1.0 2010-04-08 22:11:35 UTC 2025-11-19 00:51:42 UTC FDB015005 (Z)-2,6,10-Bisabolatriene Cis-gamma-Bisabolene is an isomer of Bisabolene. Three isomers are known, Œ±-, Œ≤-, and Œ≥-bisabolene, which differ by the positions of the double bonds. Bisabolenes are a group of closely related natural chemical compounds which are classified as sesquiterpenes. belongs to the class of organic compounds known as sesquiterpenoids. These 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. Bisabolenes are present in the essential oils of German chamomile (PMID: 22096322), and of a wide variety of other plants including cubeb, lemon, oregano. Various derivates of bisabolol also function as pheromones in different insects (PMID: 31659569). Bisabolenes are produced by several fungi, though their biological role in that group of organisms remains unclear (doi:10.3390/f11030290). (z)-«gamma»-bisabolene C15H24 204.3511 204.187800768 (4E)-1-methyl-4-(6-methylhept-5-en-2-ylidene)cyclohex-1-ene (E)-gamma-bisabolene 13062-00-5 CC(C)=CCC\C(C)=C1/CCC(C)=CC1 InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8H,5,7,9-11H2,1-4H3/b15-14- XBGUIVFBMBVUEG-PFONDFGASA-N belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Sesquiterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aliphatic homomonocyclic compounds Branched unsaturated hydrocarbons Cycloalkenes Unsaturated aliphatic hydrocarbons Aliphatic homomonocyclic compound Bisabolane sesquiterpenoid Branched unsaturated hydrocarbon Cyclic olefin Cycloalkene Hydrocarbon Olefin Sesquiterpenoid Unsaturated aliphatic hydrocarbon Unsaturated hydrocarbon Bisabolane sesquiterpenoids gamma-bisabolene logp 5.88 ALOGPS logs -3.55 ALOGPS solubility 5.82e-02 g/l ALOGPS logp 4.78 ChemAxon iupac (4E)-1-methyl-4-(6-methylhept-5-en-2-ylidene)cyclohex-1-ene ChemAxon average_mass 204.3511 ChemAxon mono_mass 204.187800768 ChemAxon smiles CC(C)=CCC\C(C)=C1/CCC(C)=CC1 ChemAxon formula C15H24 ChemAxon inchi InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8H,5,7,9-11H2,1-4H3/b15-14- ChemAxon inchikey XBGUIVFBMBVUEG-PFONDFGASA-N ChemAxon polar_surface_area 0 ChemAxon refractivity 71.09 ChemAxon polarizability 26.87 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 0 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 45267 Specdb::MsMs 45268 Specdb::MsMs 45269 Specdb::MsMs 143808 Specdb::MsMs 143809 Specdb::MsMs 143810 Specdb::MsMs 2773697 Specdb::MsMs 2773698 Specdb::MsMs 2773699 Specdb::MsMs 2905545 Specdb::MsMs 2905546 Specdb::MsMs 2905547 Specdb::CMs 14779 Specdb::CMs 137199 Specdb::CMs 144933 HMDB0036154 Carrot Type 1 specific Daucus carota ssp. sativus 79200 0.8 0.8 0.8 mg/100 g Citrus Unknown generic Common oregano Type 1 specific Origanum vulgare 39352 1.15 1.15 1.15 mg/100 g Cumin Type 1 specific Cuminum cyminum 52462 3.0 3.0 3.0 mg/100 g Herbs and Spices Unknown generic Wild carrot Type 1 specific Daucus carota 4039 0.8 0.8 0.8 mg/100 g