AdipoGen Life Sciences

Rifamycin O

Product Code:
 
AG-CN2-0333
Regulatory Status:
 
RUO
Shipping:
 
AMBIENT
Storage:
 
-20°C
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Chemical Structure
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Chemical Structure

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AG-CN2-0333-M05050 mg£75.00
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AG-CN2-0333-M500500 mg£370.00
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This product comes from: Switzerland.
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Further Information

Alternate Names/Synonyms:
4-O-(Carboxymethyl)-1-deoxy-1,4-dihydro-4-hydroxy-1-oxo-rifamycin gamma-lactone; NSC 182391
Appearance:
Beige powder.
CAS:
14487-05-9
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.Protect from light.Protect from light when in solution.
InChi:
InChI=1S/C39H47NO14/c1-17-11-10-12-18(2)37(48)40-24-15-39(51-16-26(42)53-39)29-27(33(24)46)32(45)22(6)35-28(29)36(47)38(8,54-35)50-14-13-25(49-9)19(3)34(52-23(7)41)21(5)31(44)20(4)30(17)43/h10-15,17,19-21,25,30-31,34,43-45H,16H2,1-9H3,(H,40,48)/b11-10+,14-13+,18-12-/t17-,19+,20+,21+,25?,30-,31+,34+,38-,39?/m0/s1
InChiKey:
RAFHKEAPVIWLJC-MENVPHBUSA-N
Long Description:
Chemical. CAS: 14487-05-9. Formula: C39H47NO14. MW: 753.8. Semisynthetic. Ansamycin antibiotic. Selective inhibitor of bacterial DNA-dependent RNA polymerase (RNAP). Effective against mycobacteria, and are therefore used in research of tuberculosis, leprosy and mycobacterium avium complex (MAC) infections.
MDL:
MFCD01683928
Molecular Formula:
C39H47NO14
Molecular Weight:
753.8
Package Type:
Vial
Product Description:
Ansamycin antibiotic. Selective inhibitor of bacterial DNA-dependent RNA polymerase (RNAP). Effective against mycobacteria and therefore used in research of tuberculosis, leprosy and Mycobacterium avium complex (MAC) infections.
Purity:
>90% (HPLC)
SMILES:
O=C1C(NC(/C(C)=CC=C[C@H](C)[C@H](O)[C@@H](C)[C@H]([C@@H](C)[C@@H]([C@H](C)[C@H](/C=C/O2)OC)OC(C)=O)O)=O)=CC3(OCC(O3)=O)C4=C5C(O[C@@]2(C)C5=O)=C(C)C(O)=C41
Solubility Chemicals:
Soluble in DMSO, aqueous acetonitrile or ethanol.
Source / Host:
Semisynthetic.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Production of Rifamycin O by Streptomyces 4107 A2: S. Sugawara, et al.; J. Antibiot. 17, 29 (1964) | Rifamycins: A General View: S. Riva & L.G. Silvestri; Ann. Rev. Microbiol. 26, 199 (1972) | The constitution and configuration of rifamycins B, O, S and SV: W. Oppolzer & V. Prelog; Helv. Chim. Acta 56, 2287 (1973) | Comprehensive study on structure-activity relationships of rifamycins: discussion of molecular and crystal structure and spectroscopic and thermochemical properties of rifamycin O: A. Bacchi, et al.; J. Med. Chem. 41, 2319 (1998) | Rifamycins-Mode of Action, Resistance, and Biosynthesis: H.G. Floss & T.-W. Yu; Chem. Rev. 105, 621 (2005)