CHAMAZULENE

Structure

2D structure of CHAMAZULENE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 10719

Names and identifiers

Name

CHAMAZULENE

IUPAC name

7-ethyl-1,4-dimethylazulene

SMILES

CCC1=CC2=C(C=CC2=C(C=C1)C)C

General information

Molecular formula

C14H16

Molecular weight

184.28 g/mol

Monoisotopic mass

184.1252 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 - 4845 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Matricaria chamomilla L. - -
Holzl, J., Franz, C., Fritz, D., Vomel, A. (1975). Biosynthesis of the essential oil by Matricaria chamomilla. 1. 14c-labelling of the substances of the essential oil. Z Naturforsch Ser C, 30, 853
Matricaria chamomilla L. - -
Peneva, P. (1986). Relation between chamazulene and the morphology of medicinal chamomile (Matricaria recutia L.). Rastenievud Nauki, 22(4), 31-41
Matricaria chamomilla L. essential oil -
Achterrath-tuckermann, U., Kunde, R., Flaskamp, E., Isaac, O., Thiemer, K. (1980). Pharmacological investigation with compounds of chamomile. V. investigations on the spasmolytic effect of compounds of chamomile and kamillosan on the isolated guinea pig Ileum. Planta Med, 39, 38-50
Matricaria chamomilla L. essential oil -
Lemberkovics, E., Verzar-petri, G. (1985). Gas chromatographic characterization of frequently occurring sesquiterpenes in essential oils. J Chromatogr, 318(1), 125-131 doi:10.1016/s0021-9673(01)90672-7
Matricaria chamomilla L. essential oil -
Massoud, H., Franz, C. (1990). Quantitative genetical aspects of Chamomilla recutita (L.) Rauschert. J Essent Oil Res, 2(1), 15-20 doi:10.1080/10412905.1990.9697810
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. flower -
Adam, K.P., Thiel, R., Zapp, J. (1999). Incorporation of 1-[1-13-c]deoxy-d-xylulose in chamomile sesquiterpenes. Arch Biochem Biophys, 369(1), 127-132 doi:10.1006/abbi.1999.1346
Matricaria chamomilla L. flower -
Franz, C., Isaac, O. (1986). Composition with antiphlogistic action. Patent Ger Offen 3,446,219
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 -
Tanker, M., Tanker, N., Sayron, E. (1977). Research on the turkish Matricaria species. I. comparison between natural and cultivated samples. Doga, 1(2), 25-29
Matricaria chamomilla L. flower, essential oil -
Depasquale, A., Silvestri, R. (1975). Content of the active principles in various parts of Matricaria chamomilla. Atti Conv Naz Olii Essenz Sui Deriv Agrum, 6-7, 130
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 -
Matos, F.J.A., Machado, M.I.L., Alencar, J.W., Craveiro, A.A. (1993). Constituents of brazilian chamomile oil. J Essent Oil Res, 5(3), 337-339 doi:10.1080/10412905.1993.9698234