NCBI Taxonomy: 925356

Lippia integrifolia (ncbi_taxid: 925356)

found 76 associated metabolites at species taxonomy rank level.

Ancestor: Lippia

Child Taxonomies: none taxonomy data.

alpha-Humulene

trans,trans,trans-2,6,6,9-Tetramethyl-1,4,8-cycloundecatriene

C15H24 (204.18779039999998)


alpha-Humulene, also known as alpha-caryophyllene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, alpha-humulene is considered to be an isoprenoid lipid molecule. alpha-Humulene is found in allspice. alpha-Humulene is a constituent of many essential oils including hops (Humulus lupulus) and cloves (Syzygium aromaticum). (1E,4E,8E)-alpha-humulene is the (1E,4E,8E)-isomer of alpha-humulene. Humulene is a natural product found in Nepeta nepetella, Teucrium montanum, and other organisms with data available. See also: Caryophyllene (related). α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1]. α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1].

   

beta-Caryophyllene

trans-(1R,9S)-4,11,11-Trimethyl-8-methylenebicyclo[7.2.0]undec-4-ene

C15H24 (204.18779039999998)


beta-Caryophyllene, also known as caryophyllene or (−)-β-caryophyllene, is a natural bicyclic sesquiterpene that is a constituent of many essential oils including that of Syzygium aromaticum (cloves), Cannabis sativa, rosemary, and hops. It is usually found as a mixture with isocaryophyllene (the cis double bond isomer) and α-humulene (obsolete name: α-caryophyllene), a ring-opened isomer. beta-Caryophyllene is notable for having both a cyclobutane ring and a trans-double bond in a nine-membered ring, both rarities in nature (Wikipedia). beta-Caryophyllene is a sweet and dry tasting compound that can be found in a number of food items such as allspice, fig, pot marjoram, and roman camomile, which makes beta-caryophyllene a potential biomarker for the consumption of these food products. beta-Caryophyllene can be found in feces and saliva. (-)-Caryophyllene. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=87-44-5 (retrieved 2024-08-07) (CAS RN: 87-44-5). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). β-Caryophyllene is a CB2 receptor agonist. β-Caryophyllene is a CB2 receptor agonist.

   

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).

   

(1S,5R,10S)-1,5,8,8-Tetramethylbicyclo[8.1.0]undecane-2,6-dione

(1S,5R,10S)-1,5,8,8-Tetramethylbicyclo[8.1.0]undecane-2,6-dione

C15H24O2 (236.1776204)


   

caryophyllene

(-)-beta-Caryophyllene

C15H24 (204.18779039999998)


A beta-caryophyllene in which the stereocentre adjacent to the exocyclic double bond has S configuration while the remaining stereocentre has R configuration. It is the most commonly occurring form of beta-caryophyllene, occurring in many essential oils, particularly oil of cloves. D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents β-Caryophyllene is a CB2 receptor agonist. β-Caryophyllene is a CB2 receptor agonist.

   

(-)-alpha-Himachalene

(-)-2,7(14)-himachaladiene

C15H24 (204.18779039999998)


   

Humulene

trans,trans,trans-2,6,6,9-Tetramethyl-1,4,8-cycloundecatriene

C15H24 (204.18779039999998)


α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1]. α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1].

   
   

(3ar,9ar)-2,2,8-trimethyl-4-methylidene-1h,3h,3ah,5h,6h,9h,9ah-cyclopenta[8]annulene

(3ar,9ar)-2,2,8-trimethyl-4-methylidene-1h,3h,3ah,5h,6h,9h,9ah-cyclopenta[8]annulene

C15H24 (204.18779039999998)


   

(1ar,5r,7br)-3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h-cyclopropa[e]azulene-4,7-dione

(1ar,5r,7br)-3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h-cyclopropa[e]azulene-4,7-dione

C15H20O2 (232.14632200000003)


   

1,5,5-trimethyl-2-(3-oxobutyl)bicyclo[5.1.0]octan-3-one

1,5,5-trimethyl-2-(3-oxobutyl)bicyclo[5.1.0]octan-3-one

C15H24O2 (236.1776204)


   

5-hydroxy-3,3,5,7b-tetramethyl-1h,1ah,2h,6h,7h-cyclopropa[a]naphthalen-4-one

5-hydroxy-3,3,5,7b-tetramethyl-1h,1ah,2h,6h,7h-cyclopropa[a]naphthalen-4-one

C15H22O2 (234.1619712)


   

(7ar)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

(7ar)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

C15H24O (220.18270539999997)


   

3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h,7h-cyclopropa[e]azulen-7a-ol

3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h,7h-cyclopropa[e]azulen-7a-ol

C15H24O (220.18270539999997)


   
   

(1as,3as,5r,7as,7br)-7a-hydroxy-3,3,5,7b-tetramethyl-hexahydro-1h-cyclopropa[a]naphthalen-4-one

(1as,3as,5r,7as,7br)-7a-hydroxy-3,3,5,7b-tetramethyl-hexahydro-1h-cyclopropa[a]naphthalen-4-one

C15H24O2 (236.1776204)


   

7a-hydroxy-3,3,5,7b-tetramethyl-hexahydro-1h-cyclopropa[a]naphthalen-4-one

7a-hydroxy-3,3,5,7b-tetramethyl-hexahydro-1h-cyclopropa[a]naphthalen-4-one

C15H24O2 (236.1776204)


   

3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h,7h,7ah-cyclopropa[e]azulene

3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h,7h,7ah-cyclopropa[e]azulene

C15H24 (204.18779039999998)


   

(1ar,5s,7br)-5-hydroxy-3,3,5,7b-tetramethyl-1h,1ah,2h,6h,7h-cyclopropa[a]naphthalen-4-one

(1ar,5s,7br)-5-hydroxy-3,3,5,7b-tetramethyl-1h,1ah,2h,6h,7h-cyclopropa[a]naphthalen-4-one

C15H22O2 (234.1619712)


   

3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h,7h-cyclopropa[e]azulen-4-one

3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h,7h-cyclopropa[e]azulen-4-one

C15H22O (218.1670562)


   

3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h-cyclopropa[e]azulene-4,7-dione

3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h-cyclopropa[e]azulene-4,7-dione

C15H20O2 (232.14632200000003)


   

(1as,5r,7ar,7br)-3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h,7h-cyclopropa[e]azulen-7a-ol

(1as,5r,7ar,7br)-3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h,7h-cyclopropa[e]azulen-7a-ol

C15H24O (220.18270539999997)


   

(1r,2s,7s)-1,5,5-trimethyl-2-(3-oxobutyl)bicyclo[5.1.0]octan-3-one

(1r,2s,7s)-1,5,5-trimethyl-2-(3-oxobutyl)bicyclo[5.1.0]octan-3-one

C15H24O2 (236.1776204)


   

(1ar,5r,7as,7br)-3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h,7h,7ah-cyclopropa[e]azulene

(1ar,5r,7as,7br)-3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h,7h,7ah-cyclopropa[e]azulene

C15H24 (204.18779039999998)


   

2,2,8-trimethyl-4-methylidene-1h,3h,3ah,5h,6h,9h,9ah-cyclopenta[8]annulene

2,2,8-trimethyl-4-methylidene-1h,3h,3ah,5h,6h,9h,9ah-cyclopenta[8]annulene

C15H24 (204.18779039999998)


   

(1as,4as,5r,7br)-3,3,5,7b-tetramethyl-1h,1ah,2h,4h,4ah,5h,6h-cyclopropa[e]azulene

(1as,4as,5r,7br)-3,3,5,7b-tetramethyl-1h,1ah,2h,4h,4ah,5h,6h-cyclopropa[e]azulene

C15H24 (204.18779039999998)


   

(1as,5r,7bs)-3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h,7h-cyclopropa[e]azulen-4-one

(1as,5r,7bs)-3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h,7h-cyclopropa[e]azulen-4-one

C15H22O (218.1670562)


   

3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h,7h-cyclopropa[a]naphthalen-4-one

3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h,7h-cyclopropa[a]naphthalen-4-one

C15H22O (218.1670562)


   

3,3,5,7b-tetramethyl-1h,1ah,2h,4h,4ah,5h,6h-cyclopropa[e]azulene

3,3,5,7b-tetramethyl-1h,1ah,2h,4h,4ah,5h,6h-cyclopropa[e]azulene

C15H24 (204.18779039999998)


   

(1as,4as,7s,7ar,7bs)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

(1as,4as,7s,7ar,7bs)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

C15H24O (220.18270539999997)


   

1,5,8,8-tetramethylbicyclo[8.1.0]undecane-2,6-dione

1,5,8,8-tetramethylbicyclo[8.1.0]undecane-2,6-dione

C15H24O2 (236.1776204)


   

(1r,5r,10s)-1,5,8,8-tetramethylbicyclo[8.1.0]undecane-2,6-dione

(1r,5r,10s)-1,5,8,8-tetramethylbicyclo[8.1.0]undecane-2,6-dione

C15H24O2 (236.1776204)


   

(1ar,5r,7br)-3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h,7h-cyclopropa[a]naphthalen-4-one

(1ar,5r,7br)-3,3,5,7b-tetramethyl-1h,1ah,2h,5h,6h,7h-cyclopropa[a]naphthalen-4-one

C15H22O (218.1670562)