MiMeDB: Showing metabocard for beta-D-Fructofuranose 1-phosphate (MMDBc0032167)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 02:05:13 UTC

Update Date

2023-02-23 19:34:40 UTC

Metabolite ID

MMDBc0032167

Metabolite Identification

Common Name

beta-D-Fructofuranose 1-phosphate

Description

beta-D-fructofuranose 1-phosphate is an intermediate in fructose degradation pathway in E.coli. It is a substrate for the enzyme 1-phosphofructokinase which catalyzes the reaction ATP + beta-D-fructofuranose 1-phosphate -> ADP + fructose 1,6-bisphosphate + H+ (BioCyc compound: FRU1P).

Structure

MOL SDF PDB SMILES InChI

      
  Mrv1533006011518352D          

 16 16  0  0  0  0            999 V2000
    0.7645   -2.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2795   -1.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5454   -1.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8003   -0.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1329   -0.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5345   -0.9496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5379    0.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    0.9641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5229    1.6829    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9279    2.4016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2417    1.2779    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.1957    2.0879    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.2720    0.2540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5849   -0.6946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0303   -2.4016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5849   -2.3154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
  5 13  1  0  0  0  0
  4 14  1  0  0  0  0
  3 15  1  0  0  0  0
  1 16  1  0  0  0  0
M  CHG  2  11  -1  12  -1
M  END
> <DATABASE_ID>
MMDBc0032167

> <DATABASE_NAME>
MIME

> <SMILES>
OCC1OC(O)(COP([O-])([O-])=O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C6H13O9P/c7-1-3-4(8)5(9)6(10,15-3)2-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/p-2

> <INCHI_KEY>
RHKKZBWRNHGJEZ-UHFFFAOYSA-L

> <FORMULA>
C6H11O9P

> <MOLECULAR_WEIGHT>
258.12

> <EXACT_MASS>
258.015166092

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
20.382452862603472

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl phosphate

> <ALOGPS_LOGP>
-2.15

> <JCHEM_LOGP>
-2.881565349333333

> <ALOGPS_LOGS>
-0.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.189865965130803

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1613270396969364

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9814292193362135

> <JCHEM_POLAR_SURFACE_AREA>
162.57

> <JCHEM_REFRACTIVITY>
44.9903

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.33e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-JUN-15         0                                  
HETATM    1  C   UNK     0       1.427  -4.483   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.522  -3.237   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.018  -3.237   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.494  -1.773   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.248  -0.867   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.998  -1.773   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.004   0.474   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.220   1.800   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0      -0.976   3.141   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0      -1.732   4.483   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -2.318   2.385   0.000  0.00  0.00           O-1
HETATM   12  O   UNK     0       0.365   3.897   0.000  0.00  0.00           O-1
HETATM   13  O   UNK     0       0.508   0.474   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -2.958  -1.297   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.923  -4.483   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.958  -4.322   0.000  0.00  0.00           O+0
CONECT    1    2   16                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3    5   14                                                  
CONECT    5    4    6    7   13                                             
CONECT    6    5    2                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13    5                                                            
CONECT   14    4                                                            
CONECT   15    3                                                            
CONECT   16    1                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

Synonyms

Value	Source
Β-D-fructofuranose 1-phosphoric acid	Generator

Molecular Formula

C₆H₁₁O₉P

Average Mass

258.12

Monoisotopic Mass

258.015166092

IUPAC Name

[2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl phosphate

Traditional Name

[2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl phosphate

CAS Registry Number

Not Available

SMILES

OCC1OC(O)(COP([O-])([O-])=O)C(O)C1O

InChI Identifier

InChI=1S/C6H13O9P/c7-1-3-4(8)5(9)6(10,15-3)2-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/p-2

InChI Key

RHKKZBWRNHGJEZ-UHFFFAOYSA-L

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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexose phosphates

Alternative Parents

Substituents

Hexose phosphate
Pentose phosphate
Pentose-5-phosphate
C-glycosyl compound
Glycosyl compound
Monosaccharide phosphate
Pentose monosaccharide
Phosphoric acid ester
Organic phosphoric acid derivative
Alkyl phosphate
Oxolane
Hemiacetal
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Primary alcohol
Alcohol
Hydrocarbon derivative
Organic oxide
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

a hexose-6-phosphate (FRU1P )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	73.3 g/L	ALOGPS
logP	-2.2	ALOGPS
logP	-2.9	ChemAxon
logS	-0.6	ALOGPS
pKa (Strongest Acidic)	1.16	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	162.57 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	44.99 m³·mol⁻¹	ChemAxon
Polarizability	20.38 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-5590000000-ea64b3b2ab9bacdf8e4f	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-054k-3290000000-2e29c507350b4be28235	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002g-9200000000-d87c855790228ff626fa	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-3190000000-60c6e5dcf4caf0ace898	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4l-6490000000-a3ce8f7ad66d34e877cb	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9200000000-46af478d80947cae61c1	2015-09-15	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

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	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

74050557

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for beta-D-Fructofuranose 1-phosphate (MMDBc0032167)

MOL for #<Metabolite:0x00007fed142e2418>

3D MOL for #<Metabolite:0x00007fed142e2418>

3D SDF for #<Metabolite:0x00007fed142e2418>

3D-SDF for #<Metabolite:0x00007fed142e2418>

PDB for #<Metabolite:0x00007fed142e2418>

3D PDB for #<Metabolite:0x00007fed142e2418>

SMILES for #<Metabolite:0x00007fed142e2418>

INCHI for #<Metabolite:0x00007fed142e2418>

Structure for #<Metabolite:0x00007fed142e2418>

3D Structure for #<Metabolite:0x00007fed142e2418>