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Dihydrochalcone

Updated: 2026-08-01

Overview

Apiin (apigenin-7-O-apioglucoside) is a naturally occurring flavonoid glycoside primarily extracted from parsley (Petroselinum crispum) and celery (Apium graveolens). It belongs to the flavone subclass, characterized by a glucose moiety linked to the aglycone apigenin. The compound has garnered attention in biomedical research for its potential role in modulating oxidative stress and inflammatory pathways. As a specialized phytochemical, apiin is typically sourced for laboratory use or as a high-value intermediate in nutraceutical formulations. Its extraction and purification require precision to maintain structural integrity, often involving column chromatography or solvent partitioning methods.

Physical and Chemical Properties

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Apiin presents as a pale yellow crystalline solid with limited solubility in polar solvents like water but dissolves readily in DMSO. Its molecular structure includes a β-linked apiose sugar unit, contributing to its distinct biochemical interactions. The compound exhibits UV absorption maxima at 268 and 336 nm, useful for analytical quantification. Thermal stability testing indicates decomposition above 250°C without a distinct boiling point. Apiin’s glycosidic bond is susceptible to enzymatic hydrolysis (e.g., by β-glucosidase), releasing apigenin—a property leveraged in bioavailability studies. Spectroscopic data (NMR, MS) are essential for identity confirmation due to structural similarities with other flavonoids.

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Main Applications

In pharmaceuticals, apiin serves as a reference standard for quality control of herbal extracts and a precursor for apigenin-based drug development. Research highlights its potential to inhibit pro-inflammatory cytokines (e.g., TNF-α) and scavenge free radicals, though clinical evidence remains preliminary. The nutraceutical industry incorporates apiin into antioxidant formulations, often combined with other polyphenols. Its use in functional foods is limited by poor water solubility but may be enhanced via nanoencapsulation. Additionally, apiin is studied in plant biochemistry for its role in UV protection and pigmentation in Apiaceae species.

Safety and Storage

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Apiin is classified as non-hazardous under standard laboratory conditions. Gloves and protective eyewear are recommended to prevent irritation during handling. No significant toxicity has been reported at micromolar concentrations in cell cultures, but material safety data sheets (MSDS) should always be consulted. Long-term storage requires protection from moisture and light to prevent degradation. Sealed containers with desiccants are ideal, preferably under inert gas (e.g., argon) for bulk quantities. Stability studies suggest a shelf life of ≥2 years when stored at 2-8°C with minimal temperature fluctuations.

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B2B Procurement Guide

Bulk buyers should prioritize suppliers with ISO 9001 certification and documented Good Manufacturing Practices (GMP). Key procurement criteria include HPLC-determined purity (typically ≥95% for research, ≥98% for pharmaceutical use), residual solvent analysis, and microbial limits compliant with USP/EP standards. Pricing varies by quantity and purity; contract manufacturing options may reduce costs for multi-kilogram orders. Request batch-specific certificates of analysis (COA) detailing heavy metals, endotoxins, and chromatographic purity. Logistics considerations include cold chain shipping for international orders to preserve stability.

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