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1491004

USP

Oxytetracycline

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

Oxytetracycline dihydrate

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About This Item

Empirical Formula (Hill Notation):
C22H24N2O9 · 2H2O
CAS Number:
6153-64-6
Molecular Weight:
496.46
EC Number:
201-212-8
MDL number:
MFCD00151234
UNSPSC Code:
41116107
PubChem Substance ID:
329750649
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

oxytetracycline

manufacturer/tradename

USP

application(s)

pharmaceutical (small molecule)

format

neat

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

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Oxytetracycline USP reference standard for use in specified quality tests and assays. 

Also used to prepare standard solution during the assay and identification of oxytetracycline hydrochloride soluble powder, oxytetracycline and oxytetracycline hydrochloride.

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.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

related product

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Description
Pricing

1491015

Oxytetracycline hydrochloride, United States Pharmacopeia (USP) Reference Standard

O0500000

Oxytetracycline hydrochloride, European Pharmacopoeia (EP) Reference Standard

PHR1325

Oxytetracycline Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

BP782

Oxytetracycline, British Pharmacopoeia (BP) Reference Standard

BP275

Oxytetracycline hydrochloride, British Pharmacopoeia (BP) Reference Standard

Y0002136

Oxytetracycline for system suitability A, European Pharmacopoeia (EP) Reference Standard

PHR8912

alpha-Apo-oxytetracycline, certified reference material, pharmaceutical secondary standard

PHR8913

beta-Apo-oxytetracycline, certified reference material, pharmaceutical secondary standard

pictograms

Health hazardEnvironment
GHS08,GHS09

signalword

Warning

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hrvoje Petković et al.
Microbiology and molecular biology reviews : MMBR, 70(3), 704-728 (2006-09-09)
From a genetic standpoint, Streptomyces rimosus is arguably the best-characterized industrial streptomycete as the producer of oxytetracycline and other tetracycline antibiotics. Although resistance to these antibiotics has reduced their clinical use in recent years, tetracyclines have an increasing role in
Support vector regression for determination of component of compound oxytetracycline powder on near-infrared spectroscopy.
Tingting Zou et al.
Analytical biochemistry, 355(1), 1-7 (2006-05-26)
Extralabel use of oxytetracycline.
T Martin-Jimenez et al.
Journal of the American Veterinary Medical Association, 211(1), 42-44 (1997-07-01)
Lauren B Pickens et al.
The Journal of biological chemistry, 285(36), 27509-27515 (2010-06-05)
Oxytetracycline (OTC) is a broad-spectrum antibiotic that acts by inhibiting protein synthesis in bacteria. It is an important member of the bacterial aromatic polyketide family, which is a structurally diverse class of natural products. OTC is synthesized by a type
Shin-Young Park et al.
Journal of biomedical materials research. Part A, 103(1), 38-47 (2014-03-13)
Peri-implantitis is a chronic inflammatory process with advanced bone loss and impaired healing potential. For peri-implantitis treatment, tissue engineering can be applied to enhance bone regeneration of peri-implant defects. This study aimed to evaluate ex vivo bone morphogenetic protein 2
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