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1667508

USP

Tobramycin

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

Nebramycin Factor 6, O-[3-Amino-3-deoxy-α-D-glucopyranosyl-(1→6)]-O-[2,6-diamino-2,3,6-trideoxy-α-D-ribohexopyranosyl-(1→4)]-2-deoxy-D-streptamine

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About This Item

Empirical Formula (Hill Notation):
C18H37N5O9
CAS Number:
Molecular Weight:
467.51
Beilstein/REAXYS Number:
1357507
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

tobramycin

manufacturer/tradename

USP

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@@H](N)[C@H]3O)[C@H]2O)[C@H](N)C[C@@H]1O

InChI

1S/C18H37N5O9/c19-3-9-8(25)2-7(22)17(29-9)31-15-5(20)1-6(21)16(14(15)28)32-18-13(27)11(23)12(26)10(4-24)30-18/h5-18,24-28H,1-4,19-23H2/t5-,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1

InChI key

NLVFBUXFDBBNBW-SNGYORCQSA-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

It is intended to be used as a USP reference standard in specified quality tests and assays.(1)
Also used to prepare the standard solution for identification and assay of tobramycin and its different dosage forms using thin-layer chromatography (TLC) and liquid chromatography (LC) combined with UV detection at 365 nm respectively, as prescribed in the United States Pharmacopeia (USP) for the following monographs:
  • Tobramycin
  • Tobramycin for Injection
  • Tobramycin Ophthalmic Ointment
  • Tobramycin Ophthalmic Solution
  • Tobramycin Injection
  • Tobramycin Sulfate
  • Tobramycin and Dexamethasone Ophthalmic Suspension
  • Tobramycin Inhalation Solution
  • Tobramycin and Fluorometholone Acetate Ophthalmic Suspension
  • Tobramycin and Dexamethasone Ophthalmic Ointment

Biochem/physiol Actions

Tobramycin is an aminoglycoside.
Mode of Action: Binds to 70S ribosomal subunit; inhibits translocation; elicits miscoding.
Spectrum of Activity: Gram negative bacteria. Not effective against Enterococci.

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.

pictograms

Health hazard

signalword

Warning

hcodes

Hazard Classifications

Repr. 2

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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Tobramycin and Fluorometholone Acetate Ophthalmic Suspension
USP43-NF38: United States Pharmacopeia and National Formulary
United States Pharmacopeia, 46(5), 4412-4412 (2013)
Tobramycin Sulfate
USP43-NF38: United States Pharmacopeia and National Formulary
United States Pharmacopeia, 4414-4414 (2018)
Tobramycin and Dexamethasone Ophthalmic Suspension
USP43-NF38: United States Pharmacopeia and National Formulary
United States Pharmacopeia, 4414-4414 (2013)
Tobramycin
USP43-NF38: United States Pharmacopeia and National Formulary
United States Pharmacopeia, 42(2), 4401-4401 (2018)
Tobramycin Ophthalmic Ointment
USP43-NF38: United States Pharmacopeia and National Formulary
United States Pharmacopeia, 39(5), 4405-4405 (2017)

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