1.0 2010-04-08 22:05:07 UTC 2025-11-18 22:33:01 UTC FDB001807 Diarctigenin Diarctigenin 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. Diarctigenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Diarctigenin can be found in burdock, which makes diarctigenin a potential biomarker for the consumption of this food product. (-)-Diarctigenin C42H46O12 742.8074 742.298926936 (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-{[3-(5-{[(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-2-oxooxolan-3-yl]methyl}-2-hydroxy-3-methoxyphenyl)-4-hydroxy-5-methoxyphenyl]methyl}oxolan-2-one (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-{[3-(5-{[(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-2-oxooxolan-3-yl]methyl}-2-hydroxy-3-methoxyphenyl)-4-hydroxy-5-methoxyphenyl]methyl}oxolan-2-one 160433-41-0 COC1=CC(C[C@@H]2[C@@H](CC3=CC(OC)=C(OC)C=C3)COC2=O)=CC(=C1O)C1=C(O)C(OC)=CC(C[C@@H]2[C@@H](CC3=CC(OC)=C(OC)C=C3)COC2=O)=C1 InChI=1S/C42H46O12/c1-47-33-9-7-23(17-35(33)49-3)11-27-21-53-41(45)29(27)13-25-15-31(39(43)37(19-25)51-5)32-16-26(20-38(52-6)40(32)44)14-30-28(22-54-42(30)46)12-24-8-10-34(48-2)36(18-24)50-4/h7-10,15-20,27-30,43-44H,11-14,21-22H2,1-6H3/t27-,28-,29+,30+/m0/s1 XYMRYKOVQDOJFH-VZNYXHRGSA-N belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Dibenzylbutyrolactone lignans Organic compounds Lignans, neolignans and related compounds Furanoid lignans Tetrahydrofuran lignans Aromatic heteromonocyclic compounds Alkyl aryl ethers Anisoles Biphenyls and derivatives Carbonyl compounds Carboxylic acid esters Dicarboxylic acids and derivatives Dimethoxybenzenes Gamma butyrolactones Hydrocarbon derivatives Lignan lactones Linear diarylheptanoids Methoxyphenols Organic oxides Oxacyclic compounds Phenoxy compounds Tetrahydrofurans Alkyl aryl ether Anisole Aromatic heteromonocyclic compound Benzenoid Biphenyl Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dibenzylbutyrolactone Dicarboxylic acid or derivatives Dimethoxybenzene Ether Gamma butyrolactone Hydrocarbon derivative Lactone Lignan lactone Linear 1,7-diphenylheptane skeleton Methoxybenzene Methoxyphenol Monocyclic benzene moiety O-dimethoxybenzene Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Phenol ether Phenoxy compound Tetrahydrofuran logp 5.75 ALOGPS logs -5.90 ALOGPS solubility 9.42e-04 g/l ALOGPS logp 6.55 ChemAxon pka_strongest_acidic 9.17 ChemAxon pka_strongest_basic -4.1 ChemAxon iupac (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-{[3-(5-{[(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-2-oxooxolan-3-yl]methyl}-2-hydroxy-3-methoxyphenyl)-4-hydroxy-5-methoxyphenyl]methyl}oxolan-2-one ChemAxon average_mass 742.8074 ChemAxon mono_mass 742.298926936 ChemAxon smiles COC1=CC(C[C@@H]2[C@@H](CC3=CC(OC)=C(OC)C=C3)COC2=O)=CC(=C1O)C1=C(O)C(OC)=CC(C[C@@H]2[C@@H](CC3=CC(OC)=C(OC)C=C3)COC2=O)=C1 ChemAxon formula C42H46O12 ChemAxon inchi InChI=1S/C42H46O12/c1-47-33-9-7-23(17-35(33)49-3)11-27-21-53-41(45)29(27)13-25-15-31(39(43)37(19-25)51-5)32-16-26(20-38(52-6)40(32)44)14-30-28(22-54-42(30)46)12-24-8-10-34(48-2)36(18-24)50-4/h7-10,15-20,27-30,43-44H,11-14,21-22H2,1-6H3/t27-,28-,29+,30+/m0/s1 ChemAxon inchikey XYMRYKOVQDOJFH-VZNYXHRGSA-N ChemAxon polar_surface_area 148.44 ChemAxon refractivity 199.31 ChemAxon polarizability 77.77 ChemAxon rotatable_bond_count 15 ChemAxon acceptor_count 10 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 63951 Specdb::MsMs 63952 Specdb::MsMs 63953 Specdb::MsMs 120993 Specdb::MsMs 120994 Specdb::MsMs 120995 Specdb::MsMs 3598564 Specdb::MsMs 3598565 Specdb::MsMs 3598566 Specdb::MsMs 3598567 Specdb::MsMs 3598568 Specdb::MsMs 3598569 Burdock Type 1 specific Arctium lappa 4217