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C8503

Sigma-Aldrich

Cholestérol

from sheep wool, ≥92.5% (GC), powder

Synonyme(s) :

3β-hydroxy-5-cholestène, 5-Cholestén-3β-ol

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About This Item

Formule empirique (notation de Hill):
C27H46O
Numéro CAS:
57-88-5
Poids moléculaire :
386.65
Numéro Beilstein :
1915888
Numéro CE :
200-353-2
Numéro MDL:
MFCD00003646
Code UNSPSC :
41141804
eCl@ss :
39023139
ID de substance PubChem :
24893064
Nomenclature NACRES :
NA.77

Source biologique

sheep wool

Niveau de qualité

200

Pureté

≥92.5% (GC)

Forme

powder

Point d'ébullition

360 °C (lit.)

Pf

147-149 °C (lit.)

Solubilité

water: soluble 0.00003 g/L at 20 °C

Densité

1.067 g/mL at 25 °C (lit.)

Conditions d'expédition

ambient

Température de stockage

room temp

Chaîne SMILES 

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

Clé InChI

HVYWMOMLDIMFJA-DPAQBDIFSA-N

Informations sur le gène

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

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Catégories apparentées

Application

Cholesterol was used to prepare immune-stimulating complexes to enhance cellular and humoral responses. It was incorporated in animal feed to study the effect of cholesterol-rich diet.

Actions biochimiques/physiologiques

Cholesterol is a lipid 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. The major sites of cholesterol synthesis are small intestine and liver.
Constituant majeur de toutes les membranes biologiques ; le cholestérol représente ~25 % des lipides totaux du cerveau.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Anja Helgeby et al.
Journal of immunology (Baltimore, Md. : 1950), 176(6), 3697-3706 (2006-03-07)
The cholera toxin A1 (CTA1)-DD/QuilA-containing, immune-stimulating complex (ISCOM) vector is a rationally designed mucosal adjuvant that greatly potentiates humoral and cellular immune responses. It was developed to incorporate the distinctive properties of either adjuvant alone in a combination that exerted
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Lipids in Health and Disease, 8, doi: 10-doi: 10 (2009)
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
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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.
Effects of 2 or 5 consecutive exercise days on adipocyte area and lipid parameters in Wistar rats
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Lipids in Health and Disease, 6, doi: 10-doi: 10 (2007)
Afficher tous les articles scientifiques apparentés

Articles

Cholesterol Biosynthesis

Biosynthesis of cholesterol generally takes place in the endoplasmic reticulum of hepatic cells and begins with acetyl- CoA, which is mainly derived from an oxidation reaction in the mitochondria. Acetyl-CoA and acetoacetyl-CoA are converted to 3-hydroxy- 3-methylglutaryl-CoA (HMG-CoA) by HMG-CoA synthase.

Protocoles

Enzymatic Assay of Cholesterol Oxidase

This procedure applies to products that have a specification for the enzymatic activity of cholesterol oxidase. This assay is NOT to be used to assay Cholesterol Oxidase from Schizophyllum commune (Discontinued Product Number C7274) and from Brevibacterium sp. (Discontinued Product Number C8153).

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