Classification Term: 170764

Longifolane sesquiterpenoids (ontology term: ce7fb6aec1e30ccc680732d61da3100f)

found 33 associated metabolites at sub_class metabolite taxonomy ontology rank level.

Ancestor: Sesquiterpenoids

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

Longifolene

3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.0²,⁹]undecane

C15H24 (204.18779039999998)


Longifolene is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Longifolene is a sweet, fir needle, and medical tasting compound found in corn, mandarin orange (clementine, tangerine), rosemary, and star anise, which makes longifolene a potential biomarker for the consumption of these food products. Longifolene is the common (or trivial) chemical name of a naturally occurring, oily Liquid hydrocarbon found primarily in the high-boiling fraction of certain pine resins. The name is derived from that of a pine species from which the compound was isolated, Pinus longifolia (obsolete name for Pinus roxburghii Sarg.) Chemically, longifolene is a tricyclic sesquiterpene. This molecule is chiral, and the enantiomer commonly found in pines and other higher plants exhibits a positive optical rotation of +42.73¬∞. The other enantiomer (optical rotation ‚àí42.73¬∞) is found in small amounts in certain fungi and liverworts . Longifolene is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Longifolene is a sweet, fir needle, and medical tasting compound found in corn, mandarin orange (clementine, tangerine), rosemary, and star anise, which makes longifolene a potential biomarker for the consumption of these food products. Longifolene is the common (or trivial) chemical name of a naturally occurring, oily liquid hydrocarbon found primarily in the high-boiling fraction of certain pine resins. The name is derived from that of a pine species from which the compound was isolated, Pinus longifolia (obsolete name for Pinus roxburghii Sarg.) Chemically, longifolene is a tricyclic sesquiterpene. This molecule is chiral, and the enantiomer commonly found in pines and other higher plants exhibits a positive optical rotation of +42.73°. The other enantiomer (optical rotation −42.73°) is found in small amounts in certain fungi and liverworts . (+)-Longifolene is a sesquiterpenoid and a metabolite in rabbits. (+)-Longifolen is converted to primary, secondary or tertiary alcohols in rabbits, among which the primary alcohol is predominant[1]. (+)-Longifolene is a sesquiterpenoid and a metabolite in rabbits. (+)-Longifolen is converted to primary, secondary or tertiary alcohols in rabbits, among which the primary alcohol is predominant[1]. (+)-Longifolene is a sesquiterpenoid and a metabolite in rabbits. (+)-Longifolen is converted to primary, secondary or tertiary alcohols in rabbits, among which the primary alcohol is predominant[1].

   

(+)-Longifolene

(+)-Longifolene

C15H24 (204.18779039999998)


(+)-Longifolene is a sesquiterpenoid and a metabolite in rabbits. (+)-Longifolen is converted to primary, secondary or tertiary alcohols in rabbits, among which the primary alcohol is predominant[1]. (+)-Longifolene is a sesquiterpenoid and a metabolite in rabbits. (+)-Longifolen is converted to primary, secondary or tertiary alcohols in rabbits, among which the primary alcohol is predominant[1]. (+)-Longifolene is a sesquiterpenoid and a metabolite in rabbits. (+)-Longifolen is converted to primary, secondary or tertiary alcohols in rabbits, among which the primary alcohol is predominant[1].

   

(-)-longifolene

(1R,3aS,4R,8aR)-4,8,8-trimethyl-9-methylidenedecahydro-1,4-methanoazulene

C15H24 (204.18779039999998)


   

(+)-Longifolene

(+)-Longifolene

C15H24 (204.18779039999998)


(+)-Longifolene is a sesquiterpenoid and a metabolite in rabbits. (+)-Longifolen is converted to primary, secondary or tertiary alcohols in rabbits, among which the primary alcohol is predominant[1]. (+)-Longifolene is a sesquiterpenoid and a metabolite in rabbits. (+)-Longifolen is converted to primary, secondary or tertiary alcohols in rabbits, among which the primary alcohol is predominant[1]. (+)-Longifolene is a sesquiterpenoid and a metabolite in rabbits. (+)-Longifolen is converted to primary, secondary or tertiary alcohols in rabbits, among which the primary alcohol is predominant[1].

   

(1s,2r,5s,7s)-2,6,6-trimethyl-8-methylidenetricyclo[5.2.2.0¹,⁵]undecan-3-one

(1s,2r,5s,7s)-2,6,6-trimethyl-8-methylidenetricyclo[5.2.2.0¹,⁵]undecan-3-one

C15H22O (218.1670562)


   

2-{8-[(acetyloxy)methyl]-1,5,5-trimethylbicyclo[4.2.1]non-7-en-9-yl}ethyl acetate

2-{8-[(acetyloxy)methyl]-1,5,5-trimethylbicyclo[4.2.1]non-7-en-9-yl}ethyl acetate

C19H30O4 (322.214398)


   

2,2,6-trimethyl-10-methylidenetricyclo[4.3.1.1¹,⁷]undecane

2,2,6-trimethyl-10-methylidenetricyclo[4.3.1.1¹,⁷]undecane

C15H24 (204.18779039999998)


   

1,2,7,7-tetramethyltricyclo[6.2.1.0²,⁶]undec-5-ene

1,2,7,7-tetramethyltricyclo[6.2.1.0²,⁶]undec-5-ene

C15H24 (204.18779039999998)


   

2-[(1r,6r,9s)-8-(hydroxymethyl)-1,5,5-trimethylbicyclo[4.2.1]non-7-en-9-yl]ethanol

2-[(1r,6r,9s)-8-(hydroxymethyl)-1,5,5-trimethylbicyclo[4.2.1]non-7-en-9-yl]ethanol

C15H26O2 (238.1932696)


   

(7r)-3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.0²,⁹]undecane

(7r)-3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.0²,⁹]undecane

C15H24 (204.18779039999998)


   

[9-(2-hydroxyethyl)-2,2,6-trimethylbicyclo[4.2.1]non-7-en-7-yl]methyl acetate

[9-(2-hydroxyethyl)-2,2,6-trimethylbicyclo[4.2.1]non-7-en-7-yl]methyl acetate

C17H28O3 (280.2038338)


   

(1s,2r,7r,8s,9r,10r)-4,4,7,8-tetramethyl-11-oxotricyclo[5.4.0.0²,⁹]undecan-10-yl (2s,3s,4s,5r,6s)-6-(3,5-dihydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylate

(1s,2r,7r,8s,9r,10r)-4,4,7,8-tetramethyl-11-oxotricyclo[5.4.0.0²,⁹]undecan-10-yl (2s,3s,4s,5r,6s)-6-(3,5-dihydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylate

C27H36O10 (520.2308356)


   

2,6,6-trimethyl-8-methylidenetricyclo[5.2.2.0¹,⁵]undecan-3-one

2,6,6-trimethyl-8-methylidenetricyclo[5.2.2.0¹,⁵]undecan-3-one

C15H22O (218.1670562)


   

3,3,7,8-tetramethyltricyclo[5.4.0.0²,⁹]undecan-4-one

3,3,7,8-tetramethyltricyclo[5.4.0.0²,⁹]undecan-4-one

C15H24O (220.18270539999997)


   

[(1r,6r,9s)-9-(2-hydroxyethyl)-2,2,6-trimethylbicyclo[4.2.1]non-7-en-7-yl]methyl acetate

[(1r,6r,9s)-9-(2-hydroxyethyl)-2,2,6-trimethylbicyclo[4.2.1]non-7-en-7-yl]methyl acetate

C17H28O3 (280.2038338)


   

(1r,8s)-2,2,7,7-tetramethyltricyclo[6.2.1.0¹,⁶]undec-5-ene

(1r,8s)-2,2,7,7-tetramethyltricyclo[6.2.1.0¹,⁶]undec-5-ene

C15H24 (204.18779039999998)


   

(1s,8r)-2,2,7,7-tetramethyltricyclo[6.2.1.0¹,⁶]undeca-3,5-diene

(1s,8r)-2,2,7,7-tetramethyltricyclo[6.2.1.0¹,⁶]undeca-3,5-diene

C15H22 (202.1721412)


   

5,5,11,11-tetramethyltricyclo[6.2.1.0¹,⁶]undec-6-ene

5,5,11,11-tetramethyltricyclo[6.2.1.0¹,⁶]undec-6-ene

C15H24 (204.18779039999998)


   

(1r,2r,7s,9s)-3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.0²,⁹]undecane

(1r,2r,7s,9s)-3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.0²,⁹]undecane

C15H24 (204.18779039999998)


   

(2s,7s)-3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.0²,⁹]undecane

(2s,7s)-3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.0²,⁹]undecane

C15H24 (204.18779039999998)


   

2-[8-(hydroxymethyl)-1,5,5-trimethylbicyclo[4.2.1]non-7-en-9-yl]ethanol

2-[8-(hydroxymethyl)-1,5,5-trimethylbicyclo[4.2.1]non-7-en-9-yl]ethanol

C15H26O2 (238.1932696)


   

(1s,6s,7r)-2,2,6-trimethyl-10-methylidenetricyclo[4.3.1.1¹,⁷]undecane

(1s,6s,7r)-2,2,6-trimethyl-10-methylidenetricyclo[4.3.1.1¹,⁷]undecane

C15H24 (204.18779039999998)


   

(1s,2s,7r,9r)-3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.0²,⁹]undecane

(1s,2s,7r,9r)-3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.0²,⁹]undecane

C15H24 (204.18779039999998)


   

(1s)-1-[(1r,2s,5s,6r)-2,5,6-trimethyl-9-methylidenebicyclo[3.3.1]nonan-2-yl]ethane-1,2-diol

(1s)-1-[(1r,2s,5s,6r)-2,5,6-trimethyl-9-methylidenebicyclo[3.3.1]nonan-2-yl]ethane-1,2-diol

C15H26O2 (238.1932696)


   

(1s,7s)-3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.0²,⁹]undecane

(1s,7s)-3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.0²,⁹]undecane

C15H24 (204.18779039999998)


   

(1s,2s,8r)-1,2,7,7-tetramethyltricyclo[6.2.1.0²,⁶]undec-5-ene

(1s,2s,8r)-1,2,7,7-tetramethyltricyclo[6.2.1.0²,⁶]undec-5-ene

C15H24 (204.18779039999998)


   

2,2,7,7-tetramethyltricyclo[6.2.1.0¹,⁶]undec-5-ene

2,2,7,7-tetramethyltricyclo[6.2.1.0¹,⁶]undec-5-ene

C15H24 (204.18779039999998)


   

2-[(9s)-8-(hydroxymethyl)-1,5,5-trimethylbicyclo[4.2.1]non-7-en-9-yl]ethanol

2-[(9s)-8-(hydroxymethyl)-1,5,5-trimethylbicyclo[4.2.1]non-7-en-9-yl]ethanol

C15H26O2 (238.1932696)


   

(1r)-1-[(1r,2s,5s,6r)-2,5,6-trimethyl-9-methylidenebicyclo[3.3.1]nonan-2-yl]ethane-1,2-diol

(1r)-1-[(1r,2s,5s,6r)-2,5,6-trimethyl-9-methylidenebicyclo[3.3.1]nonan-2-yl]ethane-1,2-diol

C15H26O2 (238.1932696)


   

2,6,6,9-tetramethyltricyclo[5.4.0.0²,⁹]undec-3-ene

2,6,6,9-tetramethyltricyclo[5.4.0.0²,⁹]undec-3-ene

C15H24 (204.18779039999998)


   

3,3,7-trimethyltricyclo[5.4.0.0²,⁹]undecane-8-carbaldehyde

3,3,7-trimethyltricyclo[5.4.0.0²,⁹]undecane-8-carbaldehyde

C15H24O (220.18270539999997)


   

2-[(1r,6r,9s)-8-[(acetyloxy)methyl]-1,5,5-trimethylbicyclo[4.2.1]non-7-en-9-yl]ethyl acetate

2-[(1r,6r,9s)-8-[(acetyloxy)methyl]-1,5,5-trimethylbicyclo[4.2.1]non-7-en-9-yl]ethyl acetate

C19H30O4 (322.214398)


   

4,4,7,8-tetramethyl-11-oxotricyclo[5.4.0.0²,⁹]undecan-10-yl 6-(3,5-dihydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylate

4,4,7,8-tetramethyl-11-oxotricyclo[5.4.0.0²,⁹]undecan-10-yl 6-(3,5-dihydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylate

C27H36O10 (520.2308356)