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SML1513

Sigma-Aldrich

SR1848

≥98% (HPLC)

Sinónimos:

6-[4-(3-Chlorophenyl)-1-piperazinyl]-3-cyclohexyl-2,4(1H,3H)-pyrimidinedione, CDI 3238389, ML180

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About This Item

Fórmula empírica (notación de Hill):
C20H25ClN4O2
Número de CAS:
863588-32-3
Peso molecular:
388.89
MDL number:
MFCD05894342
UNSPSC Code:
12352200
PubChem Substance ID:
329825930
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

O=C(N(C1CCCCC1)C(N2)=O)C=C2N3CCN(C4=CC(Cl)=CC=C4)CC3

InChI

1S/C20H25ClN4O2/c21-15-5-4-8-17(13-15)23-9-11-24(12-10-23)18-14-19(26)25(20(27)22-18)16-6-2-1-3-7-16/h4-5,8,13-14,16H,1-3,6-7,9-12H2,(H,22,27)

InChI key

CHMQQIFPOIZPIJ-UHFFFAOYSA-N

Application

SR1848 has been used as a liver receptor homolog 1 (LRH-1) inhibitor to study the role of LRH-1 in the regulation of lipopolysaccharide (LPS)-induced proinflammatory cytokines in mice macrophage. It has also been used as an LRH-1 inhibitor to study its effects on activation-induced Fas ligand (FasL) expression in the murine T-cell hybridoma cell line.

Biochem/physiol Actions

SR1848 is a cell penetrant and potent inhibitor of orphan nuclear receptor liver receptor homolog 1 (LRH-1; NR5A2) that reduces the expression of CyclinD1 and E1, which results in inhibition of cell proliferation. SR1848 induces rapid translocation of nuclear LRH-1 to the cytoplasm.
The actions of SR1848 might contribute to anti-cancer functionality.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Juliane Schwaderer et al.
Cell death & disease, 8(4), e2745-e2745 (2017-04-14)
CD95/Fas ligand (FasL) is a cell death-promoting member of the tumor necrosis factor family with important functions in the regulation of T-cell homeostasis and cytotoxicity. In T cells, FasL expression is tightly regulated on a transcriptional level involving a complex
Cesar A Corzo et al.
Molecular pharmacology, 87(2), 296-304 (2014-12-05)
The orphan nuclear receptor liver receptor homolog 1 (LRH-1; NR5A2) is a potent regulator of cholesterol metabolism and bile acid homeostasis. Recently, LRH-1 has been shown to play an important role in intestinal inflammation and in the progression of estrogen
Juliane Schwaderer et al.
Cell death & disease, 11(2), 154-154 (2020-03-01)
Liver receptor homolog-1 (LRH-1, Nr5a2) is an orphan nuclear receptor mainly expressed in tissues of endodermal origin, where its physiological role has been extensively studied. LRH-1 has been implicated in liver cell differentiation and proliferation, as well as glucose, lipid

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