MiMeDB: Showing metabocard for 6-Deoxy-6-sulfo-D-fructose 1-phosphate (MMDBc0031952)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:56:18 UTC

Update Date

2022-08-31 18:26:45 UTC

Metabolite ID

MMDBc0031952

Metabolite Identification

Common Name

6-Deoxy-6-sulfo-D-fructose 1-phosphate

Description

A carbohydrate sulfonate that is D-fructofuranose-1-phosphate in which the hydroxy group at at position 6 is replaced by a sulfo group

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533007211515422D          
 
 19 19  0  0  1  0            999 V2000
   11.6957  -10.5385    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.5223  -10.5385    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.7702   -9.7533    0.0000 C   0  0  3  0  0  0  0  0  0  0  0  0
   12.1090   -9.2574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4478   -9.7533    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.6625   -9.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0182  -11.1998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1998  -11.1998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5141  -10.1666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3488   -9.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8360   -9.5054    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.8360   -8.6788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0094   -9.5054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8360  -10.3319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1341   -9.3814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9606   -9.3814    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.9606   -8.5548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7872   -9.3814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9606  -10.2079    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
  1  5  1  0  0  0  0
  5  6  1  1  0  0  0
  2  7  1  1  0  0  0
  1  8  1  6  0  0  0
  3  9  1  4  0  0  0
  3 10  1  4  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  2  0  0  0  0
 11 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031952

> <DATABASE_NAME>
MIME

> <SMILES>
O[C@H]1[C@H](O)C(O)(COP(O)(O)=O)O[C@@H]1CS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H13O11PS/c7-4-3(1-19(13,14)15)17-6(9,5(4)8)2-16-18(10,11)12/h3-5,7-9H,1-2H2,(H2,10,11,12)(H,13,14,15)/t3-,4-,5+,6?/m1/s1

> <INCHI_KEY>
IZVMCURFIBVEOJ-VRPWFDPXSA-N

> <FORMULA>
C6H13O11PS

> <MOLECULAR_WEIGHT>
324.19

> <EXACT_MASS>
323.991619411

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
24.826095497237947

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S,3S,4S)-3,4,5-trihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]methanesulfonic acid

> <ALOGPS_LOGP>
-1.86

> <JCHEM_LOGP>
-3.1711726319999993

> <ALOGPS_LOGS>
-0.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.1632421795911543

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.2355802241256626

> <JCHEM_PKA_STRONGEST_BASIC>
-3.674749159772979

> <JCHEM_POLAR_SURFACE_AREA>
191.04999999999998

> <JCHEM_REFRACTIVITY>
55.6277

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.41e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3S,4S)-3,4,5-trihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]methanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-JUL-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUL-15         0                                  
HETATM    1  C   UNK     0      21.832 -19.672   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      23.375 -19.672   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      23.838 -18.206   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      22.603 -17.280   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      21.369 -18.206   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.903 -17.743   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      24.301 -20.906   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      20.906 -20.906   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      25.226 -18.978   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      24.918 -17.126   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0      18.360 -17.743   0.000  0.00  0.00           S+0
HETATM   12  O   UNK     0      18.360 -16.200   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      16.818 -17.743   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      18.360 -19.286   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      26.384 -17.512   0.000  0.00  0.00           O+0
HETATM   16  P   UNK     0      27.926 -17.512   0.000  0.00  0.00           P+0
HETATM   17  O   UNK     0      27.926 -15.969   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      29.469 -17.512   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      27.926 -19.055   0.000  0.00  0.00           O+0
CONECT    1    2    5    8                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4    9   10                                             
CONECT    4    3    5                                                       
CONECT    5    4    1    6                                                  
CONECT    6    5   11                                                       
CONECT    7    2                                                            
CONECT    8    1                                                            
CONECT    9    3                                                            
CONECT   10    3   15                                                       
CONECT   11    6   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
CONECT   15   10   16                                                       
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

Synonyms

Value	Source
6-Deoxy-6-sulfofructose 1-phosphate	ChEBI
6-Deoxy-6-sulphofructose 1-phosphate	ChEBI
6-Deoxy-6-sulfofructose 1-phosphoric acid	Generator
6-Deoxy-6-sulphofructose 1-phosphoric acid	Generator
6-Deoxy-6-sulfO-D-fructose 1-phosphoric acid	Generator
6-Deoxy-6-sulphO-D-fructose 1-phosphate	Generator
6-Deoxy-6-sulphO-D-fructose 1-phosphoric acid	Generator
6-Deoxy-6-sulfO-D-fructose 1-phosphate	ChEBI
6-Deoxy-6-sulfO-D-fructofuranose 1-phosphoric acid	Generator
6-Deoxy-6-sulphO-D-fructofuranose 1-phosphate	Generator
6-Deoxy-6-sulphO-D-fructofuranose 1-phosphoric acid	Generator

Molecular Formula

C₆H₁₃O₁₁PS

Average Mass

324.19

Monoisotopic Mass

323.991619411

IUPAC Name

[(2S,3S,4S)-3,4,5-trihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]methanesulfonic acid

Traditional Name

[(2S,3S,4S)-3,4,5-trihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]methanesulfonic acid

CAS Registry Number

Not Available

SMILES

O[C@H]1[C@H](O)C(O)(COP(O)(O)=O)O[C@@H]1CS(O)(=O)=O

InChI Identifier

InChI=1S/C6H13O11PS/c7-4-3(1-19(13,14)15)17-6(9,5(4)8)2-16-18(10,11)12/h3-5,7-9H,1-2H2,(H2,10,11,12)(H,13,14,15)/t3-,4-,5+,6?/m1/s1

InChI Key

IZVMCURFIBVEOJ-VRPWFDPXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose 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

Pentose phosphates

Alternative Parents

Substituents

Pentose phosphate
Pentose-5-phosphate
C-glycosyl compound
Glycosyl compound
Monosaccharide phosphate
Monoalkyl phosphate
Sugar acid
Organic phosphoric acid derivative
Alkyl phosphate
Phosphoric acid ester
Alkanesulfonic acid
Tetrahydrofuran
Sulfonyl
Organosulfonic acid
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
1,2-diol
Secondary alcohol
Hemiacetal
Organoheterocyclic compound
Oxacycle
Polyol
Alcohol
Organosulfur compound
Organic oxide
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

carbohydrate sulfonate (CHEBI:77263 )
carbohydrate phosphate (CHEBI:77263 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	34.1 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-3.2	ChemAxon
logS	-0.98	ALOGPS
pKa (Strongest Acidic)	-1.2	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	191.05 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	55.63 m³·mol⁻¹	ChemAxon
Polarizability	24.83 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 (TMS_4_11) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05fs-4449000000-accaca73aff412789eb9	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052e-7193000000-2c457d723ac5e656bcfb	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000t-9800000000-2b60dfc241ea88e073fb	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-9102000000-732e54d410be65aff006	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0059-9000000000-a01fe5c7e48029a37d6f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-26e51374d658d62a1112	2015-09-15	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	5	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

CPD-16502

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

86289122

PDB ID

Not Available

ChEBI ID

77263

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 6-Deoxy-6-sulfo-D-fructose 1-phosphate (MMDBc0031952)

MOL for #<Metabolite:0x00007fed15be5f28>

3D MOL for #<Metabolite:0x00007fed15be5f28>

3D SDF for #<Metabolite:0x00007fed15be5f28>

3D-SDF for #<Metabolite:0x00007fed15be5f28>

PDB for #<Metabolite:0x00007fed15be5f28>

3D PDB for #<Metabolite:0x00007fed15be5f28>

SMILES for #<Metabolite:0x00007fed15be5f28>

INCHI for #<Metabolite:0x00007fed15be5f28>

Structure for #<Metabolite:0x00007fed15be5f28>

3D Structure for #<Metabolite:0x00007fed15be5f28>