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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2009-02-03 12:29:32 UTC
Update Date2021-09-14 15:18:09 UTC
HMDB IDHMDB0011668
Secondary Accession Numbers
  • HMDB11668
Metabolite Identification
Common Name6-(alpha-D-Glucosaminyl)-1D-myo-inositol
Description6-(alpha-D-Glucosaminyl)-1D-myo-inositol, also known as glucosaminyl-(a-6)-D-myo-inositol, belongs to the class of organic compounds known as aminocyclitol glycosides. These are organic compounds containing an amicocyclitol moiety glycosidically linked to a carbohydrate moiety. There are two major classes of aminoglycosides containing a 2-streptamine core. They are called 4,5- and 4,6-disubstituted 2-deoxystreptamines. 6-(alpha-D-Glucosaminyl)-1D-myo-inositol has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 6-(alpha-D-glucosaminyl)-1D-myo-inositol a potential biomarker for the consumption of these foods. 6-(alpha-D-Glucosaminyl)-1D-myo-inositol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on 6-(alpha-D-Glucosaminyl)-1D-myo-inositol.
Structure
Thumb
Synonyms
ValueSource
GLUCOSAMINYL-(ALPHA-6)-D-myo-inositolChEBI
GLUCOSAMINYL-(a-6)-D-myo-inositolGenerator
GLUCOSAMINYL-(α-6)-D-myo-inositolGenerator
6-(a-D-Glucosaminyl)-1D-myo-inositolGenerator
6-(Α-D-glucosaminyl)-1D-myo-inositolGenerator
(1R,2R,3R,4R,5R,6S)-2,3,4,5,6-Pentahydroxycyclohexyl 2-amino-2-deoxy-alpha-D-glucopyranosideHMDB
(1R,2R,3R,4R,5R,6S)-2,3,4,5,6-Pentahydroxycyclohexyl 2-amino-2-deoxy-alpha-delta-glucopyranosideHMDB
6-O-(2-amino-2-Deoxy-alpha-D-glucopyranosyl)-1D-myo-inositolHMDB
6-O-(2-amino-2-Deoxy-alpha-delta-glucopyranosyl)-1D-myo-inositolHMDB
Glucosaminyl-(alpha-6)-delta-myo-inositolHMDB
MYGHMDB
Chemical FormulaC12H23NO10
Average Molecular Weight341.3117
Monoisotopic Molecular Weight341.132195961
IUPAC Name(1R,2R,3R,4R,5S,6R)-6-{[(2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol
Traditional Name(1R,2R,3R,4R,5S,6R)-6-{[(2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol
CAS Registry NumberNot Available
SMILES
N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O)[C@H]1O
InChI Identifier
InChI=1S/C12H23NO10/c13-3-5(16)4(15)2(1-14)22-12(3)23-11-9(20)7(18)6(17)8(19)10(11)21/h2-12,14-21H,1,13H2/t2-,3-,4-,5-,6-,7-,8-,9+,10-,11-,12-/m1/s1
InChI KeyHEPUIGACZYVUCD-YZRQSVRMSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aminocyclitol glycosides. These are organic compounds containing an amicocyclitol moiety glycosidically linked to a carbohydrate moiety. There are two major classes of aminoglycosides containing a 2-streptamine core. They are called 4,5- and 4,6-disubstituted 2-deoxystreptamines.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentAminocyclitol glycosides
Alternative Parents
Substituents
  • Amino cyclitol glycoside
  • Glycosyl compound
  • O-glycosyl compound
  • Cyclohexanol
  • Cyclitol or derivatives
  • Monosaccharide
  • Oxane
  • Cyclic alcohol
  • Secondary alcohol
  • 1,2-aminoalcohol
  • Organoheterocyclic compound
  • Polyol
  • Oxacycle
  • Acetal
  • Primary alcohol
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organonitrogen compound
  • Organic nitrogen compound
  • Amine
  • Primary amine
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB03779
Phenol Explorer Compound IDNot Available
FooDB IDFDB028357
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC15658
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID44230
Food Biomarker OntologyNot Available
VMH IDM01142
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Involved in glycosylphosphatidylinositol phospholipase D activity
Specific function:
This protein hydrolyzes the inositol phosphate linkage in proteins anchored by phosphatidylinositol glycans (GPI-anchor) thus releasing these proteins from the membrane.
Gene Name:
GPLD1
Uniprot ID:
P80108
Molecular weight:
92335.705
Reactions
6-(alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol + Water → 6-(alpha-D-Glucosaminyl)-1D-myo-inositol + phosphatidatedetails