L6250 Sigma

Lithocholic acid


Synonym: 3α-Hydroxy-5β-cholan-24-oic acid, 3α-Hydroxy-5β-cholanic acid, 5β-Cholan-24-oic acid-3α-ol



Related Categories Bile acids and Derivatives, Biochemicals and Reagents, Lipids, Sterol Lipids
assay   ≥95%
mp   183-188 °C(lit.)
Gene Information   human ... POLA1(5422), TOP2A(7153)
rat ... Polb(29240)



Do you have application information on this product that you would like to share?

Lithocholic acid has been used in a study to assess cholestasis and its action on several organs and tissues in rats. 1 It has also been used in a study to investigate the regulation of hepatic phospholipid and bile acid homeostasis through SMAD3 activation by TGFβ. 2

Biochem/physiol Actions

Bile Acid

General description

Lithocholic acid is an oligo(ethylene glycol) derivative of bile acid. 3


10, 25 g in poly bottle

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. L6250.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit

Price and Availability

Polymeric Drug Delivery Techniques Guide

Customers Also Viewed

Cholic acid

from ox or sheep bile, ≥98%

Safety & Documentation

Safety Information

WGK Germany 

Protocols & Articles


Bile Acids

The liver excretes excess cholesterol in the form of bile acids. Bile acids serve two purposes: to remove unwanted cholesterol from the body and to aid in lipid digestion in the intestine. Bile acids...
BioFiles 2007, 2.7, 17.
Keywords: Absorption, Digestions, Transcription

Fast and Robust HPLC Separation of Bile Acids and Conjugates with Ascentis Express C18

Introduction Bile acids are increasingly recognized as playing an important signaling role in the control of immune response and energy metabolism. Recently, there has been interest in measuring bile...
Clare Glicksman, Michael Wright, Dave Bell, and Anders Fridström
Reporter US, Volume 33.1
Keywords: Bacterial conjugations, Biochemistry, Chromatography, Clinical, Clinical Chemistry, High performance liquid chromatography, Hormones, Liquid chromatography mass spectrometry, Mass spectrometry, Metabolism, Sample preparations, Separation, Solvents, Thin layer chromatography

Peer-Reviewed Papers


Set your institution to view full text papers.

1. Bile acids content in brain of common duct ligated rats Tripodi, V., et al. Ann. Hepatol. 11, 930, (2012)


2. TGF-β-SMAD3 signaling mediates hepatic bile acid and phospholipid metabolism following lithocholic acid-induced liver injury Matsubara, T., et al. J. Lipid Res., (2012)


3. Self-Assembly of Bile Acid-PEG Conjugates in Aqueous solutions. Strandman, S., et al. J. Phys. Chem. B, (2012)


Regulation of host weight gain and lipid metabolism by bacterial bile acid modification in the gut. Joyce SA, MacSharry J, Casey PG, et al. Proc. Natl. Acad. Sci. U. S. A. 111(20), 7421-6, (2014)


The receptor TGR5 mediates the prokinetic actions of intestinal bile acids and is required for normal defecation in mice. Alemi F, Poole DP, Chiu J, et al. Gastroenterology 144(1), 145-54, (2013)


Detoxification of lithocholic acid, a toxic bile acid: relevance to drug hepatotoxicity. Hofmann AF Drug Metab. Rev. 36(3-4), 703-22, (2004)


Amino acid conjugates of lithocholic acid as antagonists of the EphA2 receptor. Incerti M, Tognolini M, Russo S, et al. J. Med. Chem. 56(7), 2936-47, (2013)


Regulation of apoptosis in HL-1 cardiomyocytes by phosphorylation of the receptor tyrosine kinase EphA2 and protection by lithocholic acid. Jehle J, Staudacher I, Wiedmann F, et al. Br. J. Pharmacol. 167(7), 1563-72, (2012)


Specific bile acids inhibit hepatic fatty acid uptake in mice. Nie B, Park HM, Kazantzis M, et al. Hepatology 56(4), 1300-10, (2012)


Cerebrovascular dilation via selective targeting of the cholane steroid-recognition site in the BK channel β1-subunit by a novel nonsteroidal agent. Bukiya AN, McMillan JE, Fedinec AL, et al. Mol. Pharmacol. 83(5), 1030-44, (2013)


Novel surfactants with diglutamic acid polar head group: drug solubilization and toxicity studies. Ménard N, Tsapis N, Poirier C, et al. Pharm. Res. 29(7), 1882-96, (2012)


Lithocholic acid feeding results in direct hepato-toxicity independent of neutrophil function in mice. Woolbright BL, Li F, Xie Y, et al. Toxicol. Lett. 228(1), 56-66, (2014)


Lithocholic acid is an endogenous inhibitor of MDM4 and MDM2. Vogel SM, Bauer MR, Joerger AC, et al. Proc. Natl. Acad. Sci. U. S. A. 109(42), 16906-10, (2012)


Pregnane X receptor mediated-transcription regulation of CYP3A by glycyrrhizin: a possible mechanism for its hepatoprotective property against lithocholic acid-induced injury. Wang YG, Zhou JM, Ma ZC, et al. Chem. Biol. Interact. 200(1), 11-20, (2012)


TGR5 signalling inhibits the production of pro-inflammatory cytokines by in vitro differentiated inflammatory and intestinal macrophages in Crohn's disease. Yoneno K, Hisamatsu T, Shimamura K, et al. Immunology 139(1), 19-29, (2013)


Deciphering the role of charge, hydration, and hydrophobicity for cytotoxic activities and membrane interactions of bile acid based facial amphiphiles. Singh M, Singh A, Kundu S, et al. Biochim. Biophys. Acta 1828(8), 1926-37, (2013)


Optical detection of lithocholic acid with liquid crystal emulsions. Bera T and Fang J Langmuir 29(1), 387-92, (2013)


Room-temperature super hydrogel as dye adsorption agent. Song S, Feng L, Song A, et al. J. Phys. Chem. B 116(42), 12850-6, (2012)


Fluorescence (fluidity/hydration) and calorimetric studies of interactions of bile acid-drug conjugates with model membranes. Sreekanth V and Bajaj A J. Phys. Chem. B 117(7), 2123-33, (2013)


Lithocholic acid extends longevity of chronologically aging yeast only if added at certain critical periods of their lifespan. Burstein MT, Kyryakov P, Beach A, et al. Cell Cycle 11(18), 3443-62, (2012)


The effect of physiological concentrations of bile acids on in vitro growth of Mycobacterium tuberculosis. Epstein D, Mistry K, Whitelaw A, et al. S. Afr. Med. J. 102(6), 522-4, (2012)


Calcium- and voltage-gated potassium (BK) channel activators in the 5β-cholanic acid-3α-ol analogue series with modifications in the lateral chain. Bukiya AN, Patil SA, Li W, et al. ChemMedChem 7(10), 1784-92, (2012)


Hairless modulates ligand-dependent activation of the vitamin D receptor-retinoid X receptor heterodimer. Chuma M, Endo-Umeda K, Shimba S, et al. Biol. Pharm. Bull. 35(4), 582-7, (2012)


Synthesis and biological evaluation of 4,4-dimethyl lithocholic acid derivatives as novel inhibitors of protein tyrosine phosphatase 1B. He HB, Gao LX, Deng QF, et al. Bioorg. Med. Chem. Lett. 22(23), 7237-42, (2012)


Hydroxylation of lithocholic acid by selected actinobacteria and filamentous fungi. Kollerov VV, Monti D, Deshcherevskaya NO, et al. Steroids 78(3), 370-8, (2013)


Consumption of vitamin B(6) reduces fecal ratio of lithocholic acid to deoxycholic acid, a risk factor for colon cancer, in rats fed a high-fat diet. Okazaki Y, Utama Z, Suidasari S, et al. J. Nutr. Sci. Vitaminol. 58(5), 366-70, (2012)


Non-invasive monitoring of immunization progress in mice via IgG from feces. Carvalho JJ, Walter MA, Baermann-Stapel Y, et al. In Vivo 26(1), 63-9, (2012)


Effect of probiotics on serum bile acids in patients with ulcerative colitis. Sato S, Nagai H, and Igarashi Y Hepatogastroenterology. 59(118), 1804-8, (2012)


[Effects of intestinal flora on the expression of cytochrome P450 3A in the liver]. Ishii M, Toda T, Ikarashi N, et al. Yakugaku Zasshi 132(3), 301-10, (2012)


Lithocholic acid, cholestasis, and liver disease. King JE and Schoenfield LJ Mayo Clin. Proc. 47(10), 725-30, (1972)


Crosstalk between the hepatologist and the cardiologist: a future place for the lithocholic acid as a coronary atheroma risk factor? Duboc H, Aelion H, Rainteau D, et al. Hepatology 56(6), 2426, (2012)


Merck 14,5545

Beil. 10,IV,785

Corp MSDS 1 (1), 2160:B / FT-IR 2 (3), 4239:B / FT-IR 1 (2), 1056:C / FT-NMR 1 (3), 592:B / IR-Spectra (3), 1499:C / RegBook 1 (2), 2867:G / Sax 6, 1713 / Sigma FT-IR 1 (1), 1278:C / Structure Index 1, 459:C:4

Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?