1.0 2010-04-08 22:04:31 UTC 2019-11-26 02:54:38 UTC FDB000334 Episesaminol Episesaminol is a member of the class of compounds known as furanoid lignans. Furanoid lignans are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units. Episesaminol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Episesaminol can be found in sesame, which makes episesaminol a potential biomarker for the consumption of this food product. C20H18O7 370.3527 370.10525293 6-[(1R,3aR,4S,6aR)-4-(2H-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxol-5-ol 6-[(1R,3aR,4S,6aR)-4-(2H-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxol-5-ol [H][C@]12CO[C@@H](C3=CC4=C(OCO4)C=C3O)[C@@]1([H])CO[C@@H]2C1=CC2=C(OCO2)C=C1 InChI=1S/C20H18O7/c21-14-5-18-17(26-9-27-18)4-11(14)20-13-7-22-19(12(13)6-23-20)10-1-2-15-16(3-10)25-8-24-15/h1-5,12-13,19-21H,6-9H2/t12-,13-,19+,20-/m0/s1 KQRXQIPRDKVZPW-ICCDWZQGSA-N belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units. Furanoid lignans Organic compounds Lignans, neolignans and related compounds Furanoid lignans Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids Acetals Benzodioxoles Dialkyl ethers Furofuran lignans Furofurans Hydrocarbon derivatives Oxacyclic compounds Tetrahydrofurans 1-hydroxy-2-unsubstituted benzenoid Acetal Aromatic heteropolycyclic compound Benzenoid Benzodioxole Dialkyl ether Ether Furanoid lignan Furofuran Furofuran lignan skeleton Hydrocarbon derivative Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Tetrahydrofuran logp 1.98 ALOGPS logs -3.02 ALOGPS solubility 3.53e-01 g/l ALOGPS logp 2.14 ChemAxon pka_strongest_acidic 9.35 ChemAxon pka_strongest_basic -3.8 ChemAxon iupac 6-[(1R,3aR,4S,6aR)-4-(2H-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxol-5-ol ChemAxon average_mass 370.3527 ChemAxon mono_mass 370.10525293 ChemAxon smiles [H][C@]12CO[C@@H](C3=CC4=C(OCO4)C=C3O)[C@@]1([H])CO[C@@H]2C1=CC2=C(OCO2)C=C1 ChemAxon formula C20H18O7 ChemAxon inchi InChI=1S/C20H18O7/c21-14-5-18-17(26-9-27-18)4-11(14)20-13-7-22-19(12(13)6-23-20)10-1-2-15-16(3-10)25-8-24-15/h1-5,12-13,19-21H,6-9H2/t12-,13-,19+,20-/m0/s1 ChemAxon inchikey KQRXQIPRDKVZPW-ICCDWZQGSA-N ChemAxon polar_surface_area 75.61 ChemAxon refractivity 91.73 ChemAxon polarizability 36.86 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 7 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 102603 Specdb::MsMs 102604 Specdb::MsMs 102605 Specdb::MsMs 168456 Specdb::MsMs 168457 Specdb::MsMs 168458 Specdb::MsMs 3597073 Specdb::MsMs 3597074 Specdb::MsMs 3597075 Specdb::MsMs 3597076 Specdb::MsMs 3597077 Specdb::MsMs 3597078 Sesame Type 1 specific Sesamum orientale 4182 51.971428 51.971427781 51.971427781 mg/100 g