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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2017-02-24 01:29:32 UTC
Update Date2022-03-07 03:17:49 UTC
HMDB IDHMDB0062186
Secondary Accession Numbers
  • HMDB62186
Metabolite Identification
Common Name1-Deoxy-1-(N6-lysino)-D-fructose
Description1-Deoxy-1-(N6-lysino)-D-fructose, also known as nepsilon-fructosyllysine, belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond. Based on a literature review very few articles have been published on 1-Deoxy-1-(N6-lysino)-D-fructose.
Structure
Thumb
Synonyms
ValueSource
(2S)-2-Amino-6-({[(2R,3S,4S,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl}amino)hexanoateHMDB
N6-(1-Deoxy-beta-D-fructopyranos-1-yl)-L-lysineHMDB
N6-(1-Deoxy-β-D-fructopyranos-1-yl)-L-lysineHMDB
Nepsilon-fructosyllysineHMDB
Nε-fructosyllysineHMDB
1-Deoxy-1-(N6-lysino)-D-fructoseHMDB
Chemical FormulaC12H24N2O7
Average Molecular Weight308.331
Monoisotopic Molecular Weight308.158351121
IUPAC Name(2S)-2-amino-6-({[(2R,3S,4S,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl}amino)hexanoic acid
Traditional Name(2S)-2-amino-6-({[(2R,3S,4S,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl}amino)hexanoic acid
CAS Registry Number78525-25-4
SMILES
N[C@@H](CCCCNC[C@@]1(O)O[C@H](CO)[C@@H](O)[C@@H]1O)C(O)=O
InChI Identifier
InChI=1S/C12H24N2O7/c13-7(11(18)19)3-1-2-4-14-6-12(20)10(17)9(16)8(5-15)21-12/h7-10,14-17,20H,1-6,13H2,(H,18,19)/t7-,8+,9+,10-,12+/m0/s1
InChI KeyZAWLGBRDVQURAK-TYCYOEEFSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentC-glycosyl compounds
Alternative Parents
Substituents
  • C-glycosyl compound
  • L-alpha-amino acid
  • Pentose monosaccharide
  • Alpha-amino acid or derivatives
  • Alpha-amino acid
  • Medium-chain fatty acid
  • Hydroxy fatty acid
  • Heterocyclic fatty acid
  • Amino fatty acid
  • Fatty acyl
  • Fatty acid
  • Monosaccharide
  • Tetrahydrofuran
  • Amino acid
  • Secondary alcohol
  • Hemiacetal
  • Amino acid or derivatives
  • Oxacycle
  • Organoheterocyclic compound
  • Secondary amine
  • Polyol
  • Monocarboxylic acid or derivatives
  • Secondary aliphatic amine
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Primary alcohol
  • Organonitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Amine
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility142 g/lALOGPS
LogP-3.52ALOGPS
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Sweat
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SweatDetected but not QuantifiedNot QuantifiedAdult BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound154585522
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available