Record Information
Version1.0
Creation Date2016-09-30 23:05:08 UTC
Update Date2020-05-11 20:34:44 UTC
BMDB IDBMDB0003539
Secondary Accession Numbers
  • BMDB03539
Metabolite Identification
Common NameLevan
DescriptionLevan, also known as polyfructose, belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Based on a literature review very few articles have been published on Levan.
Structure
Thumb
Synonyms
ValueSource
PolyfructoseMeSH
(2,6-beta-D-Fructosyl)NHMDB
(2,6-beta-D-Fructosyl)n+1HMDB
(2,6-beta-delta-Fructosyl)NHMDB
(2,6-beta-delta-Fructosyl)n+1HMDB
2,6-beta-D-FructanHMDB
2,6-beta-delta-FructanHMDB
FructanHMDB
Levan NHMDB
Chemical FormulaC18H32O16
Average Molecular Weight504.4371
Monoisotopic Molecular Weight504.169034976
IUPAC Name(2R,3S,4S,5S)-5-{[(2S,3S,4S,5R)-5-({[(2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-2-(hydroxymethyl)oxolan-2-yl]methoxy}-2-(hydroxymethyl)oxolane-2,3,4-triol
Traditional Namefructans
CAS Registry Number9013-95-0
SMILES
OC[C@H]1O[C@@](CO)(OC[C@H]2O[C@@](CO)(CO[C@H]3O[C@](O)(CO)[C@@H](O)[C@@H]3O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C18H32O16/c19-1-7-9(23)14(28)18(5-22,33-7)31-2-8-10(24)12(26)16(3-20,32-8)6-30-15-11(25)13(27)17(29,4-21)34-15/h7-15,19-29H,1-6H2/t7-,8-,9-,10-,11+,12+,13+,14+,15+,16+,17-,18-/m1/s1
InChI KeyAIHDCSAXVMAMJH-GFBKWZILSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentO-glycosyl compounds
Alternative Parents
Substituents
  • C-glycosyl compound
  • Disaccharide
  • O-glycosyl compound
  • Ketal
  • Tetrahydrofuran
  • Secondary alcohol
  • Hemiacetal
  • Polyol
  • Organoheterocyclic compound
  • Ether
  • Oxacycle
  • Dialkyl ether
  • Acetal
  • Primary alcohol
  • Hydrocarbon derivative
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2.9ALOGPS
logP-6.3ChemAxon
logS-0.21ALOGPS
pKa (Strongest Acidic)10.23ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count11ChemAxon
Polar Surface Area268.68 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity101.84 m³·mol⁻¹ChemAxon
Polarizability47.62 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Pancreas
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
PancreasExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Abnormal Concentrations
Not Available
HMDB IDHMDB0003539
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023192
KNApSAcK IDC00001647
Chemspider ID17216231
KEGG Compound IDC01355
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkLevan
METLIN ID6945
PubChem Compound22833608
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferencePark, Hae-Eun; Park, Na Hee; Kim, Min-Jeong; Lee, Tae Ho; Lee, Hyeon Gyu; Yang, Ji-Young; Cha, Jaeho. Enzymatic synthesis of fructosyl oligosaccharides by levansucrase from Microbacterium laevaniformans ATCC 15953. Enzyme and Microbial Technology (2003), 32(7) p.820-827
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available