O2756

Oxytetracycline hemicalcium salt

• Linear Formula: C₂₂H₂₄N₂O₉ · 1/2Ca
• CAS Number: 15251-48-6
• Molecular Weight: 480.47
• EC Number: 239-293-7
• MDL number: MFCD00151362
• UNSPSC Code: 51101500
• PubChem Substance ID: 24897968

Properties

• solubility: formic acid: 50 mg/mL, very slightly hazy, orange to very deep orange
• antibiotic activity spectrum: Gram-negative bacteria; Gram-positive bacteria
• mode of action: protein synthesis | interferes
• storage temp.: 2-8°C
• SMILES string: [Ca++].CN(C)[C@H]1[C@@H]2[C@@H](O)C3C(=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1[O-])C(=O)c4c(O)cccc4[C@@]3(C)O.CN(C)[C@H]5[C@@H]6[C@@H](O)C7C(=C(O)[C@]6(O)C(=O)C(C(N)=O)=C5[O-])C(=O)c8c(O)cccc8[C@@]7(C)O
• InChI: 1S/2C22H24N2O9.Ca/c2*1-21(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;/h2*4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31);/q;;+2/p-2/t2*12?,13-,14+,17+,21-,22+;/m11./s1
• InChI key: KIPLYOUQVMMOHB-JOFVZRTQSA-L

Description

General description

Chemical structure: tetracycline

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). It is used for fluorescence measurements of hepatocytes.

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.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Safety Information

• pictograms: GHS08,GHS09
• signalword: Warning
• hcodes: H361d,H411
• pcodes: P202 - P273 - P280 - P308 + P313 - P391 - P405
• Hazard Classifications: Aquatic Chronic 2 - Repr. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)