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Merck

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:
35602-69-8
Molecular Weight:
653.12
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
24892584
EC Number:
252-637-0
Beilstein/REAXYS Number:
2068492
MDL number:
MFCD00003639

Key Documents

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Product Name

Cholesteryl stearate, 96%

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

SMILES string

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

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

Quality Level

100

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Application

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

General description

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

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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Certificates of Analysis (COA)

Lot/Batch Number
SDBB4073
STBL0384
STBK1009
STBJ7564
STBJ4738

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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
M Cabeza et al.
Proceedings of the Western Pharmacology Society, 40, 87-89 (1997-01-01)
We demonstrated for the first time that progesterone and 5 alpha-dihydroprogesterone stimulate [U-14C]glucose incorporation into lipids in gonadectomized female hamster flanking organs. We also found that cholesterol stearate is the major lipid synthesized female hamster flanking organs under progesterone and
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
Clara Barba Albanell et al.
Skin pharmacology and physiology, 31(4), 198-205 (2018-05-10)
Wool wax is a soft, yellow, waxy substance that is secreted by the sebaceous glands of sheep. The purpose of wool wax is to waterproof and protect the wool. Chemically, wool wax is a complex mixture of esters, fatty acids
Autoxidation of cholesterol fatty acid esters in solid state and aqueous dispersion.
Korahani V, et al.
Lipids, 17(10), 703-708 (1982)
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Articles

Cholesterol Esterification

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

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