Lanosterol

Lanosterol

Names
IUPAC name lanosta-8,24-dien-3-ol
Identifiers
CAS Number	79-63-0 Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:16521 N
ChEMBL	ChEMBL225111 N
ChemSpider	216175 N
ECHA InfoCard	100.001.105
IUPHAR/BPS	2746
MeSH	Lanosterol
PubChem	246983
UNII	1J05Z83K3M N
InChI InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1 N Key: CAHGCLMLTWQZNJ-BQNIITSRSA-N N InChI=1/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1 Key: CAHGCLMLTWQZNJ-BQNIITSRBP
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
Chemical formula	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  (what is YN ?)
Infobox references

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

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

Recent research suggests that lanosterol might be instrumental in prevention of formation of cataracts in mammals.

Preliminary studies in dogs and rabbits have shown that lanosterol can prevent and even reverse cataract formation. However, an attempt to replicate these results in age-related cataractous human lens nuclei removed during manual small incision cataract surgery by immersing them in lanosterol solution and incubating them for 6 days according to the method of Zhao et al., failed to reverse nuclear opacity.