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Lithocholic acid

Catalog No. T2202 CAS 434-13-9

Synonyms: 3α-Hydroxy-5β-cholanic acid

Lithocholic acid (3α-Hydroxy-5β-cholanic acid) is a bile acid formed from chenodeoxycholate by bacterial action, usually conjugated with glycine or taurine. It acts as a detergent to solubilize fats for absorption and is itself absorbed. It is used as cholagogue and choleretic.

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Lithocholic acid, CAS 434-13-9

Pack Size	Availability	Price/USD
500 mg	In stock	$ 46.00
1 g	In stock	$ 55.00
5 g	In stock	$ 87.00
1 mL * 10 mM (in DMSO)	In stock	$ 50.00

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Purity: 99.98%

Purity: 99.93%

Purity: 99.69%

Biological Description

Chemical Properties

Storage & Solubility Information

Description	Lithocholic acid (3α-Hydroxy-5β-cholanic acid) is a bile acid formed from chenodeoxycholate by bacterial action, usually conjugated with glycine or taurine. It acts as a detergent to solubilize fats for absorption and is itself absorbed. It is used as cholagogue and choleretic.
In vitro	In a mouse cancer model induced by DMH (dimethylhydrazine), LCA effectively inhibits apoptosis almost completely in the precancerous colon. When administered to rodents, LCA and its conjugates cause intrahepatic cholestasis, a pathological state characterized by reduced bile flow and the accumulation of bile components in the liver and blood. Lithocholic acid activates the vitamin D receptor, inducing the expression of CYP3A, a cytochrome P450 enzyme that detoxifies LCA in the liver and intestines.
In vivo	Lithocholic acid exhibits tumor-promoting activity and inhibits mammalian DNA polymerase β with an IC50 of 15 μM. It causes cholestasis (cessation or obstruction of bile flow) within the liver. Furthermore, lithocholic acid activates the Pregnane X Receptor (PXR), and the severe liver damage induced by LCA can be mitigated by the activation of PXR. Additionally, lithocholic acid directly binds to the vitamin D receptor with a Ki of 29 μM, activating it with a sensitivity higher than that for other nuclear receptors (e.g., PXR, FXR), with a Ki of 30 μM. This activation offers protection from its toxic effects.
Kinase Assay	Competitive ligand binding assay.: Ligand binding is performed using lysates from COS-7 cells transfected with expression plasmids for VDR or RXRα. Binding is performed overnight at 4°C in lysate buffer with 0.71 nM (18 Ci/mmol) [3H]1,25(OH)2D3 and bile acid competitor. Unbound [3H]1,25(OH)2D3 is removed by adsorption to dextran-coated charcoal and the supernatant removed for scintillation counting. Ki values are calculated from a computer fit of competition curves from triplicate assays.

Synonyms	3α-Hydroxy-5β-cholanic acid
Molecular Weight	376.57
Formula	C24H40O3
CAS No.	434-13-9

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

Ethanol: 44 mg/mL (116.8 mM)

DMSO: 70 mg/mL (185.9 mM)

H2O: < 1 mg/mL (insoluble or slightly soluble)

References and Literature

1. Staudinger JL, et al. PNAS, 2001, 98(6), 3369-3374. 2. Parks DJ, et al. Science, 1999, 284(5418), 1365-1368. 3. Makishima M, et al. Science, 2002, 296(5571), 1313-1316. 4. Ogawa A, et al. Jpn J Cancer Res, 1998, 89(11), 1154-1159. 5. Kozoni V, et al. Carcinogenesis, 2000, 21(5), 999-1005. 6. Yang R, et al. Metabolomic analysis of cholestatic liver damage in mice. Food Chem Toxicol. 2018 Jul 14;120:253-260.

Citations

1. Yan Y, Niu Z, Sun C, et al. Hepatic thyroid hormone signalling modulates glucose homeostasis through the regulation of GLP-1 production via bile acid-mediated FXR antagonism. Nature Communications. 2022, 13(1): 1-16. 2. Fu K, Dai S, Li Y, et al.The protective effect of forsythiaside A on 3, 5-diethoxycarbonyl-1, 4-dihydrocollidine-induced cholestatic liver injury in mice: Based on targeted metabolomics and molecular biology technology.Biochimica et Biophysica Acta (BBA)-Molecular Basis of Disease.2023, 1869(8): 166822.

Related compound libraries

This product is contained In the following compound libraries：

Microbial Natural Product Library Anti-Cancer Drug Library Drug Repurposing Compound Library Anti-Cancer Approved Drug Library Human Endogenous Metabolite Library Human Metabolite Library Apoptosis Compound Library Lipid Metabolism Compound Library Anti-Infection Compound Library NO PAINS Compound Library

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Keywords

Lithocholic acid 434-13-9 Apoptosis Autophagy Metabolism Others Endogenous Metabolite FXR inhibit 3α-Hydroxy-5β-cholanic acid Inhibitor 3a-Hydroxy-5b-cholanic acid 3alpha-Hydroxy-5beta-cholanic acid inhibitor

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