Home Other Building Blocks 1175-06-0
1175-06-0,MFCD00003572
Catalog No.:AA000EAS
1175-06-0 | Cholestan-6-one, 3-hydroxy-, (3β,5α)-
Pack Size
Purity
Availability
Price(USD)
Quantity
  
2.5g
1 week  
$1,100.00
- +
12.5g
1 week  
$2,200.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA000EAS
Chemical Name:
Cholestan-6-one, 3-hydroxy-, (3β,5α)-
CAS Number:
1175-06-0
Molecular Formula:
C27H46O2
Molecular Weight:
402.6529
MDL Number:
MFCD00003572
IUPAC Name:
(3S,5S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
InChI:
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
SMILES:
CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC(=O)[C@@H]2[C@]1(C)CC[C@@H](C2)O)C)C
EC Number:
214-640-5
UNII:
2V12D4A742
Properties
Computed Properties
 
Complexity:
612  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
9  
Defined Bond Stereocenter Count:
0
Exact Mass:
402.35g/mol
Formal Charge:
0
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
402.663g/mol
Monoisotopic Mass:
402.35g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
37.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
7.7  

Synonyms
 
6-ketocholestanol 
6-ketocholestanol, (3alpha,5alpha)-isomer 
5.alpha.-Cholestan-6-one, 3.beta.-hydroxy- 
3|A-Hydroxy-5|A-cholestan-6-one 
EINECS 214-640-5 
AC1L2RY2 
Cholestan-6-one, 3-hydroxy-, (3.beta.,5.alpha.)- 
SCHEMBL4276094 
3b-hydroxy-5a-cholestan-6-one 
5|A-Cholestan-3|A-ol-6-one 
CHEMBL2418990 
JQMQKOQOLPGBBE-ZNCJEFCDSA-N 
6-ketocholestanol, (3beta,5alpha)-isomer 
ZINC5758800 
BDBM50045544 
MFCD00003572 
3beta-Hydroxy-5alpha-cholestan-6-one 
API0000313 
NCGC00485025-01 
5alpha-Cholestan-6-one, 3beta-hydroxy- (8CI) 
Cholestan-6-one, 3-hydroxy-, (3beta,5alpha)- 
3-Hydroxycholestan-6-one, (3.beta.,5.alpha.)- 
Cholestan-6-one, 3-hydroxy-, (3beta,5alpha)- (9CI) 
6-Ketocholestanol 
(3S,5S,8S,9S,10R,13R,14S,17R)-17-[(1R)-1,5-dimethylhexyl]-3-hydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one 
(3S,5S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one 
AR-1G9612 
CID102008 
5|A-cholestan-6-one, 3|A-hydroxy- 
C27-H46-O2 
119198-23-1 
6-Oxocholestanol 
UNII-2V12D4A742 
2V12D4A742 
1175-06-0 
5alpha-Cholestan-3beta-ol-6-one 
NSC 178278 
Literature

Title: Probing amphotericin B single channel activity by membrane dipole modifiers.

Journal: PloS one 20120101

Title: The local electric field within phospholipid membranes modulates the charge transfer reactions in reaction centres.

Journal: Biochimica et biophysica acta 20090801

Title: Effect of agents modifying the membrane dipole potential on properties of syringomycin E channels.

Journal: Langmuir : the ACS journal of surfaces and colloids 20070619

Title: Comparison of excitation and emission ratiometric fluorescence methods for quantifying the membrane dipole potential.

Journal: Biochimica et biophysica acta 20070101

Title: Effect of cholesterol on the interaction of the HIV GP41 fusion peptide with model membranes. Importance of the membrane dipole potential.

Journal: Biochemistry 20061226

Title: Effect of the mitochondrial transition pore inhibitor, S-15176, on rat liver mitochondria: ATP synthase modulation and mitochondrial uncoupling induction.

Journal: Biochemical pharmacology 20060928

Title: Phlorizin- and 6-ketocholestanol-mediated antagonistic modulation of alamethicin activity in phospholipid planar membranes.

Journal: Langmuir : the ACS journal of surfaces and colloids 20060926

Title: Agaric acid induces mitochondrial permeability transition through its interaction with the adenine nucleotide translocase. Its dependence on membrane fluidity.

Journal: Mitochondrion 20050801

Title: Two-color fluorescent probes for imaging the dipole potential of cell plasma membranes.

Journal: Biochimica et biophysica acta 20050630

Title: Interaction of phloretin and 6-ketocholestanol with DPPC-liposomes as phospholipid model membranes.

Journal: International journal of pharmaceutics 20050427

Title: Influence of 6-ketocholestanol on skin permeation of 5-aminolevulinic acid and evaluation of chemical stability.

Journal: Journal of pharmaceutical sciences 20041101

Title: Phloretin and 6-ketocholestanol: membrane interactions studied by a phospholipid/polydiacetylene colorimetric assay and differential scanning calorimetry.

Journal: European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20040301

Title: Sterol structure and sphingomyelin acyl chain length modulate lateral packing elasticity and detergent solubility in model membranes.

Journal: Biophysical journal 20031201

Title: Influence of molecular dipoles on human skin permeability: Use of 6-ketocholestanol to enhance the transdermal delivery of bacitracin.

Journal: Journal of pharmaceutical sciences 20030501

Title: Influence of phloretin and 6-ketocholestanol on the skin permeation of sodium-fluorescein.

Journal: Journal of controlled release : official journal of the Controlled Release Society 20030429

Title: Influence of lipophilic counter-ions in combination with phloretin and 6-ketocholestanol on the skin permeation of 5-aminolevulinic acid.

Journal: International journal of pharmaceutics 20030414

Title: Pore formation by 6-ketocholestanol in phospholipid monolayers and its interpretation by a general nucleation-and-growth model accounting for the sigmoidal shape of voltage-clamp curves of ion channels.

Journal: Journal of the American Chemical Society 20030402

Title: Effects of the membrane dipole potential on the interaction of saquinavir with phospholipid membranes and plasma membrane receptors of Caco-2 cells.

Journal: The Journal of biological chemistry 20011019

Title: Effects of oxygenated sterol on phospholipid bilayer properties: a molecular dynamics simulation.

Journal: Chemistry and physics of lipids 20010701

Title: Influence of phloretin and 6-ketocholestanol on the permeation of progesterone through porcine skin.

Journal: International journal of pharmaceutics 20010417

Title: Effect of phloretin on ionophore mediated electroneutral transmembrane translocations of H(+), K(+) and Na(+) in phospholipid vesicles.

Journal: Biochimica et biophysica acta 20010209

Title: Control of a redox reaction on lipid bilayer surfaces by membrane dipole potential.

Journal: Biophysical journal 20010101

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Additional Info: