1.0 2010-04-08 22:07:37 UTC 2019-11-26 03:01:39 UTC FDB007473 Artemitin Artemitin, also known as 5-hydroxy-3,3',4',6,7-pentamethoxy-flavone or erianthin, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, artemitin is considered to be a flavonoid lipid molecule. Artemitin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Artemitin can be found in common verbena, which makes artemitin a potential biomarker for the consumption of this food product. C20H20O8 388.368 388.115817616 (1R,2R,5S,9S,12S,13R,14S,15S,16R,17S,20S,24S)-12,17-dihydroxy-3,8,12,17,21,25-hexamethyl-6,23-dioxaheptacyclo[13.9.2.0^{1,16}.0^{2,14}.0^{4,13}.0^{5,9}.0^{20,24}]hexacosa-3,25-diene-7,22-dione (1R,2R,5S,9S,12S,13R,14S,15S,16R,17S,20S,24S)-12,17-dihydroxy-3,8,12,17,21,25-hexamethyl-6,23-dioxaheptacyclo[13.9.2.0^{1,16}.0^{2,14}.0^{4,13}.0^{5,9}.0^{20,24}]hexacosa-3,25-diene-7,22-dione COC1=CC2=C(C(O)=C1OC)C(=O)C(OC)=C(O2)C1=CC(OC)=C(OC)C=C1 InChI=1S/C20H20O8/c1-23-11-7-6-10(8-12(11)24-2)18-20(27-5)17(22)15-13(28-18)9-14(25-3)19(26-4)16(15)21/h6-9,21H,1-5H3 RIGYMJVFEJNCKD-UHFFFAOYSA-N belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. Sesterterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Sesterterpenoids Aliphatic heteropolycyclic compounds Carbonyl compounds Carboxylic acid esters Cyclic alcohols and derivatives Dicarboxylic acids and derivatives Gamma butyrolactones Hydrocarbon derivatives Organic oxides Oxacyclic compounds Tertiary alcohols Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Dicarboxylic acid or derivatives Gamma butyrolactone Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Sesterterpenoid Tertiary alcohol Tetrahydrofuran logp 2.38 ChemAxon pka_strongest_acidic 14.42 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac (1R,2R,5S,9S,12S,13R,14S,15S,16R,17S,20S,24S)-12,17-dihydroxy-3,8,12,17,21,25-hexamethyl-6,23-dioxaheptacyclo[13.9.2.0^{1,16}.0^{2,14}.0^{4,13}.0^{5,9}.0^{20,24}]hexacosa-3,25-diene-7,22-dione ChemAxon average_mass 388.368 ChemAxon mono_mass 388.115817616 ChemAxon smiles COC1=CC2=C(C(O)=C1OC)C(=O)C(OC)=C(O2)C1=CC(OC)=C(OC)C=C1 ChemAxon formula C20H20O8 ChemAxon inchi InChI=1S/C20H20O8/c1-23-11-7-6-10(8-12(11)24-2)18-20(27-5)17(22)15-13(28-18)9-14(25-3)19(26-4)16(15)21/h6-9,21H,1-5H3 ChemAxon inchikey RIGYMJVFEJNCKD-UHFFFAOYSA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 133.98 ChemAxon polarizability 55.02 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Common verbena Type 1 specific Verbena officinalis 79772