1.02010-04-08 22:06:24 UTC2020-09-17 15:32:35 UTCFDB004787gamma-ElemeneGamma-Elemene, also known as g-elemene, belongs to the class of organic compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-erythritol-phosphate (MEP) pathway in the cytosol. Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. More formally, gamma-elemene is a cyclohexane substituted at positions 1, 1, 2, and 4 by methyl, vinyl, isopropenyl and isopropylidene groups, respectively. There are four known elemene isomers including α-, β-, γ-, and δ-elemene. The elemenes contribute to the floral aromas of some plants and are used as pheromones by some insects. Gamma-elemene is found in many essential plant oils including wormwood leaf oil, peppermint oil, pepper tree leaf oil, parsley leaf oil, orange peel oil, lime oil, juniper berry oil, hinoki leaf oil, angelica root oil, and angelica seed oil. Gamma-elemene has been shown to exhibit good insecticidal activity against the crop pest Spodoptera litura (tobacco cutworm or cotton leafworm) and could be useful as an eco-friendly biopesticide (PMID:28634795).1-naphthalenepropionic Acidgamma-ElemeneC15H24204.357204.187800773(1S,2S)-1-ethenyl-1-methyl-2-(prop-1-en-2-yl)-4-(propan-2-ylidene)cyclohexane(1S,2S)-1-ethenyl-1-methyl-2-(prop-1-en-2-yl)-4-(propan-2-ylidene)cyclohexaneCC(C)=C1CC[C@@](C)(C=C)[C@@H](C1)C(C)=CInChI=1S/C15H24/c1-7-15(6)9-8-13(11(2)3)10-14(15)12(4)5/h7,14H,1,4,8-10H2,2-3,5-6H3/t14-,15+/m0/s1BQSLMQNYHVFRDT-LSDHHAIUSA-N belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.SesquiterpenoidsOrganic compoundsLipids and lipid-like moleculesPrenol lipidsSesquiterpenoidsAliphatic homomonocyclic compoundsBranched unsaturated hydrocarbonsCyclic olefinsUnsaturated aliphatic hydrocarbonsAliphatic homomonocyclic compoundBranched unsaturated hydrocarbonCyclic olefinHydrocarbonOlefinSesquiterpenoidUnsaturated aliphatic hydrocarbonUnsaturated hydrocarbonlogp5.09logs-4.35solubility9.10e-03 g/llogp4.64iupac(1S,2S)-1-ethenyl-1-methyl-2-(prop-1-en-2-yl)-4-(propan-2-ylidene)cyclohexaneaverage_mass204.357mono_mass204.187800773smilesCC(C)=C1CC[C@@](C)(C=C)[C@@H](C1)C(C)=CformulaC15H24inchiInChI=1S/C15H24/c1-7-15(6)9-8-13(11(2)3)10-14(15)12(4)5/h7,14H,1,4,8-10H2,2-3,5-6H3/t14-,15+/m0/s1inchikeyBQSLMQNYHVFRDT-LSDHHAIUSA-Npolar_surface_area0refractivity69.03polarizability25.8rotatable_bond_count2acceptor_count0donor_count0physiological_charge0formal_charge0Specdb::CMs5803Specdb::MsMs103761Specdb::MsMs103762Specdb::MsMs103763Specdb::MsMs169884Specdb::MsMs169885Specdb::MsMs169886Specdb::MsMs3600965Specdb::MsMs3600966Specdb::MsMs3600967Specdb::MsMs3600968Specdb::MsMs3600969Specdb::MsMs3600970CarawayType 1specificCarum carvi48032CheeseType 2specificCommon oreganoType 1specificOriganum vulgare393520.00.00.0mg/100 gMandarin orange (Clementine, Tangerine)Type 1specificCitrus reticulata855711.751.751.75mg/100 gParsleyType 1specificPetroselinum crispum4043Pot marjoramType 1specificOriganum onites4524160.010.010.01mg/100 gSweet basilType 1specificOcimum basilicum393501.51.51.5mg/100 gSweet bayType 1specificLaurus nobilis85223Sweet marjoramType 1specificOriganum majorana268884