alpha-Bisabolol
[CAS# 515-69-5]

Identification

• Classification: Flavors and spices >> Synthetic spice >> Alcoholic spice >> Terpene alcohol
• Name: alpha-Bisabolol
• Synonyms: 6-Methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol; alpha,4-Dimethyl-alpha-(4-methyl-3-pentenyl)-3-cyclohexene-1-methanol
• Molecular Formula: C₁₅H₂₆O
• Molecular Weight: 222.37
• CAS Registry Number: 515-69-5
• EC Number: 208-205-9
• SMILES: CC1=CC[C@@H](CC1)[C@@](C)(CCC=C(C)C)O

Properties

• Density: 0.9±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.494, Calc.^*
• Boiling Point: 314.5±11.0 °C (760 mmHg), Calc.^*, 56.6 °C (Expl.)
• Flash Point: 113.2±15.6 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07;GHS09 Warning
• Risk Statements: H317-H411
• Safety Statements: P261-P272-P273-P280-P302+P352-P321-P333+P317-P362+P364-P391-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411
Skin sensitization	Skin Sens.	1	H317
Skin sensitization	Skin Sens.	1B	H317
Acute toxicity	Acute Tox.	2	H300

Discovery and Applications

α-Bisabolol is a naturally occurring monocyclic sesquiterpene alcohol, predominantly found in the essential oil of *Matricaria chamomilla* (chamomile), along with other plants in the Asteraceae family. The compound has been known for centuries due to its association with the therapeutic properties of chamomile. α-Bisabolol's structure was first identified in the early 20th century, and since then, it has been extensively studied for its various beneficial biological activities.

α-Bisabolol has gained significant attention for its use in the cosmetic and pharmaceutical industries. In cosmetics, it is commonly added to skincare formulations due to its mild anti-inflammatory, antimicrobial, and skin-soothing properties. It is found in a variety of products such as creams, lotions, ointments, and aftershave formulations. One of its most notable applications is in products designed for sensitive skin. Its ability to reduce skin irritation and redness makes it a valuable component in products aimed at soothing dry skin, sunburns, and other forms of irritation.

In addition to its use in cosmetics, α-bisabolol has found applications in the pharmaceutical industry. It is included in certain over-the-counter medicinal products due to its wound-healing properties. Studies have shown that α-bisabolol can stimulate the regeneration of skin cells, promoting faster healing of minor cuts and wounds. Its anti-inflammatory properties make it useful in treating conditions such as eczema and psoriasis. Some formulations that incorporate α-bisabolol aim to reduce inflammation, thereby offering relief to patients with various skin conditions.

In the field of aromatherapy, α-bisabolol is used for its calming and relaxing properties. It has a mild sedative effect that can help alleviate stress and anxiety. The compound is included in some essential oils and is often used in treatments designed to improve sleep quality and general relaxation. The pleasant aroma of α-bisabolol also contributes to its use in the fragrance industry, where it is utilized in products such as perfumes and air fresheners.

The compound has also been studied for its antimicrobial properties. α-Bisabolol has demonstrated activity against a range of bacteria and fungi, making it effective in preventing infection when applied to the skin. This property contributes to its inclusion in products formulated to treat minor abrasions and burns. Additionally, α-bisabolol's antioxidant properties provide further benefits in preserving the quality and stability of cosmetic formulations.

Research into α-bisabolol has continued over the years, focusing on its role as a potential therapeutic agent in various contexts. Its relatively simple chemical structure allows for its incorporation into a variety of pharmaceutical and cosmetic products without major safety concerns. The compound has been regarded as non-toxic and is considered safe for use in topical applications.

In summary, α-bisabolol is a well-established compound with significant applications in the cosmetic, pharmaceutical, and aromatherapy industries. Its soothing, anti-inflammatory, and antimicrobial properties have made it a preferred ingredient in products designed to promote skin health and general well-being. The ongoing research into its potential therapeutic uses continues to reinforce its importance in both personal care products and medicinal applications.

References

2024. Characterization and functional analysis of novel α-bisabolol synthase (MrBAS) promoter from Matricaria recutita. International Journal of Biological Macromolecules, 285.
DOI: 10.1016/j.ijbiomac.2024.136445

2024. GC-MS analysis underpins ethnomedicinal properties of Rhododendron flower brews from Singalila Himalaya highlighting the anticipated biosynthesis pathways of the bioactives. Discover Food, 4.
DOI: 10.1007/s44187-024-00168-7

2024. [Alpha-bisabolol reverses ABCB1-mediated multidrug resistance in tumor and its mechanisms]. Xi bao yu fen zi mian yi xue za zhi = Chinese journal of cellular and molecular immunology, 40(11).