1.0 2010-04-08 22:09:58 UTC 2025-11-18 23:33:27 UTC FDB012057 Baicalein Baicalein, also known as 5,6,7-trihydroxyflavone or baicalein (old), is a member of the class of compounds known as flavones. Flavones are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Thus, baicalein is considered to be a flavonoid lipid molecule. Baicalein is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Baicalein can be found in welsh onion, which makes baicalein a potential biomarker for the consumption of this food product. Baicalein, along with its analogue baicalin, is a positive allosteric modulator of the benzodiazepine site and/or a non-benzodiazepine site of the GABAA receptor. It displays subtype selectivity for α2 and α3 subunit-containing GABAA receptors. In accordance, baicalein shows anxiolytic effects in mice without incidence of sedation or myorelaxation. It is thought that baicalein, along with other flavonoids, may underlie the anxiolytic effects of S. baicalensis and S. lateriflora. Baicalein is also an antagonist of the estrogen receptor, or an antiestrogen . 5,6,7-Trihydroxy-2-phenyl-4H-1-benzopyran-4-one, 9CI Baicalein Noroxylin C15H10O5 270.2369 270.05282343 5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one baicalein 491-67-8 OC1=CC2=C(C(O)=C1O)C(=O)C=C(O2)C1=CC=CC=C1 InChI=1S/C15H10O5/c16-9-6-11(8-4-2-1-3-5-8)20-12-7-10(17)14(18)15(19)13(9)12/h1-7,17-19H FXNFHKRTJBSTCS-UHFFFAOYSA-N belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Flavones Organic compounds Phenylpropanoids and polyketides Flavonoids Flavones Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 5-hydroxyflavonoids 6-hydroxyflavonoids 7-hydroxyflavonoids Benzene and substituted derivatives Chromones Heteroaromatic compounds Hydrocarbon derivatives Organic oxides Oxacyclic compounds Polyols Pyranones and derivatives Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 5-hydroxyflavonoid 6-hydroxyflavonoid 7-hydroxyflavonoid Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromone Flavone Heteroaromatic compound Hydrocarbon derivative Hydroxyflavonoid Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Polyol Pyran Pyranone Vinylogous acid Flavones and Flavonols Flavones and Flavonols a flavone flavones trihydroxyflavone logp 3.19 ALOGPS logs -3.25 ALOGPS solubility 1.53e-01 g/l ALOGPS logp 2.71 ChemAxon pka_strongest_acidic 6.76 ChemAxon pka_strongest_basic -5.4 ChemAxon iupac 5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one ChemAxon average_mass 270.2369 ChemAxon mono_mass 270.05282343 ChemAxon smiles OC1=CC2=C(C(O)=C1O)C(=O)C=C(O2)C1=CC=CC=C1 ChemAxon formula C15H10O5 ChemAxon inchi InChI=1S/C15H10O5/c16-9-6-11(8-4-2-1-3-5-8)20-12-7-10(17)14(18)15(19)13(9)12/h1-7,17-19H ChemAxon inchikey FXNFHKRTJBSTCS-UHFFFAOYSA-N ChemAxon polar_surface_area 86.99 ChemAxon refractivity 72.91 ChemAxon polarizability 26.67 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 5677 Specdb::CMs 56083 Specdb::CMs 132915 Specdb::CMs 140649 Specdb::MsMs 78411 Specdb::MsMs 78412 Specdb::MsMs 78413 Specdb::MsMs 138753 Specdb::MsMs 138754 Specdb::MsMs 138755 Specdb::MsMs 285801 Specdb::MsMs 285802 Specdb::MsMs 285803 Specdb::MsMs 285804 Specdb::MsMs 1479242 Specdb::MsMs 1479340 Specdb::MsMs 2317823 Specdb::MsMs 2317824 Specdb::MsMs 2317825 Specdb::MsMs 2617853 Specdb::MsMs 2617854 Specdb::MsMs 2617855 2979 Welsh onion Type 1 specific Allium fistulosum 35875 0.0009 0.0009 0.0009 mg/100 g