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14606

Sigma-Aldrich

Cholestérol

tested according to Ph. Eur.

Synonyme(s) :

3β-hydroxy-5-cholestène, 5-Cholestén-3β-ol

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About This Item

Formule empirique (notation de Hill):
C27H46O
Numéro CAS:
57-88-5
Poids moléculaire :
386.65
Numéro Beilstein :
1915888
Numéro CE :
200-353-2
Numéro MDL:
MFCD00003646
Code UNSPSC :
41141804
ID de substance PubChem :
329750548
Nomenclature NACRES :
NA.21

Agence

USP/NF
tested according to Ph. Eur.

Niveau de qualité

100

Forme

powder

Point d'ébullition

360 °C (lit.)

Pf

147-149 °C (lit.)

Solubilité

chloroform: soluble 1 gm in 4.5 ml
diethyl ether: soluble 1 gm in 2.8 ml
pyridine: soluble 1 gm in 1.5 ml
H2O: insoluble
acetone: soluble
alcohol: slightly soluble
alcohol: very soluble (Hot)
benzene: soluble
dioxane: soluble
ethyl acetate: soluble
hexane: soluble
oil: soluble
petroleum ether: soluble

Densité

1.067 g/mL at 25 °C (lit.)

Application(s)

pharmaceutical (small molecule)

Température de stockage

2-8°C

Chaîne SMILES 

CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

InChI

1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1

Clé InChI

HVYWMOMLDIMFJA-DPAQBDIFSA-N

Informations sur le gène

human ... POLA1(5422) , TOP2A(7153)
rat ... Ar(24208) , Polb(29240)

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Application

Cholesterol was used for preparing ISCOMS containing ovalbumin (OVA) for studying whether the incorporation of the protein antigen ovalbumin (OVA) in lipophilic immune-stimulating complexes (ISCOMS) induces very strong primary immune responses. It was incorporated in animal feed to study the effect of cholesterol-rich diet.

Actions biochimiques/physiologiques

Cholesterol is a lipid that makes up about 20-25% of the structural components of the cell membranes. It determines the fluidity and permeability of the membrane, making it permeable to water but not to ions and protons. Cholesterol also regulates the functions of the transporters and signaling proteins present on the plasma membrane. The major sites of cholesterol synthesis are small intestine and liver.
Constituant majeur de toutes les membranes biologiques ; le cholestérol représente ~25 % des lipides totaux du cerveau.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
BCCL6298
BCCK5493
BCCH3789
BCCG1852
BCCF4488

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Ricardo L F Guerra et al.
Lipids in health and disease, 6, 16-16 (2007-07-04)
Exercise has been prescribed in the treatment and control of dyslipidemias and cholesterolemia, however, lipid responses to different training frequencies in hypercholesterolemic men have been inconsistent. We sought to verify if different frequencies of continuous moderate exercise (2 or 5
Daniela C U Cavallini et al.
Lipids in health and disease, 8, 1-1 (2009-01-09)
Much attention has been drawn to different alternative strategies for cardiovascular disease prevention. The aim of the present study was to observe and compare the effects of Enterococcus faecium CRL183 (probiotic microorganism), an isoflavones mixture and simvastatin (drug used to
John M Dietschy et al.
Journal of lipid research, 45(8), 1375-1397 (2004-07-16)
Unesterified cholesterol is an essential structural component of the plasma membrane of every cell. During evolution, this membrane came to play an additional, highly specialized role in the central nervous system (CNS) as the major architectural component of compact myelin.
R R Grummer et al.
Journal of animal science, 66(12), 3160-3173 (1988-12-01)
Cholesterol utilized for steroid synthesis by ovarian tissue may be derived from de novo synthesis or cellular uptake of lipoprotein cholesterol. The majority of blood cholesterol is transported by either low (LDL) or high (HDL) density lipoproteins, depending on the
Steven A Grover et al.
The lancet. Diabetes & endocrinology, 3(2), 114-122 (2014-12-09)
Despite the increased risk of cardiovascular disease and type 2 diabetes associated with excess bodyweight, development of a clinically meaningful metric for health professionals remains a challenge. We estimated the years of life lost and the life-years lost from diabetes
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