Cannabis Compound Database: Showing Compound Card for β-D-Fructose 6-phosphate (CDB005254)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (21) Show 29 proteins XML

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Record Information

Version

1.0

Created at

2020-04-17 19:24:45 UTC

Updated at

2020-11-18 16:39:37 UTC

CannabisDB ID

CDB005254

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

β-D-Fructose 6-phosphate

Description

Beta-D-Fructose 6-phosphate, also known as 6-O-phosphono-b-D-fructofuranose or b-D-fructose 6-phosphoric acid, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. A D-fructofuranose 6-phosphate with a beta-configuration at the anomeric position. Beta-D-Fructose 6-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Beta-D-Fructose 6-phosphate exists in all living species, ranging from bacteria to humans. β-D-Fructose 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-O-Phosphono-beta-D-fructofuranose	ChEBI
FRUCTOSE-6-phosphATE	ChEBI
6-O-Phosphono-b-D-fructofuranose	Generator
6-O-Phosphono-β-D-fructofuranose	Generator
FRUCTOSE-6-phosphoric acid	Generator
b-D-Fructose 6-phosphate	Generator
b-D-Fructose 6-phosphoric acid	Generator
beta-D-Fructose 6-phosphoric acid	Generator
Β-D-fructose 6-phosphate	Generator
Β-D-fructose 6-phosphoric acid	Generator

Chemical Formula

C₆H₁₃O₉P

Average Molecular Weight

260.14

Monoisotopic Molecular Weight

260.0297

IUPAC Name

{[(2R,3S,4S,5R)-3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methoxy}phosphonic acid

Traditional Name

β-D-fructofuranose 6-phosphate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C6H13O9P/c7-2-6(10)5(9)4(8)3(15-6)1-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4-,5+,6-/m1/s1

InChI Key

BGWGXPAPYGQALX-ARQDHWQXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose 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

Pentose phosphates

Alternative Parents

Substituents

Pentose phosphate
Pentose-5-phosphate
C-glycosyl compound
Glycosyl compound
Monosaccharide phosphate
Monoalkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Alkyl phosphate
Tetrahydrofuran
Secondary alcohol
Hemiacetal
Polyol
Organoheterocyclic compound
Oxacycle
Primary alcohol
Alcohol
Hydrocarbon derivative
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

D-fructofuranose 6-phosphate (CHEBI:16084 )

Ontology

Disposition

Source:

Endogenous

Biological location:

Organ and components:

Prostate

Subcellular:

Cytoplasm

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	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2.1	ALOGPS
logP	-2.9	ChemAxon
logS	-0.89	ALOGPS
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	-3.5	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	4	ChemAxon
Refractivity	47.23 m³·mol⁻¹	ChemAxon
Polarizability	20.92 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
GC-MS	β-D-Fructose 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-00di-9422000000-bee9b5c8192cd70afd4b	Spectrum
GC-MS	β-D-Fructose 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-00di-9422000000-bee9b5c8192cd70afd4b	Spectrum
Predicted GC-MS	β-D-Fructose 6-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0005-9330000000-5c27e76b48f712dafdf1	Spectrum
Predicted GC-MS	β-D-Fructose 6-phosphate, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0540-8097650000-bd7cf45abb555a5c08da	Spectrum
Predicted GC-MS	β-D-Fructose 6-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0002-9200000000-890d2bc5c099d333bb87	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0a4i-0090000000-9e5a9a987b6541abb2c7	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0ab9-0000509000-ba24f5137a9692d147ab	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-2980000000-6b021fc643037857d79c	2015-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dj-6950000000-9aeea6f58646b1ddfd2d	2015-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00ds-9300000000-163fede30ff57a757356	2015-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6r-7390000000-3b9471399e651e34edcb	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-107d49541ec3b4b1213f	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-9182363b16cd6b3e720b	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-3090000000-7ae40fd439a28bd2393e	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9010000000-53fac253975be4bb66f7	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	splash10-03dj-1790000000-cf4773c8e21b0c55570e	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9810000000-21980e2a6a612b295b9d	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000t-9000000000-a08dc200cb22f420d5bc	2021-09-23	View Spectrum

NMR

Not Available

Pathways

Name	SMPDB/Pathwhiz	KEGG
Starch and Sucrose Metabolism
Glycogen synthetase deficiency		Not Available
Glycogenosis, Type III. Cori disease, Debrancher glycogenosis		Not Available
Glycogenosis, Type IV. Amylopectinosis, Anderson disease		Not Available
Glycogenosis, Type VI. Hers disease		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
6-phosphofructokinase type C	PFKP	10p15.3-p15.2	Q01813	details
6-phosphofructokinase, liver type	PFKL	21q22.3	P17858	details
6-phosphofructokinase, muscle type	PFKM	12q13.3	P08237	details
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3	PFKFB3	10p15.1	Q16875	details
Mannose-6-phosphate isomerase	MPI	15q22-qter	P34949	details
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 4	PFKFB4	3p22-p21	Q16877	details
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 1	PFKFB1	Xp11.21	P16118	details
Transketolase-like protein 1	TKTL1	Xq28	P51854	details
Fructose-1,6-bisphosphatase isozyme 2	FBP2	9q22.3	O00757	details
Transaldolase	TALDO1	11p15.5-p15.4	P37837	details
Fructose-1,6-bisphosphatase 1	FBP1	9q22.3	P09467	details
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 2	PFKFB2	1q31	O60825	details
Transketolase	TKT	3p14.3	P29401	details
Glucose-6-phosphate isomerase	GPI	19q13.1	P06744	details
Transketolase-like protein 2	TKTL2	4q32.2	Q9H0I9	details
Putative hexokinase HKDC1	HKDC1	10q22.1	Q2TB90	details
Fructose-2,6-bisphosphatase TIGAR	TIGAR	12p13.3	Q9NQ88	details

Transporters

Not Available

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
6-phosphofructokinase type C	PFKP	10p15.3-p15.2	Q01813	details
6-phosphofructokinase, liver type	PFKL	21q22.3	P17858	details
6-phosphofructokinase, muscle type	PFKM	12q13.3	P08237	details
Mannose-6-phosphate isomerase	MPI	15q22-qter	P34949	details
Transketolase-like protein 1	TKTL1	Xq28	P51854	details
Fructose-1,6-bisphosphatase isozyme 2	FBP2	9q22.3	O00757	details
Fructose-1,6-bisphosphatase 1	FBP1	9q22.3	P09467	details
Transketolase-like protein 2	TKTL2	4q32.2	Q9H0I9	details

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0003971

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fructose_6-phosphate

METLIN ID

Not Available

PubChem Compound

440641

PDB ID

Not Available

ChEBI ID

16084

References

General References

Not Available

Only showing the first 10 proteins. There are 29 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. 6-phosphofructokinase type C

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

Enzyme Details

6. 6-phosphofructokinase, liver type

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

Enzyme Details

7. 6-phosphofructokinase, muscle type

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

Enzyme Details

8. 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3

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

Enzyme Details

9. Mannose-6-phosphate isomerase

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

Enzyme Details

10. 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 4

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

Only showing the first 10 proteins. There are 29 proteins in total.

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Showing Compound Card for β-D-Fructose 6-phosphate (CDB005254)

Structure for CDB005254 (β-D-Fructose 6-phosphate)

Enzymes