MiMeDB: Showing metabocard for 6-sulfo-D-quinovose (MMDBc0055612)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:00:19 UTC

Update Date

2022-08-12 20:09:26 UTC

Metabolite ID

MMDBc0055612

Metabolite Identification

Common Name

6-sulfo-D-quinovose

Description

Sulfoquinovose belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. Based on a literature review a significant number of articles have been published on Sulfoquinovose.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222002D          

 20 20  0  0  1  0            999 V2000
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.9684    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  3  7  1  6  0  0  0
  4  8  1  6  0  0  0
  5  9  1  6  0  0  0
 10  6  1  0  0  0  0
 14  2  1  0  0  0  0
 14  6  1  0  0  0  0
 15  1  1  0  0  0  0
 15 11  1  0  0  0  0
 15 12  2  0  0  0  0
 15 13  2  0  0  0  0
  2 16  1  6  0  0  0
  3 17  1  1  0  0  0
  4 18  1  6  0  0  0
  5 19  1  1  0  0  0
 20  6  1  0  0  0  0
M  CHG  1  11  -1
M  END
> <DATABASE_ID>
MMDBc0055612

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C1(O)O[C@]([H])(CS([O-])(=O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O8S/c7-3-2(1-15(11,12)13)14-6(10)5(9)4(3)8/h2-10H,1H2,(H,11,12,13)/p-1/t2-,3-,4+,5-,6?/m1/s1

> <INCHI_KEY>
QFBWOLBPVQLZEH-GASJEMHNSA-M

> <FORMULA>
C6H11O8S

> <MOLECULAR_WEIGHT>
243.21

> <EXACT_MASS>
243.018012068

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
19.797015919133383

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S,3S,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methanesulfonate

> <JCHEM_LOGP>
-3.2221465006666663

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.301066978751235

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.298749642747084

> <JCHEM_PKA_STRONGEST_BASIC>
-3.637378338809672

> <JCHEM_POLAR_SURFACE_AREA>
147.35

> <JCHEM_REFRACTIVITY>
43.1957

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3S,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methanesulfonate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.001   5.390   0.000  0.00  0.00           O-1
HETATM   12  O   UNK     0       5.541   3.850   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       2.461   3.850   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   15  S   UNK     0       4.001   3.850   0.000  0.00  0.00           S+0
HETATM   16  H   UNK     0       2.667   3.080   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0       0.000   3.080   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       1.334   0.770   0.000  0.00  0.00           H+0
HETATM   19  H   UNK     0      -1.334   0.770   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0      -0.000  -1.540   0.000  0.00  0.00           H+0
CONECT    1    2   15                                                       
CONECT    2    1    3   14   16                                             
CONECT    3    2    4    7   17                                             
CONECT    4    3    5    8   18                                             
CONECT    5    4    6    9   19                                             
CONECT    6    5   10   14   20                                             
CONECT    7    3                                                            
CONECT    8    4                                                            
CONECT    9    5                                                            
CONECT   10    6                                                            
CONECT   11   15                                                            
CONECT   12   15                                                            
CONECT   13   15                                                            
CONECT   14    2    6                                                       
CONECT   15    1   11   12   13                                             
CONECT   16    2                                                            
CONECT   17    3                                                            
CONECT   18    4                                                            
CONECT   19    5                                                            
CONECT   20    6                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

Synonyms

Value	Source
6-Deoxy-6-sulfO-D-glucose(1-)	ChEBI
6-Deoxy-6-sulfonato-D-glucose	ChEBI
6-SulfO-D-quinovose	ChEBI
6-Sulfonatoquinovose	ChEBI
6-Sulfoquinovose(1-)	ChEBI
Sulphoquinovose(1-)	ChEBI
6-Deoxy-6-sulphO-D-glucose(1-)	Generator
6-Deoxy-6-sulphonato-D-glucose	Generator
6-SulphO-D-quinovose	Generator
6-Sulphonatoquinovose	Generator
6-Sulphoquinovose(1-)	Generator
Sulfoquinovose(1-)	Generator
Sulphoquinovose	Generator
6-Deoxy-6-sulfO-alpha methylglucoside	MeSH
Sulfoquinovose, (alpha-D)-isomer	MeSH

Molecular Formula

C₆H₁₁O₈S

Average Mass

243.21

Monoisotopic Mass

243.018012068

IUPAC Name

[(2S,3S,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methanesulfonate

Traditional Name

[(2S,3S,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methanesulfonate

CAS Registry Number

Not Available

SMILES

[H]C1(O)O[C@]([H])(CS([O-])(=O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

InChI Identifier

InChI=1S/C6H12O8S/c7-3-2(1-15(11,12)13)14-6(10)5(9)4(3)8/h2-10H,1H2,(H,11,12,13)/p-1/t2-,3-,4+,5-,6?/m1/s1

InChI Key

QFBWOLBPVQLZEH-GASJEMHNSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexoses

Alternative Parents

Substituents

Hexose monosaccharide
Oxane
Alkanesulfonic acid
Sulfonyl
Organosulfonic acid
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Hemiacetal
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Alcohol
Organic oxide
Organosulfur compound
Hydrocarbon derivative
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

organosulfonate oxoanion (CHEBI:77132 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-3.2	ChemAxon
pKa (Strongest Acidic)	-1.3	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	147.35 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	43.2 m³·mol⁻¹	ChemAxon
Polarizability	19.8 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

Not Available

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	3	Human

Exposure Sources

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

C00007640

Chemspider ID

30785509

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Sulfoquinovose

METLIN ID

Not Available

PubChem Compound

86289062

PDB ID

Not Available

ChEBI ID

77132

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-sulfo-D-quinovose (MMDBc0055612)

MOL for #<Metabolite:0x00007fdb06f12848>

3D MOL for #<Metabolite:0x00007fdb06f12848>

3D SDF for #<Metabolite:0x00007fdb06f12848>

3D-SDF for #<Metabolite:0x00007fdb06f12848>

PDB for #<Metabolite:0x00007fdb06f12848>

3D PDB for #<Metabolite:0x00007fdb06f12848>

SMILES for #<Metabolite:0x00007fdb06f12848>

INCHI for #<Metabolite:0x00007fdb06f12848>

Structure for #<Metabolite:0x00007fdb06f12848>

3D Structure for #<Metabolite:0x00007fdb06f12848>