1.0 2010-04-08 22:13:41 UTC 2025-11-19 02:11:15 UTC FDB018395 Lirioresinol A Isolated from Artemisia absinthium (wormwood). Lirioresinol A is found in alcoholic beverages and herbs and spices. (+)-Episyringaresinol Lirioresinol A Symplicosigenol C22H26O8 418.437 418.162767808 4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenol syringaresinol 21453-71-4 COC1=CC(=CC(OC)=C1O)C1OCC2C1COC2C1=CC(OC)=C(O)C(OC)=C1 InChI=1S/C22H26O8/c1-25-15-5-11(6-16(26-2)19(15)23)21-13-9-30-22(14(13)10-29-21)12-7-17(27-3)20(24)18(8-12)28-4/h5-8,13-14,21-24H,9-10H2,1-4H3 KOWMJRJXZMEZLD-UHFFFAOYSA-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 Alkyl aryl ethers Anisoles Dialkyl ethers Dimethoxybenzenes Furofuran lignans Furofurans Hydrocarbon derivatives Methoxyphenols Oxacyclic compounds Phenoxy compounds Tetrahydrofurans Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Dialkyl ether Dimethoxybenzene Ether Furanoid lignan Furofuran Furofuran lignan skeleton Hydrocarbon derivative M-dimethoxybenzene Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Phenol ether Phenoxy compound Tetrahydrofuran lignan logp 2.23 ALOGPS logs -3.94 ALOGPS solubility 4.79e-02 g/l ALOGPS melting_point Mp 210-211° logp 1.96 ChemAxon pka_strongest_acidic 9 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac 4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenol ChemAxon average_mass 418.437 ChemAxon mono_mass 418.162767808 ChemAxon smiles COC1=CC(=CC(OC)=C1O)C1OCC2C1COC2C1=CC(OC)=C(O)C(OC)=C1 ChemAxon formula C22H26O8 ChemAxon inchi InChI=1S/C22H26O8/c1-25-15-5-11(6-16(26-2)19(15)23)21-13-9-30-22(14(13)10-29-21)12-7-17(27-3)20(24)18(8-12)28-4/h5-8,13-14,21-24H,9-10H2,1-4H3 ChemAxon inchikey KOWMJRJXZMEZLD-UHFFFAOYSA-N ChemAxon polar_surface_area 95.84 ChemAxon refractivity 108.03 ChemAxon polarizability 43 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 8 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 10559 Specdb::CMs 46154 Specdb::CMs 172505 Specdb::MsMs 6860 Specdb::MsMs 6861 Specdb::MsMs 6862 Specdb::MsMs 8504 Specdb::MsMs 8505 Specdb::MsMs 8506 Specdb::MsMs 12317 Specdb::MsMs 12318 Specdb::MsMs 12319 Specdb::MsMs 13532 Specdb::MsMs 13533 Specdb::MsMs 13534 Specdb::MsMs 15176 Specdb::MsMs 15177 Specdb::MsMs 15178 Specdb::MsMs 18989 Specdb::MsMs 18990 Specdb::MsMs 18991 Specdb::MsMs 2278985 Specdb::MsMs 2278986 Specdb::MsMs 2278987 Specdb::MsMs 3089803 Specdb::MsMs 3089804 Specdb::MsMs 3089805 HMDB38928 #<Reference:0x000055ce3265e7e8> Alcoholic beverages Unknown generic Herbs and Spices Unknown generic