MATRICIN

Structure

2D structure of MATRICIN
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 92265

Names and identifiers

Name

MATRICIN

Also reported as

PROAZULENE

IUPAC name

(3S,3aR,4S,9R,9aS,9bS)-9-hydroxy-3,6,9-trimethyl-2-oxo-2,3,3a,4,5,9,9a,9b-octahydroazuleno[4,5-b]furan-4-yl acetate

SMILES

C[C@H]1[C@@H]2[C@H](CC(=C3C=C[C@@]([C@@H]3[C@H]2OC1=O)(C)O)C)OC(=O)C

General information

Molecular formula

C17H22O5

Molecular weight

306.36 g/mol

Monoisotopic mass

306.1467 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 - -
Bisset, N.G., ed. 1994. Herbal Drugs and Phytopharmaceuticals. CRC Press. Boca Raton, FL. 566 pp.
Achillea millefolium L. subsp. millefolium - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Matricaria chamomilla L. - -
Cekan, Z., Prochazka, V., Herout, V., Sorm, F. (1959). On terpenes. ci. isolation and constitution of matricarin, another guaianolide from camomile (Matricaria chamomilla). Collect Czech Chem Commun, 24(5), 1554-1557 doi:10.1135/cccc19591554
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 -
Flaskamp, E., Zimmermann, G., Nonnenmacher, G., Isaac, O. (1982). Studies on the characterization of the chamazulene precursor matricine from Matricaria chamomilla L. Z Naturforsch Ser B, 37, 508-511
Matricaria chamomilla L. flower -
Shibuta, Y. (1984). Supercritical fluid extraction and examination of its applicability to crude materials for medicines from plant sources. Abstr 5Th Symposium On Development And Application Of Naturally Occurring Drug Materials, 29-34
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. leaf -
Marczal, G., Verzarpetri, G. (1987). Examination of chamomile teas and official chamomile preparations. Gyogyszereszet, 31(8), 297-300