Synonym: 2,7-(Epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-1,11(2H)-dione, 5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl- 21-acetate monosodium salt; Rifamycin SV monosodium salt
CAS Number: 14897-39-3
Empirical Formula (Hill Notation): C37H46NNaO12
Molecular Weight: 719.75
EC Number: 238-965-7
Linear Formula: C37H46NNaO12
Product Type: Chemical
| antibiotic activity spectrum |
Gram-negative bacteria |
| |
Gram-positive bacteria |
| |
mycobacteria |
| form |
powder |
| InChI |
1S/C37H47NO12.Na/c1-16-11-10-12-17(2)36(46)38-23-15-24(40)26-27(32(23)44)31(43)21(6)34-28(26)35(45)37(8,50-34)48-14-13-25(47-9)18(3)33(49-22(7)39)20(5)30(42)19(4)29(16)41;/h10-16,18-20,25,29-30,33,40-44H,1-9H3,(H,38,46);/q;+1/p-1/b11-10+,14-13+,17-12-;/t16-,18+,19+,20+,25-,29-,30+,33+,37-;/m0./s1 |
| InChI key |
YVOFSHPIJOYKSH-NLYBMVFSSA-M |
| mode of action |
protein synthesis | interferes |
| potency |
≥ 900 IU/mg (anhydrous basis) |
| Quality Level |
200  |
| SMILES string |
[Na+].CO[C@H]1C=CO[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)C(C)=CC=C[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)cc([O-])c4c3C2=O |
| solubility |
ethanol: soluble 50 mg/mL |
| Application: |
Rifamycin SV is a broad-spectrum semisynthetic antimicrobial agent of the rifamycin group. It is used to study potential genes, such as rif15 and rif16, which may be involved in the conversion of rifamycin SV into rifamycin B. |
| Biochem/physiol Actions: |
Rifamycin SV inhibits selective (E. coli, B. subtilis) bacterial DNA-dependent RNA polymerase by binding to the polymerase β-subunit, a mechanism similar to rifabutin. It acts as a selective cytochrome P450 3A4 inducer. It is active against Gram-positive bacteria and is moderately active against Gram-negative organisms. |
| General description: |
Chemical structure: macrolide |
| Other Notes: |
Keep container tightly closed in a dry and well-ventilated place. Light sensitive. Air sensitive. Store under inert gas |
| Packaging: |
1g,5g |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
