Record Information
Version1.0
Creation date2011-09-21 00:36:37 UTC
Update date2015-10-09 22:33:01 UTC
Primary IDFDB023903
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameD-Glucurono-6,3-lactone
DescriptionD-Glucurono-6,3-lactone belongs to the class of organic compounds known as isosorbides. These are organic polycyclic compounds containing an isosorbide(1,4-Dianhydrosorbitol) moiety, which consists of two -oxolan-3-ol rings. D-Glucurono-6,3-lactone is an extremely weak basic (essentially neutral) compound (based on its pKa). D-Glucurono-6,3-lactone is a very mild and mentholic tasting compound.
CAS Number32449-92-6
Structure
Thumb
Synonyms
SynonymSource
D-GlucuroneHMDB
D-Glucuronic acidHMDB
D-Glucuronic acid lactoneHMDB
D-glucurono-3,6-LactoneHMDB
D-GlucuronolactoneHMDB
DicuroneHMDB
glucofuranurono-6,3-LactoneHMDB
GlucoxyHMDB
GlucurolactoneHMDB
GlucuronHMDB
GlucuroneHMDB
Glucuronic acid lactoneHMDB
GlucuronolactoneHMDB
GlucuronosanHMDB
GluronsanHMDB
GlycuroneHMDB
GuronsanHMDB
Reulatt s.s.HMDB
N1-MethyladenineChEBI
1, 9-Dihydro-1-methyl-6H-purin-6-imineHMDB
1-Methyl-1H-purin-6-amineHMDB
1-Methyl-1H-purin-6-ylamineHMDB
1-Methyl-adenineHMDB
Hexan-2-oneHMDB
2-HexanoneHMDB
2-Hexanone methyl N-butyl ketoneHMDB
Butyl methyl ketoneHMDB
Methyl butyl ketoneHMDB
Methyl N-butyl ketoneHMDB
MNBKHMDB
N-Butyl methyl ketoneHMDB
N-C4H9COCH3HMDB
PropylacetoneHMDB
Butylmethyl ketoneHMDB
Ketone, butylmethylHMDB
2 HexanoneHMDB
Hexan 2 oneHMDB
Ketone, methyl N-butylHMDB
Methyl N butyl ketoneHMDB
N-Butyl ketone, methylHMDB
D-glucuronehmdb
D-Glucurono-3,6-lactonehmdb
D-glucuronolactonehmdb
Glucofuranurono-6,3-lactonehmdb
Predicted Properties
PropertyValueSource
Water Solubility1010 g/LALOGPS
logP-1.9ALOGPS
logP-1.9ChemAxon
logS0.76ALOGPS
pKa (Strongest Acidic)11.14ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area96.22 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity32.3 m³·mol⁻¹ChemAxon
Polarizability14.7 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC6H8O6
IUPAC name(3R,3aR,5R,6R,6aR)-3,5,6-trihydroxy-hexahydrofuro[3,2-b]furan-2-one
InChI IdentifierInChI=1S/C6H8O6/c7-1-3-4(12-5(1)9)2(8)6(10)11-3/h1-5,7-9H/t1-,2-,3-,4-,5-/m1/s1
InChI KeyOGLCQHRZUSEXNB-WHDMSYDLSA-N
Isomeric SMILESO[C@@H]1O[C@@H]2[C@@H](O)C(=O)O[C@@H]2[C@H]1O
Average Molecular Weight176.1241
Monoisotopic Molecular Weight176.032087988
Classification
Description belongs to the class of organic compounds known as isosorbides. These are organic polycyclic compounds containing an isosorbide(1,4-Dianhydrosorbitol) moiety, which consists of two -oxolan-3-ol rings.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassFurofurans
Sub ClassIsosorbides
Direct ParentIsosorbides
Alternative Parents
Substituents
  • Isosorbide
  • Gamma butyrolactone
  • Monosaccharide
  • Tetrahydrofuran
  • Carboxylic acid ester
  • Hemiacetal
  • Lactone
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Polyol
  • Carboxylic acid derivative
  • Oxacycle
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Alcohol
  • Organooxygen compound
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-054o-9300000000-ef88fbef84e17d8ed748JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-008a-4196000000-fcc76e659396761f2af0JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-0eff9b2e7506d5b5a56cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-056r-1900000000-d1ad382f01f0d42e4d4fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0c00-9600000000-e8dfa6f5abce8bd65c80JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-1900000000-b0d05d510f946ae0a2f0JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-056r-1900000000-0a93ee6467e8641430d9JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0r04-9200000000-2b58da5e3c60b6bf452aJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableJSpectraViewer
ChemSpider ID2006482
ChEMBL IDCHEMBL3184229
KEGG Compound IDC02670
Pubchem Compound ID2724333
Pubchem Substance IDNot Available
ChEBI ID18268
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB06355
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID2216733
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1233891
SuperScent IDNot Available
Wikipedia IDD-glucuronic acid
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Dermatan-sulfate epimeraseDSEQ9UL01
D-glucuronyl C5-epimeraseGLCEO94923
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
very mild
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mentholic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference