1.0 2020-04-02 17:45:52 UTC 2025-11-19 03:07:47 UTC FDB097292 Gurjunene-alpha Alpha-Gurjunene or (-)-Alpha-Gurjunene, belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton. It is formally classified as a polycyclic hydrocarbon although it is biochemically a sesquiterpenoid as it synthesized via isoprene units. 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-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. Alpha-Gurjunene is a neutral, hydrophobic molecule that is insoluble in water. It exists as a colorless clear liquid and has a woody, balsamic odor. It is used as a perfuming agent. Alpha-gurjunene is found in many plants, essential oils and foods including allspice, bay leaf, carrot seeds, eucalyptus, guava, parsley, black papper, sage and tea tree oil. C15H24 204.357 204.187800773 (1aR,4R,4aR,7bS)-1,1,4,7-tetramethyl-1H,1aH,2H,3H,4H,4aH,5H,6H,7bH-cyclopropa[e]azulene (-)-α-gurjunene C[C@@H]1CC[C@@H]2[C@H](C3=C(C)CC[C@H]13)C2(C)C InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h9,11-12,14H,5-8H2,1-4H3/t9-,11-,12-,14-/m1/s1 SPCXZDDGSGTVAW-XIDUGBJDSA-N belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton. 5,10-cycloaromadendrane sesquiterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aliphatic homopolycyclic compounds Branched unsaturated hydrocarbons Cyclic olefins Polycyclic hydrocarbons Unsaturated aliphatic hydrocarbons 5,10-cycloaromadendrane sesquiterpenoid Aliphatic homopolycyclic compound Branched unsaturated hydrocarbon Cyclic olefin Hydrocarbon Olefin Polycyclic hydrocarbon Unsaturated aliphatic hydrocarbon Unsaturated hydrocarbon carbotricyclic compound sesquiterpene logp 4.45 ALOGPS logs -4.22 ALOGPS solubility 1.23e-02 g/l ALOGPS logp 4.04 ChemAxon iupac (1aR,4R,4aR,7bS)-1,1,4,7-tetramethyl-1H,1aH,2H,3H,4H,4aH,5H,6H,7bH-cyclopropa[e]azulene ChemAxon average_mass 204.357 ChemAxon mono_mass 204.187800773 ChemAxon smiles C[C@@H]1CC[C@@H]2[C@H](C3=C(C)CC[C@H]13)C2(C)C ChemAxon formula C15H24 ChemAxon inchi InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h9,11-12,14H,5-8H2,1-4H3/t9-,11-,12-,14-/m1/s1 ChemAxon inchikey SPCXZDDGSGTVAW-XIDUGBJDSA-N ChemAxon polar_surface_area 0 ChemAxon refractivity 65.5 ChemAxon polarizability 26.22 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 0 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 5828 Specdb::MsMs 240763 Specdb::MsMs 240764 Specdb::MsMs 240765 Specdb::MsMs 242818 Specdb::MsMs 242819 Specdb::MsMs 242820 Specdb::MsMs 3609931 Specdb::MsMs 3609932 Specdb::MsMs 3609933 Specdb::MsMs 3609934 Specdb::MsMs 3609935 Specdb::MsMs 3609936 Cheese Type 2 specific Milk (Cow) Type 2 specific 38.495 117.0 0.58 uM