MiMeDB: Showing metabocard for D-fructofuranose 2-phosphate (MMDBc0033172)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:37:38 UTC

Update Date

2022-08-31 22:27:06 UTC

Metabolite ID

MMDBc0033172

Metabolite Identification

Common Name

D-fructofuranose 2-phosphate

Description

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241222392D          

 16 16  0  0  1  0            999 V2000
   -0.1476   -1.4826    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9323   -1.2277    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9323   -0.4026    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1073   -2.2671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5997   -1.7126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1477   -0.1476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3533   -0.2533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5998    0.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0518   -1.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7663   -0.8150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3372   -0.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0517   -0.4026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2267    0.4224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8767    0.4224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0517    0.4224    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.0517    1.2474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
 11  6  1  0  0  0  0
  1  4  1  1  0  0  0
  1  2  1  0  0  0  0
  2  5  1  6  0  0  0
  2  3  1  0  0  0  0
  3  6  1  0  0  0  0
  3  8  1  1  0  0  0
  8  7  1  0  0  0  0
 11  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 15  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  1  0  0  0  0
 15 16  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033172

> <DATABASE_NAME>
MIME

> <SMILES>
OC[C@H]1OC(CO)(OP(O)(O)=O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
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

> <INCHI_KEY>
PMTUDJVZIGZBIX-VRPWFDPXSA-N

> <FORMULA>
C6H13O9P

> <MOLECULAR_WEIGHT>
260.1358

> <EXACT_MASS>
260.029718526

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
20.624529480206853

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-2.09

> <JCHEM_LOGP>
-2.881565349333333

> <ALOGPS_LOGS>
-0.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.901860102479728

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8327050924609556

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9814461224932503

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
47.2337

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.44e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
D-fructose 2-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.276  -2.768   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.740  -2.292   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.740  -0.752   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.200  -4.232   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      -2.986  -3.197   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -0.276  -0.276   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -4.393  -0.473   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.986   0.153   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.963  -2.291   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.297  -1.521   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.629  -1.522   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.963  -0.752   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.423   0.788   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       3.503   0.788   0.000  0.00  0.00           O+0
HETATM   15  P   UNK     0       1.963   0.788   0.000  0.00  0.00           P+0
HETATM   16  O   UNK     0       1.963   2.328   0.000  0.00  0.00           O+0
CONECT    1   11    4    2                                                  
CONECT    2    1    5    3                                                  
CONECT    3    2    6    8                                                  
CONECT    4    1                                                            
CONECT    5    2                                                            
CONECT    6   11    3                                                       
CONECT    7    8                                                            
CONECT    8    3    7                                                       
CONECT    9   11   10                                                       
CONECT   10    9                                                            
CONECT   11    1    6    9   12                                             
CONECT   12   11   15                                                       
CONECT   13   15                                                            
CONECT   14   15                                                            
CONECT   15   12   13   14   16                                             
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

Synonyms

Value	Source
D-Fructose 2-phosphate	ChEBI
D-Fructose 2-phosphoric acid	Generator
D-Fructofuranose 2-phosphoric acid	Generator

Molecular Formula

C₆H₁₃O₉P

Average Mass

260.1358

Monoisotopic Mass

260.029718526

IUPAC Name

{[(3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}phosphonic acid

Traditional Name

D-fructose 2-phosphate

CAS Registry Number

108102-98-3

SMILES

OC[C@H]1OC(CO)(OP(O)(O)=O)[C@@H](O)[C@@H]1O

InChI Identifier

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

InChI Key

PMTUDJVZIGZBIX-VRPWFDPXSA-N

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

ketohexose monophosphate (CHEBI:27884 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

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	20.62 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9210000000-e6ac2d46a1586e04fa4d	2016-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01ot-9320000000-5a96366761a733c265f9	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9000000000-541de69bd58d7ce11edf	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-003m-9000000000-f4eaf66f812d849ab2e4	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6s-9170000000-256ee803d0cf5be20f45	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9230000000-01b9f61d90c71b1736da	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-7c59f838aa712f874f34	2016-09-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16069990

PDB ID

Not Available

ChEBI ID

27884

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Purwin C, Laux M, Holzer H: Fructose 2-phosphate, an intermediate of the dephosphorylation of fructose 2,6-bisphosphate with a purified yeast enzyme. Eur J Biochem. 1987 Apr 1;164(1):27-30. doi: 10.1111/j.1432-1033.1987.tb10987.x. [PubMed:2951255 ]
Scheer M, Grote A, Chang A, Schomburg I, Munaretto C, Rother M, Sohngen C, Stelzer M, Thiele J, Schomburg D: BRENDA, the enzyme information system in 2011. Nucleic Acids Res. 2011 Jan;39(Database issue):D670-6. doi: 10.1093/nar/gkq1089. Epub 2010 Nov 9. [PubMed:21062828 ]

Showing metabocard for D-fructofuranose 2-phosphate (MMDBc0033172)

MOL for #<Metabolite:0x00007f469ee30940>

3D MOL for #<Metabolite:0x00007f469ee30940>

3D SDF for #<Metabolite:0x00007f469ee30940>

3D-SDF for #<Metabolite:0x00007f469ee30940>

PDB for #<Metabolite:0x00007f469ee30940>

3D PDB for #<Metabolite:0x00007f469ee30940>

SMILES for #<Metabolite:0x00007f469ee30940>

INCHI for #<Metabolite:0x00007f469ee30940>

Structure for #<Metabolite:0x00007f469ee30940>

3D Structure for #<Metabolite:0x00007f469ee30940>