SML1481
FzM1
≥98% (HPLC)
Synonym(s):
1-(3-Hydroxy-5-(thiophen-2-yl)phenyl)-3-(naphthalen-2-yl)urea
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About This Item
Empirical Formula (Hill Notation):
C21H16N2O2S
CAS Number:
Molecular Weight:
360.43
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 20 mg/mL, clear
storage temp.
2-8°C
SMILES string
O=C(NC1=CC(C=CC=C2)=C2C=C1)NC3=CC(C4=CC=CS4)=CC(O)=C3
InChI
1S/C21H16N2O2S/c24-19-12-16(20-6-3-9-26-20)11-18(13-19)23-21(25)22-17-8-7-14-4-1-2-5-15(14)10-17/h1-13,24H,(H2,22,23,25)
InChI key
OBTSACXGWYGCPK-UHFFFAOYSA-N
Biochem/physiol Actions
FzM1 is an allosteric ligand of the Frizzled4 (Fz4) receptor and a Wnt/β-catenin pathway inhibitor, found by a screen for pharmacological chaperones for a misfolded mutant of the Frizzled4 (Fz4) receptor. FzM1 is believed to induce conformational changes in Fz4 by interacting with the third intracellular loop, ICL3, inhibiting binding of dishevelled (Dsh) and hampering the formation of the Fz4-Dsh complex that is necessary for β-catenin nuclear transport and ultimately transcription of TCF/LEF-regulated genes. FzM1 was tested on two tumor cell lines. U87MG glioblastoma cells acquired a more differentiated phenotype on application. FzM1 and FzM1alk also sped up the differentiation of Caco-2 cells. FzM1 has a log EC50 value of 5.74 for inhibition of Wnt antagonism.
FzM1 is an allosteric ligand of the Frizzled4 (Fz4) receptor; Wnt/β-catenin pathway inhibitor
Storage Class
11 - Combustible Solids
wgk
WGK 3
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Serena F Generoso et al.
Nature chemical biology, 11(4), 280-286 (2015-03-10)
Upon binding, ligands can chaperone their protein targets by preventing them from misfolding and aggregating. Thus, an organic molecule that works as folding chaperone for a protein might be its specific ligand, and, similarly, the chaperone potential could represent an
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML1481-5MG | 04061832637761 |
| SML1481-25MG | 04061832637754 |