Alpha-Bisabolol

• CAS: 515-69-5
• Catalog Number: ACM515695-3
• Category: Main Products
• Molecular Weight: 222.37
• Molecular Formula: C15H26O
• Synonyms: 6-Methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepteno
• IUPAC Name: (2R)-6-Methyl-2-[(1R)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-ol
• SMILES: CC1=CCC(CC1)C(C)(CCC=C(C)C)O
• InChI: InChI=1S/C15H26O/c1-12(2)6-5-11-15(4,16)14-9-7-13(3)8-10-14/h6-7,14,16H,5,8-11H2,1-4H3/t14-,15+/m0/s1
• InChI Key: RGZSQWQPBWRIAQ-LSDHHAIUSA-N
• Boiling Point: 154-156 °C
• Melting Point: 25 °C
• Flash Point: 135 °C
• Density: 0.93 g/mL at 20 °C(lit.)
• Solubility: Soluble in alcohol, natural mineral, synthetic oils, insoluble in water
• Appearance: Cear colourless liquid
• Storage: Refrigerator
• Complexity: 284
• EC Number: 208-205-9
• Exact Mass: 222.198365449
• HS Code: 29061900
• Isomeric SMILES: CC1=CC[C@@H](CC1)[C@@](C)(CCC=C(C)C)O
• LogP: 4.23020
• Monoisotopic Mass: 222.198365449
• Physical State: Liquid
• pKa: 15.04±0.29(Predicted)
• PSA: 2.23
• Refractive Index: n20/D 1.496
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
• Storage Conditions: Keep tightly closed. Store in a cool dry place.
• Topological Polar Surface Area: 20.2 Ų
• WGK Germany: 2

Case Study

Alpha-Bisabolol: A Natural Candidate for Protecting Against Neonatal Airway Inflammation

Thiruvengadam, Rekha, et al. International Journal of Medical Sciences 22.13 (2025): 3429.

Chronic inflammation drives the progression of neonatal asthma, a condition with limited therapeutic options that avoid the side effects of long-term steroid use. This study highlights Alpha-Bisabolol, a natural monocyclic sesquiterpene, for its potential to protect against allergic airway inflammation through a multi-target mechanism. In a preclinical study using ovalbumin-induced allergic airway inflammation in neonatal rat pups, Alpha-Bisabolol was administered orally at a dose of 25 mg/kg daily for 45 days. Its effects were evaluated against a comprehensive panel of inflammatory, oxidative, and histological markers to assess its protective capacity against asthma-like pathology.
Key Performance:
· Reduced Inflammatory Cell Infiltration: Treatment with Alpha-Bisabolol significantly reduced eosinophil infiltration in bronchoalveolar lavage fluid, lowering the count from 47% of total leukocytes in diseased pups to 19% in treated pups.
· Suppression of Inflammatory Signaling: The compound markedly decreased the levels of key proinflammatory cytokines, including IL-1β, IL-6, IL-8, IL-17, and MCP-1, which were elevated in the disease model.
· Lowered Oxidative Stress and IgE: Alpha-Bisabolol treatment attenuated oxidative stress markers (nitric oxide, malondialdehyde) and substantially reduced serum IgE levels from 27 U/mL in diseased pups to 12 U/mL.
· Improved Lung Histopathology: Histological assessment showed that pretreatment with Alpha-Bisabolol significantly reduced pathological features such as mucous gland hypertrophy and smooth muscle mass in lung tissue.

Development of an Alpha-Bisabolol-Loaded Micellar Solution for Cleansing and Antimicrobial Skin Hygiene

Ivanova, Nadezhda, et al. Cosmetics 11.5 (2024): 173.

This research aimed to develop an effective cosmetic carrier for alpha-bisabolol by formulating a micellar solution with dual cleansing and antimicrobial properties for facial skin hygiene, optimizing for stability and efficacy.
Key Findings: A 5% Poloxamer 407 micellar solution was successfully loaded with alpha-bisabolol. The film-hydration preparation method proved superior to direct solubilization, producing micellar nano-carriers with a narrower size distribution (29.02-116.5 nm) and higher physical stability. The optimized 1% alpha-bisabolol composition maintained low viscosity (2.3-3.4 mPa·s) suitable for large skin application and preserved the base solution's washing capacity. Critically, the active composition demonstrated antimicrobial activity, showing inhibition against Staphylococcus aureus and Escherichia coli, and fungicidal action against Candida albicans.
Formulation Insight: Poloxamer 407 was selected as the polymeric surfactant base for its favorable cleansing profile, ease of use, and high skin tolerability. The study identified that solubilizing alpha-bisabolol via the film-hydration technique at a 1% concentration represents the optimal balance, ensuring desirable physical endurance of the dispersion while delivering functional antimicrobial benefits.

Alpha-Bisabolol Attenuates Neuroinflammation and Restores Cognitive Function via TLR4/MAPK/NF-κB Modulation

Kim, Shintae, et al. Brain Research Bulletin (2025): 111690.

This study demonstrates the efficacy of Alpha-Bisabolol (α-Bis), a natural sesquiterpene alcohol, in alleviating neuroinflammation and its detrimental effects on brain function. In a preclinical model, neuroinflammation and cognitive impairment were induced in mice via intracerebroventricular injection of lipopolysaccharide (LPS). Mice in the treatment group received daily oral administration of α-Bis at a dose of 100 μg/kg. The compound's effects were evaluated through behavioral cognitive tests, analysis of hippocampal neurogenesis, and examination of microglial activation and associated inflammatory signaling pathways.
Key Performance:
· Restored Cognitive Function: Treatment with α-Bisabolol effectively reversed LPS-induced cognitive deficits, as evidenced by significant improvements in performance on the Y-maze and object location tests, which assess spatial learning and memory.
· Protected and Restored Neurogenesis: α-Bisabolol protected neural stem cells (NSCs) from LPS-induced apoptosis and restored their normal proliferation and differentiation into new neurons within the hippocampus, a process critical for memory.
· Modulated Neuroinflammation: The compound suppressed harmful pro-inflammatory microglial activation (M1-like state) and promoted a protective, anti-inflammatory microglial phenotype (M2-like state). This shift was marked by reduced levels of cytokines like IL-6 and TNF-α and increased expression of IL-10.
· Targeted Inflammatory Signaling: Mechanistically, α-Bisabolol exerted its effects by inhibiting the key TLR4/MAPK/NF-κB signaling cascade, a central pathway driving inflammatory responses in the brain.

Custom Q&A

What is the molecular formula of alpha-Bisabolol?

The molecular formula of alpha-Bisabolol is C15H26O.

What are some synonyms for alpha-Bisabolol?

Some synonyms for alpha-Bisabolol are Bisabolol and (+)-alpha-Bisabolol.

What is the molecular weight of alpha-Bisabolol?

The molecular weight of alpha-Bisabolol is 222.37 g/mol.

Is alpha-Bisabolol a natural product?

Yes, alpha-Bisabolol is a natural product found in Eupatorium altissimum, Psidium guajava, and other organisms.

What is the IUPAC name of alpha-Bisabolol?

The IUPAC name of alpha-Bisabolol is (2R)-6-methyl-2-[(1R)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-ol.

What is the InChI key of alpha-Bisabolol?

The InChI key of alpha-Bisabolol is RGZSQWQPBWRIAQ-LSDHHAIUSA-N.

What is the canonical SMILES representation of alpha-Bisabolol?

The canonical SMILES representation of alpha-Bisabolol is CC1=CCC(CC1)C(C)(CCC=C(C)C)O.

What is the CAS number of alpha-Bisabolol?

The CAS number of alpha-Bisabolol is 23178-88-3.

What is the UNII number of alpha-Bisabolol?

The UNII number of alpha-Bisabolol is 105S6I733Z.

Is alpha-Bisabolol listed in Wikipedia?

Yes, alpha-Bisabolol is listed in Wikipedia.