Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Caryophyllene (/ˌkærioʊˈfɪliːn/), more formally (−)-β-caryophyllene (BCP), is a natural bicyclic sesquiterpene that is a constituent of many essential oils, especially clove oil, the oil from the stems and flowers of Syzygium aromaticum (cloves),[3] the essential oil of Cannabis sativa, copaiba, rosemary,[4] and hops.[5] 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. Caryophyllene is notable for having a cyclobutane ring, as well as a trans-double bond in a 9-membered ring, both rarities in nature.
Caryophyllene is one of the chemical compounds that contributes to the aroma of black pepper.[6]
^SciFinder Record, CAS Registry Number 87-44-5
^Baker, R. R. (2004). "The pyrolysis of tobacco ingredients". Journal of Analytical and Applied Pyrolysis. 71 (1): 223–311. doi:10.1016/s0165-2370(03)00090-1.
^Ghelardini, C.; Galeotti, N.; Di Cesare Mannelli, L.; Mazzanti, G.; Bartolini, A. (2001). "Local anaesthetic activity of beta-caryophyllene". Farmaco. 56 (5–7): 387–389. doi:10.1016/S0014-827X(01)01092-8. hdl:2158/397975. PMID 11482764.
^Cite error: The named reference pmid18670820 was invoked but never defined (see the help page).
^Tinseth, G. (January–February 1993). "Hop Aroma and Flavor". Brewing Techniques. Retrieved July 21, 2010.
^Jirovetz, L.; Buchbauer, G.; Ngassoum, M. B.; Geissler, M. (November 2002). "Aroma compound analysis of Piper nigrum and Piper guineense essential oils from Cameroon using solid-phase microextraction–gas chromatography, solid-phase microextraction–gas chromatography–mass spectrometry and olfactometry". Journal of Chromatography A. 976 (1–2): 265–275. doi:10.1016/S0021-9673(02)00376-X. PMID 12462618.
Caryophyllene (/ˌkærioʊˈfɪliːn/), more formally (−)-β-caryophyllene (BCP), is a natural bicyclic sesquiterpene that is a constituent of many essential...
Humulene, also known as α-humulene or α-caryophyllene, is a naturally occurring monocyclic sesquiterpene (C15H24), containing an 11-membered ring and...
to the flavour are carvacrol, thymol, limonene, pinene, ocimene, and caryophyllene. Oregano is the staple herb of Italian cuisine, most frequently used...
and smaller amounts of the tricyclic sesquiterpenes, longifolene, caryophyllene, and delta-cadinene. Some resins also contain a high proportion of resin...
flower-buds of S. aromaticum. It consists of 60–90% eugenol, eugenol acetate, caryophyllene and other minor constituents. Leaf oil is derived from the leaves of...
Trans-β-ocimene α-Terpinolene Trans-caryophyllene α-Humulene, contributes to the characteristic aroma of Cannabis sativa Caryophyllene, with which some hashish detection...
gives them their piquant taste. They contain large amounts of beta-caryophyllene, which is being investigated as an anti-inflammatory agent. It also...
leaf's aroma is more reminiscent of pine and lemon. Beta-caryophyllene Linalool Caryophyllene oxide[citation needed] Eugenol The bark is sometimes used...
contain thymol, carvacrol, limonene, paracymene, gamma-terpinene and beta-caryophyllene. Creeping and mounding variants of T. serpyllum are used as border plants...
of linalyl acetate (30–55%), linalool (20–35%), tannins (5–10%), and caryophyllene (8%), with lesser amounts of sesquiterpenoids, perillyl alcohols, esters...
(3–40%), neral (3–35%), geranial (4–85%) (both isomers of citral), (E)-caryophyllene (0–14%), and citronellal (1–44%). It is also one of the ingredients...
essential oils are terpene hydrocarbons consisting of myrcene, humulene and caryophyllene. Myrcene is responsible for the pungent smell of fresh hops. Humulene...
contain diverse phytochemicals, including tannins, flavonoids, eugenol, caryophyllenes, carvacrol, linalool, camphor, and cinnamyl acetate, among others. One...
chemicals such as carvacrol, estragole (methyl chavicol), caryophyllene, and E-caryophyllene, which are composed of 45% dry basis of fixed oil and 24%...
amounts of many additional compounds, including limonene, pulegone, caryophyllene, and pinene. Peppermint contains terpenoids and flavonoids such as eriocitrin...
rich (0.38% total) in sesquiterpenes such as α-bergamotene (0.021%), caryophyllene (0.18%), α-humulene (0.07%) and α-muurolene (0.06%), and these contribute...
main constituents of the oil are sabinene, linalool, terpinen-4-ol, β-caryophyllene, α-guaiene and globulol constituting 61.8% of the oil.[citation needed]...
including α-pinene, β-pinene, camphene, myrcene, β-phellandrene, limonene, caryophyllene, borneol, carvone and others. Both the seeds and roots contain coumarins...
dodecanol (44%) and decanol (11%). Sesquiterpenes such as α-humulene and β-caryophyllene comprise about 15% of its oil. C-Methylated homoisoflavanones (3-(4'-methoxy-benzyl)-5...
from leaves of Eleutherococcus senticosus include α-bisabolol (26%), β-caryophyllene (7%), germacrene D (7%), β-bisabolene (5%), and α-humulene (4%). Extracts...
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