CAS 303-81-1

Novobiocin

Description:

Novobiocin is an antibiotic compound that belongs to the class of coumarin derivatives. It is primarily known for its activity against Gram-positive bacteria, particularly Staphylococcus aureus. The chemical formula of novobiocin is C31H36N2O11S, and it features a complex structure that includes a coumarin moiety linked to a sugar component. Novobiocin functions by inhibiting bacterial DNA gyrase, an essential enzyme for DNA replication and transcription, thereby disrupting bacterial cell division. This compound is typically administered in a clinical setting for treating infections caused by susceptible strains of bacteria. In addition to its antibacterial properties, novobiocin has been studied for its potential use in cancer therapy due to its ability to inhibit certain cellular processes. However, its clinical use has diminished with the advent of more effective antibiotics and the emergence of resistance. Novobiocin is also utilized in laboratory research, particularly in studies involving DNA replication and bacterial genetics. Safety and handling precautions are necessary due to its potential toxicity and side effects.

Formula: C₃₁H₃₆N₂O₁₁

InChI: InChI=1S/C31H36N2O11/c1-14(2)7-8-16-13-17(9-11-19(16)34)27(37)33-21-22(35)18-10-12-20(15(3)24(18)42-28(21)38)41-29-23(36)25(43-30(32)39)26(40-6)31(4,5)44-29/h7,9-13,23,25-26,29,34-36H,8H2,1-6H3,(H2,32,39)(H,33,37)/t23-,25+,26-,29-/m1/s1

InChI key: InChIKey=YJQPYGGHQPGBLI-KGSXXDOSSA-N

SMILES: CC1=C2C(C(O)=C(NC(=O)C3=CC(CC=C(C)C)=C(O)C=C3)C(=O)O2)=CC=C1O[C@H]4[C@H](O)[C@H](OC(N)=O)[C@@H](OC)C(C)(C)O4

Synonyms:

• Albamix
• Albamycin
• Antibiotic PA-93
• Benzamide, N-[7-[[3-O-(aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-α-<span class="text-smallcaps">L</span>-lyxo-hexopyranosyl]oxy]-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl]-4-hydroxy-3-(3-methyl-2-buten-1-yl)-
• Benzamide, N-[7-[[3-O-(aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-α-<span class="text-smallcaps">L</span>-lyxo-hexopyranosyl]oxy]-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl]-4-hydroxy-3-(3-methyl-2-butenyl)-
• Benzamide, N-[7-[[3-O-(aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-α-L-lyxo-hexopyranosyl]oxy]-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl]-4-hydroxy-3-(3-methyl-2-buten-1-yl)-
• Cardelmycin
• Cathocin
• Cathomycin
• Coumarin, 7-[4-(carbamoyloxy)tetrahydro-3-hydroxy-5-methoxy-6,6-dimethylpyran-2-yloxy]-4-hydroxy-3-[4-hydroxy-3-(3-methyl-2-butenyl)benzamido]-8-methyl-
• Crystallinic acid
• Inamycin
• N-[7-[[3-O-(Aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-α-<span class="text-smallcaps">L</span>-lyxo-hexopyranosyl]oxy]-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl]-4-hydroxy-3-(3-methyl-2-buten-1-yl)benzamide
• Novo-R
• Novobiocin
• Novobiocina
• Novobiocine
• Pa 93
• Robiocina
• Sirbiocina
• Spheromycin
• Stilbiocina
• Streptonivicin
• U 6391
• Benzamide, N-[7-[[3-O-(aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-α-L-lyxo-hexopyranosyl]oxy]-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl]-4-hydroxy-3-(3-methyl-2-butenyl)-

Novobiocin

CAS: 303-81-1

Formula: C₃₁H₃₆N₂O₁₁

Purity: 73.51%

Color and Shape: Brownish. Solid

Molecular weight: 612.0

Ref: 8R-CL0188

Novobiocin

CAS: 303-81-1

Novobiocin

Formula: C₃₁H₃₆N₂O₁₁

Purity: ≥98%

Molecular weight: 612.62

Ref: 54-BUP02158

(3R,4S,5R,6R)-5-Hydroxy-6-((4-hydroxy-3-(4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamido)-8-methyl-2-oxo-2H-chromen-7-yl)oxy)-3-methoxy-2,2-dimethyltetrahydro-2H-pyran-4-yl carbamate

CAS: 303-81-1

Formula: C₃₁H₃₆N₂O₁₁

Purity: %

Color and Shape: Solid

Molecular weight: 612.6243

Ref: IN-DA00C1K1

Novobiocin

CAS: 303-81-1

Novobiocin is an orally active and potent antibiotic.Novobiocin is a DNA gyrase inhibitor and heat shock protein 90 (Hsp90) antagonist with inhibitory effects

Formula: C₃₁H₃₆N₂O₁₁

Purity: 99.19%

Color and Shape: Solid

Molecular weight: 612.62

Ref: TM-T20510

Novobiocin 1000 µg/mL in Acetonitrile

Controlled Product

CAS: 303-81-1

Formula: C₃₁H₃₆N₂O₁₁

Color and Shape: Single Solution

Molecular weight: 612.62

Ref: 04-A15654190AL-1000

Novobiocin

CAS: 303-81-1

Formula: C₃₁H₃₆N₂O₁₁

Molecular weight: 612.63

Ref: 4Z-N-155001

Novobiocin

CAS: 303-81-1

(3R,4S,5R,6R)-5-Hydroxy-6-((4-hydroxy-3-(4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamido)-8-methyl-2-oxo-2H-chromen-7-yl)oxy)-3-methoxy-2,2-dimethyltetrahydro-2H-pyran-4-yl carbamate

Formula: C₃₁H₃₆N₂O₁₁

Purity: 98+%

Molecular weight: 612.62

Ref: IN-DG398175

Novobiocin

Controlled Product

CAS: 303-81-1

Applications Novobiocin is an aminocoumarin antibiotic used in the treatment of Staphylococcus epidermis.
References Lupescu, A. et al.: Cell. Phys. Biochem., 33, 670 (2014); Werner, M. et al.: Bioorg. Med. Chem., 22, 2176 (2014);

Formula: C₃₁H₃₆N₂O₁₁

Color and Shape: Neat

Molecular weight: 612.62

Ref: TR-N825320

Novobiocin

CAS: 303-81-1

Novobiocin is an aminocoumarin antibiotic with action on bacterial DNA gyrase to inhibit ATPase activity and is used for treating staphylococcal infections and research on DNA replication.

Formula: C₃₁H₃₆N₂O₁₁

Purity: (%) Min. 94%

Color and Shape: White Powder

Molecular weight: 612.62 g/mol

Ref: 3D-FN59697

Novobiocin

CAS: 303-81-1

Ref: BE-RMCN152001