700140P

6-keto-5α-hydroxycholesterol

Avanti Research^™ - A Croda Brand 700140P, powder

• Synonym(s): 3β,5α-dihydroxy-cholestan-6-one
• Empirical Formula (Hill Notation): C₂₇H₄₆O₃
• CAS Number: 13027-33-3
• Molecular Weight: 418.65
• UNSPSC Code: 12352211
• NACRES: NA.25

Properties

• Assay: >99% (TLC)
• form: powder
• packaging: pkg of 1 × 5 mg (700140P-5mg)
• manufacturer/tradename: Avanti Research^™ - A Croda Brand 700140P
• shipped in: dry ice
• storage temp.: −20°C
• InChI: 1S/C27H46O3/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24(29)27(30)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-23,28,30H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,25-,26-,27+/m1/s1
• InChI key: SJZZRXMQSAXCFD-ZCBMJONGSA-N

Description

General description

6-keto-5α-hydroxycholesterol, also known as 6-oxo-cholestan-3β,5α-diol (OCDO), is synthesized from the oxidation of 5β, 6β-epoxycholesterol in the presence of enzyme cholesterol epoxide hydrolase. It is also synthesized from cholestane-3β,5α,6β-triol by the enzyme 11β-hydroxysteroid dehydrogenase type II . The enzyme 11β-hydroxysteroid dehydrogenase type I catalyzes the reduction of OCDO to cholestane-3β,5α,6β-triol.

Biochem/physiol Actions

6-keto-5α-hydroxycholesterol favors tumor progression. cholestan-6-oxo-3β,5α-diolelicits cytotoxicity towards human bronchial 16-HBE cells and plays a key role in mediating cell necrosis post ozone exposure. It is an oncometabolite, which promotes breast cancer progression and also blocks chemotaxis mediated by polymorphonuclear leukocytes.

Packaging

5 mL Amber Glass Screw Cap Vial (700140P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Safety Information

• Storage Class Code: 11 - Combustible Solids