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
- Subclass of
- nucleoside analogue
- Mass
- 324.155
- Has use
- medication
Show 10 more facts
- chemical formula
- C₁₃H₂₀N₆O₄
- route of administration
- oral administration
- 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
- medical condition treated
- ophthalmic zoster
- defined daily dose
- 3
- subject has role
- antiviral drug
- stylized name
- valACYclovir
- significant drug interaction
- foscarnet
via Wikidata · CC0
~6 min read
Encyclopedic overview
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.
Excerpted from Wikipedia’s “valacyclovir” article, available under the CC BY-SA 4.0 licence.