1.02010-04-08 22:05:07 UTC2019-11-26 02:56:40 UTCFDB001804Cichorioside L Cichorioside l is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Cichorioside l can be found in endive, which makes cichorioside l a potential biomarker for the consumption of this food product.C26H40O13560.588560.246891366(3S,3aR,4S,9S,11aR)-4-{[(2R,3R,4S,5S,6R)-6-({[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-9-hydroxy-3,6,10-trimethyl-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-2-one(3S,3aR,4S,9S,11aR)-4-{[(2R,3R,4S,5S,6R)-6-({[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-9-hydroxy-3,6,10-trimethyl-3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-2-one1086489-90-8[H][C@]12OC(=O)[C@@H](C)[C@]1([H])[C@H](C\C(C)=C/C[C@H](O)C(C)=C2)O[C@]1([H])O[C@H](CO[C@@H]2OC[C@](O)(CO)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1OInChI=1S/C26H40O13/c1-11-4-5-14(28)12(2)7-16-18(13(3)23(33)37-16)15(6-11)38-24-21(31)20(30)19(29)17(39-24)8-35-25-22(32)26(34,9-27)10-36-25/h4,7,13-22,24-25,27-32,34H,5-6,8-10H2,1-3H3/b11-4-,12-7-/t13-,14-,15-,16+,17+,18+,19+,20-,21+,22-,24+,25+,26+/m0/s1NFLQLYZLVYTURD-YSEMMFJCSA-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 compoundsAcetalsCarbonyl compoundsCarboxylic acid estersDisaccharidesGamma butyrolactonesGermacrane sesquiterpenoidsHydrocarbon derivativesMonocarboxylic acids and derivativesO-glycosyl compoundsOrganic oxidesOxacyclic compoundsOxanesPolyolsPrimary alcoholsSecondary alcoholsTerpene glycosidesTertiary alcoholsTetrahydrofuransAcetalAlcoholAliphatic heteropolycyclic compoundCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterDisaccharideGamma butyrolactoneGermacrane sesquiterpenoidGermacranolideGlycosyl compoundHydrocarbon derivativeLactoneMonocarboxylic acid or derivativesO-glycosyl compoundOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxanePolyolPrimary alcoholSecondary alcoholSesquiterpenoidTerpene glycosideTertiary alcoholTetrahydrofuranlogp-0.96logs-2.06solubility4.91e+00 g/llogp-1.9pka_strongest_acidic11.7pka_strongest_basic-3iupac(3S,3aR,4S,9S,11aR)-4-{[(2R,3R,4S,5S,6R)-6-({[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-9-hydroxy-3,6,10-trimethyl-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-2-oneaverage_mass560.588mono_mass560.246891366smiles[H][C@]12OC(=O)[C@@H](C)[C@]1([H])[C@H](C\C(C)=C/C[C@H](O)C(C)=C2)O[C@]1([H])O[C@H](CO[C@@H]2OC[C@](O)(CO)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1OformulaC26H40O13inchiInChI=1S/C26H40O13/c1-11-4-5-14(28)12(2)7-16-18(13(3)23(33)37-16)15(6-11)38-24-21(31)20(30)19(29)17(39-24)8-35-25-22(32)26(34,9-27)10-36-25/h4,7,13-22,24-25,27-32,34H,5-6,8-10H2,1-3H3/b11-4-,12-7-/t13-,14-,15-,16+,17+,18+,19+,20-,21+,22-,24+,25+,26+/m0/s1inchikeyNFLQLYZLVYTURD-YSEMMFJCSA-Npolar_surface_area204.83refractivity132.31polarizability56.28rotatable_bond_count6acceptor_count12donor_count7physiological_charge0formal_charge0Specdb::MsMs63873Specdb::MsMs63874Specdb::MsMs63875Specdb::MsMs120900Specdb::MsMs120901Specdb::MsMs120902EndiveType 1specificCichorium endivia114280