ChemicalBook--->CAS DataBase List--->84-82-2

84-82-2

84-82-2 Structure

84-82-2 Structure
IdentificationBack 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 PropertiesBack 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 DataBack 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 InformationBack 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.
Spectrum DetailBack Directory
[Spectrum Detail]

Toxoflavin(84-82-2)1HNMR
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