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Merck

O4636

Sigma-Aldrich

Oxytetracycline dihydrate

Assay (anhydrous basis) 95.0%-102.0%

Sinónimos:

5-Hydroxytetracycline dihydrate, Oxytetracycline, Oxytetracycline Anhydrous

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About This Item

Fórmula empírica (notación de Hill):
C22H24N2O9 · 2H2O
Número de CAS:
Peso molecular:
496.46
Número CE:
Número MDL:
Código UNSPSC:
51284038
ID de la sustancia en PubChem:
NACRES:
NA.85

Nivel de calidad

espectro de actividad antibiótica

Gram-negative bacteria
Gram-positive bacteria

Modo de acción

protein synthesis | interferes

cadena SMILES

O.[H][C@@]12[C@@H](O)[C@@]3([H])C(C(=O)c4c(O)cccc4[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C

InChI

1S/C22H24N2O9.H2O/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);1H2/t12-,13-,14+,17+,21-,22+;/m1./s1

Clave InChI

IBZHEBHGZFICKS-IFLJXUKPSA-N

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Descripción general

Chemical structure: tetracycline

Aplicación

Oxytetracycline is a tetracycline analog isolated from the actinomycete Streptomyces rimosus. It is used in studies on the oxytetracycline-resistance gene (otrA) and is used for fluorescence measurements of hepatocytes.

Acciones bioquímicas o fisiológicas

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.
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, inhibiting protein synthesis (elongation). 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.

Nota de análisis

solubility very slightly solube in water, it dissolves in dilute acid and alkaline solutions

Otras notas

10g,50g
Keep container tightly closed in a dry and well-ventilated place.

Pictogramas

Health hazardEnvironment

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Aquatic Chronic 2 - Repr. 2

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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Visite la Librería de documentos

Bent Halling-Sørensen et al.
Chemosphere, 50(10), 1331-1342 (2003-02-15)
The fate of oxytetracyclines (OTCs) in soil interstitial water was investigated and the structure of a number of degradation products elucidated in a time-related experiment. A previously developed separation method for LC-MS-MS able to base separate and quantify OTC and
S S Yang et al.
Journal of microbiology, immunology, and infection = Wei mian yu gan ran za zhi, 34(4), 235-242 (2002-02-05)
This study examined whether the production of oxytetracycline by Streptomyces rimosus TM-55 (CCRC 960061) would be improved with calcium alginate immobilization in submerged fermentation compared with free cells. Results showed that in 1-mL culture broth, free cells produced 121 to
B Shiels et al.
Journal of cell science, 110 ( Pt 13), 1441-1451 (1997-07-01)
The control of differentiation through time is critical for the correct ordering of sequential developmental events. A timing mechanism based on the number of mitotic divisions has been proposed for both higher eukaryote and protozoan parasite cellular differentiation. However, the
Marc Cherlet et al.
The Analyst, 128(7), 871-878 (2003-08-05)
Tetracycline antibiotics are commonly used in veterinary medicine because of their broad spectrum activity and cost effectiveness. Oxytetracycline (OTC) is one of the most important members of this antibiotic family. The purpose of this study was to develop and validate
A L Cinquina et al.
Journal of chromatography. A, 987(1-2), 227-233 (2003-03-05)
High-performance liquid chromatography with diode-array detection (HPLC-DAD) was optimised and validated for the determination of tetracyclines in bovine milk and tissues. Milk and tissue samples were extracted and purified using a solid-phase extraction HLB Oasis cartridge and analysed using HPLC-DAD

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