Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	51531
Common Name:	L-dehydroascorbic acid
Systematic Name:	(5R)-5-[(1S)-1,2-dihydroxyethyl]furan-2,3,4(5H)-trione
RefMet Name:	L-Dehydroascorbic acid
Synonyms:	DHAA; L-threo-2,3-hexodiulosonic acid, gamma-lactone; L-threo-hexo-2,3-diulosono-1,4-lactone; dehydro-L-ascorbic acid; dehydroascorbic acid; oxidized ascorbic acid; oxidized vitamin C [PubChem Synonyms]
Exact Mass:	174.0164 (neutral)    Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M-H+2K]+ [M+Na]+ [M+2Na]2+ [M-H+2Na]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M-H]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+HCOO]- M(neutral)
Formula:	C6H6O6
InChIKey:	SBJKKFFYIZUCET-JLAZNSOCSA-N
ClassyFire superclass:	Organoheterocyclic compounds [C0000002]
ClassyFire class:	Lactones [C0000050]
ClassyFire subclass:	Gamma butyrolactones [C0001245]
ClassyFire direct parent:	Gamma butyrolactones [C0001245]
SMILES:	C([C@@H]([C@@H]1C(=O)C(=O)C(=O)O1)O)O
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	440667
CHEBI ID:	27956
HMDB ID:	HMDB0001264
KEGG ID:	C05422
Plant Metabolite Hub(Pmhub):	MS000008515

Calculated physicochemical properties (?):

Heavy Atoms:	12
Rings:	1
Aromatic Rings:	0
Rotatable Bonds:	2
van der Waals Molecular volume:	144.82 Å3 molecule-1
Toplogical Polar Sufrace Area:	102.97 Å2 molecule-1
Hydrogen Bond Donors:	2
Hydrogen Bond Acceptors:	6
logP:	-1.74
Molar Refractivity:	34.50
Fraction sp3 Carbons:	0.50
sp3 Carbons:	3

References

LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200
ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y