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Merck

566660

SAG

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

Synonyme(s) :

Smoothened Agonist, SAG

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A propos de cet article

Formule empirique (notation de Hill) :
C28H28ClN3OS · 2HCl · 2H2O
Numéro CAS:
364590-63-6
Poids moléculaire :
599.01
MDL number:
MFCD14636155
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze, desiccated (hygroscopic), protect from light

Principaux documents

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Nom du produit

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 (KD = 59 nM).

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

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

Quality Level

100

Catégories apparentées

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 (KD = 59 nM).
A cell-permeable benzothiophene compound that modulates the coupling of Smo with its downstream effector by interacting with the Smo heptahelical domain (KD = 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

Preparation Note

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

Disclaimer

Toxicity: Standard Handling (A)

wgk

WGK 3

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Classe de stockage

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificats d'analyse (COA)

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FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 34(6), 7593-7609 (2020-04-14)
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Two genetic diseases, Gorlin syndrome and McCune-Albright syndrome (MAS), show completely opposite symptoms in terms of bone mineral density and hedgehog (Hh) activity. In this study, we utilized human induced pluripotent stem cell (iPSC)-based models of the two diseases to
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