6-Paradol

Synonyme: 6-Paradol, 1-(4-Hydroxy-3-methoxyphenyl)decan-3-one, 6-Gingerol analog, Dehydro-6-gingerol, [6]-Paradol

6-Paradol is a naturally occurring phenolic ketone that shares the same 4-hydroxy-3-methoxyphenyl (vanillyl) core as the gingerols, but with a shorter, unsaturated alkyl chain. This structural twist gives it a distinct pharmacological profile—most notably, a higher lipophilicity and a stronger interaction with transient receptor potential vanilloid 1 (TRPV1) channels. The compound is not just a minor ginger constituent; it is a key active in grains of paradise (Aframomum melegueta) and has become a molecule of interest for its metabolic and sensory properties.

Chemically, 6-paradol is the dehydro analog of 6-gingerol, lacking the β-hydroxy ketone moiety. It is typically obtained through extraction from Aframomum melegueta seeds or by semi-synthesis from 6-gingerol. The commercial material is standardized to ≥98% purity (HPLC) and appears as a white to off-white crystalline powder. Unlike many botanical extracts that are sold as complex mixtures, 6-paradol is offered as a single, well-defined entity, which makes it particularly attractive for mechanistic studies and product development where batch-to-batch consistency is critical.

In the B2B space, 6-paradol is finding traction in two main areas: as a bioactive in metabolic health supplements and as a thermogenic agent in sports nutrition. It also serves as a reference standard for analytical labs and as a starting material for synthetic derivatives. Its ability to modulate energy expenditure and lipid metabolism without the pungency associated with capsaicin makes it a compelling candidate for formulations targeting weight management and metabolic syndrome.

Chemical Structure & Properties

6-Paradol features a vanillyl group linked to a decanone chain with a trans-double bond at the C6 position. This α,β-unsaturated ketone is responsible for its reactivity and its interaction with TRPV1. The compound has a molecular weight of 278.39 g/mol and a melting point typically reported between 55–58 °C. It is soluble in most organic solvents but has poor aqueous solubility, a factor that formulators must address when developing water-based delivery systems. The presence of the phenolic hydroxyl also allows for antioxidant activity, though it is less pronounced than that of curcumin or resveratrol.

Mechanism of Action

• TRPV1 agonism: 6-Paradol activates TRPV1 receptors, leading to increased intracellular calcium and subsequent modulation of pain and thermogenesis pathways.
• AMPK activation: It stimulates AMP-activated protein kinase, enhancing fatty acid oxidation and glucose uptake in skeletal muscle and liver cells.
• PPARγ modulation: Acts as a partial agonist of peroxisome proliferator-activated receptor gamma, influencing adipocyte differentiation and insulin sensitivity.
• Anti-inflammatory effects: Inhibits NF-κB translocation and reduces pro-inflammatory cytokine production in macrophages.

Quality Specifications

Supply & Documentation

• Capacity: 500 kg per month
• Lieferzeit: 3–5 Werktage (Lagerware)
• Dokumentation: COA, MSDS, TDS, and if required, method validation reports
• Verpackung: 1 kg aluminum foil bag, 25 kg fiber drum, or as per customer request

Angebotsanfrage

• LyvBio GmbH. — E-Mail: info@lyvbio.com