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Cat.No. 4366 - SAG | C28H28ClN3OS | CAS No. 912545-86-9
Description: Potent Smoothened receptor agonist; activates the Hedgehog signaling pathway
Chemical Name: 3-Chloro-N-[trans-4-(methylamino)cyclohexyl]-N-[[3-(4-pyridinyl)phenyl]methyl]benzo[b]thiophene-2-carboxamide
Purity: ≥99% (HPLC)
Citations (2)

Biological Activity

Potent Smoothened (Smo) receptor agonist (Kd = 59 nM); antagonizes Cyclopamine action at the Smo receptor. Potently activates the Hedgehog signaling pathway in Shh-light 2 cells (EC50 ~ 3 nM). Induces pathway activation independently of Ptch proteins. Putative inhibitor of a cellular component required for Hedgehog signaling. Enhances neuronal differentiation of iPSCs into dopaminergic neurons.

Technical Data

M. Wt 490.06
Formula C28H28ClN3OS
Storage Store at -20°C
Purity ≥99% (HPLC)
CAS Number 912545-86-9
PubChem ID 5284330
Smiles ClC2=C(C(N([C@H]4CC[C@H](NC)CC4)CC3=CC=CC(C5=CC=NC=C5)=C3)=O)SC1=CC=CC=C12

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 49.01 100
1eq. HCl 24.5 50

Preparing Stock Solutions

The following data is based on the product molecular weight 490.06. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.04 mL 10.2 mL 20.41 mL
5 mM 0.41 mL 2.04 mL 4.08 mL
10 mM 0.2 mL 1.02 mL 2.04 mL
50 mM 0.04 mL 0.2 mL 0.41 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References are publications that support the biological activity of the product.

Stanton et al (2009) A small molecule that binds Hedgehog and blocks its signaling in human cells. Nat.Chem.Biol. 5 154 PMID: 19151731

Chen et al (2002) Small molecule modulation of Smoothened activity. Proc.Natl.Acad.Sci.USA. 99 14071 PMID: 12391318

Mak et al (2012) Small molecules greatly improve conversion of human-induced pluripotent stem cells to the neuronal lineage. Stem Cells Int. 2012 140427 PMID: 22567022

If you know of a relevant reference for SAG, please let us know.

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Keywords: SAG, SAG supplier, Potent, Smoothened, Smo, receptors, agonists, activates, Hedgehog, signaling, pathway, activator, enhancers, neuronal, differentiation, iPCs, inducible, pluripotent, stem, cells, dopaminergic, neurons, neurones, Receptors, Signaling, Neural, Stem, Cells, ESCs, and, iPSC, 4366, Tocris Bioscience

2 Citations for SAG

Citations are publications that use Tocris products. Selected citations for SAG include:

Cortes et al (2015) Accumulation of the Vitamin D Precursor Cholecalciferol Antagonizes Hedgehog Signaling to Impair Hemogenic Endothelium Formation. Nat Chem Biol 5 471 PMID: 26365513

Xia et al (2016) Transcriptional comparison of human induced and primary midbrain DArgic neurons. Sci.Rep. 6 20270 PMID: 26842779

Do you know of a great paper that uses SAG from Tocris? Please let us know.

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