Lanosterol

Lanosterol

Chembox new
ImageFile = Lanosterol skeletal.svg
ImageSize =
ImageFile2 = Lanosterol-3D-sticks.png IUPACName = lanosta-8,24-dien-3-ol
OtherNames =
Section1 = Chembox Identifiers
CASNo = 79-63-0
PubChem =
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
MeSHName = Lanosterol
Section2 = Chembox Properties
Formula = C30H50O
MolarMass = 426.70 g/mol
Appearance =
Density =
MeltingPt = 138-140 °C
BoilingPt =
Section3 = Chembox Hazards
Solubility =
MainHazards =
FlashPt =
Autoignition =

Lanosterol is a tetracyclic triterpenoid, which is the compound from which all 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 CYP51 eventually yields cholesterol.

Biosynthesis

ee also

*Cycloartenol
*CYP51

References

*cite journal
author = E. J. Corey, W. E. Russey, P. R. Ortiz de Montellano
title = 2,3-Oxidosqualene, an Intermediate in the Biological Synthesis of Sterols from Squalene
journal = Journal of the American Chemical Society
volume = 88
issue = 20
year = 1966
pages = 4750–4751
doi = 10.1021/ja00972a056
*cite journal
author = I. Abe, M. Rohmer, G. D. Prestwich
title = Enzymatic cyclization of squalene and oxidosqualene to sterols and triterpenes
journal = Chemical Reviews
volume = 93
issue = 6
year = 1993
pages = 2189–2206
doi = 10.1021/cr00022a009
*cite journal
author = A. Eschenmoser, L. Ruzicka, O. Jeger, D. Arigoni
title = Zur Kenntnis der Triterpene. 190. Mitteilung. Eine stereochemische Interpretation der biogenetischen Isoprenregel bei den Triterpenen
journal = Helvetica Chimica Acta
volume = 38
issue = 7
year = 1955
pages = 1890–1904
doi = 10.1002/hlca.19550380728

External links


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Look at other dictionaries:

  • lanostérol — [lanosteʀɔl] n. m. ÉTYM. XXe; de lano , et stérol. ❖ ♦ Chim. Alcool libre de la lanoline …   Encyclopédie Universelle

  • Lanosterol — Molécula de Lanosterol El Lanosterol es un triterpenoide tetracíclico, que es el compuesto del que derivan todos los esteroides. Categoría: Esteroles …   Wikipedia Español

  • Lanosterol 14 alpha-demethylase — cytochrome P450, family 51, subfamily A, polypeptide 1 Identifiers Symbol CYP51A1 Alt. symbols CYP51, P45014DM Entrez 1595 …   Wikipedia

  • Lanosterol synthase — protein Name=lanosterol synthase (2,3 oxidosqualene lanosterol cyclase) caption= width= HGNCid=6708 Symbol=LSS AltSymbols= EntrezGene=4047 OMIM=600909 RefSeq=NM 002340 UniProt=P48449 PDB= ECnumber=5.4.99.7 Chromosome=21 Arm=q Band=22.3… …   Wikipedia

  • lanosterol — /leuh nos teuh rawl , rol /, n. Biochem. a sterol, C30H50O, formed from squalene epoxide, that is a precursor in the biosynthesis of cholesterol and is a component of lanolin. [1925 30; LANO(LIN) + STEROL] * * * …   Universalium

  • lanosterol — noun A triterpenoid sterol found in lanolin …   Wiktionary

  • lanosterol — A zoosterol synthesized from squalene and a precursor to cholesterol. * * * la·nos·ter·ol lə näs tə .rȯl, .rōl n a crystalline sterol C30H50O that occurs in wool grease and yeast * * * la·nos·ter·ol (lə nosґtər ol) a tetracyclic sterol …   Medical dictionary

  • lanosterol — la·nos·ter·ol …   English syllables

  • lanosterol — ləˈnästəˌrȯl, rōl noun ( s) Etymology: lan + sterol : a crystalline tetracyclic alcohol C30H49OH that occurs in wool grease and yeast and may be regarded as a triterpenoid sterol …   Useful english dictionary

  • Cholestenes — Lanosterol Cholestenes are derivatives of cholestanes which have a double bond. One of the most significant cholestenes is cholecalciferol. If there are two double bonds, the molecule is known as a cholestadiene . Examples include fusidic acid,… …   Wikipedia

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