1.02010-04-08 22:14:55 UTC2019-11-26 03:18:43 UTCFDB020276TrachelogeninTrachelogenin 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. Trachelogenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Trachelogenin can be found in burdock and grape wine, which makes trachelogenin a potential biomarker for the consumption of these food products. (-)-Trachelogenin2(3H)-Furanone, dihydro-3-hydroxy-3-vanillyl-4-veratryl-TrachelogeninC21H24O7388.4111388.1522031224-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one4-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one34209-69-3COC1=CC(CC2(O)C(CC3=CC(OC)=C(OC)C=C3)COC2=O)=CC=C1OInChI=1S/C21H24O7/c1-25-17-7-5-13(9-19(17)27-3)8-15-12-28-20(23)21(15,24)11-14-4-6-16(22)18(10-14)26-2/h4-7,9-10,15,22,24H,8,11-12H2,1-3H3YFVZKLQNMNKWSB-UHFFFAOYSA-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 lignansOrganic compoundsLignans, neolignans and related compoundsFuranoid lignansTetrahydrofuran lignansAromatic heteromonocyclic compounds1-hydroxy-2-unsubstituted benzenoidsAlkyl aryl ethersAnisolesCarbonyl compoundsCarboxylic acid estersDimethoxybenzenesGamma butyrolactonesHydrocarbon derivativesLignan lactonesMethoxyphenolsMonocarboxylic acids and derivativesOrganic oxidesOxacyclic compoundsPhenoxy compoundsTertiary alcoholsTetrahydrofurans1-hydroxy-2-unsubstituted benzenoidAlcoholAlkyl aryl etherAnisoleAromatic heteromonocyclic compoundBenzenoidCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterDibenzylbutyrolactoneDimethoxybenzeneEtherGamma butyrolactoneHydrocarbon derivativeLactoneLignan lactoneMethoxybenzeneMethoxyphenolMonocarboxylic acid or derivativesMonocyclic benzene moietyO-dimethoxybenzeneOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePhenolPhenol etherPhenoxy compoundTertiary alcoholTetrahydrofuranlogp2.60logs-4.05solubility3.47e-02 g/lmelting_pointMp 139-141°logp2.58pka_strongest_acidic9.94pka_strongest_basic-4.1iupac4-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-oneaverage_mass388.4111mono_mass388.152203122smilesCOC1=CC(CC2(O)C(CC3=CC(OC)=C(OC)C=C3)COC2=O)=CC=C1OformulaC21H24O7inchiInChI=1S/C21H24O7/c1-25-17-7-5-13(9-19(17)27-3)8-15-12-28-20(23)21(15,24)11-14-4-6-16(22)18(10-14)26-2/h4-7,9-10,15,22,24H,8,11-12H2,1-3H3inchikeyYFVZKLQNMNKWSB-UHFFFAOYSA-Npolar_surface_area94.45refractivity101.57polarizability39.65rotatable_bond_count7acceptor_count6donor_count2physiological_charge0formal_charge0Specdb::MsMs1286815Specdb::MsMs1286816Specdb::MsMs1286817Specdb::MsMs1401613Specdb::MsMs1401614Specdb::MsMs1401615Specdb::MsMs3606538Specdb::MsMs3606539Specdb::MsMs3606540Specdb::MsMs3607591Specdb::MsMs3607592Specdb::MsMs3607593BurdockType 1specificArctium lappa4217Grape wineType 2specific0.00.00.0mg/100 ganti HIV333A substance that destroys or inhibits replication of viruses.anti hypertensive352Any substance introduced into a living organism with therapeutic or diagnostic purpose.anti integrase374A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.anti leukemic393A substance that inhibits or prevents the proliferation of neoplasms.anti lymphomic414anti topoisomerase-II661A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (topoisomerase II), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.calcium antagonist748Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances.cardiac764A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.cytostatic858HIV-reverse-transcriptase inhibitor994A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.pesticide1210Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.popoisomerase inhibitor1370A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.