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O4636

Oxytetracycline dihydrate

Assay (anhydrous basis) 95.0%-102.0%

Synonym(s):

5-Hydroxytetracycline dihydrate, Oxytetracycline, Oxytetracycline Anhydrous

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About This Item

Empirical Formula (Hill Notation):
C22H24N2O9 · 2H2O
CAS Number:
Molecular Weight:
496.46
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
51284038
EC Number:
201-212-8
MDL number:
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Quality Segment

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

protein synthesis | interferes

SMILES string

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

InChI key

IBZHEBHGZFICKS-IFLJXUKPSA-N

General description

Chemical structure: tetracycline

Application

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.

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.
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.

Analysis Note

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

Other Notes

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

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This Item
PHR15371491004O5875
description

Assay (anhydrous basis) 95.0%-102.0%

description

Pharmaceutical Secondary Standard; Certified Reference Material

description

United States Pharmacopeia (USP) Reference Standard

description

-

antibiotic activity spectrum

Gram-positive bacteria, Gram-negative bacteria

antibiotic activity spectrum

-

antibiotic activity spectrum

-

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

protein synthesis | interferes

mode of action

-

mode of action

-

mode of action

protein synthesis | interferes

Quality Level

200

Quality Level

300

Quality Level

-

Quality Level

200


Pictograms

Health hazardEnvironment

Signal Word

Warning

Hazard Codes

Hazard Classifications

Aquatic Chronic 2 - Repr. 2

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)



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