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K4394

Sigma-Aldrich

PKF118-310

≥98% (HPLC)

Synonyme(s) :

1,6-Dimethyl-pyrimido[5,4-e]-1,2,4-triazine-5,7(1H,6H)-dione, Toxoflavin, Xanthothricin

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About This Item

Formule empirique (notation de Hill):
C7H7N5O2
Numéro CAS:
84-82-2
Poids moléculaire :
193.16
Numéro MDL:
MFCD00459812
Code UNSPSC :
12352200
ID de substance PubChem :
329817147
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to light brown

Solubilité

H2O: 10 mg/mL, clear

Température de stockage

2-8°C

Chaîne SMILES 

CN1N=CN=C(C1=N2)C(N(C)C2=O)=O

InChI

1S/C7H7N5O2/c1-11-6(13)4-5(10-7(11)14)12(2)9-3-8-4/h3H,1-2H3

Clé InChI

SLGRAIAQIAUZAQ-UHFFFAOYSA-N

Actions biochimiques/physiologiques

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.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H300

Classification des risques

Acute Tox. 2 Oral

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Radosveta Gencheva et al.
Biochimica et biophysica acta. General subjects (2018-05-29)
Toxoflavin (1,6-dimethylpyrimido[5,4-e][1,2,4]triazine-5,7-dione; xanthothricin) is a well-known natural toxin of the pyrimidinetriazinedione type that redox cycles with oxygen under reducing conditions. In mammalian systems, toxoflavin is an inhibitor of Wnt signaling as well as of SIRT1 and SIRT2 activities, but other
Hari S Karki et al.
PloS one, 7(9), e45376-e45376 (2012-10-03)
Burkholderia glumae is the primary causal agent of bacterial panicle blight of rice. In this study, 11 naturally avirulent and nine virulent strains of B. glumae native to the southern United States were characterized in terms of virulence in rice
Shusheng Wang et al.
Carbohydrate research, 342(9), 1254-1260 (2007-04-07)
Eight novel toxoflavin glycosides, which are potential prodrugs in antibody directed enzyme prodrug therapy (ADEPT), were synthesized. The structures of all toxoflavin glycosides were characterized by (13)C NMR spectroscopy, elemental analysis, and MS. Their enzymatic hydrolysis activities were tested against
Serry Koh et al.
Plant biotechnology journal, 9(3), 348-358 (2010-08-25)
Photosensitizers are common in nature and play diverse roles as defense compounds and pathogenicity determinants and as important molecules in many biological processes. Toxoflavin, a photosensitizer produced by Burkholderia glumae, has been implicated as an essential virulence factor causing bacterial
Giulia Devescovi et al.
Applied and environmental microbiology, 73(15), 4950-4958 (2007-06-15)
Burkholderia glumae is an emerging rice pathogen in several areas around the world. Closely related Burkholderia species are important opportunistic human pathogens for specific groups of patients, such as patients with cystic fibrosis and patients with chronic granulomatous disease. Here
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