1.0 2010-04-08 22:12:32 UTC 2019-11-26 03:13:30 UTC FDB016604 Galanolactone Constituent of Alpinia galanga (greater galangal) Galanolactone is a diterpenoid lactone first isolated from ginger. It is known to be present in acetone extracts of ginger, and appears to be an antagonist at 5-HT3 receptors. Galanolactone is found in herbs and spices and ginger. Galanolactone C20H30O3 318.4504 318.219494826 (3Z)-3-(2-{5,5,8a-trimethyl-octahydro-1H-spiro[naphthalene-2,2'-oxirane]-1-yl}ethylidene)oxolan-2-one (3Z)-3-(2-{5,5,8a-trimethyl-hexahydro-1H-spiro[naphthalene-2,2'-oxirane]-1-yl}ethylidene)oxolan-2-one 115753-79-2 CC1(C)CCCC2(C)C(C\C=C3\CCOC3=O)C3(CO3)CCC12 InChI=1S/C20H30O3/c1-18(2)9-4-10-19(3)15(18)7-11-20(13-23-20)16(19)6-5-14-8-12-22-17(14)21/h5,15-16H,4,6-13H2,1-3H3/b14-5- MBPTXJNHCBXMBP-RZNTYIFUSA-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 Carbonyl compounds Dialkyl ethers Enoate esters Epoxides Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Tetrahydrofurans Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl ether Enoate ester Ether Gamma butyrolactone Hydrocarbon derivative Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Oxacycle Oxirane Tetrahydrofuran logp 3.81 ALOGPS logs -5.81 ALOGPS solubility 4.96e-04 g/l ALOGPS melting_point Mp 125.5-126° logp 4.24 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac (3Z)-3-(2-{5,5,8a-trimethyl-octahydro-1H-spiro[naphthalene-2,2'-oxirane]-1-yl}ethylidene)oxolan-2-one ChemAxon average_mass 318.4504 ChemAxon mono_mass 318.219494826 ChemAxon smiles CC1(C)CCCC2(C)C(C\C=C3\CCOC3=O)C3(CO3)CCC12 ChemAxon formula C20H30O3 ChemAxon inchi InChI=1S/C20H30O3/c1-18(2)9-4-10-19(3)15(18)7-11-20(13-23-20)16(19)6-5-14-8-12-22-17(14)21/h5,15-16H,4,6-13H2,1-3H3/b14-5- ChemAxon inchikey MBPTXJNHCBXMBP-RZNTYIFUSA-N ChemAxon polar_surface_area 38.83 ChemAxon refractivity 90.37 ChemAxon polarizability 36.6 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 18344 Specdb::CMs 154426 Specdb::MsMs 98625 Specdb::MsMs 98626 Specdb::MsMs 98627 Specdb::MsMs 163587 Specdb::MsMs 163588 Specdb::MsMs 163589 Specdb::MsMs 2283115 Specdb::MsMs 2283116 Specdb::MsMs 2283117 Specdb::MsMs 3085609 Specdb::MsMs 3085610 Specdb::MsMs 3085611 HMDB37523 #<Reference:0x000055ce3022b678> Ginger Type 1 specific Zingiber officinale 94328 Herbs and Spices Unknown generic Anti 5-hydroxytryptamine 73 Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists. Anti emetic 253 A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors. Anti thromboxane 651 A substance that diminishes the rate of a chemical reaction. Gastrostimulant 949 A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion.