BETA-CARYOPHYLLENE

Structure

2D structure of BETA-CARYOPHYLLENE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 5281515

Names and identifiers

Name

BETA-CARYOPHYLLENE

IUPAC name

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

SMILES

C/C/1=C\CCC(=C)[C@H]2CC([C@@H]2CC1)(C)C

General information

Molecular formula

C15H24

Molecular weight

204.36 g/mol

Monoisotopic mass

204.1878 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

Chemical classification: NPClassifier (Kim et al., 2021)

Plants with the compound

Plant Plant part Amount Reference
Achillea millefolium L. subsp. millefolium leaf 1-65 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Amorpha fruticosa L. fruit, essential oil -
Georgiev, E.V., Stoianova, A.S., Lis, A., Gora, J. (2000). Seasonal variation of the fruit essential oil of Amorpha fruticosa L. Herba Pol, 46(4), 220-225
Artemisia alba Turra aerial parts, essential oil -
Ronse, A.C., Depooter, H.L. (1990). Essential oil production by belgian Artemisia alba (Turr) before and after micropropagation. J Essent Oil Res, 2(5), 237-242 doi:10.1080/10412905.1990.9697873
Artemisia annua L. - 15-2240 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Bellis perennis L. flower, essential oil -
Avato, P., Tava, A. (1995). Acetylenes and terpenoids of Bellis perennis. Phytochemistry, 40(1), 141-147 doi:10.1016/0031-9422(95)00183-8
Bellis perennis L. leaf, essential oil -
Avato, P., Tava, A. (1995). Acetylenes and terpenoids of Bellis perennis. Phytochemistry, 40(1), 141-147 doi:10.1016/0031-9422(95)00183-8
Cyperus difformis L. essential oil -
Iwamura, J. (1979). The constituents of essential oils from Cyperus polystachyos Rottb., Cyperus globosus Allioni and Cyperus difformis L. Nippon Nogei Kagaku Kaishi, 53, 343-347
Cyperus glomeratus L. flower, essential oil -
Chemical Composition of the Essential Oil of Cyperus glomeratus L. (Cyperaceae) from Serbia doi:10.1080/10412905.2010.9700404
Daucus carota L. aerial parts 24 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Daucus carota L. seed 55-170 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Erigeron annuus (L.) Desf. flower, essential oil -
Miyazawa, M., Kameoka, H. (1979). The constituents of the essential oil from Erigeron annuus. Agr Biol Chem, 43, 2199-2201 doi:10.1271/bbb1961.43.2199
Erigeron annuus (L.) Desf. leaf, essential oil -
Miyazawa, M., Kameoka, H. (1979). The constituents of the essential oil from Erigeron annuus. Agr Biol Chem, 43, 2199-2201 doi:10.1271/bbb1961.43.2199
Erigeron annuus (L.) Desf. stem, essential oil -
Miyazawa, M., Kameoka, H. (1979). The constituents of the essential oil from Erigeron annuus. Agr Biol Chem, 43, 2199-2201 doi:10.1271/bbb1961.43.2199
Eupatorium cannabinum L. subsp. cannabinum aerial parts, essential oil -
Hendriks, H., Bos, R., Bruins, A.P. (1985). Analysis of the essential oil of Eupatorium cannabinum by combined gas chromatography-mass spectrometry using electron impact and negative ion chemical ionization. Planta Med, 51(6), 541-542 doi:10.1055/s-2007-969599
Galatella linosyris (L.) Rchb.f. subsp. linosyris flower, essential oil -
Composition and antimicrobial activity of the essential oil from Galatella linosyris (L.) Rchb. f. (Asteraceae) doi:10.2298/jsc110915213g
Geranium purpureum Vill. flower, essential oil -
(1)In vitro anti-urease, antioxidant activities and phytochemical composition of Geranium purpureum - (2)Antimicrobial Activity and Analyses of Six Geranium L. Species with Headspace SPME and Hydrodistillation
Humulus lupulus L. essential oil -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Humulus lupulus L. fruit 520 ppm
CRC Handbook of Medicinal Herbs and/or CRC Handbook of Proximate Analyses
Lonicera japonica Thunb. flower 0 ppm
Schlotzhauer, W.S., S.D. Pair, and R.J. Horvat. 1996. Volatile constituents from the flowers of Japanese Honeysuckle. J. Agric. Food Chem. 44:206-209.
Matricaria chamomilla L. essential oil -
Pino, J.A., Marbo, R., Agiiero, J., Fuentes, V. (2000). Essential oil of chamomile Chamomilla recutita (L.) Rausch. from Cuba. J Essent Oil Bear Plant, 3(1), 1-3
Matricaria chamomilla L. flower, essential oil -
Reverchon, E., Senatore, F. (1994). Supercritical carbon dioxide extraction of chamomile essential oil and its analysis by gas chromatography-mass spectrometry. J Agr Food Chem, 42(1), 154-158 doi:10.1021/jf00037a027
Matricaria chamomilla L. root -
Reichling, J., Bisson, W., Becker, H. (1984). Comparative study on the production and accumulation of essential oil in the whole plant and in the callus culture of Matricaria chamomilla. Planta Med, 50(4), 334-337
Matricaria chamomilla L. root, essential oil -
Reichling, J., Bisson, W., Becker, H., Schilling, G. (1983). Composition and accumulation of essential oil in Matricariae radix (2. communication). Z Naturforsch Ser C, 38(4), 159-164
Mentha spicata L. essential oil -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Mentha spicata L. leaf -
Duke, J. A. Writeups or information summaries on approximately 2,000 economic plants, USDA, ARS, Beltsville, MD 20705.
Mentha suaveolens Ehrh. subsp. suaveolens leaf 600 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Nepeta cataria L. - 1800 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Pinus nigra J.F.Arnold subsp. nigra essential oil -
Chalchat, J.C., Gornovic, M.S. (1995). Chemotaxonomy of pines native to the Balkans. Pharmazie, 50(4), 281-283
Sambucus nigra L. flower, essential oil -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Senecio ovatus (G.Gaertn., B.Mey. & Scherb.) Willd. subsp. alpestris (Gaudin) Herborg essential oil -
Vandooren, B., Bos, R., Tattje, D.H.E. (1981). Composition of essential oils of some species. Planta Med, 42, 385-389 doi:10.1055/s-2007-971660
Senecio vulgaris L. subsp. vulgaris essential oil -
Vandooren, B., Bos, R., Tattje, D.H.E. (1981). Composition of essential oils of some species. Planta Med, 42, 385-389 doi:10.1055/s-2007-971660
Teucrium chamaedrys L. subsp. chamaedrys - 420 ppm
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Torilis arvensis (Huds.) Link subsp. arvensis aerial parts, essential oil -
Saad, H.E.A., El-sharkawy, S.H., Halim, A.F. (1995). Composition of the essential oils of the leaves and stems of Torilis arvensis. Pharm Acta Helv, 70(1), 85-87 doi:10.1016/0031-6865(94)00053-x
Trifolium pratense L. subsp. pratense flower 5 ppm
Buchnauer,G.,Jirovetz,L.,Nikiforov,A.1996.Comparative Investigation of Essential Clover Flower Oils from Austria Using Gas Chromatography-Flame Ionization Detection,Gas Chromatography-Mass Spectometry,and Gas Chrom.-Olfactometry.J.Agrc.Food Chem.44:1827-8