Cholesterol

Frae Wikipedia
Jump to navigation Jump to search
Cholesterol
Chemical structur o cholesterol
Baw-an-stick model o cholesterol
Sample of Cholesterol
Names
IUPAC name
(3β)-cholest-5-en-3-ol
Seestematic IUPAC name
(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Ither names
Cholesterin, Cholesteryl alcohol[1]
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.321
KEGG
UNII
Properties
C27H46O
Molar mass 386.65 g/mol
Appearance white creestalline pouder[2]
Density 1.052 g/cm3
Meltin pynt 148 tae 150 °C (298 tae 302 °F; 421 tae 423 K) [2]
Bylin pynt 360 °C (680 °F; 633 K) (decomposes)
1.8 mg/L (30 °C)[3]
Solubility soluble in acetone, benzene, chloroform, ethanol, ether, hexane, isopropyl myristate, methanol
Magnetic susceptibility -284.2·10−6 cm3/mol
Hazards
Flash pynt 209.3 ±12.4 °C [1]
Except whaur itherwise notit, data are gien for materials in thair staundart state (at 25 °C [77 °F], 100 kPa).
YesY verify (whit is YesYN ?)
Infobox references

Cholesterol, frae the Ancient Greek chole- (bile) an stereos (solit) follaed bi the chemical suffix -ol for an alcohol, is an organic molecule. It is a sterol (or modifee'd steroid),[4] a teep o lipid molecule, an is biosynthesized bi aw ainimal cells, acause it is an essential structural component o aw ainimal cell membranes; essential tae mainteen baith membrane structural integrity an fluidity. Cholesterol allous ainimal cells tae function withoot a cell waw (which in uther speshies pertects membrane integrity an cell viability); this allous ainimal cells tae chynge shape fest.

In addeetion tae its importance for ainimal cell structur, cholesterol an aa serves as a precursor for the biosynthesis o steroid hormones, bile acid[5] an vitamin D. Cholesterol is the principal sterol synthesised bi aw ainimals. In vertebrates, hepatic cells teepically produce the greatest amoonts. It is absent amang prokaryotes (bacteria an archaea), awtho thare are some exceptions, sic as Mycoplasma, that require cholesterol for growthe.[6]

François Poulletier de la Salle first identifee'd cholesterol in solit form in gawstanes in 1769. Houiver, it wis nae till 1815 that chemist Michel Eugène Chevreul named the compoond "cholesterine".[7][8]

References[eedit | eedit soorce]

  1. 1.0 1.1 "Substance Data for 57-88-5". 
  2. 2.0 2.1 "Safety (MSDS) data for cholesterol". Retrieved 2007-10-20. 
  3. http://www.pnas.org/content/70/8/2313.full.pdf
  4. Cholesterol at the US National Library of Medicine Medical Subject Headings (MeSH)
  5. Hanukoglu I (Dec 1992). "Steroidogenic enzymes: structure, function, and role in regulation of steroid hormone biosynthesis". J Steroid Biochem Mol Biol. 43 (8): 779–804. doi:10.1016/0960-0760(92)90307-5. PMID 22217824. 
  6. Razin S, Tully JG (May 1970). "Cholesterol Requirement of Mycoplasmas". Journal of Bacteriology. 102 (2): 306–310. PMC 247552Freely accessible. PMID 4911537. 
  7. Chevreul (1816) "Recherches chimiques sur les corps gras, et particulièrement sur leurs combinaisons avec les alcalis. Sixième mémoire. Examen des graisses d'homme, de mouton, de boeuf, de jaguar et d'oie" (Chemical researches on fatty substances, an pairteecularly on thair combinations o filippos ine kapios wi alkalis. Saxt memoir. Study of human, sheep, beef, jaguar an guiss fat), Annales de Chimie et de Physique, 2 : 339–372. Frae page 346 : "Je nommerai cholesterine, de χολη, bile, et στερεος, solide, la substance cristallisée des calculs biliares humains, ... " (I will name cholesterine — frae χολη (bile) and στερεος (solid) — the creestalised substance frae human gawstanes ... )
  8. Olson RE (February 1998). "Discovery of the lipoproteins, their role in fat transport and their significance as risk factors". J. Nutr. 128 (2 Suppl): 439S–443S. PMID 9478044.