Vicenin-1

Vicenin-1

Vicenin-1 is a C-glycosylflavone renowned for its various biological activities, particularly its role as an angiotensin-converting enzyme (ACE) inhibitor. Below is a comprehensive overview of its properties, applications, and safety information.

Chemical Properties

• CAS Number: 35927-38-9
• Molecular Formula: C26H28O14
• Molecular Weight: 564.49 g/mol
• Boiling Point: 935.0 ± 65.0 °C
• Melting Point: 230 °C
• Density: Not specified, but typically around 1.5 g/cm³ for similar compounds.
• Solubility: Soluble in DMSO and other organic solvents; requires ultrasonic treatment for optimal solubility.

Structural Information

Vicenin-1 features a complex structure characterized by multiple hydroxyl groups and glycosidic linkages, contributing to its biological activity. The canonical SMILES representation is:

OC1=C([C@H]2[C@@H]([C@H]([C@H](O)CO2)O)O)C(O)=C(C(C=C(C3=CC=C(O)C=C3)O4)=O)C4=C1[C@@H]5O[C@@H]([C@@H](O)[C@H](O)[C@H]5O)CO\text{OC1=C([C@H]2[C@@H]([C@H]([C@H](O)CO2)O)O)C(O)=C(C(C=C(C3=CC=C(O)C=C3)O4)=O)C4=C1[C@@H]5O[C@@H]([C@@H](O)[C@H](O)[C@H]5O)CO}OC1=C([C@H]2[C@@H]([C@H]([C@H](O)CO2)O)O)C(O)=C(C(C=C(C3=CC=C(O)C=C3)O4)=O)C4=C1[C@@H]5O[C@@H]([C@@H](O)[C@H](O)[C@H]5O)CO

Biological Activities

Vicenin-1 is noted for several important biological properties:

1. ACE Inhibition: It exhibits significant inhibitory effects on angiotensin-converting enzyme (ACE) with an IC50 value of 52.50 μM, which may have implications in managing hypertension and cardiovascular diseases.
2. Antioxidant Activity: The compound demonstrates antioxidant properties, helping to mitigate oxidative stress in biological systems.
3. Anti-inflammatory Effects: Vicenin-1 has been reported to possess anti-inflammatory activities, making it a candidate for therapeutic applications in inflammatory conditions.
4. Platelet Aggregation Inhibition: It has shown potential in inhibiting platelet aggregation, which may benefit cardiovascular health.

Applications

Vicenin-1 is utilized in various fields:

• Pharmaceutical Research: Investigated for its potential use in treating hypertension and related cardiovascular conditions due to its ACE inhibitory activity.
• Nutraceuticals: Its antioxidant and anti-inflammatory properties make it suitable for inclusion in dietary supplements aimed at promoting heart health.
• Biochemical Studies: Employed in research to understand the mechanisms of flavonoids and their effects on human health.

Safety Information

While specific hazard classifications are not detailed, general safety measures should be observed:

1. Storage Conditions: Store at -20 °C to maintain stability; avoid repeated freeze-thaw cycles.
2. Handling Precautions: Use appropriate personal protective equipment (PPE), such as 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:

• Vicenin 1
• 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-C-galactopyranosylchromen-4-one

This detailed description emphasizes the significance of Vicenin-1 in scientific research and potential therapeutic applications, highlighting its chemical properties, biological activities, applications, and safety considerations.

Citations:

1. https://www.glpbio.com/vicenin-1.html
2. https://pubchem.ncbi.nlm.nih.gov/compound/Vicenin-1
3. https://pubchem.ncbi.nlm.nih.gov/compound/56843190
4. https://www.chemicalbook.com/ChemicalProductProperty_EN_CB22743237.htm
5. https://foodb.ca/compounds/FDB016461
6. https://www.biocrick.com/Vicenin-1-BCN3012.html
7. https://www.medchemexpress.com/vicenin-1.html
8. https://plantaedb.com/compounds/vicenin-1