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Key Documents

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SML0084

Sigma-Aldrich

IM-12

≥98% (HPLC)

Sinónimos:

3-(4-Fluorophenylethylamino)-1-methyl-4-(2-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione

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About This Item

Fórmula empírica (notación de Hill):
C22H20FN3O2
Número de CAS:
1129669-05-1
Peso molecular:
377.41
MDL number:
MFCD20527313
UNSPSC Code:
12352200
PubChem Substance ID:
329825145
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

yellow-orange

solubility

DMSO: ≥9 mg/mL

storage temp.

2-8°C

SMILES string

CN1C(=O)C(NCCc2ccc(F)cc2)=C(C1=O)c3c(C)[nH]c4ccccc34

InChI

1S/C22H20FN3O2/c1-13-18(16-5-3-4-6-17(16)25-13)19-20(22(28)26(2)21(19)27)24-12-11-14-7-9-15(23)10-8-14/h3-10,24-25H,11-12H2,1-2H3

InChI key

ZKJAZFUFPPSFCO-UHFFFAOYSA-N

Biochem/physiol Actions

IM-12 is a cell-permeable indolylmaleimide that acts as a Glycogen synthase kinase 3β (GSK-3β) inhibitor, activating downstream components of canonical Wnt signaling. IM-12 significantly increased β-catenin levels. When used to treat human neural progenitor cells, IM-12 promoted neuronal differentiation resulting in an increase of neuronal cells. It has an IC50 of 53 nM in an in vitro binding assay, compared with 92 nM for SB-216763 in the same assay condition.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Molecular medicine reports, 23(5) (2021-03-25)
Hepatocellular carcinoma (HCC) is a malignant tumor located in the liver. Secreted frizzled‑related protein 4 (sFRP‑4) is associated with cancer occurrence, but the relationship between sFRP‑4 and HCC is not completely understood. The present study aimed to investigate the role and
Yongli Shan et al.
Nature communications, 8(1), 672-672 (2017-09-25)
Polycomb repressive complex 2 and the epigenetic mark that it deposits, H3K27me3, are evolutionarily conserved and play critical roles in development and cancer. However, their roles in cell fate decisions in early embryonic development remain poorly understood. Here we report
Marta N Shahbazi et al.
Nature, 552(7684), 239-243 (2017-12-01)
The foundations of mammalian development lie in a cluster of embryonic epiblast stem cells. In response to extracellular matrix signalling, these cells undergo epithelialization and create an apical surface in contact with a cavity, a fundamental event for all subsequent
Johannes Menzel-Severing et al.
Scientific reports, 8(1), 10268-10268 (2018-07-08)
Understanding transcription factor (TF) regulation of limbal epithelial stem/progenitor cells (LEPCs) may aid in using non-ocular cells to regenerate the corneal surface. This study aimed to identify and characterize TF genes expressed specifically in LEPCs isolated from human donor eyes

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Naive pluripotent stem cells are located within the epiblast of mature blastocysts. These primitive “ground-state” cells may be cultured in vitro using specialized media and small molecule inhibitors.

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