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K1250

Sigma-Aldrich

6-Ketocholestanol

Synonym(s):

3β-Hydroxy-5α-cholestan-6-one, 5α-Cholestan-3β-ol-6-one

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About This Item

Empirical Formula (Hill Notation):
C27H46O2
CAS Number:
1175-06-0
Molecular Weight:
402.65
EC Number:
214-640-5
MDL number:
MFCD00003572
UNSPSC Code:
12352200
PubChem Substance ID:
24896203

form

solid

SMILES string

CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC(=O)[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

InChI

1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-16-25(29)24-15-19(28)11-13-27(24,5)23(20)12-14-26(21,22)4/h17-24,28H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,24-,26-,27-/m1/s1

InChI key

JQMQKOQOLPGBBE-ZNCJEFCDSA-N

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Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Tudor Luchian et al.
Langmuir : the ACS journal of surfaces and colloids, 22(20), 8452-8457 (2006-09-20)
As a result of the interfacial chemical heterogenity, membrane-penetrating peptides will experience a dramatic variation in environmental polarity manifested via electrical interactions with the surface and dipole potential of membranes prone to modulate the membrane insertion and folding of different
C Valenta et al.
International journal of pharmaceutics, 217(1-2), 79-86 (2001-04-09)
In this study the effect of phloretin (PH) and 6-ketocholestanol (KC) on the permeation of progesterone through porcine skin has been examined. Both PH and KC were incorporated into unilamellar L-alpha-phosphatidylcholine (PC) liposomes at different concentrations (7.5, 15, 30 and
C Valenta et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 57(2), 329-336 (2004-03-17)
The aim of this study was to investigate membrane interactions of phloretin and 6-ketocholestanol using different methods. A previously reported colorimetric assay with phospholipid/polydiacetylene (PDA) vesicles was used to examine a possible interaction of phloretin and 6-ketocholestanol with this target.
J I Alakoskela et al.
Biophysical journal, 80(1), 294-304 (2001-02-13)
Nitro-2,1,3-benzoxadiazol-4-yl (NBD) group is a widely used, environment-sensitive fluorescent probe. The negatively charged dithionite rapidly reduces the accessible NBD-labeled lipids in liposomes to their corresponding nonfluorescent derivatives. In this study both the phospholipid headgroup and acyl chain NBD-labeled L-alpha-1,2-dipalmitoyl-sn-glycero-3-phospho-[N-(4-nitrobenz-2-oxa-1,3-diazole)-ethanolamine] (DPPN)
Xin-Min Li et al.
Biophysical journal, 85(6), 3788-3801 (2003-12-04)
Membrane microdomains, such as caveolae and rafts, are enriched in cholesterol and sphingomyelin, display liquid-ordered phase properties, and putatively function as protein organizing platforms. The goal of this investigation was to identify sterol and sphingomyelin structural features that modulate surface
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