ECMDB: Alpha-D-glucose 6-phosphate (ECMDB23064) (M2MDB003454)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes (7)Transporters (1)XML

Proteins (1911)

Record Information

Version

2.0

Creation Date

2012-10-10 12:14:37 -0600

Update Date

2015-08-05 16:22:04 -0600

Secondary Accession Numbers

ECMDB23064

Identification

Name:

Alpha-D-glucose 6-phosphate

Description

A D-glucopyranose 6-phosphate where α-D-glucose is the sugar component

Structure

MOL SDF PDB SMILES InChI

Synonyms:

6-O-phosphono-a-D-Glucopyranose
6-O-phosphono-alpha-D-Glucopyranose
6-O-phosphono-α-D-glucopyranose
a-D-Glucose 6-phosphate
a-D-Glucose 6-phosphoric acid
a-D-GLUCOSE-6-phosphate
a-D-GLUCOSE-6-phosphoric acid
alpha-D-Glucose 6-phosphoric acid
ALPHA-D-GLUCOSE-6-phosphATE
alpha-D-GLUCOSE-6-phosphoric acid
α-D-glucose 6-phosphate
α-D-Glucose 6-phosphate
α-D-glucose 6-phosphoric acid
α-D-Glucose 6-phosphoric acid
α-D-glucose-6-phosphate
α-D-glucose-6-phosphoric acid

Chemical Formula:

C₆H₁₃O₉P

Weight:

Average: 260.1358
Monoisotopic: 260.029718526

InChI Key:

NBSCHQHZLSJFNQ-DVKNGEFBSA-N

InChI:

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

CAS number:

Not Available

IUPAC Name:

{[(2R,3S,4S,5R,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}phosphonic acid

Traditional IUPAC Name:

α-D-glucose 6-phosphate

SMILES:

O[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]1O

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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexose 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 Framework

Aliphatic heteromonocyclic compounds

External Descriptors

D-glucopyranose 6-phosphate (CHEBI:17665 )

Physical Properties

State:

Not Available

Charge:

-2

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	31.4 g/L	ALOGPS
logP	-2.1	ALOGPS
logP	-3.1	ChemAxon
logS	-0.92	ALOGPS
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	46.8 m³·mol⁻¹	ChemAxon
Polarizability	20.56 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

Glucose 6-phosphate + Alpha-D-glucose 6-phosphate <> beta-D-Glucose 6-phosphate
Alpha-D-glucose 1-phosphate > Alpha-D-glucose 6-phosphate
Alpha-D-glucose 6-phosphate > beta-D-Glucose 6-phosphate
Alpha-D-glucose 6-phosphate > α-D-glucose 1-phosphate
Alpha-D-glucose 6-phosphate <> Alpha-D-glucose 1-phosphate
UDP-Glucose + Alpha-D-glucose 6-phosphate > Uridine 5'-diphosphate + Trehalose 6-phosphate + Hydrogen ion + Uridine 5'-diphosphate
Glucose 6-phosphate + Alpha-D-glucose 6-phosphate <> beta-D-Glucose 6-phosphate
Glucose 6-phosphate + Alpha-D-glucose 6-phosphate <> beta-D-Glucose 6-phosphate

SMPDB Pathways:

Galactose metabolism	PW000821
Starch and sucrose metabolism	PW000941
colanic acid building blocks biosynthesis	PW000951

KEGG Pathways:

Galactose metabolism ec00052
Glycolysis / Gluconeogenesis ec00010
Metabolic pathways eco01100
Microbial metabolism in diverse environments ec01120
Starch and sucrose metabolism ec00500

EcoCyc Pathways:

Not Available

Concentrations

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-9740000000-a6e81224fb97751dc2e6	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-000i-9000000000-968c6c3b67e18b5f76ee	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0002-9400000000-7915b6ed71501fad3fc4	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0a4i-0090000000-e8b45476ee838b1a65f3	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-a539479c0fdb3773b79c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-9000000000-e7f6a8f6fd02eb7302a4	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0006-0090000000-3a7b06dc151f201c7fec	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0490000000-1a5b3049c27a2a9b8996	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dm-4940000000-cbc695bef22278b36879	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uka-8900000000-320e52be29673422365e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6r-6290000000-e76ad7d6142e19f5a9c2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-e27be76de6d71ada7083	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-9540d84c7e74555e7a01	View in MoNA
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer

References

References:

Not Available

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	17665
HMDB ID	Not Available
Pubchem Compound ID	439284
Kegg ID	C00668
ChemSpider ID	Not Available
Wikipedia ID	Not Available
BioCyc ID	Not Available
Ligand Expo	G6P

Enzymes

Protein Details

1. Glucose-6-phosphate isomerase

General function:: Involved in glucose-6-phosphate isomerase activity
Specific function:: D-glucose 6-phosphate = D-fructose 6- phosphate
Gene Name:: pgi
Uniprot ID:: P0A6T1
Molecular weight:: 61529

Reactions

D-glucose 6-phosphate = D-fructose 6-phosphate.

Protein Details

2. Glucokinase

General function:: Involved in glucokinase activity
Specific function:: Not highly important in E.coli as glucose is transported into the cell by the PTS system already as glucose 6-phosphate
Gene Name:: glk
Uniprot ID:: P0A6V8
Molecular weight:: 34723

Reactions

ATP + D-glucose = ADP + D-glucose 6-phosphate.

Protein Details

3. Alpha,alpha-trehalose-phosphate synthase [UDP-forming]

General function:: Involved in catalytic activity
Specific function:: Catalyzes the transfer of glucose from UDP-glucose to glucose-6-phosphate to form alpha,alpha-1,1 trehalose-6-phosphate. Acts with retention of the anomeric configuration of the UDP-sugar donor. Essential for viability of the cells at low temperatures and at elevated osmotic strength
Gene Name:: otsA
Uniprot ID:: P31677
Molecular weight:: 53611

Reactions

UDP-glucose + D-glucose 6-phosphate = UDP + alpha,alpha-trehalose 6-phosphate.

Protein Details

4. Phosphoglucomutase

General function:: Involved in intramolecular transferase activity, phosphotransferases
Specific function:: This enzyme participates in both the breakdown and synthesis of glucose
Gene Name:: pgm
Uniprot ID:: P36938
Molecular weight:: 58361

Reactions

Alpha-D-glucose 1-phosphate = alpha-D-glucose 6-phosphate.

Protein Details

5. Glucose-specific phosphotransferase enzyme IIA component

General function:: Involved in sugar:hydrogen symporter activity
Specific function:: The phosphoenolpyruvate-dependent sugar phosphotransferase system (sugar PTS), a major carbohydrate active -transport system, catalyzes the phosphorylation of incoming sugar substrates concomitantly with their translocation across the cell membrane. This system is involved in glucose transport
Gene Name:: crr
Uniprot ID:: P69783
Molecular weight:: 18251

Reactions

Protein EIIA N(pi)-phospho-L-histidine + protein EIIB = protein EIIA + protein EIIB N(pi)-phospho-L-histidine/cysteine.

Protein Details

6. PTS system glucose-specific EIICB component

General function:: Involved in protein-N(PI)-phosphohistidine-sugar phosphotransferase activity
Specific function:: The phosphoenolpyruvate-dependent sugar phosphotransferase system (sugar PTS), a major carbohydrate active -transport system, catalyzes the phosphorylation of incoming sugar substrates concomitantly with their translocation across the cell membrane. This system is involved in glucose transport. This enzyme is also a chemoreceptor monitoring the environment for changes in sugar concentration
Gene Name:: ptsG
Uniprot ID:: P69786
Molecular weight:: 50676

Reactions

Protein EIIB N(pi)-phospho-L-histidine/cysteine + sugar = protein EIIB + sugar phosphate.

Protein Details

7. conserved protein

General function:: Not Available
Specific function:: Not Available
Gene Name:: yeaD
Uniprot ID:: P39173
Molecular weight:: Not Available

Transporters

Protein Details

1. PTS system glucose-specific EIICB component

General function:: Involved in protein-N(PI)-phosphohistidine-sugar phosphotransferase activity
Specific function:: The phosphoenolpyruvate-dependent sugar phosphotransferase system (sugar PTS), a major carbohydrate active -transport system, catalyzes the phosphorylation of incoming sugar substrates concomitantly with their translocation across the cell membrane. This system is involved in glucose transport. This enzyme is also a chemoreceptor monitoring the environment for changes in sugar concentration
Gene Name:: ptsG
Uniprot ID:: P69786
Molecular weight:: 50676

Reactions

Protein EIIB N(pi)-phospho-L-histidine/cysteine + sugar = protein EIIB + sugar phosphate.

Alpha-D-glucose 6-phosphate (ECMDB23064) (M2MDB003454)

Structure for #<Compound:0xa681a258>

Enzymes

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Transporters

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