700035P

7β-hydroxycholesterol

Avanti Research^™ - A Croda Brand

• Synonym(s): cholest-5-ene-3b,7b-diol; 110809
• Empirical Formula (Hill Notation): C₂₇H₄₆O₂
• CAS Number: 566-27-8
• Molecular Weight: 402.65
• UNSPSC Code: 12352211
• NACRES: NA.25

Properties

• description: cholest-5-en-3β,7β-diol
• Assay: >99% (TLC)
• form: powder
• packaging: pkg of 1 × 10 mg (700035P-10mg); pkg of 1 × 25 mg (700035P-25mg); pkg of 1 × 5 mg (700035P-5mg)
• manufacturer/tradename: Avanti Research^™ - A Croda Brand
• shipped in: dry ice
• storage temp.: −20°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
• InChI key: OYXZMSRRJOYLLO-ISPKDCJXSA-N

Description

General description

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

Application

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
• to reconstitute high-density lipoprotein (HDL) for anti-apoptotic studies in insulinoma cell line INS1e
• 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

Biochem/physiol Actions

7β-hydroxycholesterol (7β-OHC) favors apoptosis via caspase 8 based mitochondrial pathway. It also hinders cancer cell survival by generating reactive oxygen species(ROS). 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. It activates mitogen-activated protein kinases and modulates intracellular Ca²⁺ homeostasis and may contribute to the disorganization of Golgi and endoplasmic reticulum membranes.

Packaging

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)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable