Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	37692
Common Name:	Dehydroascorbic acid
Systematic Name:	(5R)-5-[(1R)-1,2-dihydroxyethyl]oxolane-2,3,4-trione
Synonyms:	[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-DUZGATOHSA-N
ClassyFire superclass:	Organoheterocyclic compounds [C0000002]
ClassyFire class:	Lactones [C0000050]
ClassyFire subclass:	Gamma butyrolactones [C0001245]
ClassyFire direct parent:	Gamma butyrolactones [C0001245]
NP-MRD NMR spectra:	View NMR spectra
SMILES:	C([C@H]([C@@H]1C(=O)C(=O)C(=O)O1)O)O
Studies:	Available studies(via PubChem CID)

Select appropriate tab below to view additional details:

All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	210328
CHEBI ID:	17242
HMDB ID:	HMDB0001264
KEGG ID:	C05422
Chemspider ID:	182283
METLIN ID:	342
MetaCyc ID:	L-DEHYDRO-ASCORBATE
NP-MRD ID(NMR):	NP0000375
EPA CompTox DB:	DTXCID70810855
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

Human Pathway links:

HMDB and KEGG pathways containing this metabolite

REACTOME pathways containing this metabolite

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