Lanosterol

Lanosterol is a tetracyclic triterpenoid and is the compound from which all animal and fungal steroids are derived. By contrast plant steroids are produced via cycloartenol.[1]

Lanosterol
Names
IUPAC name
lanosta-8,24-dien-3-ol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.105
MeSH Lanosterol
UNII
Properties
C30H50O
Molar mass 426.71 g/mol
Melting point 138 to 140 °C (280 to 284 °F; 411 to 413 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Role in biosynthesis of other steroids

Elaboration of lanosterol under enzyme catalysis leads to the core structure of steroids. 14-Demethylation of lanosterol by CYP51 eventually yields cholesterol.

Biosynthesis

DescriptionIllustrationEnzyme
Two molecules of farnesyl pyrophosphate condense with reduction by NADPH to form squalenesqualene synthase
Squalene is oxidized to 2,3-oxidosqualene (squalene epoxide)squalene monooxygenase
2,3-Oxidosqualene is converted to a protosterol cation and finally to lanosterollanosterol synthase
(step 2)(step 2)

See also

References

  1. Schaller, Hubert (May 2003). "The role of sterols in plant growth and development". Progress in Lipid Research. 42 (3): 163–175. doi:10.1016/S0163-7827(02)00047-4.
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.