566660

SAG

≥98% (HPLC), solid, smoothened agonist, Calbiochem^®

• Synonym(s): Smoothened Agonist, SAG
• Empirical Formula (Hill Notation): C₂₈H₂₈ClN₃OS · 2HCl · 2H₂O
• CAS Number: 364590-63-6
• Molecular Weight: 599.01
• MDL number: MFCD14636155
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Product Name: Smoothened Agonist, SAG, A cell-permeable Smoothened Agonist, SAG, CAS 364590-63-6, modulates the coupling of Smo with its downstream effector by interacting with the Smo heptahelical domain (K_D = 59 nM).
• Quality Level: 100
• assay: ≥98% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated (hygroscopic); protect from light
• color: light yellow
• solubility: DMSO: 10 mg/mL; water: 25 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: [s]1c2c(c(c1C(=O)N(C5CCC(CC5)NC)Cc3cc(ccc3)c4ccncc4)Cl)cccc2.Cl.Cl.O
• InChI: 1S/C28H28ClN3OS.2ClH.H2O/c1-30-22-9-11-23(12-10-22)32(28(33)27-26(29)24-7-2-3-8-25(24)34-27)18-19-5-4-6-21(17-19)20-13-15-31-16-14-20;;;/h2-8,13-17,22-23,30H,9-12,18H2,1H3;2*1H;1H2
• InChI key: IYXUQUYRWPGIQL-UHFFFAOYSA-N

Description

General description

A cell-permeable Smoothened Agonist, SAG, CAS 364590-63-6, modulates the coupling of Smo with its downstream effector by interacting with the Smo heptahelical domain (K_D = 59 nM).

A cell-permeable benzothiophene compound that modulates the coupling of Smo with its downstream effector by interacting with the Smo heptahelical domain (K_D = 59 nM). Shown to induce Smo internalization. Shown to induce Hedgehog pathway activation (EC₅₀ ∼3 nM in NIH 3T3-derived Shh-LIGHT2 cells) and counteracts Cyclopamine-KAAD (Cat. No. 239804) inhibition of Smo. Reported to act as an activator at low concentrations and as an inhibitor at very high concentrations.

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Wang, J., et al. 2010. Proc. Natl. Acad. Sci. USA.107, 9323.
Meloni, A.R., et al. 2006. Mol. Cell. Biol.26, 7750.
Chen, W., et al. 2004. Science306, 2257.
Chen, J.K., et al. 2002. Proc. Natl. Acad. Sci. USA99, 14071.
Frank-Kamenetsky, M., et al. 2002. J. Biol.1, 10.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H319
• pcodes: P264 - P280 - P305 + P351 + P338 - P337 + P313
• Hazard Classifications: Eye Irrit. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable