Olivetol (CAS No.500-66-3),also known as 5-pentylresorcinol or 3,5-dihydroxyamylbenzene, is a naturally occurring organic compound with the chemical formula C₁₁H₁₆O₂.Olivetol is an off-white crystals or olive to light purple waxy solid. Forms monohydrate (melting point: 102-106°F). Olivetol is a member of the class of resorcinols that is resorcinol in which the hydrogen at position 5 is replaced by a pentyl group. It has a role as a lichen metabolite.Olivetol was used as a template molecule in the synthesis of molecularly imprinted polymer (MIP). It was also used as an inhibitor of (S)-mephenytoin 4'-hydroxylase activity of recombinant CYP2C19.Olivetol is a precursor in various syntheses of tetrahydrocannabinol.
Name :
OlivetolCAS No. :
500-66-3MF :
C₁₁H₁₆O₂MW :
180.24Purity :
99%Appearance :
Off white solidStorage Condition :
Store at low temperature and avoid light.Chemical Properties
|
Formal Name |
5-pentyl-1,3-benzenediol |
|
Synonyms |
5-n-Amylresorcinol；5-Pentylresorcinol |
|
CAS Number |
500-66-3 |
|
Molecular Formula |
C₁₁H₁₆O₂ |
|
Formula Weight |
180.24 g/mol |
Structure:
A benzene ring with two hydroxyl groups (1,3-positions) and a pentyl side chain, classified as a resorcinol derivative.
Physical Characteristics:
Appearance:Off-white crystals or light purple waxy solid
Melting point:46–48°C
Boiling point: 164°C.
Storage:Keep in dark place,Inert atmosphere,Room temperature
Solubility: Slightly soluble in chloroform and methanol.
Natural Sources & Synthesis
Occurs: Found in lichens, olives, and certain insects, where it acts as a pheromone, repellent, or antiseptic.
Synthesis: Produced via hydrolysis of polyketide intermediates or enzymatic cyclization. Industrially synthesized through condensation reactions (e.g., with pulegone).
Biological Activities
Antioxidant: Scavenges free radicals and inhibits lipid peroxidation, enhancing endogenous antioxidants like SOD and GPx.
Anti-inflammatory: Suppresses pro-inflammatory cytokines (TNF-α, IL-6) and enzymes (COX, LOX) by modulating NF-κB.
Enzyme Inhibition: Competitively inhibits cytochrome P450 enzymes (CYP2C19, CYP2D6) and cannabinoid receptors (CB1/CB2).
Product Specification:
| Purity | Heavy Metals | Residue on Ignition | Moisture Content |
| ≥99% (HPLC verified) | ≤10 ppm (As, Cd, Pb, Hg) | ≤0.1% | ≤0.5% (Karl Fischer titration) |
Applications
Pharmaceuticals: Explored for treating oxidative stress-related diseases and microbial infections.
Cosmetics: Natural preservative and anti-aging agent in skincare.
Agriculture: Fungicide for root rot and damping-off diseases.
Safety & Commercial Availability
Regulatory Status: Not banned globally.
Suppliers: Widely available in purity grades 95–99% (e.g., Sigma-Aldrich, TCI Chemicals) at 1/g.
Our Advantage
Reducing energy consumption by 20% compared to industry averages.
Shipment Guidelines
Labeling: Include hazard symbols CAS number, and "Keep Away from Heat/Incompatible Substances" warnings.
Air Freight: Preferred for urgent shipments; ensure packages meet IATA Dangerous Goods Regulations (DGR) for organic peroxides.
Shipping Modes:
Expedited: 3–5 business days (e.g., DHL Express) for time-sensitive research projects.
Standard: 7–14 days via sea freight, cost-effective for bulk orders.
Storage Conditions:
Pre-Shipment: Store at 2–8°C if light-sensitive; avoid freezing to prevent crystallization.
In Transit: Maintain ambient temperature (15–25°C) with humidity <60%. Use data loggers for real-time monitoring.
Risk Mitigation: Include desiccants and oxygen absorbers in packaging. Avoid prolonged exposure to sunlight or electromagnetic fields.
FAQ
Q: What is Olivetol?
A: Olivetol (CAS No.500-66-3) is a naturally occurring phenolic compound found in olives and olive oil. Chemically, it is a pentyl-substituted resorcinol (1,3-dihydroxy-5-pentylbenzene) with antioxidant and anti-inflammatory properties.
Q: Is Olivetol safe for topical use?
A: Yes, in cosmetic formulations. Ensure products are formulated with stabilizers to prevent degradation.
Q: Can Olivetol interact with medications?
A: Limited data exist. Caution is advised when combined with blood thinners or immunosuppressants due to potential metabolic interactions.
Q: How should Olivetol be stored?
A: Keep in a cool, dry place away from light and moisture. Avoid contact with strong oxidizers or acids.
Q: Is Olivetol regulated?
A: Classified as a GRAS (Generally Recognized as Safe) substance in food applications but requires FDA approval for pharmaceutical use.
Olivetol (CAS No.500-66-3),also known as 5-pentylresorcinol or 3,5-dihydroxyamylbenzene, is a naturally occurring organic compound with the chemical formula C₁₁H₁₆O₂.Olivetol is an off-white crystals or olive to light purple waxy solid. Forms monohydrate (melting point: 102-106°F). Olivetol is a member of the class of resorcinols that is resorcinol in which the hydrogen at position 5 is replaced by a pentyl group. It has a role as a lichen metabolite.Olivetol was used as a template molecule in the synthesis of molecularly imprinted polymer (MIP). It was also used as an inhibitor of (S)-mephenytoin 4'-hydroxylase activity of recombinant CYP2C19.Olivetol is a precursor in various syntheses of tetrahydrocannabinol.
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Olivetolic Acid (CAS No.491-72-5) is a polyketide compound with significant biological and industrial applications. Below is a detailed overview of its properties and uses.
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Olivetol Dimethyl Ether (CAS No.22976-40-5) is a key intermediate in organic synthesis, particularly in cannabinoid chemistry. Below is a detailed overview of its properties, applications, and related information.
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5-Heptylresorcinol (CAS No.500-67-4) is a multifunctional compound with applications in pharmaceuticals, cosmetics, and biotechnology. Its antioxidant, cannabinoid-like, and mitochondrial-protective properties position it as a promising candidate for developing novel therapeutics and nutraceuticals.
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Methyl 2-heptyl-4,6-dihydroxybenzoate(CAS No. 6121-77-3) is an organic chemical belonging to the class of alkyl-substituted dihydroxybenzoate esters. Its structure combines a benzoic acid core with specific functional groups that define its properties.
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Divarin(CAS No.500-49-2) also known as 5-Propylresorcinol, is a member of the alkylresorcinol family with significant bioactive properties. The language is tailored to attract researchers in the food, cosmetic, and pharmaceutical industries.
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Methyl olivetolate (CAS No.58016-28-7) is a specialty chemical synthon belonging to the class of alkyl-substituted dihydroxybenzoate esters. This compound features a unique molecular architecture that combines a resorcinol-derived aromatic core with a lipophilic pentyl chain and a versatile methyl ester group, making it a valuable intermediate for advanced organic synthesis and pharmaceutical research.
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Ethyl Olivetolate (CAS No.38862-65-6) is a synthetic organic chemical belonging to the important class of alkylresorcinol derivatives. Its structure, featuring a resorcinol core modified with a pentyl chain and an ethyl ester, makes it a valuable intermediate in specialized chemical research and development.
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