1.0 2010-04-08 22:10:17 UTC 2025-11-18 23:38:38 UTC FDB012663 Isolariciresinol Isolariciresinol is a member of the class of compounds known as 9,9p-dihydroxyaryltetralin lignans. 9,9p-dihydroxyaryltetralin lignans are lignans with a structure based on the 1-phenyltetralin skeleton carrying a hydroxyl group at the 9- and the 9'- position. Isolariciresinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Isolariciresinol can be found in grape wine, which makes isolariciresinol a potential biomarker for the consumption of this food product. (+)-Isolariciresinol 4,4',9,9'-Tetrahydroxy-3',5-dimethoxy-2,7'-cyclolignan a-Conidendryl alcohol Arbo 3 Isolariciresinol C20H24O6 360.401 360.1572885 8-(4-hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ol 8-(4-hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ol 548-29-8 COC1=CC2=C(C=C1O)C(C(CO)C(CO)C2)C1=CC=C(O)C(OC)=C1 InChI=1S/C20H24O6/c1-25-18-6-11(3-4-16(18)23)20-14-8-17(24)19(26-2)7-12(14)5-13(9-21)15(20)10-22/h3-4,6-8,13,15,20-24H,5,9-10H2,1-2H3 OGFXBIXJCWAUCH-UHFFFAOYSA-N belongs to the class of organic compounds known as 9,9p-dihydroxyaryltetralin lignans. These are lignans with a structure based on the 1-phenyltetralin skeleton carrying a hydroxyl group at the 9- and the 9'- position. 9,9p-dihydroxyaryltetralin lignans Organic compounds Lignans, neolignans and related compounds Aryltetralin lignans 9,9p-dihydroxyaryltetralin lignans Aromatic homopolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Anisoles Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Phenoxy compounds Primary alcohols Tetralins 1-hydroxy-2-unsubstituted benzenoid 9,9p-dihydroxyaryltetralin lignan Alcohol Alkyl aryl ether Anisole Aromatic homopolycyclic compound Benzenoid Ether Hydrocarbon derivative Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic oxygen compound Organooxygen compound Phenol Phenol ether Phenoxy compound Primary alcohol Tetralin logp 1.79 ALOGPS logs -4.12 ALOGPS solubility 2.74e-02 g/l ALOGPS melting_point Mp 157-158° logp 1.78 ChemAxon pka_strongest_acidic 9.84 ChemAxon pka_strongest_basic -2.6 ChemAxon iupac 8-(4-hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ol ChemAxon average_mass 360.401 ChemAxon mono_mass 360.1572885 ChemAxon smiles COC1=CC2=C(C=C1O)C(C(CO)C(CO)C2)C1=CC=C(O)C(OC)=C1 ChemAxon formula C20H24O6 ChemAxon inchi InChI=1S/C20H24O6/c1-25-18-6-11(3-4-16(18)23)20-14-8-17(24)19(26-2)7-12(14)5-13(9-21)15(20)10-22/h3-4,6-8,13,15,20-24H,5,9-10H2,1-2H3 ChemAxon inchikey OGFXBIXJCWAUCH-UHFFFAOYSA-N ChemAxon polar_surface_area 99.38 ChemAxon refractivity 97.87 ChemAxon polarizability 37.92 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 69432 Specdb::MsMs 69433 Specdb::MsMs 69434 Specdb::MsMs 127710 Specdb::MsMs 127711 Specdb::MsMs 127712 Specdb::MsMs 3440683 Specdb::MsMs 3440684 Specdb::MsMs 3440685 Specdb::MsMs 3441532 Specdb::MsMs 3441533 Specdb::MsMs 3441534 Specdb::CMs 108368 Specdb::CMs 120920 Specdb::CMs 916881 Specdb::CMs 916882 Specdb::CMs 916883 Specdb::CMs 916884 Specdb::CMs 916885 Specdb::CMs 916886 Specdb::CMs 916887 Specdb::CMs 916888 Specdb::CMs 916889 Specdb::CMs 916890 Specdb::CMs 916891 Specdb::CMs 916892 Specdb::CMs 916893 Specdb::CMs 916894 Specdb::CMs 916895 Specdb::CMs 916896 Specdb::CMs 916897 Specdb::CMs 916898 Specdb::CMs 916899 Specdb::CMs 916900 Specdb::CMs 916901 Specdb::CMs 916902 Specdb::CMs 916903 Grape wine Type 2 specific 0.05325 0.070250001 0.03625 mg/100 g