1.0 2010-04-08 22:05:07 UTC 2019-11-26 02:56:41 UTC FDB001820 Isolappaol C Isolappaol c is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Isolappaol c can be found in burdock, which makes isolappaol c a potential biomarker for the consumption of this food product. C30H34O10 554.585 554.215197308 (4R)-4-({3-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-hydroxy-5-methoxyphenyl}methyl)-5-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-one (4R)-4-({3-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-hydroxy-5-methoxyphenyl}methyl)-5-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-one 929905-15-7 COC1=C(O)C=CC(CC2OCC(=O)[C@@H]2CC2=CC(OC)=C(O)C(=C2)C(CO)C(O)C2=CC(OC)=C(O)C=C2)=C1 InChI=1S/C30H34O10/c1-37-26-11-16(4-6-22(26)32)10-25-20(24(34)15-40-25)9-17-8-19(30(36)28(12-17)39-3)21(14-31)29(35)18-5-7-23(33)27(13-18)38-2/h4-8,11-13,20-21,25,29,31-33,35-36H,9-10,14-15H2,1-3H3/t20-,21?,25?,29?/m0/s1 VATSUWAZXUGJHK-ZVNSVDPLSA-N belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. Lignans, neolignans and related compounds Organic compounds Lignans, neolignans and related compounds Aromatic heteromonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Anisoles Aromatic alcohols Cyclic ketones Dialkyl ethers Furanones Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Organic oxides Oxacyclic compounds Phenoxy compounds Primary alcohols Secondary alcohols Stilbenes Tetrahydrofurans 1-hydroxy-2-unsubstituted benzenoid 3-furanone Alcohol Alkyl aryl ether Anisole Aromatic alcohol Aromatic heteromonocyclic compound Benzenoid Carbonyl group Cyclic ketone Dialkyl ether Ether Hydrocarbon derivative Ketone Methoxybenzene Methoxyphenol Monocyclic benzene moiety Neolignan skeleton Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Phenol ether Phenoxy compound Primary alcohol Secondary alcohol Stilbene Tetrahydrofuran logp 2.59 ALOGPS logs -4.83 ALOGPS solubility 8.20e-03 g/l ALOGPS logp 2.96 ChemAxon pka_strongest_acidic 9.51 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac (4R)-4-({3-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-hydroxy-5-methoxyphenyl}methyl)-5-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-one ChemAxon average_mass 554.585 ChemAxon mono_mass 554.215197308 ChemAxon smiles COC1=C(O)C=CC(CC2OCC(=O)[C@@H]2CC2=CC(OC)=C(O)C(=C2)C(CO)C(O)C2=CC(OC)=C(O)C=C2)=C1 ChemAxon formula C30H34O10 ChemAxon inchi InChI=1S/C30H34O10/c1-37-26-11-16(4-6-22(26)32)10-25-20(24(34)15-40-25)9-17-8-19(30(36)28(12-17)39-3)21(14-31)29(35)18-5-7-23(33)27(13-18)38-2/h4-8,11-13,20-21,25,29,31-33,35-36H,9-10,14-15H2,1-3H3/t20-,21?,25?,29?/m0/s1 ChemAxon inchikey VATSUWAZXUGJHK-ZVNSVDPLSA-N ChemAxon polar_surface_area 155.14 ChemAxon refractivity 146.58 ChemAxon polarizability 57.87 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 10 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 61071 Specdb::MsMs 61072 Specdb::MsMs 61073 Specdb::MsMs 117540 Specdb::MsMs 117541 Specdb::MsMs 117542 Specdb::MsMs 3598621 Specdb::MsMs 3598622 Specdb::MsMs 3598623 Specdb::MsMs 3598624 Specdb::MsMs 3598625 Specdb::MsMs 3598626 Burdock Type 1 specific Arctium lappa 4217