Classification Term: 1592

5,10-cycloaromadendrane sesquiterpenoids (ontology term: CHEMONTID:0003562)

Aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton." []

found 15 associated metabolites at family metabolite taxonomy ontology rank level.

Ancestor: Aromadendrane sesquiterpenoids

Child Taxonomies: There is no child term of current ontology term.

Globulol

(1aR,4R,4aS,7R,7aS,7bS)-1,1,4,7-tetramethyl-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulen-4-ol

C15H26O (222.1983546)


Ledol is a sesquiterpenoid. Ledol is a natural product found in Waitzia acuminata, Aloysia gratissima, and other organisms with data available. Ledol is found in allspice. Ledol is a constituent of Valeriana officinalis (valerian), Piper species and others. Constituent of Eucalyptus globulus (Tasmanian blue gum). Globulol is found in allspice and pepper (spice). Ledol ((+)-Ledol) is an antifungal agent that can be isolated from the essential oil fractions of Rhododendron tomentosum. Ledol is also the expectorant and antitussive agent, which is simultaneously responsible for adverse reactions such as dizziness, nausea and vomiting[1]. Ledol ((+)-Ledol) is an antifungal agent that can be isolated from the essential oil fractions of Rhododendron tomentosum. Ledol is also the expectorant and antitussive agent, which is simultaneously responsible for adverse reactions such as dizziness, nausea and vomiting[1].

   

beta-Gurjunene

(1aR,4R,4aR,7aR,7bR)-1,1,4-trimethyl-7-methylidene-octahydro-1aH-cyclopropa[e]azulene

C15H24 (204.18779039999998)


Beta-gurjunene is a member of the class of compounds known as 5,10-cycloaromadendrane sesquiterpenoids. 5,10-cycloaromadendrane sesquiterpenoids are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton. Beta-gurjunene can be found in rosemary and winter savory, which makes beta-gurjunene a potential biomarker for the consumption of these food products.

   

Gurjunene-alpha

(1aR,4R,4aR,7bS)-1,1,4,7-tetramethyl-1H,1aH,2H,3H,4H,4aH,5H,6H,7bH-cyclopropa[e]azulene

C15H24 (204.18779039999998)


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.

   

(+)-Ledene

(1aR,7R,7aS,7bR)-1,1,4,7-tetramethyl-1H,1aH,2H,3H,5H,6H,7H,7aH,7bH-cyclopropa[e]azulene

C15H24 (204.18779039999998)


(+)-Ledene 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.

   

Spathulenol

1H-Cycloprop(e)azulen-7-ol, decahydro-1,1,7-trimethyl-4-methylene-, (1aR-(1aalpha,4aalpha,7beta,7abeta,7balpha))-

C15H24O (220.18270539999997)


Spathulenol is a tricyclic sesquiterpenoid that is 4-methylidenedecahydro-1H-cyclopropa[e]azulene carrying three methyl substituents at positions 1, 1 and 7 as well as a hydroxy substituent at position 7. It has a role as a volatile oil component, a plant metabolite, an anaesthetic and a vasodilator agent. It is a sesquiterpenoid, a carbotricyclic compound, a tertiary alcohol and an olefinic compound. Spathulenol is a natural product found in Xylopia aromatica, Xylopia emarginata, and other organisms with data available. See also: Chamomile (part of). A tricyclic sesquiterpenoid that is 4-methylidenedecahydro-1H-cyclopropa[e]azulene carrying three methyl substituents at positions 1, 1 and 7 as well as a hydroxy substituent at position 7. Spathulenol is found in alcoholic beverages. Spathulenol is a constituent of Salvia sclarea (clary sage).

   

1-Epi-alpha-gurjunene

1H-Cycloprop[e]azulene, 1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-, [1aR-(1a.alpha.,4.alpha.,4a.beta.,7b.alpha.)]-

C15H24 (204.18779039999998)


1-Epi-alpha-gurjunene is a constituent of Tolu balsam (Myroxylon balsamum var. balsamum). 1-Epi-alpha-gurjunene is a food flavouring. Constituent of Tolu balsam (Myroxylon balsamum variety balsamum). Food flavouring

   

(-)-Aromadendrene

1,1,2-trimethyl-5-methylidene-octahydro-1aH-cyclopropa[e]azulene

C15H24 (204.18779039999998)


Constituent of essential oils of Eucalyptus globulus (Tasmanian blue gum). Alloaromadendrene is found in many foods, some of which are sweet marjoram, common sage, safflower, and spearmint. Alloaromadendrene is found in allspice. Alloaromadendrene is a constituent of essential oils of Eucalyptus globulus (Tasmanian blue gum).

   

beta-Spathulene

1,1,2-trimethyl-5-methylidene-1H,1aH,1bH,4H,4aH,5H,6H,7H,7aH-cyclopropa[e]azulene

C15H22 (202.1721412)


Constituent of the the oil of Schinus molle (California peppertree). beta-Spathulene is found in herbs and spices, beverages, and fruits. beta-Spathulene is found in beverages. beta-Spathulene is a constituent of the the oil of Schinus molle (California peppertree).

   

Isospathulenol

1,1,2,5-tetramethyl-1H,1aH,1bH,2H,3H,4H,6H,7H,7aH-cyclopropa[e]azulen-2-ol

C15H24O (220.18270539999997)


Constituent of Clary sage oil (Salvia sclarea). Isospathulenol is found in tea, alcoholic beverages, and herbs and spices. Isospathulenol is found in alcoholic beverages. Isospathulenol is a constituent of Clary sage oil (Salvia sclarea)

   

Macrocarpal B

2,4,6-trihydroxy-5-(1-{5-hydroxy-1,1,2,5-tetramethyl-decahydro-1H-cyclopropa[e]azulen-2-yl}-3-methylbutyl)benzene-1,3-dicarbaldehyde

C28H40O6 (472.28247400000004)


Macrocarpal B is a constituent of Eucalyptus globulus (Tasmanian blue gum). Constituent of Eucalyptus globulus (Tasmanian blue gum)

   

Macrocarpal C

5-[(1R)-1-[(1aR,4aR,7S,7aR,7bR)-1,1,7-trimethyl-4-methylidene-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[h]azulen-7-yl]-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde

C28H38O5 (454.2719098)


Macrocarpal C is isolated from Eucalyptus globulus (Tasmanian blue gum). Isolated from Eucalyptus globulus (Tasmanian blue gum)

   

Euglobal V

5,7-dihydroxy-10,13,13,17-tetramethyl-9-(2-methylpropyl)-2-oxapentacyclo[8.7.2.0¹,¹¹.0³,⁸.0¹²,¹⁴]nonadeca-3(8),4,6-triene-4,6-dicarbaldehyde

C28H38O5 (454.2719098)


Euglobal V is a constituent of Eucalyptus globulus (Tasmanian blue gum) Constituent of Eucalyptus globulus (Tasmanian blue gum).

   

Aromadendrene epoxide

1,1,2-trimethyl-octahydro-1aH-spiro[cyclopropa[e]azulene-5,2-oxirane]

C15H24O (220.18270539999997)


Aromadendrene epoxide is found in alcoholic beverages. Aromadendrene epoxide is a constituent of hops. Constituent of hops. Aromadendrene epoxide is found in alcoholic beverages.

   

Viridiflorene

1,1,4,7-tetramethyl-1H,1aH,2H,3H,5H,6H,7H,7aH,7bH-cyclopropa[e]azulene

C15H24 (204.18779039999998)


Viridiflorene is a member of the class of compounds known as 5,10-cycloaromadendrane sesquiterpenoids. 5,10-cycloaromadendrane sesquiterpenoids are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton. Viridiflorene can be found in a number of food items such as sweet basil, sweet marjoram, common oregano, and rosemary, which makes viridiflorene a potential biomarker for the consumption of these food products.

   

Palustrol

1,1,2,5-tetramethyl-octahydro-1aH-cyclopropa[e]azulen-4a-ol

C15H26O (222.1983546)


Palustrol is a member of the class of compounds known as 5,10-cycloaromadendrane sesquiterpenoids. 5,10-cycloaromadendrane sesquiterpenoids are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton. Palustrol is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Palustrol can be found in cloves, which makes palustrol a potential biomarker for the consumption of this food product.