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Xanthothricin

Xanthothricin structure

Xanthothricin 

structure
  • CAS No:

    84-82-2

  • Formula:

    C7H7N5O2

  • Chemical Name:

    Xanthothricin

  • Synonyms:

    Pyrimido[5,4-e]-1,2,4-triazine-5,7(1H,6H)-dione,1,6-dimethyl-;Pyrimido[5,4-e]-as-triazine-5,7(1H,6H)-dione,1,6-dimethyl-;1,6-Dimethylpyrimido[5,4-e]-1,2,4-triazine-5,7(1H,6H)-dione;Toxoflavine;Xanthothricin;1,5,6,7-Tetrahydro-1,6-dimethylpyrimidino[5,4-e]triazine-5,7-dione;Toxoflavin;Xanthotricin;NSC 67078;PKF 118-310;SID 4251194;K4394;PKF118-310

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].


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 derives from a reumycin.

Xanthothricin Basic Attributes

193.166

193.16

5N5YI4IP1P

67078

2933990090

Characteristics

77.7

-0.7

1.65g/cm3

165 °C

276.7ºC at 760 mmHg

121.1ºC

1.76

LD50 in mice (mg/kg): 1.7 i.v.; 8.4 orally (Machlowitz)

Safety Information

UN 2811 6.1 / PGIII

3

45-46

T

P264-P301 + P310

H300

Drug Information

1,6-dimethylpyrimido(5,4-E)-as- triazine-5,7(1H,6H)-dione

Xanthothricin Use and Manufacturing

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.

Computed Properties

Molecular Weight:193.16
XLogP3:-0.7
Hydrogen Bond Acceptor Count:3
Exact Mass:193.05997448
Monoisotopic Mass:193.05997448
Topological Polar Surface Area:77.7
Heavy Atom Count:14
Complexity:408
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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