Page last updated: 2024-12-09
10-methylisoalloxazine
10-methylisoalloxazine is a **synthetic analog of riboflavin** (vitamin B2). It's important in research because it has various interesting properties that make it a valuable tool for studying different biological processes:
**Key Properties and Applications:**
* **Redox activity:** It's a strong electron acceptor and can participate in redox reactions similar to riboflavin, making it useful for studying electron transfer in biological systems.
* **Fluorescence:** It's highly fluorescent, allowing researchers to track its presence and movement in cells and tissues, providing insights into cellular processes.
* **Photochemistry:** 10-methylisoalloxazine exhibits photochemical properties, making it a potential photocatalyst for various applications like organic synthesis and solar energy conversion.
* **Antioxidant properties:** It possesses antioxidant activity, protecting cells from damage caused by free radicals. This property has attracted attention for potential applications in preventing oxidative stress and related diseases.
* **Model system for riboflavin:** Its structural similarity to riboflavin makes it a useful model system for studying the properties and functions of riboflavin-containing enzymes, like flavin monooxygenases, and flavin-dependent reductases.
**Research Applications:**
* **Drug development:** Researchers are exploring 10-methylisoalloxazine as a potential therapeutic agent for various diseases, including cancer, inflammation, and neurodegenerative disorders.
* **Bioimaging:** Its fluorescent properties allow for visualization of cellular processes, providing insights into cell signaling, protein interactions, and enzyme activity.
* **Biocatalysis:** Its photochemical properties make it an interesting candidate for developing novel photocatalytic systems for biotransformations and energy applications.
* **Food science:** Studying 10-methylisoalloxazine helps understand the role of riboflavin in food preservation, quality control, and nutritional aspects.
**Summary:**
10-methylisoalloxazine is a versatile molecule with unique properties that make it a valuable tool for research in various fields. Its redox activity, fluorescence, photochemical properties, antioxidant activity, and resemblance to riboflavin allow researchers to explore diverse biological processes and develop new applications in medicine, biotechnology, and other areas.
Cross-References
| ID Source | ID |
|---|
| PubMed CID | 817674 |
| CHEMBL ID | 37261 |
| SCHEMBL ID | 3476023 |
| MeSH ID | M0054766 |
Synonyms (12)
| Synonym |
|---|
| benzo(g)pteridine-2,4(3h,10h)-dione, 10-methyl- |
| AKOS003393384 |
| 10-methylbenzo[g]pteridine-2,4(3h,10h)-dione |
| AC-907/25125031 |
| 10-methylisoalloxazine |
| CHEMBL37261 |
| 10-methylbenzo[g]pteridine-2,4-dione |
| STK666374 |
| 4074-58-2 |
| SCHEMBL3476023 |
| 4-hydroxy-10-methylbenzo[g]pteridin-2(10h)-one |
| DTXSID00961162 |
Bioassays (4)
| Assay ID | Title | Year | Journal | Article |
|---|
| AID320428 | Antitumor activity against human CCRF-HSB2 cells by MTT assay | 2008 | Bioorganic & medicinal chemistry, Jan-15, Volume: 16, Issue:2
| Antitumor studies. Part 4: Design, synthesis, antitumor activity, and molecular docking study of novel 2-substituted 2-deoxoflavin-5-oxides, 2-deoxoalloxazine-5-oxides, and their 5-deaza analogs. |
| AID227779 | Reaction constant k1 value for the oxidation of the 1-benzyl-dihydronicotinamide in 100 mM, pH 7.4 phosphate buffer at 30 degrees C | 2002 | Bioorganic & medicinal chemistry letters, Jan-21, Volume: 12, Issue:2
| An N1-hydrogen bonding model for flavin coenzyme. |
| AID227778 | Reaction constant k1 value for the oxidation of the 1-benzyl-dihydronicotinamide in 100 mM, pH 7.4 phosphate buffer at 15 degrees C | 2002 | Bioorganic & medicinal chemistry letters, Jan-21, Volume: 12, Issue:2
| An N1-hydrogen bonding model for flavin coenzyme. |
| AID320429 | Antitumor activity against human KB cells by MTT assay | 2008 | Bioorganic & medicinal chemistry, Jan-15, Volume: 16, Issue:2
| Antitumor studies. Part 4: Design, synthesis, antitumor activity, and molecular docking study of novel 2-substituted 2-deoxoflavin-5-oxides, 2-deoxoalloxazine-5-oxides, and their 5-deaza analogs. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Research
Studies (5)
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|
| pre-1990 | 2 (40.00) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 3 (60.00) | 29.6817 |
| 2010's | 0 (0.00) | 24.3611 |
| 2020's | 0 (0.00) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Market Indicators
Research Demand Index: 12.34
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.
| Metric | This Compound (vs All) |
|---|
| Research Demand Index | 12.34 (24.57) | | Research Supply Index | 1.79 (2.92) | | Research Growth Index | 4.14 (4.65) | | Search Engine Demand Index | 0.00 (26.88) | | Search Engine Supply Index | 0.00 (0.95) |
| |
Study Types
| Publication Type | This drug (%) | All Drugs (%) |
|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 0 (0.00%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 5 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |