1.0 2010-04-08 22:04:31 UTC 2025-11-18 22:17:00 UTC FDB000328 Cyclolariciresinol Cyclolariciresinol 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. Cyclolariciresinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cyclolariciresinol can be found in sesame, which makes cyclolariciresinol a potential biomarker for the consumption of this food product. C20H24O6 360.401 360.1572885 (6R,7R,8S)-8-(4-hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ol (6R,7R,8S)-8-(4-hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ol COC1=CC2=C(C=C1O)[C@@H]([C@@H](CO)[C@H](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/t13-,15-,20-/m0/s1 OGFXBIXJCWAUCH-KPHUOKFYSA-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 lignan monomethoxybenzene polyphenol primary alcohol logp 1.79 ALOGPS logs -4.12 ALOGPS solubility 2.74e-02 g/l ALOGPS logp 1.78 ChemAxon pka_strongest_acidic 9.84 ChemAxon pka_strongest_basic -2.6 ChemAxon iupac (6R,7R,8S)-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@@H]([C@@H](CO)[C@H](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/t13-,15-,20-/m0/s1 ChemAxon inchikey OGFXBIXJCWAUCH-KPHUOKFYSA-N ChemAxon polar_surface_area 99.38 ChemAxon refractivity 97.87 ChemAxon polarizability 38.1 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 53787 Specdb::MsMs 53788 Specdb::MsMs 53789 Specdb::MsMs 114636 Specdb::MsMs 114637 Specdb::MsMs 114638 Specdb::MsMs 3597040 Specdb::MsMs 3597041 Specdb::MsMs 3597042 Specdb::MsMs 3598253 Specdb::MsMs 3598254 Specdb::MsMs 3598255 Sesame Type 1 specific Sesamum orientale 4182 1.775 1.774999976 1.774999976 mg/100 g