1.0 2010-04-08 22:05:30 UTC 2025-11-18 22:40:23 UTC FDB002758 Pinocembrin (s)-pinocembrin, also known as 5,7-dihydroxyflavanone or dihydrochrysin, is a member of the class of compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3 (s)-pinocembrin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (s)-pinocembrin is a bitter tasting compound found in mexican oregano and tarragon, which makes (s)-pinocembrin a potential biomarker for the consumption of these food products. 2,3-Dihydro-5,7-dihydroxy-2-phenyl-4H-1-benzopyran-4-one, 9CI Pinocembrin C15H12O4 256.257 256.073558866 5,7-dihydroxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one pinocembrin 68745-38-0 OC1=CC(O)=C2C(=O)CC(OC2=C1)C1=CC=CC=C1 InChI=1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2 URFCJEUYXNAHFI-UHFFFAOYSA-N belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3. Flavanones Organic compounds Phenylpropanoids and polyketides Flavonoids Flavans Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Aryl alkyl ketones Benzene and substituted derivatives Chromones Hydrocarbon derivatives Organic oxides Oxacyclic compounds Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 5-hydroxyflavonoid 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 Vinylogous acid logp 2.85 ALOGPS logs -3.14 ALOGPS solubility 1.88e-01 g/l ALOGPS logp 3.14 ChemAxon pka_strongest_acidic 7.87 ChemAxon pka_strongest_basic -5 ChemAxon iupac 5,7-dihydroxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one ChemAxon average_mass 256.257 ChemAxon mono_mass 256.073558866 ChemAxon smiles OC1=CC(O)=C2C(=O)CC(OC2=C1)C1=CC=CC=C1 ChemAxon formula C15H12O4 ChemAxon inchi InChI=1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2 ChemAxon inchikey URFCJEUYXNAHFI-UHFFFAOYSA-N ChemAxon polar_surface_area 66.76 ChemAxon refractivity 69.31 ChemAxon polarizability 26.27 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 5832 Specdb::CMs 26873 Specdb::CMs 42178 Specdb::CMs 100563 Specdb::MsMs 11174 Specdb::MsMs 11175 Specdb::MsMs 11176 Specdb::MsMs 17846 Specdb::MsMs 17847 Specdb::MsMs 17848 Specdb::MsMs 374658 Specdb::MsMs 439461 Specdb::MsMs 439463 Specdb::MsMs 439465 Specdb::MsMs 439833 Specdb::MsMs 449513 Specdb::MsMs 449515 Specdb::MsMs 449517 Specdb::MsMs 450058 Specdb::MsMs 451291 Specdb::MsMs 452032 HMDB0030808 Mexican oregano Type 1 specific Lippia graveolens 10.0 10.5 9.5 mg/100 g Tarragon Type 1 specific Artemisia dracunculus 72341 bitter Anesthetic 62 Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti leukemic 393 A substance that inhibits or prevents the proliferation of neoplasms. Anti septic 603 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Artemicide 707 Candidicide 756 Cytotoxic 859 A role played by the molecular entity or part thereof which causes the development of a pathological process. Fungicide 940 A substance used to destroy fungal pests. Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.