Record Information
Version1.0
Creation date2010-04-08 22:05:14 UTC
Update date2018-05-28 22:39:21 UTC
Primary IDFDB002107
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameTuranose
DescriptionIsolated from honey D-(+)-Turanose is a reducing disaccharide. Its systematic name is a-D-glucopyranosyl-(1-->3)-a-D-fructofuranose. It is an analog of sucrose not metabolized by higher plants, but rather acquired through the action of sucrose transporters for intracellular carbohydrate signaling. In addition to its involvement in signal transduction, D-(+)-Turanose can also be used as a carbon source by many organisms including numerous species of bacteria and fungi.; ; From Wiki; Turanose is a reducing disaccharide. The D-isomer is naturally occuring. Its systematic name is ?-D-glucopyranosyl-(1?3)-?-D-fructofuranose. It is an analog of sucrose not metabolized by higher plants, but rather acquired through the action of sucrose transporters for intracellular carbohydrate signaling. In addition to its involvement in signal transduction, D-(+)-turanose can also be used as a carbon source by many organisms including numerous species of bacteria and fungi.
CAS Number547-25-1
Structure
Thumb
Synonyms
SynonymSource
3-O-a-D-Glucopyranosyl-D-fructosedb_source
3-O-alpha-D-glucopyranosyl-D-Fructosebiospider
3-O-hexopyranosylhex-2-ulosebiospider
3-O-α-D-glucopyranosyl-D-fructoseGenerator
a-D-Glcp-(1->3)-D-fruGenerator
alpha-D-Glcp-(1->3)-D-Frubiospider
alpha-D-glucopyranosyl-(1->3)-D-fructosebiospider
D-(+)-turanosebiospider
D-(+)-turanose (van)biospider
D-Fructose, 3-O-α-D-glucopyranosyl-biospider
D-Fructose, 3-O-alpha-D-glucopyranosyl-biospider
D-turanosebiospider
Turanose (van)biospider
Turanose (VAN) (8CI)biospider
α-D-glcp-(1->3)-D-fruGenerator
Predicted Properties
PropertyValueSource
Water Solubility829 g/LALOGPS
logP-3.2ALOGPS
logP-4.5ChemAxon
logS0.38ALOGPS
pKa (Strongest Acidic)10.28ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area189.53 ŲChemAxon
Rotatable Bond Count17ChemAxon
Refractivity68.77 m³·mol⁻¹ChemAxon
Polarizability31.31 ųChemAxon
Number of Rings5ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC36H66O33
IUPAC name1,4,5,6-tetrahydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexan-2-one; 2-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2,4,5-triol; 2-{[2,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
InChI IdentifierInChI=1S/3C12H22O11/c13-1-5-7(17)8(18)9(19)11(22-5)23-10-6(16)4(15)2-21-12(10,20)3-14;13-1-4-6(16)8(18)9(19)11(21-4)22-10-7(17)5(2-14)23-12(10,20)3-15;13-1-4(16)7(18)11(5(17)2-14)23-12-10(21)9(20)8(19)6(3-15)22-12/h2*4-11,13-20H,1-3H2;4,6-16,18-21H,1-3H2
InChI KeyDTUQSKSQTMCUHD-UHFFFAOYSA-N
Isomeric SMILESOCC(O)C(O)C(OC1OC(CO)C(O)C(O)C1O)C(=O)CO.OCC1OC(O)(CO)C(OC2OC(CO)C(O)C(O)C2O)C1O.OCC1OC(OC2C(O)C(O)COC2(O)CO)C(O)C(O)C1O
Average Molecular Weight1026.8894
Monoisotopic Molecular Weight1026.348634638
Classification
DescriptionThis compound belongs to the class of chemical entities known as fatty acyl glycosides of mono- and disaccharides. These are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.
KingdomChemical entities
Super ClassOrganic compounds
ClassLipids and lipid-like molecules
Sub ClassFatty Acyls
Direct ParentFatty acyl glycosides of mono- and disaccharides
Alternative Parents
Substituents
  • Fatty acyl glycoside of mono- or disaccharide
  • Alkyl glycoside
  • C-glycosyl compound
  • Disaccharide
  • Glycosyl compound
  • O-glycosyl compound
  • Fatty alcohol
  • Beta-hydroxy ketone
  • Oxane
  • Alpha-hydroxy ketone
  • Tetrahydrofuran
  • Secondary alcohol
  • Hemiacetal
  • Ketone
  • Polyol
  • Acetal
  • Organoheterocyclic compound
  • Oxacycle
  • Primary alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Alcohol
  • Organooxygen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkNot Available
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 42.11%; H 6.48%; O 51.42%DFC
Melting PointMp 157° (168°)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logP-4.80MEYLAN,WM & HOWARD,PH (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]22D +22 -> +75.3 (c, 3.9 in H2O)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-9000000000-bc2f3b600f60e687a46aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-9000000000-bc2f3b600f60e687a46aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-9000000000-bc2f3b600f60e687a46aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-9000000000-e5a67b632bb21e28d52dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-e5a67b632bb21e28d52dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-e5a67b632bb21e28d52dView in MoNA
ChemSpider ID4574343
ChEMBL IDNot Available
KEGG Compound IDC19636
Pubchem Compound ID5460935
Pubchem Substance IDNot Available
ChEBI ID32528
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB11740
CRC / DFC (Dictionary of Food Compounds) IDCFM06-Q:CFM06-Q
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDOTU
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDTuranose
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