Showing metabocard for Fructose 1,6-bisphosphate (BMDB0001058)

IdentificationTaxonomyPhysical propertiesSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:40:30 UTC
Update Date2020-05-19 22:01:06 UTC
MCDB ID BMDB0001058
Secondary Accession Numbers
  • BMDB01058
Metabolite Identification
Common NameFructose 1,6-bisphosphate
DescriptionFructose 1,6-bisphosphate 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. Fructose 1,6-bisphosphate is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI
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
Chemical FormulaC6H14O12P2
Average Molecular Weight340.1157
Monoisotopic Molecular Weight339.996048936
IUPAC Name{[(2R,3S,4S,5R)-3,4,5-trihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]methoxy}phosphonic acid
Traditional Name[(2R,3S,4S,5R)-3,4,5-trihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]methoxyphosphonic acid
CAS Registry NumberNot Available
SMILES
O[C@H]1[C@H](O)[C@@](O)(COP(O)(O)=O)O[C@@H]1COP(O)(O)=O
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
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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentHexose phosphates
Alternative Parents
Substituents
  • Hexose phosphate
  • Pentose phosphate
  • Pentose-5-phosphate
  • C-glycosyl compound
  • Glycosyl compound
  • Monosaccharide phosphate
  • Pentose monosaccharide
  • Monoalkyl phosphate
  • Organic phosphoric acid derivative
  • Alkyl phosphate
  • Phosphoric acid ester
  • Tetrahydrofuran
  • 1,2-diol
  • Hemiacetal
  • Secondary alcohol
  • Organoheterocyclic compound
  • Oxacycle
  • Polyol
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.5ALOGPS
logP-3ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)0.89ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area203.44 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity58.11 m³·mol⁻¹ChemAxon
Polarizability25.7 ųChemAxon
Number of Rings1ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrum - GC-MS (7 TMS)splash10-014i-0497100000-d0c0dfadfe65ee3cc4e52014-06-16View Spectrum
GC-MSGC-MS Spectrum - GC-MS (1 MEOX; 7 TMS)splash10-014r-1779100000-ba60994aacef73cf86912014-06-16View Spectrum
GC-MSGC-MS Spectrum - GC-MS (1 MEOX; 7 TMS)splash10-014r-0779100000-b52ccd042ce4169961ed2014-06-16View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01xt-9532000000-c3c4929a4987e34c0dc02017-09-20View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-03fs-9412510000-0a0a9e96cc6bea61e3c72017-10-06View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12View Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 23V, negativesplash10-0006-0190000000-95a4b5217606c0b9d1fb2020-07-21View Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 23V, negativesplash10-0002-0900000000-74a1700e0fae0f6aa64e2020-07-21View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 6V, negativesplash10-000i-0009000000-631b4fa683b46f4c89cb2020-07-22View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 8V, negativesplash10-000i-1009000000-9df66c58adba653741e02020-07-22View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 10V, negativesplash10-000j-7129000000-f1414a0a896a7c132d2d2020-07-22View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 14V, negativesplash10-0002-9111000000-0fc51e8f6b123f0a59822020-07-22View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 18V, negativesplash10-0002-9100000000-762070874ad885772dc42020-07-22View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 21V, negativesplash10-0002-9100000000-d705002b3a24c5b5ac0f2020-07-22View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 25V, negativesplash10-002b-9000000000-caf9814ab914b20935612020-07-22View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 29V, negativesplash10-004j-9000000000-3b04f1a6a67ed239b0012020-07-22View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 33V, negativesplash10-004i-9000000000-388ef99a8af7f88e64472020-07-22View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 41V, negativesplash10-004i-9000000000-bc85bd9d38f2c4bf3c582020-07-22View Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 23V, negativesplash10-0006-0190000000-ba22a78fbbfc1a90ace32020-07-22View Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 23V, negativesplash10-0a4i-0900000000-b559d4679fc0eaa79be72020-07-22View Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 23V, negativesplash10-004i-9000000000-5ef060d5ec4b80c35c1a2020-07-22View Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 23V, negativesplash10-0002-9530000000-8e5076b641ebc42fb2ef2020-07-22View Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 23V, negativesplash10-004i-9000000000-5ef060d5ec4b80c35c1a2020-07-22View Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 23V, negativesplash10-0fdk-9870000000-6332e12e884d56a6c22b2020-07-22View Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 23V, negativesplash10-004i-9000000000-5ef060d5ec4b80c35c1a2020-07-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0007-6469000000-934f8ed1edcbd28bc6672015-09-15View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006y-7295000000-a5ca0806e65ba8c99e882015-09-15View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0005-9700000000-02fcc2f4b95b801c59492015-09-15View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002r-8509000000-2992f67772e061c3ffe52015-09-15View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-9ac5383c77bff5f6cb962015-09-15View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-9d902dae0eabfe2165da2015-09-15View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not Available2021-09-16View Spectrum
Concentrations
StatusValueReferenceDetails
Detected but not QuantifiedNot Applicable details
HMDB IDHMDB0001058
DrugBank IDDB04551
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022397
KNApSAcK IDNot Available
Chemspider ID9848
KEGG Compound IDC05378
BioCyc IDFRUCTOSE-16-DIPHOSPHATE
BiGG IDNot Available
Wikipedia LinkFructose 1,6-bisphosphate
METLIN ID147
PubChem Compound10267
PDB IDBFP
ChEBI ID28013
References
Synthesis ReferenceYan, Weiqun. Method for producing fructose-1,6-diphosphate (FDP). Faming Zhuanli Shenqing Gongkai Shuomingshu (2005), 7 pp.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Hagi T, Kobayashi M, Nomura M: Metabolome analysis of milk fermented by gamma-aminobutyric acid-producing Lactococcus lactis. J Dairy Sci. 2016 Feb;99(2):994-1001. doi: 10.3168/jds.2015-9945. Epub 2015 Dec 10. [PubMed:26686724 ]