Cannabis Compound Database: Showing Compound Card for beta-D-Glucose 6-phosphate (CDB004960)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (8) Show 9 proteins XML

Record Information

Version

1.0

Created at

2020-04-17 18:54:45 UTC

Updated at

2020-11-18 16:39:06 UTC

CannabisDB ID

CDB004960

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

beta-D-Glucose 6-phosphate

Description

beta-D-Glucose 6-phosphate, also known as b-D-glucose 6-phosphoric acid or 6-O-phosphono-b-D-glucopyranose, 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. beta-D-Glucose 6-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). beta-D-Glucose 6-phosphate exists in all living species, ranging from bacteria to humans. Outside of the human body, beta-D-Glucose 6-phosphate has been detected, but not quantified in, several different foods, such as breadnut tree seeds, green beans, celery stalks, sesames, and common beets. This could make beta-D-glucose 6-phosphate a potential biomarker for the consumption of these foods. A D-glucopyranose 6-phosphate in which the anomeric centre has beta-configuration. beta-D-Glucose 6-phosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-H2PO3glcbeta	ChEBI
6-O-Phosphono-beta-D-glucopyranose	ChEBI
beta-D-Glucose 6-(dihydrogen phosphate)	ChEBI
beta-D-Glucose 6-phosphic acid	ChEBI
BETA-D-GLUCOSE-6-phosphATE	ChEBI
6-O-Phosphono-b-D-glucopyranose	Generator
6-O-Phosphono-β-D-glucopyranose	Generator
b-D-Glucose 6-(dihydrogen phosphate)	Generator
b-D-Glucose 6-(dihydrogen phosphoric acid)	Generator
beta-D-Glucose 6-(dihydrogen phosphoric acid)	Generator
Β-D-glucose 6-(dihydrogen phosphate)	Generator
Β-D-glucose 6-(dihydrogen phosphoric acid)	Generator
b-D-Glucose 6-phosphate	Generator
b-D-Glucose 6-phosphoric acid	Generator
beta-D-Glucose 6-phosphoric acid	Generator
Β-D-glucose 6-phosphate	Generator
Β-D-glucose 6-phosphoric acid	Generator
b-D-GLUCOSE-6-phosphate	Generator
b-D-GLUCOSE-6-phosphoric acid	Generator
beta-D-GLUCOSE-6-phosphoric acid	Generator
Β-D-glucose-6-phosphate	Generator
Β-D-glucose-6-phosphoric acid	Generator

Chemical Formula

C₆H₁₃O₉P

Average Molecular Weight

260.14

Monoisotopic Molecular Weight

260.0297

IUPAC Name

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

Traditional Name

β-D-glucose 6-phosphate

CAS Registry Number

15209-12-8

SMILES

O[C@@H]1O[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 Key

NBSCHQHZLSJFNQ-VFUOTHLCSA-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.

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:17719 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	-3.643	Not Available

Predicted Properties

Property	Value	Source
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	20.96 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	beta-D-Glucose 6-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0005-9740000000-a6e81224fb97751dc2e6	Spectrum
Predicted GC-MS	beta-D-Glucose 6-phosphate, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-001i-5572890000-1bd34b89c6cb6aadc13c	Spectrum
Predicted GC-MS	beta-D-Glucose 6-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	beta-D-Glucose 6-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0490000000-1a5b3049c27a2a9b8996	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dm-4940000000-cbc695bef22278b36879	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uka-8900000000-320e52be29673422365e	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6r-6290000000-e76ad7d6142e19f5a9c2	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-e27be76de6d71ada7083	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-9540d84c7e74555e7a01	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6s-9060000000-b446300429049a22bea4	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-d5aaca13a836cb9f1725	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dm-0970000000-40dbaf3d3c72cf65bf47	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ot-7900000000-00bc03290b6c0bfb7f84	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000t-9000000000-7a6ff6606f1dbc2f0ae4	2021-09-23	View Spectrum

NMR

Not Available

Pathways

Name	SMPDB/Pathwhiz	KEGG
Glycolysis
Gluconeogenesis
Pentose Phosphate Pathway
Trehalose Degradation		Not Available
Glucose-6-phosphate dehydrogenase deficiency		Not Available

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
Glucokinase	GCK	7p15.3-p15.1	P35557	details
Hexokinase-3	HK3	5q35.2	P52790	details
Hexokinase-2	HK2	2p13	P52789	details
Hexokinase-1	HK1	10q22	P19367	details
Glucose-6-phosphate 1-dehydrogenase	G6PD	Xq28	P11413	details
ADP-dependent glucokinase	ADPGK	15q24.1	Q9BRR6	details
Glucose-6-phosphate isomerase	GPI	19q13.1	P06744	details
Putative hexokinase HKDC1	HKDC1	10q22.1	Q2TB90	details

Transporters

Not Available

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
ADP-dependent glucokinase	ADPGK	15q24.1	Q9BRR6	details

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0003498

DrugBank ID

DB04122

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB031291

KNApSAcK ID

Not Available

Chemspider ID

388538

KEGG Compound ID

C01172

BioCyc ID

GLC-6-P

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439427

PDB ID

Not Available

ChEBI ID

17719

References

General References

Not Available

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. Glucose-6-phosphate isomerase

General function:: Involved in glucose-6-phosphate isomerase activity
Specific function:: Besides it's role as a glycolytic enzyme, mammalian GPI can function as a tumor-secreted cytokine and an angiogenic factor (AMF) that stimulates endothelial cell motility. GPI is also a neurotrophic factor (Neuroleukin) for spinal and sensory neurons.
Gene Name:: GPI
Uniprot ID:: P06744
Molecular weight:: 63146.745

Enzyme Details

8. Putative hexokinase HKDC1

General function:: Not Available
Specific function:: Not Available
Gene Name:: HKDC1
Uniprot ID:: Q2TB90
Molecular weight:: 102513.88

Showing Compound Card for beta-D-Glucose 6-phosphate (CDB004960)

Structure for CDB004960 (beta-D-Glucose 6-phosphate)

Enzymes