1.02011-09-21 00:34:44 UTC2017-10-05 10:34:17 UTCFDB023788DihydrogenisteinDihydrogenistein is a metabolite of the soy isoflavone genistin (the glycoside conjugate of genistein) by intestinal bacteria. Isoflavones are one of the three major classes of phytoestrogens; phytoestrogens are a diverse group of plant-derived compounds that structurally and functionally mimic mammalian estrogen. The isoflavone genistin is one of the most prevalent in soy foods. They are biologically inactive; once ingested, they are cleaved by glucosidases to "aglycones", genistein. Epidemiological studies have associated high soy intake with a lowered risk for certain hormone-dependent disease. Many studies reveal that the incidence of prostate cancer and breast cancer is much lower in Asian people in comparison to people from the West and, and the prevailing contribution to this difference has been attributed to the diet. Soy foods and soy-derived products which contain abundant isoflavones are consumed in large quantities by Asian people. In vitro, isoflavone metabolites have dual functions: they can act as an estrogenic agonist or antagonist depending on the estrogen concentration. (PMID: 17499260, 16965913) [HMDB]. Dihydrogenistein is a biomarker for the consumption of soy beans and other soy products.2,3-dihydro-5,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one4',5,7-trihydroxy-Isoflavanone4',5,7-Trihydroxyisoflavan-4-one4',5,7-TrihydroxyisoflavanoneC15H12O5272.2528272.0684734945,7-dihydroxy-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-onedihydrogenistein21554-71-2OC1=CC=C(C=C1)C1COC2=CC(O)=CC(O)=C2C1=OInChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-6,11,16-18H,7H2UQGVUYNHDKMLSE-UHFFFAOYSA-N belongs to the class of organic compounds known as isoflavanones. These are polycyclic compounds containing an isoflavan skeleton which bears a ketone at position C4.IsoflavanonesOrganic compoundsPhenylpropanoids and polyketidesIsoflavonoidsIsoflavansAromatic heteropolycyclic compounds1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoidsAlkyl aryl ethersAryl alkyl ketonesBenzene and substituted derivativesChromonesHydrocarbon derivativesHydroxyisoflavonoidsIsoflavanolsOrganic oxidesOxacyclic compoundsVinylogous acids1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoidAlkyl aryl etherAromatic heteropolycyclic compoundAryl alkyl ketoneAryl ketoneBenzenoidBenzopyranChromaneChromoneEtherHydrocarbon derivativeHydroxyisoflavonoidIsoflavanolIsoflavanoneKetoneMonocyclic benzene moietyOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePhenolVinylogous acidhydroxyisoflavanoneSolidlogp2.45logs-3.08solubility2.28e-01 g/llogp2.73pka_strongest_acidic7.9pka_strongest_basic-3.9iupac5,7-dihydroxy-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-oneaverage_mass272.2528mono_mass272.068473494smilesOC1=CC=C(C=C1)C1COC2=CC(O)=CC(O)=C2C1=OformulaC15H12O5inchiInChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-6,11,16-18H,7H2inchikeyUQGVUYNHDKMLSE-UHFFFAOYSA-Npolar_surface_area86.99refractivity71.68polarizability26.59rotatable_bond_count1acceptor_count5donor_count3physiological_charge0formal_charge0Specdb::CMs5796Specdb::CMs38919Specdb::CMs149279Specdb::MsMs10778Specdb::MsMs10779Specdb::MsMs10780Specdb::MsMs17450Specdb::MsMs17451Specdb::MsMs17452Specdb::MsMs2775212Specdb::MsMs2775213Specdb::MsMs2775214Specdb::MsMs2907081Specdb::MsMs2907082Specdb::MsMs2907083HMDB05897#<Reference:0x00005556756bb798>#<Reference:0x00005556756bb4a0>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823