MiMeDB: Showing metabocard for beta-D-fructofuranosyl alpha-D-mannopyranoside (MMDBc0054362)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:08:38 UTC

Update Date

2022-09-01 02:28:41 UTC

Metabolite ID

MMDBc0054362

Metabolite Identification

Common Name

beta-D-fructofuranosyl alpha-D-mannopyranoside

Description

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533007211515312D          
 
 23 24  0  0  1  0            999 V2000
   14.5475  -13.6591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8364  -14.0775    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.1253  -13.6591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8364  -14.8723    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.4142  -14.0775    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.1253  -15.2905    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.5475  -15.2905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4142  -14.8723    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.7031  -13.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1253  -16.1272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7031  -15.2905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1175  -14.2029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2586  -13.1990    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.9279  -12.7389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5096  -13.9938    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7148  -12.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5972  -13.2409    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.3462  -13.9938    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.0495  -14.7049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8482  -14.6631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0622  -12.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7733  -12.6721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8782  -12.6553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  1  0  0  0
  5  8  1  0  0  0  0
  5  9  1  1  0  0  0
  6 10  1  1  0  0  0
  8 11  1  6  0  0  0
  9 12  1  0  0  0  0
  6  8  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  1  0  0  0
 14 17  1  0  0  0  0
 15 18  1  0  0  0  0
 15 19  1  6  0  0  0
 18 20  1  1  0  0  0
 17 18  1  0  0  0  0
 17 21  1  6  0  0  0
 21 22  1  0  0  0  0
 13  1  1  6  0  0  0
 16 23  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054362

> <DATABASE_NAME>
MIME

> <SMILES>
OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C12H22O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9+,10+,11-,12+/m1/s1

> <INCHI_KEY>
CZMRCDWAGMRECN-VJRJJCRKSA-N

> <FORMULA>
C12H22O11

> <MOLECULAR_WEIGHT>
342.297

> <EXACT_MASS>
342.116211528

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
31.265189907665036

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5S,6R)-2-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-2.63

> <JCHEM_LOGP>
-4.528834963666666

> <ALOGPS_LOGS>
0.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.393795156229878

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.841279964942517

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810849127905703

> <JCHEM_POLAR_SURFACE_AREA>
189.52999999999997

> <JCHEM_REFRACTIVITY>
68.7741

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.24e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mannosucrose

> <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  O   UNK     0      27.155 -25.497   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      25.828 -26.278   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      24.500 -25.497   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      25.828 -27.762   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.173 -26.278   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.500 -28.542   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      27.155 -28.542   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      23.173 -27.762   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.846 -25.497   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      24.500 -30.104   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      21.846 -28.542   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      20.753 -26.512   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      28.483 -24.638   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      29.732 -23.779   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      28.951 -26.122   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.468 -23.623   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.981 -24.716   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.513 -26.122   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      28.092 -27.449   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      31.450 -27.371   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      31.850 -23.655   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      33.177 -23.655   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      25.906 -23.623   0.000  0.00  0.00           O+0
CONECT    1    2   13                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2    5                                                       
CONECT    4    2    6    7                                                  
CONECT    5    3    8    9                                                  
CONECT    6    4   10    8                                                  
CONECT    7    4                                                            
CONECT    8    5   11    6                                                  
CONECT    9    5   12                                                       
CONECT   10    6                                                            
CONECT   11    8                                                            
CONECT   12    9                                                            
CONECT   13   14   15   16    1                                             
CONECT   14   13   17                                                       
CONECT   15   13   18   19                                                  
CONECT   16   13   23                                                       
CONECT   17   14   18   21                                                  
CONECT   18   15   20   17                                                  
CONECT   19   15                                                            
CONECT   20   18                                                            
CONECT   21   17   22                                                       
CONECT   22   21                                                            
CONECT   23   16                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

Synonyms

Value	Source
beta-D-Fructofuranosyl-alpha-D-mannopyranoside	ChEBI
Mannosucrose	ChEBI
Mannosylfructose	ChEBI
b-D-Fructofuranosyl-a-D-mannopyranoside	Generator
Β-D-fructofuranosyl-α-D-mannopyranoside	Generator
b-D-Fructofuranosyl a-D-mannopyranoside	Generator
Β-D-fructofuranosyl α-D-mannopyranoside	Generator
beta-Fructofuranosyl-alpha-mannopyranoside	MeSH
beta-Fructofuranosyl-2-1-alpha-mannopyranoside	MeSH

Molecular Formula

C₁₂H₂₂O₁₁

Average Mass

342.297

Monoisotopic Mass

342.116211528

IUPAC Name

(2R,3S,4S,5S,6R)-2-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

mannosucrose

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C12H22O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9+,10+,11-,12+/m1/s1

InChI Key

CZMRCDWAGMRECN-VJRJJCRKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

O-glycosyl compound
Disaccharide
C-glycosyl compound
Ketal
Oxane
Tetrahydrofuran
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

glycosyl glycoside (CHEBI:51833 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	824 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-4.5	ChemAxon
logS	0.38	ALOGPS
pKa (Strongest Acidic)	11.84	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	189.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	68.77 m³·mol⁻¹	ChemAxon
Polarizability	31.27 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	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_3_24) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01q9-0900000000-191d5d6652abe36ed98d	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0900000000-512bf550ec180e465cec	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dl-9800000000-260bd3a0c3342cd2a797	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-2901000000-4d13ebdb9e26d44ea698	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03fs-0900000000-7394af96befdadb050d6	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0005-8900000000-536cba77bb7004e92ae4	2019-02-23	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

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

C18068

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7566553

PDB ID

Not Available

ChEBI ID

51833

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 beta-D-fructofuranosyl alpha-D-mannopyranoside (MMDBc0054362)

MOL for #<Metabolite:0x00007fec81e246e8>

3D MOL for #<Metabolite:0x00007fec81e246e8>

3D SDF for #<Metabolite:0x00007fec81e246e8>

3D-SDF for #<Metabolite:0x00007fec81e246e8>

PDB for #<Metabolite:0x00007fec81e246e8>

3D PDB for #<Metabolite:0x00007fec81e246e8>

SMILES for #<Metabolite:0x00007fec81e246e8>

INCHI for #<Metabolite:0x00007fec81e246e8>

Structure for #<Metabolite:0x00007fec81e246e8>

3D Structure for #<Metabolite:0x00007fec81e246e8>