Drug/Small Molecule:
minocycline

2D structure

Overview

Generic Names: minocycline
Trade Names: Alti-Minocycline; Apo-Minocycline; Arestin; Dynacin; Gen-Minocycline; Klinomycin; Minociclina [INN-Spanish]; Minocin; Minocyclin; Minocycline HCl; Minocyclinum [INN-Latin]; Minocyn; Minomycin; Novo-Minocycline; Solodyn; Vectrin
PharmGKB Accession Id: PA450519

Description

A tetracycline analog, having a 7-dimethylamino and lacking the 5 methyl and hydroxyl groups, which is effective against tetracycline-resistant staphylococcus infections. PubChem (source: Drug Bank)

Indication

For the treatment of infections caused by susceptible strains of microorganisms, such as Rocky Mountain spotted fever, typhus fever and the typhus group, Q fever, rickettsial pox and tick fevers caused by Rickettsiae, upper respiratory tract infections caused by <i>Streptococcus pneumoniae</i> and for the treatment of asymptomatic carriers of <i>Neisseria meningitidis</i>. (source: Drug Bank)

ATC Therapeutic Categories

  • A01AB:Antiinfectives and antiseptics for local oral treatment
  • J01AA:Tetracyclines

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Minocycline passes directly through the lipid bilayer or passively diffuses through porin channels in the bacterial membrane. Tetracyclines like minocycline bind to the 30S ribosomal subunit, preventing the binding of tRNA to the mRNA-ribosome complex and interfering with protein synthesis. (source: Drug Bank)

Pharmacology

Minocycline, the most lipid soluble and most active tetracycline antibiotic, is, like doxycycline, a long-acting tetracycline. Minocycline's effects are related to the inhibition of protein synthesis. Although minocycline's broader spectrum of activity, compared to other members of the group, includes activity against <i>Neisseria meningitidis</i>, its use as a prophylaxis is no longer recomended because of side effects (dizziness and vertigo). Current research is examining the possible neuroprotective effects of minocycline against progression of Huntington's Disease, an inherited neurodegenerative disorder. The neuroprotective action of minocycline may include its inhibitory effect on 5-lipoxygenase, an inflammatory enzyme associated with brain aging. (source: Drug Bank)

Food Interactions

Calcium and iron needs increased with long term use.
Do not take Aluminum or magnesium antacids or supplements while on this medication.
Take with food. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Hepatic. (source: Drug Bank)

Protein Binding

55% to 76% (source: Drug Bank)

Absorption

Rapidly absorbed from the gastrointestinal tract and absorption is not significantly impaired by ingestion of food or milk. Oral bioavailability is 100%. (source: Drug Bank)

Toxicity

Minocycline has been observed to cause a dark discoloration of the thyroid in experimental animals (rats, minipigs, dogs and monkeys). In the rat, chronic treatment with minocycline has resulted in goiter accompanied by elevated radioactive iodine uptake and evidence of thyroid tumor production. Minocycline has also been found to produce thyroid hyperplasia in rats and dogs. LD<sub>50</sub>=2380 mg/kg (rat, oral), LD<sub>50</sub>=3600 mg/kg (mouse, oral) (source: Drug Bank)

Isomeric SMILES Code:

CN(C)c1ccc(c2c1C[C@H]3C[C@H]4[C@@H](C(=C(C(=O)[C@]4(C(=C3C2=O)O)O)C(=O)N)O)N(C)C)O (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Has annotations
CYP3A4
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  • FA
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Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
NR1I2
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  •   
  •   
  • FA
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Publications

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
ALOX5 Uncurated Annotation (source: Drug Bank)
CASP1 Uncurated Annotation (source: Drug Bank)
CASP3 Uncurated Annotation (source: Drug Bank)
CYCS Uncurated Annotation (source: Drug Bank)
IL1B Uncurated Annotation (source: Drug Bank)
MMP9 Uncurated Annotation (source: Drug Bank)
VEGFA Uncurated Annotation (source: Drug Bank)

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
acenocoumarol Uncurated Annotation The tetracycline increases the anticoagulant effect (source: Drug Bank)
acitretin Uncurated Annotation Increased risk of intracranial hypertension (source: Drug Bank)
amoxicillin Uncurated Annotation Possible antagonism of action (source: Drug Bank)
ampicillin Uncurated Annotation Possible antagonism of action (source: Drug Bank)
aztreonam Uncurated Annotation Possible antagonism of action (source: Drug Bank)
calcium Uncurated Annotation Formation of non-absorbable complexes (source: Drug Bank)
carbenicillin Uncurated Annotation Possible antagonism of action (source: Drug Bank)
cloxacillin Uncurated Annotation Possible antagonism of action (source: Drug Bank)
dicumarol Uncurated Annotation The tetracycline increases the anticoagulant effect (source: Drug Bank)
digoxin Uncurated Annotation The tetracycline increases the effect of digoxin in 10% of patients (source: Drug Bank)
ethinyl estradiol Uncurated Annotation This anti-infectious agent could decrease the effect of the oral contraceptive (source: Drug Bank)
etretinate Uncurated Annotation Increased risk of intracranial hypertension (source: Drug Bank)
iron Uncurated Annotation Formation of non-absorbable complexes (source: Drug Bank)
isotretinoin Uncurated Annotation This anti-infectious agent could decrease the effect of the oral contraceptive (source: Drug Bank)
magnesium Uncurated Annotation Formation of non-absorbable complexes (source: Drug Bank)
magnesium oxide Uncurated Annotation Formation of non-absorbable complexes (source: Drug Bank)
mestranol Uncurated Annotation This anti-infectious agent could decrease the effect of the oral contraceptive (source: Drug Bank)
methoxyflurane Uncurated Annotation The tetracycline increases the renal toxicity of methoxyflurane (source: Drug Bank)
nafcillin Uncurated Annotation Possible antagonism of action (source: Drug Bank)
oxacillin Uncurated Annotation Possible antagonism of action (source: Drug Bank)
penicillin g Uncurated Annotation Possible antagonism of action (source: Drug Bank)
piperacillin Uncurated Annotation Possible antagonism of action (source: Drug Bank)
salicylate-magnesium Uncurated Annotation Formation of non-absorbable complexes (source: Drug Bank)
ticarcillin Uncurated Annotation Possible antagonism of action (source: Drug Bank)
warfarin Uncurated Annotation The tetracycline increases the anticoagulant effect (source: Drug Bank)
zinc Uncurated Annotation Formation of non-absorbable complexes (source: Drug Bank)

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

Additional Datasets

These datasets are minimally curated and are sorted alphabetically by title.

  1. The Connectivity Map: using gene-expression signatures to connect small molecules, genes, and disease

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB01017
KEGG Compound ID:
C07225
KEGG Drug ID:
D05045
PubChem Compound ID:
5281021
PubChem Substance ID:
167749

Common Searches

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

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