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Merck
CN

K1250

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:
Molecular Weight:
402.65
UNSPSC Code:
12352200
PubChem Substance ID:
EC Number:
214-640-5
MDL number:
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InChI key

JQMQKOQOLPGBBE-ZNCJEFCDSA-N

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

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

form

solid

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Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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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
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
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)
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.
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

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