1.0 2010-04-08 22:11:21 UTC 2019-11-26 03:10:21 UTC FDB014575 Lactucin Constituent 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. Lactucin C15H16O5 276.288 276.099773615 4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-2,7-dione lactucin 1891-29-8 CC1=C2C(C3OC(=O)C(=C)C3C(O)C1)C(CO)=CC2=O InChI=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,2-3,5H2,1H3 VJQAFLAZRVKAKM-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 butyrolactones Organic compounds Organoheterocyclic compounds Lactones Gamma butyrolactones Aliphatic heteropolycyclic compounds Enoate esters Hydrocarbon derivatives Ketones Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Primary alcohols Secondary alcohols Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Enoate ester Gamma butyrolactone Hydrocarbon derivative Ketone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Oxacycle Primary alcohol Secondary alcohol Tetrahydrofuran logp -0.28 ALOGPS logs -1.61 ALOGPS solubility 6.84e+00 g/l ALOGPS melting_point Mp 224-228° logp -0.018 ChemAxon pka_strongest_acidic 13 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-2,7-dione ChemAxon average_mass 276.288 ChemAxon mono_mass 276.099773615 ChemAxon smiles CC1=C2C(C3OC(=O)C(=C)C3C(O)C1)C(CO)=CC2=O ChemAxon formula C15H16O5 ChemAxon inchi InChI=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,2-3,5H2,1H3 ChemAxon inchikey VJQAFLAZRVKAKM-UHFFFAOYSA-N ChemAxon polar_surface_area 83.83 ChemAxon refractivity 71.87 ChemAxon polarizability 27.92 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 5698 Specdb::CMs 44577 Specdb::CMs 171099 Specdb::MsMs 10031 Specdb::MsMs 10032 Specdb::MsMs 10033 Specdb::MsMs 16703 Specdb::MsMs 16704 Specdb::MsMs 16705 Specdb::MsMs 2749084 Specdb::MsMs 2749085 Specdb::MsMs 2749086 Specdb::MsMs 2932806 Specdb::MsMs 2932807 Specdb::MsMs 2932808 Specdb::NmrOneD 132638 Specdb::NmrOneD 132639 Specdb::NmrOneD 132640 Specdb::NmrOneD 132641 Specdb::NmrOneD 132642 Specdb::NmrOneD 132643 Specdb::NmrOneD 132644 Specdb::NmrOneD 132645 Specdb::NmrOneD 132646 Specdb::NmrOneD 132647 Specdb::NmrOneD 132648 Specdb::NmrOneD 132649 Specdb::NmrOneD 132650 Specdb::NmrOneD 132651 Specdb::NmrOneD 132652 Specdb::NmrOneD 132653 Specdb::NmrOneD 132654 Specdb::NmrOneD 132655 Specdb::NmrOneD 132656 Specdb::NmrOneD 132657 HMDB35814 #<Reference:0x000055ce3254d1d8> Arabica coffee Type 1 specific Coffea arabica 13443 Chicory Type 1 specific Cichorium intybus 13427 Coffee and coffee products Unknown generic Endive Type 1 specific Cichorium endivia 114280 Green vegetables Unknown generic Herbs and Spices Unknown generic Lettuce Type 1 specific Lactuca sativa 4236 Robusta coffee Type 1 specific Coffea canephora 49390 Antitumor 672 A substance that inhibits or prevents the proliferation of neoplasms. Bitter 732 Central nervous system depressant 812 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system. Cytotoxic 859 A role played by the molecular entity or part thereof which causes the development of a pathological process. Sedative 1311 A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. Tonic 1365