1.0 2010-04-08 22:10:57 UTC 2025-11-19 00:37:46 UTC FDB013875 Dimethylmatairesinol Dimethylmatairesinol is a member of the class of compounds known as dibenzylbutyrolactone lignans. Dibenzylbutyrolactone lignans are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Dimethylmatairesinol is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Dimethylmatairesinol can be found in sesame, which makes dimethylmatairesinol a potential biomarker for the consumption of this food product. (-)-Arcitin 3,4-Bis(3,4-dimethoxybenzyl)dihydro-2(3H)-furanone 4-Hydroxy-2,3-diveratrylbutyric acid gamma-lactone Arctigenin methyl ether Butyric acid, 4-hydroxy-2,3-diveratryl-, gamma-lactone Dihydro-3,4-bis[(3,4-dimethoxyphenyl)methyl]-2(3H)-furanone, 9CI Dihydro-3,4-diveratryl-2(3H)-furanone, 8CI Dimethylmatairesinol Maculatin? Methylarctigenin C22H26O6 386.4382 386.172938564 3,4-bis[(3,4-dimethoxyphenyl)methyl]oxolan-2-one 3,4-bis[(3,4-dimethoxyphenyl)methyl]oxolan-2-one 25488-59-9 COC1=CC=C(CC2COC(=O)C2CC2=CC=C(OC)C(OC)=C2)C=C1OC InChI=1S/C22H26O6/c1-24-18-7-5-14(11-20(18)26-3)9-16-13-28-22(23)17(16)10-15-6-8-19(25-2)21(12-15)27-4/h5-8,11-12,16-17H,9-10,13H2,1-4H3 SNAOLIMFHAAIER-UHFFFAOYSA-N belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Dibenzylbutyrolactone lignans Organic compounds Lignans, neolignans and related compounds Furanoid lignans Tetrahydrofuran lignans Aromatic heteromonocyclic compounds Alkyl aryl ethers Anisoles Carbonyl compounds Carboxylic acid esters Dimethoxybenzenes Gamma butyrolactones Hydrocarbon derivatives Lignan lactones Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Phenoxy compounds Tetrahydrofurans Alkyl aryl ether Anisole Aromatic heteromonocyclic compound Benzenoid Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dibenzylbutyrolactone Dimethoxybenzene Ether Gamma butyrolactone Hydrocarbon derivative Lactone Lignan lactone Methoxybenzene Monocarboxylic acid or derivatives Monocyclic benzene moiety O-dimethoxybenzene Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol ether Phenoxy compound Tetrahydrofuran logp 4.04 ALOGPS logs -5.09 ALOGPS solubility 3.17e-03 g/l ALOGPS melting_point Mp 129-131° (126-127°) logp 3.58 ChemAxon pka_strongest_basic -4.3 ChemAxon iupac 3,4-bis[(3,4-dimethoxyphenyl)methyl]oxolan-2-one ChemAxon average_mass 386.4382 ChemAxon mono_mass 386.172938564 ChemAxon smiles COC1=CC=C(CC2COC(=O)C2CC2=CC=C(OC)C(OC)=C2)C=C1OC ChemAxon formula C22H26O6 ChemAxon inchi InChI=1S/C22H26O6/c1-24-18-7-5-14(11-20(18)26-3)9-16-13-28-22(23)17(16)10-15-6-8-19(25-2)21(12-15)27-4/h5-8,11-12,16-17H,9-10,13H2,1-4H3 ChemAxon inchikey SNAOLIMFHAAIER-UHFFFAOYSA-N ChemAxon polar_surface_area 63.22 ChemAxon refractivity 104.6 ChemAxon polarizability 40.87 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 5 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 107088 Specdb::MsMs 107089 Specdb::MsMs 107090 Specdb::MsMs 173973 Specdb::MsMs 173974 Specdb::MsMs 173975 Specdb::MsMs 3605647 Specdb::MsMs 3605648 Specdb::MsMs 3605649 Specdb::MsMs 3606862 Specdb::MsMs 3606863 Specdb::MsMs 3606864 Sesame Type 1 specific Sesamum orientale 4182 0.397 0.397000015 0.397000015 mg/100 g