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Chamazulene

1,4-Dimethyl-7-ethylbicyclo[0.3.5]deca-1,3,5,7,9-pentaene

Dimethulene · 1,4-Dimethyl-7-ethylazulene

Bicyclic sesquiterpenoid polyalkene · C₁₄H₁₆

Chemical structure of Chamazulene
2D structure PubChem / NCI CIR

Chemical info

CAS number CAS
529-05-5
Molecular formula
C₁₄H₁₆
Molecular weight
184.28 g/mol
Aroma
A deep blue compound; soft aroma, faintly sweet-herbaceous.

Safety

Low concern · Strong antioxidant

Chamazulene is the deep blue chromophore of German chamomile and yarrow. The compound is not present in the plant itself but forms during distillation from matricin as a precursor.

Antioxidant activity. Chamazulene is a strong antioxidant. IC50 for lipid peroxidation inhibition is 18 μM (3.31 μg/mL) after 45 minutes. It inhibits deoxyribose degradation and non-enzymatic lipid peroxidation with very low IC50 values.

Direct toxicity data are very limited.


Usage guidelines

Concern level
Undetermined due to sparse data
Origin
Formed from matricin during distillation
Oils with high content
Blue tansy 17–38 percent · Blue chamomile 3.4–23.4 percent

Found in essential oils

Principal sources
Tansy (blue)17.0 – 38.3 %
Chamomile (German)3.4 – 23.4 %
Mugwort (great)22.4 %
Yarrow (chamazulene CT)19.7 %
Cypress (blue)5.6 %
Chamomile (Roman)0 – 4.4 %
Pine (Scots)0 – 1.7 %

Notes

Chamazulene gives the unique deep blue color to blue chamomile and blue tansy. The compound is sensitive to light and heat; oils lose color on prolonged exposure.

The anti-inflammatory skin activity of German chamomile is largely attributed to chamazulene and α-bisabolol.