File:Aciclovir_2D_structure.svg · Wikimedia Commons · See Wikimedia Commons
aciclovir
Sign in to saveAlso known as acyclovir, acycloguanosine, zovirax, ACV
OverviewAI-generated
Aciclovir is a chemical compound with the formula C₈H₁₁N₅O₃. Its IUPAC name is 2-amino-9-(2-hydroxyethoxymethyl)-1H-purin-6-one. The substance has a mass of 225.086 and a weight of 225.20. It possesses a charge of 0, an xlogp of -1.9, and a tpsa of 115. The molecule contains 3 hydrogen bond donors and 5 hydrogen bond acceptors.
The compound is associated with a price of 0.151. It is referenced by 243 other encyclopedia articles. A search for aciclovir in PubMed yields a count of 20537 entries.
Synthesized by Vinony from 18 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C8H11N5O3
- Molecular weight
- 225.2 g/mol
- IUPAC name
- 2-amino-9-(2-hydroxyethoxymethyl)-1H-purin-6-one
- SMILES
- C1=NC2=C(N1COCCO)N=C(NC2=O)N
- InChIKey
- MKUXAQIIEYXACX-UHFFFAOYSA-N
- XLogP
- -1.9
- Polar surface area
- 115 Ų
- H-bond donors
- 3
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Research
20,537 papers- Aciclovir-induced neurotoxicity.Practical neurology · 2023
- Aciclovir prophylaxis after varicella zoster exposure in pregnancy.Drug and therapeutics bulletin · 2023
- Aciclovir-resistant herpes keratitis.Clinical & experimental ophthalmology · 2010
- Encephalitis--beyond aciclovir.Advances in experimental medicine and biology · 2004
- Neonatal varicella.Archives of disease in childhood · 2024
via PubMed
Wikidata facts
- Subclass of
- nucleoside analogue
- Mass
- 225.086
- Has use
- medication
Show 7 more facts
- chemical formula
- C₈H₁₁N₅O₃
- Commons category
- Aciclovir
- canonical SMILES
- C1=NC2=C(N1COCCO)NC(=NC2=O)N
- subject has role
- antiviral drug
- price
- 0.151
- found in taxon
- Epicoccum nigrum
- significant drug interaction
- foscarnet
Sources (7)
via Wikidata · CC0
~8 min read
Encyclopedic overview
19 sectionsContents
- Medical use
- Pregnancy
- Adverse effects
- Systemic therapy
- Topical therapy
- Drug interactions
- Detection in biological fluids
- Mechanism of action
- Resistance
- Microbiology
- Pharmacokinetics
- Chemistry
- History
- Veterinary use
- Society and culture
- Names
- Notes
- References
- Further reading
Aciclovir, also known as acyclovir, is an antiviral medication. It is primarily used for the treatment of herpes simplex virus infections, chickenpox, and shingles. Other uses include the prevention of cytomegalovirus infections following transplant, and severe complications of Epstein–Barr virus infection. It can be taken by mouth, applied as a cream, or injected.
Common side effects include nausea and diarrhea. Potentially serious side effects include kidney problems and low platelets. Greater care is recommended in those with poor liver or kidney function. It is generally considered safe for use in pregnancy with no harm having been observed. It appears to be safe during breastfeeding. Aciclovir is a nucleoside analogue that mimics guanosine. It works by decreasing the production of the virus's DNA.
Excerpted from Wikipedia’s “aciclovir” article, available under the CC BY-SA 4.0 licence.