26740

Cholesterol

from lanolin, ≥95.0% (GC)

• Synonym(s): 3β-Hydroxy-5-cholestene, 5-Cholesten-3β-ol
• Empirical Formula (Hill Notation): C₂₇H₄₆O
• CAS Number: 57-88-5
• Molecular Weight: 386.65
• Beilstein: 1915888
• EC Number: 200-353-2
• MDL number: MFCD00003646
• UNSPSC Code: 12352200
• eCl@ss: 39023139
• PubChem Substance ID: 57648186

Properties

• biological source: lanolin
• Assay: ≥95.0% (GC)
• form: powder with small lumps
• optical activity: [α]20/D −36±2°, c = 2% in dioxane
• bp: 360 °C (lit.)
• mp: 147-149 °C (lit.); 147-150 °C
• density: 1.067 g/mL at 25 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: 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
• InChI key: HVYWMOMLDIMFJA-DPAQBDIFSA-N
• Gene Information: human ... POLA1(5422) , TOP2A(7153) ; rat ... Ar(24208) , Polb(29240)

Description

Application

Cholesterol was used to prepare immune-stimulating complexes to enhance cellular and humoral responses. It was incorporated in animal feed to study the effect of cholesterol-rich diet.

Biochem/physiol Actions

Cholesterol is a lipid 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.

Major component of all biological membranes; ~25% of total brain lipid is cholesterol.

Safety Information

• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves