1.0 2010-04-08 22:10:05 UTC 2025-11-18 23:35:31 UTC FDB012291 (S)-4',5,7-Trihydroxy-8-prenylflavanone (s)-4',5,7-trihydroxy-8-prenylflavanone is a member of the class of compounds known as 8-prenylated flavanones. 8-prenylated flavanones are flavanones that features a C5-isoprenoid substituent at the 8-position. Thus, (s)-4',5,7-trihydroxy-8-prenylflavanone is considered to be a flavonoid lipid molecule (s)-4',5,7-trihydroxy-8-prenylflavanone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (s)-4',5,7-trihydroxy-8-prenylflavanone can be found in beer, which makes (s)-4',5,7-trihydroxy-8-prenylflavanone a potential biomarker for the consumption of this food product. Sophoraflavanone B C20H20O5 340.375 340.131073744 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one sophoraflavanone B 53846-50-7 CC(C)=CCC1=C2OC(CC(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1 InChI=1S/C20H20O5/c1-11(2)3-8-14-15(22)9-16(23)19-17(24)10-18(25-20(14)19)12-4-6-13(21)7-5-12/h3-7,9,18,21-23H,8,10H2,1-2H3 LPEPZZAVFJPLNZ-UHFFFAOYSA-N belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position. 8-prenylated flavanones Organic compounds Phenylpropanoids and polyketides Flavonoids Flavans Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Aryl alkyl ketones Benzene and substituted derivatives Chromones Flavanones Hydrocarbon derivatives Organic oxides Oxacyclic compounds Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid 8-prenylated flavanone Alkyl aryl ether Aromatic heteropolycyclic compound Aryl alkyl ketone Aryl ketone Benzenoid Benzopyran Chromane Chromone Ether Flavanone Hydrocarbon derivative Hydroxyflavonoid Ketone Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Vinylogous acid Flavanones logp 3.23 ALOGPS logs -4.34 ALOGPS solubility 1.55e-02 g/l ALOGPS melting_point Mp 202-204° (195.5-196°) logp 4.56 ChemAxon pka_strongest_acidic 7.69 ChemAxon pka_strongest_basic -5 ChemAxon iupac 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one ChemAxon average_mass 340.375 ChemAxon mono_mass 340.131073744 ChemAxon smiles CC(C)=CCC1=C2OC(CC(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1 ChemAxon formula C20H20O5 ChemAxon inchi InChI=1S/C20H20O5/c1-11(2)3-8-14-15(22)9-16(23)19-17(24)10-18(25-20(14)19)12-4-6-13(21)7-5-12/h3-7,9,18,21-23H,8,10H2,1-2H3 ChemAxon inchikey LPEPZZAVFJPLNZ-UHFFFAOYSA-N ChemAxon polar_surface_area 86.99 ChemAxon refractivity 95.53 ChemAxon polarizability 36.38 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 91078 Specdb::CMs 126341 Specdb::CMs 831841 Specdb::CMs 831842 Specdb::CMs 831843 Specdb::CMs 831844 Specdb::CMs 831845 Specdb::CMs 831846 Specdb::CMs 831847 Specdb::CMs 831848 Specdb::CMs 831849 Specdb::CMs 831850 Specdb::CMs 831851 Specdb::CMs 831852 Specdb::CMs 831853 Specdb::CMs 831854 Specdb::MsMs 93405 Specdb::MsMs 93406 Specdb::MsMs 93407 Specdb::MsMs 157164 Specdb::MsMs 157165 Specdb::MsMs 157166 Specdb::MsMs 2236220 Specdb::MsMs 2237178 Specdb::MsMs 2238290 Specdb::MsMs 2239272 Specdb::MsMs 2240439 Specdb::MsMs 2241278 Specdb::MsMs 3410954 Specdb::MsMs 3410955 Specdb::MsMs 3410956 Specdb::MsMs 3410957 Specdb::MsMs 3410958 Specdb::MsMs 3410959 Beer Type 2 specific 0.004088 0.010566667 0.0003 mg/100 g