Repositioning Candidate Details
| Candidate ID: | R1163 |
| Source ID: | DB08830 |
| Source Type: | experimental |
| Compound Type: | small molecule |
| Compound Name: | Dehydroascorbic acid |
| Synonyms: | dehydro-L-ascorbic acid; DHAA; L-dehydroascorbate; L-dehydroascorbic acid; L-threo-2,3-hexodiulosonic acid, γ-lactone; L-threo-hexo-2,3-diulosono-1,4-lactone; Oxidized ascorbic acid; Oxidized vitamin C |
| Molecular Formula: | C6H6O6 |
| SMILES: | [H][C@](O)(CO)[C@@]1([H])OC(=O)C(=O)C1=O |
| Structure: |
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| DrugBank Description: | Dehydroascorbic acid is made from the oxidation of ascorbic acid. This reaction is reversible, but dehydroascorbic acid can instead undergo irreversible hydrolysis to 2,3-diketogulonic acid. Dehydroascorbic acid as well as ascorbic acid are both termed Vitamin C, but the latter is the main form found in humans. In the body, both dehydroascorbic acid and ascorbic acid have similar biological activity as antivirals but dehydroascorbic acid also has neuroprotective effects. Currently dehydroascorbic acid is an experimental drug with no known approved indications. |
| CAS Number: | 490-83-5 |
| Molecular Weight: | 174.1082 |
| DrugBank Indication: | There is no approved indication for dehydroascorbic acid, but it has potential therapeutic use in patients with certain viruses and ischemic stroke. |
| DrugBank Pharmacology: | Dehydroascorbic acid has similar biological activity as ascorbic acid. Both compounds have been shown to have antiviral effects against herpes simplex virus type 1, influenza virus type A and poliovirus type 1 with dehydroascorbic acid having the stronger effect. In addition, unlike ascorbic acid, dehydroascorbic acid can cross the blood brain barrier and is then converted to ascorbic acid to enable retention in the brain. This is important because one study has found that after an ischemic stroke, dehydroascorbic acid has neuroprotective effects by reducing infarct volume, neurological deficits, and mortality. |
| DrugBank MoA: | Even though dehydroascorbic acid and ascorbic acid have similar effects, their mechanism of action seems to be different. The exact mechanism of action is still being investigated, but some have been elucidated. Concerning dehydroascorbic acid's antiviral effect against herpes simplex virus type 1, it is suggested that dehydroascorbic acid acts after replication of viral DNA and prevents the assembly of progeny virus particles. |
| Targets: | -- |
| Inclusion Criteria: | Indication associated |
| Strategy ID | Strategy | Synonyms | Related Targets | Related Drugs |
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| Diseases ID | DO ID | Disease Name | Definition | Class | |
|---|---|---|---|---|---|
| I16 | 6713 | Cerebrovascular disease | An vascular disease that is characterized by dysfunction of the blood vessels supplying the brain. http://en.wikipedia.org/wiki/Cerebrovascular_disease, http://www.ncbi.nlm.nih.gov/books/NBK378/ | disease of anatomical entity/ cardiovascular system disease/ vascular disease/cerebrovascular disease | Details |