Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB002053
Identification
Name: beta-D-Fructose 2-phosphate
Description:Beta-D-Fructose 2-phosphate is involved in the fructose eand mannose system. beta-D-Fructose 2-phosphate is produced from beta-D-Fructose 2,6-bisphosphate by the enzyme fructose-2,6-bisphosphate 6-phosphatase [EC 3.1.3.54].
Structure
Thumb
Synonyms:
  • 2-O-phosphono-b-D-Fructofuranose
  • 2-O-Phosphono-beta-D-fructofuranose
  • 2-O-phosphono-β-D-Fructofuranose
  • 2-phospho-b-D-Fructofuranose
  • 2-Phospho-beta-D-fructofuranose
  • 2-phospho-β-D-Fructofuranose
  • b-D-Fructofuranose 2-(dihydrogen phosphate)
  • b-D-Fructofuranose 2-(dihydrogen phosphoric acid)
  • b-D-Fructofuranose 2-phosphate
  • b-D-Fructofuranose 2-phosphoric acid
  • b-D-Fructose 2-phosphate
  • b-D-Fructose 2-phosphoric acid
  • Beta-D-Fructofuranose 2-(dihydrogen phosphate)
  • beta-D-Fructofuranose 2-(dihydrogen phosphoric acid)
  • Beta-D-Fructofuranose 2-phosphate
  • beta-D-Fructofuranose 2-phosphoric acid
  • Beta-D-Fructose 2-phosphate
  • beta-D-Fructose 2-phosphoric acid
  • β-D-Fructofuranose 2-(dihydrogen phosphate)
  • β-D-Fructofuranose 2-(dihydrogen phosphoric acid)
  • β-D-Fructofuranose 2-phosphate
  • β-D-Fructofuranose 2-phosphoric acid
  • β-D-Fructose 2-phosphate
  • β-D-Fructose 2-phosphoric acid
Chemical Formula: C6H13O9P
Average Molecular Weight: 260.1358
Monoisotopic Molecular Weight: 260.029718526
InChI Key: PMTUDJVZIGZBIX-ZXXMMSQZSA-N
InChI:InChI=1S/C6H13O9P/c7-1-3-4(9)5(10)6(2-8,14-3)15-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4-,5+,6+/m1/s1
CAS number: 19046-69-6
IUPAC Name:{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}phosphonic acid
Traditional IUPAC Name: fructose-2-phosphate
SMILES:OC[C@H]1O[C@@](CO)(OP(O)(O)=O)[C@@H](O)[C@@H]1O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond.
Kingdom Organic compounds
Super ClassOrganooxygen compounds
Class Carbohydrates and carbohydrate conjugates
Sub ClassGlycosyl compounds
Direct Parent C-glycosyl compounds
Alternative Parents
Substituents
  • C-glycosyl compound
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Organic phosphate
  • Monosaccharide
  • Oxolane
  • Secondary alcohol
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular Framework Aliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
State: Solid
Charge:-2
Melting point: Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility34.4 mg/mLALOGPS
logP-2.1ALOGPS
logP-2.9ChemAxon
logS-0.88ALOGPS
pKa (Strongest Acidic)0.83ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area156.91 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity47.23 m3·mol-1ChemAxon
Polarizability20.89 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
Pathways: Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01ot-9320000000-3273948ba0433a443187View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9000000000-40d136054d5d0d8b22ffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-009b-9100000000-d6ef0bb32ad7bdbe1069View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4j-9170000000-e3df07bcd35077372295View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9230000000-ebb2e8b2675357e41e81View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-7c59f838aa712f874f34View in MoNA
References
References: Not Available
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID12350
HMDB IDHMDB06800
Pubchem Compound ID717
Kegg IDC03267
ChemSpider ID167949
Wikipedia IDNot Available
BioCyc IDNot Available

Enzymes

General function:
Involved in magnesium ion binding
Specific function:
Catalyzes the last two sequential reactions in the de novo biosynthetic pathway for UDP-GlcNAc. Responsible for the acetylation of Glc-N-1-P to give GlcNAc-1-P and for the uridyl transfer from UTP to GlcNAc-1-P which produces UDP-GlcNAc
Gene Name:
glmU
Locus Tag:
PA5552
Molecular weight:
48.9 kDa
Reactions
Acetyl-CoA + alpha-D-glucosamine 1-phosphate = CoA + N-acetyl-alpha-D-glucosamine 1-phosphate.
UTP + N-acetyl-alpha-D-glucosamine 1-phosphate = diphosphate + UDP-N-acetyl-D-glucosamine.
General function:
Involved in intramolecular transferase activity, phosphotransferases
Specific function:
Catalyzes the conversion of glucosamine-6-phosphate to glucosamine-1-phosphate. Can also catalyze the formation of glucose-6-P from glucose-1-P, although at a 1400-fold lower rate
Gene Name:
glmM
Locus Tag:
PA4749
Molecular weight:
47.8 kDa
Reactions
Alpha-D-glucosamine 1-phosphate = D-glucosamine 6-phosphate.