Product Overview
Delphinidin-3-O-sambubioside-5-O-glucoside chloride is a complex naturally occurring anthocyanin pigment belonging to the class of anthocyanidin-5-O-glycosides . It consists of the delphinidin aglycone with a sambubiose moiety at the 3-position (a disaccharide composed of xylose and glucose) and a β-D-glucopyranosyl moiety at the 5-position . This high-level glycosylation pattern enhances water solubility and stability compared to less glycosylated anthocyanins .
With the empirical formula C₃₂H₃₉ClO₂₁ and a molecular weight of 795.10 g/mol , this compound appears as a dark red to purple-red powder . It exhibits characteristic UV-Vis absorption with a molar extinction coefficient of 36,300 ± 3,000 at 539 nm in methanol containing 0.1% HCl , making it easily identifiable and quantifiable by spectroscopic methods.
Natural Sources
This anthocyanin is primarily derived from natural sources, particularly from the fruits of Vaccinium myrtillus (bilberry/European blueberry) . It is biosynthesized from precursors such as coumaroyl-CoA and malonyl-CoA through enzymatic processes involving specific hydroxylases and glycosyltransferases . The compound contributes to the characteristic blue to purple-red coloration of bilberries and is often accompanied by other anthocyanins such as cyanidin and malvidin derivatives .
Chemical Reactions & Properties
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Hydrolysis: Under acidic or enzymatic conditions, glycosidic bonds can be cleaved, releasing free delphinidin
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Oxidation: The multiple hydroxyl groups can undergo oxidation reactions, potentially forming quinones with different biological activities
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Reduction: Can be reduced to form other derivatives depending on reaction conditions
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Reactions are typically studied using UV-Vis spectroscopy or mass spectrometry to monitor structural changes
Mechanism of Action & Biological Activities
Delphinidin-3-O-sambubioside-5-O-glucoside chloride exhibits several biological activities attributed to its chemical structure :
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Antioxidant Activity: Scavenges free radicals due to the presence of multiple hydroxyl groups on the B-ring
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Anti-inflammatory Effects: Modulates inflammatory pathways by inhibiting pro-inflammatory cytokines
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Anticancer Properties: Induces apoptosis in cancer cells through p53-mediated pathways and inhibits cell proliferation by affecting key signaling proteins like NF-κB
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Research indicates that delphinidin can decrease histone deacetylase activity, leading to increased acetylation of p53, which promotes apoptosis in cancer cells
Research Applications
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Food Chemistry: Serves as a reference standard for anthocyanin analysis in food products and beverages
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Phytochemical Analysis: Used in HPLC and LC-MS analysis of anthocyanin-containing plant extracts
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Antioxidant Studies: Evaluated for radical scavenging activity and potential health benefits
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Natural Colorant Research: Used in the development of natural food colorants
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Quality Control: Acts as a marker compound for bilberry and anthocyanin-rich botanical extracts
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Pharmacological Research: Investigated for anti-inflammatory, anticancer, and cardioprotective activities
Quality Specifications
Our delphinidin-3-O-sambubioside-5-O-glucoside chloride is manufactured under strict quality control conditions :
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Purity: ≥98.0% determined by HPLC (area normalization)
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Appearance: Dark red to purple-red powder
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Identification: Confirmed by UV-Vis (λmax ~539 nm) and MS spectral matching
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Molecular Formula: C₃₂H₃₉ClO₂₁
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Molecular Weight: 795.10 g/mol
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Molar Extinction Coefficient: 36,300 ± 3,000 at 539 nm in methanol + 0.1% HCl
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Source: Vaccinium myrtillus (bilberry) fruits
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Each batch accompanied by comprehensive Certificate of Analysis (COA)
Packaging & Storage
We offer flexible packaging options to meet diverse research needs :
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Standard packaging: 2mg, 5mg, 10mg, 20mg, 50mg, 100mg amber glass vials
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Bulk quantities available upon request
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Shipped at ambient temperature or with blue ice for stability
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International shipping available with proper documentation
Storage Conditions:
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Recommended storage: 2-8°C in sealed containers, protected from light and moisture
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Long-term storage: Below -15°C in dry and dark place
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Protect from prolonged exposure to air as stability may decrease
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Powder form: Stable for up to 3 years at -20°C
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In solvent: Stable for up to 1 year at -80°C
Safety Information
This product is intended exclusively for research purposes, including content determination and scientific studies . It is not for human use, clinical diagnosis, or therapeutic applications . Standard laboratory safety practices, including appropriate personal protective equipment, should be followed when handling this compound .
Jinan Topfull Chemical Co., Ltd. is an international company rooted in China, specializing in the export of chemical products.
Our company is committed to making every effort to provide ideal chemical products to potential customers worldwide, including but not limited to: organic/inorganic reagents, biological reagents, plant extracts, pharmaceutical intermediates, active pharmaceutical ingredients (APIs), reference standards, reference substances, peptides, and more. Meanwhile, we have established long-term and stable cooperative relationships with university laboratories and off-campus research institutions, enabling us to offer tailored product services based on customers' actual needs.
We currently support customized services for most product categories, with supply quantities ranging from milligram (mg), gram (g) to kilogram (kg) levels, as well as wholesale. Product purity covers the full spectrum from 90% to 99.9%, providing customers with one-stop convenient services.
To date, our products have been exported to developed countries such as the United States, Australia, Canada, Mexico, as well as EU member states including France, Germany, and many other countries and regions such as Nigeria, Ghana, Southeast Asia, and other parts of Asia. Our product quality and services have consistently received high praise.
Looking ahead, our company will continue to serve as a bridge connecting China and the world, delivering high-quality products and services to global customers.
