Novobiocin

Category	Orthopoxvirus
CAS	303-81-1
Description	Novobiocin is found to bind at a second ATP-binding site in the C-terminal domain of Hsp90, thus disrupting the interaction of both p23 and Hsp70 co-chaperones with the Hsp90 complex. (IC50=700μmol/L)

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Product Information

Synonyms	Streptonivicin; Inamycin; Albamycin; Cathomycin; Cardelmycin; Spheromycin; Antibiotic PA-93; Novobiocina; 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)-
IUPAC Name	[(3R,4S,5R,6R)-5-hydroxy-6-[4-hydroxy-3-[[4-hydroxy-3-(3-methylbut-2-enyl)benzoyl]amino]-8-methyl-2-oxochromen-7-yl]oxy-3-methoxy-2,2-dimethyloxan-4-yl] carbamate
Molecular Weight	612.62
Molecular Formula	C31H36N2O11
Canonical SMILES	CC1=C(C=CC2=C1OC(=O)C(=C2O)NC(=O)C3=CC(=C(C=C3)O)CC=C(C)C)OC4C(C(C(C(O4)(C)C)OC)OC(=O)N)O
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
InChIKey	YJQPYGGHQPGBLI-KGSXXDOSSA-N
Boiling Point	657.29°C at 760 mmHg
Melting Point	152-156°C
Flash Point	466.8±34.3 °C
Purity	>95%
Density	1.3448 g/cm3
Solubility	Soluble in ethanol, methanol, DMF or DMSO. Limited water solubility.
Appearance	White Crystalline
Storage	Store at -20°C
Complexity	1150
Exact Mass	612.23190997
Index Of Refraction	1.640
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. 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. Novobiocin (0.3 mM; 48 hours) induces a Caspase-3/7 enzyme-dependent Apoptosis assay.
In Vivo	Novobiocin (25, 50, 100, 200 mg/kg; s.c.; 4 times at 1, 5, 24 and 48 h after infection) shows Anti-virusactivity in mice infected with amoxicillin-resistant Streptococcus pneumoniae. Animal Model: 30 g adult female Swiss mice (sepsis induced by the penicillin-susceptible strain (AR33118)) Dosage: 25, 50, 100, 200 mg/kg Administration: S.c.; given at 1, 5, 24 and 48 h after infection Result: Showed Anti-virusactivity in mice infected with amoxicillin-resistant S. pneumoniae.
PSA	200.01000
Target	Antibiotic; DNA/RNA Synthesis; HSP; Apoptosis; Bacterial; Orthopoxvirus
Vapor Pressure	0.0±3.3 mmHg at 25°C
XLogP3-AA	3.3