alpha-Bisabolol
Compound Structure: |
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Synonyms: | alpha-Bisabolol;Bisabolol;(+)-alpha-Bisabolol;515-69-5;23178-88-3;D-alpha-Bisabolol;(2R)-6-methyl-2-[(1R)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-ol;(+)-(1'R,2R)-alpha-Bisabolol;Dragosantol;Camilol;Hydagen B | ||||||||||||||||||||||||||||||||||||||||||
Compound ID: | NMPC-575 | ||||||||||||||||||||||||||||||||||||||||||
PubChem ID: | |||||||||||||||||||||||||||||||||||||||||||
Molecular Formula: | C15H26O | ||||||||||||||||||||||||||||||||||||||||||
Canonical SMILES: | CC1=CCC(CC1)C(C)(CCC=C(C)C)O | ||||||||||||||||||||||||||||||||||||||||||
InChIKey: | RGZSQWQPBWRIAQ-LSDHHAIUSA-N | ||||||||||||||||||||||||||||||||||||||||||
About the compound: | Bisabolol, also known as α-(−)-bisabolol or levomenol, is a natural monocyclic sesquiterpene alcohol. It is commonly found in various organisms, including Eupatorium altissimum, Psidium guajava, German chamomile (Matricaria recutita), and Myoporum crassifolium. Bisabolol is known for its unique properties and uses in cosmetics and skincare. Chemical Structure: Bisabolol is a colorless viscous oil and belongs to the sesquiterpene class of compounds. It can exist in several enantiomeric forms, with α-(−)-bisabolol being the most common. It is poorly soluble in water and glycerine but soluble in ethanol. Natural Sources: The primary natural source of bisabolol is German chamomile, where it is the major constituent of the essential oil. It is also present in some medicinal cannabis cultivars and other plant species. Aroma: Bisabolol contributes to the distinctive aroma of chamomile flowers. Its scent is often described as having a weak sweet floral aroma, with notes of apples, sugar, and honey. Cosmetic and Skincare Uses: Bisabolol has been used in cosmetics for centuries due to its skin-healing properties. It is known for its ability to reduce wrinkles, improve skin toughness, and repair sun-damaged skin. It is also used in topical treatments for acne when compounded with tretinoin. Bisabolol is valued for its anti-irritant, anti-inflammatory, and antimicrobial properties. Penetration Enhancer: Bisabolol is used as a penetration enhancer in topical formulations. It helps increase the absorption of certain molecules beneath the skin, making it a valuable ingredient in skincare products. Structural Variant: There is a structurally related compound called β-bisabolol, which differs only in the position of the tertiary alcohol functional group. GHS Hazard Statements • H317 (83.58%): May cause an allergic skin reaction [Warning Sensitization, Skin] • H411 (98.91%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard] |
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Properties: |
Chemical and Physical Properties
Source: PubChem |
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Source Species: |
Monodora tenuifolia Taxodium distichum |