Name | novobiocin |
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Synonyms |
Notonesomycin
(3R,4S,5R,6R)-5-Hydroxy-6-[(2-hydroxy-3-{[4-hydroxy-3-(3-methyl-2-buten-1-yl)benzoyl]amino}-8-methyl-4-oxo-4H-chromen-7-yl)oxy]-3-methoxy-2,2-dimethyltetrahydro-2H-pyran-4-yl carbamate (non-preferred name) Novobiocin |
Description | Novobiocin (Albamycin) is a potent and orally active antibiotic. Novobiocin also is a DNA gyrase inhibitor and a heat shock protein 90 (Hsp90) antagonist. Novobiocin has the potential for the research of highly beta-lactam-resistant pneumococcal infections. Novobiocin shows anti-orthopoxvirus activity[1][2][3][4][6]. |
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Related Catalog | |
Target |
HSP90 |
In Vitro | Novobiocin (1 mM) competitively inhibits ATP binding to gyrase B to interfere with nucleotide binding and interferes with the association of the co-chaperones Hsc70 and p23 with Hsp90[1]. Novobiocin (200 µM; 24 h) inhibits the rate of repair of both cis-DDP and BCNU induced DNA interstrand cross-links and with a corresponding decrease in the clonogenic survival of the human glioblastoma multiforme cells[2]. Novobiocin (0.3 mM; 48 hours) induces a caspase-3/7 enzyme–dependent apoptosis assays with an induction of approximately three- to fivefold of apoptotic cells in K562, HL60, Mutz-2[5]. |
In Vivo | Novobiocin (25, 50, 100, 200 mg/kg; s.c.; 4 times at 1, 5, 24 and 48 h after infection) shows anti-infection activity in mice infected with amoxicillin-resistant Streptococcus pneumoniae[3]. Animal Model: 30 g adult female Swiss mice (sepsis induced by the penicillin-susceptible strain (AR33118))[3] Dosage: 25, 50, 100, 200 mg/kg Administration: S.c.; given at 1, 5, 24 and 48 h after infection Result: Showed anti-infection activity in mice infected with amoxicillin-resistant S. pneumoniae. |
References |
Density | 1.4±0.1 g/cm3 |
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Boiling Point | 848.2±65.0 °C at 760 mmHg |
Melting Point | 170-172°C (lit.) |
Molecular Formula | C31H36N2O11 |
Molecular Weight | 612.624 |
Flash Point | 466.8±34.3 °C |
Exact Mass | 612.231934 |
PSA | 200.01000 |
LogP | 2.37 |
Vapour Pressure | 0.0±3.3 mmHg at 25°C |
Index of Refraction | 1.640 |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
MUTATION DATA
|
Symbol |
GHS07 |
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Signal Word | Warning |
Hazard Statements | H302-H317 |
Precautionary Statements | P280-P301 + P312 + P330 |
Hazard Codes | Xi |
RIDADR | NONH for all modes of transport |
Precursor 2 | |
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DownStream 1 | |