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Cholesterol is the most abundant neutral lipid present in the surfactant of the lung epithelial... more
Product information "5alpha-hydroxy-6-keto Cholesterol"
Cholesterol is the most abundant neutral lipid present in the surfactant of the lung epithelial lining fluid. The double bond between carbons 5 and 6 of cholesterol is susceptible to attack by ozone within this surfactant environment. 5alpha-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 5beta,6beta-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. Therefore, the toxic effects of ozone may be mediated by formation oxysterols of this type.Formal Name: 3beta,5alpha-dihydroxy-cholestan-6-one. CAS Number: 13027-33-3. Synonyms: 6-Oxo-3,5-diol, Cholestane-6-oxo-3beta,5alpha-diol. Molecular Formula: C27H46O3. Formula Weight: 418.7. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 20 mg/ml, DMSO: 0.5 mg/ml, Ethanol: 5 mg/ml. SMILES: O=C1[C@@]2(O)C[C@@H](O)CC[C@]2(C)[C@]3([H])[C@@]([C@@](CC[C@]4([H])[C@H](C)CCCC(C)C)([H])[C@]4(C)CC3)([H])C1. InChi Code: 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.
Keywords: | 6-Oxo-3,5-diol, Cholestane-6-oxo-3beta,5alpha-diol, 3beta,5alpha-dihydroxy-cholestan-6-one |
Supplier: | Cayman Chemical |
Supplier-Nr: | 10007601 |
Properties
Application: | Cholesterol synthesis inhibitor |
MW: | 418.7 D |
Formula: | C27H46O3 |
Purity: | >98% |
Format: | Crystalline Solid |
Database Information
CAS : | 13027-33-3| Matching products |
Handling & Safety
Storage: | -20°C |
Shipping: | +20°C (International: -20°C) |
Caution
Our products are for laboratory research use only: Not for administration to humans!
Our products are for laboratory research use only: Not for administration to humans!
Information about the product reference will follow.
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