Bisabolol
From Wikipedia, the free encyclopedia
| α-(-)-Bisabolol | |
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| 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 |
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Bisabolol, or more formally α-(-)-bisabolol or also known as levomenol [1], 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[2]. 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.
