Wogonin 7-O-beta-D-glucuronide methyl ester

Wogonin 7-O-beta-D-glucuronide methyl ester

Wogonin 7-O-β-D-glucuronide methyl ester, identified by CAS number 82475-01-2, is a naturally occurring flavonoid glycoside derived from the traditional Chinese herbal formulation Huanglian Jiedutang. This compound has garnered attention due to its potential therapeutic properties and applications in biomedical research.

Chemical Identity

• CAS Number: 82475-01-2
• MDL Number: MFCD32199206
• Molecular Formula: C23H22O11
• Molecular Weight: 474.41 g/mol
• EINECS Number: Not specified

Physical and Chemical Properties

1. Appearance: Typically a white to off-white solid or powder.
2. Boiling Point: Approximately 745.7 ± 60.0 °C, indicating its stability at high temperatures.
3. Solubility: Soluble in water and various organic solvents, allowing for versatile applications in laboratory settings.
4. Storage Conditions: Recommended to store at -20°C for short-term use or -80°C for long-term preservation, ensuring stability and efficacy.

Biological Activities

Wogonin 7-O-β-D-glucuronide methyl ester exhibits several notable biological activities:

1. Anti-inflammatory Effects: It has been studied for its potential to reduce inflammation, which could be beneficial in various inflammatory diseases.
2. Antioxidant Properties: The compound demonstrates the ability to scavenge free radicals, contributing to cellular protection against oxidative stress.
3. Anticancer Potential: Preliminary research suggests that it may inhibit the growth of certain cancer cell lines, indicating its potential as an anticancer agent.
4. Metabolic Regulation: Studies have indicated that it may play a role in regulating glucose metabolism, which could have implications for diabetes management.

Applications

Wogonin 7-O-β-D-glucuronide methyl ester is utilized in various fields:

1. Pharmaceutical Research: Its biological properties make it a candidate for further investigation in drug development, particularly for anti-inflammatory and anticancer therapies.
2. Herbal Medicine: As part of traditional herbal formulations, it is used for its therapeutic effects related to digestive health and metabolic regulation.
3. Quality Control in Herbal Products: It serves as a marker compound for the standardization of herbal extracts derived from Huanglian Jiedutang.

Synthesis and Extraction

The extraction of Wogonin 7-O-β-D-glucuronide methyl ester typically involves solvent-based methods from plant sources like Scutellaria baicalensis. Synthetic methods may also be employed to produce this compound for research purposes.

Safety Information

While Wogonin 7-O-β-D-glucuronide methyl ester is generally considered safe for research use, standard laboratory safety practices should be observed:

• Use appropriate personal protective equipment (PPE) when handling the compound.
• In case of contact with skin or eyes, rinse thoroughly with water.
• Store in a cool, dry place away from direct sunlight and heat sources.

Citations:

1. https://www.glpbio.com/wogonin-7-o-beta-d-glucuronide-methyl-ester.html
2. https://cymitquimica.com/products/TM-T13966/82475-01-2/wogonin-7-o-d-glucuronide-methyl-ester/
3. https://www.targetmol.com/compound/wogonin%207-o-beta-d-glucuronide%20methyl%20ester
4. https://pubchem.ncbi.nlm.nih.gov/compound/Oroxindin
5. https://pubchem.ncbi.nlm.nih.gov/compound/15511339
6. https://www.medchemexpress.com/wogonin-7-o-beta-d-glucuronide-methyl-ester.html
7. https://www.biosynth.com/p/HDA47501/82475-01-2-wogonin-7-o-beta-d-glucuronide-methyl
8. https://www.benchchem.com/language/set?page=%2Fzh%2Fproduct%2Fb15144186