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Substance Name: Rifampicin sodium
RN: 38776-75-9
UNII: GPE7477YEK
InChIKey: PPGHYTPFGILTSZ-PPJQWWMSSA-M

Note

  • A semisynthetic antibiotic produced from Streptomyces mediterranei. It has a broad antibacterial spectrum, including activity against several forms of Mycobacterium. In susceptible organisms it inhibits DNA-dependent RNA polymerase activity by forming a stable complex with the enzyme. It thus suppresses the initiation of RNA synthesis. Rifampin is bactericidal, and acts on both intracellular and extracellular organisms. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p1160)

Molecular Formula

  • C43-H58-N4-O12.Na

Molecular Weight

  • 844.9293
 

Classification Code

  • Mutation Data
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Names and Synonyms

Results Name

  • Rifampicin sodium

Name of Substance

  • Rifampin sodium

Synonyms

  • Rifampicin sodium
  • Rifampicin sodium salt
  • Sodium rifampin
  • UNII-GPE7477YEK

Systematic Names

  • 2,7-(Epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan, rifamycin deriv. (9CI)
  • Rifamycin, 3-(((4-methyl-1-piperazinyl)imino)methyl)-, monosodium salt

Registry Numbers

CAS Registry Number

  • 38776-75-9

FDA UNII

  • GPE7477YEK

System Generated Number

  • 0038776759

Molecular Formulas

Molecular Formula

  • C43-H58-N4-O12.Na

Molecular Formula Fragments

  • C43-H58-N4-O12
  • COMPONENT
  • Na

Structure Descriptors

InChI

1S/C43H58N4O12.Na/c1-21-12-11-13-22(2)42(55)45-33-28(20-44-47-17-15-46(9)16-18-47)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,59-40)57-19-14-29(56-10)23(3)39(58-27(7)48)25(5)35(50)24(4)34(21)49;/h11-14,19-21,23-25,29,34-35,39,49-53H,15-18H2,1-10H3,(H,45,55);/q;+1/p-1/b12-11+,19-14+,22-13-,44-20+;/t21-,23+,24+,25+,29-,34-,35+,39+,43-;/m0./s1

InChIKey

PPGHYTPFGILTSZ-PPJQWWMSSA-M

Smiles

[Na+].CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)\C(=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(=O)C)[C@@H]1C)\C)c(\C=N\N5CCN(C)CC5)c([O-])c4c3C2=O