700075P

8(9)-dehydrocholesterol

Avanti Polar Lipids 700075P, powder

• Synonym(s): cholesta-5,8(9)-dien-3β-ol
• Empirical Formula (Hill Notation): C₂₇H₄₄O
• CAS Number: 70741-38-7
• Molecular Weight: 384.64
• NACRES: NA.25

Properties

• assay: >99% (TLC)
• form: powder
• packaging: pkg of 1 × 1 mg (700075P-1mg)
• manufacturer/tradename: Avanti Polar Lipids 700075P
• shipped in: dry ice
• storage temp.: −70°C
• SMILES string: C[C@]1(CC2)C(CCC1C(CCCC(C)C)C)C3=C2[C@](CC[C@H](O)C4)(C)C4=CC3
• InChI: 1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21,23-24,28H,6-8,10-17H2,1-5H3/t19-,21+,23-,24+,26+,27-/m1/s1
• InChI key: VUKORTMHZDZZFR-BXAZICILSA-N

Description

General description

8(9)-dehydrocholesterol is an isomer of 7-dehydrocholesterol and non-polar oxysterol metabolite. It is oxidized to Δ8 analog by mitochondrial enzymes.

Application

8(9)-dehydrocholesterol has been used as a component of sterol standard in liquid chromatography–mass spectrometry (LC-MS) for quantification of lipids from cultured cells.

Biochem/physiol Actions

8(9)-dehydrocholesterol (8-DHC) elevated levels are toxic to cells and is implicated in Smith-Lemli-Opitz syndrome (SLOS). 8-DHC profiling helps in understanding SLOS phenotype.

Packaging

5 mL Amber Glass Screw Cap Vial (700075P-1mg)

Safety Information

• Storage Class Code: 13 - Non Combustible Solids