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566660

SAG

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

Synonym(s):

Smoothened Agonist, SAG

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About This Item

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
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze, desiccated (hygroscopic), protect from light
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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 (KD = 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

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)

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mengmeng Zhou et al.
Life science alliance, 5(11) (2022-10-23)
Graded Hedgehog (Hh) signaling is mediated by graded Cubitus interruptus (Ci)/Gli transcriptional activity, but how the Hh gradient is converted into the Ci/Gli activity gradient remains poorly understood. Here, we show that graded Hh induces a progressive increase in Ci
Giulia Gaggi et al.
iScience, 25(10), 105197-105197 (2022-10-15)
Human fetal membrane mesenchymal stromal cells (hFM-MSCs) are a cell population easily isolable from the amniochorionic membrane of term placentas, without ethical issues or safety limitations. We previously reported that hFM-MSCs share some epigenetic characteristics with pluripotent stem cells and
George Maiti et al.
PNAS nexus, 1(5), pgac246-pgac246 (2023-01-31)
The cornea is a protective and refractive barrier in the eye crucial for vision. Understanding the human cornea in health, disease, and cell-based treatments can be greatly advanced with cornea organoids developed in culture from induced pluripotent stem cells. While
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Global Trade Item Number

SKUGTIN
566660-1MG07790788051570
566660-5MG04055977191578