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Galactonolactone

PubChem CID: 151006

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Compound Synonyms Galactonolactone, 2426-46-2, (3R,4S,5S,6R)-3,4,5,6-tetrahydroxyoxepan-2-one, delta-Galactonolactone, delta-Galactono-8-lactone, gamma-delta-Galactonolactone, delta-Galactono-1,4-lactone, delta-Galactono-1,5-lactone, Galactonic acid, gamma-lactone, DTXSID60178956, galactonolactones, D-Galactono-7-lactone, galacturonic acid lactone, PQ2MC48DHL, SCHEMBL15630, CHEBI:24150, DTXCID20101447, Galactonic acid, xi-lactone, D-, D-Galactonic acid, epsilon-lactone
Topological Polar Surface Area 107.0
Hydrogen Bond Donor Count 4.0
Heavy Atom Count 12.0
Description Galactonolactone has been determined in human urine by reversed-phase HPLC for the specific evaluation of metabolic by-products in the urine of galactosemic patients and based on the simultaneous determination of gluconolactone, galactonolactone and galactitol. (PMID: 1797843) Patients with galactose-1-phosphate uridyltransferase (GALT) deficiency, given a load of galactose have been shown to excrete six times as much galactonate in their urine as normal subjects exposed to the same experimental conditions. The production of galactonate occurs through the activity of a soluble NAD+-dependent galactose dehydrogenase, catalyzing the conversion of galactose to D-galactonolactone (D-galactose: NAD+ oxidoreductase, EC 1.1.1.48). (OMMBID) [HMDB]
Isotope Atom Count 0.0
Molecular Complexity 181.0
Database Name cmaup_ingredients;fooddb_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name (3R,4S,5S,6R)-3,4,5,6-tetrahydroxyoxepan-2-one
Prediction Hob 1.0
Xlogp -2.6
Molecular Formula C6H10O6
Prediction Swissadme 0.0
Inchi Key WTXGYGWMPUGBAL-MGCNEYSASA-N
Fcsp3 0.8333333333333334
Logs 0.027
Rotatable Bond Count 0.0
State Solid
Logd -1.99
Synonyms D-Galactono-1,4-lactone, D-Galactono-1,5-lactone, D-Galactono-8-lactone, D-Galactonolactone, delta-Galactono-1,4-lactone, delta-Galactono-1,5-lactone, delta-Galactono-8-lactone, delta-Galactonolactone, gamma-D-Galactonolactone, gamma-delta-Galactonolactone
Compound Name Galactonolactone
Prediction Hob Swissadme 0.0
Exact Mass 178.048
Formal Charge 0.0
Monoisotopic Mass 178.048
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 178.14
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Esol 0.6809320000000001
Inchi InChI=1S/C6H10O6/c7-2-1-12-6(11)5(10)4(9)3(2)8/h2-5,7-10H,1H2/t2-,3+,4+,5-/m1/s1
Smiles C1[C@H]([C@@H]([C@@H]([C@H](C(=O)O1)O)O)O)O
Nring 1.0
Defined Bond Stereocenter Count 0.0