Dehydroascorbic acid

Dehydroascorbic acid
Names
	IUPAC name L-threo-Hexo-2,3-diulosono-1,4-lactone
	Systematic IUPAC name (5R)-5-[(1S)-1,2-Dihydroxyethyl]oxolane-2,3,4-trione
Identifiers
CAS Number	490-83-5 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:27956 ;
ChemSpider	389547 ;
ECHA InfoCard	100.007.019
IUPHAR/BPS	4733;
PubChem CID	440667;
UNII	Y2Z3ZTP9UM ;
CompTox Dashboard (EPA)	DTXSID00912316 ;
	InChI InChI=1S/C6H6O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8H,1H2/t2-,5+/m0/s1 Key: SBJKKFFYIZUCET-JLAZNSOCSA-N ; InChI=1/C6H6O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8H,1H2/t2-,5+/m0/s1 Key: SBJKKFFYIZUCET-JLAZNSOCBE;
	SMILES O=C1C(=O)C(=O)O[C@@H]1[C@@H](O)CO;
Properties
Chemical formula	C6H6O6
Molar mass	174.108 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Dehydroascorbic acid (DHA) is the major oxidized form of ascorbic acid (vitamin C). It is actively imported into the endoplasmic reticulum of cells via glucose transporters.^[1] It is trapped therein by reduction back to ascorbic acid by glutathione and other thiols.^[2] The (free) chemical radical semidehydroascorbic acid (SDA) also belongs to the group of oxidized ascorbic acids.

^ May, J. M. (1998). "Ascorbate function and metabolism in the human erythrocyte". Frontiers in Bioscience. 3 (4): d1–10. doi:10.2741/a262. PMID 9405334.
^ Welch, R. W.; Wang, Y.; Crossman, A. Jr.; Park, J. B.; Kirk, K. L.; Levine, M. (1995). "Accumulation of Vitamin C (Ascorbate) and Its Oxidized Metabolite Dehydroascorbic Acid Occurs by Separate Mechanisms". Journal of Biological Chemistry. 270 (21): 12584–12592. doi:10.1074/jbc.270.21.12584. PMID 7759506.

[May1998-1] May, J. M. (1998). "Ascorbate function and metabolism in the human erythrocyte". Frontiers in Bioscience. 3 (4): d1–10. doi:10.2741/a262. PMID 9405334.

[2] Welch, R. W.; Wang, Y.; Crossman, A. Jr.; Park, J. B.; Kirk, K. L.; Levine, M. (1995). "Accumulation of Vitamin C (Ascorbate) and Its Oxidized Metabolite Dehydroascorbic Acid Occurs by Separate Mechanisms". Journal of Biological Chemistry. 270 (21): 12584–12592. doi:10.1074/jbc.270.21.12584. PMID 7759506.

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