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QuickView for valacyclovir (compound)
PubChem
| Name: | valacyclovir |
|---|---|
| PubChem Compound ID: | 492655 |
| Molecular formula: | C13H20N6O4 |
| Molecular weight: | 324.336 g/mol |
| Synonyms: |
AIDS121990; AIDS-121990; Acyclovir analog; D-Valine, 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl ester
|
DrugBank
Identification
| Name: | valacyclovir |
|---|---|
| Name (isomeric): | DB00577 |
| Drug Type: | small molecule |
| Synonyms: |
Valaciclovir Hydrochloride; Valacyclovir Hydrochloride; Valaciclovir Hcl; Valacyclovir; Valacyclover Hydrochloride; Valacyclover Hydrochloric
|
| Brand: | Zelitrex, Valtrex |
| Category: | Prodrugs, Antiviral Agents |
| CAS number: | 124832-27-5 |
Pharmacology
| Indication: | For the treatment or suppression of cold sores (herpes labialis), herpes zoster (shingles), genital herpes in immunocompetent individuals, and recurrent genital herpes in HIV-infected individuals. |
|---|---|
| Pharmacology: |
Valaciclovir (INN) or Valacyclovir (USAN) is a prodrug and synthetic purine nucleoside analogue with inhibitory activity against herpes simplex virus types 1 (HSV-1), 2 (HSV-2), varicella-zoster virus (VZV), Epstein-Barr virus (EBV), and cytomegalovirus (CMV). Valaciclovir is almost completely converted to acyclovir and L-valine. The inhibitory act...
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| Mechanism of Action: |
Valaciclovir is phosphorylated by viral thymidine kinase to acyclovir triphosphate (the active metabolite) which then inhibits herpes viral DNA replication by competitive inhibition of viral DNA polymerase, and by incorporation into and termination of the growing viral DNA chain. When used as a substrate for viral DNA polymerase, acyclovir triphosp...
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| Absorption: | After oral administration, valaciclovir hydrochloride is rapidly absorbed from the gastrointestinal tract. The absolute bioavailability of acyclovir after administration of valaciclovir is 54.5% ± 9.1%. |
| Protein binding: | 13-18% |
| Biotransformation: | Valaciclovir is rapidly and almost entirely (~99%) converted to the active compound, acyclovir, and L-valine by first-pass intestinal and hepatic metabolism by enzymatic hydrolysis. Neither valaciclovir nor acyclovir is metabolized by cytochrome P450 enzymes. |
| Route of elimination: | Acyclovir accounted for 89% of the radioactivity excreted in the urine. |
| Half Life: | 2.5-3.3 hours |
| Clearance: | Renal cl=255 +/- 86 mL/min [healthy] apparent cl=86.3 +/- 21.3 mL/min/1.73 m2 [dialysis patients] apparent cl=679.16 +/- 162.76 mL/min/1.73 m2 [healthy] |
| Toxicity: | Adverse effects of overexposure might include headache and nausea. |
| Affected organisms: | Human Herpes Virus |
Targets
Transporters
