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Key Documents

Inne dokumenty

S4194

Sigma-Aldrich

SR 12813

≥98%, solid

Synonim(y):

Tetraethyl 2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethenyl-1,1-bisphosphonate

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About This Item

Wzór empiryczny (zapis Hilla):
C24H42O7P2
Numer CAS:
126411-39-0
Masa cząsteczkowa:
504.53
Numer MDL:
MFCD00888473
Kod UNSPSC:
12352203
Identyfikator substancji w PubChem:
329824541
NACRES:
NA.77

pochodzenie biologiczne

synthetic (organic)

Poziom jakości

100

Próba

≥98%

Postać

solid

rozpuszczalność

DMSO: ≥10 mg/mL
H2O: insoluble

inicjator

GlaxoSmithKline

ciąg SMILES

CCOP(=O)(OCC)C(=C/c1cc(c(O)c(c1)C(C)(C)C)C(C)(C)C)\P(=O)(OCC)OCC

InChI

1S/C24H42O7P2/c1-11-28-32(26,29-12-2)21(33(27,30-13-3)31-14-4)17-18-15-19(23(5,6)7)22(25)20(16-18)24(8,9)10/h15-17,25H,11-14H2,1-10H3

Klucz InChI

YQLJDECYQDRSBI-UHFFFAOYSA-N

Zastosowanie

SR-12813 was used as control in pregnane X receptor (PXR) binding assay performed in HepG2 liver carcinoma cells and PXR-activation assay mediated by dehydroepiandrosterone in human hepatocytes.

Działania biochem./fizjol.

SR-12813 is a 1,1-bisphosphonate ester that exhibits hypocholesterolemic activity. It decreases the biosynthesis of cholesterol by enhancing the degradation of HMG-CoA reductase.
SR 12813 is a pregnane X receptor (PXR, NR 112) agonist; cholesterol lowering drug; HMGCoA reductase inhibitor.

Cechy i korzyści

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
This page may contain text that has been machine translated.

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

Eyeshields, Gloves, type N95 (US)

Certyfikaty analizy (CoA)

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Sigma-Aldrich

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Sigma-Aldrich

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Zoledronic acid monohydrate ≥98% (HPLC)

Sigma-Aldrich

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Sigma-Aldrich

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Marija Pinne et al.
PloS one, 11(10), e0164642-e0164642 (2016-10-13)
The pregnane X receptor (PXR/SXR, NR1I2) and constitutive androstane receptor (CAR, NR1I3) are nuclear receptors (NRs) involved in the regulation of many genes including cytochrome P450 enzymes (CYPs) and transporters important in metabolism and uptake of both endogenous substrates and
Krisztina Kohalmy et al.
Drug metabolism and disposition: the biological fate of chemicals, 35(9), 1495-1501 (2007-06-27)
Dehydroepiandrosterone (DHEA), the major precursor of androgens and estrogens, has several beneficial effects on the immune system, on memory function, and in modulating the effects of diabetes, obesity, and chemical carcinogenesis. Treatment of rats with DHEA influences expression of cytochrome
T A Berkhout et al.
The Journal of biological chemistry, 271(24), 14376-14382 (1996-06-14)
SR-12813 (tetra-ethyl 2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethenyl-1, 1-bisphosphonate) lowers plasma cholesterol in five species. In this paper we investigate the underlying mechanism using Hep G2 cells. SR-12813 inhibited incorporation of tritiated water into cholesterol with an IC50 of 1.2 microM but had no effect
Navdar Sever et al.
The Journal of biological chemistry, 279(41), 43136-43147 (2004-07-13)
Insig-1 and Insig-2 are membrane proteins of the endoplasmic reticulum that regulate lipid metabolism by the following two actions: 1) sterol-induced binding to 3-hydroxy-3-methylglutaryl-coenzyme A reductase, an action that leads to ubiquitination and degradation of the enzyme; and 2) sterol-induced
Wenwei Lin et al.
The Journal of biological chemistry, 283(45), 30650-30657 (2008-09-12)
The human pregnane X receptor (hPXR) regulates the expression of critical drug metabolism enzymes. One of such enzymes, cytochrome P450 3A4 (CYP3A4), plays critical roles in drug metabolism in hepatocytes that are either quiescent or passing through the cell cycle.
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Produkty

Cholesterol Biosynthesis Regulation

The amount of cholesterol that is synthesized in the liver is tightly regulated by dietary cholesterol levels. LDL receptors regulate the cellular transport of lipid rich low density lipoprotein (LDL) particles.

Antilipemic Agents

Randomized controlled clinical studies have suggested 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase inhibitors (statins) are effective in both primary and secondary prevention of cardiovascular disease (CVD) events.

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