Cannabis Compound Database: Showing Compound Card for Fructose 6-phosphate (CDB005082)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (18) Show 24 proteins XML

Record Information

Version

1.0

Created at

2020-04-17 19:07:31 UTC

Updated at

2020-11-18 16:39:18 UTC

CannabisDB ID

CDB005082

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Fructose 6-phosphate

Description

Fructose 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

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
D-Fructose 6-phosphate	ChEBI
D-Fructose 6-phosphoric acid	ChEBI
Fructose-6-phosphate	ChEBI
Neuberg ester	ChEBI
Fructose-6-phosphoric acid	Generator
Fructose 6-phosphoric acid	Generator
D-Fructose 6-phosphorate	HMDB
D-Fructose-6-p	HMDB
D-Fructose-6-phosphate	HMDB
FPC	HMDB
Fru-6-p	HMDB
Fructose-6-p	HMDB
Fructose-6P	HMDB
Fructose-6-phosphate, (alpha-D)-isomer	HMDB
Fructose-6-phosphate, (beta-D)-isomer	HMDB
Fructose-6-phosphate, disodium salt, (D)-isomer	HMDB
Fructose-6-phosphate, (D)-isomer	HMDB
Fructose-6-phosphate, 1-(14)C-labeled, (D)-isomer	HMDB
Fructose-6-phosphate, 2-(14)C-labeled, (D)-isomer	HMDB
Fructose-6-phosphate, barium (1:1) salt, (D)-isomer	HMDB
Fructose-6-phosphate, barium salt, (D)-isomer	HMDB
Fructose-6-phosphate, sodium salt, (D)-isomer	HMDB
Fructose-6-phosphate, calcium salt, (D)-isomer	HMDB
Fructose-6-phosphate, magnesium (1:1) salt, (D)-isomer	HMDB
Fructose-6-phosphate, sodium salt	HMDB

Chemical Formula

C₆H₁₃O₉P

Average Molecular Weight

260.14

Monoisotopic Molecular Weight

260.0297

IUPAC Name

{[(2R,3R,4S)-2,3,4,6-tetrahydroxy-5-oxohexyl]oxy}phosphonic acid

Traditional Name

D-fructose 6-phosphate

CAS Registry Number

643-13-0

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 Key

GSXOAOHZAIYLCY-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.

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
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 Framework

Aliphatic acyclic compounds

External Descriptors

D-fructose 6-phosphate (CHEBI:15946 )

Ontology

Disposition

Source:

Endogenous

Biological location:

Organ and components:

Biofluid and excreta:

Subcellular:

Cytoplasm

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	911 mg/mL	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.9	ALOGPS
logP	-3.4	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	164.75 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	48.43 m³·mol⁻¹	ChemAxon
Polarizability	20.78 Å³	ChemAxon
Number of Rings	0	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	Fructose 6-phosphate, 6 TMS, GC-MS Spectrum	splash10-0gba-1943000000-9b9bb3f9964b519fa26b	Spectrum
GC-MS	Fructose 6-phosphate, 6 TMS, GC-MS Spectrum	splash10-014j-1943000000-0be5d726668730e99be0	Spectrum
GC-MS	Fructose 6-phosphate, 6 TMS, GC-MS Spectrum	splash10-014j-1954000000-9fa83268db2925e9478d	Spectrum
GC-MS	Fructose 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-000b-0934000000-eb61ccae8d0b23564bc7	Spectrum
GC-MS	Fructose 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-000b-0934000000-c2a49f4f2d11d3e60a9e	Spectrum
GC-MS	Fructose 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-000j-0925000000-a6b6a121cb447c890019	Spectrum
GC-MS	Fructose 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-0f7a-1934000000-b28e738e5093324060d9	Spectrum
GC-MS	Fructose 6-phosphate, 1 MEOX; 6 TMS, GC-MS Spectrum	splash10-014i-3966000000-fee84a4ec7828d92e8b6	Spectrum
GC-MS	Fructose 6-phosphate, 1 MEOX; 6 TMS, GC-MS Spectrum	splash10-014i-1955000000-32da70382eccbcbbb574	Spectrum
GC-MS	Fructose 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-0gba-1943000000-9b9bb3f9964b519fa26b	Spectrum
GC-MS	Fructose 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-014j-1943000000-0be5d726668730e99be0	Spectrum
GC-MS	Fructose 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-014j-1954000000-9fa83268db2925e9478d	Spectrum
GC-MS	Fructose 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-000b-0934000000-eb61ccae8d0b23564bc7	Spectrum
GC-MS	Fructose 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-000b-0934000000-c2a49f4f2d11d3e60a9e	Spectrum
GC-MS	Fructose 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-000j-0925000000-a6b6a121cb447c890019	Spectrum
GC-MS	Fructose 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-0f7a-1934000000-b28e738e5093324060d9	Spectrum
GC-MS	Fructose 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-014i-3966000000-fee84a4ec7828d92e8b6	Spectrum
GC-MS	Fructose 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-014i-1955000000-32da70382eccbcbbb574	Spectrum
GC-MS	Fructose 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-0gba-1933000000-1c8febd80da1382bec31	Spectrum
Predicted GC-MS	Fructose 6-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0k97-9840000000-4f9f16f21249d9870dfa	Spectrum
Predicted GC-MS	Fructose 6-phosphate, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00o9-7934540000-e23e661c1babf5e063a8	Spectrum
Predicted GC-MS	Fructose 6-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Fructose 6-phosphate, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Fructose 6-phosphate, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Fructose 6-phosphate, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0229-5090000000-281699f4bce06db0b1b0	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-006x-9730000000-b72576e6bb1ae73e6881	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0kbf-9740000000-130bb715a91e870b5480	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-0aor-0690000000-b640c7fba12f06d6bfa2	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-00kb-9710000000-5d6429381cefb6a2bdc7	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-0002-9100000000-51c3f5ca7ef3f190f1df	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-054k-9000000000-75c50b162633f723546d	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-004i-9000000000-07895e6c6f3e4a816391	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0aor-0690000000-b640c7fba12f06d6bfa2	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9000000000-f31b175fc6a9941a2451	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9220000000-962294aed3032864dc90	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-c2dc78595233b4d4df78	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dl-3590000000-3fc4dac2f46082421870	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0c04-9610000000-77e7a6ced5ab4dda6f86	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9200000000-e4500e644878a4632447	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0ar9-9720000000-7ca18e5a32ef069ff21a	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9200000000-00032f32c05509571a9f	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-5e859d2084880df68725	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000b-9620000000-1a2150ea2d68dcce9b24	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002b-9000000000-f2969657deda9ac99077	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-d5aaca13a836cb9f1725	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dm-2980000000-ccecfa1c0258f9267846	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9100000000-550809f9719b91a7807a	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9000000000-501178ab2f5d5affab48	2021-09-24	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C 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

Name	SMPDB/Pathwhiz	KEGG
Glycolysis
Gluconeogenesis
Fructose and Mannose Degradation
Pentose Phosphate Pathway
Amino Sugar Metabolism

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
Glucosamine-6-phosphate isomerase 1	GNPDA1	5q21	P46926	details
Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 2	GFPT2	5q34-q35	O94808	details
Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1	GFPT1	2p13	Q06210	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
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
Glucosamine-6-phosphate isomerase 2	GNPDA2	4p12	Q8TDQ7	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
Fructose-1,6-bisphosphatase isozyme 2	FBP2	9q22.3	O00757	details
Fructose-1,6-bisphosphatase 1	FBP1	9q22.3	P09467	details

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0000124

DrugBank ID

DB04493

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB021896

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

15946

References

General References

Not Available

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

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Enzymes

Enzyme Details

1. Glucosamine-6-phosphate isomerase 1

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

Enzyme Details

2. Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 2

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

Enzyme Details

3. Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1

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

Enzyme Details

4. 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

5. 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

6. 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

7. 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

8. 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

9. 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

Enzyme Details

10. 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 1

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.

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Showing Compound Card for Fructose 6-phosphate (CDB005082)

Structure for CDB005082 (Fructose 6-phosphate)

Enzymes