Chamazulene
![]() | This article's factual accuracy is disputed. (August 2021) |
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Names | |
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Preferred IUPAC name 7-Ethyl-1,4-dimethylazulene | |
Other names 1,4-Dimethyl-7-ethylazulene; Ba 2784; Camazulene; Chamazulen; Dimethulen; Dimethulene | |
Identifiers | |
3D model (JSmol) | |
ChemSpider | |
ECHA InfoCard | 100.007.682 |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C14H16 | |
Molar mass | 184.282 g·mol−1 |
Appearance | Blue oil[1] |
Density | 0.9883 (at 20 °C)[1] |
Boiling point | 161 °C (322 °F; 434 K) (at 12 mmHg)[1] |
Hazards | |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) | 3 g/kg (i.m., mouse)[1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Chamazulene is an aromatic chemical compound with the molecular formula C14H16 found in a variety of plants including in chamomile (Matricaria chamomilla), wormwood (Artemisia absinthium), and yarrow (Achillea millefolium).[1] It is a blue-violet derivative of azulene which is biosynthesized from the sesquiterpene matricin.[2]
Biosynthesis of chamazulene (3) from matricin (1) via a carboxylic acid of chamazulene (2).
Chamazulene has anti-inflammatory properties in vivo and inhibits the CYP1A2 enzyme.[2]
References
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