Novobiocin sodium salt

Description

Novobiocin sodium salt, CAS # 1476-53-5, is a topoisomerase II inhibitor capable of inhibiting DNA synthesis. This compound is produced by Streptomyces nieveus and shows antibiotic activity. | CAS: 1476-53-5 | C31H35N2NaO11 | 634.61 g/mol

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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

• Novobiocin sodium salt, first isolated from Streptomyces nieveus, is a topoisomerase II inhibitor. It is a coumarin compound showing antibiotic activity
• Novobiocin sodium salt can inhibit DNA synthesis by inhibiting the topoisomerase II enzyme. Its antibacterial activity arises from competitive inhibition of the ATPase reaction catalyzed by the GyrB subunit

Application

• Novobiocin sodium salt is used to inhibit the activity of retroviral RNA-dependent DNA polymerase in laboratory experiments
• It is also used as an inhibitor of bacterial DNA gyrase and eukaryotic DNA topoisomerase.
• Novobiocin sodium salt shows anti-staphylococcal activity against methicillin-resistant Staphylococcus aureus, a gram-positive bacterium
• It permits the relaxation of negative DNA supercoils and has been used to generate positively supercoiled DNA
• This compound inhibits the chaperone activity of Hsp90

Specifications

Chemical Identifiers

• CAS: 1476-53-5
• Molecular Formula: C31H35N2NaO11
• Molecular Weight (g/mol): 634.61
• MDL Number: MFCD00066541,MFCD00066541
• InChI Key: AXOUUAINTJNFRS-UHFFFAOYNA-N
• PubChem CID: 131673945
• IUPAC Name: sodium 7-{[4-(carbamoyloxy)-3-hydroxy-5-methoxy-6,6-dimethyloxan-2-yl]oxy}-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamido]-8-methyl-2,4-dioxo-3,4-dihydro-2H-1-benzopyran-3-ide
• SMILES: [Na+].COC1C(OC(N)=O)C(O)C(OC2=CC=C3C(=O)[C-](NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C

• Type: Novobiocin Sodium Salt
• Physical Form: Powder
• Melting Point: 215°C
• Color: Brown to White
• Quantity: 1 g
• Beilstein: 3892910
• Merck Index: 14,6722
• Solubility Information: Soluble in water at 100mg/ml; Also soluble in ethanol or DMSOSoluble in water,ethanol,dimethyldulfoxide and methanol.
• Formula Weight: 634.61
• Chemical Name or Material: Novobiocin sodium salt

Safety and Handling

Hazard Category	Warning
Hazard Statement	GHS H Statement H319-H317 Causes serious eye irritation. May cause an allergic skin reaction.
Precautionary Statement	GHS P Statement P261-P280-P305+P351+P338-P363-P321-P501a Avoid breathing dust/fume/gas/mist/vapors/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Wash contaminated clothing before reuse. Specific treatment (see label). Dispose of contents/container in accordance with local/regional/national/international regulations.
EINECSNumber	216-023-6
RTECSNumber	RD5425000
TSCA	No
Recommended Storage	Keep cold

SDS

RUO – Research Use Only