Structure via PubChem · Public domain (PubChem)
valacyclovir
Sign in to saveAlso known as 256U87 HCl, valacyclovir hydrochloride (monohydrate), Valtrex®, Zelitrex®, L-Valine, 2-((2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy)ethyl ester, L-Valine ester with 9-((2-hydroxyethoxy)methyl)guanine, Valaciclovirum
Valaciclovir, also spelled valacyclovir, is an antiviral medication used to treat outbreaks of herpes simplex or herpes zoster (shingles). It is also used to prevent cytomegalovirus following a kidney transplant in high risk cases. It is taken by mouth.
Key facts
- Drug.KEGG
- D08664
- Drug.Verifiedfields
- changed
- Drug.verifiedrevid
- 470627698
- Drug.image
- Valaciclovir structure.svg
- Drug.image_class
- skin-invert-image
- Drug.USAN
- valacyclovir hydrochloride
- Drug.tradename
- Valtrex, Zelitrex, others
- Drug.MedlinePlus
- a695010
- Drug.DailyMedID
- Valacyclovir
- Drug.pregnancy_AU
- B3
- Drug.routes_of_administration
- By mouth
- Drug.class
- Antiviral
- Drug.ATC_prefix
- J05
- Drug.ATC_suffix
- AB11
- Drug.legal_AU
- S4
- Drug.legal_UK
- POM
- Drug.legal_US
- Rx-only
- Drug.legal_status
- Rx-only
via Wikipedia infobox
Chemical data
- Formula
- C13H20N6O4
- Molecular weight
- 324.34 g/mol
- IUPAC name
- 2-[(2-amino-6-oxo-1H-purin-9-yl)methoxy]ethyl (2S)-2-amino-3-methylbutanoate
- SMILES
- CC(C)[C@@H](C(=O)OCCOCN1C=NC2=C1N=C(NC2=O)N)N
- InChIKey
- HDOVUKNUBWVHOX-QMMMGPOBSA-N
- XLogP
- -0.9
- Polar surface area
- 147 Ų
- H-bond donors
- 3
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Research
2,018 papersvia PubMed
Wikidata facts
- Mass
- 324.155
Show 6 more facts
- chemical formula
- C₁₃H₂₀N₆O₄
- Commons category
- Valaciclovir
- canonical SMILES
- CC(C)C(C(=O)OCCOCN1C=NC2=C1NC(=NC2=O)N)N
- isomeric SMILES
- CC(C)[C@@H](C(=O)OCCOCN1C=NC2=C1NC(=NC2=O)N)N
- defined daily dose
- 3
- stylized name
- valACYclovir
via Wikidata · CC0
~6 min read
Article
9 sectionsContents
- Medical uses
- Adverse effects
- Pharmacology
- Mechanism of action
- Chemistry
- History
- Society and culture
- Brand names
- References
Valaciclovir, also spelled valacyclovir, is an antiviral medication used to treat outbreaks of herpes simplex or herpes zoster (shingles). It is also used to prevent cytomegalovirus following a kidney transplant in high risk cases. It is taken by mouth.
Common side effects include headache and vomiting. Severe side effects may include kidney problems. Use in pregnancy appears to be safe. It is a prodrug, which works after being converted to aciclovir in a person's body.