1.0 2010-04-08 22:04:32 UTC 2025-11-18 22:17:02 UTC FDB000337 Mellein Mellein, also known as (R)-mellein, is a member of the class of compounds known as 2-benzopyrans. 2-benzopyrans are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position. Mellein is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Mellein can be found in cocoa powder, which makes mellein a potential biomarker for the consumption of this food product. Mellein is a dihydroisocoumarin, a phenolic compound produced by Aspergillus ochraceus . (-)-Mellein (3R)-8-Hydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one 3,4-Dihydro-8-hydroxy-3-methyl-1H-2-benzopyran-1-one 3,4-Dihydro-8-hydroxy-3-methyl-isocoumarin 8-Hydroxy-3-methyl-3,4-dihydro-1H-isochromen-1-one Antibiotic AO-2 Antibiotic BV-1 Ochracin C10H10O3 178.1846 178.062994186 (3R)-8-hydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one (3R)-8-hydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one 480-33-1 C[C@@H]1CC2=CC=CC(O)=C2C(=O)O1 InChI=1S/C10H10O3/c1-6-5-7-3-2-4-8(11)9(7)10(12)13-6/h2-4,6,11H,5H2,1H3/t6-/m1/s1 KWILGNNWGSNMPA-ZCFIWIBFSA-N belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position. 2-benzopyrans Organic compounds Organoheterocyclic compounds Benzopyrans 2-benzopyrans Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Carboxylic acid esters Hydrocarbon derivatives Lactones Monocarboxylic acids and derivatives Organic oxides Organooxygen compounds Oxacyclic compounds Vinylogous acids 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 2-benzopyran Aromatic heteropolycyclic compound Benzenoid Carboxylic acid derivative Carboxylic acid ester Hydrocarbon derivative Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Oxacycle Vinylogous acid logp 2.27 ALOGPS logs -1.75 ALOGPS solubility 3.14e+00 g/l ALOGPS logp 2.58 ChemAxon pka_strongest_acidic 9.65 ChemAxon pka_strongest_basic -4.3 ChemAxon iupac (3R)-8-hydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one ChemAxon average_mass 178.1846 ChemAxon mono_mass 178.062994186 ChemAxon smiles C[C@@H]1CC2=CC=CC(O)=C2C(=O)O1 ChemAxon formula C10H10O3 ChemAxon inchi InChI=1S/C10H10O3/c1-6-5-7-3-2-4-8(11)9(7)10(12)13-6/h2-4,6,11H,5H2,1H3/t6-/m1/s1 ChemAxon inchikey KWILGNNWGSNMPA-ZCFIWIBFSA-N ChemAxon polar_surface_area 46.53 ChemAxon refractivity 47.79 ChemAxon polarizability 18.02 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 88785 Specdb::MsMs 88786 Specdb::MsMs 88787 Specdb::MsMs 151581 Specdb::MsMs 151582 Specdb::MsMs 151583 Specdb::MsMs 3597085 Specdb::MsMs 3597086 Specdb::MsMs 3597087 Specdb::MsMs 3598256 Specdb::MsMs 3598257 Specdb::MsMs 3598258 38760 Blackberry Type 1 specific Rubus Cocoa powder Type 2 specific 0.029333 0.029333333 0.029333333 mg/100 g Evergreen blackberry Type 1 specific Rubus laciniatus