1.02011-03-17 23:28:01 UTC2019-11-26 03:20:48 UTCFDB02172511b,13-Dihydrolactucin 11b,13-dihydrolactucin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 11b,13-dihydrolactucin can be found in a number of food items such as endive, chicory, dandelion, and romaine lettuce, which makes 11b,13-dihydrolactucin a potential biomarker for the consumption of these food products.11b,13-Dihydrolactucin8,15-Dihydroxy-2-oxo-1(10),3-guaiadien-12,6-olide8,15-Dihydroxy-2-oxo-1(10),3,11(13)-guaiatrien-12,6-olide; (5a,6a,8a)-form, 11b,13-DihydroC16H20O5292.327292.13107375(3R,3aR,4R,9aS,9bS)-4-hydroxy-9-(hydroxymethyl)-3,6,9a-trimethyl-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-2,7-dione(3R,3aR,4R,9aS,9bS)-4-hydroxy-9-(hydroxymethyl)-3,6,9a-trimethyl-3H,3aH,4H,5H,9bH-azuleno[4,5-b]furan-2,7-dione83117-63-9[H][C@]12OC(=O)[C@H](C)[C@]1([H])[C@H](O)CC(C)=C1C(=O)C=C(CO)[C@]21CInChI=1S/C16H20O5/c1-7-4-10(18)12-8(2)15(20)21-14(12)16(3)9(6-17)5-11(19)13(7)16/h5,8,10,12,14,17-18H,4,6H2,1-3H3/t8-,10-,12-,14+,16+/m1/s1AVVAXORRBBPMQM-YRRGMINMSA-N belongs to the class of organic compounds known as ambrosanolides and secoambrosanolides. These are sesquiterpene lactones from the Ambrosia family, with a backbone derivative of azuleno[6,5-b]furan-2-one (ambrosanolides) or azuleno[4,5-b]furan-2-one (secoambrosanolides).Ambrosanolides and secoambrosanolidesOrganic compoundsLipids and lipid-like moleculesPrenol lipidsTerpene lactonesAliphatic heteropolycyclic compoundsCarboxylic acid estersGamma butyrolactonesHydrocarbon derivativesKetonesMonocarboxylic acids and derivativesOrganic oxidesOxacyclic compoundsPrimary alcoholsPseudoguaianesSecondary alcoholsTetrahydrofuransAlcoholAliphatic heteropolycyclic compoundAmbrosanolideCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterGamma butyrolactoneHydrocarbon derivativeKetoneLactoneMonocarboxylic acid or derivativesOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePrimary alcoholPseudoguaiane sesquiterpenoidSecondary alcoholSesquiterpenoidTetrahydrofuransolidlogp0.38logs-2.04solubility2.69e+00 g/lmelting_pointMp 91?logp0.22pka_strongest_acidic14.6pka_strongest_basic-2.8iupac(3R,3aR,4R,9aS,9bS)-4-hydroxy-9-(hydroxymethyl)-3,6,9a-trimethyl-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-2,7-dioneaverage_mass292.327mono_mass292.13107375smiles[H][C@]12OC(=O)[C@H](C)[C@]1([H])[C@H](O)CC(C)=C1C(=O)C=C(CO)[C@]21CformulaC16H20O5inchiInChI=1S/C16H20O5/c1-7-4-10(18)12-8(2)15(20)21-14(12)16(3)9(6-17)5-11(19)13(7)16/h5,8,10,12,14,17-18H,4,6H2,1-3H3/t8-,10-,12-,14+,16+/m1/s1inchikeyAVVAXORRBBPMQM-YRRGMINMSA-Npolar_surface_area83.83refractivity76.46polarizability30.09rotatable_bond_count1acceptor_count4donor_count2physiological_charge0formal_charge0Specdb::MsMs1221538Specdb::MsMs1221539Specdb::MsMs1221540Specdb::MsMs1337200Specdb::MsMs1337201Specdb::MsMs1337202Specdb::MsMs3606835Specdb::MsMs3606836Specdb::MsMs3606837Specdb::MsMs3606838Specdb::MsMs3606839Specdb::MsMs3606840ChicoryType 1specificCichorium intybus13427DandelionType 1specificTaraxacum officinale50225EndiveType 1specificCichorium endivia114280LettuceType 1specificLactuca sativa4236Romaine lettuceType 1specificLactuca sativa L. var. longifoliabitter732