Merck
CN
All Photos(4)

Documents

C3045

Sigma-Aldrich

Cholesterol

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

Sign Into View Organizational & Contract Pricing
All Photos(4)
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
eCl@ss:
39023139
PubChem Substance ID:
24892329
NACRES:
NA.75

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)

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

Biochem/physiol Actions

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

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)
The role of cholesterol in cancer
Kuzu OF, et al.
Cancer Research, 76(8), 2063-2070 (2016)
Cholesterol biosynthesis: a mechanistic overview
Cerqueira NMFSA, et al.
Biochemistry, 55(39), 5483-5506 (2016)
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)
Impact of cholesterol on disease progression
Lin CJ, et al.
BioMedicine, 5(2) (2015)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service