Deoxycholic acid

SKU: orb1304794

Description

Deoxycholic acid is a secondary bile acid produced by bacterial metabolism of cholate, typically found conjugated to glycine or taurine. It functions as a biological detergent to emulsify dietary lipids for absorption and is widely used in research on lipid metabolism, membrane biology, and as a tool in cell lysis protocols.

Research Area

Metabolism Research, Pharmacology & Drug Discovery

Key Properties

• CAS Number: 83-44-3
• MW: 392.57
• Purity: 99.35% (May vary between batches)
• Formula: C₂₄H₄₀O₄
• SMILES: CC(CCC(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C
• Target: Endogenous Metabolite|||GPCR19
• Solubility: DMSO:145 mg/mL (369.36 mM);Ethanol:56 mg/mL (142.65 mM);H2O:< 1 mg/mL (insoluble or slightly soluble)

Bioactivity

• Target IC50:
  CSNK1E:7.22 μM (EC50)|FATP2:5 μM|FATP5:0.19 μM|NTCP:2.14 µM|Nicastrin:6.03 μM (EC50)
• In Vivo:
  miR-21 expression is down-regulated upon short exposures to Deoxycholic acid, as is the downstream pathway, with concomitant PIDD processing and activation of caspase-2, which contributes to DCA-induced liver damage.
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• In Vitro:
  Deoxycholic acid inhibits miR-21 expression in primary rat hepatocytes in a dose-dependent manner, and increases miR-21 pro-apoptotic target programmed cell death 4 (PDCD4) and apoptosis. Deoxycholic acid decreases NF-κB activity, shown to represent an upstream mechanism leading to modulation of the miR-21/PDCD4 pathway.
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• Cell Research:
  Primary rat hepatocytes were isolated from male rats (100 to 150 g) by collagenase perfusion. After isolation, hepatocytes were resuspended in complete Williams E medium and plated on BD Primaria™ culture dishes at 5 × 104 cells/cm2. Cells are kept at 37 °C in a humidified atmosphere of 5% CO2 for 4-6 h to allow attachment. Plates are then washed with phosphate buffered saline (PBS) 1× in order to remove dead cells and incubated in Williams E medium supplemented with 25 to 200 μM DCA or no addition (control) for 24 h. Primary rat hepatocytes are processed for total RNA and protein isolation, cell viability, cytotoxicity and caspase activity assays and Hoechst staining. (Only for Reference)
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Storage & Handling

• Storage: -20°C
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

Cholorebic, Cholanoic Acid, Cholerebic, Desoxycholic acid, Deoxycholate, Deoxycholic acid, bile acid, EndogenousMetabolite, Endogenous Metabolite, DCA, GPCR19, GPBAR1, G-protein coupled receptor 19, G protein-coupled bile acid receptor, G protein-coupled Bile Acid Receptor 1, Inhibitor, inhibit, TGR5

Compound Identifiers

PubChem CID

2987