Record Information
Version1.0
Creation date2010-04-08 22:06:32 UTC
Update date2018-01-23 18:59:56 UTC
Primary IDFDB005117
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameGlucosan
DescriptionGlucosan is a monosaccharide anhydride compound present in biomass combustion smoke, and is a tracer for biomass burning sources in atmospheric aerosol particles. A product of cellulose combustion; when cellulose is heated to over 300 degree centigrade, it undergoes various pyrolytic processes, yielding a highly combustible tar, a major constituent of which is glucosan, a dehydrated glucose containing a ketal functional group.; Glucosan is a saccharide constituent of human urine, detected with one-dimensional thin-layer chromatography, and further studied by gas chromatography-mass spectrometry. It was identified in approximately 20% of all urine samples investigated. Excretory levels varied widely from zero up to 5.3 mmol/l. (PMID: 3757263, 16448658, 16317539). Glucosan is found in sweet orange.
CAS Number498-07-7
Structure
Thumb
Synonyms
SynonymSource
β-D-Glucopyranose, 1,6-anhydro-biospider
1,6-Anhydro-β-D-glucopyranosebiospider
1,6-Anhydro-β-D-glucopyranose (levoglucosan)biospider
1,6-Anhydro-b-D-glucopyranosebiospider
1,6-Anhydro-b-D-glucosebiospider
1,6-Anhydro-b-glucopyranoseGenerator
1,6-Anhydro-beta-D-glucopyranosebiospider
1,6-Anhydro-beta-D-glucosebiospider
1,6-Anhydro-beta-delta-glucopyranosebiospider
1,6-Anhydro-beta-delta-glucosebiospider
1,6-Anhydro-beta-glucopyranosebiospider
1,6-Anhydro-D-glucosebiospider
1,6-Anhydro-delta-glucosebiospider
1,6-Anhydro-β-D-glucoseGenerator
1,6-Anhydro-β-glucopyranoseGenerator
1,6-Anhydroglucosebiospider
6,8-Dioxabicyclo[3.2.1]octane b-D-glucopyranose deriv.biospider
6,8-Dioxabicyclo[3.2.1]octane b-delta-glucopyranose deriv.biospider
Anhydro-d-mannosanbiospider
Anhydro-delta-mannosanbiospider
L-GlucosanHMDB
Leucoglucosanbiospider
Levoglucosanbiospider
Predicted Properties
PropertyValueSource
Water Solubility1600 g/LALOGPS
logP-2.2ALOGPS
logP-1.8ChemAxon
logS0.99ALOGPS
pKa (Strongest Acidic)12.21ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area79.15 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity32.41 m³·mol⁻¹ChemAxon
Polarizability14 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC6H10O5
IUPAC name6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
InChI IdentifierInChI=1S/C6H10O5/c7-3-2-1-10-6(11-2)5(9)4(3)8/h2-9H,1H2
InChI KeyTWNIBLMWSKIRAT-UHFFFAOYSA-N
Isomeric SMILESOC1C2COC(O2)C(O)C1O
Average Molecular Weight162.1406
Monoisotopic Molecular Weight162.05282343
Classification
ClassificationNot classified
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting Point183 oC
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 Key
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID9587432
ChEMBL IDCHEMBL3138649
KEGG Compound IDNot Available
Pubchem Compound ID2724705
Pubchem Substance IDNot Available
ChEBI ID30997
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00640
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDGLUCOSAN
BIGG IDNot Available
KNApSAcK IDC00007411
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
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
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).