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SML1314

Sigma-Aldrich

SAG dihydrochloride

≥98% (HPLC), lyophilized solid, smoothened (Smo) agonist

Synonyme(s) :

3-Chloro-N-[trans-4-(methylamino)cyclohexyl]-N-[[3-(4-pyridinyl)phenyl]methyl]-benzo[b]thiophene-2-carboxamide dihydrochloride, Smoothened Agonist

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About This Item

Formule empirique (notation de Hill):
C28H28ClN3OS · 2HCl
Numéro CAS:
912545-86-9
Poids moléculaire :
562.98
Code UNSPSC :
51111800
ID de substance PubChem :
329825779
Nomenclature NACRES :
NA.77

product name

SAG dihydrochloride, ≥98% (HPLC)

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

lyophilized solid

Conditions de stockage

desiccated

Couleur

white to beige

Solubilité

H2O: 20 mg/mL, clear

Température de stockage

−20°C

Chaîne SMILES 

O=C(C1=C(Cl)C2=C(C=CC=C2)S1)N([C@@]3([H])CC[C@@](NC)([H])CC3)CC4=CC(C5=CC=NC=C5)=CC=C4

InChI

1S/C28H28ClN3OS/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/t22-,23-

Clé InChI

VFSUUTYAEQOIMW-YHBQERECSA-N

Application

Smoothened agonist (SAG) dihydrochloride has been used as a sonic hedgehog (SHH) pathway agonist:
  • to study its effects on mouse hippocampal cells
  • to determine its effects on the mitochondrial network in zebrafish embryo
  • to study its effects on murine embryonic fibroblasts

Actions biochimiques/physiologiques

SAG is a potent and cell-permeable smoothened (Smo) agonist that activates Hedgehog pathway and counteracts Cyclopamine inhibition of Smo.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H301,H413

Classification des risques

Acute Tox. 3 Oral - Aquatic Chronic 4

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Lina Zhu et al.
PeerJ, 10, e13381-e13381 (2022-05-10)
Smoothened (SMO) protein is a member of the G protein-coupled receptor (GPCR) family that is involved in the Hedgehog (Hh) signaling pathway. It is a putative target for treating various cancers, including medulloblastoma and basal cell carcinoma (BCC). Characterizing membrane
Michaela Prochazkova et al.
Development (Cambridge, England), 144(12), 2212-2221 (2017-05-17)
The patterning of repeated structures is a major theme in developmental biology, and the inter-relationship between spacing and size of such structures is an unresolved issue. Fungiform papillae are repeated epithelial structures that house taste buds on the anterior tongue.
Alp Ozgun et al.
Materials today. Bio, 25, 100992-100992 (2024-02-19)
Modern in vitro technologies for preclinical research, including organ-on-a-chip, organoids- and assembloid-based systems, have rapidly emerged as pivotal tools for elucidating disease mechanisms and assessing the efficacy of putative therapeutics. In this context, advanced in vitro models of Parkinson's Disease
Shirin Farheen et al.
Journal of biochemical and molecular toxicology, 37(2), e23241-e23241 (2022-10-08)
Glioma is a major brain tumor, and the associated mortality rate is very high. Contemporary therapies provide a chance of survival for 9-12 months. Therefore, a novel approach is essential to improve the survival rate. Sonic hedgehog (Shh) cell signaling
Friederike Hantel et al.
Journal of cell science, 135(9) (2022-05-12)
Cilia are evolutionarily conserved organelles that orchestrate a variety of signal transduction pathways, such as sonic hedgehog (SHH) signaling, during embryonic development. Our recent studies have shown that loss of GID ubiquitin ligase function results in aberrant AMP-activated protein kinase
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