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Key Documents

PHR1533

Supelco

Cholesterol

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C27H46O
CAS Number:
Molecular Weight:
386.65
Beilstein/REAXYS Number:
1915888
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

certified reference material
pharmaceutical secondary standard

Quality Level

agency

traceable to Ph. Eur. C2155000
traceable to USP 1131960

API family

cholesterol

form

powder

CofA

current certificate can be downloaded

packaging

pkg of 500 mg

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

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.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

-10 to -25°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

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General description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards. Cholesterol is a waxy material that belongs to the class of sterol-lipids found naturally in foods from animal sources, such as egg yolks, meat, and cheese. It serves as a precursor for the biosynthesis of steroid hormones, bile acid and vitamin D.

Application

Cholesterol may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations and food products by gas chromatography, or by high performance liquid chromatography.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Biochem/physiol Actions

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

Analysis Note

These secondary standards offer multi-traceability to the USP, EP and BP primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAC0249 in the slot below. This is an example certificate only and may not be the lot that you receive.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


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Chemistry
Cholesterol: Chemistry, Biochemistry, and Pathology (2015)
Simultaneous analysis of tocopherols, cholesterol, and phytosterols using gas chromatography
Du M and Ahn DU
Journal of Food Science, 67(5), 1696-1700 (2002)
Cholesterol oxidation: health hazard and the role of antioxidants in prevention
Valenzuela A, et al.
Biological Research, 36(3-4), 291-302 (2003)
An isocratic HPLC method for the simultaneous determination of cholesterol, cardiolipin, and DOPC in lyophilized lipids and liposomal formulations
Simonzadeh N
Journal of Chromatographic Science, 47(4), 304-308 (2009)
Frederick J Raal et al.
Lancet (London, England), 385(9965), 331-340 (2014-10-06)
Heterozygous familial hypercholesterolaemia is characterised by low cellular uptake of LDL cholesterol, increased plasma LDL cholesterol concentrations, and premature cardiovascular disease. Despite intensive statin therapy, with or without ezetimibe, many patients are unable to achieve recommended target levels of LDL

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