MiMeDB: Showing metabocard for keto-D-tagatose 6-phosphate (MMDBc0054523)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:16:40 UTC

Update Date

2022-08-12 20:09:00 UTC

Metabolite ID

MMDBc0054523

Metabolite Identification

Common Name

keto-D-tagatose 6-phosphate

Description

Fructose -6-Phosphate, also known as D-tagatose 6-phosphate, 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. Fructose -6-Phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02231217342D          

 16 15  0  0  1  0            999 V2000
    2.2836   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -2.5559    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4270   -3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -2.1434    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1414   -1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559   -2.5559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8559   -3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849   -2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993   -2.1434    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4118   -2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5868   -1.4289    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054523

> <DATABASE_NAME>
MIME

> <SMILES>
OCC(=O)[C@@H](O)[C@@H](O)[C@H](O)COP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h4-7,9-11H,1-2H2,(H2,12,13,14)/t4-,5-,6+/m1/s1

> <INCHI_KEY>
GSXOAOHZAIYLCY-PBXRRBTRSA-N

> <FORMULA>
C6H13O9P

> <MOLECULAR_WEIGHT>
260.1358

> <EXACT_MASS>
260.029718526

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
20.6862670174311

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4S)-2,3,4,6-tetrahydroxy-5-oxohexyl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-1.86

> <JCHEM_LOGP>
-3.3905979233333325

> <ALOGPS_LOGS>
-1.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.516697437637294

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4909754207196326

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3276329057572926

> <JCHEM_POLAR_SURFACE_AREA>
164.75

> <JCHEM_REFRACTIVITY>
48.4347

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.32e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fructose -6-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       4.263  -4.001   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.596  -4.771   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.930  -4.001   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.930  -2.461   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.264  -4.771   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       8.264  -6.311   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       9.597  -4.001   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.597  -2.461   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      10.931  -4.771   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      10.931  -6.311   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      12.265  -4.001   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      13.598  -4.771   0.000  0.00  0.00           O+0
HETATM   13  P   UNK     0      14.932  -4.001   0.000  0.00  0.00           P+0
HETATM   14  O   UNK     0      16.266  -3.231   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      15.702  -5.335   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      14.162  -2.667   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

Synonyms

Value	Source
(2R,3S,4S)-2,3,4,6-Tetrahydroxy-5-oxohexyl dihydrogen phosphate	ChEBI
D-Lyxo-hex-2-ulose 6-(dihydrogen phosphate)	ChEBI
D-Lyxo-hex-2-ulose 6-phosphate	ChEBI
D-Tagatose 6-phosphate	ChEBI
Keto-D-lyxo-hex-2-ulose 6-(dihydrogen phosphate)	ChEBI
Keto-D-tagatose 6-(dihydrogen phosphate)	ChEBI
(2R,3S,4S)-2,3,4,6-Tetrahydroxy-5-oxohexyl dihydrogen phosphoric acid	Generator
D-Lyxo-hex-2-ulose 6-(dihydrogen phosphoric acid)	Generator
D-Lyxo-hex-2-ulose 6-phosphoric acid	Generator
D-Tagatose 6-phosphoric acid	Generator
Keto-D-lyxo-hex-2-ulose 6-(dihydrogen phosphoric acid)	Generator
Keto-D-tagatose 6-(dihydrogen phosphoric acid)	Generator
Fructose -6-phosphoric acid	Generator
Keto-D-tagatose 6-phosphoric acid	Generator

Molecular Formula

C₆H₁₃O₉P

Average Mass

260.1358

Monoisotopic Mass

260.029718526

IUPAC Name

{[(2R,3S,4S)-2,3,4,6-tetrahydroxy-5-oxohexyl]oxy}phosphonic acid

Traditional Name

fructose -6-phosphate

CAS Registry Number

Not Available

SMILES

OCC(=O)[C@@H](O)[C@@H](O)[C@H](O)COP(O)(O)=O

InChI Identifier

InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h4-7,9-11H,1-2H2,(H2,12,13,14)/t4-,5-,6+/m1/s1

InChI Key

GSXOAOHZAIYLCY-PBXRRBTRSA-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.

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
Monosaccharide phosphate
Monoalkyl phosphate
Acyloin
Beta-hydroxy ketone
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Alpha-hydroxy ketone
Ketone
Secondary alcohol
Polyol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Primary alcohol
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

D-tagatose 6-phosphate (CHEBI:47947 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	23.2 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-3.4	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	164.75 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	48.43 m³·mol⁻¹	ChemAxon
Polarizability	20.69 Å³	ChemAxon
Number of Rings	0	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	splash10-0k97-9840000000-4f9f16f21249d9870dfa	2017-08-28	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dl-3590000000-3fc4dac2f46082421870	2017-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0c04-9610000000-77e7a6ced5ab4dda6f86	2017-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9200000000-e4500e644878a4632447	2017-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0ar9-9720000000-7ca18e5a32ef069ff21a	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9200000000-00032f32c05509571a9f	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-5e859d2084880df68725	2017-07-26	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

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0013177	aldehydo-D-galactose 6-phosphate	keto-D-tagatose 6-phosphate	Galactose-6-phosphate isomerase subunit LacA	Isomerization	RHEA	34755880
MMDBr0013435	Adenosine triphosphate	ADP	Tagatose kinase	Phosphorylation	RHEA	34755880
MMDBr0014787	Galactitol 1-phosphate	Hydrogen Ion	Galactitol 1-phosphate 5-dehydrogenase	Dehydrogenation	RHEA	34755880
MMDBr0016562	keto-D-tagatose 6-phosphate	Fructose 6-phosphate	D-tagatose 6-phosphate 4-epimerase	Epimerization	RHEA	34755880

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	Firmicutes	52	Human feces; Human ; Cattle ; Human subgingival plaque; Human saliva
Bacteria	Proteobacteria	3

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

DB04277

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00019683

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD-15826

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5459952

PDB ID

Not Available

ChEBI ID

47947

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for keto-D-tagatose 6-phosphate (MMDBc0054523)

MOL for #<Metabolite:0x00007f5a589a79f0>

3D MOL for #<Metabolite:0x00007f5a589a79f0>

3D SDF for #<Metabolite:0x00007f5a589a79f0>

3D-SDF for #<Metabolite:0x00007f5a589a79f0>

PDB for #<Metabolite:0x00007f5a589a79f0>

3D PDB for #<Metabolite:0x00007f5a589a79f0>

SMILES for #<Metabolite:0x00007f5a589a79f0>

INCHI for #<Metabolite:0x00007f5a589a79f0>

Structure for #<Metabolite:0x00007f5a589a79f0>

3D Structure for #<Metabolite:0x00007f5a589a79f0>