Cholesterol

Name: Cholesterol
Brand: SIGMA

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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This Item	C8503	H6167	PHR1533
Sigma-Aldrich 26732 Cholesterol	Sigma-Aldrich C8503 Cholesterol	SAFC H6167 Cholesterol	Supelco PHR1533 Cholesterol
biological source lanolin	biological source sheep wool	biological source sheep wool	biological source -
assay ≥99.0% (GC)	assay ≥92.5% (GC)	assay -	assay -
solubility chloroform: 0.1 g/mL, clear, colorless	solubility water: soluble 0.00003 g/L at 20 °C	solubility water: soluble 0.00003 g/L at 20 °C	solubility water: soluble 0.00003 g/L at 20 °C
storage temp. 2-8°C	storage temp. room temp	storage temp. -	storage temp. -10 to -25°C
form powder	form powder	form powder	form powder
density 1.067 g/mL at 25 °C (lit.)	density 1.067 g/mL at 25 °C (lit.)	density 1.067 g/mL at 25 °C (lit.)	density 1.067 g/mL at 25 °C (lit.)

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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Effects of the pure flavonoids epicatechin and quercetin on vascular function and cardiometabolic health: a randomized, double-blind, placebo-controlled, crossover trial.

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

Years of life lost and healthy life-years lost from diabetes and cardiovascular disease in overweight and obese people: a modelling study.

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

Application of new cholesterol guidelines to a population-based sample.

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

Reductions in serum levels of LDL cholesterol, apolipoprotein B, triglycerides and lipoprotein(a) in hypercholesterolaemic patients treated with the liver-selective thyroid hormone receptor agonist eprotirome.

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

Reallocating time to sleep, sedentary behaviors, or active behaviors: associations with cardiovascular disease risk biomarkers, NHANES 2005-2006.

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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