The exact purity value is listed on the lot specific Certificate of Analysis. Please navigate to the DOCUMENTATION part of the Product Detail Page to access a certificate under ‘Certificate of Analysis’: https://www.sigmaaldrich.com/product/sial/14606#product-documentation
14606
Cholesterol
tested according to Ph. Eur.
Synonym(s):
Cholesterolum, 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:
41141804
PubChem Substance ID:
NACRES:
NA.21
Pricing and availability is not currently available.
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Agency
USP/NF
tested according to Ph. Eur.
Quality Level
form
powder
bp
360 °C (lit.)
mp
147-149 °C (lit.)
solubility
chloroform: soluble 1 gm in 4.5 ml
diethyl ether: soluble 1 gm in 2.8 ml
pyridine: soluble 1 gm in 1.5 ml
H2O: insoluble
acetone: soluble
alcohol: slightly soluble
alcohol: very soluble (Hot)
benzene: soluble
dioxane: soluble
ethyl acetate: soluble
hexane: soluble
oil: soluble
petroleum ether: soluble
density
1.067 g/mL at 25 °C (lit.)
application(s)
pharmaceutical (small molecule)
storage temp.
2-8°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
Gene Information
human ... POLA1(5422) , TOP2A(7153)
rat ... Ar(24208) , Polb(29240)
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Application
Cholesterol was used for preparing ISCOMS containing ovalbumin (OVA) for studying whether the incorporation of the protein antigen ovalbumin (OVA) in lipophilic immune-stimulating complexes (ISCOMS) induces very strong primary immune responses. It was incorporated in animal feed to study the effect of cholesterol-rich diet.[1][2]
Biochem/physiol Actions
Cholesterol is a lipid that makes up about 20-25% of the structural components of the cell membranes. It determines the fluidity and permeability of the membrane, making it permeable to water but not to ions and protons. Cholesterol also regulates the functions of the transporters and signaling proteins present on the plasma membrane.[3] The major sites of cholesterol synthesis are small intestine and liver.[4]
Major component of all biological membranes; ~25% of total brain lipid is cholesterol.
Storage Class Code
11 - 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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Much attention has been drawn to different alternative strategies for cardiovascular disease prevention. The aim of the present study was to observe and compare the effects of Enterococcus faecium CRL183 (probiotic microorganism), an isoflavones mixture and simvastatin (drug used to
R R Grummer et al.
Journal of animal science, 66(12), 3160-3173 (1988-12-01)
Cholesterol utilized for steroid synthesis by ovarian tissue may be derived from de novo synthesis or cellular uptake of lipoprotein cholesterol. The majority of blood cholesterol is transported by either low (LDL) or high (HDL) density lipoproteins, depending on the
John M Dietschy et al.
Journal of lipid research, 45(8), 1375-1397 (2004-07-16)
Unesterified cholesterol is an essential structural component of the plasma membrane of every cell. During evolution, this membrane came to play an additional, highly specialized role in the central nervous system (CNS) as the major architectural component of compact myelin.
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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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Dear Madam or Sir, can you please tell me what is the purity grade of this cholesterol batch? Unfortunately, I could not find it on your website. Thank you.
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