700035P

7β-hydroxycholesterol

Avanti Research^™ - A Croda Brand

• Synonym(e): cholest-5-ene-3b,7b-diol; 110809
• Empirische Formel (Hill-System): C₂₇H₄₆O₂
• CAS-Nummer: 566-27-8
• Molekulargewicht: 402.65
• MDL-Nummer: MFCD00058406
• UNSPSC-Code: 12352211
• NACRES: NA.25

Eigenschaften

• Beschreibung: cholest-5-en-3β,7β-diol
• Assay: >99% (TLC)
• Form: powder
• Verpackung: pkg of 1 × 10 mg (700035P-10mg); pkg of 1 × 25 mg (700035P-25mg); pkg of 1 × 5 mg (700035P-5mg)
• Hersteller/Markenname: Avanti Research^™ - A Croda Brand
• Versandbedingung: dry ice
• Lagertemp.: −20°C
• SMILES String: O[C@@H]1[C@H]2[C@H]3[C@@]([C@H](CC3)[C@@H](CCCC(C)C)C)(CC[C@@H]2[C@]4(CCC(CC4=C1)O)C)C
• InChI: 1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20?,21-,22+,23+,24+,25+,26+,27-/m1/s1
• InChIKey: OYXZMSRRJOYLLO-ISPKDCJXSA-N

Beschreibung

Allgemeine Beschreibung

7β-hydroxycholesterol (7β-OHC) is an oxysterol synthesized by the oxidation of the low-density lipoprotein (LDL).[1] It is primarily catabolized to bile acid in the liver.[2]

Anwendung

7β-hydroxycholesterol has been used:

• as an internal oxysterol standard in liquid chromatography–mass spectrometry (LC-MS) for the quantification of sterols associated with cholesterol biosynthesis in neurospheres post inhibitor AY9944 treatment[3]
• to reconstitute high-density lipoprotein (HDL) for anti-apoptotic studies in insulinoma cell line INS1e[4]
• as a cholesterol oxidation product standard in ultra high-performance liquid chromatography (UHPLC) coupled with high- resolution quadrupole time-of-flight (Q-TOF) mass spectrometry[5]

Biochem./physiol. Wirkung

7β-hydroxycholesterol (7β-OHC) favors apoptosis via caspase 8 based mitochondrial pathway.[1] It also hinders cancer cell survival by generating reactive oxygen species(ROS).[6] The levels of 7β-OHC are elevated in the cerebrospinal fluid of multiple sclerosis and Alzheimer′s disease (AD) patients. 7β-OHC also promotes oxiapoptophagy and demyelination.[2] It activates mitogen-activated protein kinases and modulates intracellular Ca²⁺ homeostasis and may contribute to the disorganization of Golgi and endoplasmic reticulum membranes.[7]

Verpackung

5 mL Amber Glass Screw Cap Vial (700035P-10mg)

5 mL Amber Glass Screw Cap Vial (700035P-25mg)

5 mL Amber Glass Screw Cap Vial (700035P-5mg)

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable