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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

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
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
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
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
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