Chemistry:25-Hydroxycholesterol

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Template:Cs1 config
25-Hydroxycholesterol
25-Hydroxycholesterol.svg
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
DrugBank
EC Number
  • 635-752-4
Properties
C27H46O2
Molar mass 402.7
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

25-Hydroxycholesterol is a derivative of cholesterol, which plays a role in various biological processes in humans and other species. It is involved in cholesterol metabolism, antivirus process, inflammatory and immune response, and survival signaling pathway. 25-hydroxycholesterol is biosynthesized from cholesterol by adding a hydroxyl group at the position 25-carbon of a steroid nucleus. This reaction is catalyzed by cholesterol 25-hydroxylase, a family of enzymes that use oxygen and a di-iron cofactor to catalyze hydroxylation reaction.[1][2]

The CYP3A4 enzyme, a member of the cytochrome P450 family, can catalyze the oxidation of 25-hydroxycholesterol to 7α,25-dihydroxycholesterol, whereas 25-hydroxycholesterol can inhibit CYP4F2 mRNA expression, so that members of the cytochrome P450 family are also involved in the metabolism of 25-hydroxycholesterol besides cholesterol 25-hydroxylase.[3]

25-hydroxycholesterol has been found in various organisms such as mice, rats, rabbits, and cows. (As of 2023) its presence in other species has not been extensively studied.[2][1]

See also

References

  1. 1.0 1.1 "25-hydroxycholesterol: an integrator of antiviral ability and signaling". Front Immunol 14: 1268104. 2023. doi:10.3389/fimmu.2023.1268104. PMID 37781400. 
  2. 2.0 2.1 "Multiple Roles of 25-Hydroxycholesterol in Lipid Metabolism, Antivirus Process, Inflammatory Response, and Cell Survival". Oxid Med Cell Longev 2020: 8893305. 2020. doi:10.1155/2020/8893305. PMID 33274010. 
  3. "Regulation of human cytochrome P450 4F2 expression by sterol regulatory element-binding protein and lovastatin". J Biol Chem 282 (8): 5225–36. February 2007. doi:10.1074/jbc.M608176200. PMID 17142457. 

Further reading