700059P
Avanti
27-hydroxycholesterol-d6
Avanti Research™ - A Croda Brand
Sinônimo(s):
25,26,26,26,27,27-hexadeuterocholest-5-ene-3β,27-diol; 27-hydroxycholest-5-en-3-ol(d6); 111011
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About This Item
Fórmula empírica (Notação de Hill):
C27H40D6O2
Número CAS:
Peso molecular:
408.69
Código UNSPSC:
41141804
NACRES:
NA.25
Produtos recomendados
descrição
25,26,26,26,27,27-hexadeuterocholest-5-ene-3β,27-diol
Ensaio
>99% (TLC)
forma
powder
embalagem
pkg of 1 × 1 mg (700059P-1mg)
fabricante/nome comercial
Avanti Research™ - A Croda Brand
Condições de expedição
dry ice
temperatura de armazenamento
−20°C
cadeia de caracteres SMILES
[H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)C3=CC2)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)CCC[C@@]([2H])(C([2H])([2H])[2H])C(O)([2H])[2H]
Descrição geral
27-hydroxycholesterol (27-HC) is synthesized from cholesterol by the action of sterol 27-hydroxylase in the liver. It is an abundant oxysterol in the circulation ranging from 0.15 to 0.73 μM. 27-HC serves as a substrate for bile synthesis. 27-hydroxycholesterol-d6 is a deuterated form of 27-hydroxycholesterol.
Aplicação
27-hydroxycholesterol-d6 has been used:
- as an internal standard in isotope dilution-mass spectrometry analysis of heart mitochondria samples
- as an internal standard in gas chromatography-mass spectrometry (GC–MS) for plasma sterol quantification
- as a deuterated internal standard for spiking plasma samples for liquid chromatography with tandem mass spectrometry (LC-MS-MS) analysis
Ações bioquímicas/fisiológicas
27-hydroxycholesterol (27-HC) is a weak liver X receptor (LXR) agonist and a selective estrogen receptor modulator (SERM). Elevated levels of 27-HC is observed in hypercholesterolemia. 27-HC is implicated in breast cancer tumor and glioblastoma progression. 27-HC may help in treating non-alcoholic steatohepatitis. Elevated levels of 27-HC is associated with atherosclerotic lesions.
Embalagem
5 mL Amber Glass Screw Cap Vial (700059P-1mg)
Informações legais
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
No data available
Ponto de fulgor (°C)
No data available
Certificados de análise (COA)
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Irundika H K Dias et al.
Redox biology, 16, 139-145 (2018-03-04)
Oxysterols (OHC) are biologically active cholesterol metabolites circulating in plasma that may be formed enzymatically (e.g. 24S-OHC, 25-OHC and 27-OHC) or by autoxidative mechanisms (e.g. 7-ketocholesterol, 7β-OHC and 25-OHC). Oxysterols are more soluble than cholesterol and are reported to exert
Lu Liu et al.
Oncology letters, 18(4), 3623-3629 (2019-10-04)
Glioblastoma is the most frequent primary malignant brain tumor in adults. Oxysterols are oxidation products of cholesterol generated by enzymatic reactions. 27-hydroxycholesterol (27-HC), an oxysterol, is an abundant metabolite of cholesterol. 27-HC significantly accelerates mammary cancer growth, proliferation and progression
Erik R Nelson et al.
Science (New York, N.Y.), 342(6162), 1094-1098 (2013-11-30)
Hypercholesterolemia is a risk factor for estrogen receptor (ER)-positive breast cancers and is associated with a decreased response of tumors to endocrine therapies. Here, we show that 27-hydroxycholesterol (27HC), a primary metabolite of cholesterol and an ER and liver X
Plasma oxysterol levels in luminal subtype breast cancer patients are associated with clinical data.
Alzbeta Kloudova-Spalenkova et al.
The Journal of steroid biochemistry and molecular biology, 197, 105566-105566 (2019-12-25)
Oxygenated metabolites of cholesterol (oxysterols) have been previously demonstrated to contribute to progression of various cancers and to modulate resistance to breast cancer endocrine therapy in vitro. We measured prognostic roles of circulating levels of seven major oxysterols in the
Di Li et al.
Obesity (Silver Spring, Md.), 26(4), 713-722 (2018-02-25)
Although 27-hydroxycholesterol (27-HC) has been reported as a potent regulator of lipid homeostasis, its role in hepatic lipogenesis remains obscure. The present study was designed to investigate the impact of 27-HC on sterol regulatory element-binding protein 1 (SREBP-1) and hepatic
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