Lanosterol

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Lanosterol
Skeletal structure of lanosterol
Chemical name lanosta-8,24-dien-3-ol
Chemical formula C30H50O
Molecular mass 426.70 g/mol
CAS number [79-63-0]
Density  ? g/cm3
Melting point 138-140 °C
Boiling point  ? °C
SMILES
Disclaimer and references

Lanosterol is a tetracyclic triterpenoid which is the compound from which all steroids are derived. Lanosterol is biochemically synthesized from farnesyl pyrophosphate. The critical step is the enzymatic conversion of the acyclic terpene squalene to the polycylic lanosterol via 2,3-squalene oxide. Further elaboration under enzyme catalysis leads to the core structure of steroids.

[edit] Biosynthesis

  • Two molecules of farnesyl pyrophosphate condense with reduction by NADPH to form squalene - by squalene synthase;

  • Squalene is reduced by NADPH to 2,3-oxidosqualene (squalene epoxide) - by squalene monooxygenase;

  • 2,3-oxidosqualene is converted to a protosterol cation and finally to lanosterol, catalyzed by the enzyme lanosterol synthase:


[edit] See also

[edit] External links

3D structure of lanosterol

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