Vitexin-4”-O-glucoside

Vitexin-4”-O-glucoside

Vitexin-4”-O-glucoside is a flavonoid glycoside with significant biological and chemical properties, primarily studied for its antioxidant, anti-inflammatory, and neuroprotective effects. Below is a comprehensive overview of the compound.

Chemical Properties

• CAS Number: 178468-00-3
• Molecular Formula: C27H30O15
• Molecular Weight: 594.52 g/mol
• Boiling Point: 947.3 ± 65.0 °C (predicted)
• Exact Mass: 594.16 g/mol
• Density: Approximately 1.81 g/cm³ (predicted)
• Purity: ≥95% or higher depending on the supplier.

Structural Information

Vitexin-4”-O-glucoside is a C-glycosyl flavonoid compound with multiple hydroxyl groups that contribute to its biological activity. It has the following identifiers:

• MDL Number: MFCD18827497.
• SMILES Notation: C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)[C@H]4C(C@HO)O)O[C@H]5C(C(C@@HO)O)O.
• InChI Key: CQJPSSJEHVNDFL-JCCJKREVSA-N.

Biological Activities

Vitexin-4”-O-glucoside exhibits the following biological properties:

1. Antioxidant Activity: Helps mitigate oxidative stress by scavenging free radicals.
2. Anti-inflammatory Effects: Suppresses pro-inflammatory cytokines, making it relevant for inflammatory conditions.
3. Neuroprotective Effects: Inhibits glutamate, a neurotransmitter linked to neurodegenerative diseases like Alzheimer’s and Parkinson’s, and protects brain function.

Applications

This compound is widely used in:

1. Pharmaceutical Research:
   • Studied for therapeutic applications in neurodegenerative diseases.
   • Potential inhibitor for ST2 (IL1RL1), linked to inflammation.
2. Natural Products Research:
   • Found in plants like Crataegus pinnatifida and Passiflora incarnata.
3. Analytical Chemistry:
   • Compatible with HPLC and mass spectrometry techniques for research purposes.

Safety Information

While specific hazard classifications are not available, general safety measures include:

1. Storage Conditions:
   • Store in a dry, well-sealed container at controlled temperatures (e.g., -20°C).
2. Handling Precautions:
   • Use gloves, goggles, and protective clothing to avoid exposure.
3. First Aid Measures:
   • In case of contact or ingestion, rinse thoroughly and seek medical attention.

Synonyms

Vitexin-4”-O-glucoside is also known by several alternative names:

• Vitexin glucoside
• Vitexin 4″-Ο-D-glucoside
• 4”-O-glucosylvitexin.

This compound holds significant promise in scientific research due to its multifaceted biological activities and compatibility with advanced analytical methods.

Citations:

1. https://pubchem.ncbi.nlm.nih.gov/compound/56776173
2. https://pubchem.ncbi.nlm.nih.gov/compound/Vitexin-4_-O-glucoside
3. https://www.glentham.com/en/products/product/GY9428/
4. https://www.sigmaaldrich.com/IN/en/product/sigma/smb01021
5. https://www.caymanchem.com/product/34923/vitexin-4”-o-glucoside
6. https://www.medkoo.com/products/30788
7. https://www.biosynth.com/p/DHA46800/178468-00-3-vitexin-4-o-glucoside
8. https://www.lgcstandards.com/FR/en/Vitexin-4-O-glucoside/p/TRC-G667890-2.5MG?queryID=bf832ba0e83a41ae93a3c23510c2cb44