Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (5) Show 5 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2023-02-21 17:18:14 UTC

HMDB ID

HMDB0014634

Secondary Accession Numbers

HMDB14634

Metabolite Identification

Common Name

Miglitol

Description

Miglitol is an oral anti-diabetic drug that acts by inhibiting the ability of the patient to breakdown complex carbohydrates into glucose. It is primarily used in diabetes mellitus type 2 for establishing greater glycemic control by preventing the digestion of carbohydrates (such as disaccharides, oligosaccharides, and polysaccharides) into monosaccharides which can be absorbed by the body. Miglitol inhibits glycoside hydrolase enzymes called alpha-glucosidases. Since miglitol works by preventing digestion of carbohydrates, it lowers the degree of postprandial hyperglycemia. It must be taken at the start of main meals to have maximal effect. Its effect will depend on the amount of non-monosaccharide carbohydrates in a person's diet. In contrast to acarbose (another alpha-glucosidase inhibitor), miglitol is systemically absorbed; however, it is not metabolized and is excreted by the kidneys.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0014634
     RDKit          3D
Miglitol
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.9520    0.5793    0.5133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6028    0.7273    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420   -0.1361    1.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3443   -0.0643    0.7556 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2893    1.1300    1.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2731    1.6881    0.0939 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6684    2.3198   -0.9617 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1690    0.5480   -0.3211 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7938    0.0836    0.8348 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3574   -0.5235   -0.9835 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2114   -0.1255   -2.3329 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0753   -0.8421   -0.3496 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0988   -2.3058    0.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4969   -3.0783   -1.0072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0327    0.0504    1.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4900    0.4171   -0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3165    1.7850    0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8742    0.2920    2.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1172   -1.1531    1.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4835    1.9017    1.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8574    0.9749    2.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9182    2.4130    0.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8171    3.2934   -0.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9046    0.9482   -1.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5140   -0.5626    0.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0421   -1.4243   -1.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2598   -0.1406   -2.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7384   -0.7869   -1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8607   -2.6677    0.4712 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9198   -2.4267    0.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1123   -2.9144   -1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 12  4  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  3 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  1
  7 23  1  0
  8 24  1  6
  9 25  1  0
 10 26  1  6
 11 27  1  0
 12 28  1  6
 13 29  1  0
 13 30  1  0
 14 31  1  0
M  END

491
  Mrv0541 02231214432D          

 14 14  0  0  1  0            999 V2000
    4.9509   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.2063    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2365   -1.0313    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5220   -1.4438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8075   -1.0313    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8075   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  1  0  0  0
  9  2  1  6  0  0  0
 10  3  1  1  0  0  0
  4 12  1  0  0  0  0
  5 14  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014634

> <DATABASE_NAME>
hmdb

> <SMILES>
OCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO

> <INCHI_IDENTIFIER>
InChI=1S/C8H17NO5/c10-2-1-9-3-6(12)8(14)7(13)5(9)4-11/h5-8,10-14H,1-4H2/t5-,6+,7-,8-/m1/s1

> <INCHI_KEY>
IBAQFPQHRJAVAV-ULAWRXDQSA-N

> <FORMULA>
C8H17NO5

> <MOLECULAR_WEIGHT>
207.2243

> <EXACT_MASS>
207.110672659

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
20.81348444995806

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4R,5S)-1-(2-hydroxyethyl)-2-(hydroxymethyl)piperidine-3,4,5-triol

> <ALOGPS_LOGP>
-2.30

> <JCHEM_LOGP>
-3.1927972576666668

> <ALOGPS_LOGS>
0.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.021652065352495

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.901322324362273

> <JCHEM_PKA_STRONGEST_BASIC>
7.597759811038377

> <JCHEM_POLAR_SURFACE_AREA>
104.39

> <JCHEM_REFRACTIVITY>
48.16140000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.10e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
miglitol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014634
     RDKit          3D
Miglitol
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.9520    0.5793    0.5133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6028    0.7273    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420   -0.1361    1.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3443   -0.0643    0.7556 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2893    1.1300    1.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2731    1.6881    0.0939 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6684    2.3198   -0.9617 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1690    0.5480   -0.3211 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7938    0.0836    0.8348 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3574   -0.5235   -0.9835 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2114   -0.1255   -2.3329 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0753   -0.8421   -0.3496 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0988   -2.3058    0.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4969   -3.0783   -1.0072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0327    0.0504    1.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4900    0.4171   -0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3165    1.7850    0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8742    0.2920    2.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1172   -1.1531    1.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4835    1.9017    1.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8574    0.9749    2.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9182    2.4130    0.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8171    3.2934   -0.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9046    0.9482   -1.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5140   -0.5626    0.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0421   -1.4243   -1.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2598   -0.1406   -2.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7384   -0.7869   -1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8607   -2.6677    0.4712 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9198   -2.4267    0.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1123   -2.9144   -1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 12  4  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  3 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  1
  7 23  1  0
  8 24  1  6
  9 25  1  0
 10 26  1  6
 11 27  1  0
 12 28  1  6
 13 29  1  0
 13 30  1  0
 14 31  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 491                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       9.242  -2.695   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       6.574  -4.235   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.907  -2.695   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.242   1.925   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       5.241   4.235   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       6.574   0.385   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       7.908  -0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.908  -1.925   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.574  -2.695   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.241  -1.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.241  -0.385   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.242   0.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.574   1.925   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.241   2.695   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   12                                                            
CONECT    5   14                                                            
CONECT    6    7   11   13                                                  
CONECT    7    6    8   12                                                  
CONECT    8    1    7    9                                                  
CONECT    9    2    8   10                                                  
CONECT   10    3    9   11                                                  
CONECT   11    6   10                                                       
CONECT   12    4    7                                                       
CONECT   13    6   14                                                       
CONECT   14    5   13                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0014634
HETATM    1  O1  UNL     1      -3.952   0.579   0.513  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.603   0.727   0.150  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.742  -0.136   1.037  1.00  0.00           C  
HETATM    4  N1  UNL     1      -0.344  -0.064   0.756  1.00  0.00           N  
HETATM    5  C3  UNL     1       0.289   1.130   1.068  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.273   1.688   0.094  1.00  0.00           C  
HETATM    7  O2  UNL     1       0.668   2.320  -0.962  1.00  0.00           O  
HETATM    8  C5  UNL     1       2.169   0.548  -0.321  1.00  0.00           C  
HETATM    9  O3  UNL     1       2.794   0.084   0.835  1.00  0.00           O  
HETATM   10  C6  UNL     1       1.357  -0.524  -0.984  1.00  0.00           C  
HETATM   11  O4  UNL     1       1.211  -0.126  -2.333  1.00  0.00           O  
HETATM   12  C7  UNL     1       0.075  -0.842  -0.350  1.00  0.00           C  
HETATM   13  C8  UNL     1       0.099  -2.306   0.093  1.00  0.00           C  
HETATM   14  O5  UNL     1       0.497  -3.078  -1.007  1.00  0.00           O  
HETATM   15  H1  UNL     1      -4.033   0.050   1.338  1.00  0.00           H  
HETATM   16  H2  UNL     1      -2.490   0.417  -0.919  1.00  0.00           H  
HETATM   17  H3  UNL     1      -2.316   1.785   0.250  1.00  0.00           H  
HETATM   18  H4  UNL     1      -1.874   0.292   2.078  1.00  0.00           H  
HETATM   19  H5  UNL     1      -2.117  -1.153   1.084  1.00  0.00           H  
HETATM   20  H6  UNL     1      -0.483   1.902   1.328  1.00  0.00           H  
HETATM   21  H7  UNL     1       0.857   0.975   2.036  1.00  0.00           H  
HETATM   22  H8  UNL     1       1.918   2.413   0.679  1.00  0.00           H  
HETATM   23  H9  UNL     1       0.817   3.293  -0.861  1.00  0.00           H  
HETATM   24  H10 UNL     1       2.905   0.948  -1.042  1.00  0.00           H  
HETATM   25  H11 UNL     1       3.514  -0.563   0.625  1.00  0.00           H  
HETATM   26  H12 UNL     1       2.042  -1.424  -1.041  1.00  0.00           H  
HETATM   27  H13 UNL     1       0.260  -0.141  -2.575  1.00  0.00           H  
HETATM   28  H14 UNL     1      -0.738  -0.787  -1.103  1.00  0.00           H  
HETATM   29  H15 UNL     1      -0.861  -2.668   0.471  1.00  0.00           H  
HETATM   30  H16 UNL     1       0.920  -2.427   0.849  1.00  0.00           H  
HETATM   31  H17 UNL     1      -0.112  -2.914  -1.788  1.00  0.00           H  
CONECT    1    2   15
CONECT    2    3   16   17
CONECT    3    4   18   19
CONECT    4    5   12
CONECT    5    6   20   21
CONECT    6    7    8   22
CONECT    7   23
CONECT    8    9   10   24
CONECT    9   25
CONECT   10   11   12   26
CONECT   11   27
CONECT   12   13   28
CONECT   13   14   29   30
CONECT   14   31
END

HMDB0014634
     RDKit          3D
Miglitol
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.9520    0.5793    0.5133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6028    0.7273    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420   -0.1361    1.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3443   -0.0643    0.7556 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2893    1.1300    1.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2731    1.6881    0.0939 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6684    2.3198   -0.9617 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1690    0.5480   -0.3211 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7938    0.0836    0.8348 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3574   -0.5235   -0.9835 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2114   -0.1255   -2.3329 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0753   -0.8421   -0.3496 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0988   -2.3058    0.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4969   -3.0783   -1.0072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0327    0.0504    1.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4900    0.4171   -0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3165    1.7850    0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8742    0.2920    2.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1172   -1.1531    1.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4835    1.9017    1.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8574    0.9749    2.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9182    2.4130    0.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8171    3.2934   -0.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9046    0.9482   -1.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5140   -0.5626    0.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0421   -1.4243   -1.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2598   -0.1406   -2.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7384   -0.7869   -1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8607   -2.6677    0.4712 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9198   -2.4267    0.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1123   -2.9144   -1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 12  4  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  3 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  1
  7 23  1  0
  8 24  1  6
  9 25  1  0
 10 26  1  6
 11 27  1  0
 12 28  1  6
 13 29  1  0
 13 30  1  0
 14 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Glyset	Kegg
N-Hydroxyethyl-1-desoxy-nojirimycin	HMDB
Plumarol	HMDB
BAY m 1099	HMDB
BAY-m 1099	HMDB
BAY-m-1099	HMDB
N-Hydroxyethyl-1-desoxynojirimycin	HMDB
Diastabol	HMDB
Lacer brand OF miglitol	HMDB
Sanofi-synthelabo brand OF miglitol	HMDB
Miglitol, 4-methylbenzenesulfonate salt, ((D)-isomer)	HMDB

Chemical Formula

C₈H₁₇NO₅

Average Molecular Weight

207.2243

Monoisotopic Molecular Weight

207.110672659

IUPAC Name

(2R,3R,4R,5S)-1-(2-hydroxyethyl)-2-(hydroxymethyl)piperidine-3,4,5-triol

Traditional Name

miglitol

CAS Registry Number

72432-03-2

SMILES

OCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO

InChI Identifier

InChI=1S/C8H17NO5/c10-2-1-9-3-6(12)8(14)7(13)5(9)4-11/h5-8,10-14H,1-4H2/t5-,6+,7-,8-/m1/s1

InChI Key

IBAQFPQHRJAVAV-ULAWRXDQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as piperidines. Piperidines are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Not Available

Direct Parent

Piperidines

Alternative Parents

Substituents

Piperidine
1,2-aminoalcohol
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Alkanolamine
Polyol
Azacycle
Organic nitrogen compound
Primary alcohol
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Amine
Organic oxygen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

piperidines (CHEBI:6935 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0014634)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	114 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	610 g/L	Not Available
LogP	-2.7	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	610 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-3.2	ChemAxon
logS	0.47	ALOGPS
pKa (Strongest Acidic)	12.9	ChemAxon
pKa (Strongest Basic)	7.6	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	104.39 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	48.16 m³·mol⁻¹	ChemAxon
Polarizability	20.81 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	148.905	31661259
DarkChem	[M-H]-	143.604	31661259
DeepCCS	[M+H]+	149.91	30932474
DeepCCS	[M-H]-	147.515	30932474
DeepCCS	[M-2H]-	180.65	30932474
DeepCCS	[M+Na]+	155.938	30932474
AllCCS	[M+H]+	147.1	32859911
AllCCS	[M+H-H2O]+	143.2	32859911
AllCCS	[M+NH4]+	150.7	32859911
AllCCS	[M+Na]+	151.8	32859911
AllCCS	[M-H]-	143.6	32859911
AllCCS	[M+Na-2H]-	144.4	32859911
AllCCS	[M+HCOO]-	145.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter)). Predicted by Afia on May 17, 2022.	0.35 minutes	32390414
Predicted by Siyang on May 30, 2022	10.139 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.75 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	448.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	434.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	299.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	23.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	74.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	335.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	239.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	951.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	596.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	51.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	713.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	202.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	336.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	848.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	635.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	413.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Miglitol	OCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO	3478.9	Standard polar	33892256
Miglitol	OCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO	2029.0	Standard non polar	33892256
Miglitol	OCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO	2080.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Miglitol,1TMS,isomer #1	C[Si](C)(C)OCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO	1883.8	Semi standard non polar	33892256
Miglitol,1TMS,isomer #2	C[Si](C)(C)O[C@H]1CN(CCO)[C@H](CO)[C@@H](O)[C@@H]1O	1791.6	Semi standard non polar	33892256
Miglitol,1TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](O)CN(CCO)[C@H](CO)[C@H]1O	1770.1	Semi standard non polar	33892256
Miglitol,1TMS,isomer #4	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O)CN(CCO)[C@@H]1CO	1791.6	Semi standard non polar	33892256
Miglitol,1TMS,isomer #5	C[Si](C)(C)OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)CN1CCO	1834.8	Semi standard non polar	33892256
Miglitol,2TMS,isomer #1	C[Si](C)(C)OCCN1C[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1CO	1879.6	Semi standard non polar	33892256
Miglitol,2TMS,isomer #10	C[Si](C)(C)OC[C@@H]1[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H](O)CN1CCO	1858.3	Semi standard non polar	33892256
Miglitol,2TMS,isomer #2	C[Si](C)(C)OCCN1C[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1CO	1862.7	Semi standard non polar	33892256
Miglitol,2TMS,isomer #3	C[Si](C)(C)OCCN1C[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1CO	1876.1	Semi standard non polar	33892256
Miglitol,2TMS,isomer #4	C[Si](C)(C)OCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO[Si](C)(C)C	1906.5	Semi standard non polar	33892256
Miglitol,2TMS,isomer #5	C[Si](C)(C)OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O[Si](C)(C)C)CN1CCO	1841.3	Semi standard non polar	33892256
Miglitol,2TMS,isomer #6	C[Si](C)(C)O[C@H]1CN(CCO)[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O	1836.7	Semi standard non polar	33892256
Miglitol,2TMS,isomer #7	C[Si](C)(C)O[C@H]1CN(CCO)[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C	1819.8	Semi standard non polar	33892256
Miglitol,2TMS,isomer #8	C[Si](C)(C)OC[C@@H]1[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H](O)CN1CCO	1855.8	Semi standard non polar	33892256
Miglitol,2TMS,isomer #9	C[Si](C)(C)O[C@@H]1[C@@H](O)CN(CCO)[C@H](CO)[C@H]1O[Si](C)(C)C	1845.5	Semi standard non polar	33892256
Miglitol,3TMS,isomer #1	C[Si](C)(C)OCCN1C[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1CO	1877.9	Semi standard non polar	33892256
Miglitol,3TMS,isomer #10	C[Si](C)(C)OC[C@@H]1[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)CN1CCO	1929.0	Semi standard non polar	33892256
Miglitol,3TMS,isomer #2	C[Si](C)(C)OCCN1C[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1CO	1901.3	Semi standard non polar	33892256
Miglitol,3TMS,isomer #3	C[Si](C)(C)OCCN1C[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1CO[Si](C)(C)C	1934.6	Semi standard non polar	33892256
Miglitol,3TMS,isomer #4	C[Si](C)(C)OCCN1C[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CO	1905.4	Semi standard non polar	33892256
Miglitol,3TMS,isomer #5	C[Si](C)(C)OCCN1C[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1CO[Si](C)(C)C	1949.8	Semi standard non polar	33892256
Miglitol,3TMS,isomer #6	C[Si](C)(C)OCCN1C[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C	1941.4	Semi standard non polar	33892256
Miglitol,3TMS,isomer #7	C[Si](C)(C)OC[C@@H]1[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)CN1CCO	1918.1	Semi standard non polar	33892256
Miglitol,3TMS,isomer #8	C[Si](C)(C)OC[C@@H]1[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)CN1CCO	1899.8	Semi standard non polar	33892256
Miglitol,3TMS,isomer #9	C[Si](C)(C)O[C@H]1CN(CCO)[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1884.4	Semi standard non polar	33892256
Miglitol,4TMS,isomer #1	C[Si](C)(C)OCCN1C[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CO	1950.6	Semi standard non polar	33892256
Miglitol,4TMS,isomer #2	C[Si](C)(C)OCCN1C[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1CO[Si](C)(C)C	1969.5	Semi standard non polar	33892256
Miglitol,4TMS,isomer #3	C[Si](C)(C)OCCN1C[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C	1994.0	Semi standard non polar	33892256
Miglitol,4TMS,isomer #4	C[Si](C)(C)OCCN1C[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C	1991.4	Semi standard non polar	33892256
Miglitol,4TMS,isomer #5	C[Si](C)(C)OC[C@@H]1[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)CN1CCO	1957.3	Semi standard non polar	33892256
Miglitol,5TMS,isomer #1	C[Si](C)(C)OCCN1C[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C	2032.5	Semi standard non polar	33892256
Miglitol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO	2134.4	Semi standard non polar	33892256
Miglitol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1CN(CCO)[C@H](CO)[C@@H](O)[C@@H]1O	2039.0	Semi standard non polar	33892256
Miglitol,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)CN(CCO)[C@H](CO)[C@H]1O	2017.2	Semi standard non polar	33892256
Miglitol,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O)CN(CCO)[C@@H]1CO	2041.9	Semi standard non polar	33892256
Miglitol,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)CN1CCO	2086.0	Semi standard non polar	33892256
Miglitol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCN1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1CO	2380.6	Semi standard non polar	33892256
Miglitol,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O)CN1CCO	2337.6	Semi standard non polar	33892256
Miglitol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCCN1C[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1CO	2364.4	Semi standard non polar	33892256
Miglitol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCCN1C[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO	2367.2	Semi standard non polar	33892256
Miglitol,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO[Si](C)(C)C(C)(C)C	2403.3	Semi standard non polar	33892256
Miglitol,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)CN1CCO	2335.5	Semi standard non polar	33892256
Miglitol,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@H]1CN(CCO)[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2324.8	Semi standard non polar	33892256
Miglitol,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@H]1CN(CCO)[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2320.7	Semi standard non polar	33892256
Miglitol,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC[C@@H]1[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)CN1CCO	2348.4	Semi standard non polar	33892256
Miglitol,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)CN(CCO)[C@H](CO)[C@H]1O[Si](C)(C)C(C)(C)C	2323.6	Semi standard non polar	33892256
Miglitol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCN1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1CO	2634.3	Semi standard non polar	33892256
Miglitol,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)CN1CCO	2627.8	Semi standard non polar	33892256
Miglitol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCCN1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO	2639.4	Semi standard non polar	33892256
Miglitol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCCN1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1CO[Si](C)(C)C(C)(C)C	2671.7	Semi standard non polar	33892256
Miglitol,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCCN1C[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO	2634.2	Semi standard non polar	33892256
Miglitol,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCCN1C[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1CO[Si](C)(C)C(C)(C)C	2683.1	Semi standard non polar	33892256
Miglitol,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCCN1C[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C	2653.4	Semi standard non polar	33892256
Miglitol,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)CN1CCO	2622.0	Semi standard non polar	33892256
Miglitol,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC[C@@H]1[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)CN1CCO	2620.8	Semi standard non polar	33892256
Miglitol,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)O[C@H]1CN(CCO)[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2606.7	Semi standard non polar	33892256
Miglitol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCN1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO	2874.8	Semi standard non polar	33892256
Miglitol,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCCN1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1CO[Si](C)(C)C(C)(C)C	2909.4	Semi standard non polar	33892256
Miglitol,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCCN1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C	2918.1	Semi standard non polar	33892256
Miglitol,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCCN1C[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C	2904.8	Semi standard non polar	33892256
Miglitol,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)CN1CCO	2869.7	Semi standard non polar	33892256
Miglitol,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCN1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C	3125.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Miglitol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00r5-2900000000-56f32f82ba2fcf0b2f3f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Miglitol GC-MS (5 TMS) - 70eV, Positive	splash10-0udi-1232790000-441c256496718e67b754	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Miglitol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Miglitol 35V, Positive-QTOF	splash10-0595-4910000000-e2869d5e352af32e162c	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Miglitol 10V, Positive-QTOF	splash10-052f-0950000000-b6d93af11a2ee76dc59e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Miglitol 20V, Positive-QTOF	splash10-00dl-2900000000-410b4768b0f8614dc47d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Miglitol 40V, Positive-QTOF	splash10-006t-2900000000-7e4fc39424e628a02185	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Miglitol 10V, Negative-QTOF	splash10-0a4i-0950000000-0a22d4c227ec14f0b1fa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Miglitol 20V, Negative-QTOF	splash10-0a70-1900000000-cd4c33e127797a3d7022	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Miglitol 40V, Negative-QTOF	splash10-00dl-9100000000-5b937e39803d6010baf9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Miglitol 10V, Negative-QTOF	splash10-0a4i-1490000000-9f7a7227f89d0d80e784	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Miglitol 20V, Negative-QTOF	splash10-0zgi-9720000000-6c8e2fe5639f066d1d14	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Miglitol 40V, Negative-QTOF	splash10-0a4l-9400000000-4692d4e4918cc815aeaf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Miglitol 10V, Positive-QTOF	splash10-0a4i-0190000000-41532a9a59df81ab7a57	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Miglitol 20V, Positive-QTOF	splash10-0a4l-2950000000-bdc61992bdc58b2c98cf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Miglitol 40V, Positive-QTOF	splash10-0a4i-9000000000-56106c2257f43ac04591	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00491	21059682	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00491	21059682	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00491

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

390074

KEGG Compound ID

C07708

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Miglitol

METLIN ID

Not Available

PubChem Compound

441314

PDB ID

MIG

ChEBI ID

545681

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Neutral alpha-glucosidase AB

General function:: Involved in catalytic activity
Specific function:: Cleaves sequentially the 2 innermost alpha-1,3-linked glucose residues from the Glc(2)Man(9)GlcNAc(2) oligosaccharide precursor of immature glycoproteins.
Gene Name:: GANAB
Uniprot ID:: Q14697
Molecular weight:: Not Available

References

Fukaya N, Mochizuki K, Tanaka Y, Kumazawa T, Jiuxin Z, Fuchigami M, Goda T: The alpha-glucosidase inhibitor miglitol delays the development of diabetes and dysfunctional insulin secretion in pancreatic beta-cells in OLETF rats. Eur J Pharmacol. 2009 Dec 10;624(1-3):51-7. doi: 10.1016/j.ejphar.2009.09.048. Epub 2009 Oct 7. [PubMed:19818342 ]
Hirata A, Igarashi M, Iwai H, Tominaga M: Effect of miglitol, an alpha-glucosidase inhibitor, on atherogenic outcomes in balloon-injured diabetic rats. Horm Metab Res. 2009 Mar;41(3):213-20. doi: 10.1055/s-0028-1105919. Epub 2008 Dec 15. [PubMed:19085811 ]

Enzyme Details

2. Lysosomal alpha-glucosidase

General function:: Involved in catalytic activity
Specific function:: Essential for the degradation of glygogen to glucose in lysosomes.
Gene Name:: GAA
Uniprot ID:: P10253
Molecular weight:: Not Available

References

Fukaya N, Mochizuki K, Tanaka Y, Kumazawa T, Jiuxin Z, Fuchigami M, Goda T: The alpha-glucosidase inhibitor miglitol delays the development of diabetes and dysfunctional insulin secretion in pancreatic beta-cells in OLETF rats. Eur J Pharmacol. 2009 Dec 10;624(1-3):51-7. doi: 10.1016/j.ejphar.2009.09.048. Epub 2009 Oct 7. [PubMed:19818342 ]
Hirata A, Igarashi M, Iwai H, Tominaga M: Effect of miglitol, an alpha-glucosidase inhibitor, on atherogenic outcomes in balloon-injured diabetic rats. Horm Metab Res. 2009 Mar;41(3):213-20. doi: 10.1055/s-0028-1105919. Epub 2008 Dec 15. [PubMed:19085811 ]

Enzyme Details

3. Pancreatic alpha-amylase

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: AMY2A
Uniprot ID:: P04746
Molecular weight:: Not Available

Enzyme Details

4. Maltase-glucoamylase, intestinal

General function:: Involved in catalytic activity
Specific function:: May serve as an alternate pathway for starch digestion when luminal alpha-amylase activity is reduced because of immaturity or malnutrition. May play a unique role in the digestion of malted dietary oligosaccharides used in food manufacturing.
Gene Name:: MGAM
Uniprot ID:: O43451
Molecular weight:: Not Available

References

Mooradian AD, Thurman JE: Drug therapy of postprandial hyperglycaemia. Drugs. 1999 Jan;57(1):19-29. [PubMed:9951949 ]
Rossi EJ, Sim L, Kuntz DA, Hahn D, Johnston BD, Ghavami A, Szczepina MG, Kumar NS, Sterchi EE, Nichols BL, Pinto BM, Rose DR: Inhibition of recombinant human maltase glucoamylase by salacinol and derivatives. FEBS J. 2006 Jun;273(12):2673-83. [PubMed:16817895 ]
Fukaya N, Mochizuki K, Tanaka Y, Kumazawa T, Jiuxin Z, Fuchigami M, Goda T: The alpha-glucosidase inhibitor miglitol delays the development of diabetes and dysfunctional insulin secretion in pancreatic beta-cells in OLETF rats. Eur J Pharmacol. 2009 Dec 10;624(1-3):51-7. doi: 10.1016/j.ejphar.2009.09.048. Epub 2009 Oct 7. [PubMed:19818342 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

5. Neutral alpha-glucosidase C

General function:: Involved in catalytic activity
Specific function:: Has alpha-glucosidase activity.
Gene Name:: GANC
Uniprot ID:: Q8TET4
Molecular weight:: Not Available

References

Fukaya N, Mochizuki K, Tanaka Y, Kumazawa T, Jiuxin Z, Fuchigami M, Goda T: The alpha-glucosidase inhibitor miglitol delays the development of diabetes and dysfunctional insulin secretion in pancreatic beta-cells in OLETF rats. Eur J Pharmacol. 2009 Dec 10;624(1-3):51-7. doi: 10.1016/j.ejphar.2009.09.048. Epub 2009 Oct 7. [PubMed:19818342 ]
Hirata A, Igarashi M, Iwai H, Tominaga M: Effect of miglitol, an alpha-glucosidase inhibitor, on atherogenic outcomes in balloon-injured diabetic rats. Horm Metab Res. 2009 Mar;41(3):213-20. doi: 10.1055/s-0028-1105919. Epub 2008 Dec 15. [PubMed:19085811 ]

Showing metabocard for Miglitol (HMDB0014634)

MOL for HMDB0014634 (Miglitol)

3D MOL for HMDB0014634 (Miglitol)

3D SDF for HMDB0014634 (Miglitol)

3D-SDF for HMDB0014634 (Miglitol)

PDB for HMDB0014634 (Miglitol)

3D PDB for HMDB0014634 (Miglitol)

SMILES for HMDB0014634 (Miglitol)

INCHI for HMDB0014634 (Miglitol)

Structure for HMDB0014634 (Miglitol)

3D Structure for HMDB0014634 (Miglitol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

References

References

References

References