CHEBI:27956 - L-dehydroascorbic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name L-dehydroascorbic acid
ChEBI ID CHEBI:27956
ChEBI ASCII Name L-dehydroascorbic acid
Definition Dehydroascorbic acid having the L-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:21280, CHEBI:21279, CHEBI:6210
Supplier Information
Download Molfile XML SDF
Formula C6H6O6
Net Charge 0
Average Mass 174.10824
Monoisotopic Mass 174.016
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
InChIKey SBJKKFFYIZUCET-JLAZNSOCSA-N
SMILES [H][C@@]1(OC(=O)C(=O)C1=O)[C@@H](O)CO
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Roles Classification
Biological Role(s): coenzyme
A low-molecular-weight, non-protein organic compound participating in enzymatic reactions as dissociable acceptor or donor of chemical groups or electrons.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via dehydroascorbic acid )
vitamin C

Application(s): vitamin C

View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-dehydroascorbic acid (CHEBI:27956) has functional parent L-ascorbic acid (CHEBI:29073)
L-dehydroascorbic acid (CHEBI:27956) has role coenzyme (CHEBI:23354)
L-dehydroascorbic acid (CHEBI:27956) has role mouse metabolite (CHEBI:75771)
L-dehydroascorbic acid (CHEBI:27956) has role vitamin C (CHEBI:21241)
L-dehydroascorbic acid (CHEBI:27956) is a dehydroascorbic acid (CHEBI:17242)
L-dehydroascorbic acid (CHEBI:27956) is conjugate acid of L-dehydroascorbate (CHEBI:58539)
Incoming L-dehydroascorbate (CHEBI:58539) is conjugate base of L-dehydroascorbic acid (CHEBI:27956)
IUPAC Name
(5R)-5-[(1S)-1,2-dihydroxyethyl]furan-2,3,4(5H)-trione
Synonyms Sources
dehydro-L-ascorbic acid ChemIDplus
dehydroascorbic acid ChemIDplus
Dehydroascorbic acid KEGG COMPOUND
DHAA ChemIDplus
L-Dehydroascorbate KEGG COMPOUND
L-Dehydroascorbate KEGG COMPOUND
L-Dehydroascorbic acid KEGG COMPOUND
L-threo-2,3-hexodiulosonic acid, γ-lactone ChemIDplus
L-threo-hexo-2,3-diulosono-1,4-lactone ChemIDplus
oxidized ascorbic acid ChemIDplus
oxidized vitamin C ChemIDplus
Database Links Databases
C00007380 KNApSAcK
C05422 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
490-83-5 CAS Registry Number KEGG COMPOUND
490-83-5 CAS Registry Number ChemIDplus
51038 Gmelin Registry Number Gmelin
84277 Reaxys Registry Number Reaxys
84277 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
15013385 PubMed citation Europe PMC
18813862 PubMed citation Europe PMC
23543734 PubMed citation Europe PMC
9506998 PubMed citation Europe PMC
Last Modified
27 January 2016
General Comment
2010-12-14 An oxidation product of L-ascorbic acid (vitamin C) and an intermediate in its degradation. A potent glycation agent, it may also have stronger antiviral effects than vitamin C.