Classification Term: 170782
Bergamotane sesquiterpenoids (ontology term: 310285b921e69a3de6af3eb12e3c01a2)
found 20 associated metabolites at sub_class metabolite taxonomy ontology rank level.
Ancestor: Sesquiterpenoids
Child Taxonomies: There is no child term of current ontology term.
(E)-alpha-Bergamotene
α-cis-bergamotene belongs to the class of organic compounds known as bicyclic sesquiterpenoids. These are sesquiterpenoids containing exactly two rings, which are fused together. It is formally classified as a polycyclic hydrocarbon although it is biochemically a sesquiterpene as it is 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-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. There are four known Bergamotene isomers including α-cis-, α-trans-, β-cis- and β-trans-bergamotene. α-cis-Bergamotene is found in the oils of carrot, bergamot, lime, citron, cottonseed, and kumquat. Isomers of bergamotene have a function as pheromones for some insect species. Evidence suggests that plants under attack by herbivore insects are able to release specific amounts of bergamotene to attract natural enemies of the herbivores, using these sesquiterpenes as a defense mechanism (PMID: 16418295). (e)-alpha-bergamotene is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other (e)-alpha-bergamotene can be found in a number of food items such as lime, sweet basil, cumin, and pepper (spice), which makes (e)-alpha-bergamotene a potential biomarker for the consumption of these food products.
alpha-cis-bergamotene
Alpha-cis-bergamotene is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Alpha-cis-bergamotene can be found in allspice, pepper (spice), and star anise, which makes alpha-cis-bergamotene a potential biomarker for the consumption of these food products.