1.02010-04-08 22:04:31 UTC2019-11-26 02:54:38 UTCFDB000330Todolactol ATodolactol 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. C20H24O7376.4004376.1522031224-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-olCOC1=CC(CC2C(O)OCC2C(O)C2=CC=C(O)C(OC)=C2)=CC=C1OInChI=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,7,10H2,1-2H3VUKYFJWPBAAZAU-UHFFFAOYSA-N belongs to the class of organic compounds known as dibenzylbutyrolactols. These are lignan compounds containing a 3,4-dibenzyloxolan-2-ol moiety.DibenzylbutyrolactolsOrganic compoundsLignans, neolignans and related compoundsFuranoid lignansTetrahydrofuran lignansAromatic heteromonocyclic compounds1-hydroxy-2-unsubstituted benzenoidsAlkyl aryl ethersAnisolesAromatic alcoholsHemiacetalsHydrocarbon derivativesMethoxybenzenesMethoxyphenolsOxacyclic compoundsPhenoxy compoundsSecondary alcoholsTetrahydrofurans1-hydroxy-2-unsubstituted benzenoidAlcoholAlkyl aryl etherAnisoleAromatic alcoholAromatic heteromonocyclic compoundBenzenoidDibenzylbutyrolactolEtherHemiacetalHydrocarbon derivativeMethoxybenzeneMethoxyphenolMonocyclic benzene moietyOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePhenolPhenol etherPhenoxy compoundSecondary alcoholTetrahydrofuranlogp1.26logs-3.48solubility1.25e-01 g/llogp1.83pka_strongest_acidic9.75pka_strongest_basic-3.2iupac4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-olaverage_mass376.4004mono_mass376.152203122smilesCOC1=CC(CC2C(O)OCC2C(O)C2=CC=C(O)C(OC)=C2)=CC=C1OformulaC20H24O7inchiInChI=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,7,10H2,1-2H3inchikeyVUKYFJWPBAAZAU-UHFFFAOYSA-Npolar_surface_area108.61refractivity98.28polarizability39.35rotatable_bond_count6acceptor_count7donor_count4physiological_charge0formal_charge0Specdb::MsMs52926Specdb::MsMs52927Specdb::MsMs52928Specdb::MsMs140439Specdb::MsMs140440Specdb::MsMs140441Specdb::MsMs3597049Specdb::MsMs3597050Specdb::MsMs3597051Specdb::MsMs3597052Specdb::MsMs3597053Specdb::MsMs3597054SesameType 1specificSesamum orientale41822.4762.4760000712.476000071mg/100 g