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关于此项目
经验公式（希尔记法）:
C27H46O3
化学文摘社编号:
分子量:
418.65
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
产品名称
6-keto-5α-hydroxycholesterol, Avanti Research™ - A Croda Brand 700140P, powder
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
SMILES string
O[C@]21[C@@]([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)[C@@H](CCCC(C)C)C)(CC3)C)CC2=O)(CC[C@@H](C1)O)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
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
存储类别
11 - Combustible Solids