Compound: gluconolactone
SMILES: O=C1O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO
InChIKey: PHOQVHQSTUBQQK-SQOUGZDYSA-N
Synonyms: gluconolactone, 90-80-2, delta-gluconolactone, D-glucono-1,5-lactone, Gluconic acid lactone, (3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-one, D-Gluconic acid lactone, D-Gluconic acid delta-lactone, 1,5-D-Gluconolactone, Gluconic lactone, Gluconic delta-lactone, delta-D-Gluconolactone, (3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-one, Glucono delta lactone, Deltagluconolactone, Fujiglucon, Lysactone, Riken lactone, Gluconolactone [USP], WQ29KQ9POT, INS NO.575, DTXSID0026549, Gluconolactone (USP), INS-575, NSC-34393, NSC-758238, DTXCID406549, E-575, CHEBI:16217, RefChem:5860, GlyTouCan:G58393QV, CHEBI:24267, G58393QV, 202-016-5, d-(+)-Glucono-1,5-lactone, 1,5-Gluconolactone, Glucono delta-lactone, D-Aldonolactone, glucono-delta-lactone, D-delta-Gluconolactone, D-Gluconic delta-lactone, Glucarolactone, D-Gluconic acid-delta-lactone, beta-Glucono-1,5-lactone, D-(+)-Gluconic acid delta-lactone, Gluconic Acid delta-Lactone, 1335-57-5, D-threo-Aldono-1,5-lactone, AI3-19578, Gluconic Acid Anhydride, Gluconic acid, delta-lactone, D-, Glucono .delta. lactone, Glucono .delta.-lactone, .delta.-D-Gluconolactone, MFCD00006647, d-Gluconic acid .delta.-lactone, D-(+)-Gluconic acid |A-lactone, (3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-one, 4253-68-3, D-glucono-delta-lactone, NSC 34393, Glucolactone, d-gluconic acid d-lactone, CAS-90-80-2, .delta.-Gluconolactone, LGC, HSDB 488, glucono-1,5-lactone, D-Gluconic acid-1,5-lactone, EINECS 202-016-5, UNII-WQ29KQ9POT, D-(+)-Gluconic acid d-lactone, Gluconic acid lactone (6CI), D-Gluconic acid 1,5-lactone, NSC34393, delta-Aldonolactone, Gluconate, lactone, NCGC00095002-01, delta gluconolactone, gamma-Gluconolactone, GDL, D-Glucono-d-lactone, Glucono gamma-lactone, Glucono 1,5-lactone, D-glucono1,5-lactone, gluconic acid d-lactone, delta-delta-Gluconolactone, 1,5-delta-Gluconolactone, Canagliflozin Impurity H1, bmse000230, 3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-one, delta-Gluconic acid lactone, delta-Glucono-delta-lactone, EC 202-016-5, GLUCONOLACTONE [II], GLUCONOLACTONE [MI], delta-Glucono-1,5-lactone, delta-Gluconic delta-lactone, SCHEMBL15320, GLUCONOLACTONE [HSDB], 135820-79-0, delta-Gluconic acid d-lactone, MLS002207105, D-(+)-Glucono-delta-lactone, GLUCONOLACTONE [MART.], orb1310156, orb3025724, GLUCONOLACTONE [USP-RS], GLUCONOLACTONE [WHO-DD], CHEMBL1200829, HY-I0301R, delta-Gluconic acid 1,5-lactone, delta-Gluconic acid delta-lactone, delta-Gluconic acid-1,5-lactone, delta-Gluconic acid-delta-lactone, (3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-pyran-2-one, D(+)-Gluconic acid gamma-lactone, HMS6019E04, CS-M3768, D-(+)-Gluconic acid-delta lactone, delta-(+)-Gluconic acid d-lactone, GLUCONO DELTA-LACTONE [FCC], HY-I0301, GLUCONOLACTONE [ORANGE BOOK], Tox21_111383, Tox21_200429, BDBM50366565, EBC-03911, MSK012394, GLUCONO-DELTA-LACTONE [VANDF], GLUCONOLACTONE [USP MONOGRAPH], AKOS016843888, Tox21_111383_1, DB04564, delta-(+)-Gluconic acid-delta lactone, DS-4779, NCGC00257983-01, NCGC00344522-01, RENACIDIN COMPONENT GLUCONOLACTONE, AC-13150, D-(+)-Glucono-1,5-lactone (Standard), E575, SMR001306715, G0039, NS00074107, EN300-97037, Gluconolactone - CAS 90-80-2 - Calbiochem, C00198, D04332, P19765, D-(+)-Gluconic acid delta-lactone, >=99.0%, Gluconolactone, meets USP testing specifications, F806153, Q114174, 3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-one, D-(+)-Gluconic acid delta-lactone, analytical standard, Z1255427181, A88519CB-A562-4C9C-B925-0A6B1701F841, Gluconolactone, United States Pharmacopeia (USP) Reference Standard, (3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydropyran-2-one, (3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-one (non-preferred name), (3S,4R,5R,6S)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)TETRAHYDRO-2H-PYRAN-2-ONE; GLUCONOLACTONE
Theoretical properties:
molecular_formula: C6H10O6
molecular_weight: 178.14 g/mol
exact_mass: 178.04773803 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 1
heavy_atom_count: 12
topological_polar_surface_area: 107 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: White crystals
color: White crystals
melting_point: 155 °C /decomposes/
density: 1.610 g/cu cm at -5 °C
Descriptions:
pubchem: D-glucono-1,5-lactone is an aldono-1,5-lactone obtained from D-gluconic acid. It has a role as an animal metabolite and a mouse metabolite. It is a gluconolactone and an aldono-1,5-lactone. It is functionally related to a D-gluconic acid.
chebi: An  aldono-1,5-lactone obtained from <small>D</small>-gluconic acid.
chembl: GLUCONOLACTONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Glucono-δ-lactone (GDL), also known as gluconolactone, is an organic compound with the formula −CH(CH2OH)(CHOH)3C(O)O−.  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:

C6H12O6 +  O2   →   C6H10O6  +  H2O2
Gluconolactone spontaneously hydrolyzes to gluconic acid:

C6H10O6 +  H2O   →   C6H12O7