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C8667

Sigma-Aldrich

Cholesterol

Cholesterol
1 of 1 reviewers received a sample product or took part in a promotion

Sigma Grade, ≥99%

Synonym(s):

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

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500 MG
€44.20
1 G
€45.00
5 G
€77.10
25 G
€399.00
100 G
€1,360.00

About This Item

Empirical Formula (Hill Notation):
C27H46O
CAS Number:
Molecular Weight:
386.65
Beilstein:
1915888
EC Number:
MDL number:
UNSPSC Code:
12352111
eCl@ss:
39023139
PubChem Substance ID:
NACRES:
NA.77

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biological source

sheep wool

Quality Level

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

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1 of 4

This Item
228111700100P700000P
assay

≥99%

assay

≥90% (HPLC)

assay

>99% (TLC)

assay

>98% (TLC)

biological source

sheep wool

biological source

-

biological source

-

biological source

-

grade

Sigma Grade

grade

-

grade

-

grade

-

storage temp.

−20°C

storage temp.

10-30°C

storage temp.

−20°C

storage temp.

−20°C

form

powder

form

powder

form

powder

form

powder

shipped in

ambient

shipped in

ambient

shipped in

dry ice

shipped in

dry ice

Application

Cholesterol was used to prepare immune-stimulating complexes to enhance cellular and humoral responses.[1] It was incorporated in animal feed to study the effect of cholesterol-rich diet.[2][3]
Standard for chromatography

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.[4] The major sites of cholesterol synthesis are small intestine and liver.[5]
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.

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

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Reviews

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    • Review 1
    • Vote 1
    3 out of 5 stars.

    Cholesterol

    Used as standard for TLC, worked OK, stainned less than other lipids with iodine, but that may be be normal

    Helpful?

    1. Response from Merck KGaA:

      Thank you for taking the time to leave a review! We would like to learn more about your experience to see if there is anything we can do to help correct this issue. When you have a moment, please contact us by visiting https://www.sigmaaldrich.com/support/customer-support and submit a Product Technical Inquiry. We look forward to hearing from you soon!

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