC=C2C1 ChemAxon formula C15H14O3 ChemAxon inchi InChI=1S/C15H14O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-6,8,12,16-17H,7,9H2/t12-/m1/s1 ChemAxon inchikey ADFCQWZHKCXPAJ-GFCCVEGCSA-N ChemAxon polar_surface_area 49.69 ChemAxon refractivity 68.96 ChemAxon polarizability 25.81 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 11314 Specdb::CMs 38318 Specdb::CMs 152511 Specdb::MsMs 102969 Specdb::MsMs 102970 Specdb::MsMs 102971 Specdb::MsMs 168879 Specdb::MsMs 168880 Specdb::MsMs 168881 Specdb::MsMs 2260369 Specdb::MsMs 2260370 Specdb::MsMs 2260371 Specdb::MsMs 3077913 Specdb::MsMs 3077914 Specdb::MsMs 3077915 HMDB02209 #<Reference:0x000055ce33317ea8> #<Reference:0x000055ce33317cf0> 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 Milk (Cow) Type 2 specific 249.898435 1502.456 0.00239 uM 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 bitter