CAS 84-82-2|Toxoflavin
| 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 | / |
| MSDS | ChineseUSA | Flash Point | 121.1ºC |
| Symbol | GHS06 | Signal Word | Danger |
Names
| Name | 1,6-dimethylpyrimido[5,4-e][1,2,4]triazine-5,7-dione |
|---|---|
| Synonym | More Synonyms |
Toxoflavin BiologicalActivity
| 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 | Research Areas >>Cancer |
| 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 | [1]. Wei W, et al. Small molecule antagonists of Tcf4/beta-catenin complex inhibit the growth of HCC cells in vitro and in vivo. Int J Cancer. 2010 May 15;126(10):2426-36. [2]. Franci G, et al. Identification and characterization of PKF118-310 as a KDM4A inhibitor. Epigenetics. 2017 Mar 4;12(3):198-205. |
Chemical & Physical Properties
| 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 |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 8400 ug/kg
- TOXIC EFFECTS :
- Kidney, Ureter, Bladder - hematuria Gastrointestinal - hypermotility, diarrhea Sense Organs and Special Senses (Eye) - lacrimation
- REFERENCE :
- ANTCAO Antibiotics and Chemotherapy (Washington, DC). (Washington, DC) V.1-12, 1951-62. For publisher information, see CLMEA3. Volume(issue)/page/year: 4,259,1954
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 3 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JOCEAH Journal of Organic Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB 57136, West End Stn., Washington, DC 20037) V.1- 1936- Volume(issue)/page/year: 31,900,1966
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1700 ug/kg
- TOXIC EFFECTS :
- Sense Organs and Special Senses (Eye) - lacrimation Gastrointestinal - hypermotility, diarrhea Kidney, Ureter, Bladder - hematuria
- REFERENCE :
- ANTCAO Antibiotics and Chemotherapy (Washington, DC). (Washington, DC) V.1-12, 1951-62. For publisher information, see CLMEA3. Volume(issue)/page/year: 4,259,1954
Safety Information
| Symbol | GHS06 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H300 |
| Precautionary Statements | P264-P301 + P310 |
| RIDADR | UN 2811 6.1 / PGIII |
| HS Code | 2933990090 |
Customs
| 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% |
Articles24
More Articles| 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... | |
| 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... | |
| 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... |
Synonyms
| 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 |
