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Merck
CN

C79409

Cholesteryl stearate

96%

Synonym(s):

5-Cholesten-3β-yl octadecanoate

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About This Item

Empirical Formula (Hill Notation):
C45H80O2
CAS Number:
Molecular Weight:
653.12
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
EC Number:
252-637-0
Beilstein/REAXYS Number:
2068492
MDL number:
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Quality Level

assay

96%

form

powder

optical activity

[α]25/D −21°, c = 2 in chloroform

mp

79-83 °C (lit.)

transition temp

cholesteric phase to smectic phase 75.5 °C, isotropic phase to cholesteric phase 79.5 °C, crystalline phase to isotropic phase 83 °C

SMILES string

CCCCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@]2(C)C3CC[C@]4(C)C(CCC4C3CC=C2C1)[C@H](C)CCCC(C)C

InChI

1S/C45H80O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h26,35-36,38-42H,7-25,27-34H2,1-6H3/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1

InChI key

XHRPOTDGOASDJS-XNTGVSEISA-N

General description

Cholesteryl stearate is a stearic acid ester of cholesterol. In solid-state, its autoxidation is higher than its free form.

Application

It can be used as a reference standard during the determination of tocopherols and sterols in vegetable oils by GC.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Articles

胆固醇酯化可改善运输。胆固醇酯可更轻松地封装在脂蛋白内部-增加了在血液中可轻松运输的胆固醇数量。

Cholesterol esterification enhances transport efficiency in lipoproteins for increased blood stream transport.


Autoxidation of cholesterol fatty acid esters in solid state and aqueous dispersion.
Korahani V, et al.
Lipids, 17(10), 703-708 (1982)
Haiyang Feng et al.
Chemical biology & drug design, 90(5), 867-872 (2017-04-23)
In this study, rhein-SLNs were successfully produced by hot homogenization followed by ultrasonication. Precirol ATO5 in which rhein exhibited higher partition coefficient was selected for preparation of SLNs. In the dynamic light scattering, the rhein-SLNs showed a smaller size with
J Robin Harris et al.
Journal of structural biology, 139(2), 122-135 (2002-10-31)
The Vibrio cholerae cytolysin (VCC) 63-kDa monomer has been shown to interact in aqueous suspension with cholesterol microcystals to produce a ring/pore-like heptameric oligomer approximately 8 nm in outer diameter. Transmission electron microscopy data were produced from cholesterol samples adsorbed



Global Trade Item Number

SKUGTIN
C79409-25G04061833486658
C79409-5G04061833521397