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6561-58-6,MFCD28143663
Catalog No.:AA00EF7A

6561-58-6 | 3-hydroxy-5-cholestenoic acid

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1mg
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00EF7A
Chemical Name:
3-hydroxy-5-cholestenoic acid
CAS Number:
6561-58-6
Molecular Formula:
C27H44O3
Molecular Weight:
416.6365
MDL Number:
MFCD28143663
SMILES:
O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](CCCC(C(=O)O)C)C)C)C1)C
Properties
Computed Properties
 
Complexity:
684  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
8  
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
6  
Undefined Atom Stereocenter Count:
1  
XLogP3:
7.1  

Literature

Title: Cholestenoic Acid is an important elimination product of cholesterol in the retina: comparison of retinal cholesterol metabolism with that in the brain.

Journal: Investigative ophthalmology & visual science 20110101

Title: Cerebrospinal fluid steroidomics: are bioactive bile acids present in brain?

Journal: The Journal of biological chemistry 20100212

Title: Cytochrome P450 125 (CYP125) catalyses C26-hydroxylation to initiate sterol side-chain degradation in Rhodococcus jostii RHA1.

Journal: Molecular microbiology 20091201

Title: Discovering oxysterols in plasma: a window on the metabolome.

Journal: Journal of proteome research 20080801

Title: Regulation of sterol 27-hydroxylase in human monocyte-derived macrophages: up-regulation by transforming growth factor beta1.

Journal: Biochimica et biophysica acta 20050221

Title: Significance of plasma 7alpha-hydroxy-4-cholesten-3-one and 27-hydroxycholesterol concentrations as markers for hepatic bile acid synthesis in cholesterol-fed rabbits.

Journal: Metabolism: clinical and experimental 20040101

Title: Novel sterols synthesized via the CYP27A1 metabolic pathway.

Journal: Archives of biochemistry and biophysics 20031201

Title: On the origin of the cholestenoic acids in human circulation.

Journal: Steroids 20030901

Title: Marked induction of sterol 27-hydroxylase activity and mRNA levels during differentiation of human cultured monocytes into macrophages.

Journal: Biochimica et biophysica acta 20030217

Title: Cholestenoic acid is a naturally occurring ligand for liver X receptor alpha.

Journal: Endocrinology 20001101

Title: Oxysterol regulation of steroidogenic acute regulatory protein gene expression. Structural specificity and transcriptional and posttranscriptional actions.

Journal: The Journal of biological chemistry 19981113

Title: Activities of recombinant human cytochrome P450c27 (CYP27) which produce intermediates of alternative bile acid biosynthetic pathways.

Journal: The Journal of biological chemistry 19980717

Title: Sterol 27-hydroxylase: expression in human arterial endothelium.

Journal: Journal of lipid research 19970601

Title: Atherosclerosis and sterol 27-hydroxylase: evidence for a role of this enzyme in elimination of cholesterol from human macrophages.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19940830

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Tags:6561-58-6 Molecular Formula|6561-58-6 MDL|6561-58-6 SMILES|6561-58-6 3-hydroxy-5-cholestenoic acid