1.0 2010-04-08 22:10:48 UTC 2025-11-19 00:05:24 UTC FDB013607 Xanthohumol D Isolated from Humulus lupulus (hops). Xanthohumol D is found in alcoholic beverages. Xanthohumol D C21H22O6 370.3958 370.141638436 (2E)-1-[2,4-dihydroxy-3-(2-hydroxy-3-methylbut-3-en-1-yl)-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one xanthohumol D 274675-25-1 COC1=C(C(=O)\C=C\C2=CC=C(O)C=C2)C(O)=C(CC(O)C(C)=C)C(O)=C1 InChI=1S/C21H22O6/c1-12(2)17(24)10-15-18(25)11-19(27-3)20(21(15)26)16(23)9-6-13-4-7-14(22)8-5-13/h4-9,11,17,22,24-26H,1,10H2,2-3H3/b9-6+ IIWLGOCXDBSFCM-RMKNXTFCSA-N belongs to the class of organic compounds known as 3-prenylated chalcones. These are chalcones featuring a C5-isoprenoid unit at the 3-position. 3-prenylated chalcones Organic compounds Phenylpropanoids and polyketides Linear 1,3-diarylpropanoids Chalcones and dihydrochalcones Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 2'-Hydroxychalcones Acryloyl compounds Alkyl aryl ethers Anisoles Aryl ketones Benzoyl derivatives Cinnamylphenols Enones Hydrocarbon derivatives Hydroxycinnamic acids and derivatives Methoxybenzenes Methoxyphenols Organic oxides Phenoxy compounds Resorcinols Secondary alcohols Styrenes Vinylogous acids 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 2'-hydroxychalcone 3-prenylated chalcone Acryloyl-group Alcohol Alkyl aryl ether Alpha,beta-unsaturated ketone Anisole Aromatic homomonocyclic compound Aryl ketone Benzenoid Benzoyl Cinnamylphenol Enone Ether Hydrocarbon derivative Hydroxycinnamic acid or derivatives Ketone Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Phenol Phenol ether Phenoxy compound Resorcinol Secondary alcohol Styrene Vinylogous acid Chalcones and dihydrochalcones aromatic ether chalcones polyphenol secondary alcohol logp 2.85 ALOGPS logs -3.90 ALOGPS solubility 4.62e-02 g/l ALOGPS logp 4.03 ChemAxon pka_strongest_acidic 7.97 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2E)-1-[2,4-dihydroxy-3-(2-hydroxy-3-methylbut-3-en-1-yl)-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one ChemAxon average_mass 370.3958 ChemAxon mono_mass 370.141638436 ChemAxon smiles COC1=C(C(=O)\C=C\C2=CC=C(O)C=C2)C(O)=C(CC(O)C(C)=C)C(O)=C1 ChemAxon formula C21H22O6 ChemAxon inchi InChI=1S/C21H22O6/c1-12(2)17(24)10-15-18(25)11-19(27-3)20(21(15)26)16(23)9-6-13-4-7-14(22)8-5-13/h4-9,11,17,22,24-26H,1,10H2,2-3H3/b9-6+ ChemAxon inchikey IIWLGOCXDBSFCM-RMKNXTFCSA-N ChemAxon polar_surface_area 107.22 ChemAxon refractivity 103.97 ChemAxon polarizability 39.55 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 23781 Specdb::CMs 44131 Specdb::CMs 173040 Specdb::MsMs 86988 Specdb::MsMs 86989 Specdb::MsMs 86990 Specdb::MsMs 149400 Specdb::MsMs 149401 Specdb::MsMs 149402 Specdb::MsMs 3036851 Specdb::MsMs 3036852 Specdb::MsMs 3036853 Specdb::MsMs 3106622 Specdb::MsMs 3106623 Specdb::MsMs 3106624 HMDB35003 #<Reference:0x000055ce31f7b8b8> Alcoholic beverages Unknown generic