ECMDB: beta-D-Fructose 2-phosphate (ECMDB21663) (M2MDB002053)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes (4)XML

Proteins (25)

Record Information

Version

2.0

Creation Date

2012-08-15 08:51:37 -0600

Update Date

2015-06-03 17:22:02 -0600

Secondary Accession Numbers

ECMDB21663

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

MOL SDF PDB SMILES InChI

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

Weight:

Average: 260.1358
Monoisotopic: 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

Description

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 Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

C-glycosyl compounds

Alternative Parents

Substituents

C-glycosyl compound
Pentose monosaccharide
Monoalkyl phosphate
Monosaccharide
Organic phosphoric acid derivative
Alkyl phosphate
Phosphoric acid ester
Tetrahydrofuran
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Alcohol
Hydrocarbon derivative
Organic oxide
Primary alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

D-fructofuranose 2-phosphate (CHEBI:12350 )

Physical Properties

State:

Solid

Charge:

-2

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	34.4 g/L	ALOGPS
logP	-2.1	ALOGPS
logP	-2.9	ChemAxon
logS	-0.88	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	47.23 m³·mol⁻¹	ChemAxon
Polarizability	20.89 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

beta-D-Fructose 2-phosphate + Water <> D-Fructose + Phosphate

SMPDB Pathways:

Not Available

KEGG Pathways:

Not Available

EcoCyc Pathways:

Not Available

Concentrations

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9110000000-7ca772d08ec8dbad4546	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-0gb9-1910100000-560d8b4a6b9fed0746bd	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01ot-9320000000-3273948ba0433a443187	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9000000000-40d136054d5d0d8b22ff	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-009b-9100000000-d6ef0bb32ad7bdbe1069	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4j-9170000000-e3df07bcd35077372295	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9230000000-ebb2e8b2675357e41e81	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-7c59f838aa712f874f34	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-4090000000-93ae68b8c5180dd9006f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-ef724d5177083af378f0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-9fb2de7e82372b8b1284	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dj-0950000000-0f2af4d50935260c8249	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03ea-3920000000-8df04f7ec361d949d67b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dj-9600000000-ca86cbbf955b55d79884	View in MoNA
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer

References

References:

Not Available

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	12350
HMDB ID	HMDB06800
Pubchem Compound ID	717
Kegg ID	C03267
ChemSpider ID	167949
Wikipedia ID	Not Available
BioCyc ID	Not Available

Enzymes

Protein Details

1. Bifunctional protein glmU

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
Uniprot ID:: P0ACC7
Molecular weight:: 49190

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.

Protein Details

2. Phosphoglucosamine mutase

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
Uniprot ID:: P31120
Molecular weight:: 47543

Reactions

Alpha-D-glucosamine 1-phosphate = D-glucosamine 6-phosphate.

Protein Details

3. 2-deoxyglucose-6-P phosphatase

General function:: Not Available
Specific function:: Not Available
Gene Name:: yniC
Uniprot ID:: P77247
Molecular weight:: Not Available

Protein Details

4. sugar phosphatas

General function:: Not Available
Specific function:: Not Available
Gene Name:: yfbT
Uniprot ID:: P77625
Molecular weight:: Not Available

beta-D-Fructose 2-phosphate (ECMDB21663) (M2MDB002053)

Structure for #<Compound:0xa93ef6f8>

Enzymes

Reactions

Reactions