| Identification | Back Directory | [Name]
3-methyl toxoflavin | [CAS]
32502-62-8 | [Synonyms]
3-methyl toxoflavin
Pyrimido[5,4-e]-1,2,4-triazine-5,7(1H,6H)-dione, 1,3,6-trimethyl- | [Molecular Formula]
C8H9N5O2 | [MDL Number]
MFCD00449892 | [MOL File]
32502-62-8.mol | [Molecular Weight]
207.19 |
| Chemical Properties | Back Directory | [Boiling point ]
285.0±23.0 °C(Predicted) | [density ]
1.56±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMSO : 150 mg/mL (723.97 mM) | [form ]
Solid | [pka]
-1.80±0.20(Predicted) | [color ]
Light yellow to yellow |
| Hazard Information | Back Directory | [Definition]
ChEBI: 1,3,6-trimethylpyrimido[5,4-e][1,2,4]triazine-5,7-dione is a pyrimidotriazine. | [Biological Activity]
3-Methyltoxoflavin is a potent inhibitor of protein disulfide isomerase (PDI) with IC50 of 170 nM. | [in vitro]
3-Methyltoxoflavin is a potent Protein disulfide isomerase (PDI) inhibitor, with an IC 50 of 170 nM. 3-Methyltoxoflavin is toxic in a panel of human glioblastoma cell lines. From the screen, 3-Methyltoxoflavin emerges as the most cytotoxic inhibitor of PDI. Bromouridine labeling and sequencing (Bru-seq) of nascent RNA reveals that 3-Methyltoxoflavin induces Nrf2 antioxidant response, ER stress response, and autophagy . Specifically, 3-Methyltoxoflavin upregulates heme oxygenase 1 and SLC7A11 transcription and protein expression and represses PDI target genes such as TXNIP and EGR1. Interestingly, 3-Methyltoxoflavin-induced cell death does not proceed via apoptosis or necrosis, but by a mixture of autophagy and ferroptosis. | [target]
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