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QuickView for Aciclovir (compound)

Name: Acyclovir
PubChem Compound ID: 2022
Description: A GUANOSINE analog that acts as an antimetabolite. Viruses are especially susceptible. Used especially against herpes.
Molecular formula: C8H11N5O3
Molecular weight: 225.205 g/mol
Zovirax (TN); Prestwick1_000086; Prestwick0_000086; 2-Amino-1,9-dihydro-9-[(2-hydroxyethoxy)methyl]-6H-purin-6-one; Genvir; InChI=1/C8H11N5O3/c9-8-11-6-5(7(15)12-8)10-3-13(6)4-16-2-1-14/h3,14H,1-2,4H2,(H3,9,11,12,15; EINECS 261-685-1; MLS000069633; LS-127209; EU-0100037.
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Name: Acyclovir
Name (isomeric): DB00787
Drug Type: small molecule
Description: A GUANOSINE analog that acts as an antimetabolite. Viruses are especially susceptible. Used especially against herpes.
AC2; Aciclovier; Aciclovir Sodium; 9-Hyroxyethoxymethylguanine; Acycloguanosine; Wellcome-248u; Acyclovir Sodium; Acyclovir
Brand: Zovirax topical, Zovir, Avirax, Virorax, Alti-Acyclovir, Vipral, Zovirax
Brand name mixture: Zovirax Injection(Zovirax sodium)
Category: Nucleosides and Nucleotides, Antiviral Agents
CAS number: 59277-89-3
Indication: For the treatment and management of herpes zoster (shingles), genital herpes, and chickenpox
Pharmacology: Aciclovir (INN) or acyclovir (USAN, former BAN) is a synthetic deoxyguanosine analog and it is the prototype antiviral agent that is activated by viral thymidine kinase. The selective activity of aciclovir is due to its affinity for the thymidine kinase enzyme encoded by HSV and VZV.
Mechanism of Action:
Viral (HSV-1, HSV-2 and VZV) thymidine kinase converts aciclovir to the aciclovir monophosphate, which is then converted to the diphosphate by cellular guanylate kinase, and finally to the triphosphate by phosphoglycerate kinase, phosphoenolpyruvate carboxykinase, and pyruvate kinase. Aciclovir triphosphate competitively inhibits viral DNA polymera...
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Absorption: Oral: bioavailability 10 to 20%
Protein binding: 9%-33%
Biotransformation: Hepatic, the only major urinary metabolite that has been detected is 9-carboxymethoxymethylguanine.
Route of elimination: Acyclovir is cleared renally.
Half Life: 2.5-3.3 hours
Toxicity: Aciclovir may cause nephrotoxicity (crystallization of aciclovir within renal tubules, elevation of serum creatinine, transient), and neurotoxicity (coma, hallucinations, lethargy, seizures, tremors). Nephrotoxicity and neurotoxicity usually resolve after cessation of aciclovir therapy. However, there is no well-defined relationship between aciclovir concentrations in the blood and these adverse effects.
Affected organisms: Human Herpes Virus
Food interaction:
Increase liquid intake.
Take without regard to meals.
Drug interaction:
TheophyllineAcyclovir may increase the effect and toxicity of theophylline.
DyphyllineAcyclovir increases the effect and toxicity of dyphylline.
OxtriphyllineAciclovir may increase the effect and toxicity of oxtriphylline.
AminophyllineAcyclovir increases the effect and toxicity of theophylline