1.0 2010-04-08 22:11:20 UTC 2018-05-29 01:12:49 UTC FDB014539 Matairesinol Matairesinol is a plant lignan. It occurs with secoisolariciresinol in numerous foods such as oil seeds, whole grains, vegetables, and fruits. 4,4'-Dihydroxy-3,3'-dimethoxylignan-9,9'-olide Dihydro-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone, 9CI Dihydro-3,4-divanillyl-2(3H)-furanone, 8CI C20H22O6 358.3851 358.141638436 3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one 3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one COC1=CC(CC2C(CC3=CC(OC)=C(O)C=C3)COC2=O)=CC=C1O InChI=1S/C20H22O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h3-6,9-10,14-15,21-22H,7-8,11H2,1-2H3 MATGKVZWFZHCLI-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 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Anisoles Carbonyl compounds Carboxylic acid esters Gamma butyrolactones Hydrocarbon derivatives Lignan lactones Methoxybenzenes Methoxyphenols Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Phenoxy compounds Tetrahydrofurans 1-hydroxy-2-unsubstituted benzenoid Alkyl aryl ether Anisole Aromatic heteromonocyclic compound Benzenoid Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dibenzylbutyrolactone Ether Gamma butyrolactone Hydrocarbon derivative Lactone Lignan lactone Methoxybenzene Methoxyphenol Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Phenol ether Phenoxy compound Tetrahydrofuran a lignan logp 2.79 ALOGPS logs -4.47 ALOGPS solubility 1.21e-02 g/l ALOGPS logp 3.29 ChemAxon pka_strongest_acidic 9.64 ChemAxon pka_strongest_basic -4.6 ChemAxon iupac 3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one ChemAxon average_mass 358.3851 ChemAxon mono_mass 358.141638436 ChemAxon smiles COC1=CC(CC2C(CC3=CC(OC)=C(O)C=C3)COC2=O)=CC=C1O ChemAxon formula C20H22O6 ChemAxon inchi InChI=1S/C20H22O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h3-6,9-10,14-15,21-22H,7-8,11H2,1-2H3 ChemAxon inchikey MATGKVZWFZHCLI-UHFFFAOYSA-N ChemAxon polar_surface_area 85.22 ChemAxon refractivity 95.63 ChemAxon polarizability 37.85 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 24336 Specdb::CMs 44563 Specdb::MsMs 109200 Specdb::MsMs 109201 Specdb::MsMs 109202 Specdb::MsMs 176598 Specdb::MsMs 176599 Specdb::MsMs 176600 HMDB35789 #<Reference:0x000055ce33335bd8> #<Reference:0x000055ce33335a20> Capers Type 1 specific Capparis spinosa 65558 Flaxseed Type 1 specific Linum usitatissimum 4006 Rye Type 1 specific Secale cereale 4550 Rye bread Type 2 specific Sesame Type 1 specific Sesamum orientale 4182