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Merck

26732

Cholesterol

from lanolin, ≥99.0% (GC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C27H46O
CAS Number:
57-88-5
Molecular Weight:
386.65
NACRES:
NA.79
PubChem Substance ID:
329752881
eCl@ss:
39023139
UNSPSC Code:
12352211
EC Number:
200-353-2
MDL number:
MFCD00003646
Beilstein/REAXYS Number:
1915888

Key Documents

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Product Name

Cholesterol, from lanolin, ≥99.0% (GC)

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

lanolin

assay

≥99.0% (GC)

form

powder

bp

360 °C (lit.)

mp

147-149 °C (lit.)
148-150 °C

solubility

chloroform: 0.1 g/mL, clear, colorless

density

1.067 g/mL at 25 °C (lit.)

storage temp.

2-8°C

Quality Level

200

Gene Information

human ... POLA1(5422), TOP2A(7153)
rat ... Ar(24208), Polb(29240)

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Biochem/physiol Actions

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

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCBV7143
BCBS4315V
BCBR0416V
BCBP1264V
BCBK3087V

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James I Dower et al.
The American journal of clinical nutrition, 101(5), 914-921 (2015-05-03)
Prospective cohort studies showed inverse associations between the intake of flavonoid-rich foods (cocoa and tea) and cardiovascular disease (CVD). Intervention studies showed protective effects on intermediate markers of CVD. This may be due to the protective effects of the flavonoids
Peter Libby et al.
Immunity, 38(6), 1092-1104 (2013-07-03)
According to the traditional view, atherosclerosis results from a passive buildup of cholesterol in the artery wall. Yet, burgeoning evidence implicates inflammation and immune effector mechanisms in the pathogenesis of this disease. Both innate and adaptive immunity operate during atherogenesis
Michael J Pencina et al.
The New England journal of medicine, 370(15), 1422-1431 (2014-03-22)
The 2013 guidelines of the American College of Cardiology and the American Heart Association (ACC-AHA) for the treatment of cholesterol expand the indications for statin therapy for the prevention of cardiovascular disease. Using data from the National Health and Nutrition
Robert S Rosenson et al.
Journal of the American College of Cardiology, 65(3), 270-277 (2015-01-24)
National guidelines recommend use of high-intensity statins after hospitalization for coronary heart disease (CHD) events. This study sought to estimate the proportion of Medicare beneficiaries filling prescriptions for high-intensity statins after hospital discharge for a CHD event and to analyze
Joep van der Leeuw et al.
Hypertension (Dallas, Tex. : 1979), 65(1), 115-121 (2014-10-15)
Blood pressure-lowering treatment reduces cardiovascular risk in patients with diabetes mellitus, but the effect varies between individuals. We sought to identify which patients benefit most from such treatment in a large clinical trial in type 2 diabetes mellitus. In Action
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