| Identification | Back Directory | [Name]
Toxoflavin | [CAS]
84-82-2 | [Synonyms]
Nsc 67078
Toxoflavin
PKF118-310
Brn 0021014
Toxoflavine
Xanthothricin
Toxoflavin (PKF118-310)
1-MethylreuMycin, PKF118-310, Xanthrothricin
1,6-Dimethylpyrimido(5,4-E)-as-triazine-5,7(1H,6H)-dione
1,6-Dimethylpyrimido[5,4-e][1,2,4]triazine-5,7(1H,6H)-dione
Pyrimido(5,4-E)-as-triazine-5,7-(1H,6H)-dione, 1,6-dimethyl-
Pyrimido[5,4-e]-1,2,4-triazine-5,7(1H,6H)-dione, 1,6-dimethyl-
1,6-Dimethyl-5,7-dioxo-1,5,6,7-tetrahydropyrimido[5,4-e]-as-triazine
Pyrimido(5,4-E)-1,2,4-triazine-5,7-(1H,6H)-dione, 1,6-dimethyl- (9ci)
1,6-Dimethyl-5,7-dioxo-1,5,6,7-tetrahydropyrimido(5,4-E)-as-triazine-5,7(1H,6H)-dione | [Molecular Formula]
C7H7N5O2 | [MDL Number]
MFCD00459812 | [MOL File]
84-82-2.mol | [Molecular Weight]
193.16 |
| Chemical Properties | Back Directory | [Melting point ]
165 °C | [Boiling point ]
276.7±23.0 °C(Predicted) | [density ]
1.65±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
H2O: soluble10mg/mL, clear | [form ]
powder | [pka]
-2.71±0.20(Predicted) | [color ]
white to light brown | [Water Solubility ]
H2O: 10mg/mL, clear | [InChI]
1S/C7H7N5O2/c1-11-6(13)4-5(10-7(11)14)12(2)9-3-8-4/h3H,1-2H3 | [InChIKey]
SLGRAIAQIAUZAQ-UHFFFAOYSA-N | [SMILES]
CN1N=CN=C(C1=N2)C(N(C)C2=O)=O |
| Safety Data | Back Directory | [Hazard Codes ]
T | [Risk Statements ]
28 | [Safety Statements ]
45-46 | [RIDADR ]
UN 2811 6.1 / PGIII | [WGK Germany ]
3 | [Storage Class]
6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | [Hazard Classifications]
Acute Tox. 2 Oral | [Toxicity]
LD50 in mice (mg/kg): 1.7 i.v.; 8.4 orally (Machlowitz) |
| Hazard Information | Back Directory | [Uses]
Toxoflavin is a distinctive yellow pigment produced by some species of Pseudomonas and Streptomyces. Toxoflavin is one of two toxins produced when a fermented coconut drink, Tempe bonkrek, is contaminated with P. cocovenenans. Toxoflavin (PKF 118-310) is a potent antagonist of Tcf4/b-catenin signalling, inhibiting the expression of survivin and inducing apoptosis in several tumour cell lines. | [Definition]
ChEBI: Toxoflavin is a pyrimidotriazine that is 1,6-dimethyl-1,5,6,7-tetrahydropyrimido[5,4-e][1,2,4]triazine with oxo groups at positions 5 and 7. It has a role as an antineoplastic agent, a toxin, a Wnt signalling inhibitor, an apoptosis inducer, a bacterial metabolite, an antibacterial agent and a virulence factor. It is a pyrimidotriazine and a carbonyl compound. It is functionally related to a reumycin. | [Biochem/physiol Actions]
PKF118-310 is an antagonist of the Tcf4/b-catenin signaling. The compound disrupts the Tcf4/b-catenin complex and inhibits expression of Tcf4 responsive genes. PKF118-310 inhibits expression of survivin and induces apoptosis in HCC, colon tumor and lymphocytic leukemia cell lines. |
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Sigma-Aldrich
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