DT-Web

DB08830 - Dehydroascorbic Acid


Identification
Name Dehydroascorbic Acid
Accession Number DB08830
Type small molecule
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.
Structure
MOL SDF PDB SMILES InChI
Categories (*)
Molecular Weight 174.1082
Groups experimental
Monoisotopic Weight 174.016437924
Pharmacology
Indication There is no approved indication for dehydroascorbic acid, but it has potential therapeutic use in patients with certain viruses and ischemic stroke.
Mechanism of action 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.
Absorption Not Available
Protein binding Not Available
Biotransformation Not Available
Route of elimination Not Available
Toxicity Not Available
Affected organisms
  • Humans and other mammals
Interactions
Drug Interactions Not Available
Food Interactions Not Available

Transporters


Solute carrier family 2, facilitated glucose transporter member 1
Name Solute carrier family 2, facilitated glucose transporter member 1
Gene Name SLC2A1
Actions Not Available
References
  • Korcok J, Dixon SJ, Lo TC, Wilson JX: Differential effects of glucose on dehydroascorbic acid transport and intracellular ascorbate accumulation in astrocytes and skeletal myocytes. Brain Res. 2003 Dec 12;993(1-2):201-7. - Pubmed
  • Vera JC, Rivas CI, Fischbarg J, Golde DW: Mammalian facilitative hexose transporters mediate the transport of dehydroascorbic acid. Nature. 1993 Jul 1;364(6432):79-82. - Pubmed
  • Agus DB, Gambhir SS, Pardridge WM, Spielholz C, Baselga J, Vera JC, Golde DW: Vitamin C crosses the blood-brain barrier in the oxidized form through the glucose transporters. J Clin Invest. 1997 Dec 1;100(11):2842-8. - Pubmed
DTHybrid score 1.2198

Predictions


Id Partner name Gene Name Score
6023 Cytochrome P450 11B2, mitochondrial CYP11B2 0.0531
805 Cytochrome P450 11B1, mitochondrial CYP11B1 0.0446
629 Alpha-2B adrenergic receptor ADRA2B 0.0389
3811 Cytochrome P450 19A1 CYP19A1 0.0378
872 Gamma-aminobutyric-acid receptor subunit alpha-1 GABRA1 0.0319
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