566-93-8,MFCD00009831
Catalog No.:AA00ED1M

566-93-8 | 4,6-CHOLESTADIEN-3-ONE

Pack Size
Purity
Availability
Price(USD)
Quantity
  
2.5mg
3 weeks  
$456.00   $319.00
- +
25mg
3 weeks  
$2,412.00   $1,688.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00ED1M
Chemical Name:
4,6-CHOLESTADIEN-3-ONE
CAS Number:
566-93-8
Molecular Formula:
C27H42O
Molecular Weight:
382.6218
MDL Number:
MFCD00009831
SMILES:
CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C=CC2=CC(=O)CC[C@]12C)C)C
Properties
Properties
 
Form:
Solid  
MP:
55-60°C  
Storage:
2-8℃;  

Computed Properties
 
Complexity:
670  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
7  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
0  
Isotope Atom Count:
0  
Rotatable Bond Count:
5  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
8.3  

Literature

Title: Liver fluke-induced hepatic oxysterols stimulate DNA damage and apoptosis in cultured human cholangiocytes.

Journal: Mutation research 20120301

Title: Effect of hydrophobic mismatch and interdigitation on sterol/sphingomyelin interaction in ternary bilayer membranes.

Journal: Biochimica et biophysica acta 20110701

Title: Sterols have higher affinity for sphingomyelin than for phosphatidylcholine bilayers even at equal acyl-chain order.

Journal: Biophysical journal 20110608

Title: N-cholesteryl sphingomyelin-A synthetic sphingolipid with unique membrane properties.

Journal: Biochimica et biophysica acta 20110401

Title: N- and O-methylation of sphingomyelin markedly affects its membrane properties and interactions with cholesterol.

Journal: Biochimica et biophysica acta 20110401

Title: Membrane bilayer properties of sphingomyelins with amide-linked 2- or 3-hydroxylated fatty acids.

Journal: Biochimica et biophysica acta 20110301

Title: Sphingomyelin analogs with branched N-acyl chains: the position of branching dramatically affects acyl chain order and sterol interactions in bilayer membranes.

Journal: Biochimica et biophysica acta 20101001

Title: Sterol affinity for bilayer membranes is affected by their ceramide content and the ceramide chain length.

Journal: Biochimica et biophysica acta 20100501

Title: Quantification of protein-lipid selectivity using FRET.

Journal: European biophysics journal : EBJ 20100301

Title: Thermotropic behavior and lateral distribution of very long chain sphingolipids.

Journal: Biochimica et biophysica acta 20090601

Title: Characterization of fluorescent sterol binding to purified human NPC1.

Journal: The Journal of biological chemistry 20090116

Title: Spatiotemporal analysis of endocytosis and membrane distribution of fluorescent sterols in living cells.

Journal: Histochemistry and cell biology 20081101

Title: Importance of the phosphocholine linkage on sphingomyelin molecular properties and interactions with cholesterol; a study with phosphate oxygen modified sphingomyelin-analogues.

Journal: Biochimica et biophysica acta 20080601

Title: N-palmitoyl-sulfatide participates in lateral domain formation in complex lipid bilayers.

Journal: Biochimica et biophysica acta 20080401

Title: Phosphatidylcholine and sphingomyelin containing an elaidoyl fatty acid can form cholesterol-rich lateral domains in bilayer membranes.

Journal: Biochimica et biophysica acta 20070701

Title: Chemoselective reduction of 1,4,6-cholestatrien-3-one and 1,4,6-androstatriene-3,17-dione by various hydride reagents.

Journal: Steroids 20070401

Title: Differences in the domain forming properties of N-palmitoylated neutral glycosphingolipids in bilayer membranes.

Journal: Biochimica et biophysica acta 20070201

Title: Biomarker evidence for a major preservation pathway of sedimentary organic carbon.

Journal: Science (New York, N.Y.) 20060616

Title: Effect of anti-tumor ether lipids on ordered domains in model membranes.

Journal: FEBS letters 20060501

Title: Cholesterol, not polyunsaturated fatty acids, is target molecule in oxidation induced by reactive oxygen species in membrane of human erythrocytes.

Journal: Cell biochemistry and biophysics 20060101

Title: Acyl chain length affects ceramide action on sterol/sphingomyelin-rich domains.

Journal: Biochimica et biophysica acta 20051210

Title: Displacement of sterols from sterol/sphingomyelin domains in fluid bilayer membranes by competing molecules.

Journal: Biochimica et biophysica acta 20050915

Title: Domain formation and stability in complex lipid bilayers as reported by cholestatrienol.

Journal: Biophysical journal 20050601

Title: Oxysterols from human bile induce apoptosis of canine gallbladder epithelial cells in monolayer culture.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20041201

Title: Potency and characterization of estrogen-receptor agonists in United Kingdom estuarine sediments.

Journal: Environmental toxicology and chemistry 20040201

Title: The potential of fluorescent and spin-labeled steroid analogs to mimic natural cholesterol.

Journal: The Journal of biological chemistry 20031114

Title: Origin of oxysterols in hepatic bile of patients with biliary infection.

Journal: The American journal of gastroenterology 20031001

Title: New chemical syntheses of cholest-4,6-dien-3-one.

Journal: Lipids 20021201

Title: Identification of oxysterols in human bile and pigment gallstones.

Journal: Gastroenterology 20010701

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Tags:566-93-8 Molecular Formula|566-93-8 MDL|566-93-8 SMILES|566-93-8 4,6-CHOLESTADIEN-3-ONE
Catalog No.: AA00ED1M
566-93-8,MFCD00009831
566-93-8 | 4,6-CHOLESTADIEN-3-ONE
Pack Size: 2.5mg
Purity:
3 weeks
$456.00 $319.00
Pack Size: 25mg
Purity:
3 weeks
$2,412.00 $1,688.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA00ED1M
Chemical Name: 4,6-CHOLESTADIEN-3-ONE
CAS Number: 566-93-8
Molecular Formula: C27H42O
Molecular Weight: 382.6218
MDL Number: MFCD00009831
SMILES: CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C=CC2=CC(=O)CC[C@]12C)C)C
Properties
Form: Solid  
MP: 55-60°C  
Storage: 2-8℃;  
Complexity: 670  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 7  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 28  
Hydrogen Bond Acceptor Count: 1  
Hydrogen Bond Donor Count: 0  
Isotope Atom Count: 0  
Rotatable Bond Count: 5  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 8.3  
Literature fold

Title: Liver fluke-induced hepatic oxysterols stimulate DNA damage and apoptosis in cultured human cholangiocytes.

Journal: Mutation research20120301

Title: Effect of hydrophobic mismatch and interdigitation on sterol/sphingomyelin interaction in ternary bilayer membranes.

Journal: Biochimica et biophysica acta20110701

Title: Sterols have higher affinity for sphingomyelin than for phosphatidylcholine bilayers even at equal acyl-chain order.

Journal: Biophysical journal20110608

Title: N-cholesteryl sphingomyelin-A synthetic sphingolipid with unique membrane properties.

Journal: Biochimica et biophysica acta20110401

Title: N- and O-methylation of sphingomyelin markedly affects its membrane properties and interactions with cholesterol.

Journal: Biochimica et biophysica acta20110401

Title: Membrane bilayer properties of sphingomyelins with amide-linked 2- or 3-hydroxylated fatty acids.

Journal: Biochimica et biophysica acta20110301

Title: Sphingomyelin analogs with branched N-acyl chains: the position of branching dramatically affects acyl chain order and sterol interactions in bilayer membranes.

Journal: Biochimica et biophysica acta20101001

Title: Sterol affinity for bilayer membranes is affected by their ceramide content and the ceramide chain length.

Journal: Biochimica et biophysica acta20100501

Title: Quantification of protein-lipid selectivity using FRET.

Journal: European biophysics journal : EBJ20100301

Title: Thermotropic behavior and lateral distribution of very long chain sphingolipids.

Journal: Biochimica et biophysica acta20090601

Title: Characterization of fluorescent sterol binding to purified human NPC1.

Journal: The Journal of biological chemistry20090116

Title: Spatiotemporal analysis of endocytosis and membrane distribution of fluorescent sterols in living cells.

Journal: Histochemistry and cell biology20081101

Title: Importance of the phosphocholine linkage on sphingomyelin molecular properties and interactions with cholesterol; a study with phosphate oxygen modified sphingomyelin-analogues.

Journal: Biochimica et biophysica acta20080601

Title: N-palmitoyl-sulfatide participates in lateral domain formation in complex lipid bilayers.

Journal: Biochimica et biophysica acta20080401

Title: Phosphatidylcholine and sphingomyelin containing an elaidoyl fatty acid can form cholesterol-rich lateral domains in bilayer membranes.

Journal: Biochimica et biophysica acta20070701

Title: Chemoselective reduction of 1,4,6-cholestatrien-3-one and 1,4,6-androstatriene-3,17-dione by various hydride reagents.

Journal: Steroids20070401

Title: Differences in the domain forming properties of N-palmitoylated neutral glycosphingolipids in bilayer membranes.

Journal: Biochimica et biophysica acta20070201

Title: Biomarker evidence for a major preservation pathway of sedimentary organic carbon.

Journal: Science (New York, N.Y.)20060616

Title: Effect of anti-tumor ether lipids on ordered domains in model membranes.

Journal: FEBS letters20060501

Title: Cholesterol, not polyunsaturated fatty acids, is target molecule in oxidation induced by reactive oxygen species in membrane of human erythrocytes.

Journal: Cell biochemistry and biophysics20060101

Title: Acyl chain length affects ceramide action on sterol/sphingomyelin-rich domains.

Journal: Biochimica et biophysica acta20051210

Title: Displacement of sterols from sterol/sphingomyelin domains in fluid bilayer membranes by competing molecules.

Journal: Biochimica et biophysica acta20050915

Title: Domain formation and stability in complex lipid bilayers as reported by cholestatrienol.

Journal: Biophysical journal20050601

Title: Oxysterols from human bile induce apoptosis of canine gallbladder epithelial cells in monolayer culture.

Journal: American journal of physiology. Gastrointestinal and liver physiology20041201

Title: Potency and characterization of estrogen-receptor agonists in United Kingdom estuarine sediments.

Journal: Environmental toxicology and chemistry20040201

Title: The potential of fluorescent and spin-labeled steroid analogs to mimic natural cholesterol.

Journal: The Journal of biological chemistry20031114

Title: Origin of oxysterols in hepatic bile of patients with biliary infection.

Journal: The American journal of gastroenterology20031001

Title: New chemical syntheses of cholest-4,6-dien-3-one.

Journal: Lipids20021201

Title: Identification of oxysterols in human bile and pigment gallstones.

Journal: Gastroenterology20010701

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