Chamazulene
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]
Names | |
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IUPAC name
7-Ethyl-1,4-dimethylazulene | |
Other names
1,4-Dimethyl-7-ethylazulene; Ba 2784; Camazulene; Chamazulen; Dimethulen; Dimethulene | |
Identifiers | |
3D model (JSmol) |
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ChemSpider | |
ECHA InfoCard | 100.007.682 |
PubChem CID |
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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). | |
Infobox references | |
Chamazulene has anti-inflammatory properties in vivo and inhibits the CYP1A2 enzyme.[2]
References
- The Merck Index, 11th Edition, 2031
- Safayhi, H; Sabieraj, J; Sailer, ER; Ammon, HP (1994). "Chamazulene: An antioxidant-type inhibitor of leukotriene B4 formation". Planta Medica. 60 (5): 410–3. doi:10.1055/s-2006-959520. PMID 7997466.
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