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Substance Name: Rifaximin [USAN:INN:BAN]
RN: 80621-81-4
UNII: L36O5T016N
InChIKey: NZCRJKRKKOLAOJ-XRCRFVBUSA-N

Classification Codes

  • Anti-Infective Agents
  • Antibacterial
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Gastrointestinal Agents
  • Nucleic Acid Synthesis Inhibitors

Molecular Formula

  • C43-H51-N3-O11

Molecular Weight

  • 785.8859
 

Names and Synonyms

Name of Substance

  • Rifaximin
  • Rifaximin [USAN:INN:BAN]

Synonyms

  • (2S,16Z,18E,20S,21S,22R,23R,24R,25S,26S,27S,28E)-5,6,21,23,25 Pentahydroxy-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, 25-acetate
  • 2,7-(Epoxypentadeca(1,11,13)trienimino)benzofuro(4,5-e)pyrido(1,2-a)benzimidazole-1,15(2H)-dione, 25-(acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-, (2S-(2R*,16Z,18E,20R*,21R*,22S*,23S*,24S*,25R*,26S*,27R*,28E))-
  • 4-Deoxy-4'-methylpyrido(1',2'-1,2)imidazo(5,4-c)rifamycin SV
  • BRN 3584528
  • Fatroximin
  • L 105
  • L 105 (Ansamacrolide antibiotic)
  • L 105SV
  • Normix
  • Rifacol
  • Rifamixin
  • Rifamycin L 105
  • Rifamycin L 105SV
  • Rifaxidin
  • Rifaximin
  • Rifaximina
  • Rifaximina [Spanish]
  • Rifaximine
  • Rifaximine [French]
  • Rifaximinum
  • Rifaximinum [Latin]
  • Rifaxin
  • Ritacol
  • UNII-L36O5T016N
  • Xifaxan

Systematic Names

  • 2,7-(Epoxypentadeca(1,11,13)trienimino)benzofuro(4,5-e)pyrido(1,2-a)benzimidazole-1,15(2H)-dione, 25-(acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-, (2S-(2R*,16Z,18E,20R*,21R*,22S*,23S*,24S*,25R*,26S*,27R*,28E))-
  • Rifamycin L 105

Registry Numbers

CAS Registry Number

  • 80621-81-4

FDA UNII

  • L36O5T016N

Other Registry Number

  • 88747-56-2

System Generated Number

  • 0080621814

Structure Descriptors

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

Smiles

Cc1ccn2c(c1)nc3c2c4c(c5c3c6c(c(c5O)C)O[C@@](C6=O)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]([C@H](/C=C/C=C(\C(=O)N4)/C)C)O)C)O)C)OC(=O)C)C)OC)C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 2gm/kg (2000mg/kg)   Drugs of the Future. Vol. 7, Pg. 260, 1982.
rat LD50 oral > 2gm/kg (2000mg/kg)   Chemioterapia. Vol. 5, Pg. 263, 1986.