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Showing Compound D-Fructose 2,6-bisphosphate (FDB022390)

Record Information
Version1.0
Creation date2011-09-21 00:13:17 UTC
Update date2020-09-17 15:41:28 UTC
Primary IDFDB022390
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameD-Fructose 2,6-bisphosphate
DescriptionD-Fructose 2,6-bisphosphate, also known as phosphofructokinase activator, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. A D-fructofuranose 2,6-bisphosphate with a beta-configuration at the anomeric centre. D-Fructose 2,6-bisphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). D-Fructose 2,6-bisphosphate exists in all living species, ranging from bacteria to humans. D-fructose 2,6-bisphosphate can be converted into fructose 6-phosphate; which is mediated by the enzyme 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 1. In humans, D-fructose 2,6-bisphosphate is involved in the metabolic disorder called fructosuria.
CAS Number79082-92-1
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
2,6-Di-O-phosphono-beta-D-fructofuranoseChEBI
2,6-Di-O-phosphono-b-D-fructofuranoseGenerator
2,6-Di-O-phosphono-β-D-fructofuranoseGenerator
D-Fructose 2,6-bisphosphoric acidGenerator
b-D-Fructose 2,6-bisphosphateHMDB
beta-D-Fructose 2,6-bisphosphateHMDB
Fru 2,6-P2, fructose 2,6-diphosphateHMDB
Fructose 2,6-bisphosphateHMDB
Fructose 2,6-biphosphateMeSH, HMDB
Fructose 2,6-diphosphateMeSH, HMDB
Phosphofructokinase activation factorMeSH, HMDB
Phosphofructokinase activatorMeSH, HMDB
Fructose-2,6-diphosphateMeSH, HMDB
D-Fructose 2,6-diphosphateHMDB
beta-D-Fructose 2,6-diphosphateHMDB
β-D-Fructose 2,6-diphosphateHMDB
2,6-Di-O-ONO-b-D-fructofuranoseGenerator
2,6-Di-O-ONO-beta-D-fructofuranoseChEBI
2,6-Di-O-ONO-β-D-fructofuranoseGenerator
b-D-Fructose 2,6-bisateHMDB
b-D-fructose 2,6-bisphosphatehmdb
beta-D-Fructose 2,6-bisateHMDB
beta-D-fructose 2,6-bisphosphatehmdb
D-Fructose 2,6-bisateChEBI
D-Fructose 2,6-bisic acidGenerator
D-Fructose 2,6-bisphosphatehmdb
D-Fructose 2,6-bisphosphic acidhmdb
Fru 2,6-P2, fructose 2,6-diateHMDB
Fru 2,6-P2, Fructose 2,6-diphosphatehmdb
Fructose 2,6-bisateHMDB
fructose 2,6-bisphosphatehmdb
Predicted Properties
PropertyValueSource
Water Solubility15.8 g/LALOGPS
logP-1.5ALOGPS
logP-3ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)0.68ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area203.44 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity58.11 m³·mol⁻¹ChemAxon
Polarizability25.24 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H14O12P2
IUPAC name{[(2R,3S,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)-5-(phosphonooxy)oxolan-2-yl]methoxy}phosphonic acid
InChI IdentifierInChI=1S/C6H14O12P2/c7-2-6(18-20(13,14)15)5(9)4(8)3(17-6)1-16-19(10,11)12/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-,4-,5+,6+/m1/s1
InChI KeyYXWOAJXNVLXPMU-ZXXMMSQZSA-N
Isomeric SMILESOC[C@@]1(OP(O)(O)=O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O
Average Molecular Weight340.1157
Monoisotopic Molecular Weight339.996048936
Classification
Description Belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPentose phosphates
Alternative Parents
Substituents
  • Pentose phosphate
  • Pentose-5-phosphate
  • C-glycosyl compound
  • Glycosyl compound
  • Monosaccharide phosphate
  • Monoalkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Alkyl phosphate
  • Tetrahydrofuran
  • Secondary alcohol
  • Organoheterocyclic compound
  • Oxacycle
  • Primary alcohol
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSD-Fructose 2,6-bisphosphate, non-derivatized, GC-MS Spectrumsplash10-01dj-0963000000-090736f476a618727455Spectrum
GC-MSD-Fructose 2,6-bisphosphate, non-derivatized, GC-MS Spectrumsplash10-00tb-0972000000-e47c74a14376eaabd8c3Spectrum
GC-MSD-Fructose 2,6-bisphosphate, non-derivatized, GC-MS Spectrumsplash10-01dj-0963000000-090736f476a618727455Spectrum
GC-MSD-Fructose 2,6-bisphosphate, non-derivatized, GC-MS Spectrumsplash10-00tb-0972000000-e47c74a14376eaabd8c3Spectrum
Predicted GC-MSD-Fructose 2,6-bisphosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9512000000-82418e0e398490357c5eSpectrum
Predicted GC-MSD-Fructose 2,6-bisphosphate, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-2190010000-53cf738181713979e181Spectrum
Predicted GC-MSD-Fructose 2,6-bisphosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ 10V, negativesplash10-000i-0019000000-7b58b1d6169f22e732a82020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ 20V, negativesplash10-000m-2496000000-40ad2c4944ae5c0701f32020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ 30V, negativesplash10-0002-9830000000-a9cbb8a3dba391a8858b2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ 40V, negativesplash10-002b-9200000000-6dcaff4e5eee3799656f2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ 50V, negativesplash10-004j-9100000000-9851b59e56acb7c5802c2020-07-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-3797000000-cb11e27ce8d0be902a392016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9132000000-b908246df46f54e311802016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dm-9600000000-19262e5981934144e1aa2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002r-7409000000-0240bd8771cde252759c2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-8930f98e412f1b68e30b2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-fb204edc71835bcbaaad2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0393000000-f7f716e45f745f0bec682021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-1920000000-f0eccbb835449758a67c2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f6t-9410000000-f9f76bd919e86701aaff2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002r-9008000000-d519306c146482d051d02021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9001000000-2d0e9375a49babbe9d932021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-bc05f33d90e2bf18235c2021-09-24View Spectrum
NMRNot Available
ChemSpider ID94762
ChEMBL IDNot Available
KEGG Compound IDC00665
Pubchem Compound ID105021
Pubchem Substance IDNot Available
ChEBI ID28602
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01047
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID35645
KNApSAcK IDNot Available
HET IDFDP
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
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
Enzymes
NameGene NameUniProt ID
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3PFKFB3Q16875
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 4PFKFB4Q16877
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 1PFKFB1P16118
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 2PFKFB2O60825
Pathways
NameSMPDB LinkKEGG Link
Fructose and Mannose DegradationSMP00064 map00051
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference