1.0 2010-04-08 22:06:04 UTC 2019-11-26 02:59:47 UTC FDB004077 Arctignan C Arctignan c is a member of the class of compounds known as dibenzylbutyrolactone lignans. Dibenzylbutyrolactone lignans are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Arctignan c is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Arctignan c can be found in burdock, which makes arctignan c a potential biomarker for the consumption of this food product. C30H32O10 552.5691 552.199547244 3-({4-hydroxy-3-[3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-oxopropan-2-yl]-5-methoxyphenyl}methyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one 3-({4-hydroxy-3-[3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-oxopropan-2-yl]-5-methoxyphenyl}methyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one COC1=CC(CC2COC(=O)C2CC2=CC(C(CO)C(=O)C3=CC=C(O)C(OC)=C3)=C(O)C(OC)=C2)=CC=C1O InChI=1S/C30H32O10/c1-37-25-11-16(4-6-23(25)32)8-19-15-40-30(36)20(19)9-17-10-21(29(35)27(12-17)39-3)22(14-31)28(34)18-5-7-24(33)26(13-18)38-2/h4-7,10-13,19-20,22,31-33,35H,8-9,14-15H2,1-3H3 CXFUYRRLYOTRBZ-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 Aromatic alcohols 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 Secondary alcohols Stilbenes Tetrahydrofurans 1-hydroxy-2-unsubstituted benzenoid 2-arylbenzofuran flavonoid 9,9p-epoxylignan Alcohol Alkyl aryl ether Anisole Aromatic alcohol 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 Secondary alcohol Stilbene Tetrahydrofuran Tetrahydrofuran lignan logp 3.31 ALOGPS logs -5.03 ALOGPS solubility 5.20e-03 g/l ALOGPS logp 3.48 ChemAxon pka_strongest_acidic 8.21 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 3-({4-hydroxy-3-[3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-oxopropan-2-yl]-5-methoxyphenyl}methyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one ChemAxon average_mass 552.5691 ChemAxon mono_mass 552.199547244 ChemAxon smiles COC1=CC(CC2COC(=O)C2CC2=CC(C(CO)C(=O)C3=CC=C(O)C(OC)=C3)=C(O)C(OC)=C2)=CC=C1O ChemAxon formula C30H32O10 ChemAxon inchi InChI=1S/C30H32O10/c1-37-25-11-16(4-6-23(25)32)8-19-15-40-30(36)20(19)9-17-10-21(29(35)27(12-17)39-3)22(14-31)28(34)18-5-7-24(33)26(13-18)38-2/h4-7,10-13,19-20,22,31-33,35H,8-9,14-15H2,1-3H3 ChemAxon inchikey CXFUYRRLYOTRBZ-UHFFFAOYSA-N ChemAxon polar_surface_area 151.98 ChemAxon refractivity 145.55 ChemAxon polarizability 57.03 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 9 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 100686 Specdb::MsMs 100687 Specdb::MsMs 100688 Specdb::MsMs 166107 Specdb::MsMs 166108 Specdb::MsMs 166109 Specdb::MsMs 3599891 Specdb::MsMs 3599892 Specdb::MsMs 3599893 Specdb::MsMs 3599894 Specdb::MsMs 3599895 Specdb::MsMs 3599896 Burdock Type 1 specific Arctium lappa 4217 14.0 14.0 14.0 mg/100 g