5β-cholanoic acid

5β-cholanoic acid Structure
5β-cholanoic acid structure
Common Name 5β-cholanoic acid
CAS Number 546-18-9 Molecular Weight 360.573
Density 1.0±0.1 g/cm3 Boiling Point 473.6±13.0 °C at 760 mmHg
Molecular Formula C24H40O2 Melting Point N/A
MSDS Chinese USA Flash Point 208.7±11.2 °C

An efficient synthesis of 4 beta- and 6 alpha-hydroxylated bile acids.

Steroids 58(2) , 52-8, (1993)

An efficient method for the preparation of 4 beta- and 6 alpha-hydroxylated bile acids has been developed. It involved a highly stereoselective acetoxylation at the 4 beta and 6 alpha positions of 3- and 7-oxo bile acids, respectively, with lead tetraacetate ...

Calcium- and voltage-gated potassium (BK) channel activators in the 5β-cholanic acid-3α-ol analogue series with modifications in the lateral chain.

ChemMedChem 7(10) , 1784-92, (2012)

Large conductance, calcium- and voltage-gated potassium (BK) channels regulate various physiological processes and represent an attractive target for drug discovery. Numerous BK channel activators are available. However, these agents usually interact with the...

Cholanic acids determined in commercial drugs by means of a new ISFET device.

J. Pharm. Biomed. Anal. 11(11-12) , 1207-14, (1993)

An ISFET device selective for cholanic acids, based on a PVC-sebacate membrane, containing benzyldimethylcetylammoniumcholate as exchanger, has been prepared, characterized and applied to the determination of cheno or ursodeoxycholic acid content of commercia...

Synthesis of [3,4-(13)c(2)]-enriched bile salts as NMR probes of protein-ligand interactions.

J. Org. Chem. 67(19) , 6764-71, (2002)

Synthetic methodology that allows for incorporation of isotopic carbon at the C-3 and C-4 positions of bile salts is reported. Three [3,4-(13)C(2)]-enriched bile salts were synthesized from either deoxycholic or lithocholic acid. The steroid 3alpha-OH group w...

Microwave-induced organic reactions of bile acids: esterification, deformylation and deacetylation using mild reagents.

Steroids 60(6) , 453-7, (1995)

An efficient and convenient procedure for the esterification, deformylation, and deacetylation of bile acids is described. This is achieved by the addition of a catalytic amount of methanesulfonic acid or para-toluene sulfonic acid to a solution of bile acid ...

Synthesis of 7- and 12-hydroxy- and 7,12-dihydroxy-3-keto-5 beta-cholan-24-oic acids by reduction of 3,7-, 3,12- and 3,7,12-oxo derivatives.

Steroids 58(11) , 524-6, (1993)

7 alpha-, 12 alpha-, 12 beta-Hydroxy and 7 alpha,12 alpha- and 7 alpha,12 beta-dihydroxy-3-ketocholanoic acids were prepared in satisfactory yields protecting the 3-keto group as dimethyl ketal and subsequent reduction with sodium borohydride of the correspon...

5beta-Cholane activators of the farnesol X receptor.

J. Steroid Biochem. Mol. Biol. 94(4) , 311-8, (2005)

The farnesoid X receptor (FXR) is activated by bile acids, natural agonists for this nuclear receptor. FXR-target genes play important roles in cholesterol and lipid metabolism. We have found that a series of 5beta-cholanic acid derivatives, even though witho...

Synthesis of 7 alpha,12 alpha-dihydroxy-3 alpha- [2-(beta-D-glucopyranosyl)acetyl]-5 beta-cholan-24-oic acid.

Steroids 55(7) , 303-7, (1990)

A C-glucoside of cholic acid was synthesized by the introduction of an acetyl group at position 3 alpha and direct one-pot C-glucosidation using 2,3,4,6-tetra-O-benzyl-alpha-D-glucopyranosyl chloride.

New polyfluorothiopropanoyloxy derivatives of 5β-cholan-24-oic acid designed as drug absorption modifiers.

Steroids 78(9) , 832-44, (2013)

A series of final six propanoyloxy derivatives of 5β-cholan-24-oic acid (tridecafluoroctylsulfanyl- and tridecafluoroctylsulfinylethoxycarbonylpropanoyloxy derivatives) as potential drug absorption promoters (skin penetration enhancers, intestinal absorption ...

Dye-hydrophobic hapten conjugate/anti-dye antibody complex as immunogen: preparation of hydrophobic hapten-specific monoclonal antibodies.

Biochimie 76(2) , 171-9, (1994)

In order to induce the production of antibodies specific for small molecules, it is common to link them to a protein. However, when the small molecule is very hydrophobic it is extremely difficult to prepare such a conjugate. Here, we describe a simple way to...