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Cat.No. 5359 - Rifaximin | C43H51N3O11 | CAS No. 80621-81-4
Description: Pregnane X receptor agonist; antibiotic
Chemical Name: (2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)-25-(Acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione
Purity: ≥98% (HPLC)

Biological Activity

Pregnane X receptor (PXR) agonist; antibiotic. Reduces number of colon tumors and suppresses expression of TNFα and Il-1β induced in a colon cancer, PXR-humanized mouse model. Increases apoptosis and decreased proliferation in HT-29 cells. Exhibits low gastrointestinal absorption while retaining its antibacterial activity. Active against gram-positive and gram-negative bacteria.

Technical Data

M. Wt 785.88
Formula C43H51N3O11
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 80621-81-4
PubChem ID 6436173
Smiles O=C(/C(C)=C\C=C\[C@H](C)[C@H](O)[C@H]([C@H]([C@@H](C)[C@H](OC(C)=O)[C@H](C)[C@@H](OC)/C=C/O[C@@]5(C)O4)O)C)NC2=C(O)C1=C(O)C(C)=C4C(C5=O)=C1C3=C2N6C(C=C(C)C=C6)=N3

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 78.59 100
ethanol 78.59 100

Preparing Stock Solutions

The following data is based on the product molecular weight 785.88. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.27 mL 6.36 mL 12.72 mL
5 mM 0.25 mL 1.27 mL 2.54 mL
10 mM 0.13 mL 0.64 mL 1.27 mL
50 mM 0.03 mL 0.13 mL 0.25 mL

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Product Datasheets

Safety Datasheet


References are publications that support the biological activity of the product.

Cheng et al (2014) Activation of intestinal human pregnane X receptor protects against azoxymethane/dextran sulfate sodium-induced colon cancer. J.Pharmacol.Exp.Ther. 351 559 PMID: 25277138

Jiang et al (2005) Rifaximin: in vitro and in vivo antibacterial activity-a review. Chemotherapy 51 67 PMID: 15855749

Stradi et al (2010) Structural elucidation of the Rifaximin Ph. Eur. Impurity H. J.Pharm.Biomed.Anal. 51 858 PMID: 19926422

If you know of a relevant reference for Rifaximin, please let us know.

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Keywords: Rifaximin, Rifaximin supplier, Antibiotic, Pregnane, X, receptors, agonists, PXR, colon, tumors, tumours, gram, positive, negative, bacteria, Receptor, Antibiotics, Apoptosis, Inducers, 5359, Tocris Bioscience

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