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.

   

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.

   

2-hydroxy-1-{2,5,6-trimethyl-9-methylidenebicyclo[3.3.1]nonan-2-yl}ethanone

2-hydroxy-1-{2,5,6-trimethyl-9-methylidenebicyclo[3.3.1]nonan-2-yl}ethanone

C15H24O2 (236.1776204)


   

(5r,6s)-5,6-dimethyl-6-[(2e)-3-methylpenta-2,4-dien-1-yl]cyclohex-1-ene-1-carboxylic acid

(5r,6s)-5,6-dimethyl-6-[(2e)-3-methylpenta-2,4-dien-1-yl]cyclohex-1-ene-1-carboxylic acid

C15H22O2 (234.1619712)


   

(5r,6s)-1,5,6-trimethyl-6-[(2e)-3-methylpenta-2,4-dien-1-yl]cyclohex-1-ene

(5r,6s)-1,5,6-trimethyl-6-[(2e)-3-methylpenta-2,4-dien-1-yl]cyclohex-1-ene

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)


   

2-hydroxy-2-{2,5,6-trimethyl-9-methylidenebicyclo[3.3.1]nonan-2-yl}ethyl acetate

2-hydroxy-2-{2,5,6-trimethyl-9-methylidenebicyclo[3.3.1]nonan-2-yl}ethyl acetate

C17H28O3 (280.2038338)


   

(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)