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C3137

Sigma-Aldrich

Cholesterol

from Porcine liver, Grade I, ≥98%, powder

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
Beilstein/REAXYS Number:
1915888
EC Number:
200-353-2
MDL number:
MFCD00003646
UNSPSC Code:
12352200
PubChem Substance ID:
24892335

biological source

Porcine liver

type

Grade I

assay

≥98%

form

powder

color

white

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

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.

Linkage

Formerly Cat. No. CH-PL

Storage Class

13 - Non Combustible Solids

wgk_germany

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
118F7065
068F7195
054F7191
032K7030
075K7032

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Zhan Ye et al.
Infection and immunity, 77(9), 3791-3806 (2009-07-08)
YopM, a protein toxin of Yersinia pestis, is necessary for virulence in a mouse model of systemic plague. We previously reported YopM-dependent natural killer (NK) cell depletion from blood and spleen samples of infected mice. However, in this study we
Dipesh C Patel et al.
PloS one, 6(7), e22142-e22142 (2011-08-11)
Increasing plasma glucose levels are associated with increasing risk of vascular disease. We tested the hypothesis that there is a glycaemia-mediated impairment of reverse cholesterol transport (RCT). We studied the influence of plasma glucose on expression and function of a
Kamal A Amin et al.
International journal of clinical and experimental medicine, 2(3), 254-265 (2009-11-18)
To investigate the effects of atorvastatin and cinnamon on serum lipid profile, oxidative stress, antioxidant capacity, hepatic enzymes activities, nitric oxide (NO) as well as homocysteine (Hcy) in hypercholesterolemic rats, 48 male albino rats, weighing 130-190 gm were divided into
Maria J Comin et al.
Journal of medicinal chemistry, 52(10), 3274-3283 (2009-04-22)
Diacylglycerol lactones built with a rigid 4-[(methylphenyl)ethynyl]phenyl rod that is separated from the exocyclic acylcarbonyl of the DAG-lactone core by a spacer unit of variable length were synthesized and studied. Binding affinities for a panel of classical and novel PKC
Steffen Steinert et al.
PloS one, 3(8), e2933-e2933 (2008-08-22)
The uptake and intracellular trafficking of sphingolipids, which self-associate into plasma membrane microdomains, is associated with many pathological conditions, including viral and toxin infection, lipid storage disease, and neurodegenerative disease. However, the means available to label the trafficking pathways of
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