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Key Documents

20808

Sigma-Aldrich

Cholesterol

meets analytical specification of NF

Synonym(s):

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/REAXYS Number:
1915888
EC Number:
MDL number:
UNSPSC Code:
12352200
eCl@ss:
39023139
PubChem Substance ID:

optical activity

[α]20/D −38 to −34°, c = 2% in dioxane

quality

meets analytical specification of NF

ign. residue

≤0.1% (as SO4)

loss

≤0.3% loss on drying, 60 °C, 4 h (vacuum)

bp

360 °C (lit.)

mp

147-149 °C (lit.)
147-150 °C

solubility

H2O: insoluble
acetone: soluble
alcohol: slightly soluble
alcohol: very soluble
benzene: soluble
chloroform: soluble at 1 gm in 4.5 ml
diethyl ether: soluble at 1 gm in 2.8 ml
dioxane: soluble
ethyl acetate: soluble
hexane: soluble
oil: soluble
petroleum ether: soluble
pyridine: soluble at 1 gm in 1.5 ml

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

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Biochem/physiol Actions

Major component of all biological membranes; ~25% of total brain lipid is cholesterol.

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)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ricardo L F Guerra et al.
Lipids in health and disease, 6, 16-16 (2007-07-04)
Exercise has been prescribed in the treatment and control of dyslipidemias and cholesterolemia, however, lipid responses to different training frequencies in hypercholesterolemic men have been inconsistent. We sought to verify if different frequencies of continuous moderate exercise (2 or 5
Daniela C U Cavallini et al.
Lipids in health and disease, 8, 1-1 (2009-01-09)
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.
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

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