Rifampicin sodiumProduct ingredient for Rifampicin
- Name
- Rifampicin sodium
- Drug Entry
- Rifampicin
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)
- Accession Number
- DBSALT001014
- Structure
Structure for Rifampicin sodium (DBSALT001014)
- Synonyms
- Not Available
- UNII
- GPE7477YEK
- CAS Number
- 38776-75-9
- Weight
- Average: 844.935
Monoisotopic: 844.38706757 - Chemical Formula
- C43H57N4NaO12
- InChI Key
- PPGHYTPFGILTSZ-LGIBZRBQSA-M
- InChI
- 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
- IUPAC Name
- sodium (7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-13-(acetyloxy)-2,15,17,29-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-26-[(1E)-[(4-methylpiperazin-1-yl)imino]methyl]-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.1^{4,7}.0^{5,28}]triaconta-1,3,5(28),9,19,21,25(29),26-octaen-27-olate
- SMILES
- [Na+].CO[C@H]1\C=C/O[C@@]2(C)OC3=C(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\N1CCN(C)CC1)=C([O-])C4=C3C2=O
- External Links
- ChemSpider
- 52085882
- Predicted Properties
Property Value Source Water Solubility 0.0447 mg/mL ALOGPS logP 4.15 ALOGPS logP 2.95 Chemaxon logS -4.3 ALOGPS pKa (Strongest Acidic) 6.8 Chemaxon pKa (Strongest Basic) 7.37 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 14 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 222.98 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 236.13 m3·mol-1 Chemaxon Polarizability 87.27 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon