1.0 2010-04-08 22:10:42 UTC 2025-11-18 23:44:37 UTC FDB013439 Xanthohumol B Constituent of hops (Humulus lupulus). Xanthohumol B is found in alcoholic beverages and cereals and cereal products. 6'',6''-Dimethyl-5''-hydroxy-4'',5''-dihydropyrano[2'',3'':4',3']-4,2'-dihydroxy-6'-methoxychalcone Dehydrocycloxanthohumol hydrate Xanthohumol B C21H22O6 370.3958 370.141638436 (2E)-1-(3,5-dihydroxy-7-methoxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-6-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one xanthohumol B 189308-10-9 COC1=C(C(=O)\C=C\C2=CC=C(O)C=C2)C(O)=C2CC(O)C(C)(C)OC2=C1 InChI=1S/C21H22O6/c1-21(2)18(24)10-14-16(27-21)11-17(26-3)19(20(14)25)15(23)9-6-12-4-7-13(22)8-5-12/h4-9,11,18,22,24-25H,10H2,1-3H3/b9-6+ GUQGMEWOCKDLDE-RMKNXTFCSA-N belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position. 2'-Hydroxychalcones Organic compounds Phenylpropanoids and polyketides Linear 1,3-diarylpropanoids Chalcones and dihydrochalcones Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 2,2-dimethyl-1-benzopyrans Acryloyl compounds Alkyl aryl ethers Anisoles Aryl ketones Enones Hydrocarbon derivatives Hydroxycinnamic acids and derivatives Organic oxides Oxacyclic compounds Secondary alcohols Styrenes Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 2'-hydroxychalcone 2,2-dimethyl-1-benzopyran Acryloyl-group Alcohol Alkyl aryl ether Alpha,beta-unsaturated ketone Anisole Aromatic heteropolycyclic compound Aryl ketone Benzenoid Benzopyran Chromane Enone Ether Hydrocarbon derivative Hydroxycinnamic acid or derivatives Ketone Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Secondary alcohol Styrene Vinylogous acid Chalcones and dihydrochalcones aromatic ether chalcones polyphenol logp 3.21 ALOGPS logs -4.45 ALOGPS solubility 1.32e-02 g/l ALOGPS logp 3.72 ChemAxon pka_strongest_acidic 8.27 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac (2E)-1-(3,5-dihydroxy-7-methoxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-6-yl)-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)=C2CC(O)C(C)(C)OC2=C1 ChemAxon formula C21H22O6 ChemAxon inchi InChI=1S/C21H22O6/c1-21(2)18(24)10-14-16(27-21)11-17(26-3)19(20(14)25)15(23)9-6-12-4-7-13(22)8-5-12/h4-9,11,18,22,24-25H,10H2,1-3H3/b9-6+ ChemAxon inchikey GUQGMEWOCKDLDE-RMKNXTFCSA-N ChemAxon polar_surface_area 96.22 ChemAxon refractivity 102.09 ChemAxon polarizability 39.71 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 18678 Specdb::CMs 44065 Specdb::CMs 162048 Specdb::MsMs 90396 Specdb::MsMs 90397 Specdb::MsMs 90398 Specdb::MsMs 153540 Specdb::MsMs 153541 Specdb::MsMs 153542 Specdb::MsMs 2403965 Specdb::MsMs 2403966 Specdb::MsMs 2403967 Specdb::MsMs 2534202 Specdb::MsMs 2534203 Specdb::MsMs 2534204 HMDB34867 #<Reference:0x000055ce305d6638> Alcoholic beverages Unknown generic Breakfast cereal Type 2 specific Cereals and cereal products Unknown generic