1.02010-04-08 22:05:00 UTC2019-11-26 02:56:34 UTCFDB001526ArctiopicrinArctiopicrin belongs to germacranolides and derivatives class of compounds. Those are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. Arctiopicrin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Arctiopicrin can be found in burdock, which makes arctiopicrin a potential biomarker for the consumption of this food product.ArctiopicrineC19H26O6350.4061350.172938564(3aR,4S,11aR)-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-4-yl 3-hydroxy-2-methylpropanoatearctiopicrin19889-01-1CC(CO)C(=O)O[C@H]1C\C(C)=C\CC\C(CO)=C\[C@H]2OC(=O)C(=C)[C@H]12InChI=1S/C19H26O6/c1-11-5-4-6-14(10-21)8-16-17(13(3)19(23)25-16)15(7-11)24-18(22)12(2)9-20/h5,8,12,15-17,20-21H,3-4,6-7,9-10H2,1-2H3/b11-5+,14-8-/t12?,15-,16+,17+/m0/s1VOOFFTMORIBISQ-UMRVURNHSA-N belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety.Germacranolides and derivativesOrganic compoundsLipids and lipid-like moleculesPrenol lipidsTerpene lactonesAliphatic heteropolycyclic compoundsBeta hydroxy acids and derivativesCarbonyl compoundsDicarboxylic acids and derivativesEnoate estersGamma butyrolactonesGermacrane sesquiterpenoidsHydrocarbon derivativesOrganic oxidesOxacyclic compoundsPrimary alcoholsTetrahydrofuransAlcoholAliphatic heteropolycyclic compoundAlpha,beta-unsaturated carboxylic esterBeta-hydroxy acidCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterDicarboxylic acid or derivativesEnoate esterGamma butyrolactoneGermacrane sesquiterpenoidGermacranolideHydrocarbon derivativeHydroxy acidLactoneOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePrimary alcoholSesquiterpenoidTetrahydrofuranGermacrenesgermacranolidelogp1.53logs-2.87solubility4.75e-01 g/llogp1.59pka_strongest_acidic6.19pka_strongest_basic-2.7iupac(3aR,4S,11aR)-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-4-yl 3-hydroxy-2-methylpropanoateaverage_mass350.4061mono_mass350.172938564smilesCC(CO)C(=O)O[C@H]1C\C(C)=C\CC\C(CO)=C\[C@H]2OC(=O)C(=C)[C@H]12formulaC19H26O6inchiInChI=1S/C19H26O6/c1-11-5-4-6-14(10-21)8-16-17(13(3)19(23)25-16)15(7-11)24-18(22)12(2)9-20/h5,8,12,15-17,20-21H,3-4,6-7,9-10H2,1-2H3/b11-5+,14-8-/t12?,15-,16+,17+/m0/s1inchikeyVOOFFTMORIBISQ-UMRVURNHSA-Npolar_surface_area93.06refractivity93.42polarizability36.35rotatable_bond_count5acceptor_count4donor_count2physiological_charge0formal_charge0Specdb::MsMs53376Specdb::MsMs53377Specdb::MsMs53378Specdb::MsMs174981Specdb::MsMs174982Specdb::MsMs174983Specdb::MsMs3597676Specdb::MsMs3597677Specdb::MsMs3597678Specdb::MsMs3597679Specdb::MsMs3597680Specdb::MsMs3597681BurdockType 1specificArctium lappa4217antibiotic147A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.bitter732Gram(+)icide962A substance that kills or slows the growth of bacteria.pesticide1210Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.