Showing Compound Card for D-Fructose 2,6-bisphosphate (CDB005260)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesenzymes (5) Show 5 proteinsXML
Record Information
Version1.0
Created at2020-04-17 19:25:22 UTC
Updated at2020-11-18 16:39:37 UTC
CannabisDB IDCDB005260
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common 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. D-Fructose 2,6-bisphosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
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
Chemical FormulaC6H14O12P2
Average Molecular Weight340.12
Monoisotopic Molecular Weight339.996
IUPAC Name{[(2R,3S,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)-5-(phosphonooxy)oxolan-2-yl]methoxy}phosphonic acid
Traditional Namefructose-2,6-diphosphate
CAS Registry NumberNot Available
SMILES
OC[C@@]1(OP(O)(O)=O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=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
Chemical Taxonomy
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

Source:

Biological location:

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-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
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
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3PFKFB310p15.1Q16875 details
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 4PFKFB43p22-p21Q16877 details
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 1PFKFB1Xp11.21P16118 details
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 2PFKFB21q31O60825 details
Fructose-2,6-bisphosphatase TIGARTIGAR12p13.3Q9NQ88 details
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0001047
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022390
KNApSAcK IDC00007441
Chemspider ID94762
KEGG Compound IDC00665
BioCyc IDCPD-535
BiGG ID35645
Wikipedia LinkFructose_2,6-bisphosphate
METLIN ID5964
PubChem Compound105021
PDB IDNot Available
ChEBI ID28602
References
General ReferencesNot Available

Enzymes

Enzyme Details
1. 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3
General function:
Involved in catalytic activity
Specific function:
Synthesis and degradation of fructose 2,6-bisphosphate.
Gene Name:
PFKFB3
Uniprot ID:
Q16875
Molecular weight:
57286.965
Enzyme Details
2. 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 4
General function:
Involved in catalytic activity
Specific function:
Synthesis and degradation of fructose 2,6-bisphosphate.
Gene Name:
PFKFB4
Uniprot ID:
Q16877
Molecular weight:
54039.34
Enzyme Details
3. 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 1
General function:
Involved in catalytic activity
Specific function:
Synthesis and degradation of fructose 2,6-bisphosphate.
Gene Name:
PFKFB1
Uniprot ID:
P16118
Molecular weight:
54680.86
Enzyme Details
4. 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 2
General function:
Involved in catalytic activity
Specific function:
Synthesis and degradation of fructose 2,6-bisphosphate.
Gene Name:
PFKFB2
Uniprot ID:
O60825
Molecular weight:
54405.88
Enzyme Details
5. Fructose-2,6-bisphosphatase TIGAR
General function:
Not Available
Specific function:
Fructose-bisphosphatase hydrolyzing fructose-2,6-bisphosphate as well as fructose-1,6-bisphosphate. Inhibits glycolysis by reducing cellular levels of fructose-2,6-bisphosphate. May protect cells against reactive oxygen species and against apoptosis induced by tp53.
Gene Name:
TIGAR
Uniprot ID:
Q9NQ88
Molecular weight:
30062.295