Product Name: Olivetol
CAS Number: 500-66-3
Chemical Name: 5-Pentylresorcinol
Synonyms: 5-n-Amylresorcinol, 3,5-Dihydroxyamylbenzene, 5-Pentyl-1,3-benzenediol
Overview
Olivetol (5-Pentylresorcinol) is a naturally occurring phenolic compound derived from lichens and produced by certain insects. It is a key intermediate in the synthesis of tetrahydrocannabinol (THC), one of the most well-known phytocannabinoids. Beyond its role in cannabinoid chemistry, Olivetol exhibits a wide range of biological activities, including antimicrobial, anti-cancer, and immunomodulatory effects .
Key Properties
- Appearance: White or light yellow powder
- Purity (HPLC): ≥98%
- Molecular Formula: C₁₁H₁₆O₂
- Molecular Weight: 180.24
- Density (Predicted): 1.068 g/cm³
- Melting Point: 46–48°C
- Boiling Point: 164°C
- Solubility: Soluble in DMSO
- Storage Conditions: Store at -20°C for up to 3 years (as powder) or -80°C for 1 year (in solution)
Biological Activity
Olivetol is a competitive inhibitor of both CB1 and CB2 cannabinoid receptors, which are central to the endocannabinoid system. This property makes it a potential candidate for drug development targeting neurological and inflammatory disorders .
In addition to its receptor interactions, Olivetol also inhibits the activity of CYP2C19 and CYP2D6 enzymes, which are involved in drug metabolism. The IC₅₀ values for these interactions are 15.3 μM (CYP2C19) and 7.21 μM (CYP2D6), respectively .
Olivetol has demonstrated anti-proliferative effects in A549 lung cancer cells, with significant inhibition of cell growth and migration at high concentrations (100 μM) . This suggests its potential in cancer research and therapy.
Applications
- Pharmaceutical Intermediate: Used as a precursor in the synthesis of THC and other cannabinoids .
- Antimicrobial Agent: Exhibits broad-spectrum activity against bacteria and fungi .
- Research Tool: Widely used in biochemical studies, enzyme inhibition assays, and cell-based experiments .
- Cosmetic Ingredient: May be explored for its antioxidant and anti-inflammatory properties in skincare formulations .
Safety and Handling
Olivetol is considered a hazardous substance under OSHA regulations. It can cause eye, skin, and respiratory irritation. Prolonged exposure may lead to asthma-like symptoms or reactive airway dysfunction syndrome (RADS) .
Safety Recommendations:
- Wear chemical goggles, gloves, and particulate respirators when handling the powder.
- Avoid contact with oxidizing agents to prevent fire hazards.
- Store in a dry, cool, and well-ventilated area away from heat sources and light .
Packaging and Shipping
- Packaging: 25 kg per drum
- Shipping: Ship with blue ice to maintain low temperatures during transit .
Conclusion
Olivetol is a versatile and biologically active compound with applications in pharmaceutical, biochemical, and cosmetic industries. Its unique properties make it a valuable reagent for research and development. For optimal performance and safety, proper handling and storage are essential.
