C3045

Cholesterol

powder, BioReagent, suitable for cell culture, ≥99%

• 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: 12352211
• eCl@ss: 39023139
• PubChem Substance ID: 24892329
• NACRES: NA.75

Properties

• biological source: ovine wool
• Quality Level: 200
• product line: BioReagent
• Assay: ≥99%
• form: powder
• technique(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[1] and coordinates endocytosis.[2] 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.[2] Low levels of cholesterol results in hypothyroidism, familial hypobetalipoproteinemia and liver disease.[1] Imbalance of cholesterol homeostasis and intracellular cholesterol levels play a key role in cancer development.[3] High cholesterol levels favor breast cancer progression.[4]

Application

Cholesterol has been used:

• as a medium supplement in chorionic villous tissue culture form placenta[5]
• as a component of hormone pellet for implantation in mice ovary[6]
• for inducing expression of immunity-related GTPase M (IRGM) in human monocytic cell line, THP-1[7]

Biochem/physiol Actions

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

Safety Information

• Storage Class Code: 11 - 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