Discuss This Drug

rifaximin

CHEBI:CHEBI_75246

Definition

A semisynthetic member of the class of rifamycins and non-systemic gastrointestinal site-specific broad spectrum antibiotic. Used in the treatment of traveller's diarrhoea, hepatic encephalopathy and irritable bowel syndrome.

Chemical Information

Molecular Formula
C43H51N3O11
Molecular Mass
785.87850
Charge
0
SMILES
CO[C@H]1\C=C\O[C@@]2(C)Oc3c(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)c1c(nc5cc(C)ccn15)c4c3C2=O
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
InChIKey
NZCRJKRKKOLAOJ-XRCRFVBUSA-N

Alternative Names

  • Rifamycin L 105
  • Rifamycin L 105SV
  • Rifaxidin
  • rifaximin
  • rifaximina
  • rifaximine
  • rifaximinun
  • Xifaxsan
  • (2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-1,15-dioxo-1,2-dihydro-2,7-(epoxypentadeca[1,11,13]trienoimino)furo[2'',3'':7',8']naphtho[1',2':4,5]imidazo[1,2-a]pyridin-25-yl acetate

Treatment Applications

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

oboInOwl#hasDbXref
Wikipedia:Rifaximin
DRON_00010000
35619
core#notation
CHEBI:75246

Additional References

Wikipedia:Rifaximin

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

listing_expiration_date
20241231
route
ORAL
marketing_start_date
20040725
spl_id
ea4a4cc3-d11c-46d6-aa97-d65eef8406dd
package_ndc
65649-303-05
package_description
3 CARTON in 1 TRAY (65649-303-05) / 1 BLISTER PACK in 1 CARTON / 3 TABLET in 1 BLISTER PACK
labeler_name
MSN Laboratories Private Limited
oboInOwl#hasOBONamespace
chebi_ontology
oboInOwl#hasDbXref
Wikipedia:Rifaximin
DRON_00010000
35619
oboInOwl#id
CHEBI:75246
generic_name
RIFAXIMIN
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT FOR HUMAN PRESCRIPTION COMPOUNDING
dosage_form
TABLET, COATED
product_ndc
65649-303
brand_name
XIFAXAN
brand_name_base
XIFAXAN
application_number
NDA021361
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_71031
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
core#notation
CHEBI:75246
rxcui
856666
active_ingredient_strength
550 mg/1
active_ingredient_name
RIFAXIMIN
package_marketing_start_date
20040725
manufacturer_name
Salix Pharmaceuticals, Inc.
nui
M0019113
pharm_class_epc
Rifamycin Antibacterial [EPC]
pharm_class
Rifamycins [CS]
pharm_class_cs
Rifamycins [CS]
unii
L36O5T016N
spl_set_id
f73acb74-e930-4414-81e9-d2a01db36e30
upc
0365649303029
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
has_treatment
http://purl.obolibrary.org/obo/DOID_14434
owl#annotatedSource
t286920
owl#someValuesFrom
t1012824
rdf-schema#range
https://w3id.org/def/predibionto#has_drug_113818
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect34184