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SML1513

Sigma-Aldrich

SR1848

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C20H25ClN4O2
CAS Number:
863588-32-3
Molecular Weight:
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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

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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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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