Dehydroascorbic acid
Athanor · official
C6H6O6 · 174.11 g/mol
IUPAC name: (5R)-5-[(1S)-1,2-dihydroxyethyl]oxolane-2,3,4-trione
Also called DHA, oxidized vitamin C, vitamin C
WarningHarmful if swallowedNames and identifiers
- IUPAC name
- (5R)-5-[(1S)-1,2-dihydroxyethyl]oxolane-2,3,4-trione
- Synonyms
- DHA, oxidized vitamin C, vitamin C
+ 38 more
L-Dehydroascorbic acid, DHAA, Dehydro-L-ascorbic acid, L-Threo-hexo-2,3-diulosono-1,4-lactone, (5R)-5-[(1S)-1,2-dihydroxyethyl]oxolane-2,3,4-trione, L-threo-2,3-Hexodiulosonic acid, gamma-lactone, Y2Z3ZTP9UM, CHEBI:27956, DTXSID00912316, (5R)-5-[(1S)-1,2-dihydroxyethyl]furan-2,3,4(5H)-trione, (5R)-5-((1S)-1,2-DIHYDROXYETHYL)FURAN-2,3,4(5H)-TRIONE, Acid, Dehydroascorbic, CHEBI:17242, (5R)-5-((1S)-1,2-dihydroxyethyl)oxolane-2,3,4-trione, RefChem:585633, DTXCID70810855, DTXSID40862023, DTXCID201341338, 207-720-6, 5-(1,2-Dihydroxyethyl)oxolane-2,3,4-trione, dehydroascorbate, L-Dehydro Ascorbic Acid, L-Dehydroascorbate, (R)-5-((S)-1,2-dihydroxyethyl)furan-2,3,4(5H)-trione, Bis-dehydro-L-ascorbicacid, L-threo-2,3-Hexodiulosonic acid gamma-lactone, L-threo-2,3-Hexodiulosonic acid, g-lactone, MFCD00066467, (L)-Dehydroascorbic acid, L-threo-2,3-Hexodiulosonic acid, .gamma.-lactone, UNII-Y2Z3ZTP9UM, L-Ascorbic acid, dehydro-, 1-Dehydroascorbate, BIS-DEHYDRO-L-ASCORBIC ACID, EINECS 207-720-6, 1-Dehydroascorbic acid, Dehydro-L-Ascorbinsaure, DEHYROASCORBIC ACID
- Molecular formula
- C6H6O6
- Empirical formula
- CHO
- Molecular weight
- 174.11 g/mol
- Exact mass
- 174.01644
- CAS number
- 490-83-5
- PubChem CID
- 440667
- Canonical SMILES
- C(C(C1C(=O)C(=O)C(=O)O1)O)O
- Isomeric SMILES
- C([C@@H]([C@@H]1C(=O)C(=O)C(=O)O1)O)O
- 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
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 12
- Rings
- 1
- Aromatic rings
- 0
- Fraction sp³ carbons (Fsp3)
- 0.5
- H-bond donors
- 2
- H-bond acceptors
- 6
- Rotatable bonds
- 2
- TPSA (Ų)
- 100.9 computed here · PubChem 101
- Formal charge
- 0
- XLogP3
- -1 PubChem
- Complexity
- 244 PubChem
- Stereocenters
- 2 definedCIP: C3: S · C5: R
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C41.39%
- H3.47%
- O55.13%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- -2.6 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- 0.85 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 3.84 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 174.11
- log P ≤ 5 (Crippen): -2.6
- H-bond donors ≤ 5: 2
- H-bond acceptors ≤ 10: 6
Passes all four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
Warning
Most widely reported: 62 company reports to ECHA. Source [1].
- Harmful or irritant
- H302Harmful if swallowed
Precautionary statements: P264, P270, P301+P317, P330, P501
Safety data sheets on the supplier’s page: Achemtek, ChemFaces, Clinivex.
Always read the supplier’s safety data sheet before working with it.
Spectra
- 1H NMRHuman Metabolome Database (HMDB) (Bruker · 600 MHz · Water)
- 1H-13C NMRHuman Metabolome Database (HMDB) (Bruker · 600 MHz · Water)
- GC-MSHuman Metabolome Database (HMDB) (GC-MS) · Human Metabolome Database (HMDB) (GC-EI-TOF · positive) · Human Metabolome Database (HMDB) (GC-EI-TOF · positive) · MassBank of North America (MoNA) (Leco Pegasus IV · GC-EI-TOF · positive) · MassBank of North America (MoNA) (Leco Pegasus IV · GC-EI-TOF · positive)
- MS-MSHuman Metabolome Database (HMDB) (Quattro_QQQ · Positive)
- LC-MSMassBank of North America (MoNA) (Thermo Q Exactive HF · LC-ESI-QFT · negative) · MassBank of North America (MoNA) (Quattro_QQQ · positive) · MassBank of North America (MoNA) (Thermo Q Exactive HF · LC-ESI-QFT · negative)
- Other MSMassBank of North America (MoNA) (ESI-QTOF · ESI · negative) · MassBank of North America (MoNA) (ESI-QTOF · ESI · negative) · MassBank of North America (MoNA) (ESI-QTOF · ESI · negative)
- FTIRSpectraBase (Mull)
- ATR-IRSpectraBase
- RamanSpectraBase
Experimental spectra held by these sources; each link opens the source's own record.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- [1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
- [2]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
- [3]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- [4]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.