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Doxycycline

FDA Approved
Membrane IntercalationOral

Description

Doxycycline is a tetracycline antibiotic that inhibits bacterial protein synthesis. Its lipophilic nature allows excellent membrane penetration and oral bioavailability.

Chemical Properties

Molecular FormulaC22H24N2O8
Molecular Weight444.4 g/mol
Oral Bioavailability93%
CAS Number564-25-0
DrugBank IDDB00254
PubChem CID54671203
SMILES
CC1C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O

Membrane Intercalation Mechanism

Tetracyclines intercalate into bacterial membranes through their hydrophobic regions and chelating properties with membrane-associated metal ions.