Merck
Todas las fotos(4)

C3045

Sigma-Aldrich

Cholesterol

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

Sinónimos:
3β-Hydroxy-5-cholestene, 5-Cholesten-3β-ol
Empirical Formula (Hill Notation):
C27H46O
Número de CAS:
Peso molecular:
386.65
Beilstein:
1915888
Número de EC:
Número MDL:
eCl@ss:
39023139
ID de la sustancia en PubChem:
NACRES:
NA.75

origen biológico

ovine wool

línea de producto

BioReagent

ensayo

≥99%

formulario

powder

technique(s)

cell culture | mammalian: suitable

bp

360 °C (lit.)

mp

147-149 °C (lit.)

solubilidad

H2O: 0.002 mg/mL
Tween: soluble
ethanol: soluble
serum: soluble

densidad

1.067 g/mL at 25 °C (lit.)

enviado en

ambient

temp. de almacenamiento

−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

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Descripción general

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.

Aplicación

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

Envase

5, 25, 100 g in poly bottle

Acciones bioquímicas o fisiológicas

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

Código de clase de almacenamiento

11 - Combustible Solids

WGK

WGK 1

Punto de inflamabilidad F

Not applicable

Punto de inflamabilidad C

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

Certificado de Análisis

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Certificado de origen

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The role of cholesterol in cancer
Kuzu OF, et al.
Cancer Research, 76(8), 2063-2070 (2016)
Role of cholesterol in the development and progression of breast cancer
Llaverias G et al.
The American Journal of Pathology, 178(1), 402-412 (2011)
Cholesterol biosynthesis: a mechanistic overview
Cerqueira NMFSA, et al.
Biochemistry, 55(39), 5483-5506 (2016)
Impact of cholesterol on disease progression
Lin CJ, et al.
BioMedicine, 5(2) (2015)
Patient-derived xenograft model for uterine leiomyoma by sub-renal capsule grafting
Serna VA and Kurita T
Journal of biological methods, 5(2), 84-94 (2018)

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