3BETA-HYDROXY-DELTA5-CHOLENIC ACID Chemical Properties

Melting point:

232°C

Boiling point:

522.8±23.0 °C(Predicted)

Density 

1.11±0.1 g/cm3(Predicted)

refractive index 

-39.5 ° (C=1, Dioxane)

storage temp. 

Refrigerator

solubility 

Dioxane (Slightly, Sonicated), DMF (Slightly), DMSO (Slightly, Heated, Sonicated)

form 

Solid

pka

4.76±0.10(Predicted)

color 

White to Pale Yellow

InChIKey

HIAJCGFYHIANNA-ZSWKZNPUNA-N

SMILES

C[C@]12CC[C@]3([H])[C@]4(CC[C@H](O)CC4=CC[C@@]3([H])[C@]1([H])CC[C@]2([H])[C@H](C)CCC(=O)O)C |&1:1,4,6,9,15,17,21,23,r|

CAS DataBase Reference

5255-17-4

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

3BETA-HYDROXY-DELTA5-CHOLENIC ACID Usage And Synthesis

Description

Cholenic acid is a monohydroxy bile acid. It is a cholesterol oxidation product formed by 7α-hydroxylation of 27-hydroxycholesterol (Item Nos. 14790 | 14791), as well as a precursor in the biosynthesis of chenodeoxycholic acid . Levels of cholenic acid are increased in patients with neonatal liver disease harboring mutations in CYP7A1, the gene encoding 7α-hydroxylase, as well as in patients with intrahepatic and extrahepatic cholestasis.

Uses

5-Cholenic Acid-3β-ol is a bile acid of which the metabolism in humans results in the primary bile acids lithocholic acid and chenodeoxycholic. It is found in hgher concentrations in meconium of premature human babies when compared to full term babies.

Definition

ChEBI: 3b-Hydroxy-5-cholenoic acid is a steroid.

IC 50

Human Endogenous Metabolite

References

[1] C LEE  N B J  K O Martin. Bile acid synthesis: 7 alpha-hydroxylation of intermediates in the sterol 27-hydroxylase metabolic pathway.[J]. Journal of Lipid Research, 1996, 37 6: 1356-1362.
[2] K D SETCHELL. Identification of a new inborn error in bile acid synthesis: mutation of the oxysterol 7alpha-hydroxylase gene causes severe neonatal liver disease.[J]. Journal of Clinical Investigation, 1998, 102 9: 1690-1703. DOI: 10.1172/jci2962
[3] K SUGIYAMA. Clinical evaluation of serum 3 beta-hydroxy-5-cholenoic acid in hepatobiliary diseases.[J]. Gastroenterologia Japonica, 1986, 21 6: 608-616. DOI: 10.1007/bf02774489

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