Home Other Building Blocks (3S,5R,6R,8S,9S,10R,13R,14S,17R)-10,13-Dimethyl-17-((R)-6-methylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-3,5,6-triol

(3S,5R,6R,8S,9S,10R,13R,14S,17R)-10,13-Dimethyl-17-((R)-6-methylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-3,5,6-triol

CAS No.:
1253-84-5
Catalog Number:
AG000G45
Molecular Formula:
C27H48O3
Molecular Weight:
420.6682
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
≥95%
1 week
United States
$147
- +
10mg
≥95%
1 week
United States
$229
- +
25mg
≥95%
1 week
United States
$464
- +
50mg
≥95%
1 week
United States
$825
- +
Product Description
Catalog Number:
AG000G45
Chemical Name:
(3S,5R,6R,8S,9S,10R,13R,14S,17R)-10,13-Dimethyl-17-((R)-6-methylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-3,5,6-triol
CAS Number:
1253-84-5
Molecular Formula:
C27H48O3
Molecular Weight:
420.6682
MDL Number:
MFCD00021171
IUPAC Name:
(3S,5R,6R,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6-triol
InChI:
InChI=1S/C27H48O3/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24(29)27(30)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28-30H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,24-,25-,26-,27+/m1/s1
InChI Key:
YMMFNKXZULYSOQ-RUXQDQFYSA-N
SMILES:
CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C[C@H]([C@@]2([C@]1(C)CC[C@@H](C2)O)O)O)C)C
UNII:
5XAB8PH90A
Properties
Complexity:
619  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
10  
Defined Bond Stereocenter Count:
0
Exact Mass:
420.36g/mol
Formal Charge:
0
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
420.678g/mol
Monoisotopic Mass:
420.36g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
60.7A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
7  
Literature
Title Journal
Selective cytotoxicity of oxysterols through structural modulation on rings A and B. Synthesis, in vitro evaluation, and SAR. Journal of medicinal chemistry 20110922
A sensitive and specific LC-MS/MS method for rapid diagnosis of Niemann-Pick C1 disease from human plasma. Journal of lipid research 20110701
Cholestane-3beta,5alpha,6beta-triol-induced reactive oxygen species production promotes mitochondrial dysfunction in isolated mice liver mitochondria. Chemico-biological interactions 20090515
Endothelial cell and macrophage regulation of vascular smooth muscle cell calcification modulated by cholestane-3beta, 5alpha, 6beta-triol. Cell biology international 20070901
Cholesterol oxides as biomarkers of oxidative stress in type 1 and type 2 diabetes mellitus. Diabetes/metabolism research and reviews 20070101
High-field ESR on aligned membranes: a simple method to record spectra from different membrane orientations in the magnetic field. Journal of magnetic resonance (San Diego, Calif. : 1997) 20060401
Protective effect of ebselen on cytotoxicity induced by cholestane-3 beta, 5 alpha, 6 beta-triol in ECV-304 cells. Biochimica et biophysica acta 20060301
Mechanisms of selenium inhibition of cell apoptosis induced by oxysterols in rat vascular smooth muscle cells. Archives of biochemistry and biophysics 20050901
Cholestane-3beta,5alpha,6beta-triol inhibits osteoblastic differentiation and promotes apoptosis of rat bone marrow stromal cells. Journal of cellular biochemistry 20050901
Cholesterol-3-beta, 5-alpha, 6-beta-triol induced genotoxicity through reactive oxygen species formation. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20050401
Electron ionization mass spectral fragmentation of cholestane-3beta,4alpha,5alpha-triol and cholestane-3beta,5alpha,6alpha/beta-triol bis- and tris-trimethylsilyl derivatives. Rapid communications in mass spectrometry : RCM 20050101
Danshen inhibits oxysterol-induced endothelial cell apoptosis in vivo. Journal of atherosclerosis and thrombosis 20050101
Cholestane-3beta, 5alpha, 6beta-triol promotes vascular smooth muscle cells calcification. Life sciences 20041217
Inhibiting effect of selenium on oxysterols-induced apoptosis of rat vascular smooth muscle cells. Journal of inorganic biochemistry 20041101
Effects of salvianolic acids on endothelial cells against damage induced by cholestane-3beta-5alpha-6beta-triol. Chinese medical journal 20030401
Role of selenium in cytoprotection against cholesterol oxide-induced vascular damage in rats. Atherosclerosis 20020501
Effect of low magnesium concentration and cholestane-3beta, 5alpha, 6beta-triol on levels of LDL receptor in cultured fibroblasts. Magnesium research 20020301
Effects of bile salts on cholestan-3beta,5alpha,6beta-triol-induced apoptosis in dog gallbladder epithelial cells. Biochimica et biophysica acta 20010226
Modulation of cholestane-3 beta,5 alpha,6 beta-triol toxicity by butylated hydroxytoluene, alpha-tocopherol and beta-carotene in newborn rat kidney cells in vitro. The British journal of nutrition 19970901
Properties