| 词条 | Lanosterol | |||||||||||
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 393354387 | ImageFile = Lanosterol skeletal.svg | ImageSize = 250 | ImageFile2 = Lanosterol molecule ball.png | ImageSize2 = 250 | ImageAlt2 = Ball-and-stick model of lanosterol | IUPACName = lanosta-8,24-dien-3-ol | OtherNames = |Section1={{Chembox Identifiers | IUPHAR_ligand = 2746 | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 79-63-0 | PubChem = 246983 | ChEBI_Ref = {{ebicite|changed|EBI}} | ChEBI = 16521 | ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL = 225111 | UNII_Ref = {{fdacite|changed|FDA}} | UNII = 1J05Z83K3M | 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 | ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID = 216175 | 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 | InChIKey = CAHGCLMLTWQZNJ-BQNIITSRBP | StdInChI_Ref = {{stdinchicite|changed|chemspider}} | StdInChI = 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 | StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} | StdInChIKey = CAHGCLMLTWQZNJ-BQNIITSRSA-N | MeSHName = Lanosterol |Section2={{Chembox Properties | Formula = C30H50O | MolarMass = 426.71 g/mol | Appearance = | Density = | MeltingPtC = 138 to 140 | MeltingPt_notes = | BoilingPt = |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }}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] Role in creation of steroidsElaboration of lanosterol under enzyme catalysis leads to the core structure of steroids. 14-Demethylation of lanosterol by CYP51 eventually yields cholesterol. Biosynthesis
See also
References1. ^{{cite journal|last1=Schaller|first1=Hubert|title=The role of sterols in plant growth and development|journal=Progress in Lipid Research|date=May 2003|volume=42|issue=3|pages=163–175|doi=10.1016/S0163-7827(02)00047-4}} 2. ^{{cite journal |author1=Ling Zhao |author2=Xiang-Jun Chen |author3=Jie Zhu |author4=Yi-Bo Xi |author5=Xu Yang |author6=Li-Dan Hu |author7=Hong Ouyang |author8=Sherrina H. Patel |author9=Xin Jin |author10=Danni Lin |author11=Frances Wu |author12=Ken Flagg |author13=Huimin Cai |author14=Gen Li |author15=Guiqun Cao |author16=Ying Lin |author17=Daniel Chen |author18=Cindy Wen |author19=Christopher Chung |author20=Yandong Wang |author21=Austin Qiu |author22=Emily Yeh |author23=Wenqiu Wang |author24=Xun Hu |author25=Seanna Grob | title = Lanosterol reverses protein aggregation in cataracts | journal = Nature |volume=523 |issue=7562 |pages=607–611 |date=July 2015 | doi = 10.1038/nature14650 |pmid=26200341 |display-authors=etal}}
| 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 | pmid =5918046}}
|author1=I. Abe |author2=M. Rohmer |author3=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}}
| 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{{Sterols}}{{Cholesterol metabolism intermediates}} 2 : Sterols|Triterpenes |
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