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Merck

362794

Sigma-Aldrich

Cholesterol

≥99%

Synonym(s):

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:
1915888
EC Number:
MDL number:
UNSPSC Code:
12352200

Assay

≥99%

optical activity

[α]20/D −40°, c = 2 in chloroform

bp

360 °C (lit.)

mp

147-149 °C (lit.)

density

1.067 g/mL at 25 °C (lit.)

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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Biochem/physiol Actions

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

replaced by

Product No.
Description
Pricing

Storage Class Code

13 - Non 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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Jinjiang Fan et al.
Proceedings of the National Academy of Sciences of the United States of America, 112(23), 7261-7266 (2015-06-04)
Translocator protein (TSPO) is a key member of the mitochondrial cholesterol transport complex in steroidogenic tissues. To assess the function of TSPO, we generated two lines of Cre-mediated Tspo conditional knockout (cKO) mice. First, gonadal somatic cell-targeting Amhr2-Cre mice were
Steven A Grover et al.
The lancet. Diabetes & endocrinology, 3(2), 114-122 (2014-12-09)
Despite the increased risk of cardiovascular disease and type 2 diabetes associated with excess bodyweight, development of a clinically meaningful metric for health professionals remains a challenge. We estimated the years of life lost and the life-years lost from diabetes
Bo Angelin et al.
Journal of internal medicine, 277(3), 331-342 (2014-04-24)
Liver-selective thyromimetic agents could provide a new approach for treating dyslipidaemia. We performed a multicentre, randomized, placebo-controlled, double-blind study to evaluate the efficacy and safety of eprotirome, a liver-selective thyroid hormone receptor agonist, in 98 patients with primary hypercholesterolaemia. After
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
Matthew P Buman et al.
American journal of epidemiology, 179(3), 323-334 (2013-12-10)
Sleep and sedentary and active behaviors are linked to cardiovascular disease risk biomarkers, and across a 24-hour day, increasing time in 1 behavior requires decreasing time in another. We explored associations of reallocating time to sleep, sedentary behavior, or active

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