1.02011-03-17 23:25:35 UTC2019-11-26 03:20:39 UTCFDB0216481,10-Epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide1,10-epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide 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. 1,10-epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide is soluble (in water) and a very weakly acidic compound (based on its pKa). 1,10-epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide can be found in roman camomile, which makes 1,10-epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide a potential biomarker for the consumption of this food product.1,10-Epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olideC15H20O5280.3163280.13107375(9Z)-2,8-dihydroxy-4,9-dimethyl-14-methylidene-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-13-one(9Z)-2,8-dihydroxy-4,9-dimethyl-14-methylidene-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-13-oneC\C1=C\C2OC(=O)C(=C)C2C(O)CC2(C)OC2CC1OInChI=1S/C15H20O5/c1-7-4-11-13(8(2)14(18)19-11)10(17)6-15(3)12(20-15)5-9(7)16/h4,9-13,16-17H,2,5-6H2,1,3H3/b7-4-SCDDMRZFVFJIRF-DAXSKMNVSA-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 compoundsCarbonyl compoundsDialkyl ethersEnoate estersEpoxidesGamma butyrolactonesHydrocarbon derivativesMonocarboxylic acids and derivativesOrganic oxidesOxacyclic compoundsSecondary alcoholsSesquiterpenoidsTetrahydrofuransAlcoholAliphatic heteropolycyclic compoundAlpha,beta-unsaturated carboxylic esterCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterDialkyl etherEnoate esterEtherGamma butyrolactoneGermacranolideHydrocarbon derivativeLactoneMonocarboxylic acid or derivativesOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxiraneSecondary alcoholSesquiterpenoidTetrahydrofuranlogp0.26logs-1.35solubility1.24e+01 g/llogp0.19pka_strongest_acidic14.29pka_strongest_basic-2.9iupac(9Z)-2,8-dihydroxy-4,9-dimethyl-14-methylidene-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-13-oneaverage_mass280.3163mono_mass280.13107375smilesC\C1=C\C2OC(=O)C(=C)C2C(O)CC2(C)OC2CC1OformulaC15H20O5inchiInChI=1S/C15H20O5/c1-7-4-11-13(8(2)14(18)19-11)10(17)6-15(3)12(20-15)5-9(7)16/h4,9-13,16-17H,2,5-6H2,1,3H3/b7-4-inchikeySCDDMRZFVFJIRF-DAXSKMNVSA-Npolar_surface_area79.29refractivity71.71polarizability28.92rotatable_bond_count0acceptor_count4donor_count2physiological_charge0formal_charge0Specdb::MsMs1253302Specdb::MsMs1253303Specdb::MsMs1253304Specdb::MsMs1368529Specdb::MsMs1368530Specdb::MsMs1368531Specdb::MsMs3606673Specdb::MsMs3606674Specdb::MsMs3606675Specdb::MsMs3607600Specdb::MsMs3607601Specdb::MsMs3607602Roman camomileType 1specificChamaemelum nobile99037antitumor672A substance that inhibits or prevents the proliferation of neoplasms.