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Omadacycline

  • TetracyclinesTetracyclines

Aminomethylcycline derived from minocycline, oral or IV, for community pneumonia and skin infections; taken fasting and away from minerals.

Updated

Quick facts

Group
Tetracyclines
Target
Bacterial ribosome, 30S subunit (16S rRNA, A site)
Used for
Acute bacterial skin
Key effects
Nausea · Constipation · Insomnia and headache
Monitor
Clinical response of the pneumonia
ATC
J01AA15

No doses: the clinician sets them by the current guideline.

Mechanism of action

The figure shows omadacycline bound to the head of the Escherichia coli 30S ribosomal subunit; the same crystal has spectinomycin at another site.

Target in 3D: Bacterial ribosome, 30S subunit (16S rRNA, A site). PDB structure 8CA7 (RCSB PDB, public domain). View the structure at RCSB PDB

Omadacycline binds the 30S subunit and keeps aminoacyl-tRNA out of the A site. It is an aminomethylcycline derived from minocycline: its bulky substituent hinders ribosomal protection proteins and the common Tet pumps do not expel it, so it acts against many tetracycline-resistant strains.

  1. Binds the 30S at the tetracycline site
  2. Aminoacyl-tRNA cannot enter the A site
  3. Evades Tet pumps and ribosomal protection
  4. Protein synthesis stops

Indications

Adverse effects

Common

  • Nausea, vomiting and diarrhoea
  • Constipation
  • Insomnia and headache

Contraindications

  • Allergy to omadacycline or other tetracyclines

Key interactions

Antacids, calcium, magnesium, iron and multivitamins with minerals
Chelate omadacycline and lower absorption; separated by 4 hours.
Food and dairy
Greatly reduce absorption of the oral form.

What is monitored

  • Clinical response of the pneumonia or skin infection
  • Headache or visual change
  • Diarrhoea during and after treatment

Administration and safety

  • Oral on an empty stomach, with water, at least 4 hours after eating; then only water for 2 hours and no dairy for 4 hours
  • Separate by 4 hours from antacids, iron and vitamins with iron

Pregnancy and breastfeeding

It can harm the fetus: like the other tetracyclines, it stains teeth and affects bone growth; pregnancy is avoided during treatment.

Nursing care

  • Schedule the dose away from meals, dairy and mineral supplements
  • Ask about pregnancy; breastfeeding is avoided during treatment and for 4 days after
  • Teach to report severe headache or visual change
  • Teach to finish the course

Pharmacokinetics

Absorption
Oral (bioavailability about one third) or IV; food and cations (calcium, magnesium, aluminium, iron) greatly reduce absorption.
Distribution
Wide; unlike other tetracyclines, it binds little to plasma proteins.
Elimination
Mostly unchanged, in bile and urine.
Half-life
Long, about 16 hours, allowing one dose a day.

Test yourself

Think of the answer, then tap the question to see it.

Which tetracycline is omadacycline derived from, and what sets it apart?

Minocycline; it is oral and IV, binds little to proteins and keeps activity against tetracycline-resistant strains.

How is oral omadacycline taken so that it is absorbed well?

Fasting, with water, at least 4 hours after eating, with no food, dairy or minerals in the hours after.

Which infections is omadacycline approved for?

Community-acquired bacterial pneumonia and acute skin and skin-structure infections in adults.

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Connections

← Back to the class: Tetracyclines

Educational content on how drugs work; not a prescribing guide and no substitute for a health professional's advice. No doses are given.

Sources: Omadacycline: MedlinePlus Drug Information (MedlinePlus (U.S. National Library of Medicine), 2026); Omadacycline and spectinomycin bound to the 30S ribosomal subunit head (RCSB Protein Data Bank, 2026).

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Representative model, for educational purposes only.