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1250-95-9,MFCD00046980
Catalog No.:AA000MWA

1250-95-9 | (4aR,5aS,6aS,6bS,9R,9aR,11aS,11bR)-9a,11b-dimethyl-9-((R)-6-methylheptan-2-yl)hexadecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxiren-3-ol

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25mg
≥95%
in stock  
$53.00   $37.00
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50mg
≥95%
in stock  
$98.00   $68.00
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100mg
≥95%
in stock  
$185.00   $129.00
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250mg
≥95%
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$430.00   $301.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA000MWA
Chemical Name:
(4aR,5aS,6aS,6bS,9R,9aR,11aS,11bR)-9a,11b-dimethyl-9-((R)-6-methylheptan-2-yl)hexadecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxiren-3-ol
CAS Number:
1250-95-9
Molecular Formula:
C27H46O2
Molecular Weight:
402.6529
MDL Number:
MFCD00046980
SMILES:
CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C[C@H]2[C@@]3([C@]1(C)CC[C@@H](C3)O)O2)C)C
NSC Number:
18176
Properties
Properties
 
Form:
Solid  
MP:
145-148°C  
Storage:
-20 ℃;  

Computed Properties
 
Complexity:
630  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
10  
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
5  
XLogP3:
8  

Literature

Title: Surprising unreactivity of cholesterol-5,6-epoxides towards nucleophiles.

Journal: Journal of lipid research 20120401

Title: 7-Ketocholesterol and cholesterol-5alpha,6alpha-epoxide induce smooth muscle cell migration and proliferation through the epidermal growth factor receptor/phosphoinositide 3-kinase/Akt signaling pathways.

Journal: Toxicology letters 20100816

Title: Effects of cholesterol oxidation products on exocytosis.

Journal: Neuroscience letters 20100526

Title: Synthesis of new alkylaminooxysterols with potent cell differentiating activities: identification of leads for the treatment of cancer and neurodegenerative diseases.

Journal: Journal of medicinal chemistry 20091210

Title: Efficient chemoenzymatic synthesis, cytotoxic evaluation, and SAR of epoxysterols.

Journal: Journal of medicinal chemistry 20090709

Title: Involvement of Fas signalling in 7beta-hydroxycholesterol-and cholesterol-5beta,6beta-epoxide-induced apoptosis.

Journal: International journal of toxicology 20080101

Title: Cholesterol oxides as biomarkers of oxidative stress in type 1 and type 2 diabetes mellitus.

Journal: Diabetes/metabolism research and reviews 20070101

Title: Death-signaling pathways in human myeloid cells by oxLDL and its cytotoxic components 7beta-hydroxycholesterol and cholesterol-5beta,6beta-epoxide.

Journal: Journal of biochemical and molecular toxicology 20070101

Title: Involvement of calcium in 7beta -hydroxycholesterol and cholesterol-5beta,6beta -epoxide-induced apoptosis.

Journal: International journal of toxicology 20060101

Title: The role of the mitochondria in apoptosis induced by 7beta-hydroxycholesterol and cholesterol-5beta,6beta-epoxide.

Journal: The British journal of nutrition 20051001

Title: Structure of an atypical epoxide hydrolase from Mycobacterium tuberculosis gives insights into its function.

Journal: Journal of molecular biology 20050902

Title: Regulation of JH epoxide hydrolase versus JH esterase activity in the cabbage looper, Trichoplusia ni, by juvenile hormone and xenobiotics.

Journal: Journal of insect physiology 20050501

Title: Cholesterol-3-beta, 5-alpha, 6-beta-triol induced genotoxicity through reactive oxygen species formation.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20050401

Title: Comparison of the apoptotic processes induced by the oxysterols 7beta-hydroxycholesterol and cholesterol-5beta,6beta-epoxide.

Journal: Cell biology and toxicology 20040901

Title: Formation of biologically active oxysterols during ozonolysis of cholesterol present in lung surfactant.

Journal: The Journal of biological chemistry 20040618

Title: Oxidized cholesterol in the diet is a source of oxidized lipoproteins in human serum.

Journal: Journal of lipid research 20030401

Title: Cholesterol is superior to 7-ketocholesterol or 7 alpha-hydroxycholesterol as an allosteric activator for acyl-coenzyme A:cholesterol acyltransferase 1.

Journal: The Journal of biological chemistry 20030328

Title: Toxicity of cholesterol oxidation products to Caco-2 and HepG2 cells: modulatory effects of alpha- and gamma-tocopherol.

Journal: Journal of applied toxicology : JAT 20030101

Title: Comparative study of the cytotoxicity and apoptosis-inducing potential of commonly occurring oxysterols.

Journal: Cell biology and toxicology 20010101

Title: Effects of environmentally encountered epoxides on mouse liver epoxide-metabolizing enzymes.

Journal: Biochemical pharmacology 19910601

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SDS
Tags:1250-95-9 Molecular Formula|1250-95-9 MDL|1250-95-9 SMILES|1250-95-9 (4aR,5aS,6aS,6bS,9R,9aR,11aS,11bR)-9a,11b-dimethyl-9-((R)-6-methylheptan-2-yl)hexadecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxiren-3-ol