1.02010-04-08 22:11:26 UTC2019-11-26 03:10:39 UTCFDB014720(+)-Syringaresinol(+)-syringaresinol is a member of the class of compounds known as furanoid lignans. Furanoid lignans are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units (+)-syringaresinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (+)-syringaresinol can be found in a number of food items such as radish (variety), grape wine, oat, and ginkgo nuts, which makes (+)-syringaresinol a potential biomarker for the consumption of these food products. (+)-SyringaresinolSyringaresinolC22H26O8418.437418.1627678084-[(1S,3aR,4S,6aR)-4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenol(+)-syringaresinol21453-69-0[H][C@]12CO[C@H](C3=CC(OC)=C(O)C(OC)=C3)[C@@]1([H])CO[C@@H]2C1=CC(OC)=C(O)C(OC)=C1InChI=1S/C22H26O8/c1-25-15-5-11(6-16(26-2)19(15)23)21-13-9-30-22(14(13)10-29-21)12-7-17(27-3)20(24)18(8-12)28-4/h5-8,13-14,21-24H,9-10H2,1-4H3/t13-,14-,21+,22+/m0/s1KOWMJRJXZMEZLD-HCIHMXRSSA-N belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units.Furanoid lignansOrganic compoundsLignans, neolignans and related compoundsFuranoid lignansAromatic heteropolycyclic compoundsAlkyl aryl ethersAnisolesDialkyl ethersDimethoxybenzenesFurofuran lignansFurofuransHydrocarbon derivativesMethoxyphenolsOxacyclic compoundsPhenoxy compoundsTetrahydrofuransAlkyl aryl etherAnisoleAromatic heteropolycyclic compoundBenzenoidDialkyl etherDimethoxybenzeneEtherFuranoid lignanFurofuranFurofuran lignan skeletonHydrocarbon derivativeM-dimethoxybenzeneMethoxybenzeneMethoxyphenolMonocyclic benzene moietyOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePhenolPhenol etherPhenoxy compoundTetrahydrofuranLignanssyringaresinollogp2.23logs-3.94solubility4.79e-02 g/lmelting_pointMp 175°logp1.96pka_strongest_acidic9pka_strongest_basic-3.7iupac4-[(1S,3aR,4S,6aR)-4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenolaverage_mass418.437mono_mass418.162767808smiles[H][C@]12CO[C@H](C3=CC(OC)=C(O)C(OC)=C3)[C@@]1([H])CO[C@@H]2C1=CC(OC)=C(O)C(OC)=C1formulaC22H26O8inchiInChI=1S/C22H26O8/c1-25-15-5-11(6-16(26-2)19(15)23)21-13-9-30-22(14(13)10-29-21)12-7-17(27-3)20(24)18(8-12)28-4/h5-8,13-14,21-24H,9-10H2,1-4H3/t13-,14-,21+,22+/m0/s1inchikeyKOWMJRJXZMEZLD-HCIHMXRSSA-Npolar_surface_area95.84refractivity108.03polarizability41.87rotatable_bond_count6acceptor_count8donor_count2physiological_charge0formal_charge0Specdb::MsMs104178Specdb::MsMs104179Specdb::MsMs104180Specdb::MsMs170394Specdb::MsMs170395Specdb::MsMs170396Specdb::MsMs3605746Specdb::MsMs3605747Specdb::MsMs3605748Specdb::MsMs3605749Specdb::MsMs3605750Specdb::MsMs360575147AmaranthType 1specificAmaranthus3564Annual wild riceType 1specificZizania aquatica75727AppleType 1specificMalus pumila283210AsparagusType 1specificAsparagus officinalis46860.0580.0579999980.057999998mg/100 gBarleyType 1specificHordeum vulgare45130.1690.1690.169mg/100 gBlack salsifyType 1specificScorzonera hispanica114289Breakfast cerealType 2specificBulgurType 2specificCereals and cereal productsUnknowngenericCherimoyaType 1specificAnnona cherimola49314Common buckwheatType 1specificFagopyrum esculentum36170.2480.2479999960.247999996mg/100 gCommon wheatType 1specificTriticum aestivum45650.3720.3720000090.372000009mg/100 gCornType 1specificZea mays4577CucumberType 1specificCucumis sativus36590.00.00.0mg/100 gEggplantType 1specificSolanum melongena41110.0020.0020.002mg/100 gFlaxseedType 1specificLinum usitatissimum40060.00.00.0mg/100 gFlourType 2specificGarden tomato (var.)Type 1specificSolanum lycopersicum var. lycopersicum3977550.0020.0020.002mg/100 gGinkgo nutsType 1specificGinkgo biloba3311Grape wineType 2specific0.00250.003550.00145mg/100 gHard wheatType 1specificTriticum durum4567KiwiType 1specificActinidia chinensis36250.0080.0080.008mg/100 gMilletType 1specificPanicum miliaceum4540OatType 1specificAvena sativa44980.3520.3519999980.351999998mg/100 gOriental wheatType 1specificTriticum turanicum376534PineappleType 1specificAnanas comosus46150.0810.0810.081mg/100 gQuinoaType 1specificChenopodium quinoa63459Radish (var.)Type 1specificRaphanus sativus var. sativus2402280.0020.0020.002mg/100 gRed riceType 1specificOryza rufipogon4529RiceType 1specificOryza sativa4530RyeType 1specificSecale cereale45500.9730.972999990.97299999mg/100 gSesameType 1specificSesamum orientale41820.2050.2049999980.204999998mg/100 gSorghumType 1specificSorghum bicolor4558Soy beanType 1specificGlycine max3847SpeltType 1specificTriticum spelta58933Tartary buckwheatType 1specificFagopyrum tataricum62330TeffType 1specificEragrostis tef110835TofuType 2specific0.04250.04250.0425mg/100 gTriticaleType 1specificX Triticosecale rimpauiWheatType 1specificTriticum4564Wild riceType 1specificZizania15949anti neoplastic465A substance that inhibits or prevents the proliferation of neoplasms.