(-)-ALPHA-BISABOLOL

Structure

2D structure of (-)-ALPHA-BISABOLOL
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 10586

Names and identifiers

Name

(-)-ALPHA-BISABOLOL

Also reported as

(+)-ALPHA-BISABOLOL; ALPHA-BISABOLOL; BISABOLOL

IUPAC name

(S)-6-methyl-2-((S)-4-methylcyclohex-3-en-1-yl)hept-5-en-2-ol

SMILES

CC1=CCC(CC1)C(C)(CCC=C(C)C)O

General information

Molecular formula

C15H26O

Molecular weight

222.37 g/mol

Monoisotopic mass

222.1984 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 1-915 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Artemisia annua L. aerial parts -
Wright,C.W.(Ed)2002.Medicinal&Aromatic Plants-Industrial Profiles.Artemisia.344pp.Maffei,M.(Ed)2002.Vetiveria.The Genus Vetiveria.Taylor&Francis.NY,NY.191pp.Southwell,I.,Lowe,R.(Eds)1999.Tea Tree.The Genus Melaleuca.Harwood Acad.Pub.Amsterdam,Netherlands.
Matricaria chamomilla L. - -
Stuppjner, H., Huber, M., Bauer, R. (1993). Analysis of essential oil in chamomile preparations headspace gas chromatography. Pz Wiss, 6(2), 46-49
Matricaria chamomilla L. aerial parts, essential oil -
Magiatis, P., Michaelakis, A., Skaltsounis, A., Haroutounian, S.A. (2001). Volatile secondary metabolite pattern of callus cultures of Chamomilla recutita. Nat Prod Lett, 15(2), 125-130 doi:10.1080/10575630108041269
Matricaria chamomilla L. essential oil -
Ganzera, M., Schneider, P., Stuppner, H. (2006). Inhibitory effects of the essential oil of chamomile (Matricaria recutita L.) and its major constituents on human cytochrome p450 enzymes Life Sci, 78(8), 856-861 doi:10.1016/j.lfs.2005.05.095
Matricaria chamomilla L. essential oil -
Lemberkovics, E. (1979). Farnesene isomers in chamomile oil. Sci Pharm, 47, 330-332
Matricaria chamomilla L. essential oil -
Reichling, J., Becker, H., Exner, J., Draeger, P.D. (1979). Comparative studies of various commercial samples of Matricaria flowers. essential oil, flavonoids, coumarins, phenolic acids and plant protectant residues. Pharm-Ztg, 124, 1998-2005
Matricaria chamomilla L. essential oil -
Retamar, J., Malinskas, G., Santi, M. (1989). Essential oil of Matricaria recutita. 2nd communication. Essenze Deriv Agrum, 59(1), 40-43
Matricaria chamomilla L. flower -
Carle, R., Beyer, J., Cheminat, A., Krempp, E. (1992). 2h nmr determination of site-specific natural isotope fractionation in (-)-alpha-bisabolols. Phytochemistry, 31(1), 171-174 doi:10.1016/0031-9422(91)83029-k
Matricaria chamomilla L. flower -
Carle, R., Dolle, B., Reinhard, E. (1989). A new approach to the production of chamomile extract. Planta Med, 55(6), 540-543 doi:10.1055/s-2006-962089
Matricaria chamomilla L. flower -
Debska, W., Wasiewiczowa, E., Bartkowiakowa, T. (1977). Method for detection and determination of chamazulene,bisabolol, and spiroether(2-(2,4-hexadiynylidene)-1,6-dioxaspiro(4,4-)non-3-ene) in chamomile (Matricaria chamomila) flower heads. Acta Pol Pharm, 34, 681
Matricaria chamomilla L. flower -
Franz, C., Isaac, O. (1986). Composition with antiphlogistic action. Patent Ger Offen 3,446,219
Matricaria chamomilla L. flower -
Konovalova, O.A., Rybalko, K.S. (1982). Biologically active substances of wild chamomile. Rast Resur, 18(1), 116-127
Matricaria chamomilla L. flower -
Marczal, G., Verzar-petri, G., Meszaros, S., Lemberkovics, E. (1980). Occurrence of spathulenol and bisabolone oxide in hungarian camomile. Sci Pharm, 48(2), 146-156
Matricaria chamomilla L. flower -
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. flower -
Repcak, M., Halasova, J., Honcariv, R. (1984). Localization of essential oil in the Matricaria chamomilla L. inflorescence and its composition. Ukr Bot Zh, 41(1), 27-29,49
Matricaria chamomilla L. flower, essential oil -
Holzl, J., Demuth, G. (1975). Ecological factors in the formation of essential oils and various flavones in chamomile. Planta Med, 27, 37
Matricaria chamomilla L. flower, essential oil -
Karwowska, K., Ellert, M., Boorkowska, M. (1984). Extracts from plant raw materials containing chamazulene and sesquiterpene and flavonoid compounds. Patent Pol 122,936
Matricaria chamomilla L. flower, essential oil -
Massoud, H.Y., Franz, C.M. (1990). Quantitative genetical aspects of Chamomilla recutita (L.) Rauschert. ii. genotype-environment interactions and proposed breeding methods. J Essent Oil Res, 2, 299-305 doi:10.1080/10412905.1990.9697888
Matricaria chamomilla L. flower, essential oil -
Salamon, I. (1992). Production of chamomile, Chamomilla recutita (L.) rauschert, in slovakia. J Herbs Spices Med Plants, 1(1/2), 37-45 doi:10.1300/j044v01n01_05
Matricaria chamomilla L. leaf -
Marczal, G., Verzarpetri, G. (1987). Examination of chamomile teas and official chamomile preparations. Gyogyszereszet, 31(8), 297-300
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