1.0 2010-04-08 22:07:18 UTC 2025-11-18 23:02:50 UTC FDB006791 Lignan Lignan 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. Lignan is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Lignan can be found in pomegranate, which makes lignan a potential biomarker for the consumption of this food product. The lignans are a large group of polyphenols found in plants. Some examples of lignans are enterolignans, enterodiol and enterolactone . NAPHTHOIC ACID, 1,2,3,4-TETRAHYDRO-3,4-DIHYDROXY-3- C23H28O10 464.4624 464.168247116 3,4-dihydroxy-3-(hydroxymethyl)-6,7-dimethoxy-1-(3,4,5-trimethoxyphenyl)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid 3,4-dihydroxy-3-(hydroxymethyl)-6,7-dimethoxy-1-(3,4,5-trimethoxyphenyl)-2,4-dihydro-1H-naphthalene-2-carboxylic acid COC1=CC(=CC(OC)=C1OC)C1C(C(O)=O)C(O)(CO)C(O)C2=CC(OC)=C(OC)C=C12 InChI=1S/C23H28O10/c1-29-14-8-12-13(9-15(14)30-2)21(25)23(28,10-24)19(22(26)27)18(12)11-6-16(31-3)20(33-5)17(7-11)32-4/h6-9,18-19,21,24-25,28H,10H2,1-5H3,(H,26,27) XUCBEPRXAGBDCB-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 Alkyl aryl ethers Anisoles Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Methoxybenzenes Monocarboxylic acids and derivatives Naphthalenecarboxylic acids Organic oxides Phenoxy compounds Primary alcohols Secondary alcohols Tertiary alcohols Tetralins 2-naphthalenecarboxylic acid 2-naphthalenecarboxylic acid or derivatives 9,9p-dihydroxyaryltetralin lignan Alcohol Alkyl aryl ether Anisole Aromatic homopolycyclic compound Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Ether Hydrocarbon derivative Methoxybenzene Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Phenol ether Phenoxy compound Primary alcohol Secondary alcohol Tertiary alcohol Tetralin logp 1.31 ALOGPS logs -3.04 ALOGPS solubility 4.24e-01 g/l ALOGPS logp 0.36 ChemAxon pka_strongest_acidic 3.62 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac 3,4-dihydroxy-3-(hydroxymethyl)-6,7-dimethoxy-1-(3,4,5-trimethoxyphenyl)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid ChemAxon average_mass 464.4624 ChemAxon mono_mass 464.168247116 ChemAxon smiles COC1=CC(=CC(OC)=C1OC)C1C(C(O)=O)C(O)(CO)C(O)C2=CC(OC)=C(OC)C=C12 ChemAxon formula C23H28O10 ChemAxon inchi InChI=1S/C23H28O10/c1-29-14-8-12-13(9-15(14)30-2)21(25)23(28,10-24)19(22(26)27)18(12)11-6-16(31-3)20(33-5)17(7-11)32-4/h6-9,18-19,21,24-25,28H,10H2,1-5H3,(H,26,27) ChemAxon inchikey XUCBEPRXAGBDCB-UHFFFAOYSA-N ChemAxon polar_surface_area 144.14 ChemAxon refractivity 115.64 ChemAxon polarizability 46.8 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 10 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 90627 Specdb::MsMs 90628 Specdb::MsMs 90629 Specdb::MsMs 153816 Specdb::MsMs 153817 Specdb::MsMs 153818 Pomegranate Type 1 specific Punica granatum 22663