SAG

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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)
Datasheet
Citations (2)
Literature

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.

Compound Libraries

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Technical Data

M. Wt 490.06
Formula C28H28ClN3OS
Storage Store at -20°C
Purity ≥99% (HPLC)
CAS Number 912545-86-9
PubChem ID 5284330
InChI Key VFSUUTYAEQOIMW-UHFFFAOYSA-N
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.

All Tocris products are intended for laboratory research use only.

Solubility Data

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

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 solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
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

Safety Datasheet

References

References are publications that support the products' biological activity.

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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View all Smoothened Receptor Agonists

Keywords: Potent Smoothened Smo receptors agonists activates Hedgehog signaling pathway activator enhancers neuronal differentiation iPCs inducible pluripotent stem cells dopaminergic neurons neurones Smoothened Receptors

2 Citations for SAG

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

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

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


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Literature in this Area

GPCR

GPCR Product Listing

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Pathways for SAG

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