Isolithocholic Acid

Modify Date: 2024-01-11 23:11:20

Isolithocholic Acid Structure
Isolithocholic Acid structure
Common Name Isolithocholic Acid
CAS Number 1534-35-6 Molecular Weight 376.57
Density 1.1±0.1 g/cm3 Boiling Point 511.0±23.0 °C at 760 mmHg
Molecular Formula C24H40O3 Melting Point N/A
MSDS N/A Flash Point 276.9±19.1 °C

 Use of Isolithocholic Acid


Isolithocholic acid (β-Lithocholic acid) is an isomer of Lithocholic acid. Isolithocholic acid, a bile acid, is formed by microbial metabolism of Lithocholic acid or Lithocholic acid 3α-sulfate[1][2].

 Names

Name Isolithocholic Acid
Synonym More Synonyms

 Isolithocholic Acid Biological Activity

Description Isolithocholic acid (β-Lithocholic acid) is an isomer of Lithocholic acid. Isolithocholic acid, a bile acid, is formed by microbial metabolism of Lithocholic acid or Lithocholic acid 3α-sulfate[1][2].
Related Catalog
Target

Microbial Metabolite

In Vitro Isolithocholic acid at 0.01 % does not inhibit spore germination and outgrowth of CF5 and M120, but it significantly inhibits at the higher concentration (0.1 %). Isolithocholic acid (0.00003 %) prevents growth of CD196, M68, CF5, 630, and BI9 and significant decreases strains CF5, BI9, M120, and 630 in toxin activity. Isolithocholic acid (0.0003 %) makes that all strains displays a significant decrease in toxin activity, except for R20291 and M120[3].
In Vivo The levels of fecal Isolithocholic acid shows obvious decreases from day 28 onward in the high fat diet (HFD) group compared with rats fed a normal diet[4].
References

[1]. Batta AK, et al. Transformation of bile acids into iso-bile acids by Clostridium perfringens: possible transport of 3 beta-hydrogen via the coenzyme. Hepatology. 1985;5(6):1126-1131.

[2]. Borriello SP, et al. The metabolism of lithocholic acid and lithocholic acid-3-alpha-sulfate by human fecal bacteria. Lipids. 1982;17(7):477-482.

[3]. Thanissery R, et al. Inhibition of spore germination, growth, and toxin activity of clinically relevant C. difficile strains by gut microbiota derived secondary bile acids. Anaerobe. 2017;45:86-100.

[4]. Lin H, et al. Alterations of Bile Acids and Gut Microbiota in Obesity Induced by High Fat Diet in Rat Model. J Agric Food Chem. 2019;67(13):3624-3632.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 511.0±23.0 °C at 760 mmHg
Molecular Formula C24H40O3
Molecular Weight 376.57
Flash Point 276.9±19.1 °C
Exact Mass 376.297760
LogP 6.70
Vapour Pressure 0.0±3.0 mmHg at 25°C
Index of Refraction 1.528
Storage condition 2-8 °C

 Synonyms

3b-Hydroxy-5b-cholan-24-oic acid
3b-Lithocholic acid
3β-Hydroxy-5β-cholan-24-oic Acid
Cholan-24-oic acid, 3-hydroxy-, (3β,5β)-
Isolithocholic acid
(3β,5β)-3-Hydroxycholan-24-oic acid
(3β,5β,20R)-3-Hydroxycholan-24-oic acid
(3β,5β)-3-hydroxy-cholan-24-oic acid
Cholan-24-oic acid, 3-hydroxy-, (3β,5β,20R)-
MFCD00271385