557303

Rifampicin

≥97% (HPLC), powder (or crystals), RNA polymerase inhibitor, Calbiochem^®

• Synonym(s): Rifampicin, Rifampin, 3-(4-Methylpiperazinyliminomethyl)rifamycin SV
• Empirical Formula (Hill Notation): C₄₃H₅₈N₄O₁₂
• CAS Number: 13292-46-1
• Molecular Weight: 822.94
• MDL number: MFCD00151389
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Product Name: Rifampicin, Antibiotic that specifically inhibits DNA-dependent RNA polymerase in bacteria by forming an inactive complex.
• Quality Level: 100
• assay: ~97-102% (by Assay)
• form: powder (or crystals)
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• color: red-brown
• shipped in: ambient
• Storage temp.: −20°C
• SMILES string: N5(CCN(CC5)C)\N=C\c1c2c(c3c(c4c(c(c3O)C)O[C@](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)N2)\C)C)O)C)O)C)OC(=O)C)C)OC)(C4=O)C)c1O)O
• InChI: 1S/C43H58N4O12/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)/b12-11+,19-14+,22-13-,44-20+/t21-,23+,24+,25+,29-,34-,35+,39+,43-/m0/s1
• Inchi Key: JQXXHWHPUNPDRT-WLSIYKJHSA-N

Description

General description

Antibiotic that specifically inhibits DNA-dependent bacterial RNA polymerase by forming an inactive complex with RNA polymerase. Does not affect mammalian RNA polymerase. Inhibits transcription by preventing the initial transcription complex from entering the elongation mode.

Biochem/physiol Actions

Primary Target
DNA-dependent RNA polymerase in bacteria

Warning

Toxicity: Harmful & Carcinogenic / Teratogenic (E)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). DMSO stock solutions are stable for up to 2 months at -20°C.

Other Notes

Jin, D.J. and Turnbough, Jr., C.L. 1994. J. Mol. Biol. 236, 72.
Levin, M.E. and Hatfull, G.F. 1993. Mol. Microbiol. 8, 277.
Wehrli, W., et al. 1968. Proc. Natl. Acad. Sci. USA61, 667.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable