14606

Cholestérol

tested according to Ph. Eur.

• Synonyme(s) : 3β-hydroxy-5-cholestène, 5-Cholestén-3β-ol
• 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

Propriétés

• 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)

Description

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.

Informations sur la sécurité

• 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)