1.0 2010-04-08 22:12:20 UTC 2025-11-19 01:45:51 UTC FDB016258 6-Prenylnaringenin Isolated from Humulus lupulus (hops). 6-Prenylnaringenin is found in beer and alcoholic beverages. (S)-4',5,7-Trihydroxy-6-prenylflavanone 5,7,4'-Trihydroxy-6-prenylflavanone 6-Prenylnaringenin C20H20O5 340.375 340.131073744 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one 68236-13-5 CC(C)=CCC1=C(O)C=C2OC(CC(=O)C2=C1O)C1=CC=C(O)C=C1 InChI=1S/C20H20O5/c1-11(2)3-8-14-15(22)9-18-19(20(14)24)16(23)10-17(25-18)12-4-6-13(21)7-5-12/h3-7,9,17,21-22,24H,8,10H2,1-2H3 YHWNASRGLKJRJJ-UHFFFAOYSA-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 Aryl alkyl ketones Benzene and substituted derivatives 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 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 logp 3.17 ALOGPS logs -4.35 ALOGPS solubility 1.53e-02 g/l ALOGPS melting_point Mp 209-209.5° logp 4.56 ChemAxon pka_strongest_acidic 7.67 ChemAxon pka_strongest_basic -5 ChemAxon iupac 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-(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=C(O)C=C2OC(CC(=O)C2=C1O)C1=CC=C(O)C=C1 ChemAxon formula C20H20O5 ChemAxon inchi InChI=1S/C20H20O5/c1-11(2)3-8-14-15(22)9-18-19(20(14)24)16(23)10-17(25-18)12-4-6-13(21)7-5-12/h3-7,9,17,21-22,24H,8,10H2,1-2H3 ChemAxon inchikey YHWNASRGLKJRJJ-UHFFFAOYSA-N ChemAxon polar_surface_area 86.99 ChemAxon refractivity 95.53 ChemAxon polarizability 37.07 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 25590 Specdb::CMs 45281 Specdb::CMs 155103 Specdb::MsMs 61494 Specdb::MsMs 61495 Specdb::MsMs 61496 Specdb::MsMs 118038 Specdb::MsMs 118039 Specdb::MsMs 118040 Specdb::MsMs 285717 Specdb::MsMs 285718 Specdb::MsMs 285719 Specdb::MsMs 285720 Specdb::MsMs 285721 Specdb::MsMs 373667 Specdb::MsMs 373668 Specdb::MsMs 373669 Specdb::MsMs 373670 Specdb::MsMs 373671 Specdb::MsMs 451227 Specdb::MsMs 2257274 Specdb::MsMs 2257294 Specdb::MsMs 2259256 Specdb::MsMs 2259323 Specdb::MsMs 2756101 Specdb::MsMs 2756102 Specdb::MsMs 2756103 Specdb::MsMs 2953227 HMDB37247 #<Reference:0x000055ce3037e228> Alcoholic beverages Unknown generic Amaranth Type 1 specific Amaranthus 3564 Annual wild rice Type 1 specific Zizania aquatica 75727 Barley Type 1 specific Hordeum vulgare 4513 Beer Type 2 specific 0.012092 0.024700001 0.0007 mg/100 g Breakfast cereal Type 2 specific Bulgur Type 2 specific Cereals and cereal products Unknown generic Common buckwheat Type 1 specific Fagopyrum esculentum 3617 Common wheat Type 1 specific Triticum aestivum 4565 Corn Type 1 specific Zea mays 4577 Flour Type 2 specific Hard wheat Type 1 specific Triticum durum 4567 Millet Type 1 specific Panicum miliaceum 4540 Oat Type 1 specific Avena sativa 4498 Oriental wheat Type 1 specific Triticum turanicum 376534 Quinoa Type 1 specific Chenopodium quinoa 63459 Red rice Type 1 specific Oryza rufipogon 4529 Rice Type 1 specific Oryza sativa 4530 Rye Type 1 specific Secale cereale 4550 Sorghum Type 1 specific Sorghum bicolor 4558 Soy bean Type 1 specific Glycine max 3847 Spelt Type 1 specific Triticum spelta 58933 Tartary buckwheat Type 1 specific Fagopyrum tataricum 62330 Teff Type 1 specific Eragrostis tef 110835 Triticale Type 1 specific X Triticosecale rimpaui Wheat Type 1 specific Triticum 4564 Wild rice Type 1 specific Zizania 15949