Showing Compound Card for Glucose 6-phosphate (CDB005080)

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Record Information
Version1.0
Created at2020-04-17 19:07:19 UTC
Updated at2020-11-18 16:39:17 UTC
CannabisDB IDCDB005080
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameGlucose 6-phosphate
DescriptionGlucose 6-phosphate, also known as robison ester or GLC6P, 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. Glucose 6-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Glucose 6-phosphate exists in all living species, ranging from bacteria to humans. Within humans, glucose 6-phosphate participates in a number of enzymatic reactions. In particular, glucose 6-phosphate can be converted into D-glucose through the action of the enzyme glucose-6-phosphatase. In addition, glucose 6-phosphate can be biosynthesized from glucose 1-phosphate through its interaction with the enzyme phosphoglucomutase-1. In humans, glucose 6-phosphate is involved in the metabolic disorder called the glycogen storage disease type 1A (gsd1a) or von gierke disease pathway. A glucopyranose ring with a phosphate replacing the hydroxy in the hydroxymethyl group at position 6. Glucose 6-phosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
6-O-Phosphono-D-glucopyranoseChEBI
D-Glucose 6-phosphateChEBI
GLC6pChEBI
Robison esterChEBI
D-Glucose 6-phosphoric acidGenerator
Glucose 6-phosphoric acidGenerator
a-D-Glucose 6- phosphateHMDB
alpha-D-Glucose 6- phosphateHMDB
alpha-D-Glucose 6-phosphateHMDB
alpha-D-Hexose 6-phosphateHMDB
D(+)-Glucopyranose 6-phosphateHMDB
D-Glucose-6-dihydrogen phosphateHMDB
D-Hexose 6-phosphateHMDB
Glucose-6-phosphateHMDB
Glucose 6-phosphateKEGG
D-Glucopyranose 6-phosphoric acidGenerator
Chemical FormulaC6H13O9P
Average Molecular Weight260.14
Monoisotopic Molecular Weight260.0297
IUPAC Name{[(2R,3S,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}phosphonic acid
Traditional Nameglucose 6-phosphate
CAS Registry Number56-73-5
SMILES
OC1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]1O
InChI Identifier
InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6?/m1/s1
InChI KeyNBSCHQHZLSJFNQ-GASJEMHNSA-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
  • Organic phosphoric acid derivative
  • Alkyl phosphate
  • Oxane
  • Phosphoric acid ester
  • Hemiacetal
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Hydrocarbon derivative
  • Alcohol
  • Organic oxide
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2.1ALOGPS
logP-3.1ChemAxon
logS-0.92ALOGPS
pKa (Strongest Acidic)1.22ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area156.91 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity46.8 m³·mol⁻¹ChemAxon
Polarizability21 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSGlucose 6-phosphate, 6 TMS, GC-MS Spectrumsplash10-000b-1932000000-59f4881b86595037d013Spectrum
GC-MSGlucose 6-phosphate, 6 TMS, GC-MS Spectrumsplash10-0f7t-1933000000-4894135f21c21c369428Spectrum
GC-MSGlucose 6-phosphate, 6 TMS; 1 MEOX, GC-MS Spectrumsplash10-00di-9522000000-81266970683faa1f2aafSpectrum
GC-MSGlucose 6-phosphate, 6 TMS; 1 MEOX, GC-MS Spectrumsplash10-00di-9412000000-2f2a0e772025b48bf6f3Spectrum
GC-MSGlucose 6-phosphate, 1 MEOX; 6 TMS, GC-MS Spectrumsplash10-000j-1956000000-692b4df2b9c16f6a780cSpectrum
GC-MSGlucose 6-phosphate, 1 MEOX; 6 TMS, GC-MS Spectrumsplash10-000i-1957000000-bd94955ffc1474153a48Spectrum
GC-MSGlucose 6-phosphate, 6 TMS, GC-MS Spectrumsplash10-0v0a-0596000000-676527ddfc1d596e78f8Spectrum
GC-MSGlucose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-000b-1932000000-59f4881b86595037d013Spectrum
GC-MSGlucose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-0f7t-1933000000-4894135f21c21c369428Spectrum
GC-MSGlucose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-00di-9522000000-81266970683faa1f2aafSpectrum
GC-MSGlucose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-00di-9412000000-2f2a0e772025b48bf6f3Spectrum
GC-MSGlucose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-000j-1956000000-692b4df2b9c16f6a780cSpectrum
GC-MSGlucose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-000i-1957000000-bd94955ffc1474153a48Spectrum
GC-MSGlucose 6-phosphate, non-derivatized, GC-MS Spectrumsplash10-0v0a-0596000000-676527ddfc1d596e78f8Spectrum
Predicted GC-MSGlucose 6-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0005-9740000000-a6e81224fb97751dc2e6Spectrum
Predicted GC-MSGlucose 6-phosphate, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-6252790000-ef5662fb1886367e07f2Spectrum
Predicted GC-MSGlucose 6-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSGlucose 6-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)splash10-03di-0090000000-5653def80d1b5ff0eebb2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)splash10-000b-9200000000-66741d773ac31b3476252012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)splash10-000t-9000000000-068809fcfaff0d387e6b2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-0a4i-1090000000-d6e539d78b38c01dafea2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-0002-9210000000-8b9ff1c5095f48a81fef2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-0002-9000000000-f6e1147852f75db4c0a42012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-002b-9000000000-1c52fd659f8a2b795e512012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-004i-9000000000-d3f6a05e18ea6d56c56d2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-0006-0890000000-5f3047c92c970dfe69272012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positivesplash10-004i-0900000000-b84eb7685667fa7ee85e2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positivesplash10-004i-2900000000-d4a0d51bb6e2da28533a2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positivesplash10-004i-6900000000-dfb5bcbd9a7439c323522012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positivesplash10-03gi-9600000000-a0922c82e185f6b5aa672012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positivesplash10-0006-0290000000-7ac7b397c52f29cd38222012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positivesplash10-052b-6590000000-5cdbc23378480ac55c4f2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positivesplash10-004i-1900000000-b74270f21c60863622272012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negativesplash10-002b-9000000000-bc69e8fa215a3b82dcf22012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0a4i-0090000000-d6e539d78b38c01dafea2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0002-9210000000-10019f92fd1eca143bab2017-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0490000000-94ea79ec673f4688b7a02016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dm-5940000000-c649262446626dcb8d6e2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uka-9800000000-aae2cb792906d2dec6cd2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a6r-8290000000-8e20219f94b3fe964e382016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-b19b64f5cb4124047baf2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-ecb75a44e3d25affdf312016-09-12View Spectrum
NMR
TypeDescriptionView
1D NMR13C NMR Spectrum (1D, 125 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 600 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
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
GlucokinaseGCK7p15.3-p15.1P35557 details
Hexokinase-3HK35q35.2P52790 details
Hexokinase-2HK22p13P52789 details
Hexokinase-1HK110q22P19367 details
Glucose-6-phosphate 1-dehydrogenaseG6PDXq28P11413 details
ADP-dependent glucokinaseADPGK15q24.1Q9BRR6 details
Glycogen phosphorylase, liver formPYGL14q21-q22P06737 details
Glycogen phosphorylase, muscle formPYGM11q12-q13.2P11217 details
Glycogen phosphorylase, brain formPYGB20p11.21P11216 details
Glucose-6-phosphataseG6PC17q21P35575 details
Glucose-6-phosphate isomeraseGPI19q13.1P06744 details
Phosphoglucomutase-1PGM11p31P36871 details
Glucose-6-phosphate translocaseSLC37A411q23.3O43826 details
Glucokinase regulatory proteinGCKR2p23Q14397 details
Phosphoglucomutase-2PGM24p14Q96G03 details
Glucose-6-phosphatase 3G6PC317q21.31Q9BUM1 details
Glucose-6-phosphatase 2G6PC22q24.3Q9NQR9 details
Inositol-3-phosphate synthase 1ISYNA119p13.11Q9NPH2 details
Putative hexokinase HKDC1HKDC110q22.1Q2TB90 details
Transporters
Protein NameGene NameLocusUniprot IDDetails
Glucose-6-phosphate translocaseSLC37A411q23.3O43826 details
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
ADP-dependent glucokinaseADPGK15q24.1Q9BRR6 details
Phosphoglucomutase-1PGM11p31P36871 details
Phosphoglucomutase-2PGM24p14Q96G03 details
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0001401
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB021818
KNApSAcK IDC00007306
Chemspider ID5743
KEGG Compound IDC00092
BioCyc IDD-glucose-6-phosphate
BiGG ID36977
Wikipedia LinkGlucose_6-phosphate
METLIN ID145
PubChem Compound5958
PDB IDNot Available
ChEBI ID4170
References
General ReferencesNot Available

Only showing the first 10 proteins. There are 23 proteins in total.

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Enzymes

Enzyme Details
1. Glucokinase
General function:
Involved in ATP binding
Specific function:
Catalyzes the initial step in utilization of glucose by the beta-cell and liver at physiological glucose concentration. Glucokinase has a high Km for glucose, and so it is effective only when glucose is abundant. The role of GCK is to provide G6P for the synthesis of glycogen. Pancreatic glucokinase plays an important role in modulating insulin secretion. Hepatic glucokinase helps to facilitate the uptake and conversion of glucose by acting as an insulin-sensitive determinant of hepatic glucose usage.
Gene Name:
GCK
Uniprot ID:
P35557
Molecular weight:
52191.07
Enzyme Details
2. Hexokinase-3
General function:
Involved in ATP binding
Specific function:
Not Available
Gene Name:
HK3
Uniprot ID:
P52790
Molecular weight:
99024.56
Enzyme Details
3. Hexokinase-2
General function:
Involved in ATP binding
Specific function:
Not Available
Gene Name:
HK2
Uniprot ID:
P52789
Molecular weight:
102379.06
Enzyme Details
4. Hexokinase-1
General function:
Involved in ATP binding
Specific function:
Not Available
Gene Name:
HK1
Uniprot ID:
P19367
Molecular weight:
102485.1
Enzyme Details
5. Glucose-6-phosphate 1-dehydrogenase
General function:
Involved in glucose-6-phosphate dehydrogenase activity
Specific function:
Produces pentose sugars for nucleic acid synthesis and main producer of NADPH reducing power.
Gene Name:
G6PD
Uniprot ID:
P11413
Molecular weight:
62467.88
Enzyme Details
6. ADP-dependent glucokinase
General function:
Involved in phosphotransferase activity, alcohol group as acceptor
Specific function:
Catalyzes the phosphorylation of D-glucose to D-glucose 6-phosphate using ADP as the phosphate donor. GDP and CDP can replace ADP, but with reduced efficiency (By similarity).
Gene Name:
ADPGK
Uniprot ID:
Q9BRR6
Molecular weight:
53960.185
Enzyme Details
7. Glycogen phosphorylase, liver form
General function:
Involved in phosphorylase activity
Specific function:
Phosphorylase is an important allosteric enzyme in carbohydrate metabolism. Enzymes from different sources differ in their regulatory mechanisms and in their natural substrates. However, all known phosphorylases share catalytic and structural properties.
Gene Name:
PYGL
Uniprot ID:
P06737
Molecular weight:
93133.25
Enzyme Details
8. Glycogen phosphorylase, muscle form
General function:
Involved in phosphorylase activity
Specific function:
Phosphorylase is an important allosteric enzyme in carbohydrate metabolism. Enzymes from different sources differ in their regulatory mechanisms and in their natural substrates. However, all known phosphorylases share catalytic and structural properties.
Gene Name:
PYGM
Uniprot ID:
P11217
Molecular weight:
87316.355
Enzyme Details
9. Glycogen phosphorylase, brain form
General function:
Involved in phosphorylase activity
Specific function:
Phosphorylase is an important allosteric enzyme in carbohydrate metabolism. Enzymes from different sources differ in their regulatory mechanisms and in their natural substrates. However, all known phosphorylases share catalytic and structural properties.
Gene Name:
PYGB
Uniprot ID:
P11216
Molecular weight:
96695.18
Enzyme Details
10. Glucose-6-phosphatase
General function:
Involved in catalytic activity
Specific function:
Hydrolyzes glucose-6-phosphate to glucose in the endoplasmic reticulum. Forms with the glucose-6-phosphate transporter (SLC37A4/G6PT) the complex responsible for glucose production through glycogenolysis and gluconeogenesis. Hence, it is the key enzyme in homeostatic regulation of blood glucose levels.
Gene Name:
G6PC
Uniprot ID:
P35575
Molecular weight:
40483.21

Transporters

Enzyme Details
1. Glucose-6-phosphate translocase
General function:
Carbohydrate transport and metabolism
Specific function:
Transports glucose-6-phosphate from the cytoplasm to the lumen of the endoplasmic reticulum. Forms with glucose-6- phosphatase the complex responsible for glucose production through glycogenolysis and gluconeogenesis. Hence, it plays a central role in homeostatic regulation of blood glucose levels
Gene Name:
SLC37A4
Uniprot ID:
O43826
Molecular weight:
46359.6

Only showing the first 10 proteins. There are 23 proteins in total.

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