FComEx: Glucosan (PC000181)

Record Information

Version

1.0

Creation date

2015-10-09 22:29:05 UTC

Update date

2017-01-19 02:36:15 UTC

FoodComEx ID

PC000181

FoodDB Record

FDB005117

Chemical Information

Name

Glucosan

Description

Glucosan 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 Number

498-07-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
β-D-Glucopyranose, 1,6-anhydro-	biospider
1,6-Anhydro-β-D-glucopyranose	biospider
1,6-Anhydro-β-D-glucopyranose (levoglucosan)	biospider
1,6-Anhydro-b-D-glucopyranose	biospider
1,6-Anhydro-b-D-glucose	biospider
1,6-Anhydro-b-glucopyranose	Generator
1,6-Anhydro-beta-D-glucopyranose	biospider
1,6-Anhydro-beta-D-glucose	biospider
1,6-Anhydro-beta-delta-glucopyranose	biospider
1,6-Anhydro-beta-delta-glucose	biospider
1,6-Anhydro-beta-glucopyranose	biospider
1,6-Anhydro-D-glucose	biospider
1,6-Anhydro-delta-glucose	biospider
1,6-Anhydro-β-D-glucose	Generator
1,6-Anhydro-β-glucopyranose	Generator
1,6-Anhydroglucose	biospider
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-mannosan	biospider
Anhydro-delta-mannosan	biospider
L-Glucosan	HMDB
Leucoglucosan	biospider
Levoglucosan	biospider

Chemical Formula

C6H10O5

IUPAC name

6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

InChI Identifier

InChI=1S/C6H10O5/c7-3-2-1-10-6(11-2)5(9)4(3)8/h2-9H,1H2

InChI Key

TWNIBLMWSKIRAT-UHFFFAOYSA-N

Isomeric SMILES

OC1C2COC(O2)C(O)C1O

Average Molecular Weight

162.1406

Monoisotopic Molecular Weight

162.05282343

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents