Lanosterol

Lanosterol


IUPAC name	lanosta-8,24-dien-3-ol
Identifiers
CAS number	79-63-0
MeSH	Lanosterol
SMILES	C[C@H](CCC=C(C)C)[C@H]1CC [C@]2(C)C1CCC3=C2CC[C@H] 4C(C)(C)[C@@H](O)CC[C@]34C
Properties
Molecular formula	C₃₀H₅₀O
Molar mass	426.70 g/mol
Melting point	138-140 °C
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Lanosterol is a tetracyclic steroids are derived.

Role in creation of steroids

Elaboration of lanosterol under enzyme catalysis leads to the core structure of steroids. 14-demethylation of lanosterol by cholesterol.

Description	Illustration	Enzyme
Two molecules of farnesyl pyrophosphate condense with reduction by squalene		squalene synthase
Squalene is oxidized to 2,3-oxidosqualene (squalene epoxide)		squalene monooxygenase
2,3-oxidosqualene is converted to a protosterol cation and finally to lanosterol		lanosterol synthase
(step 2)		(step 2)

Journal of the American Chemical Society 88 (20): 4750 - 4751. doi:10.1021/ja00972a056.
I. Abe, M. Rohmer, G. D. Prestwich (1993). "Enzymatic cyclization of squalene and oxidosqualene to sterols and triterpenes". Chemical Reviews 93 (6): 2189 - 2206. doi:10.1021/cr00022a009.
A. Eschenmoser, Helvetica Chimica Acta 38 (7): 1890-1904. doi:10.1002/hlca.19550380728.

Categories: Sterols

This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Lanosterol". A list of authors is available in Wikipedia.