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284122

Sigma-Aldrich

5-Cholesten-3β-ol-7-one

95%

Synonym(s):

3β-Hydroxy-5-cholesten-7-one, 7-Ketocholesterol

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About This Item

Empirical Formula (Hill Notation):
C27H44O2
CAS Number:
566-28-9
Molecular Weight:
400.64
MDL number:
MFCD00010474
UNSPSC Code:
12352103
PubChem Substance ID:
329752905

Assay

95%

SMILES string

C[C@]12CC[C@@]([C@](CC[C@H](O)C3)(C)C3=CC4=O)([H])[C@]4([H])[C@]1([H])CC[C@]2([H])[C@]([H])(C)CCCC(C)C

InChI

1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-23,25,28H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,25+,26+,27-/m1/s1

InChI key

YIKKMWSQVKJCOP-ABXCMAEBSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
08616DT
08554DF
07021HN
05617PS
13308LR

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Dmitri Svistounov et al.
PloS one, 7(9), e46134-e46134 (2012-10-03)
Fenestrations are transcellular pores in endothelial cells that facilitate transfer of substrates between blood and the extravascular compartment. In order to understand the regulation and formation of fenestrations, the relationship between membrane rafts and fenestrations was investigated in liver sinusoidal
Jiahn-Dar Huang et al.
Biochimica et biophysica acta, 1821(4), 637-646 (2012-02-22)
Sterculic acid is a cyclopropene fatty acid with numerous biological activities. In this study we demonstrate that sterculic acid is a potent inhibitor of endoplasmic reticulum (ER) stress and related inflammation caused by 7-ketocholesterol (7KCh). 7KCh is a highly toxic
Vesa M Olkkonen
Current opinion in lipidology, 23(5), 462-470 (2012-07-21)
To offer a comprehensive review on the roles that oxysterols synthesized or engulfed by macrophages, or oxysterol-binding proteins in these cells, play in the development and progression of atherosclerotic lesions. Oxysterols abundant within the plaque have the capacity to potentiate
Luisa Tesoriere et al.
The British journal of nutrition, 110(2), 230-240 (2012-12-12)
7-Ketocholesterol (7-KC)-induced apoptosis of macrophages is considered a key event in the development of human atheromas. In the present study, the effect of indicaxanthin (Ind), a bioactive pigment from cactus pear fruit, on 7-KC-induced apoptosis of human monocyte/macrophage THP-1 cells
Alessandro Pristerà et al.
PloS one, 7(8), e40079-e40079 (2012-08-08)
Voltage-gated sodium channels (VGSCs) play a key role in the initiation and propagation of action potentials in neurons. Na(V)1.8 is a tetrodotoxin (TTX) resistant VGSC expressed in nociceptors, peripheral small-diameter neurons able to detect noxious stimuli. Na(V)1.8 underlies the vast
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