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Merck

557303

Rifampicin

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

Synonym(s):

Rifampicin, Rifampin, 3-(4-Methylpiperazinyliminomethyl)rifamycin SV

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About This Item

Empirical Formula (Hill Notation):
C43H58N4O12
CAS Number:
13292-46-1
Molecular Weight:
822.94
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00151389

Key Documents

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Product Name

Rifampicin, Antibiotic that specifically inhibits DNA-dependent RNA polymerase in bacteria by forming an inactive complex.

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

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

Quality Level

100

Biochem/physiol Actions

Primary Target
DNA-dependent RNA polymerase in bacteria

Disclaimer

Toxicity: Harmful & Carcinogenic / Teratogenic (E)

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.

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.

Preparation Note

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

Legal Information

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
557303-5GMCN07790788051488
557303-1GMCN04055977267907

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