1.0 2010-04-08 22:11:21 UTC 2025-11-19 00:47:57 UTC FDB014577 beta-Elemene Beta-Elemene belongs to the class of organic compounds known as elemane sesquiterpenoids. These are sesquiterpenoids with a structure based on the elemane skeleton. Sesquiterpenes 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-eritritol-phosphate (MEP) pathway in the plastid (PMID: 19932496, 17710406). 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. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. Elemenes are a group of closely related natural chemical compounds found in a variety of plants, with Beta-Elemene being one of the 4 isomers of Elemene. (±)-beta-Elemene 1-ethenyl-1-methyl-2,4-bis(1-methylethenyl)-cyclohexane 2,4-Diisopropenyl-1-methyl-1-vinylcyclohexane b-Elemene beta-Elemene Cyclohexane, 1-ethenyl-1-methyl-2,4-bis(1-methylethenyl)- Cyclohexane, 1-ethenyl-1-methyl-2,4-bis(1-methylethenyl)-, (1R,2R,4S)-rel- C15H24 204.3511 204.187800768 (1S,2S,4R)-1-ethenyl-1-methyl-2,4-bis(prop-1-en-2-yl)cyclohexane β-elemene 515-13-9 CC(=C)[C@@H]1CC[C@@](C)(C=C)[C@@H](C1)C(C)=C InChI=1S/C15H24/c1-7-15(6)9-8-13(11(2)3)10-14(15)12(4)5/h7,13-14H,1-2,4,8-10H2,3,5-6H3/t13-,14+,15-/m1/s1 OPFTUNCRGUEPRZ-QLFBSQMISA-N belongs to the class of organic compounds known as elemane sesquiterpenoids. These are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. Elemane sesquiterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aliphatic homomonocyclic compounds Branched unsaturated hydrocarbons Cyclic olefins Unsaturated aliphatic hydrocarbons Aliphatic homomonocyclic compound Branched unsaturated hydrocarbon Cyclic olefin Elemane sesquiterpenoid Hydrocarbon Olefin Unsaturated aliphatic hydrocarbon Unsaturated hydrocarbon beta-elemene logp 5.40 ALOGPS logs -4.71 ALOGPS solubility 3.98e-03 g/l ALOGPS logp 4.74 ChemAxon iupac (1S,2S,4R)-1-ethenyl-1-methyl-2,4-bis(prop-1-en-2-yl)cyclohexane ChemAxon average_mass 204.3511 ChemAxon mono_mass 204.187800768 ChemAxon smiles CC(=C)[C@@H]1CC[C@@](C)(C=C)[C@@H](C1)C(C)=C ChemAxon formula C15H24 ChemAxon inchi InChI=1S/C15H24/c1-7-15(6)9-8-13(11(2)3)10-14(15)12(4)5/h7,13-14H,1-2,4,8-10H2,3,5-6H3/t13-,14+,15-/m1/s1 ChemAxon inchikey OPFTUNCRGUEPRZ-QLFBSQMISA-N ChemAxon polar_surface_area 0 ChemAxon refractivity 68.23 ChemAxon polarizability 25.97 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 0 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 27355 Specdb::CMs 29745 Specdb::CMs 37080 Specdb::CMs 102474 Specdb::CMs 102475 Specdb::CMs 103772 Specdb::CMs 131012 Specdb::CMs 138746 Specdb::MsMs 88260 Specdb::MsMs 88261 Specdb::MsMs 88262 Specdb::MsMs 150954 Specdb::MsMs 150955 Specdb::MsMs 150956 Specdb::MsMs 2434189 Specdb::MsMs 2434190 Specdb::MsMs 2434191 Specdb::MsMs 2503979 Specdb::MsMs 2503980 Specdb::MsMs 2503981 HMDB0061848 Allspice Type 1 specific Pimenta dioica 375272 Anise Type 1 specific Pimpinella anisum 271192 Burdock Type 1 specific Arctium lappa 4217 Caraway Type 1 specific Carum carvi 48032 Carrot Type 1 specific Daucus carota ssp. sativus 79200 Ceylon cinnamon Type 1 specific Cinnamomum verum 128608 Common oregano Type 1 specific Origanum vulgare 39352 1.8 1.8 1.8 mg/100 g Cumin Type 1 specific Cuminum cyminum 52462 3.0 3.0 3.0 mg/100 g Dill Type 1 specific Anethum graveolens 40922 4.45 4.45 4.45 mg/100 g Ginger Type 1 specific Zingiber officinale 94328 25.1 25.1 25.1 mg/100 g Hyssop Type 1 specific Hyssopus officinalis 39324 Lemon Type 1 specific Citrus limon 2708 Lemon balm Type 1 specific Melissa officinalis 39338 1.8 1.8 1.8 mg/100 g Lime Type 1 specific Citrus aurantiifolia 159033 Lovage Type 1 specific Levisticum officinale 48042 6.85 6.85 6.85 mg/100 g Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 4.05 4.05 4.05 mg/100 g Mentha Type 1 specific Mentha 21819 Orange mint Type 1 specific Mentha aquatica 190902 4.15 4.15 4.15 mg/100 g Parsley Type 1 specific Petroselinum crispum 4043 0.54 0.54 0.54 mg/100 g Pepper (Spice) Type 1 specific Piper nigrum 13216 Potato Type 1 specific Solanum tuberosum 4113 Rosemary Type 1 specific Rosmarinus officinalis 39367 10.15 10.15 10.15 mg/100 g Spearmint Type 1 specific Mentha spicata 29719 13.75 13.75 13.75 mg/100 g Star anise Type 1 specific Illicium verum 124778 32.55 32.55 32.55 mg/100 g Sweet basil Type 1 specific Ocimum basilicum 39350 1.2 1.2 1.2 mg/100 g Sweet bay Type 1 specific Laurus nobilis 85223 Sweet orange Type 1 specific Citrus sinensis 2711 0.5 0.5 0.5 mg/100 g Tamarind Type 1 specific Tamarindus indica 58860 Wild carrot Type 1 specific Daucus carota 4039 Wild celery Type 1 specific Apium graveolens 4045 43.8 43.8 43.8 mg/100 g fresh herb herbal wax waxy Anti gliomic 300 Anti proliferant 547 Anti-cancer 159 A substance that inhibits or prevents the proliferation of neoplasms. Antitumor 672 A substance that inhibits or prevents the proliferation of neoplasms. Apoptotic 704