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Oxytetracycline hydrochloride

SIGMA/O5875

Synonym: 5-Hydroxytetracycline hydrochloride

CAS Number: 2058-46-0
Empirical Formula (Hill Notation): C22H24N2O9 · HCl
Molecular Weight: 496.89
EC Number: 218-161-2
MDL Number: MFCD00135815
Linear Formula: C22H24N2O9 · HCl
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-O5875-10G 10 g
$77.10
1/EA
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45-O5875-50G 50 g
$309.00
1/EA
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45-O5875-100G 100 g
$479.00
1/EA
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antibiotic activity spectrum Gram-negative bacteria
  Gram-positive bacteria
color yellow
form powder or crystals
impurities ≤3.5% total of impurities (related substances (HPLC))
InChI 1S/C22H24N2O9.ClH/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29;/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31);1H/t12-,13-,14+,17+,21-,22+;/m1./s1
InChI key UBDNTYUBJLXUNN-IFLJXUKPSA-N
mode of action protein synthesis | interferes
Quality Level 200 
SMILES string Cl.CN(C)[C@H]1[C@@H]2[C@@H](O)[C@H]3C(=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c4c(O)cccc4[C@@]3(C)O
solubility soluble
Application: Oxytetracycline is a tetracycline analog isolated from the actinomycete Streptomyces rimosus. Oxytetracycline is an antibiotic indicated for treatment of infections caused by Gram positive and Gram negative microorganisms such as Mycoplasma pneumoniae, Pasteurella pestis, Escherichia coli, Haemophilus influenzae, and Diplococcus pneumoniae. It is used in studies on the oxytetracycline-resistance gene (otrA). Oxytetracycline hydrochloride is used to study phagosome-lysosome (P-L) fusion in P388D1 cells and antibiotic susceptibilities of Mycoplasma bovis isolates.
Biochem/physiol Actions: Mode of Action: Inhibits protein synthesis (elongation) by preventing binding of aminoacyl-tRNA to the 30S subunit.
Antimicrobial spectrum: Gram-negative and Gram-positive bacteria.
Mode of Resistance: Active efflux, ribosome protection, tetracycline inactivation.
Biochem/physiol Actions: Oxytetracycline inhibits translation which results in cell death. It binds to the 30S ribosomal subunit and prevents the amino-acyl tRNA from binding to the A site of the ribosome. The binding is reversible in nature. Oxytetracycline is lipophilic so it can easily pass through a cell membrane and passively diffuses through channels in the bacterial membrane.
General description: Chemical structure: tetracycline
General description: Freely soluble in water, sparingly soluble in Ethanol (96%). Solution in water becomes turbid on standing owing to the precipitation of chromatograms.
Other Notes: 10g,50g,100g
Other Notes: Keep container tightly closed in a dry and well-ventilated place.Store under inert gas. Light sensitive.Air sensitive.
UNSPSC 51284039

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