1.0 2010-04-08 22:09:23 UTC 2019-11-26 03:04:24 UTC FDB010971 4-Hydroxy-2H-1-benzopyran-2-one 4-hydroxycoumarin is an important fungal metabolite from the precursor coumarin, and its production leads to further fermentative production of the natural anticoagulant dicoumarol. 4-Hydroxy-2H-1-benzopyran-2-one is found in beer and grape wine. 2-Hydroxy-4H-1-benzopyran-4-one 2-Hydroxychromone 2H-1-Benzopyran-2-one, 4-hydroxy- 2H-1-Benzopyran-2,4(3H)-dione 3-(4-Hydroxyphenyl)-1-propane 3-OHPP 4-Coumarinol 4-Hydroxy-2H-chromen-2-one 4-Hydroxycinnamyl alcohol 4-Hydroxycoumarin 4-Hydroxycoumarine Benzotetronate Benzotetronic acid Coumarin, 4-hydroxy- Hydroxy coumarin P-Coumaryl alcohol C9H6O3 162.144 162.031694053 2-hydroxy-4H-chromen-4-one 4-hydroxycoumarin 1076-38-6 OC1=CC(=O)C2=CC=CC=C2O1 InChI=1S/C9H6O3/c10-7-5-9(11)12-8-4-2-1-3-6(7)8/h1-5,11H OWBBAPRUYLEWRR-UHFFFAOYSA-N belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Coumarins and derivatives Organic compounds Phenylpropanoids and polyketides Coumarins and derivatives Aromatic heteropolycyclic compounds Benzenoids Chromones Heteroaromatic compounds Hydrocarbon derivatives Organic oxides Organooxygen compounds Oxacyclic compounds Pyranones and derivatives Vinylogous acids 1-benzopyran Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromone Coumarin Heteroaromatic compound Hydrocarbon derivative Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pyran Pyranone Vinylogous acid an aromatic compound Solid logp 0.75 ALOGPS logs -1.66 ALOGPS solubility 3.55e+00 g/l ALOGPS melting_point Mp 232-233° logp 1.81 ChemAxon pka_strongest_acidic 5.48 ChemAxon pka_strongest_basic -5.5 ChemAxon iupac 2-hydroxy-4H-chromen-4-one ChemAxon average_mass 162.144 ChemAxon mono_mass 162.031694053 ChemAxon smiles OC1=CC(=O)C2=CC=CC=C2O1 ChemAxon formula C9H6O3 ChemAxon inchi InChI=1S/C9H6O3/c10-7-5-9(11)12-8-4-2-1-3-6(7)8/h1-5,11H ChemAxon inchikey OWBBAPRUYLEWRR-UHFFFAOYSA-N ChemAxon polar_surface_area 46.53 ChemAxon refractivity 52.57 ChemAxon polarizability 15.32 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 5915 Specdb::MsMs 77358 Specdb::MsMs 77359 Specdb::MsMs 77360 Specdb::MsMs 137463 Specdb::MsMs 137464 Specdb::MsMs 137465 HMDB03654 #<Reference:0x000055ce327ae850> #<Reference:0x000055ce327ae648> #<Reference:0x000055ce327ae440> #<Reference:0x000055ce327ae238> Beer Type 2 specific 0.1135 0.113499999 0.113499999 mg/100 g Grape wine Type 2 specific 0.158 0.316 0.0 mg/100 g Peroxiredoxin-6 P30041 PRDX6