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5α-hydroxy-6-keto Cholesterol

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Formula: C27H46O3
CAS: 13027-33-3

Identification

Structural Formula
5α-hydroxy-6-keto Cholesterol
CAS:
13027-33-3
EINECS:
Molecular Formula:
C27H46O3
MDL:
SMILES:
C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC(=O)[C@@]4([C@@]3(CC[C@@H](C4)O)C)O)C
Synonym:
cholestane-6-oxo-3beta,5alpha-diol ; yakkasterone ; ys-64 ; 3β,5-dihydroxy-5α-cholestan-6-one ; cholestan-3-beta, 5-alpha-diol-6-one ; 5alpha-cholestan-3beta,5alpha-diol-6-one ; 5alpha-hydroxy-6-keto cholesterol ; 5α-hydroxy-6-keto cholesterol ; cholestane-6-oxo-3,5-diol


Description

5α-hydroxy-6-keto Cholesterol (6-oxo-3,5,-diol) is a major metabolite of cholesterol formed during exposure of lung epithelial cells to ozone, with formation of 5β,6β-epoxycholesterol as a predominant precursor. Exposure of C57BL/6J mice to 0.5-3 ppm ozone produced a dose-dependent formation of 6-oxo-3,5,-diol which was detectable in the bronchalveolar lavage fluid, lavaged cells, and lung homogenates. 6-Oxo-3,5-diol is a potent inhibitor of cholesterol synthesis in human bronchial epithelial cells with an IC50 of 350 nM and exhibits significant cytotoxicity in the low μM range.


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Santa Cruz Biotechnology, Inc.
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5alpha-hydroxy-6-keto Cholesterol
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Properties for 5α-hydroxy-6-keto Cholesterol

Molecular Weight:
418.65 g·mol−1
Density:
1.06 g/cm3 (Predicted)
Melting point:
228-233° C
Boiling point:
528.86° C at 760 mmHg (Predicted)
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MSDS:
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