1.02010-04-08 22:11:21 UTC2019-11-26 03:10:21 UTCFDB014575LactucinConstituent of Cichorium intybus (chicory)
Lactucin is a bitter substance that forms a white crystalline solid and belongs to the group of sesquiterpene lactones. It is found in some varieties of lettuce and is an ingredient of lactucarium. It has been shown to have analgesic and sedative properties.LactucinC15H16O5276.288276.0997736154-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-2,7-dionelactucin1891-29-8CC1=C2C(C3OC(=O)C(=C)C3C(O)C1)C(CO)=CC2=OInChI=1S/C15H16O5/c1-6-3-9(17)12-7(2)15(19)20-14(12)13-8(5-16)4-10(18)11(6)13/h4,9,12-14,16-17H,2-3,5H2,1H3VJQAFLAZRVKAKM-UHFFFAOYSA-N belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.Gamma butyrolactonesOrganic compoundsOrganoheterocyclic compoundsLactonesGamma butyrolactonesAliphatic heteropolycyclic compoundsEnoate estersHydrocarbon derivativesKetonesMonocarboxylic acids and derivativesOrganic oxidesOxacyclic compoundsPrimary alcoholsSecondary alcoholsTetrahydrofuransAlcoholAliphatic heteropolycyclic compoundAlpha,beta-unsaturated carboxylic esterCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterEnoate esterGamma butyrolactoneHydrocarbon derivativeKetoneMonocarboxylic acid or derivativesOrganic oxideOrganic oxygen compoundOrganooxygen compoundOxacyclePrimary alcoholSecondary alcoholTetrahydrofuranlogp-0.28logs-1.61solubility6.84e+00 g/lmelting_pointMp 224-228°logp-0.018pka_strongest_acidic13pka_strongest_basic-2.8iupac4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-2,7-dioneaverage_mass276.288mono_mass276.099773615smilesCC1=C2C(C3OC(=O)C(=C)C3C(O)C1)C(CO)=CC2=OformulaC15H16O5inchiInChI=1S/C15H16O5/c1-6-3-9(17)12-7(2)15(19)20-14(12)13-8(5-16)4-10(18)11(6)13/h4,9,12-14,16-17H,2-3,5H2,1H3inchikeyVJQAFLAZRVKAKM-UHFFFAOYSA-Npolar_surface_area83.83refractivity71.87polarizability27.92rotatable_bond_count1acceptor_count4donor_count2physiological_charge0formal_charge0Specdb::CMs5698Specdb::CMs44577Specdb::CMs171099Specdb::MsMs10031Specdb::MsMs10032Specdb::MsMs10033Specdb::MsMs16703Specdb::MsMs16704Specdb::MsMs16705Specdb::MsMs2749084Specdb::MsMs2749085Specdb::MsMs2749086Specdb::MsMs2932806Specdb::MsMs2932807Specdb::MsMs2932808Specdb::NmrOneD132638Specdb::NmrOneD132639Specdb::NmrOneD132640Specdb::NmrOneD132641Specdb::NmrOneD132642Specdb::NmrOneD132643Specdb::NmrOneD132644Specdb::NmrOneD132645Specdb::NmrOneD132646Specdb::NmrOneD132647Specdb::NmrOneD132648Specdb::NmrOneD132649Specdb::NmrOneD132650Specdb::NmrOneD132651Specdb::NmrOneD132652Specdb::NmrOneD132653Specdb::NmrOneD132654Specdb::NmrOneD132655Specdb::NmrOneD132656Specdb::NmrOneD132657HMDB35814#<Reference:0x00005556759f7150>Arabica coffeeType 1specificCoffea arabica13443ChicoryType 1specificCichorium intybus13427Coffee and coffee productsUnknowngenericEndiveType 1specificCichorium endivia114280Green vegetablesUnknowngenericHerbs and SpicesUnknowngenericLettuceType 1specificLactuca sativa4236Robusta coffeeType 1specificCoffea canephora49390antitumor672A substance that inhibits or prevents the proliferation of neoplasms.bitter732central nervous system depressant812A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system.cytotoxic859A role played by the molecular entity or part thereof which causes the development of a pathological process.sedative1311A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.tonic1365