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SML1314

Sigma-Aldrich

SAG dihydrochloride

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

Synonym(e):

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

Empirische Formel (Hill-System):
C28H28ClN3OS · 2HCl
CAS-Nummer:
912545-86-9
Molekulargewicht:
562.98
UNSPSC-Code:
51111800
PubChem Substanz-ID:
329825779
NACRES:
NA.77

product name

SAG dihydrochloride, ≥98% (HPLC)

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

lyophilized solid

Lagerbedingungen

desiccated

Farbe

white to beige

Löslichkeit

H2O: 20 mg/mL, clear

Lagertemp.

−20°C

SMILES String

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-

InChIKey

VFSUUTYAEQOIMW-YHBQERECSA-N

Anwendung

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

Biochem./physiol. Wirkung

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

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

H-Sätze

H301,H413

Gefahreneinstufungen

Acute Tox. 3 Oral - Aquatic Chronic 4

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

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.
Suping Qin et al.
Behavioural brain research, 367, 91-100 (2019-04-04)
Obesity induces hippocampal neuronal apoptosis and leads to cognitive function deficits. Sonic hedgehog (SHH) signaling is crucial during nervous system development and is neuroprotective in many neurologic diseases. This study assessed the role of SHH signaling in the cognitive deficits
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
Maike Marczenke et al.
Development (Cambridge, England), 148(21) (2021-10-27)
Growth arrest-specific 1 (GAS1) acts as a co-receptor to patched 1, promoting sonic hedgehog (SHH) signaling in the developing nervous system. GAS1 mutations in humans and animal models result in forebrain and craniofacial malformations, defects ascribed to a function for

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