Showing metabocard for beta-D-Fructose 1,6-bisphosphate (MMDBc0030043)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:51:46 UTC
Update Date2024-10-11 02:50:28 UTC
Metabolite IDMMDBc0030043
Metabolite Identification
Common Namebeta-D-Fructose 1,6-bisphosphate
DescriptionBeta-D-fructose 1,6-bisphosphate is a member of the chemical class known as Pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. The hydrolysis of fructose 1,6-bisphosphate to fructose 6-phosphate is a key reaction of carbohydrate metabolism. (PMID 3008716 ) Fructose-1,6-bisphosphate (F-1,6-P2) is an allosteric activator of two key enzymes of glycolysis: phosphofructokinase and pyruvate kinase. (PMID 18025560 ) In gluconeogenesis, fructose 6-phosphate is formed from fructose 1,6-bisphosphate, and if fructose 1,6-bisphosphate were reformed by the phosphofructokinase reaction there would be a "gluconeogenic futile cycle". (PMID 6217196 ) Fructose-1,6-bisphosphate (FBP) aldolase is an essential glycolytic enzyme that reversibly cleaves its ketohexose substrate into triose phosphates. (PMID 14699122 ) Fructose 1-phosphate is a metabolite that plays a regulatory role in metabolism and is best measured using an assay based on its conversion to fructose 1,6-bisphosphate by a bacterial fructose-1-phosphate kinase (Fru1PK). (PMID 10833389 ) For growth, the assimilated fructose is sequentially phosphorylated by ATP and (i) manno(fructo)kinase, to form fructose 6-phosphate, and (ii) phosphofructokinase, to form fructose 1,6-bisphosphate, which is a member of central routes of glycolysis and gluconeogenesis. (PMID 17159144 )
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x0000559d05119e30>

Download
3D MOL for #<Metabolite:0x0000559d05119e30>
Download
3D SDF for #<Metabolite:0x0000559d05119e30>
Download
3D-SDF for #<Metabolite:0x0000559d05119e30>
Download
PDB for #<Metabolite:0x0000559d05119e30>
Download
3D PDB for #<Metabolite:0x0000559d05119e30>
Download
SMILES for #<Metabolite:0x0000559d05119e30>
Download
INCHI for #<Metabolite:0x0000559d05119e30>
Download
Synonyms
ValueSource
1,6-Di-O-phosphono-beta-D-fructofuranoseChEBI
BETA FRUCTOSE 1,6-diphosphATEChEBI
beta-D-Fructose 1,6-bisphosphateChEBI
FosfructoseChEBI
1,6-Di-O-phosphono-b-D-fructofuranoseGenerator
1,6-Di-O-phosphono-β-D-fructofuranoseGenerator
b FRUCTOSE 1,6-diphosphateGenerator
b FRUCTOSE 1,6-diphosphoric acidGenerator
beta FRUCTOSE 1,6-diphosphoric acidGenerator
Β fructose 1,6-diphosphateGenerator
Β fructose 1,6-diphosphoric acidGenerator
b-D-Fructose 1,6-bisphosphateGenerator
b-D-Fructose 1,6-bisphosphoric acidGenerator
beta-D-Fructose 1,6-bisphosphoric acidGenerator
Β-D-fructose 1,6-bisphosphateGenerator
Β-D-fructose 1,6-bisphosphoric acidGenerator
Fructose 1,6-bisphosphoric acidGenerator
Fructose-1,6-diphosphateHMDB
Fructose-1,6-diphosphate, calcium saltHMDB
Fructose-1,6-diphosphate, disodium saltHMDB
Fructose-1,6-diphosphate, trisodium saltHMDB
Fructose-1,6-diphosphate, 2-(18)O-labeledHMDB
Fructose-1,6-diphosphate, calcium (1:2) saltHMDB
Fructose-1,6-diphosphate, monosodium saltHMDB
Strontium fructose 1,6-diphosphateHMDB
SR-FDPHMDB
Fructose 1,6-diphosphateHMDB
Fructose-1,6-diphosphate, (L)-isomerHMDB
Fructose-1,6-diphosphate, (alpha-D)-isomerHMDB
Fructose-1,6-diphosphate, barium (1:2) saltHMDB
Fructose-1,6-diphosphate, sodium salt, monohydrateHMDB
Fructose-1,6-diphosphate, tetrasodium saltHMDB
Strontium fructose-1,6-diphosphateHMDB
Fructose-1,6-diphosphate magnesium saltHMDB
Fructose-1,6-diphosphate, (beta-D)-isomerHMDB
Fructose-1,6-diphosphate, tetrapotassium saltHMDB
D-Fructose 1,6-biphosphateHMDB
D-Fructose 1,6-bisphosphateHMDB
D-Fructose 1,6-diphosphateHMDB
DiphosphofructoseHMDB
Fructose 1,6-bis(dihydrogen phosphate)HMDB
beta-D-Fructofuranose 1,6-bisphosphateHMDB
beta-D-Fructofuranose 1,6-diphosphateHMDB
beta-D-Fructose 1,6-diphosphateHMDB
Β-D-fructofuranose 1,6-bisphosphateHMDB
Β-D-fructofuranose 1,6-diphosphateHMDB
Β-D-fructose 1,6-diphosphateHMDB
Fructose 1,6-bisphosphateMeSH
b-D-Fructofuranose 1,6-bisphosphateGenerator
b-D-Fructofuranose 1,6-bisphosphoric acidGenerator
beta-D-Fructofuranose 1,6-bisphosphoric acidGenerator
Β-D-fructofuranose 1,6-bisphosphoric acidGenerator
Molecular FormulaC6H14O12P2
Average Mass340.1157
Monoisotopic Mass339.996048936
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number125740-83-2
SMILESNot Available
InChI Identifier
InChI=1S/C6H14O12P2/c7-4-3(1-16-19(10,11)12)18-6(9,5(4)8)2-17-20(13,14)15/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-,4-,5+,6-/m1/s1
InChI KeyRNBGYGVWRKECFJ-ARQDHWQXSA-N