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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
069H1195
129F0459

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Barbara Gabriele Auner et al.
Journal of pharmaceutical sciences, 93(11), 2780-2787 (2004-09-21)
The ability of 6-ketocholestanol to increase the skin permeation of the prodrug aminolevulinic acid (5-ALA) was investigated. 6-Ketocholestanol was incorporated together with 5-ALA in four different formulations. Preparations used were a liquid solution/suspension of 5-ALA in buffer, 5-ALA in phospholipid
T Asawakarn et al.
The Journal of biological chemistry, 276(42), 38457-38463 (2001-08-14)
The combined use of the membrane surface potential fluorescent sensor fluorescein phosphatidylethanolamine (FPE) and the membrane dipole potential fluorescent sensor di-8-ANEPPS to characterize the interaction of molecules with model and cellular membranes and to asses the influence of the dipole
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
Barbara G Auner et al.
Journal of controlled release : official journal of the Controlled Release Society, 89(2), 321-328 (2003-04-25)
In the present study, we investigated the feasibility of enhancing the transport of the model drug sodium-fluorescein across rat, porcine and human skin by treating it with phloretin and 6-ketocholestanol. Both 6-ketocholestanol and phloretin were incorporated into unilamellar liposomes and
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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