Record Information
Version1.0
Created at2020-04-17 19:07:31 UTC
Updated at2020-11-18 16:39:18 UTC
CannabisDB IDCDB005082
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common 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. Fructose 6-phosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
Synonyms
ValueSource
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
Chemical FormulaC6H13O9P
Average Molecular Weight260.14
Monoisotopic Molecular Weight260.0297
IUPAC Name{[(2R,3R,4S)-2,3,4,6-tetrahydroxy-5-oxohexyl]oxy}phosphonic acid
Traditional NameD-fructose 6-phosphate
CAS Registry Number643-13-0
SMILES
OCC(=O)[C@@H](O)[C@H](O)[C@H](O)COP(O)(O)=O
InChI Identifier
InChI=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
Chemical Taxonomy
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:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility911 mg/mLNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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
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
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0229-5090000000-281699f4bce06db0b1b0Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-006x-9730000000-b72576e6bb1ae73e6881Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0kbf-9740000000-130bb715a91e870b5480Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-0aor-0690000000-b640c7fba12f06d6bfa2Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-00kb-9710000000-5d6429381cefb6a2bdc7Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-0002-9100000000-51c3f5ca7ef3f190f1dfSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-054k-9000000000-75c50b162633f723546dSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-004i-9000000000-07895e6c6f3e4a816391Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0aor-0690000000-b640c7fba12f06d6bfa2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dl-3590000000-3fc4dac2f46082421870Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0c04-9610000000-77e7a6ced5ab4dda6f86Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9200000000-e4500e644878a4632447Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0ar9-9720000000-7ca18e5a32ef069ff21aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9200000000-00032f32c05509571a9fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-5e859d2084880df68725Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,1H] 2D NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
Glucosamine-6-phosphate isomerase 1GNPDA15q21P46926 details
Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 2GFPT25q34-q35O94808 details
Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1GFPT12p13Q06210 details
6-phosphofructokinase type CPFKP10p15.3-p15.2Q01813 details
6-phosphofructokinase, liver typePFKL21q22.3P17858 details
6-phosphofructokinase, muscle typePFKM12q13.3P08237 details
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3PFKFB310p15.1Q16875 details
Mannose-6-phosphate isomeraseMPI15q22-qterP34949 details
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 4PFKFB43p22-p21Q16877 details
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 1PFKFB1Xp11.21P16118 details
Fructose-1,6-bisphosphatase isozyme 2FBP29q22.3O00757 details
TransaldolaseTALDO111p15.5-p15.4P37837 details
Fructose-1,6-bisphosphatase 1FBP19q22.3P09467 details
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 2PFKFB21q31O60825 details
TransketolaseTKT3p14.3P29401 details
Glucose-6-phosphate isomeraseGPI19q13.1P06744 details
Glucosamine-6-phosphate isomerase 2GNPDA24p12Q8TDQ7 details
Fructose-2,6-bisphosphatase TIGARTIGAR12p13.3Q9NQ88 details
TransportersNot Available
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
6-phosphofructokinase type CPFKP10p15.3-p15.2Q01813 details
6-phosphofructokinase, liver typePFKL21q22.3P17858 details
6-phosphofructokinase, muscle typePFKM12q13.3P08237 details
Mannose-6-phosphate isomeraseMPI15q22-qterP34949 details
Fructose-1,6-bisphosphatase isozyme 2FBP29q22.3O00757 details
Fructose-1,6-bisphosphatase 1FBP19q22.3P09467 details
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0000124
DrugBank IDDB04493
Phenol Explorer Compound IDNot Available
FoodDB IDFDB021896
KNApSAcK IDNot Available
Chemspider ID62713
KEGG Compound IDC00085
BioCyc IDCPD-15709
BiGG ID33795
Wikipedia LinkFructose 6-phosphate
METLIN ID5159
PubChem Compound69507
PDB IDNot Available
ChEBI ID15946
References
General ReferencesNot Available

Only showing the first 10 proteins. There are 24 proteins in total.

Enzymes

General function:
Involved in carbohydrate metabolic process
Specific function:
Seems to trigger calcium oscillations in mammalian eggs. These oscillations serve as the essential trigger for egg activation and early development of the embryo (By similarity).
Gene Name:
GNPDA1
Uniprot ID:
P46926
Molecular weight:
32668.29
General function:
Involved in metabolic process
Specific function:
Controls the flux of glucose into the hexosamine pathway. Most likely involved in regulating the availability of precursors for N- and O-linked glycosylation of proteins.
Gene Name:
GFPT2
Uniprot ID:
O94808
Molecular weight:
76929.885
General function:
Involved in metabolic process
Specific function:
Controls the flux of glucose into the hexosamine pathway. Most likely involved in regulating the availability of precursors for N- and O-linked glycosylation of proteins.
Gene Name:
GFPT1
Uniprot ID:
Q06210
Molecular weight:
78805.81
General function:
Involved in 6-phosphofructokinase activity
Specific function:
Catalyzes the third step of glycolysis, the phosphorylation of fructose-6-phosphate (F6P) by ATP to generate fructose-1,6-bisphosphate (FBP) and ADP.
Gene Name:
PFKP
Uniprot ID:
Q01813
Molecular weight:
85595.405
General function:
Involved in 6-phosphofructokinase activity
Specific function:
Catalyzes the third step of glycolysis, the phosphorylation of fructose-6-phosphate (F6P) by ATP to generate fructose-1,6-bisphosphate (FBP) and ADP.
Gene Name:
PFKL
Uniprot ID:
P17858
Molecular weight:
85017.825
General function:
Involved in 6-phosphofructokinase activity
Specific function:
Catalyzes the third step of glycolysis, the phosphorylation of fructose-6-phosphate (F6P) by ATP to generate fructose-1,6-bisphosphate (FBP) and ADP.
Gene Name:
PFKM
Uniprot ID:
P08237
Molecular weight:
85181.925
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
General function:
Involved in mannose-6-phosphate isomerase activity
Specific function:
Involved in the synthesis of the GDP-mannose and dolichol-phosphate-mannose required for a number of critical mannosyl transfer reactions.
Gene Name:
MPI
Uniprot ID:
P34949
Molecular weight:
46655.44
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
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

Only showing the first 10 proteins. There are 24 proteins in total.