Acycloguanosine
SIGMA/A4669 - ≥99% (HPLC), powder
Synonym: 9-
CAS Number: 59277-89-3
Empirical Formula (Hill Notation): C8H11N5O3
Molecular Weight: 225.20
EC Number: 261-685-1
MDL Number: MFCD00057880
Linear Formula: C8H11N5O3
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A4669-100MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A4669-500MG
| ε (extinction coefficient) | 11.8 at 256 nm at 1 mM |
| antibiotic activity spectrum | viruses |
| assay | ≥99% (HPLC) |
| color | white |
| form | powder |
| InChI | 1S/C8H11N5O3/c9-8-11-6-5( |
| InChI key | MKUXAQIIEYXACX-UHFFFAOYSA |
| mode of action | DNA synthesis | interferes |
| originator | GlaxoSmithKline |
| Quality Level | 200  |
| SMILES string | NC1=Nc2c(ncn2COCCO)C(=O)N |
| solubility | 1 M HCl: 50 mg/mL |
| DMSO: 7 mg/mL | |
| H2O: 0.7 mg/mL |
| Application: | Acycloguanosine has been used as an inhibitor of herpes simplex virus type I: • to serve as a positive control to compare the antiviral activities of mushroom extracts in cytotoxic assays using Vero cells • in infection studies to test its effect on voltage-gated sodium channels (VGSC) using human dorsal root ganglion-derived neuronal (HD10.6) cells • to test its effect on the interferon-stimulated gene (ISG) expression induction (Mx1 and ISG15) in human foreskin fibroblast cells |
| Biochem/physiol Actions: | Acycloguanosine is an antiviral agent and is converted to acycloguanosine triphosphate by herpes simplex virus thymidine kinase (HSV-TK). It competitively inhibits the viral DNA polymerase. It is less effective against cytomegalovirus and Epstein-Barr virus. Acycloguanosine has been used to study herpes simplex virus latency. It may act against human immunodeficiency virus 1 (HIV-1) as well. |
| Features and Benefits: | This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm . |
| Features and Benefits: | This compound was developed by GlaxoSmithKline . To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here . |
| General description: | Acycloguanosine or acyclovir is a guanosine analog. |
| Packaging: | 50, 100, 500 mg in poly bottle |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 2 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥99% (HPLC) |
| UNSPSC | 12352200 |