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C3045 Sigma-Aldrich

Cholesterol

powder, BioReagent, suitable for cell culture, ≥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 24892329

  •  NACRES NA.75

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Properties

Related Categories Biochemicals and Reagents, Cell Biology, Cell Culture, Cholesterol, Cholesterol and Derivatives,
Quality Level   200
biological source   ovine wool
product line   BioReagent
assay   ≥99%
form   powder
application(s)   cell culture | mammalian: suitable
bp   360 °C (lit.)
mp   147-149 °C (lit.)
solubility   H2O: 0.002 mg/mL
  Tween: soluble
  ethanol: soluble
  serum: soluble
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

General description

Cholesterol, a major sterol is the precursor for steroid hormones, bile acid and vitamin in mammals and coordinates endocytosis. It complexes with protein to form lipoproteins for transport in blood. It exists either as high-density lipoprotein (HDL) or low-density lipoprotein (LDL). HDL also called good cholesterol has less lipid content. LDL or bad cholesterol has high lipid content. Statin inhibition of HMG-CoA reductase enzyme in the cholesterol biosynthesis pathway controls elevated cholesterol levels in atherosclerosis and hypercholesterolemia. Low levels of cholesterol results in hypothyroidism, familial hypobetalipoproteinemia and liver disease. Imbalance of cholesterol homeostasis and intracellular cholesterol levels play a key role in cancer development. High cholesterol levels favor breast cancer progression.

Application

Cholesterol has been used:
• as a medium supplement in chorionic villous tissue culture form placenta
• as a component of hormone pellet for implantation in mice ovary
• for inducing expression of immunity-related GTPase M (IRGM) in human monocytic cell line, THP-1

Packaging

5, 25, 100 g in poly bottle

Biochem/physiol Actions

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

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

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Protocols & Articles

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Peer-Reviewed Papers
15

References

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