R7382

Sigma-Aldrich

Rifampicin

suitable for plant cell culture, BioReagent, ≥97% (HPLC), crystalline

Synonym(s):
Rifampin, Rifamycin AMP, 3-(4-Methylpiperazinyliminomethyl)rifamycin SV
Empirical Formula (Hill Notation):
C43H58N4O12
CAS Number:
Molecular Weight:
822.94
Beilstein/REAXYS Number:
5723476
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.72

Quality Level

product line

BioReagent

assay

≥97% (HPLC)

form

crystalline

application(s)

cell culture | plant: suitable

solubility

chloroform: 50 mg/mL, clear

Featured Industry

Agriculture

Mode of action

protein synthesis | interferes

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycobacteria

storage temp.

−20°C

SMILES string

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)c(\C=N\N5CCN(C)CC5)c(O)c4c3C2=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

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General description

Chemical structure: macrolide

Application

Rifampicin, a rifamycin, is active against mycobacteria. Rifamycin, is also an inhibitor of chloroplast RNA polymerase and may be used to study chloroplast-level DNA transcription in plants.

Packaging

1, 5 g in glass bottle

Biochem/physiol Actions

Mode of Action: Inhibits initiation of RNA synthesis by binding to β-subunit of RNA polymerase.
Inhibits the assembly of DNA and protein into mature virus particles.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Product is sensitive to light and moisture. Store under inert gas.

Pictograms

Exclamation mark

Signal Word

Warning

hazcat

Acute Tox. 4 Oral - Eye Irrit. 2 - Lact. - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Stephan Eberhard et al.
The Plant journal : for cell and molecular biology, 31(2), 149-160 (2002-07-18)
We performed a systematic investigation of the quantitative relationship between genome copy number, transcription, transcript abundance and synthesis of photosynthetic proteins in the chloroplast of the green algae Chlamydomonas reinhardtii grown either in mixotrophic or phototrophic conditions. The chloroplast gene...
Igor Gurevich et al.
Biology open, 9(12) (2020-12-04)
Non-alcoholic fatty liver disease (NAFLD) affects 30-40% of adults and 10% of children in the US. About 20% of people with NAFLD develop non-alcoholic steatohepatitis (NASH), which may lead to cirrhosis and liver cancer, and is projected to be a...
Anil Koul et al.
Nature chemical biology, 3(6), 323-324 (2007-05-15)
The diarylquinoline R207910 (TMC207) is a promising candidate in clinical development for the treatment of tuberculosis. Though R207910-resistant mycobacteria bear mutations in ATP synthase, the compound's precise target is not known. Here we establish by genetic, biochemical and binding assays...
Samy Figueiredo et al.
Antimicrobial agents and chemotherapy, 53(6), 2657-2659 (2009-03-25)
Two clonally related Acinetobacter baumannii isolates, A1 and A2, were obtained from the same patient. Isolate A2, selected after an imipenem-containing treatment, showed reduced susceptibility to carbapenems. This resistance pattern was related to insertion of the ISAba1 element upstream of...
Toril Lindbäck et al.
Veterinary research, 41(1), 8-8 (2009-10-03)
Media-based bacteriological testing will fail to detect non-culturable organisms and the risk of consuming viable but non-culturable (VBNC) Listeria monocytogenes is unknown. We have here studied whether L. monocytogenes obtained from seafoods, processing environment and clinical cases enter the VBNC...
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