1.0 2010-04-08 22:04:31 UTC 2025-11-18 22:17:01 UTC FDB000330 Todolactol A Todolactol a is a member of the class of compounds known as dibenzylbutyrolactols. Dibenzylbutyrolactols are lignan compounds containing a 3,4-dibenzyloxolan-2-ol moiety. Todolactol a is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Todolactol a can be found in sesame, which makes todolactol a a potential biomarker for the consumption of this food product. C20H24O7 376.4004 376.152203122 4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol 4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol COC1=CC(CC2C(O)OCC2C(O)C2=CC=C(O)C(OC)=C2)=CC=C1O InChI=1S/C20H24O7/c1-25-17-8-11(3-5-15(17)21)7-13-14(10-27-20(13)24)19(23)12-4-6-16(22)18(9-12)26-2/h3-6,8-9,13-14,19-24H,7,10H2,1-2H3 VUKYFJWPBAAZAU-UHFFFAOYSA-N belongs to the class of organic compounds known as dibenzylbutyrolactols. These are lignan compounds containing a 3,4-dibenzyloxolan-2-ol moiety. Dibenzylbutyrolactols Organic compounds Lignans, neolignans and related compounds Furanoid lignans Tetrahydrofuran lignans Aromatic heteromonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Anisoles Aromatic alcohols Hemiacetals Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Oxacyclic compounds Phenoxy compounds Secondary alcohols Tetrahydrofurans 1-hydroxy-2-unsubstituted benzenoid Alcohol Alkyl aryl ether Anisole Aromatic alcohol Aromatic heteromonocyclic compound Benzenoid Dibenzylbutyrolactol Ether Hemiacetal Hydrocarbon derivative Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Phenol ether Phenoxy compound Secondary alcohol Tetrahydrofuran logp 1.26 ALOGPS logs -3.48 ALOGPS solubility 1.25e-01 g/l ALOGPS logp 1.83 ChemAxon pka_strongest_acidic 9.75 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac 4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol ChemAxon average_mass 376.4004 ChemAxon mono_mass 376.152203122 ChemAxon smiles COC1=CC(CC2C(O)OCC2C(O)C2=CC=C(O)C(OC)=C2)=CC=C1O ChemAxon formula C20H24O7 ChemAxon inchi InChI=1S/C20H24O7/c1-25-17-8-11(3-5-15(17)21)7-13-14(10-27-20(13)24)19(23)12-4-6-16(22)18(9-12)26-2/h3-6,8-9,13-14,19-24H,7,10H2,1-2H3 ChemAxon inchikey VUKYFJWPBAAZAU-UHFFFAOYSA-N ChemAxon polar_surface_area 108.61 ChemAxon refractivity 98.28 ChemAxon polarizability 39.35 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 52926 Specdb::MsMs 52927 Specdb::MsMs 52928 Specdb::MsMs 140439 Specdb::MsMs 140440 Specdb::MsMs 140441 Specdb::MsMs 3597049 Specdb::MsMs 3597050 Specdb::MsMs 3597051 Specdb::MsMs 3597052 Specdb::MsMs 3597053 Specdb::MsMs 3597054 Sesame Type 1 specific Sesamum orientale 4182 2.476 2.476000071 2.476000071 mg/100 g