Toxoflavin
Modify Date: 2025-08-24 22:08:21
Toxoflavin structure
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Common Name | Toxoflavin | ||
|---|---|---|---|---|
| CAS Number | 84-82-2 | Molecular Weight | 193.16300 | |
| Density | 1.65g/cm3 | Boiling Point | 276.7ºC at 760 mmHg | |
| Molecular Formula | C7H7N5O2 | Melting Point | N/A | |
| MSDS | Chinese USA | Flash Point | 121.1ºC | |
| Symbol |
GHS06 |
Signal Word | Danger | |
Use of ToxoflavinToxoflavin (Xanthothricin) is an antagonist of transcription factor 4 (TCF4)/β-catenin complex, also acts as an inhibitor of KDM4A, with antitumor activity[1][2]. |
| Name | 1,6-dimethylpyrimido[5,4-e][1,2,4]triazine-5,7-dione |
|---|---|
| Synonym | More Synonyms |
| Description | Toxoflavin (Xanthothricin) is an antagonist of transcription factor 4 (TCF4)/β-catenin complex, also acts as an inhibitor of KDM4A, with antitumor activity[1][2]. |
|---|---|
| Related Catalog | |
| Target |
TCF4/β-catenin[1], KDM4A[2] |
| In Vitro | Toxoflavin (Xanthothricin) exhibits dose-dependent cytotoxicity against the 3 hepatoma cell lines, and with IC50s of 0.66 μM, 0.36 μM and 0.98 μM for Hep40 cells, HepG2 cells and Huh7 cells respectively[1]. |
| References |
| Density | 1.65g/cm3 |
|---|---|
| Boiling Point | 276.7ºC at 760 mmHg |
| Molecular Formula | C7H7N5O2 |
| Molecular Weight | 193.16300 |
| Flash Point | 121.1ºC |
| Exact Mass | 193.06000 |
| PSA | 82.67000 |
| Index of Refraction | 1.76 |
| InChIKey | SLGRAIAQIAUZAQ-UHFFFAOYSA-N |
| SMILES | Cn1ncnc2c(=O)n(C)c(=O)nc1-2 |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
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| Symbol |
GHS06 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H300 |
| Precautionary Statements | P264-P301 + P310 |
| RIDADR | UN 2811 6.1 / PGIII |
| HS Code | 2933990090 |
| HS Code | 2933990090 |
|---|---|
| Summary | 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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Investigations into the Biosynthesis, Regulation, and Self-Resistance of Toxoflavin in Pseudomonas protegens Pf-5.
ChemBioChem. 16 , 1782-90, (2015) Pseudomonas spp. are prolific producers of natural products from many structural classes. Here we show that the soil bacterium Pseudomonas protegens Pf-5 is capable of producing trace levels of the tr... |
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The quorum sensing-dependent gene katG of Burkholderia glumae is important for protection from visible light.
J. Bacteriol. 191(13) , 4152-7, (2009) Quorum sensing (QS) plays important roles in the pathogenicity of Burkholderia glumae, the causative agent of bacterial rice grain rot. We determined how QS is involved in catalase expression in B. gl... |
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Identification of the product of toxoflavin lyase: degradation via a Baeyer-Villiger oxidation.
J. Am. Chem. Soc. 134(11) , 5326-30, (2012) Toxoflavin (an azapteridine) is degraded to a single product by toxoflavin lyase (TflA) in a reaction dependent on reductant, Mn(II), and oxygen. The isolated product was fully characterized by NMR an... |
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Name: Primary cell-based high-throughput screening assay for identification of compounds th...
Source: Johns Hopkins Ion Channel Center
Target: regulator of G-protein signaling 4 isoform 2 [Homo sapiens]
External Id: JHICC_RGS_Act_HTS
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Name: Luminescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: mu-type opioid receptor isoform MOR-1 [Homo sapiens]
External Id: OPRM1-OPRD1_AG_LUMI_1536_1X%ACT PRUN
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Name: Inhibition of human beta-Catenin/GST-tagged TCF4 (unknown origin) protein-protein int...
Source: ChEMBL
Target: Transcription factor 4
External Id: CHEMBL5332365
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Name: Single Concentration Validation of Csn-Mediated Deneddylation of Cullin-Ring Ligase U...
Source: Burnham Center for Chemical Genomics
Target: COP9 signalosome complex subunit 5 [Homo sapiens]
External Id: SBCCG-A995-CSN5-CP-Assay
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Name: Inhibition of human wild-type beta-catenin (residues 138-686)/C-terminally fluorescei...
Source: ChEMBL
Target: Catenin beta-1
External Id: CHEMBL3592701
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Name: Single concentration validation of Csn-Mediated Deneddylation of Cullin-Ring Ligase H...
Source: Burnham Center for Chemical Genomics
Target: 72 kDa type IV collagenase isoform a preproprotein [Homo sapiens]
External Id: SBCCG-A996-CSN5-MMP2-CP-Assay
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Name: Luminescence Cell-Free Homogeneous Counter Screen to Identify Inhibitors of ADP-glo R...
Source: Broad Institute
Target: N/A
External Id: 2046-03_INHIBITORS_DOSE-TITRATION_MLPCN-CHERRYPICK
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Name: Inhibition of N-terminally His6-tagged human beta-catenin (residues 138-686)/C-termin...
Source: ChEMBL
Target: Catenin beta-1
External Id: CHEMBL3592702
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Name: Fluorescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_AG_FLUO8_1536_1X%ACT PRUN
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Name: uHTS identification of small molecule activators of the adaptive arm of the Unfolded ...
Source: Burnham Center for Chemical Genomics
Target: N/A
External Id: BCCG-A405-UPR-XBP1-PrimaryAgonist-Assay
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| Toxoflavin |
| 1,6-Dimethyl-1H-pyrimido[5,4-e][1,2,4]triazin-5,7-dion |
| 1,6-dimethylpyrimido[5,4-e]-1,2,4-triazine-5,7(1H,6H)-dione |
| Xanthotricin |
| Xanthothricin (VAN) |
| Compound 7215 |
| Toxoflavine |
| Xanthothricin |
| 1,6-dimethyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione |
| GNF-Pf-67 |