Rifampicin Quinone

• CAT Number: R057355
• CAS Number: 13983-13-6
• Molecular Formula: C₄₃H₅₆N₄O₁₂
• Molecular Weight: 820.92
• Purity: ≥95%
• Synonyms: 1,4-Dideoxy-1,4-dihydro-3-[(E)-[(4-methyl-1-piperazinyl)imino]methyl]-1,4-dioxo-Rifamycin; Rifampin Quinone; 5,17,19,21-tetrahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-[N-(4-methyl-1-piperazinyl)formimidoyl]-2,7-(epoxypentadeca[1,11,13]trien
• Storage: Store at RT
• IUPAC Name: [(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21E)-2,15,17-trihydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-26-[(E)-(4-methylpiperazin-1-yl)iminomethyl]-6,23,27,29-tetraoxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(28),2,4,9,19,21,25-heptaen-13-yl] acetate
• InChI: InChI=1S/C43H56N4O12/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/h11-14,19-21,23-25,29,34-35,39,49-51H,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
• InChIKey: IHHAOHNZEKYBLG-SBMPKVQQSA-N
• SMILES: C[C@H]1/C=C/C=C(/C(=O)NC2=C(C(=O)C3=C(C2=O)C(=C(C4=C3C(=O)[C@](O4)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]1O)C)O)C)OC(=O)C)C)OC)C)C)O)/C=N/N5CCN(CC5)C)\C

Rifampicin Quinone(CAT: R057355) is an oxidized derivative of the antibiotic rifampicin, featuring a quinone moiety that significantly alters its biochemical profile. It is widely used in research focused on antimicrobial resistance, particularly in Mycobacterium tuberculosis studies, due to its distinct mechanism of action compared to parent rifampicin. Rifampicin Quinone exhibits potent activity against rifampicin-resistant bacterial strains by targeting RNA polymerase through alternative binding interactions. Additionally, it serves as a useful tool in redox biology and oxidative stress research.