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Showing Compound Fructose 6-phosphate (FDB021896)

Record Information
Version1.0
Creation date2011-09-21 00:04:48 UTC
Update date2020-09-17 15:40:19 UTC
Primary IDFDB021896
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameFructose 6-phosphate
DescriptionFructose 6-phosphate, also known as neuberg ester or D-fructose-6-p, belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. The open chain form of D-fructose 6-phosphate. Fructose 6-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Fructose 6-phosphate exists in all living species, ranging from bacteria to humans. fructose 6-phosphate and L-glutamine can be converted into glucosamine 6-phosphate and L-glutamic acid through the action of the enzyme glutamine--fructose-6-phosphate aminotransferase. In humans, fructose 6-phosphate is involved in homocarnosinosis. Outside of the human body, Fructose 6-phosphate has been detected, but not quantified in, carrots and milk (cow). This could make fructose 6-phosphate a potential biomarker for the consumption of these foods.
CAS Number643-13-0
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
D-Fructose 6-phosphateChEBI
D-Fructose 6-phosphoric acidChEBI
Fructose-6-phosphateChEBI
Neuberg esterChEBI
Fructose-6-phosphoric acidGenerator
Fructose 6-phosphoric acidGenerator
D-Fructose 6-phosphorateHMDB
D-Fructose-6-pHMDB
D-Fructose-6-phosphateHMDB
FPCHMDB
Fru-6-pHMDB
Fructose-6-pHMDB
Fructose-6PHMDB
Fructose-6-phosphate, (alpha-D)-isomerHMDB
Fructose-6-phosphate, (beta-D)-isomerHMDB
Fructose-6-phosphate, disodium salt, (D)-isomerHMDB
Fructose-6-phosphate, (D)-isomerHMDB
Fructose-6-phosphate, 1-(14)C-labeled, (D)-isomerHMDB
Fructose-6-phosphate, 2-(14)C-labeled, (D)-isomerHMDB
Fructose-6-phosphate, barium (1:1) salt, (D)-isomerHMDB
Fructose-6-phosphate, barium salt, (D)-isomerHMDB
Fructose-6-phosphate, sodium salt, (D)-isomerHMDB
Fructose-6-phosphate, calcium salt, (D)-isomerHMDB
Fructose-6-phosphate, magnesium (1:1) salt, (D)-isomerHMDB
Fructose-6-phosphate, sodium saltHMDB
D-Fructose 6-ateChEBI
D-Fructose 6-ic acidGenerator
D-Fructose 6-orateGenerator
D-Fructose 6-oric acidChEBI
D-Fructose-6-ateHMDB
D-fructose-6-Phmdb
D-fructose-6-phosphatehmdb
fru-6-Phmdb
Fructose 6-ateHMDB
Fructose 6-phosphatehmdb
Fructose 6-phosphic acidhmdb
Fructose-6-ateChEBI
Fructose-6-ic acidGenerator
fructose-6-Phmdb
fructose-6Phmdb
Predicted Properties
PropertyValueSource
Water Solubility23.2 g/LALOGPS
logP-1.9ALOGPS
logP-3.4ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)1.49ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area164.75 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity48.43 m³·mol⁻¹ChemAxon
Polarizability20.78 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H13O9P
IUPAC name{[(2R,3R,4S)-2,3,4,6-tetrahydroxy-5-oxohexyl]oxy}phosphonic acid
InChI IdentifierInChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h4-7,9-11H,1-2H2,(H2,12,13,14)/t4-,5-,6-/m1/s1
InChI KeyGSXOAOHZAIYLCY-HSUXUTPPSA-N
Isomeric SMILESOCC(=O)[C@@H](O)[C@H](O)[C@H](O)COP(O)(O)=O
Average Molecular Weight260.1358
Monoisotopic Molecular Weight260.029718526
Classification
Description Belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentHexose phosphates
Alternative Parents
Substituents
  • Hexose phosphate
  • Monosaccharide phosphate
  • Monoalkyl phosphate
  • Acyloin
  • Beta-hydroxy ketone
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Alpha-hydroxy ketone
  • Ketone
  • Secondary alcohol
  • Polyol
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Primary alcohol
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties
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-MSFructose 6-phosphate, 6 TMS, GC-MS Spectrumsplash10-0gba-1943000000-9b9bb3f9964b519fa26bSpectrum
GC-MSFructose 6-phosphate, 6 TMS, GC-MS Spectrumsplash10-014j-1943000000-0be5d726668730e99be0Spectrum
GC-MSFructose 6-phosphate, 6 TMS, GC-MS Spectrumsplash10-014j-1954000000-9fa83268db2925e9478dSpectrum
GC-MSFructose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-000b-0934000000-eb61ccae8d0b23564bc7Spectrum
GC-MSFructose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-000b-0934000000-c2a49f4f2d11d3e60a9eSpectrum
GC-MSFructose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-000j-0925000000-a6b6a121cb447c890019Spectrum
GC-MSFructose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-0f7a-1934000000-b28e738e5093324060d9Spectrum
GC-MSFructose 6-phosphate, 1 MEOX; 6 TMS, GC-MS Spectrumsplash10-014i-3966000000-fee84a4ec7828d92e8b6Spectrum
GC-MSFructose 6-phosphate, 1 MEOX; 6 TMS, GC-MS Spectrumsplash10-014i-1955000000-32da70382eccbcbbb574Spectrum
GC-MSFructose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-0gba-1943000000-9b9bb3f9964b519fa26bSpectrum
GC-MSFructose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-014j-1943000000-0be5d726668730e99be0Spectrum
GC-MSFructose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-014j-1954000000-9fa83268db2925e9478dSpectrum
GC-MSFructose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-000b-0934000000-eb61ccae8d0b23564bc7Spectrum
GC-MSFructose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-000b-0934000000-c2a49f4f2d11d3e60a9eSpectrum
GC-MSFructose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-000j-0925000000-a6b6a121cb447c890019Spectrum
GC-MSFructose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-0f7a-1934000000-b28e738e5093324060d9Spectrum
GC-MSFructose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-014i-3966000000-fee84a4ec7828d92e8b6Spectrum
GC-MSFructose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-014i-1955000000-32da70382eccbcbbb574Spectrum
GC-MSFructose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-0gba-1933000000-1c8febd80da1382bec31Spectrum
Predicted GC-MSFructose 6-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0k97-9840000000-4f9f16f21249d9870dfaSpectrum
Predicted GC-MSFructose 6-phosphate, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00o9-7934540000-e23e661c1babf5e063a8Spectrum
Predicted GC-MSFructose 6-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSFructose 6-phosphate, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSFructose 6-phosphate, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSFructose 6-phosphate, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0229-5090000000-281699f4bce06db0b1b02012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-006x-9730000000-b72576e6bb1ae73e68812012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0kbf-9740000000-130bb715a91e870b54802012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-0aor-0690000000-b640c7fba12f06d6bfa22012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-00kb-9710000000-5d6429381cefb6a2bdc72012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-0002-9100000000-51c3f5ca7ef3f190f1df2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-054k-9000000000-75c50b162633f723546d2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-004i-9000000000-07895e6c6f3e4a8163912012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0aor-0690000000-b640c7fba12f06d6bfa22017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0002-9000000000-f31b175fc6a9941a24512021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0002-9220000000-962294aed3032864dc902021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-c2dc78595233b4d4df782021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dl-3590000000-3fc4dac2f460824218702016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0c04-9610000000-77e7a6ced5ab4dda6f862016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9200000000-e4500e644878a46324472016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0ar9-9720000000-7ca18e5a32ef069ff21a2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9200000000-00032f32c05509571a9f2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-5e859d2084880df687252016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000b-9620000000-1a2150ea2d68dcce9b242021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002b-9000000000-f2969657deda9ac990772021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-d5aaca13a836cb9f17252021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dm-2980000000-ccecfa1c0258f92678462021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9100000000-550809f9719b91a7807a2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-9000000000-501178ab2f5d5affab482021-09-24View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
2D NMR[1H, 1H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
ChemSpider ID62713
ChEMBL IDNot Available
KEGG Compound IDC00085
Pubchem Compound ID69507
Pubchem Substance IDNot Available
ChEBI ID15946
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00124
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID33795
KNApSAcK IDNot Available
HET IDF6R
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDFructose 6-phosphate
Phenol-Explorer Metabolite IDNot Available
Duplicate IDS
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Glucosamine-6-phosphate isomerase 2GNPDA2Q8TDQ7
TransaldolaseTALDO1P37837
Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 2GFPT2O94808
Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1GFPT1Q06210
Glucose-6-phosphate isomeraseGPIP06744
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
Fructose-1,6-bisphosphatase isozyme 2FBP2O00757
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 2PFKFB2O60825
Pathways
NameSMPDB LinkKEGG Link
Amino Sugar MetabolismSMP00045 map00520
Fructose and Mannose DegradationSMP00064 map00051
GluconeogenesisSMP00128 map00010
GlycolysisSMP00040 map00010
Pentose Phosphate PathwaySMP00031 map00030
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference