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75965

Sigma-Aldrich

Oxytetracycline dihydrate

≥98.0% (NT)

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About This Item

Empirical Formula (Hill Notation):
C22H24N2O9 · 2H2O
CAS Number:
Molecular Weight:
496.46
Beilstein:
2714587
MDL number:
UNSPSC Code:
51101500

Assay

≥98.0% (NT)

optical activity

[α]20/D −195±3°, c = 1% in 0.1 M HCl

mp

182-186 °C (dec.)

application(s)

agriculture
environmental

Mode of action

protein synthesis | interferes

SMILES string

[H]O[H].[H]O[H].CN(C)[C@H]1C2[C@@H](O)C3C(=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c4c(O)cccc4[C@@]3(C)O

General description

Chemical structure: tetracycline

Biochem/physiol Actions

Antibiotic produced by Streptomyces rimosus.
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.

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J. Drew, F.E. Hahn et al.
Topics in Infectious Diseases, 217-217 null
N T Antunes et al.
Antimicrobial agents and chemotherapy, 51(9), 3452-3454 (2007-07-20)
MICs were determined for 15 antimicrobial agents against 37 Mycoplasma putrefaciens isolates. The most effective antimicrobial drug classes were the fluoroquinolones, the tetracyclines, the lincosamide lincomycin, and the macrolides. The susceptibility profile of the isolates correlated with the geographic origin.
Jody L Floyd et al.
Antimicrobial agents and chemotherapy, 54(12), 5406-5412 (2010-09-22)
A multidrug efflux pump designated LmrS (lincomycin resistance protein of Staphylococcus aureus), belonging to the major facilitator superfamily (MFS) of transporters, was cloned, and the role of LmrS in antimicrobial efflux was evaluated. The highest relative increase in MIC, 16-fold
Minjun Chen et al.
Drug discovery today, 16(15-16), 697-703 (2011-06-01)
Drug-induced liver injury (DILI) is a leading cause of drugs failing during clinical trials and being withdrawn from the market. Comparative analysis of drugs based on their DILI potential is an effective approach to discover key DILI mechanisms and risk
Alan Talevi et al.
European journal of medicinal chemistry, 46(1), 218-228 (2010-11-30)
In order to minimize the high attrition rate that usually characterizes drug research and development projects, current medicinal chemists aim to characterize both pharmacological and ADME profiles at the beginning of drug R&D initiatives. Thus, the development of ADME High-Throughput

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