Delphinidin 3-Glucoside Chloride

Delphinidin 3-Glucoside Chloride

Delphinidin 3-glucoside chloride is a naturally occurring anthocyanin and a glycosylated form of delphinidin, a flavonoid pigment commonly found in various fruits and vegetables. This compound is recognized for its vibrant color and potential health benefits, including antioxidant and anti-inflammatory properties.

Chemical Properties

• CAS Number: 6906-38-3
• MDL Number: MFCD01762899
• Molecular Formula: C21H21ClO12
• Molecular Weight: 500.84 g/mol
• Appearance: Deep blue to purple crystalline powder
• Boiling Point: Approximately 626.9 °C at 760 mmHg
• Melting Point: 171-173 °C
• Solubility: Soluble in water and polar organic solvents, making it suitable for various applications in research and industry.

Structural Information

Delphinidin 3-glucoside chloride features a glucosyl group attached to the 3-position of the delphinidin molecule, enhancing its solubility and bioactivity. The compound’s structure can be represented by the following SMILES notation:

CCCCC1(CC)CCC(=O)O1\text{CCCCC1(CC)CCC(=O)O1}CCCCC1(CC)CCC(=O)O1

Biological Activities

Delphinidin 3-glucoside chloride exhibits several significant biological properties:

1. Antioxidant Activity: It helps neutralize free radicals, providing protective effects against oxidative stress.
2. Anti-inflammatory Effects: The compound has been studied for its ability to modulate inflammatory responses, which may benefit conditions characterized by chronic inflammation.
3. Antitumor Activity: Research indicates that it can induce apoptosis in cancer cells, particularly in B-cell chronic lymphocytic leukemia (B CLL), and inhibit tumor growth through pathways involving EGFR (epidermal growth factor receptor).
4. Cardiovascular Benefits: Investigated for potential cardioprotective effects, including the inhibition of platelet aggregation and modulation of glucose metabolism.
5. Neuroprotective Properties: Studies suggest that it may protect neuronal cells from damage, which is relevant for neurodegenerative diseases.

Applications

Delphinidin 3-glucoside chloride is widely used in various fields:

• Food Industry: Acts as a natural food colorant due to its vibrant hue and is utilized in functional food products.
• Nutraceuticals: Incorporated into dietary supplements for its health-promoting properties.
• Biochemical Research: Used as a reference compound in studies investigating anthocyanins’ stability and antioxidant activities.

Safety Information

While specific hazard classifications may not be detailed, general safety precautions should be observed:

1. Storage Conditions: Store at -20 °C in a cool, dry place protected from light to maintain stability.
2. Handling Precautions: Use appropriate personal protective equipment (PPE), including gloves and goggles, to prevent exposure.
3. First Aid Measures:
   • Inhalation: Move to fresh air; seek medical attention if symptoms occur.
   • Skin Contact: Wash thoroughly with soap and water; consult a physician if irritation persists.
   • Eye Contact: Rinse eyes with water for at least 15 minutes; seek medical help if irritation develops.
   • Ingestion: Do not induce vomiting; rinse mouth and seek immediate medical assistance.

Synonyms

The compound is known by several alternative names, including:

• Delphinidin 3-O-β-D-glucoside chloride
• Myrtillin chloride
• Delphinin chloride

This detailed description underscores the significance of Delphinidin 3-glucoside chloride in scientific research and potential therapeutic applications, emphasizing its chemical properties, biological activities, applications, and safety considerations.

Citations:

1. https://diagnocine.com/Product/Delphinidin-3Glucoside-Chloride/55729
2. https://www.targetmol.com/compound/delphinidin%203-glucoside%20chloride
3. https://www.sigmaaldrich.com/IN/en/product/sial/phl89627
4. https://pubchem.ncbi.nlm.nih.gov/compound/Delphinidin-3-glucoside
5. https://www.sigmaaldrich.com/US/en/substance/delphinidin3glucosidechloride500846906383
6. https://en.wikipedia.org/wiki/Myrtillin
7. https://www.medchemexpress.com/delphinidin-3-glucoside-chloride.html
8. https://www.carlroth.com/com/en/anthocyanins-as-hplc-standards/delphinidin-3-glucoside-chloride/p/0644.1