Structure via PubChem · Public domain (PubChem)
gluconolactone
Sign in to saveAlso known as delta-D-gluconolactone, 1,5-D-gluconolactone, D-gluconic acid lactone, D-gluconic acid delta-lactone, gluconic delta-lactone, (3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-one, (3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-one
Glucono-δ-lactone (GDL), also known as gluconolactone, is an organic compound with the formula . A colorless solid, it is an oxidized derivative of glucose.
Chemical data
- Formula
- C6H10O6
- Molecular weight
- 178.14 g/mol
- IUPAC name
- (3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-one
- SMILES
- C([C@@H]1[C@H]([C@@H]([C@H](C(=O)O1)O)O)O)O
- InChIKey
- PHOQVHQSTUBQQK-SQOUGZDYSA-N
- XLogP
- -2
- Polar surface area
- 107 Ų
- H-bond donors
- 4
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1990
via ChEMBL · EBI
Wikidata facts
- Has part
- carbon
- Mass
- 178.048
Show 5 more facts
- found in taxon
- Caenorhabditis elegans
- chemical formula
- C₆H₁₀O₆
- Commons category
- Glucono delta-lactone
- isomeric SMILES
- C([C@@H]1[C@H]([C@@H]([C@H](C(=O)O1)O)O)O)O
- canonical SMILES
- C(C1C(C(C(C(=O)O1)O)O)O)O
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- Applications
- See also
- References
Glucono-δ-lactone (GDL), also known as gluconolactone, is an organic compound with the formula . A colorless solid, it is an oxidized derivative of glucose.
It is typically produced by the aerobic oxidation of glucose in the presence of the enzyme glucose oxidase. The conversion cogenerates hydrogen peroxide, which is often the key product of the enzyme:
Excerpted from Wikipedia’s “gluconolactone” article, available under the CC BY-SA 4.0 licence.