1.0 2010-04-08 22:04:27 UTC 2025-11-18 22:16:07 UTC FDB000133 6-Geranylnaringenin 6-geranylnaringenin is a member of the class of compounds known as 6-prenylated flavanones. 6-prenylated flavanones are flavanones that features a C5-isoprenoid substituent at the 6-position. 6-geranylnaringenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 6-geranylnaringenin can be found in beer, which makes 6-geranylnaringenin a potential biomarker for the consumption of this food product. 5,7,4'-Trihydroxy-6-geranylflavanone Bonannione A Mimulone C25H28O5 408.4868 408.193674006 (2S)-6-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one (2S)-6-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one 475207-59-1 CC(C)=CCC\C(C)=C\CC1=C(O)C=C2O[C@@H](CC(=O)C2=C1O)C1=CC=C(O)C=C1 InChI=1S/C25H28O5/c1-15(2)5-4-6-16(3)7-12-19-20(27)13-23-24(25(19)29)21(28)14-22(30-23)17-8-10-18(26)11-9-17/h5,7-11,13,22,26-27,29H,4,6,12,14H2,1-3H3/b16-7+/t22-/m0/s1 XYIQIBWIEGCVQY-RWHUQTJRSA-N belongs to the class of organic compounds known as 6-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 6-position. 6-prenylated flavanones Organic compounds Phenylpropanoids and polyketides Flavonoids Flavans Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Aromatic monoterpenoids Aryl alkyl ketones Benzene and substituted derivatives Bicyclic monoterpenoids Chromones Flavanones Hydrocarbon derivatives Organic oxides Oxacyclic compounds Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 6-prenylated flavanone 7-hydroxyflavonoid Alkyl aryl ether Aromatic heteropolycyclic compound Aromatic monoterpenoid Aryl alkyl ketone Aryl ketone Benzenoid Benzopyran Bicyclic monoterpenoid Chromane Chromone Ether Flavanone Hydrocarbon derivative Hydroxyflavonoid Ketone Monocyclic benzene moiety Monoterpenoid Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Vinylogous acid logp 4.84 ALOGPS logs -5.08 ALOGPS solubility 3.39e-03 g/l ALOGPS logp 6.22 ChemAxon pka_strongest_acidic 7.73 ChemAxon pka_strongest_basic -3.9 ChemAxon iupac (2S)-6-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one ChemAxon average_mass 408.4868 ChemAxon mono_mass 408.193674006 ChemAxon smiles CC(C)=CCC\C(C)=C\CC1=C(O)C=C2O[C@@H](CC(=O)C2=C1O)C1=CC=C(O)C=C1 ChemAxon formula C25H28O5 ChemAxon inchi InChI=1S/C25H28O5/c1-15(2)5-4-6-16(3)7-12-19-20(27)13-23-24(25(19)29)21(28)14-22(30-23)17-8-10-18(26)11-9-17/h5,7-11,13,22,26-27,29H,4,6,12,14H2,1-3H3/b16-7+/t22-/m0/s1 ChemAxon inchikey XYIQIBWIEGCVQY-RWHUQTJRSA-N ChemAxon polar_surface_area 86.99 ChemAxon refractivity 119.34 ChemAxon polarizability 44.6 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 71436 Specdb::MsMs 71437 Specdb::MsMs 71438 Specdb::MsMs 130101 Specdb::MsMs 130102 Specdb::MsMs 130103 Specdb::MsMs 3596647 Specdb::MsMs 3596648 Specdb::MsMs 3596649 Specdb::MsMs 3596650 Specdb::MsMs 3596651 Specdb::MsMs 3596652 Beer Type 2 specific 0.001065 0.002733333 0.0 mg/100 g