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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 Code

13 - Non 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
129F0459
069H1195

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Barbara G Auner et al.
International journal of pharmaceutics, 294(1-2), 149-155 (2005-04-09)
Phloretin and 6-ketocholestanol are penetration enhancers for percutaneous delivery of certain topically applied drugs. In the present study some physicochemical experiments have been performed to elucidate the mechanism of action of phloretin and 6-ketocholestanol. The penetration enhancing effect of phloretin
Vasyl V Shynkar et al.
Biochimica et biophysica acta, 1712(2), 128-136 (2005-06-01)
The dipole potential (Psi(d)) constitutes a large and functionally important part of the electrostatic potential of cell plasma membranes. However, its direct measurement is not possible. Herein, new 3-hydroxyflavone fluorescent probes were developed that respond strongly to Psi(d) changes by
B G Auner et al.
International journal of pharmaceutics, 255(1-2), 109-116 (2003-04-04)
In this study, the effect of lipophilic counter-ions on the permeation of 5-aminolevulinic acid (ALA) in combination with skin impregnation by phloretin and 6-ketocholestanol was evaluated. Standard in vitro permeation experiments with porcine skin were performed analysing the ALA content
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.
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
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