Novobiocin monosodium

Base Information

• Chemical Name: Novobiocin monosodium
• CAS No.: 1476-53-5
• Molecular Formula: C₃₁H₃₅N₂O₁₁*Na
• Molecular Weight: 634.615
• Hs Code.: 2941 90 00
• European Community (EC) Number: 216-023-6
• Mol file: 1476-53-5.mol

Synonyms:Vulcamycin;Drygard/Biodry;Sodium albamycin;Monosodium novobiocin;Novobiocin monosodium;Cardelmycin sodium salt;PA 93 Na salt;Streptonivicin sodium salt;component of Albamycin Capsules;Antibiotic from Streptomyces spheroides;Novobiocin, sodium deriv.;U 6591;U-6591;C31H35N2NaO11;C31-H35-N2-O11.Na;1476-53-5;Benzamide, N-[7-[[3-O-(aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-.alpha.-L-lyxo-hexopyranosyl]oxy]-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl]-4-hydroxy-3-(3-methyl-2-butenyl)-, monosodium salt;Benzamide, N-[7-[[3-O-(aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-.beta.-L-lyxo-hexopyranosyl]oxy]-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl]-4-hydroxy-3-(3-methyl-2-butenyl)-, monosodium salt

Chemical Property of Novobiocin monosodium

Chemical Property:

• Melting Point: 215-220oC
• Boiling Point: 848.2°Cat760mmHg
• Flash Point: 466.8°C
• PSA: 202.84000
• Density: 1.42g/cm³
• LogP: 4.83860
• Storage Temp.: 2-8°C
• Solubility.: H2O: soluble50mg/mL
• Water Solubility.: Soluble in water at 100mg/ml. Also soluble in ethanol or DMSOSoluble in water, ethanol, dimethyldulfoxide and methanol.
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 9
• Exact Mass: 651.1866758
• Heavy Atom Count: 45
• Complexity: 1150

Purity/Quality:

99.9% ^*data from raw suppliers

Novobiocin Sodium Salt ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 43-36-36/37/38-20/21/22
• Safety Statements: 36-36/37-26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=CC2=C1OC(=O)C(=C2[O-])NC(=O)C3=CC(=C(C=C3)O)CC=C(C)C)OC4C(C(C(C(O4)(C)C)OC)OC(=O)N)O.[Ca+2]
• Uses: Novobiocin is an antibiotic that acts as an inhibitor of bacterial DNA gyrase and eukaryotic DNA topoisomerase. Studies show that Novobiocin is also an inhibitor of retrovirus RNA-dependent DNA-polymerase. Novobiocin is used in the production of positively supercoiled plasmid DNA. Novobiocin sodium salt is twice as bioavailable as the calcium salt and 50 times more available than the parent acid. antibacterial Topoisomerase II inhibitorNovobiocin sodium salt is effective an antistaphylococcal agent used in the treatment of Methicillin-resistant Staphylococcus aureus (MRSA). It is also used to inhibit the activity of retroviral RNA-dependent DNA polymerase as well as inhibitor of bacterial DNA gyrase and eukaryotic DNA topoisomerase.
• Clinical Use: The action of novobiocin is largely bacteriostatic. Itsmode of action is not known with certainty, though it doesinhibit bacterial protein and nucleic acid synthesis. Studiesindicate that novobiocin and related coumarin-containingantibiotics bind to the subunit of DNA gyrase and possiblyinterfere with DNA supercoiling and energy transductionin bacteria. The effectiveness of novobiocin is confinedlargely to Gram-positive bacteria and a few strains of P. vulgaris.Its low activity against Gram-negative bacteria is apparentlybecause of poor cellular penetration.Although cross-resistance to other antibiotics is reportednot to develop with novobiocin, resistant S. aureus strainsare known. Consequently, the medical use of novobiocin isreserved for the treatment of staphylococcal infections resistantto other antibiotics and sulfas and for patients allergicto these drugs. Another shortcoming that limits the usefulnessof novobiocin is the relatively high frequency ofadverse reactions, such as urticaria, allergic rashes, hepatotoxicity,and blood dyscrasias.