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Merck
CN

IA00001

Synthechol® Synthetic Cholesterol

Synonym(s):

Cholesterol, 3β-Hydroxy-5-cholestene, 5-Cholesten-3β-ol, Cholesterolum, Synthetic Cholesterol

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About This Item

Empirical Formula (Hill Notation):
C27H46O
CAS Number:
Molecular Weight:
386.65
Beilstein/REAXYS Number:
1915888
MDL number:
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InChI key

HVYWMOMLDIMFJA-DPAQBDIFSA-N

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

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

biological source

synthetic

assay

≥98% (GC)

form

powder

packaging

pkg of 1 × 1 g IA00001-1G

color

white to off-white

bp

360 °C (lit.)

mp

147-149 °C (lit.), 147-150

solubility

ethanol: soluble, soluble

density

1.067 g/mL at 25 °C (lit.)

shipped in

dry ice

storage temp.

−20°C

Quality Level

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General description

Synthetic cholesterol has various applications in pharmaceutical research, including:

1.Drug Development: Cholesterol analogs are used in the development of drugs targeting cholesterol metabolism and related diseases such as atherosclerosis.

2.Biological Studies: Synthetic cholesterol is utilized to study the effects of cholesterol on cells, cellular processes, and as a standard in biological experiments.

3.Vaccine Development: It is used in the formulation of lipid-based adjuvants for vaccine development due to its ability to enhance immune responses.

4.Drug Delivery System Research: Cholesterol derivatives are incorporated into drug delivery systems to enhance the stability and bioavailability of pharmaceutical compounds.

5.Membrane Studies: Synthetic cholesterol is used to mimic the properties of cell membranes, aiding in the study of drug interactions and membrane permeability.

6.Disease Modeling: It is employed in disease modeling and in vitro studies to understand the role of cholesterol in various diseases.

Application

Advanced drug delivery

Biochem/physiol Actions

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

Features and Benefits

Research grade products that can easily be scaled to meets GMP needs.

Legal Information

SyntheChol is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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