D-Fructose 6-phosphate (BioCAD00000009302)

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Metabolite Card

Formula: C6H13O9P (260.0297)
SMILES: OCC(=O)[C@@H](O)[C@H](O)[C@H](O)COP(O)(O)=O

Synonyms [en]

D-Fructose 6-phosphate; fructose-6-phosphate; D-Fructose 6-phosphoric acid; Fructose 6-Phosphate; Neuberg ester; D-fructose-6-phosphate

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

D-Fructose 6-phosphate. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000009302). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Fructose 6-phosphate (F6P) 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. F6P is a derivative of fructose, which has been phosphorylated at the 6-hydroxy group. Fructose 6-phosphate is a fundamental metabolite and exists in all living species, ranging from bacteria to plants to humans. The great majority of glucose is converted to fructose 6-phosphate as part of the glycolytic metabolic pathway (glycolysis). Specifically, F6P is produce is produced by the isomerisation of glucose 6-phosphate via the enzyme phosphoglucose isomerase. F6P is in turn further phosphorylated to fructose-1,6-bisphosphate by the enzyme phosphofructokinase-1. Glycolysis is the metabolic pathway that converts glucose into pyruvic acid. The free energy released in this process is used to form ATP and reduced nicotinamide adenine dinucleotide (NADH). In addition to its key involvement in glycolysis, fructose 6-phosphate can also be biosynthesized from glucosamine 6-phosphate via the enzyme glucosamine-6-phosphate isomerase 1. In addition, 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.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 26177-86-6
  • CAS Registry Number: 56-83-7
  • CAS Registry Number: 643-13-0
  • CAS Registry Number: 6814-87-5
  • PubChem: 439160
  • PubChem: 440641
  • PubChem: 69507
  • ChEBI: ChEBI:15946
  • ChEBI: ChEBI:16084
  • ChEBI: ChEBI:61553
  • HMDB: HMDB0000124
  • HMDB: HMDB0003971
  • HMDB: HMDB00124
  • KEGG: C00085
  • BioCyc: CPD-15709
  • NCBI MeSH: fructose-6-phosphate
  • Wikipedia: Fructose 6-phosphate
  • Wikipedia: Fructose_6-phosphate
  • DrugBank: DB04493
  • RefMet: RM0030190
  • MoNA: BAF_UVA_POS000236
  • MoNA: BAF_UVA_POS000237
  • MoNA: CCMSLIB00000578226
  • MoNA: CCMSLIB00005464343
  • MoNA: CCMSLIB00005720723
  • MoNA: EMBL-MCF_spec49749
  • MoNA: EMBL_MCF_2_0_HRMS_Library000469
  • MoNA: EMBL_MCF_2_0_HRMS_Library000470
  • MoNA: FiehnLib001067
  • MoNA: HMDB0000124_c_ms_1918
  • MoNA: HMDB0000124_c_ms_1920
  • MoNA: HMDB0000124_ms_ms_183
  • MoNA: HMDB0000124_ms_ms_184
  • MoNA: HMDB0000124_ms_ms_185
  • MoNA: KO000744
  • MoNA: KO000745
  • MoNA: KO000746
  • MoNA: KO000747
  • MoNA: KO000748
  • MoNA: KZ000022
  • MoNA: KZ000134
  • MoNA: KZ000135
  • MoNA: MoNA024091
  • MoNA: MoNA024123
  • MoNA: MoNA034025
  • MoNA: MoNA034026
  • MoNA: MoNA034027
  • MoNA: MoNA037871
  • MoNA: OUF00163
  • MoNA: OUF00164
  • MoNA: OUF00165
  • MoNA: OUF00166
  • MoNA: PR010049
  • MoNA: PR100546
  • MoNA: PS020702
  • MoNA: PS020703
  • MoNA: PS020704
  • MoNA: PS020707
  • MoNA: PS020708
  • Metlin: METLIN_146
  • Coconut NaturalProduct: CNP0229982.4
  • Coconut NaturalProduct: CNP0330102.2

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00756 2.7.1.11 ATP:D-fructose-6-phosphate 1-phosphotransferase
KEGG:R00758 1.1.1.17 D-mannitol-1-phosphate:NAD+ 5-oxidoreductase
KEGG:R00760 2.7.1.1 ATP:D-fructose 6-phosphotransferase
KEGG:R00761 4.1.2.22 D-fructose-6-phosphate D-erythrose-4-phosphate-lyase (adding phosphate; acetyl-phosphate-forming)
KEGG:R00762 3.1.3.11 D-fructose-1,6-bisphosphate 1-phosphohydrolase
KEGG:R00763 3.1.3.46 beta-D-fructose-2,6-bisphosphate 2-phosphohydrolase
KEGG:R00764 2.7.1.90 diphosphate:D-fructose-6-phosphate 1-phosphotransferase
KEGG:R00765 3.5.99.6 D-glucosamine-6-phosphate aminohydrolase (ketol isomerizing);
KEGG:R00766 2.4.1.14 UDP-glucose:D-fructose-6-phosphate 2-alpha-D-glucosyltransferase
KEGG:R00767 2.7.1.11 CTP:D-fructose-6-phosphate 1-phosphotransferase
KEGG:R00768 2.6.1.16 L-glutamine:D-fructose-6-phosphate isomerase (deaminating);
KEGG:R00769 2.7.1.11 UTP:D-fructose-6-phosphate 1-phosphotransferase
KEGG:R00770 2.7.1.11 ITP:D-fructose-6-phosphate 1-phosphotransferase
KEGG:R00771 5.3.1.9 D-glucose-6-phosphate aldose-ketose-isomerase
KEGG:R00772 5.3.1.8 D-mannose-6-phosphate aldose-ketose-isomerase
KEGG:R00876 2.7.1.1 ITP:D-fructose 6-phosphotransferase
KEGG:R01067 2.2.1.1 D-fructose 6-phosphate:D-glyceraldehyde-3-phosphate glycolaldehyde transferase
KEGG:R01140 2.7.1.1 dATP:D-fructose 6-phosphotransferase
KEGG:R05339 5.3.1.27 D-arabino-hex-3-ulose-6-phosphate isomerase
KEGG:R05805 2.7.1.146 ADP:D-fructose-6-phosphate 1-phosphotransferase
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Organism Source

Taxonomy Source

  1. Arabidopsis thaliana [ncbi taxid: 3702]
  2. Escherichia coli [ncbi taxid: 562]
  3. Homo sapiens [ncbi taxid: 9606]

Pathway Synthetic

pathway id name
BioCyc:ECOO157_SORBDEG-PWY D-sorbitol degradation II
BioCyc:ECOL199310_SORBDEG-PWY D-sorbitol degradation II
BioCyc:ECOO157_P461-PWY hexitol fermentation to lactate, formate, ethanol and acetate
BioCyc:ECOO157_HEXITOLDEGSUPER-PWY superpathway of hexitol degradation (bacteria)
BioCyc:ECOL199310_HEXITOLDEGSUPER-PWY superpathway of hexitol degradation (bacteria)
WikiPathways:WP3641 SK UDPglcnac
PathBank:SMP0000807 Glycolysis and Pyruvate Dehydrogenase
PathBank:SMP0000851 Lipopolysaccharide Biosynthesis
PathBank:SMP0000931 Glycerol Metabolism
PathBank:SMP0000932 Glycerol Metabolism II
PathBank:SMP0000933 Glycerol Metabolism III (sn-Glycero-3-Phosphoethanolamine)
PathBank:SMP0000934 Glycerol Metabolism IV (Glycerophosphoglycerol)
PathBank:SMP0000935 Glycerol Metabolism V (Glycerophosphoserine)
PathBank:SMP0000967 Colanic Acid Building Blocks Biosynthesis
PathBank:SMP0001919 Lipopolysaccharide Biosynthesis II
PathBank:SMP0002036 D-Sorbitol Degradation II
PathBank:SMP0002071 Lipopolysaccharide Biosynthesis III
WikiPathways:WP5060 Peptidoglycan cytoplasmic synthesis and recycling pathways
Plant Reactome:R-HVU-9030769 Growth and developmental processes
Plant Reactome:R-OAU-2744345 Metabolism and regulation
View All Pathways