• Molecular NameCaffeine
  • SynonymCafeina; Caffein; Caffeine Pure; Caffeine, Anhydrous; Caffeine, Monohydrate; Caffeine, Synthetic; CFF; Compound 65; Methyltheobromide; Methyltheobromine; Monomethyl Derivative of Theophylline; Theobromine ME; Theophylline ME
  • Weight194.194
  • Drugbank_IDDB00201
  • ACS_NO58-08-2
  • Show 3D model
  • LogP (experiment)-0.07
  • LogP (predicted, AB/LogP v2.0)0.11
  • pka10.4
  • LogD (pH=7, predicted)0.11
  • Solubility (experiment)22 mg/ml
  • LogS (predicted, ACD/Labs)(ph=7)-0.56
  • LogSw (predicted, AB/LogsW2.0)21.54
  • Sw (mg/ml) (predicted, ACD/Labs)53.26
  • No.of HBond Donors0
  • No.of HBond Acceptors6
  • No.of Rotatable Bonds0
  • TPSA58.44
  • StatusFDA approved
  • AdministrationN/A
  • PharmacologyA psychoactive stimulant drug.
  • Absorption_value100.0
  • Absorption (description)Rapidly absorbed after oral administration. It is widely distributed; it crosses the placenta and also enters the CNS and saliva; small amounts are excreted in breast milk.
  • Caco_2-4.41
  • Bioavailability98.0
  • Protein binding36.0
  • Volume of distribution (VD)0.5 L/kg
  • Blood/Plasma Partitioning ratio (D_blood)Plasma:whole blood ratio, 0.93.
  • MetabollsmMetabolic reactions include N-demethylation, acetylation, and oxidation to uric acid derivatives.
  • Half life4 h
  • ExcretionAbout 85% of a dose is excreted in the urine in 48 h with up to 40% of the dose as 1-methyluric acid, 10 to 15% as 1-methylxanthine, and up to 35% as 5-acetylamino-6-formylamino-3-methyluracil and 5-acetylamino-6-amino-3-methyluracil; other metabolites excreted in the urine include theophylline, 1,7-dimethylxanthine (paraxanthine), 7-methylxanthine, and 1,3-dimethyluric acid. About 1% is excreted in the urine as unchanged drug. The extent of N-acetylation is genetically determined. In neonates, caffeine is largely excreted unchanged in the urine, because, until about 6 months of age, the capacity to metabolise the drug is reduced.
  • Urinary ExcretionN/A
  • Clerance1.5 ml/min/kg.
  • ToxicityFatalities have occurred after the ingestion of 5 to 50 g of caffeine, but recovery following the ingestion of 30 g has been reported. Toxic effects are associated with blood concentrations greater than 15 mg/L and fatalities with blood concentrations greater than 80 mg/L.
  • LD50 (rat)N/A
  • LD50 (mouse)N/A