16203-27-3
- Product Name:L-Menthyl β-D-glucopyranoside
- Molecular Formula:C16H30O6
- Purity:99%
- Molecular Weight:318.41
Product Details:
CasNo: 16203-27-3
Molecular Formula: C16H30O6
Appearance: White to off-white Powder
Delivery Time: 2 weeks after order
Packing: Aluminium bag
Throughput: 10000KG/Month
Purity: 99%
L-Menthyl β-D-glucopyranoside (CAS: 16203-27-3), also known as L-Menthylglucoside, is a monosaccharide derivative of L-menthol and β-D-glucose, formed via a β-glycosidic bond between L-menthol and β-D-glucopyranose. It is a versatile compound with a unique combination of menthol’s cooling properties and glucose’s hydrophilicity, widely used in research, pharmaceuticals, cosmetics, and food science. This product is available in high-purity grades for research and industrial applications, and is strictly intended for non-clinical use unless otherwise specified.
2. Mechanism of Action
L-Menthyl β-D-glucopyranoside exerts its cooling effect by binding to TRPM8 receptors on sensory neurons, similar to natural menthol. Its β-glycosidic linkage enhances water solubility and reduces volatility, resulting in a slower, more sustained cooling sensation (2–4 hours) compared to free menthol. This prolonged action minimizes irritation and bitter aftertaste, making it suitable for long-term topical and oral applications.
3. Key Applications
- Pharmaceutical Research: Used as a model compound for studying carbohydrate metabolism, glycosylation reactions, and TRPM8 receptor pharmacology. It serves as a reference standard in HPLC and NMR analysis of menthol derivatives.
- Cosmetics & Personal Care: Incorporated into cooling formulations (e.g., after-sun lotions, facial masks, shaving creams) for its sustained, non-irritating cooling effect. It improves skin hydration and reduces heat-induced redness.
- Food & Beverage: Applied as a flavor enhancer in functional drinks, candies, and chewing gums, providing a clean, long-lasting cooling taste without masking the product’s original flavor profile.
- Analytical Chemistry: Utilized as a standard for calibrating analytical instruments (e.g., HPLC, GC-MS) and validating carbohydrate analysis methods.
4. Advantages Over Free L-Menthol
| L-Menthyl β-D-glucopyranoside | L-Menthol |
|---|---|
| High water solubility, easy to formulate without organic solvents | Poor water solubility, requires solubilizers or emulsifiers |
| Sustained cooling effect (2–4 hours) | Rapid onset but short duration (30–60 minutes) |
| Low volatility, stable in formulations during storage | High volatility, prone to loss of efficacy over time |
| Minimal skin/mucous membrane irritation | May cause irritation or bitter aftertaste at high concentrations |
5. Safety & Handling
- Toxicity: Non-toxic; acute oral LD₅₀ > 5000 mg/kg (rat). No skin irritation or sensitization in standard patch tests.
- Regulatory Status: For Research Use Only (RUO) unless approved for specific applications. Complies with FDA food additive standards, EU Cosmetics Regulation (EC 1223/2009), and Chinese National Food Safety Standards (GB 2760) for permitted uses.
- Waste Disposal: Dispose of unused material and contaminated waste in accordance with local environmental regulations.
6. Packaging & Documentation
- Standard Packaging: 10 mg, 50 mg, 100 mg, 1 g, 5 g, 25 g, 1 kg, 5 kg, and custom bulk quantities.
- Supporting Documents: Certificate of Analysis (COA), Material Safety Data Sheet (MSDS), NMR, and HPLC reports are available upon request.
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