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Bisabolol



α-(-)-Bisabolol
IUPAC name (R)-6-methyl-2-((R)-4-methylcyclohex-3-enyl)hept-5-en-2-ol
Identifiers
CAS number (–): [23089-26-1]
(±): [515-69-5]
SMILES C/C(C)=C/CC[C@](O)(C)[C@@]1([H])CC=C(C)CC1
Properties
Molecular formula C15H26O
Molar mass 222.37 g/mol
Density 0.92 g/cm3
Boiling point

153 °C at 12 mmHg

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Bisabolol, or more formally α-(-)-bisabolol or also known as levomenol, is a natural monocyclic sesquiterpene alcohol. It is a colorless viscous oil that is the primary constituent of the essential oil from German chamomile (Matricaria recutita). It is almost insoluble in water and glycerin, but well soluble in ethanol. The enantiomer, α-(+)-bisabolol, is also found naturally but is rare. Synthetic bisabolol is usually a racemic mixture of the two, α-(±)-bisabolol.

Additional recommended knowledge

Bisabolol has a weak sweet floral aroma and is used in various fragrances. It has also been used for hundreds of years in cosmetics because of its perceived skin healing properties. Bisabolol is known to have anti-irritant, anti-inflammatory and anti-microbial properties.

A structurally related compound known as β-bisabolol (CAS# [15352-77-9]) differs only in the position of the tertiary alcohol functional group.

 

References

     
    This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Bisabolol". A list of authors is available in Wikipedia.
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