1.02010-04-08 22:11:57 UTC2019-11-26 03:11:57 UTCFDB015625TulipinolideTulipinolide 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. Tulipinolide is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Tulipinolide can be found in sweet bay, which makes tulipinolide a potential biomarker for the consumption of this food product. TulipinolideC17H22O4290.3542290.1518091926,10-dimethyl-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-4-yl acetate6,10-dimethyl-3-methylidene-2-oxo-3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-4-yl acetate24164-12-3CC(=O)OC1C\C(C)=C\CC\C(C)=C\C2OC(=O)C(=C)C12InChI=1S/C17H22O4/c1-10-6-5-7-11(2)9-15-16(12(3)17(19)21-15)14(8-10)20-13(4)18/h6,9,14-16H,3,5,7-8H2,1-2,4H3/b10-6+,11-9+UPNVKIZABMRHNR-BBYAVRKXSA-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 compoundsDicarboxylic acids and derivativesEnoate estersGamma butyrolactonesGermacrane sesquiterpenoidsHydrocarbon derivativesOrganic oxidesOxacyclic compoundsTetrahydrofuransAliphatic heteropolycyclic compoundAlpha,beta-unsaturated carboxylic esterCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterDicarboxylic acid or derivativesEnoate esterGamma butyrolactoneGermacrane sesquiterpenoidGermacranolideHydrocarbon derivativeLactoneOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleSesquiterpenoidTetrahydrofuranlogp3.29logs-3.54solubility8.47e-02 g/lmelting_pointMp 181° dec.logp2.91pka_strongest_acidic6.2pka_strongest_basic-6.6iupac6,10-dimethyl-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-4-yl acetateaverage_mass290.3542mono_mass290.151809192smilesCC(=O)OC1C\C(C)=C\CC\C(C)=C\C2OC(=O)C(=C)C12formulaC17H22O4inchiInChI=1S/C17H22O4/c1-10-6-5-7-11(2)9-15-16(12(3)17(19)21-15)14(8-10)20-13(4)18/h6,9,14-16H,3,5,7-8H2,1-2,4H3/b10-6+,11-9+inchikeyUPNVKIZABMRHNR-BBYAVRKXSA-Npolar_surface_area52.6refractivity80.67polarizability30.85rotatable_bond_count2acceptor_count2donor_count0physiological_charge0formal_charge0Specdb::MsMs95511Specdb::MsMs95512Specdb::MsMs95513Specdb::MsMs159786Specdb::MsMs159787Specdb::MsMs159788Specdb::MsMs3605833Specdb::MsMs3605834Specdb::MsMs3605835Specdb::MsMs3605836Specdb::MsMs3605837Specdb::MsMs36058389776Sweet bayType 1specificLaurus nobilis85223antitumor672A substance that inhibits or prevents the proliferation of neoplasms.cytotoxic859A role played by the molecular entity or part thereof which causes the development of a pathological process.