Bisabolol

Chembox new
Name = α-(-)-Bisabolol
ImageFile = Bisabolol-Line-Structure.svg
ImageName = Bisabolol
IUPACName = (R)-6-methyl-2-((R)-4-methylcyclohex-3-enyl)hept-5-en-2-ol
Section1 = Chembox Identifiers
CASOther = (–): [23089-26-1]
(±): [515-69-5]
SMILES = C/C(C)=C/CC [C@] (O)(C) [C@@] 1( [H] )CC=C(C)CC1
Section2 = Chembox Properties
Formula = C₁₅H₂₆O
MolarMass = 222.37 g/mol
Density = 0.92 g/cm³
MeltingPt =
BoilingPt = 153 °C at 12 mmHg

Bisabolol, or more formally α-(-)-bisabolol or also known as levomenol [ [http://www.omikron-online.de/naturhaus/angebote/info/bisabolo.htm Rohstoff-Lexikon Bisabolol ] ] , 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") and "Myoporum grassifolium" [ [http://www.omikron-online.de/naturhaus/angebote/info/bisab.htm Bisabolol (in english) ] ] . 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.

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 registry number [15352-77-9] ) differs only in the position of the tertiary alcohol functional group.

References