Rifaximin

Identification

Summary

Rifaximin is a rifamycin-based non-systemic antibiotic used for the treatment of gastrointestinal bacterial infections, such as traveler's diarrhea and irritable bowel syndrome, and reduction of overt hepatic encephalopathy recurrence in adults.

Brand Names

Xifaxan, Zaxine

Generic Name

Rifaximin

DrugBank Accession Number

DB01220

Background

Rifaximin is a semisynthetic, rifamycin-based non-systemic antibiotic, meaning that the drug will not pass the gastrointestinal wall into the circulation as is common for other types of orally administered antibiotics. It has multiple indications and is used in treatment of traveller's diarrhea caused by E. coli; reduction in risk of overt hepatic encephalopathy recurrence; as well as diarrhea-predominant irritable bowel syndrome (IBS-D) in adult women and men. It is marketed under the brand name Xifaxan by Salix Pharmaceuticals.

Type

Small Molecule

Groups

Approved, Investigational

Structure

Download

MOLSDFPDBSMILESInChI

Similar Structures

Structure for Rifaximin (DB01220)

×

Close

Weight

Average: 785.8785
Monoisotopic: 785.352359489

Chemical Formula

C₄₃H₅₁N₃O₁₁

Synonyms

• Rifamycin L 105
• Rifamycin L 105SV
• Rifaxidin
• Rifaximin
• Rifaximina
• Rifaximine
• Rifaximinun

Pharmacology

Indication

Rifaximin has multiple indications by the FDA: for the treatment of patients (≥12 years of age) with traveller's diarrhea caused by noninvasive strains of Escherichia coli; for the reduction of overt hepatic encephalopathy recurrence in patients ≥18 years of age; and in May 2015 it was approved for irritable bowel syndrome with diarrhea (IBS-D) treatment in adult men and women.

Reduce drug development failure rates

Build, train, & validate machine-learning models
with evidence-based and structured datasets.

See how

Build, train, & validate predictive machine-learning models with structured datasets.

See how

Associated Conditions

• Bacterial Infections
• Clostridium difficile infection recurrence
• Hepatic Encephalopathy (HE)
• Irritable Bowel Syndrome (IBS)
• Traveler's Diarrhea

Contraindications & Blackbox Warnings

Avoid life-threatening adverse drug events

Improve clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.

Learn more

Avoid life-threatening adverse drug events & improve clinical decision support.

Learn more

Pharmacodynamics

Rifaximin is a structural analog of rifampin and a non-systemic, gastrointestinal site-specific antibiotic. This non-systemic property of the drug is due to the addition of a pyridoimidazole ring, which renders it non-absorbable. Rifaximin acts by inhibiting bacterial ribonucleic acid (RNA) synthesis and contributes to restore intestinal microflora imbalance. Other studies have also shown rifaximin to be an pregnane X receptor (PXR) activator. As PXR is responsible for inhibiting the proinflammatory transcription factor NF-kappa B (NF-κB) and is inhibited in inflammatory bowel disease (IBD), rifaximin was proven to be effective for the treatment of IBS-D.

Mechanism of action

Rifaximin acts by inhibiting RNA synthesis in susceptible bacteria by binding to the beta-subunit of bacterial deoxyribonucleic acid (DNA)-dependent ribonucleic acid (RNA) polymerase enzyme. This binding blocks translocation, which stops transcription.

Target	Actions	Organism
ADNA-directed RNA polymerase subunit beta	inhibitor	Escherichia coli (strain K12)
NNuclear receptor subfamily 1 group I member 2	agonist	Humans

Absorption

Low absorption in both the fasting state and when administered within 30 minutes of a high-fat breakfast.

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism

In vitro drug interactions studies have shown that rifaximin, at concentrations ranging from 2 to 200 ng/mL, did not inhibit human hepatic cytochrome P450 isoenzymes: 1A2, 2A6, 2B6, 2C9, 2C19, 2D6, 2E1, and 3A4. In an in vitro hepa-tocyte induction model, rifaximin was shown to induce cytochrome P450 3A4 (CYP3A4), an isoenzyme which rifampin is known to induce.

Route of elimination

In a mass balance study, after administration of 400 mg 14C-rifaximin orally to healthy volunteers, of the 96.94% total recovery, 96.62% of the administered radioactivity was recovered in feces almost exclusively as the unchanged drug and 0.32% was recovered in urine mostly as metabolites with 0.03% as the unchanged drug.Rifaximin accounted for 18% of radioactivity in plasma. This suggests that the absorbed rifaximin undergoes metabolism with minimal renal excretion of the unchanged drug

Half-life

Approximately 6 hours.

Clearance

Not Available

Adverse Effects

Improve decision support & research outcomes

With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates.

Learn more

Improve decision support & research outcomes with our structured adverse effects data.

Learn more

Toxicity

LD₅₀ > 2 g/kg (orally, in rats)

Pathways

Not Available

Pharmacogenomic Effects/ADRs

Not Available

Interactions

Drug Interactions

This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.

• Approved
• Vet approved
• Nutraceutical
• Illicit
• Withdrawn
• Investigational
• Experimental
• All Drugs

Drug	Interaction
Integrate drug-drug interactions in your software
Abrocitinib	The serum concentration of Rifaximin can be increased when it is combined with Abrocitinib.
Acebutolol	The metabolism of Acebutolol can be increased when combined with Rifaximin.
Acenocoumarol	The metabolism of Acenocoumarol can be increased when combined with Rifaximin.
Afatinib	The serum concentration of Rifaximin can be increased when it is combined with Afatinib.
Amiodarone	The serum concentration of Rifaximin can be increased when it is combined with Amiodarone.
Aripiprazole	The metabolism of Aripiprazole can be increased when combined with Rifaximin.
Aripiprazole lauroxil	The metabolism of Aripiprazole lauroxil can be increased when combined with Rifaximin.
Arsenic trioxide	The serum concentration of Rifaximin can be increased when it is combined with Arsenic trioxide.
Articaine	The risk or severity of methemoglobinemia can be increased when Rifaximin is combined with Articaine.
Asciminib	The serum concentration of Rifaximin can be increased when it is combined with Asciminib.

Identify potential medication risks

Easily compare up to 40 drugs with our drug interaction checker.

Get severity rating, description, and management advice.

Learn more

Food Interactions

• Take with or without food. Fatty meals may increase the systemic AUC of rifaximin, but do not impact Cmax. Rifaximin is an antibacterial used for local action in the gastrointestinal tract; therefore, changes in systemic exposure may not significantly impact efficacy.

Products

Drug product information from 10+ global regions

Our datasets provide approved product information including:
dosage, form, labeller, route of administration, and marketing period.

Access now

Access drug product information from over 10 global regions.

Access now

Product Images

PreviousNext

International/Other Brands

Normix / Rifacol / Xifaxsan

Brand Name Prescription Products

Name	Dosage	Strength	Route	Labeller	Marketing Start	Marketing End	Region	Image
Xifaxan	Tablet	550 mg/1	Oral	Cardinal Health	2010-05-01	Not applicable
Xifaxan	Tablet	550 mg/1	Oral	Salix Pharmaceuticals, Inc	2004-07-25	2009-06-24
Xifaxan	Tablet	200 mg/1	Oral	Carilion Materials Management	2004-07-25	Not applicable
Xifaxan	Tablet	200 mg/1	Oral	Physicians Total Care, Inc.	2008-12-14	Not applicable
Xifaxan	Tablet	550 mg/1	Oral	Salix Pharmaceuticals, Inc.	2010-05-01	Not applicable
Xifaxan	Tablet	550 mg/1	Oral	Carton Service, Incorporated	2010-05-01	2017-07-13
Xifaxan	Tablet	200 mg/1	Oral	Dispensing Solutions, Inc.	2004-07-25	Not applicable
Xifaxan	Tablet	200 mg/1	Oral	A-S Medication Solutions	2004-07-25	Not applicable
Xifaxan	Tablet	200 mg/1	Oral	Salix Pharmaceuticals, Inc.	2004-07-25	Not applicable
Xifaxan	Tablet	200 mg/1	Oral	Avera McKennan Hospital	2015-05-07	Not applicable

Categories

ATC Codes

A07AA11 — Rifaximin

• A07AA — Antibiotics
• A07A — INTESTINAL ANTIINFECTIVES
• A07 — ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
• A — ALIMENTARY TRACT AND METABOLISM

D06AX11 — Rifaximin

• D06AX — Other antibiotics for topical use
• D06A — ANTIBIOTICS FOR TOPICAL USE
• D06 — ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
• D — DERMATOLOGICALS

Drug Categories

• Alimentary Tract and Metabolism
• Anti-Bacterial Agents
• Anti-Infective Agents
• Antibiotics for Topical Use
• Antidiarrheals, Intestinal Antiinflammatory/antiinfective Agents
• Cytochrome P-450 CYP2C19 Inducers
• Cytochrome P-450 CYP2C19 Inducers (strong)
• Cytochrome P-450 CYP2C8 Inducers
• Cytochrome P-450 CYP2C8 Inducers (strength unknown)
• Cytochrome P-450 CYP3A Inducers
• Cytochrome P-450 CYP3A Inducers (strong)
• Cytochrome P-450 CYP3A Substrates
• Cytochrome P-450 CYP3A4 Inducers
• Cytochrome P-450 CYP3A4 Inducers (strength unknown)
• Cytochrome P-450 CYP3A4 Inducers (strong)
• Cytochrome P-450 CYP3A4 Substrates
• Cytochrome P-450 Enzyme Inducers
• Cytochrome P-450 Substrates
• Dermatologicals
• Gastrointestinal Agents
• Heterocyclic Compounds, Fused-Ring
• Intestinal Antiinfectives
• Lactams, Macrocyclic
• Rifamycin Antibacterial
• Rifamycins

Chemical TaxonomyProvided by Classyfire

Description

This compound belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolactams

Sub Class

Not Available

Direct Parent

Macrolactams

Alternative Parents

Naphthofurans / Naphthols and derivatives / Benzimidazoles / Benzofurans / Coumarans / Imidazo[1,2-a]pyridines / Aryl alkyl ketones / Methylpyridines / Ketals / N-substituted imidazoles / Heteroaromatic compounds / Secondary carboxylic acid amides / Secondary alcohols / Carboxylic acid esters / Lactams / Polyols / Azacyclic compounds / Oxacyclic compounds / Dialkyl ethers / Monocarboxylic acids and derivatives / Organic oxides / Organopnictogen compounds / Organonitrogen compounds / Hydrocarbon derivatives

show 14 more

Substituents

1-naphthol / Acetal / Alcohol / Aromatic heteropolycyclic compound / Aryl alkyl ketone / Aryl ketone / Azacycle / Azole / Benzenoid / Benzimidazole / Benzofuran / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Carboxylic acid ester / Coumaran / Dialkyl ether / Ether / Heteroaromatic compound / Hydrocarbon derivative / Imidazo[1,2-a]pyridine / Imidazole / Ketal / Ketone / Lactam / Macrolactam / Methylpyridine / Monocarboxylic acid or derivatives / N-substituted imidazole / Naphthalene / Naphthofuran / Organic nitrogen compound / Organic oxide / Organic oxygen compound / Organoheterocyclic compound / Organonitrogen compound / Organooxygen compound / Organopnictogen compound / Oxacycle / Polyol / Pyridine / Secondary alcohol / Secondary carboxylic acid amide

show 33 more

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

acetate ester, organic heterohexacyclic compound, lactam, semisynthetic derivative, macrocycle, cyclic ketal, rifamycin (CHEBI:75246)

Affected organisms

• Enteric bacteria and other eubacteria

Chemical Identifiers

UNII

L36O5T016N

CAS number

80621-81-4

InChI Key

NZCRJKRKKOLAOJ-XRCRFVBUSA-N

InChI

InChI=1S/C43H51N3O11/c1-19-14-16-46-28(18-19)44-32-29-30-37(50)25(7)40-31(29)41(52)43(9,57-40)55-17-15-27(54-10)22(4)39(56-26(8)47)24(6)36(49)23(5)35(48)20(2)12-11-13-21(3)42(53)45-33(34(32)46)38(30)51/h11-18,20,22-24,27,35-36,39,48-51H,1-10H3,(H,45,53)/b12-11+,17-15+,21-13-/t20-,22+,23+,24+,27-,35-,36+,39+,43-/m0/s1

IUPAC Name

(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17,36-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22,30-octamethyl-6,23-dioxo-8,37-dioxa-24,27,33-triazahexacyclo[23.10.1.1^{4,7}.0^{5,35}.0^{26,34}.0^{27,32}]heptatriaconta-1,3,5(35),9,19,21,25(36),26(34),28,30,32-undecaen-13-yl acetate

SMILES

CO[C@H]1\C=C\O[C@@]2(C)OC3=C(C)C(O)=C4C(O)=C(NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)C1=C(N=C5C=C(C)C=CN15)C4=C3C2=O

References

Synthesis Reference

Giuseppe Viscomi, Manuela Campana, Dario Braga, Donatella Confortini, Vincenzo Cannata, Paolo Righi, Goffredo Rosini, "Polymorphic forms of rifaximin, processes for their production and uses thereof." U.S. Patent US20050272754, issued December 08, 2005.

US20050272754

General References

1. Cottreau J, Baker SF, DuPont HL, Garey KW: Rifaximin: a nonsystemic rifamycin antibiotic for gastrointestinal infections. Expert Rev Anti Infect Ther. 2010 Jul;8(7):747-60. doi: 10.1586/eri.10.58. [Article]
2. Williams R, Bass N: Rifaximin, a nonabsorbed oral antibiotic, in the treatment of hepatic encephalopathy: antimicrobial activity, efficacy, and safety. Rev Gastroenterol Disord. 2005;5 Suppl 1:S10-8. [Article]
3. Koo HL, DuPont HL: Rifaximin: a unique gastrointestinal-selective antibiotic for enteric diseases. Curr Opin Gastroenterol. 2010 Jan;26(1):17-25. doi: 10.1097/MOG.0b013e328333dc8d. [Article]
4. Pakyz AL: Rifaximin: a new treatment for travelers' diarrhea. Ann Pharmacother. 2005 Feb;39(2):284-9. Epub 2004 Dec 14. [Article]
5. Jalan R: Rifaximin in hepatic encephalopathy: more than just a non-absorbable antibiotic? J Hepatol. 2010 Sep;53(3):580-2. doi: 10.1016/j.jhep.2010.05.002. Epub 2010 May 31. [Article]
6. Lawrence KR, Klee JA: Rifaximin for the treatment of hepatic encephalopathy. Pharmacotherapy. 2008 Aug;28(8):1019-32. doi: 10.1592/phco.28.8.1019. [Article]
7. Layer P, Andresen V: Review article: rifaximin, a minimally absorbed oral antibacterial, for the treatment of travellers' diarrhoea. Aliment Pharmacol Ther. 2010 Jun;31(11):1155-64. doi: 10.1111/j.1365-2036.2010.04296.x. Epub 2010 Mar 11. [Article]
8. Ojetti V, Lauritano EC, Barbaro F, Migneco A, Ainora ME, Fontana L, Gabrielli M, Gasbarrini A: Rifaximin pharmacology and clinical implications. Expert Opin Drug Metab Toxicol. 2009 Jun;5(6):675-82. doi: 10.1517/17425250902973695. [Article]
9. Scarpignato C, Pelosini I: Rifaximin, a poorly absorbed antibiotic: pharmacology and clinical potential. Chemotherapy. 2005;51 Suppl 1:36-66. [Article]
10. Gillis JC, Brogden RN: Rifaximin. A review of its antibacterial activity, pharmacokinetic properties and therapeutic potential in conditions mediated by gastrointestinal bacteria. Drugs. 1995 Mar;49(3):467-84. [Article]
11. Koo HL, Dupont HL, Huang DB: The role of rifaximin in the treatment and chemoprophylaxis of travelers' diarrhea. Ther Clin Risk Manag. 2009;5:841-8. Epub 2009 Nov 2. [Article]
12. DuPont HL: Systematic review: prevention of travellers' diarrhoea. Aliment Pharmacol Ther. 2008 May;27(9):741-51. doi: 10.1111/j.1365-2036.2008.03647.x. Epub 2008 Feb 14. [Article]
13. Romero-Gomez M: Pharmacotherapy of hepatic encephalopathy in cirrhosis. Expert Opin Pharmacother. 2010 Jun;11(8):1317-27. doi: 10.1517/14656561003724721. [Article]
14. Scarpignato C, Pelosini I: Experimental and clinical pharmacology of rifaximin, a gastrointestinal selective antibiotic. Digestion. 2006;73 Suppl 1:13-27. Epub 2006 Feb 8. [Article]
15. Pimentel M: Review of rifaximin as treatment for SIBO and IBS. Expert Opin Investig Drugs. 2009 Mar;18(3):349-58. doi: 10.1517/13543780902780175 . [Article]
16. Rifaximin Australian Public Assessment Report [File]

External Links

Human Metabolome Database

HMDB15351

KEGG Drug

D02554

PubChem Compound

6436173

PubChem Substance

46508705

ChemSpider

10482302

BindingDB

50347620

RxNav

35619

ChEBI

75246

ChEMBL

CHEMBL1617

ZINC

ZINC000169621200

Therapeutic Targets Database

DAP001006

PharmGKB

PA164752443

PDBe Ligand

RXM

RxList

RxList Drug Page

Drugs.com

Drugs.com Drug Page

PDRhealth

PDRhealth Drug Page

Wikipedia

Rifaximin

PDB Entries

6bee

FDA label

Download (478 KB)

MSDS

Download (58.4 KB)

Clinical Trials

Clinical Trials

Phase	Status	Purpose	Conditions	Count
4	Completed	Basic Science	Ascites / Cirrhosis of the Liver	1
4	Completed	Basic Science	Cirrhosis of the Liver / Hepatoencephalopathy, Early Fatal Progressive	1
4	Completed	Basic Science	Common Variable Immune Deficiency (CVID)	1
4	Completed	Basic Science	Diarrhoea Predominant Irritable Bowel Syndrome	1
4	Completed	Prevention	Chronic Kidney Disease (CKD)	1
4	Completed	Prevention	Clostridium Difficile Infection (CDI)	1
4	Completed	Prevention	Hepatic Encephalopathy (HE)	2
4	Completed	Treatment	Cirrhosis of the Liver / Hepatic Encephalopathy (HE)	1
4	Completed	Treatment	Covert Hepatic Encephalopathy	1
4	Completed	Treatment	Diverticular Diseases	1

Pharmacoeconomics

Manufacturers

Not Available

Packagers

• Diversified Healthcare Services Inc.
• Patheon Inc.
• Physicians Total Care Inc.
• Salix Pharmaceuticals

Dosage Forms

Form	Route	Strength
Tablet, film coated	Oral
Granule, for suspension	Oral
Ointment
Tablet, coated	Oral	200 mg
Suspension	Oral	2 g
Capsule, liquid filled	Oral	550 mg
Capsule, liquid filled	Oral	200 mg
Granule, for suspension	Oral	2 G/100ML
Tablet	Oral	100 MG
Tablet, film coated	Oral	200 mg
Cream	Topical
Solution / drops	Oral	5 %
Powder, for suspension	Oral	2 g
Tablet, coated	Oral	550 mg
Tablet, coated	Oral	400 mg
Tablet	Oral	200 mg/1
Tablet	Oral	550 mg/1
Tablet, film coated	Oral	550 mg
Tablet	Oral	550 mg

Prices

Unit description	Cost	Unit
Xifaxan 550 mg tablet	22.4USD	tablet
Xifaxan 200 mg tablet	8.97USD	tablet

DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.

Patents

Patent Number	Pediatric Extension	Approved	Expires (estimated)	Region
US7928115	No	2011-04-19	2029-07-24
US8741904	No	2014-06-03	2026-02-27
US7612199	No	2009-11-03	2024-06-19
US8853231	No	2014-10-07	2024-06-19
US8158644	No	2012-04-17	2024-06-19
US8193196	No	2012-06-05	2027-09-02
US7906542	No	2011-03-15	2025-06-01
US8158781	No	2012-04-17	2024-06-19
US7045620	No	2006-05-16	2024-06-19
US8518949	No	2013-08-27	2026-02-27
US8835452	No	2014-09-16	2024-06-19
US7902206	No	2011-03-08	2024-06-19
US8829017	No	2014-09-09	2029-07-24
US8642573	No	2014-02-04	2029-10-02
US8969398	No	2015-03-03	2029-10-02
US8946252	No	2015-02-03	2029-07-24
US7915275	No	2011-03-29	2025-02-23
US8309569	No	2012-11-13	2029-07-18
US7718608	No	2010-05-18	2019-08-11
US7452857	No	2008-11-18	2019-08-11
US6861053	No	2005-03-01	2019-08-11
US7605240	No	2009-10-20	2019-08-11
US7935799	No	2011-05-03	2019-08-11
US9271968	No	2016-03-01	2026-02-27
US9421195	No	2016-08-23	2030-03-10
US9629828	No	2017-04-25	2029-07-24
US10314828	No	2019-06-11	2029-10-02
US10335397	No	2019-07-02	2029-10-02
US10456384	No	2019-10-29	2029-02-26
US10709694	No	2020-07-14	2029-07-24
US10703763	No	2020-07-07	2026-02-27
US10765667	No	2020-09-08	2029-02-26

Properties

State

Solid

Experimental Properties

Property	Value	Source
logP	2.6	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.00738 mg/mL	ALOGPS
logP	4.94	ALOGPS
logP	4.59	Chemaxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	6.69	Chemaxon
pKa (Strongest Basic)	5.88	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	11	Chemaxon
Hydrogen Donor Count	5	Chemaxon
Polar Surface Area	198.38 Å2	Chemaxon
Rotatable Bond Count	3	Chemaxon
Refractivity	216.69 m3·mol-1	Chemaxon
Polarizability	82.04 Å3	Chemaxon
Number of Rings	6	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Predicted ADMET Features

Property	Value	Probability
Human Intestinal Absorption	-	0.646
Blood Brain Barrier	-	0.973
Caco-2 permeable	-	0.6301
P-glycoprotein substrate	Substrate	0.6681
P-glycoprotein inhibitor I	Non-inhibitor	0.6985
P-glycoprotein inhibitor II	Non-inhibitor	0.7134
Renal organic cation transporter	Non-inhibitor	0.9533
CYP450 2C9 substrate	Non-substrate	0.8256
CYP450 2D6 substrate	Non-substrate	0.8783
CYP450 3A4 substrate	Substrate	0.5651
CYP450 1A2 substrate	Non-inhibitor	0.7129
CYP450 2C9 inhibitor	Non-inhibitor	0.7393
CYP450 2D6 inhibitor	Non-inhibitor	0.875
CYP450 2C19 inhibitor	Non-inhibitor	0.7684
CYP450 3A4 inhibitor	Non-inhibitor	0.8904
CYP450 inhibitory promiscuity	Low CYP Inhibitory Promiscuity	0.7729
Ames test	Non AMES toxic	0.6276
Carcinogenicity	Non-carcinogens	0.9055
Biodegradation	Not ready biodegradable	1.0
Rat acute toxicity	2.6259 LD50, mol/kg	Not applicable
hERG inhibition (predictor I)	Weak inhibitor	0.994
hERG inhibition (predictor II)	Non-inhibitor	0.721

ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)

Not Available

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	Not Available

Targets

Build, predict & validate machine-learning models

Use our structured and evidence-based datasets to unlock new
insights and accelerate drug research.

Learn more

Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.

Learn more

Details1. DNA-directed RNA polymerase subunit beta

Kind

Protein

Organism

Escherichia coli (strain K12)

Pharmacological action

Yes

Actions

Inhibitor

General Function

Ribonucleoside binding

Specific Function

DNA-dependent RNA polymerase catalyzes the transcription of DNA into RNA using the four ribonucleoside triphosphates as substrates.

Gene Name

rpoB

Uniprot ID

P0A8V2

Uniprot Name

DNA-directed RNA polymerase subunit beta

Molecular Weight

150631.165 Da

References

1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
3. Vitali B, Turroni S, Dal Piaz F, Candela M, Wasinger V, Brigidi P: Genetic and proteomic characterization of rifaximin resistance in Bifidobacterium infantis BI07. Res Microbiol. 2007 May;158(4):355-62. Epub 2007 Feb 22. [Article]
4. Ojetti V, Lauritano EC, Barbaro F, Migneco A, Ainora ME, Fontana L, Gabrielli M, Gasbarrini A: Rifaximin pharmacology and clinical implications. Expert Opin Drug Metab Toxicol. 2009 Jun;5(6):675-82. doi: 10.1517/17425250902973695. [Article]
5. Koo HL, Dupont HL, Huang DB: The role of rifaximin in the treatment and chemoprophylaxis of travelers' diarrhea. Ther Clin Risk Manag. 2009;5:841-8. Epub 2009 Nov 2. [Article]
6. Scarpignato C, Pelosini I: Experimental and clinical pharmacology of rifaximin, a gastrointestinal selective antibiotic. Digestion. 2006;73 Suppl 1:13-27. Epub 2006 Feb 8. [Article]
7. Pimentel M: Review of rifaximin as treatment for SIBO and IBS. Expert Opin Investig Drugs. 2009 Mar;18(3):349-58. doi: 10.1517/13543780902780175 . [Article]
8. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [Article]

Binding Properties

×

Property	Measurement	pH	Temperature (°C)	References
EC 50 (nM)	2200	N/A	N/A	A24081

Details

Binding Properties2. Nuclear receptor subfamily 1 group I member 2

Kind

Protein

Organism

Humans

Pharmacological action

No

Actions

Agonist

General Function

Zinc ion binding

Specific Function

Nuclear receptor that binds and is activated by variety of endogenous and xenobiotic compounds. Transcription factor that activates the transcription of multiple genes involved in the metabolism an...

Gene Name

NR1I2

Uniprot ID

O75469

Uniprot Name

Nuclear receptor subfamily 1 group I member 2

Molecular Weight

49761.245 Da

References

1. Cheng J, Shah YM, Ma X, Pang X, Tanaka T, Kodama T, Krausz KW, Gonzalez FJ: Therapeutic role of rifaximin in inflammatory bowel disease: clinical implication of human pregnane X receptor activation. J Pharmacol Exp Ther. 2010 Oct;335(1):32-41. doi: 10.1124/jpet.110.170225. Epub 2010 Jul 13. [Article]
2. Ma X, Shah YM, Guo GL, Wang T, Krausz KW, Idle JR, Gonzalez FJ: Rifaximin is a gut-specific human pregnane X receptor activator. J Pharmacol Exp Ther. 2007 Jul;322(1):391-8. Epub 2007 Apr 18. [Article]

×

Identify potential medication risks

Easily compare up to 40 drugs with our drug interaction checker.

Get severity rating, description, and management advice.

Learn more

Drug created at June 13, 2005 13:24 / Updated at December 04, 2022 18:48