1.0 2010-04-08 22:04:58 UTC 2025-11-18 22:31:19 UTC FDB001449 Lappaol A Lappaol a is a member of the class of compounds known as 2-arylbenzofuran flavonoids. 2-arylbenzofuran flavonoids are phenylpropanoids containing the 2-phenylbenzofuran moiety. Lappaol a is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Lappaol a can be found in burdock, which makes lappaol a a potential biomarker for the consumption of this food product. C30H32O9 536.5697 536.204632622 4-{[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl}-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one 4-{[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl}-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one 62333-08-8 COC1=CC(CC2COC(=O)C2CC2=CC=C(O)C(OC)=C2)=CC2=C1OC(C2CO)C1=CC=C(O)C(OC)=C1 InChI=1S/C30H32O9/c1-35-25-11-16(4-6-23(25)32)9-20-19(15-38-30(20)34)8-17-10-21-22(14-31)28(39-29(21)27(12-17)37-3)18-5-7-24(33)26(13-18)36-2/h4-7,10-13,19-20,22,28,31-33H,8-9,14-15H2,1-3H3 PYLYQTVVQXPBIJ-UHFFFAOYSA-N belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. 2-arylbenzofuran flavonoids Organic compounds Phenylpropanoids and polyketides 2-arylbenzofuran flavonoids Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Anisoles Benzofurans Carbonyl compounds Carboxylic acid esters Coumarans Dibenzylbutyrolactone lignans Gamma butyrolactones Hydrocarbon derivatives Lignan lactones Methoxybenzenes Methoxyphenols Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Phenoxy compounds Primary alcohols Tetrahydrofurans 1-hydroxy-2-unsubstituted benzenoid 2-arylbenzofuran flavonoid 9,9p-epoxylignan Alcohol Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzofuran Carbonyl group Carboxylic acid derivative Carboxylic acid ester Coumaran Dibenzylbutyrolactone Ether Furanoid lignan Gamma butyrolactone Hydrocarbon derivative Lactone Lignan lactone Methoxybenzene Methoxyphenol Monocarboxylic acid or derivatives Monocyclic benzene moiety Neolignan skeleton Norlignan skeleton Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Phenol ether Phenoxy compound Primary alcohol Tetrahydrofuran Tetrahydrofuran lignan logp 3.59 ALOGPS logs -4.96 ALOGPS solubility 5.88e-03 g/l ALOGPS logp 3.77 ChemAxon pka_strongest_acidic 9.63 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 4-{[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl}-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one ChemAxon average_mass 536.5697 ChemAxon mono_mass 536.204632622 ChemAxon smiles COC1=CC(CC2COC(=O)C2CC2=CC=C(O)C(OC)=C2)=CC2=C1OC(C2CO)C1=CC=C(O)C(OC)=C1 ChemAxon formula C30H32O9 ChemAxon inchi InChI=1S/C30H32O9/c1-35-25-11-16(4-6-23(25)32)9-20-19(15-38-30(20)34)8-17-10-21-22(14-31)28(39-29(21)27(12-17)37-3)18-5-7-24(33)26(13-18)36-2/h4-7,10-13,19-20,22,28,31-33H,8-9,14-15H2,1-3H3 ChemAxon inchikey PYLYQTVVQXPBIJ-UHFFFAOYSA-N ChemAxon polar_surface_area 123.91 ChemAxon refractivity 142.45 ChemAxon polarizability 56.4 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 8 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 45870 Specdb::MsMs 45871 Specdb::MsMs 45872 Specdb::MsMs 141399 Specdb::MsMs 141400 Specdb::MsMs 141401 Specdb::MsMs 3597394 Specdb::MsMs 3597395 Specdb::MsMs 3597396 Specdb::MsMs 3597397 Specdb::MsMs 3597398 Specdb::MsMs 3597399 Burdock Type 1 specific Arctium lappa 4217 10.0 10.0 10.0 mg/100 g