MiMeDB: Showing metabocard for 6-O-alpha-D-Glucopyranosyl-D-fructofuranose (MMDBc0000287)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-28 00:08:40 UTC

Update Date

2025-01-17 02:43:44 UTC

Metabolite ID

MMDBc0000287

Metabolite Identification

Common Name

6-O-alpha-D-Glucopyranosyl-D-fructofuranose

Description

isomaltulose 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. isomaltulose is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on isomaltulose.

Structure

MOL SDF PDB SMILES InChI

  Mrv1652310282001082D          

 23 24  0  0  1  0            999 V2000
   -6.4088   -2.2303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9239   -1.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1034   -1.6491    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6184   -0.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7980   -1.0679    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3130   -0.4005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6486    0.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1637    1.0206    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4186    1.8053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3032    2.9033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991    2.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4541    3.6879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0837    1.8053    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2991    2.0602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3387    1.0206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8538    0.3532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4624   -1.8216    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6419   -1.9078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9473   -2.4890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6118   -3.2427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7678   -2.4028    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2527   -3.0702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  6  0  0  0
  5 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000287

> <DATABASE_NAME>
MIME

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

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

> <INCHI_KEY>
PVXPPJIGRGXGCY-TZLCEDOOSA-N

> <FORMULA>
C12H22O11

> <MOLECULAR_WEIGHT>
342.297

> <EXACT_MASS>
342.116211528

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
30.970997907005405

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-3.23

> <JCHEM_LOGP>
-4.528834963666666

> <ALOGPS_LOGS>
0.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.101606988230476

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.279238125855457

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083422322407

> <JCHEM_POLAR_SURFACE_AREA>
189.52999999999997

> <JCHEM_REFRACTIVITY>
68.77409999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.86e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
palatinose

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-OCT-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-OCT-20         0                                  
HETATM    1  O   UNK     0     -11.963  -4.163   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0     -11.058  -2.917   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.526  -3.078   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -8.621  -1.832   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -7.090  -1.993   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -6.184  -0.748   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -6.811   0.659   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.906   1.905   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -6.381   3.370   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -5.136   4.275   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -6.166   5.419   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.105   5.419   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.581   6.884   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.890   3.370   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.425   3.846   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -4.366   1.905   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.460   0.659   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -6.463  -3.400   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.932  -3.561   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -7.368  -4.646   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -6.742  -6.053   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -8.900  -4.485   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -9.805  -5.731   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   14                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12                                                            
CONECT   14   10   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    8   17                                                  
CONECT   17   16                                                            
CONECT   18    5   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20    3   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

Synonyms

Value	Source
6-O-alpha-D-Glucopyranosyl-D-fructose	ChEBI
6-O-alpha-D-Glucopyranosyl-D-fructofuranose	Kegg
6-O-a-D-Glucopyranosyl-D-fructose	Generator
6-O-Α-D-glucopyranosyl-D-fructose	Generator
6-O-a-D-Glucopyranosyl-D-fructofuranose	Generator
6-O-Α-D-glucopyranosyl-D-fructofuranose	Generator
D-Fructose, 6-O-alpha-D-glucopyranosyl-, monohydrate	HMDB
Isomaltulose anhydrous	HMDB
6-O alpha-D-Glucopyranosyl-D-fructose	HMDB
Isomaltulose monohydrate	HMDB
Isomaltulose	ChEBI

Molecular Formula

C₁₂H₂₂O₁₁

Average Mass

342.297

Monoisotopic Mass

342.116211528

IUPAC Name

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

Traditional Name

palatinose

CAS Registry Number

13718-94-0

SMILES

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

InChI Identifier

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

InChI Key

PVXPPJIGRGXGCY-TZLCEDOOSA-N

Chemical Taxonomy

Functional Ontology

Physical Properties

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_29) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum

Biological Properties

Human Proteins and Enzymes

Human Pathways

Metabolic Reactions

Health Effects and Bioactivity

Microbial Sources

Exposure Sources

Host Biospecimen and Location

External Links

References

Showing metabocard for 6-O-alpha-D-Glucopyranosyl-D-fructofuranose (MMDBc0000287)

MOL for #<Metabolite:0x00007fd5d89129f8>

3D MOL for #<Metabolite:0x00007fd5d89129f8>

3D SDF for #<Metabolite:0x00007fd5d89129f8>

3D-SDF for #<Metabolite:0x00007fd5d89129f8>

PDB for #<Metabolite:0x00007fd5d89129f8>

3D PDB for #<Metabolite:0x00007fd5d89129f8>

SMILES for #<Metabolite:0x00007fd5d89129f8>

INCHI for #<Metabolite:0x00007fd5d89129f8>

Structure for #<Metabolite:0x00007fd5d89129f8>

3D Structure for #<Metabolite:0x00007fd5d89129f8>