700059P

27-hydroxycholesterol-d6

Avanti Research^™ - A Croda Brand

• Sinónimos: 25,26,26,26,27,27-hexadeuterocholest-5-ene-3β,27-diol; 27-hydroxycholest-5-en-3-ol(d6); 111011
• Fórmula empírica (notación de Hill): C₂₇H₄₀D₆O₂
• Número CAS: 1246302-95-3
• Peso molecular: 408.69
• UNSPSC Code: 41141804
• NACRES: NA.25

Propiedades

• description: 25,26,26,26,27,27-hexadeuterocholest-5-ene-3β,27-diol
• assay: >99% (TLC)
• form: powder
• packaging: pkg of 1 × 1 mg (700059P-1mg)
• manufacturer/tradename: Avanti Research^™ - A Croda Brand
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: [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]
• InChI: 1S/C27H46O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h8,18-19,21-25,28-29H,5-7,9-17H2,1-4H3/t18-,19-,21+,22+,23-,24+,25+,26+,27-/m1/s1/i1D3,17D2,18D
• InChI key: FYHRJWMENCALJY-UPBLXZCTSA-N

Descripción

General description

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.[1] 27-hydroxycholesterol-d6 is a deuterated form of 27-hydroxycholesterol.

Application

27-hydroxycholesterol-d6 has been used:

• as an internal standard in isotope dilution-mass spectrometry analysis of heart mitochondria samples[2]
• as an internal standard in gas chromatography-mass spectrometry (GC–MS) for plasma sterol quantification[3]
• as a deuterated internal standard for spiking plasma samples for liquid chromatography with tandem mass spectrometry (LC-MS-MS) analysis[4]

Biochem/physiol Actions

27-hydroxycholesterol (27-HC) is a weak liver X receptor (LXR) agonist[5] and a selective estrogen receptor modulator (SERM).[6] Elevated levels of 27-HC is observed in hypercholesterolemia.[7] 27-HC is implicated in breast cancer tumor[8] and glioblastoma progression.[9] 27-HC may help in treating non-alcoholic steatohepatitis. Elevated levels of 27-HC is associated with atherosclerotic lesions.[1]

Packaging

5 mL Amber Glass Screw Cap Vial (700059P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Información de seguridad

• Clase de almacenamiento: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: No data available
• flash_point_c: No data available