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C8667 Sigma-Aldrich

Cholesterol

Sigma Grade, ≥99%

Synonym: 3β-Hydroxy-5-cholestene, 5-Cholesten-3β-ol

  • CAS Number 57-88-5

  • Empirical Formula (Hill Notation) C27H46O

  • Molecular Weight 386.65

  •  Beilstein/REAXYS Number 1915888

  •  EC Number 200-353-2

  •  MDL number MFCD00003646

  •  eCl@ss 39023139

  •  PubChem Substance ID 24893094

  •  NACRES NA.77

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Properties

Related Categories Allium cepa (Onion), Allium sativum (Garlic), Aloe Vera, Biochemicals and Reagents, Cell Biology,
Quality Level   200
biological source   sheep wool
grade   Sigma Grade
assay   ≥99%
form   powder
bp   360 °C (lit.)
mp   147-149 °C (lit.)
solubility   water: soluble 0.00003 g/L at 20 °C
density   1.067 g/mL at 25 °C (lit.)
shipped in   ambient
storage temp.   −20°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.

Packaging

1, 5, 25, 100 g in poly bottle

500 mg in poly bottle

Biochem/physiol Actions

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.

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

Preparation Note

Cholesterol monohydrate yields a clear, colorless to faint yellow solution in hot alcohol. It is also soluble in acetone, dioxane, ethyl acetate, benzene, petroleum ether, oils, fats, and in aqueous solutions of bile salts. Solutions should be protected from light.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
RTECS 
FZ8400000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

pHast Pack
Protocols & Articles

Articles

BACSMLS Online Plate Map

BACSMLS compounds are conveniently provided at 5µg per well, enough for multiple injections. These are high purity (>95%) compounds supplied in an economical, ready to use format. Compounds are arran...
Keywords: Metabolites

Cholesterol Biosynthesis

Cholesterol levels in the body come from two sources, dietary intake and biosynthesis. The majority of cholesterol utilized by healthy adults is synthesized in the liver, which produces ~70% of the t...
BioFiles 2007, 2.7, 3.
Keywords: Catalysis, Decarboxylations, Metabolic Pathways, Oxidations, PAGE, Phosphorylations, Reductions

Peer-Reviewed Papers
15

References

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