- Molecular NameSertraline
- SynonymSertralina [Spanish]; Sertraline Hydrochloride; Sertralinum [Latin]; Sultamicillin Tosylate
- Weight306.236
- Drugbank_IDDB01104
- ACS_NO79617-96-2
- Show 3D model
- LogP (experiment)5.29
- LogP (predicted, AB/LogP v2.0)5.07
- pka8.9
- LogD (pH=7, predicted)2.71
- Solubility (experiment)0.00035 mg/ml
- LogS (predicted, ACD/Labs)(ph=7)-2.24
- LogSw (predicted, AB/LogsW2.0)0.0
- Sw (mg/ml) (predicted, ACD/Labs)0.02
- No.of HBond Donors1
- No.of HBond Acceptors1
- No.of Rotatable Bonds2
- TPSA12.03
- StatusFDA approved
- AdministrationN/A
- PharmacologyAn antidepressant of the selective serotonin reuptake inhibitor (SSRI) class.
- Absorption_valueN/A
- Absorption (description)The effects of food on the bioavailability of the sertraline tablet and oral concentrate were studied in subjects administered a single dose with and without food. For the tablet, AUC was slightly increased when drug was administered with food but the Cmax was 25% greater, while the time to reach peak plasma concentration (Tmax) decreased from 8 hours post-dosing to 5.5 hours. For the oral concentrate, Tmax was slightly prolonged from 5.9 hours to 7.0 hours with food.
- Caco_2N/A
- Bioavailability44.0
- Protein binding98.5
- Volume of distribution (VD)20 L/kg
- Blood/Plasma Partitioning ratio (D_blood)N/A
- MetabollsmHepatic (N-demethylation mainly by CYP2B6). According to in vitro studies, sertraline is metabolized by multiple cytochrome 450 isoforms: CYP2D6, CYP2C9, CYP2B6, CYP2C19 and CYP3A4. It appeared unlikely that inhibition of any single isoform could cause clinically significant changes in sertraline pharmacokinetics. Sertraline is absorbed slowly when taken by mouth, achieving its maximal concentration in the plasma 4–6 hours after ingestion.
- Half lifeSertraline, approximately 26 h (mean for young and elderly 22 to 36 h); N-desmethylsertraline, 62 to 104 h; prolonged in hepatic impairment.
- ExcretionRenal
- Urinary Excretion<1
- Clerance38 ml/min/kg
- ToxicitySymptoms of toxicity include alopecia, decreased libido, diarrhea, ejaculation disorder, fatigue, insomnia, somnolence and serotonin syndrome.
- LD50 (rat)N/A
- LD50 (mouse)N/A