ChemDB: Tetracycline Hydrochloride

  • Chemical name: (4S,4aR,5S,5aR,6S,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide hydrochloride
  • Molecular formula: C₂₂H₂₄N₂O₈·HCl
  • Appearance: Bright yellow crystalline powder
  • Solubility:
    • Water: 10–12 mg/mL (pH 2–4)
    • DMSO: ~50 mg/mL
    • Ethanol: <1 mg/mL
  • Stability:
    • Light-sensitive (requires amber vials)
    • Degrades in alkaline pH (>7) or with divalent cations (Ca²⁺/Mg²⁺)
    • Avoid heat (>40°C accelerates degradation)
  • Mechanism of Action
    • Binds 30S ribosomal subunit at A-site → blocks tRNA attachment
  • Bacteriostatic effect (reversible inhibition)
  • Broad-spectrum activity against:
    • Gram-positive bacteria (e.g., Staphylococcus aureus)
    • Gram-negative bacteria (e.g., Haemophilus influenzae)
    • Atypicals (Chlamydia, Rickettsia, Mycoplasma)
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